TW202449121A - Liquid-crystalline medium - Google Patents
Liquid-crystalline medium Download PDFInfo
- Publication number
- TW202449121A TW202449121A TW113105752A TW113105752A TW202449121A TW 202449121 A TW202449121 A TW 202449121A TW 113105752 A TW113105752 A TW 113105752A TW 113105752 A TW113105752 A TW 113105752A TW 202449121 A TW202449121 A TW 202449121A
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- Prior art keywords
- formula
- atoms
- compounds
- group
- liquid crystal
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- 150000001875 compounds Chemical class 0.000 claims description 533
- 239000004973 liquid crystal related substance Substances 0.000 claims description 363
- 125000004432 carbon atom Chemical group C* 0.000 claims description 175
- 125000000217 alkyl group Chemical group 0.000 claims description 146
- 125000003342 alkenyl group Chemical group 0.000 claims description 75
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 69
- 125000003545 alkoxy group Chemical group 0.000 claims description 59
- 229910052731 fluorine Inorganic materials 0.000 claims description 53
- 229910052801 chlorine Inorganic materials 0.000 claims description 34
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 33
- 125000001424 substituent group Chemical group 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 125000005843 halogen group Chemical group 0.000 claims description 24
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 13
- 125000001153 fluoro group Chemical group F* 0.000 claims description 11
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 8
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
- 125000005188 oxoalkyl group Chemical group 0.000 claims description 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 5
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 claims description 3
- 239000000203 mixture Substances 0.000 description 247
- -1 ethoxy, propoxy, butoxy, pentyloxy Chemical group 0.000 description 53
- 239000000460 chlorine Substances 0.000 description 42
- 229910052740 iodine Inorganic materials 0.000 description 42
- 229910052757 nitrogen Inorganic materials 0.000 description 39
- 230000000704 physical effect Effects 0.000 description 38
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 37
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 31
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 25
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 13
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 13
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 11
- 239000011159 matrix material Substances 0.000 description 10
- 229910052736 halogen Inorganic materials 0.000 description 9
- 150000002367 halogens Chemical class 0.000 description 9
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 9
- 229910052698 phosphorus Inorganic materials 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 230000004044 response Effects 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- 239000000758 substrate Substances 0.000 description 7
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 7
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 6
- 230000005684 electric field Effects 0.000 description 6
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 229910052727 yttrium Inorganic materials 0.000 description 6
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- 125000000304 alkynyl group Chemical group 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- 230000005540 biological transmission Effects 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 description 4
- 239000002019 doping agent Substances 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 3
- UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 description 3
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- 101150065749 Churc1 gene Proteins 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 102100038239 Protein Churchill Human genes 0.000 description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 3
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 125000001072 heteroaryl group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 125000006850 spacer group Chemical group 0.000 description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 2
- 125000006023 1-pentenyl group Chemical group 0.000 description 2
- 125000006017 1-propenyl group Chemical group 0.000 description 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
- SZTBMYHIYNGYIA-UHFFFAOYSA-M 2-chloroacrylate Chemical compound [O-]C(=O)C(Cl)=C SZTBMYHIYNGYIA-UHFFFAOYSA-M 0.000 description 2
- WWQRDAMGSQVYAE-UHFFFAOYSA-N 2-ethenoxyprop-2-enoic acid Chemical compound OC(=O)C(=C)OC=C WWQRDAMGSQVYAE-UHFFFAOYSA-N 0.000 description 2
- 125000006043 5-hexenyl group Chemical group 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- ZYMKZMDQUPCXRP-UHFFFAOYSA-N fluoro prop-2-enoate Chemical compound FOC(=O)C=C ZYMKZMDQUPCXRP-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000002105 nanoparticle Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000005429 oxyalkyl group Chemical group 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 125000006413 ring segment Chemical group 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 125000003107 substituted aryl group Chemical group 0.000 description 2
- MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical compound C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 description 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- OXBRRUNAAVNTOZ-UHFFFAOYSA-N 1-ethoxy-4-(4-propylcyclohexyl)benzene Chemical compound C1CC(CCC)CCC1C1=CC=C(OCC)C=C1 OXBRRUNAAVNTOZ-UHFFFAOYSA-N 0.000 description 1
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- AUXIEQKHXAYAHG-UHFFFAOYSA-N 1-phenylcyclohexane-1-carbonitrile Chemical compound C=1C=CC=CC=1C1(C#N)CCCCC1 AUXIEQKHXAYAHG-UHFFFAOYSA-N 0.000 description 1
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 description 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- 125000006042 4-hexenyl group Chemical group 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 description 1
- 229940123457 Free radical scavenger Drugs 0.000 description 1
- 108010081348 HRT1 protein Hairy Proteins 0.000 description 1
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical group C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 1
- 230000002547 anomalous effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000003983 crown ethers Chemical class 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- IYYZUPMFVPLQIF-ALWQSETLSA-N dibenzothiophene Chemical group C1=CC=CC=2[34S]C3=C(C=21)C=CC=C3 IYYZUPMFVPLQIF-ALWQSETLSA-N 0.000 description 1
- 125000005509 dibenzothiophenyl group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- RBBNOVKRLWDEGC-UHFFFAOYSA-M dodecyl-ethyl-dimethylazanium;4-hexoxybenzoate Chemical compound CCCCCCOC1=CC=C(C([O-])=O)C=C1.CCCCCCCCCCCC[N+](C)(C)CC RBBNOVKRLWDEGC-UHFFFAOYSA-M 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005553 heteroaryloxy group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
- 229920001690 polydopamine Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
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Abstract
Description
本發明係關於液晶(LC)介質及含有此等介質之節能液晶顯示器(LCD),尤其係關於藉由主動矩陣定址之顯示器及特別係關於以下LC顯示器:TN、PS-TN、STN、TN-TFT、OCB、IPS、PS-IPS、FFS、HB-FFS、XB-FFS、PS-FFS、SA-HB-FFS、SA-XB-FFS、聚合物穩定化SA-HB-FFS、聚合物穩定化SA-XB-FFS、正VA或正PS-VA型。在一較佳實施例中,該等LC介質具有正介電各向異性。The invention relates to liquid crystal (LC) media and energy-saving liquid crystal displays (LCDs) containing such media, in particular to displays addressed by active matrix and in particular to LC displays of the following types: TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-FFS, SA-HB-FFS, SA-XB-FFS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA or positive PS-VA type. In a preferred embodiment, the LC media have positive dielectric anisotropy.
液晶顯示器( Liquid- crystal display,LCD)於許多領域中用於顯示資訊。LCD既用於直觀式顯示器,亦用於投影型顯示器。所使用之電光模式係例如扭曲向列( twisted nematic,TN)、超扭曲向列( super twisted nematic,STN)、光學補償彎曲( optically compensated bend,OCB)及電控雙折射( electrically controlled birefringence,ECB)模式連同其等各種修飾及其他模式。所有此等模式均利用大體上垂直於基板及LC層產生之電場。 Liquid crystal displays ( LCDs ) are used in many fields to display information. LCDs are used in both direct-view and projection displays. Electro-optical modes used are, for example, twisted nematic ( TN ), super twisted nematic (STN), optically compensated bend ( OCB ), and electrically controlled birefringence ( ECB ) modes along with various modifications and other modes. All of these modes utilize electric fields generated substantially perpendicular to the substrate and LC layer.
除此等模式外,亦存在利用大體上平行於基板或LC層之電場之電光模式。例如,WO 91/10936揭示一種LC顯示器,其中電信號係以使得電場具有平行於LC層之顯著分量之方式產生,且此後該LC顯示器稱為平面內切換( in- plane switching,IPS)顯示器。操作此顯示器之原理係例如由R.A. Soref描述於Journal of Applied Physics,第45卷,第12期,第5466至5468頁(1974)中。 In addition to these modes, there are also electro-optical modes which utilize an electric field which is substantially parallel to the substrate or LC layer. For example, WO 91/10936 discloses an LC display in which the electrical signal is generated in such a way that the electric field has a significant component parallel to the LC layer, and the LC display is thereafter referred to as an in - plane switching (IPS) display. The principle of operating this display is described, for example, by RA Soref in Journal of Applied Physics, Vol. 45, No. 12, pp. 5466-5468 (1974).
IPS顯示器含有在具有平面取向之兩個基板之間的LC層,其中兩個電極係佈置於該等兩個基板之僅一者上且較佳具有叉指狀、梳狀結構。在對該等電極施加電壓時,於其等之間產生具有平行於該LC層之顯著分量之電場。此導致LC分子於平面中重新配向。IPS displays contain an LC layer between two substrates with a planar orientation, wherein two electrodes are arranged on only one of the two substrates and preferably have an interdigitated, comb-like structure. When a voltage is applied to the electrodes, an electric field with a significant component parallel to the LC layer is generated between them. This causes the LC molecules to realign in the plane.
例如,EP 0 588 568揭示用於設計電極及用於定址IPS顯示器之各種可能性。DE 198 24 137同樣描述此等IPS顯示器之各種實施例。For example, EP 0 588 568 discloses various possibilities for designing electrodes and for addressing IPS displays. DE 198 24 137 likewise describes various embodiments of such IPS displays.
用於此類型IPS顯示器之液晶材料係描述例如於DE 195 28 104中。Liquid-crystal materials for IPS displays of this type are described, for example, in DE 195 28 104.
此外,已報導所謂之「邊緣場切換」 ( f ringe- field switching ,FFS)顯示器(參見尤其S.H. Jung等人,Jpn. J. Appl. Phys.,第43卷,第3期,2004,1028),其等於相同基板上含有兩個電極,該等電極中之一者係以梳狀方式結構化及另一者係未結構化。因此產生強所謂之「邊緣場」,亦即靠近電極邊緣之強電場,且於整個單元中,既具有強垂直分量且亦具有強水平分量之電場。FFS顯示器具有對比度之低視角依賴性。FFS顯示器一般含有具有正介電各向異性之LC介質及一般由聚醯亞胺組成之配向層,其為該LC介質之分子提供平面配向。 Furthermore, so-called " fringe - field switching" (FFS) displays have been reported (see, inter alia, SH Jung et al., Jpn. J. Appl. Phys., Vol. 43, No. 3, 2004, 1028), which are equivalent to containing two electrodes on the same substrate, one of which is structured in a comb-like manner and the other is unstructured. Thus, a strong so-called "fringe field" is generated, i.e. a strong electric field near the electrode edge and an electric field with both a strong vertical component and a strong horizontal component in the entire unit. FFS displays have a low viewing angle dependence of the contrast. FFS displays generally contain an LC medium with positive dielectric anisotropy and an alignment layer, generally composed of polyimide, which provides a planar alignment for the molecules of the LC medium.
IPS及FFS電光模式之液晶顯示器特別適用於現代桌上型監視器、電視機及多媒體應用。根據本發明之LC介質較佳用於此類型之顯示器中。一般而言,具有相當低之介電各向異性值之正介電LC介質用於FFS顯示器中,但在一些情況下具有僅約3或甚至更小之介電各向異性之LC介質亦用於IPS顯示器中。Liquid crystal displays in the IPS and FFS electro-optical modes are particularly suitable for modern desktop monitors, televisions and multimedia applications. The LC medium according to the invention is preferably used in displays of this type. Generally speaking, positive dielectric LC media with relatively low dielectric anisotropy values are used in FFS displays, but in some cases LC media with dielectric anisotropy values of only about 3 or even less are also used in IPS displays.
已由HB-FFS模式達成進一步改良。相比於傳統FFS技術,HB-FFS模式之一個獨特特徵係其能夠達成更高之透射率,從而容許以更少之能耗操作面板。A further improvement has been achieved with the HB-FFS mode. Compared to conventional FFS technology, a unique feature of the HB-FFS mode is its ability to achieve higher transmittance, allowing the panel to be operated with less power consumption.
另一種最近研發之模式係XB-FFS模式,其中LC介質另外含有具有低介電各向異性之極性液晶化合物。Another recently developed mode is the XB-FFS mode, in which the LC medium additionally contains polar liquid crystal compounds with low dielectric anisotropy.
適用於LCD且尤其適用於FFS及IPS顯示器之液晶組合物為先前技術中已知,例如,來自JP 07-181 439 (A)、EP 0 667 555、EP 0 673 986、DE 195 09 410、DE 195 28 106、DE 195 28 107、WO 96/23 851及WO 96/28 521。然而,此等組合物存在某些缺點。除其他缺陷外,其等中之大多數導致不利之長定址時間,具有不適當的電阻率值及/或需要過高之操作電壓。至此,操作性質及亦儲架壽命之改良均係必要的。Liquid crystal compositions suitable for LCDs and in particular for FFS and IPS displays are known from the prior art, for example from JP 07-181 439 (A), EP 0 667 555, EP 0 673 986, DE 195 09 410, DE 195 28 106, DE 195 28 107, WO 96/23 851 and WO 96/28 521. However, these compositions have certain disadvantages. Among other disadvantages, most of them lead to disadvantageously long addressing times, have inappropriate resistivity values and/or require too high an operating voltage. To this end, improvements in the operating properties and also the shelf life are necessary.
FFS及IPS顯示器可作為主動矩陣顯示器( active- matrix display,AMD)或被動矩陣顯示器( passive matrix display,PMD)操作。在主動矩陣顯示器之情況下,個別像素一般係藉由積體非線性主動元件(諸如例如薄膜電晶體( thin- film transistor,TFT))定址,而在被動矩陣顯示器之情況下,個別像素一般係藉由如自先前技術已知的多工方法定址。 FFS and IPS displays can be operated as active - matrix displays (AMD) or passive - matrix displays (PMD). In the case of active-matrix displays, the individual pixels are generally addressed by integrated non-linear active elements such as, for example, thin - film transistors (TFTs), whereas in the case of passive - matrix displays, the individual pixels are generally addressed by multiplexing methods as are known from the prior art.
根據本發明之顯示器較佳係藉由主動矩陣,較佳藉由TFT矩陣定址。然而,根據本發明之LC介質亦可有利地用於具有其他已知定址方式之顯示器中。The display according to the invention is preferably addressed by an active matrix, preferably by a TFT matrix. However, the LC medium according to the invention can also be advantageously used in displays having other known addressing methods.
平面內切換(IPS)及邊緣場切換(FFS)技術之典型應用係監視器、筆記型電腦、電視、行動電話、平板電腦等。Typical applications of In-Plane Switching (IPS) and Edge Field Switching (FFS) technologies are monitors, laptops, TVs, mobile phones, tablet computers, etc.
IPS及FFS技術均具有某些優於其他LCD技術之優點,諸如例如垂直配向(VA)技術,例如對比度之寬視角依賴性。Both IPS and FFS technologies have certain advantages over other LCD technologies, such as vertical alignment (VA) technology, such as the wide viewing angle dependence of contrast.
提供其他LC介質及其於具有高傳輸、良好黑色狀態及高對比度之顯示器中之用途係現代FFS及IPS應用之核心挑戰。另外,現代應用亦需要良好低溫穩定性及快速定址時間。Providing alternative LC media and their use in displays with high transmission, good black state and high contrast is a core challenge for modern FFS and IPS applications. In addition, modern applications also require good low temperature stability and fast addressing times.
迄今為止,仍不可能設計具有高對比度(例如高彈性常數K 1及K av)、低溫穩定性及低反應時間之合適LC介質。因此,此等裝置中之整體圖像品質仍需進一步改良。 To date, it has not been possible to design suitable LC media with high contrast (e.g. high elastic constants K1 and Kav ), low temperature stability and low response time. Therefore, the overall image quality in these devices still needs further improvement.
本發明的目標係提供具有特別用於節能FFS及IPS顯示器,且亦用於TN、正VA或STN顯示器,及特別用於主動矩陣顯示器(例如彼等藉由TFT定址者)之LC介質,其等不顯示或僅在較小程度上顯示上文指示之缺點且具有高平均彈性常數K av與低反應時間參數(γ 1/K 1)及低旋轉黏度、相對低雙折射率Δn之組合。另外,其等需具有高比電阻、低臨限值電壓、高介電各向異性、良好低溫穩定性(LTS)、快速反應時間及實現高亮度。在FFS顯示器之情況下,需要將反應時間、對比度、亮度及可靠性進一步最佳化。然而,發現先前技術之LC材料通常無法同時達成所有此等要求。 The object of the invention is to provide LC media having advantages particularly for energy-saving FFS and IPS displays, and also for TN, positive VA or STN displays, and particularly for active matrix displays (e.g. those addressed by means of TFTs), which do not or only to a lesser extent exhibit the disadvantages indicated above and have a combination of a high average elastic constant Kav with a low response time parameter ( γ1 / K1 ) and a low rotational viscosity, a relatively low birefringence Δn. In addition, they need to have a high specific resistance, a low critical voltage, a high dielectric anisotropy, good low temperature stability (LTS), a fast response time and achieve a high brightness. In the case of FFS displays, it is necessary to further optimize the response time, contrast, brightness and reliability. However, it has been found that prior art LC materials are generally unable to meet all of these requirements simultaneously.
令人驚訝地,藉由提供如下文中描述及主張之LC介質來解決上文技術問題。Surprisingly, the above technical problem is solved by providing an LC medium as described and claimed hereinafter.
現已令人驚訝地發現含有式I、LP1及/或LP2化合物之組合之根據本發明之LC介質顯示數種顯著改良, 其中個別取代基係經技術方案1中指定, 尤其當用於FFS模式顯示器中時,諸如高平均彈性常數K av、低反應時間參數(γ 1/K 1)與低旋轉黏度及良好溶解性之組合,並實現快速反應時間。 It has now been surprisingly found that LC media according to the present invention containing a combination of compounds of formula I, LP1 and/or LP2 show several significant improvements. The individual substituents are specified in technical solution 1, especially when used in FFS mode displays, such as a combination of high average elastic constant Kav , low reaction time parameter ( γ1 / K1 ) and low rotational viscosity and good solubility, and a fast reaction time is achieved.
另外,根據本發明之LC介質具有高清亮點、極佳低溫穩定性(LTS)並提供最佳動態圖像品質及經改良之整體影像品質,特別是高對比度。In addition, the LC medium according to the invention has high definition bright spots, excellent low temperature stability (LTS) and provides the best dynamic image quality and improved overall image quality, especially high contrast.
本發明係關於一種LC介質,其特徵在於其包含一或多種式I化合物 其中個別取代基每次出現時相同或不同地且各彼此獨立地具有下列含義: R 11及R 12各彼此獨立地表示H原子、具有1至12個C原子之烷基或烷氧基或具有2至12個C原子之烯基或烯氧基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換,或具有3至12個C原子之環烷基或環烷氧基,其中一或多個H原子可經鹵素原子置換,較佳環戊基或環戊氧基, Z 1表示單鍵、-CH 2-CH 2-或-COO-;及 一或多種選自由下式LP1及LP2組成之群之化合物 其中個別取代基每次出現時相同或不同地且各彼此獨立地具有下列含義: R 0具有1至12個C原子之烷基或烷氧基或具有2至12個C原子之烯基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換, R 2具有1至6個C原子之烷基或烷氧基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換, X 2F原子或具有1至6個C原子之烷基或烷氧基或具有2至6個C原子之烯基或烯氧基,其中一或多個H原子係經F原子置換, L 1及L 2彼此獨立地H、F或Cl, Y 0H或CH 3,及 n及m 彼此獨立地表示0、1或2。 The invention relates to an LC medium, characterized in that it comprises one or more compounds of the formula I wherein the individual substituents have the following meanings, identically or differently and independently of one another, on each occurrence: R 11 and R 12 each independently represent an H atom, an alkyl or alkoxy group having 1 to 12 C atoms, or an alkenyl or alkenyloxy group having 2 to 12 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, or a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms, one or more H atoms thereof may be replaced by a halogen atom, preferably a cyclopentyl or cyclopentyloxy group, Z 1 represents a single bond, -CH 2 -CH 2 - or -COO-; and one or more compounds selected from the group consisting of the following formulae LP1 and LP2 wherein the individual substituents have the following meanings on each occurrence, identically or differently and independently of one another: R 0 is an alkyl or alkoxy group having 1 to 12 C atoms or an alkenyl group having 2 to 12 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- are substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, R2 is an alkyl or alkoxy group having 1 to 6 C atoms, wherein one or more CH2 groups are optionally replaced by -C≡C-, -CF2O- , -OCF2- , -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- is substituted in a manner that O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, X2 is a F atom or an alkyl or alkoxy group having 1 to 6 C atoms or an alkenyl or alkenyloxy group having 2 to 6 C atoms, wherein one or more H atoms are replaced by an F atom, L1 and L2 are independently H, F or Cl, Y0 is H or CH3 , and n and m are independently 0, 1 or 2.
根據本發明之LC介質尤其適用於以下LC顯示器中:基於正介電液晶之FFS、HB-FFS、XB-FFS及IPS模式,及其聚合物穩定化變體。The LC medium according to the invention is particularly suitable for use in the following LC displays: FFS, HB-FFS, XB-FFS and IPS modes based on positive dielectric liquid crystals, and polymer-stabilized variants thereof.
本發明進一步係關於如上下文描述之LC介質於電光目的之用途,特別用於LC顯示器、快門式眼鏡、LC窗、3D應用中,較佳用於TN、PS-TN、STN、TN-TFT、OCB、IPS、PS-IPS、FFS、HB-FFS、XB-FFS、PS-HB-FFS、PS-XB-FFS、SA-HB-FFS、SA-XB-FFS、聚合物穩定化SA-HB-FFS、聚合物穩定化SA-XB-FFS、正VA及正PS-VA顯示器中,極佳用於FFS、HB-FFS、IPS、PS-HB-FFS及PS-IPS顯示器中。The invention further relates to the use of an LC medium as described above and below for electro-optical purposes, in particular in LC displays, shutter glasses, LC windows, 3D applications, preferably in TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-HB-FFS, PS-XB-FFS, SA-HB-FFS, SA-XB-FFS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA and positive PS-VA displays, very preferably in FFS, HB-FFS, IPS, PS-HB-FFS and PS-IPS displays.
本發明進一步係關於一種含有如上下文描述之LC介質之電光LC顯示器,特別是TN、PS-TN、STN、TN-TFT、OCB、IPS、PS-IPS、FFS、HB-FFS、XB-FFS、PS-HB-FFS、PS-XB-FFS、SA-HB-FFS、SA-XB-FFS、聚合物穩定化SA-HB-FFS、聚合物穩定化SA-XB-FFS、正VA或正PS-VA顯示器,較佳FFS、HB-FFS、IPS、PS-HB-FFS或PS-IPS顯示器。The invention further relates to an electro-optical LC display comprising an LC medium as described above and below, in particular a TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-HB-FFS, PS-XB-FFS, SA-HB-FFS, SA-XB-FFS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA or positive PS-VA display, preferably a FFS, HB-FFS, IPS, PS-HB-FFS or PS-IPS display.
於本申請案中,所有原子亦包括其等同位素。在一些實施例中,一或多個氫原子(H)可視需要經氘(D)置換;高度氘化實現或簡化化合物之分析測定,特別是在低濃度之情況下。In this application, all atoms also include their isotopes. In some embodiments, one or more hydrogen atoms (H) can be replaced by deuterium (D) as needed; high deuteration enables or simplifies the analytical determination of compounds, especially at low concentrations.
於式I、LP1及LP2中,若R 0、R 11、R 12及R 2表示烷基及/或烷氧基,則此可為直鏈或分支鏈。其較佳為直鏈,具有2、3、4、5或6個C原子且較佳表示乙基、丙基、丁基、戊基、己基、乙氧基、丙氧基、丁氧基、戊氧基或己氧基,此外甲基、甲氧基。R 0較佳表示具有1至6個C原子之直鏈烷基或具有2至6個C原子之烯基。 In formula I, LP1 and LP2, if R 0 , R 11 , R 12 and R 2 represent alkyl and/or alkoxy groups, this may be a straight chain or a branched chain. It is preferably a straight chain having 2, 3, 4, 5 or 6 C atoms and preferably represents ethyl, propyl, butyl, pentyl, hexyl, ethoxy, propoxy, butoxy, pentyloxy or hexyloxy, in addition to methyl, methoxy. R 0 preferably represents a straight chain alkyl group having 1 to 6 C atoms or an alkenyl group having 2 to 6 C atoms.
氧雜烷基較佳表示直鏈2-氧雜丙基(= 甲氧基甲基)、2-(=乙氧基甲基)或3-氧雜丁基(= 2-甲氧基乙基)、2-、3-或4-氧雜戊基、2-、3-、4-或5-氧雜己基。Oxahedral alkyl preferably represents linear 2-oxahedral propyl (= methoxymethyl), 2-(= ethoxymethyl) or 3-oxahedral butyl (= 2-methoxyethyl), 2-, 3- or 4-oxahedral pentyl, 2-, 3-, 4- or 5-oxahedral hexyl.
若R 0、R 11、R 12或R 2表示烷氧基或氧雜烷基,其亦可含有一或多個另外氧原子,限制條件為氧原子非彼此直接連接。 If R 0 , R 11 , R 12 or R 2 represents an alkoxy group or an oxyalkyl group, it may also contain one or more further oxygen atoms, with the proviso that the oxygen atoms are not directly linked to one another.
在另一較佳實施例中,R 0、R 11、R 12及R 2中之一或多者係選自由以下組成之群: 、 、 、 、 、 、 、 、-S 1-F、-O-S 1-F、-O-S 1-O-S 2,其中S 1係C 1-12-伸烷基或C 2-12-伸烯基及S 2係H、C 1-12-烷基或C 2-12-烯基,且極佳R 0、R 11、R 12及R 2中之一或多者係選自由以下組成之群: 、 、 、 、 、 、 、 、 、 、 、 、 、-OCH 2OCH 3、-O(CH 2) 2OCH 3、-O(CH 2) 3OCH 3、-O(CH 2) 4OCH 3、-O(CH 2) 2F、-O(CH 2) 3F、-O(CH 2) 4F。 In another preferred embodiment, one or more of R 0 , R 11 , R 12 and R 2 are selected from the group consisting of: , , , , , , , , -S 1 -F, -OS 1 -F, -OS 1 -OS 2 , wherein S 1 is C 1-12 -alkylene or C 2-12 -alkenylene and S 2 is H, C 1-12 -alkyl or C 2-12 -alkenyl, and most preferably one or more of R 0 , R 11 , R 12 and R 2 are selected from the group consisting of: , , , , , , , , , , , , , -OCH 2 OCH 3 , -O(CH 2 ) 2 OCH 3 , -O(CH 2 ) 3 OCH 3 , -O(CH 2 ) 4 OCH 3 , -O(CH 2 ) 2 F, -O(CH 2 ) 3 F, -O(CH 2 ) 4 F.
若R 0、R 11、R 12或R 2表示烯基,則此可為直鏈或分支鏈。其較佳為直鏈且具有2至10個C原子。因此,其特別表示乙烯基、丙-1-或-2-烯基、丁-1-、-2-或-3-烯基、戊-1-、-2-、-3-或-4-烯基、己-1-、-2-、-3-、-4-或-5-烯基、庚-1-、-2-、-3-、-4-、-5-或-6-烯基、辛-1-、-2-、-3-、-4-、-5-、-6-或-7-烯基、壬-1-、-2-、-3-、-4-、-5-、-6-、-7-或-8-烯基、癸-1-、-2-、-3-、-4-、-5-、-6-、-7-、-8-或-9-烯基。 If R 0 , R 11 , R 12 or R 2 represents an alkenyl group, this may be straight chain or branched. It is preferably straight chain and has 2 to 10 C atoms. Thus, it particularly denotes vinyl, prop-1- or -2-enyl, but-1-, -2- or -3-enyl, pent-1-, -2-, -3- or -4-enyl, hex-1-, -2-, -3-, -4- or -5-enyl, hept-1-, -2-, -3-, -4-, -5- or -6-enyl, oct-1-, -2-, -3-, -4-, -5-, -6- or -7-enyl, non-1-, -2-, -3-, -4-, -5-, -6-, -7- or -8-enyl, dec-1-, -2-, -3-, -4-, -5-, -6-, -7-, -8- or -9-enyl.
若R 0、R 11、R 12或R 2表示至少經鹵素單取代之烷基或烯基,則此基團較佳為直鏈,且鹵素較佳為F或Cl。在多取代之情況下,鹵素較佳為F。所得基團亦包括全氟化基團。在單取代之情況下,氟或氯取代基可在任何所需位置,但較佳在ω位置。 If R 0 , R 11 , R 12 or R 2 represents an alkyl or alkenyl group which is at least monosubstituted by a halogen, this group is preferably a straight chain and the halogen is preferably F or Cl. In the case of polysubstitution, the halogen is preferably F. The resulting groups also include perfluorinated groups. In the case of monosubstitution, the fluorine or chlorine substituent may be in any desired position, but is preferably in the ω position.
於式LP2中,X 2較佳為F原子或具有1、2或3個C原子之單或多氟化烷基或烷氧基或具有2或3個C原子之單或多氟化烯基。X 2特別佳為F、CF 3、CHF 2、OCF 3、OCHF 2、OCFHCF 3、OCFHCHF 2、OCFHCHF 2、OCF 2CH 3、OCF 2CHF 2、OCF 2CHF 2、OCF 2CF 2CHF 2、OCF 2CF 2CHF 2、OCFHCF 2CF 3、OCFHCF 2CHF 2、OCF 2CF 2CF 3、OCH=CF 2或CH=CF 2,極特別佳F或CF 3,此外OCF 3、OCF=CF 2、OCHF 2或OCH=CF 2。 In formula LP2, X2 is preferably a F atom or a mono- or polyfluorinated alkyl or alkoxy group having 1, 2 or 3 C atoms or a mono- or polyfluorinated alkenyl group having 2 or 3 C atoms. X2 is particularly preferably F, CF3 , CHF2 , OCF3 , OCHF2 , OCFHCF3 , OCFHCHF2 , OCFHCHF2 , OCF2CH3, OCF2CHF2 , OCF2CHF2 , OCF2CF2CHF2 , OCF2CF2CHF2 , OCFHCF2CF3 , OCFHCF2CHF2, OCF2CF2CF3, OCFHCF2CHF2, OCF2CF2CF3 , OCH= CF2 or CH = CF2 , very particularly preferably F or CF3 , furthermore OCF3 , OCF = CF2 , OCHF2 or OCH = CF2 .
於式I及其子式化合物中,R 11、R 12較佳表示具有1至6個C原子之直鏈烷基或具有2至6個C原子之烯基,極佳甲基、乙基或丙基,最佳正丙基及乙烯基、1-丙烯基、2-丙烯基、1-丁烯基、2-丁烯基、3-丁烯基及1-戊烯基。較佳之式I化合物係彼等其中Z 1表示單鍵者。 In the compounds of formula I and its subformulae, R 11 and R 12 preferably represent straight-chain alkyl having 1 to 6 C atoms or alkenyl having 2 to 6 C atoms, most preferably methyl, ethyl or propyl, most preferably n-propyl and vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl and 1-pentenyl. Preferred compounds of formula I are those wherein Z 1 represents a single bond.
在一較佳實施例中,式I化合物可選自下列子式I-1至I-3者: 其中 R 11及R 12各彼此獨立地表示H原子、具有1至6個C原子之烷基或烷氧基或具有2至6個C原子之烯基或烯氧基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子,較佳F原子置換,或具有3至6個C原子之環烷基或環烷氧基,其中一或多個H原子可經鹵素原子置換,較佳環戊基或環戊氧基。 In a preferred embodiment, the compound of formula I can be selected from the following sub-formulas I-1 to I-3: wherein R 11 and R 12 each independently represent an H atom, an alkyl or alkoxy group having 1 to 6 C atoms, or an alkenyl or alkenyloxy group having 2 to 6 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO-, wherein the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, preferably an F atom, or a cycloalkyl or cycloalkoxy group having 3 to 6 C atoms, wherein one or more H atoms thereof may be replaced by a halogen atom, preferably a cyclopentyl or cyclopentyloxy group.
儘管式I中之取代基R 11及R 12之選擇不受特別限制,但選擇R 11及R 12為具有1至6個C原子之烷基或環烷基係特別有利的,其中R 1選自由甲基、乙基、正丙基、異丙基、正丁基、第二丁基、異丁基、環戊基組成之群係特別佳的。R 11及R 12亦可有利地選自無支鏈烯基,諸如乙烯基、1-丙烯基、2-丙烯基、1-丁烯基、2-丁烯基、3-丁烯基、1-戊烯基、2-戊烯基、3-戊烯基、4-戊烯基、1-己烯基、2-己烯基、3-己烯基、4-己烯基及5-己烯基。 Although the selection of substituents R 11 and R 12 in formula I is not particularly limited, it is particularly advantageous to select R 11 and R 12 as alkyl or cycloalkyl groups having 1 to 6 C atoms, wherein R 1 is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, and cyclopentyl. R 11 and R 12 may also be advantageously selected from unbranched alkenyl groups such as vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, and 5-hexenyl.
特別地,選擇下列式I化合物顯示高度有利的: 其中「alkyl」及「alkyl*」表示C 1-6-烷基, 「cycloalkyl」表示C 3-6-環烷基。 In particular, the selection of the following compounds of formula I appears to be highly advantageous: Herein, "alkyl" and "alkyl*" represent C 1-6 -alkyl groups, and "cycloalkyl" represents C 3-6 -cycloalkyl groups.
就所得介質之特徵之整體組合而言,使用子式I-1化合物,特別是彼等子式I-1-1至I-1-11者係最有利的。With regard to the overall combination of characteristics of the medium obtained, the use of compounds of sub-formula I-1, in particular those of sub-formulae I-1-1 to I-1-11, is most advantageous.
LC介質中式I或較佳其子式I-1-1或I-1-2化合物之比例較佳為0.5至20重量%,極佳1至15重量%,最佳2至10重量%。The proportion of the compound of formula I or preferably of its subformula I-1-1 or I-1-2 in the LC medium is preferably 0.5 to 20% by weight, very preferably 1 to 15% by weight, most preferably 2 to 10% by weight.
通式LP1及LP2化合物可由下列中之一者表示: 其中 R 0係具有1至12個C原子之烷基或烷氧基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換,較佳具有1至4個C原子之烷基、具有2至6個C原子之烯基或烯氧基或具有3至6個C原子之環烷基或環烷氧基,其中乙烯基、烯丙基或環戊基係特別佳的, n 表示1、2、3、4或5,及 m 表示1、2、3或4。 The compounds of the general formula LP1 and LP2 can be represented by one of the following: wherein R 0 is an alkyl or alkoxy group having 1 to 12 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, , , , , , -O-, -CO-O- or -O-CO- is substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, preferably an alkyl group having 1 to 4 C atoms, an alkenyl group or alkenyloxy group having 2 to 6 C atoms, or a cycloalkyl group or cycloalkoxy group having 3 to 6 C atoms, wherein vinyl, allyl or cyclopentyl is particularly preferred, n represents 1, 2, 3, 4 or 5, and m represents 1, 2, 3 or 4.
在另一實施例中,一或多種式LP1及LP2化合物係由下式LP1-1及LP2-1描述: 其中 R 0係具有1至6個C原子之烷基或烷氧基或具有2至6個C原子之烯基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換, R 2係具有1至6個C原子之烷基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換, X 2F原子或具有1至3個C原子之烷基或烷氧基或具有2或3個C原子之烯基或烯氧基,其中一或多個H原子係經F原子置換,及 Y 0H或CH 3。 In another embodiment, one or more compounds of Formula LP1 and LP2 are described by the following Formulas LP1-1 and LP2-1: wherein R 0 is an alkyl or alkoxy group having 1 to 6 C atoms or an alkenyl group having 2 to 6 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- are substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, R 2 is an alkyl group having 1 to 6 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- is substituted in such a way that the O atoms are not directly linked to each other and one or more H atoms thereof may be replaced by a halogen atom, X 2 F atom or an alkyl or alkoxy group having 1 to 3 C atoms or an alkenyl or alkenyloxy group having 2 or 3 C atoms, one or more H atoms thereof are replaced by a F atom, and Y 0 H or CH 3 .
特別佳之式LP1化合物係彼等選自由下列子式組成之群者: 其中Y 0係H或CH 3,較佳H。 Particularly preferred compounds of formula LP1 are those selected from the group consisting of the following subformulae: Wherein Y0 is H or CH3 , preferably H.
極佳為式LP1-1a、LP1-1b及LP1-1c化合物,最佳為式LP1-1a化合物。The most preferred compounds are compounds of formula LP1-1a, LP1-1b and LP1-1c, and the most preferred compound is compound of formula LP1-1a.
特別佳之式LP2化合物係彼等選自由下列子式組成之群: 其中Y 0係H或CH 3,較佳H。 Particularly preferred compounds of formula LP2 are those selected from the group consisting of the following subformulae: Wherein Y0 is H or CH3 , preferably H.
極佳為式LP2-1a、LP2-1b、LP2-1c、LP2-1d及LP2-1i化合物,最佳為式LP2-1b化合物。The most preferred compounds are compounds of formula LP2-1a, LP2-1b, LP2-1c, LP2-1d and LP2-1i, and the most preferred compound is compound of formula LP2-1b.
LC介質中式LP1或LP2或其子式化合物之比例較佳為2至35重量%,極佳3至30重量%,最佳4至20重量%。The proportion of compounds of the formula LP1 or LP2 or subformulae thereof in the LC medium is preferably 2 to 35% by weight, very preferably 3 to 30% by weight, most preferably 4 to 20% by weight.
較佳地,LC介質含有1、2或3種式LP1或LP2或其等子式化合物。在一特別佳實施例中,該LC介質包含至少一種式LP1化合物及至少一種式LP2化合物。Preferably, the LC medium contains 1, 2 or 3 compounds of formula LP1 or LP2 or their subformulae. In a particularly preferred embodiment, the LC medium comprises at least one compound of formula LP1 and at least one compound of formula LP2.
其他組分 在一項較佳實施例中,LC介質亦可包含一或多種選自下式II及III之化合物: 其中個別取代基彼此獨立且每次出現時相同或不同地具有下列含義: R 0針對R 11及R 12給定之含義中之一者, X 0彼此獨立地F、Cl、具有多達6個C原子之鹵化烷基、鹵化烯基、鹵化烷氧基或鹵化烯氧基, L 1 - 6彼此獨立地H或F,及 Y 0H或CH 3。 較佳之式II及III化合物係彼等其中Y 0係H者。 Other components In a preferred embodiment, the LC medium may also contain one or more compounds selected from the following formulae II and III: where the individual substituents, independently of one another and identically or differently on each occurrence, have the following meanings: R0 is one of the meanings given for R11 and R12 , X0 is independently F, Cl, halogenated alkyl, halogenated alkenyl, halogenated alkoxy or halogenated alkenyloxy having up to 6 C atoms, L1-6 are independently H or F, and Y0 is H or CH3 . Preferred compounds of formula II and III are those wherein Y0 is H.
其他較佳之式II及III化合物係彼等其中R 0表示具有1至6個C原子之烷基,極佳乙基或丙基,及X 0表示F或OCF 3,極佳F者。 Further preferred compounds of the formulae II and III are those in which R 0 represents alkyl having 1 to 6 C atoms, very preferably ethyl or propyl, and X 0 represents F or OCF 3 , very preferably F.
在一較佳實施例中,LC介質包含一或多種選自下列子式之式II化合物: 其中R 0及X 0具有式II中給定之含義。 In a preferred embodiment, the LC medium comprises one or more compounds of formula II selected from the following subformulae: wherein R 0 and X 0 have the meanings given in Formula II.
較佳之化合物係彼等式II-1、II-2及II-3者,極佳為彼等式II-1及II-2者。Preferred compounds are those of formula II-1, II-2 and II-3, and most preferred are those of formula II-1 and II-2.
於式II-1至II-7化合物中,R 0較佳表示具有1至6個C原子之烷基,極佳乙基或丙基,及X 0較佳表示F或OCF 3,極佳F。 In the compounds of formulae II-1 to II-7, R 0 preferably represents an alkyl group having 1 to 6 C atoms, most preferably ethyl or propyl, and X 0 preferably represents F or OCF 3 , most preferably F.
在一項實施例中,LC介質含有一或多種如上下文描述之式II或其等子式化合物,其中Y 0係CH 3。極佳地,根據此較佳實施例之LC介質包含一或多種選自下列子式之式II化合物: 其中R 0及X 0具有式II中給定之含義。 In one embodiment, the LC medium contains one or more compounds of formula II or its subformulae as described above and below, wherein Y0 is CH3 . Very preferably, the LC medium according to this preferred embodiment comprises one or more compounds of formula II selected from the following subformulae: wherein R 0 and X 0 have the meanings given in Formula II.
較佳之化合物係彼等式IIA-1、IIA-2及IIA-3者,極佳為彼等式IIA-1及IIA-2者。Preferred compounds are those of Formula IIA-1, IIA-2 and IIA-3, and most preferred are those of Formula IIA-1 and IIA-2.
於式IIA-1至IIA-7化合物中,R 0較佳表示具有1至6個C原子之烷基,極佳乙基或丙基,及X 0較佳表示F或OCF 3,極佳F。 In the compounds of formulae IIA-1 to IIA-7, R 0 preferably represents an alkyl group having 1 to 6 C atoms, most preferably ethyl or propyl, and X 0 preferably represents F or OCF 3 , most preferably F.
LC介質中式II化合物之比例通常為0至20重量%,極佳1至15重量%,最佳2至10重量%。The proportion of the compound of the formula II in the LC medium is generally from 0 to 20% by weight, extremely preferably from 1 to 15% by weight and most preferably from 2 to 10% by weight.
在另一較佳實施例中,LC介質包含一或多種選自下列子式之式III化合物: 其中R 0及X 0具有式II中給定之含義。 In another preferred embodiment, the LC medium comprises one or more compounds of formula III selected from the following subformulae: wherein R 0 and X 0 have the meanings given in Formula II.
較佳之化合物係彼等式III-1、III-4、III-6、III-16、III-19及III-20者。Preferred compounds are those of formula III-1, III-4, III-6, III-16, III-19 and III-20.
於式III-1至III-21化合物中,R 0較佳表示具有1至6個C原子之烷基,極佳乙基或丙基,X 0較佳表示F或OCF 3,極佳F,及Y 0較佳表示H。 In the compounds of formulae III-1 to III-21, R 0 preferably represents an alkyl group having 1 to 6 C atoms, most preferably ethyl or propyl, X 0 preferably represents F or OCF 3 , most preferably F, and Y 0 preferably represents H.
LC介質可含有一或多種如上下文描述之式III或其等子式化合物,其中Y 0係CH 3。極佳地,根據此較佳實施例之介質包含一或多種選自下列子式之式III化合物: 其中R 0及X 0具有式III中給定之含義。 The LC medium may contain one or more compounds of formula III or its subformulae as described above and below, wherein Y0 is CH3 . Very preferably, the medium according to this preferred embodiment comprises one or more compounds of formula III selected from the following subformulae: wherein R 0 and X 0 have the meanings given in Formula III.
較佳之化合物係彼等式IIIA-1、IIIA-4、IIIA-6、IIIA-16、IIIA-19及IIIA-20者。Preferred compounds are those of Formula IIIA-1, IIIA-4, IIIA-6, IIIA-16, IIIA-19 and IIIA-20.
於式IIIA-1至IIIA-21化合物中,R 0較佳表示具有1至6個C原子之烷基,極佳乙基或丙基,X 0較佳表示F或OCF 3,極佳F,及Y 2較佳表示F。 In the compounds of formulae IIIA-1 to IIIA-21, R 0 preferably represents an alkyl group having 1 to 6 C atoms, most preferably ethyl or propyl, X 0 preferably represents F or OCF 3 , most preferably F, and Y 2 preferably represents F.
LC介質中式III化合物之比例較佳為5至60重量%,極佳10至50重量%,最佳20至40重量%。The proportion of the compound of formula III in the LC medium is preferably 5 to 60% by weight, very preferably 10 to 50% by weight, most preferably 20 to 40% by weight.
在另一較佳實施例中,LC介質可另外包含一或多種選自下式之化合物: 其中 R 0、X 0、L 1 - 4及Y 0具有式II及III中指示之含義, Z 0表示-C 2H 4-、-(CH 2) 4-、-CH=CH-、-CF=CF-、-C 2F 4-、-CH 2CF 2-、-CF 2CH 2-、-CH 2O-、-OCH 2-、-COO-、-CF 2O-或-OCF 2-,於式V及VI中亦為單鍵;及 s 表示0或1。 In another preferred embodiment, the LC medium may additionally comprise one or more compounds selected from the following formulae: wherein R 0 , X 0 , L 1 - 4 and Y 0 have the meanings indicated in formulae II and III, Z 0 represents -C 2 H 4 -, -(CH 2 ) 4 -, -CH=CH-, -CF=CF-, -C 2 F 4 -, -CH 2 CF 2 -, -CF 2 CH 2 -, -CH 2 O-, -OCH 2 -, -COO-, -CF 2 O- or -OCF 2 -, which is also a single bond in formulae V and VI; and s represents 0 or 1.
式IV化合物較佳選自下式: 其中R 0及X 0具有式II及III中指示之含義。 The compound of formula IV is preferably selected from the following formula: wherein R 0 and X 0 have the meanings indicated in Formula II and III.
R 0較佳表示具有1至6個C原子之烷基。X 0較佳表示F或OCF 3,此外OCF=CF 2或Cl。 R0 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F or OCF3 , furthermore OCF= CF2 or Cl.
式Iva化合物較佳係由下列子式表示: 式IVb化合物較佳係由下式表示: 式IVc化合物較佳係由下列子式表示: 其中R 0具有式II中指示之含義且較佳為丙基或戊基。 The compound of formula Iva is preferably represented by the following subformula: The compound of formula IVb is preferably represented by the following formula: The compound of formula IVc is preferably represented by the following subformula: wherein R 0 has the meaning indicated in formula II and is preferably propyl or pentyl.
式IVc化合物,特別是式IVc-1化合物較佳係以1至20重量%,特別佳2至15重量%之量用於根據本發明之LC介質中。The compound of formula IVc, in particular the compound of formula IVc-1, is preferably used in the LC medium according to the invention in an amount of 1 to 20% by weight, particularly preferably 2 to 15% by weight.
式V化合物較佳選自下列子式: 其中R 0及X 0具有式II中指示之含義。 The compound of formula V is preferably selected from the following sub-formulas: wherein R 0 and X 0 have the meanings indicated in Formula II.
R 0較佳表示具有1至6個C原子之烷基。X 0較佳表示F及OCF 3,此外OCHF 2、CF 3、OCF=CF 2及OCH=CF 2。 R0 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F and OCF3 , furthermore OCHF2 , CF3 , OCF= CF2 and OCH= CF2 .
式VI化合物較佳選自下列子式: 其中R 0及X 0具有式II中指示之含義。 The compound of formula VI is preferably selected from the following sub-formulas: wherein R 0 and X 0 have the meanings indicated in Formula II.
R 0較佳表示具有1至6個C原子之烷基。X 0較佳表示F,此外OCF 3、CF 3、CF=CF 2、OCHF 2及OCH=CF 2; 式VII化合物較佳選自下列子式: 其中R 0及X 0具有式II中指示之含義。 R0 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F, in addition to OCF3 , CF3 , CF= CF2 , OCHF2 and OCH= CF2 ; The compound of formula VII is preferably selected from the following sub-formulae: wherein R 0 and X 0 have the meanings indicated in Formula II.
R 0較佳表示具有1至6個C原子之烷基。X 0較佳表示F,此外OCF 3、OCHF 2及OCH=CF 2。 R0 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F, and furthermore OCF3 , OCHF2 and OCH= CF2 .
在一些實施例中,LC介質另外包含一或多種選自下式之化合物: 其中 R 0及X 0各彼此獨立地具有式II中指示之含義中之一者, L 1 - 4各彼此獨立地表示H或F, Y 0表示H或CH 3,較佳H, X 0較佳為F、Cl、CF 3、OCF 3或OCHF 2, R 0較佳表示烷基、烷氧基、氧雜烷基、氟烷基或烯基,各具有多達6個C原子。 In some embodiments, the LC medium further comprises one or more compounds selected from the following formulae: wherein R 0 and X 0 each independently have one of the meanings indicated in formula II, L 1 - 4 each independently represent H or F, Y 0 represents H or CH 3 , preferably H, X 0 is preferably F, Cl, CF 3 , OCF 3 or OCHF 2 , R 0 preferably represents alkyl, alkoxy, oxyalkyl, fluoroalkyl or alkenyl, each having up to 6 C atoms.
極佳地,根據本發明之LC介質包含一或多種式XXa化合物: 其中R 0具有式LP1中指示之含義。R 0較佳表示直鏈烷基,特別是乙基、正丙基、正丁基或正戊基且極特別佳正丙基。 Very preferably, the LC medium according to the invention comprises one or more compounds of formula XXa: wherein R 0 has the meaning indicated in formula LP1. R 0 preferably represents a linear alkyl group, in particular ethyl, n-propyl, n-butyl or n-pentyl and very particularly preferably n-propyl.
式XX化合物,特別是式XXa化合物較佳以0至15重量%,特別佳1至10重量%之量用於根據本發明之LC介質中。The compound of formula XX, in particular the compound of formula XXa, is preferably used in the LC medium according to the invention in an amount of 0 to 15% by weight, particularly preferably 1 to 10% by weight.
極佳地,根據本發明之LC介質包含一或多種式XXIa化合物: 其中R 0具有式LP1中指示之含義。R 0較佳表示直鏈烷基,特別是乙基、正丙基、正丁基或正戊基且極特別佳正丙基。 Very preferably, the LC medium according to the invention comprises one or more compounds of formula XXIa: wherein R 0 has the meaning indicated in formula LP1. R 0 preferably represents a linear alkyl group, in particular ethyl, n-propyl, n-butyl or n-pentyl and very particularly preferably n-propyl.
式XXI化合物,特別是式XXIa化合物較佳以1至15重量%,特別佳2至10重量%之量用於根據本發明之LC介質中。The compounds of the formula XXI, in particular the compounds of the formula XXIa, are preferably used in the LC media according to the invention in an amount of 1 to 15% by weight, particularly preferably 2 to 10% by weight.
進一步較佳地,根據本發明之LC介質包含一或多種式XXIIIa化合物: 其中R 0具有式LP1中指示之含義。R 0較佳表示直鏈烷基,特別是乙基、正丙基、正丁基或正戊基且極特別佳正丙基。 Further preferably, the LC medium according to the invention comprises one or more compounds of formula XXIIIa: wherein R 0 has the meaning indicated in formula LP1. R 0 preferably represents a linear alkyl group, in particular ethyl, n-propyl, n-butyl or n-pentyl and very particularly preferably n-propyl.
式XXIII化合物,特別是式XXIIIa化合物較佳以0.5至5重量%,特別佳0.5至2重量%之量用於根據本發明之LC介質中。The compound of formula XXIII, in particular the compound of formula XXIIIa, is preferably used in an amount of 0.5 to 5% by weight, particularly preferably 0.5 to 2% by weight, in the LC medium according to the invention.
LC介質可另外包含一或多種式XXIV化合物: 其中R 0、X 0及L 1 - 6具有式III中指示之含義,s表示0或1,及 。 The LC medium may additionally comprise one or more compounds of the formula XXIV: wherein R 0 , X 0 and L 1 - 6 have the meanings indicated in formula III, s represents 0 or 1, and .
於式XXIV中,X 0亦可表示具有1至6個C原子之烷基或具有1至6個C原子之烷氧基。該烷基或烷氧基較佳為直鏈。 In formula XXIV, X0 may also represent an alkyl group having 1 to 6 C atoms or an alkoxy group having 1 to 6 C atoms. The alkyl group or alkoxy group is preferably a straight chain.
R 0較佳表示具有1至6個C原子之烷基。X 0較佳表示F; 式XXIV化合物較佳選自下列子式: 其中R 0、X 0及L 1具有式III中指示之含義。R 0較佳表示具有1至6個C原子之烷基。X 0較佳表示F,及L 1較佳為F; R 0係具有2至6個C原子之直鏈烷基或烯基; LC介質可進一步包含一或多種下式化合物: 其中R 1及X 0具有式II中分別針對R 0及X 0指示之含義。R 1較佳表示具有1至6個C原子之烷基。X 0較佳表示F或Cl。於式XXIV中,X 0極特別佳表示Cl。 R 0 preferably represents an alkyl group having 1 to 6 C atoms. X 0 preferably represents F; The compound of formula XXIV is preferably selected from the following sub-formulae: wherein R 0 , X 0 and L 1 have the meanings indicated in formula III. R 0 preferably represents an alkyl group having 1 to 6 C atoms. X 0 preferably represents F, and L 1 is preferably F; R 0 is a linear alkyl or alkenyl group having 2 to 6 C atoms; The LC medium may further comprise one or more compounds of the following formulae: wherein R1 and X0 have the meanings indicated for R0 and X0 , respectively, in formula II. R1 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F or Cl. In formula XXIV, X0 very particularly preferably represents Cl.
LC介質可進一步視需要包含一或多種下式化合物: 其中R 1及X 0具有式II中分別針對R 0及X 0指示之含義。R 1較佳表示具有1至6個C原子之烷基。X 0較佳表示F。根據本發明之LC介質特別佳包含一或多種式XXIX化合物,其中X 0較佳表示F。 The LC medium may further optionally contain one or more compounds of the following formula: wherein R1 and X0 have the meanings indicated for R0 and X0 , respectively, in formula II. R1 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F. The LC medium according to the invention particularly preferably comprises one or more compounds of the formula XXIX, wherein X0 preferably represents F.
式XXVI至XXIX化合物較佳以1至20重量%,特別佳1至15重量%之量用於根據本發明之LC介質中。特別佳之LC介質包含至少一種式XXIX化合物。The compounds of the formulae XXVI to XXIX are preferably used in the LC media according to the invention in an amount of 1 to 20% by weight, particularly preferably 1 to 15% by weight. Particularly preferred LC media comprise at least one compound of the formula XXIX.
極佳地,根據本發明之LC介質包含一或多種式XXIXa化合物: 其中R 1具有式II中指示之含義,且較佳表示直鏈烷基,特別是乙基、正丙基、正丁基或正戊基且極特別佳正丙基。 Very preferably, the LC medium according to the invention comprises one or more compounds of formula XXIXa: wherein R 1 has the meaning indicated in formula II and preferably represents a linear alkyl group, in particular ethyl, n-propyl, n-butyl or n-pentyl and very particularly preferably n-propyl.
式XXIXa化合物較佳以1至15重量%,特別佳2至10重量%之量用於根據本發明之LC介質中。The compound of the formula XXIXa is preferably used in the LC medium according to the invention in an amount of 1 to 15% by weight, particularly preferably 2 to 10% by weight.
LC介質可進一步包含一或多種下列下式嘧啶或吡啶化合物之化合物: 其中R 1及X 0具有式II中分別針對R 0及X 0指示之含義。R 1較佳表示具有1至6個C原子之烷基。X 0較佳表示F。根據本發明之介質特別可視需要包含一或多種式XXX-1化合物,其中X 0較佳表示F。式XXX-1至XXX-3化合物可以1至20重量%,特別佳1至15重量%之量用於根據本發明之LC介質中。 The LC medium may further comprise one or more compounds of the following pyrimidine or pyridine compounds: wherein R1 and X0 have the meanings indicated for R0 and X0 , respectively, in formula II. R1 preferably represents an alkyl group having 1 to 6 C atoms. X0 preferably represents F. The medium according to the invention may in particular optionally comprise one or more compounds of the formula XXX-1, wherein X0 preferably represents F. The compounds of the formulae XXX-1 to XXX-3 can be used in the LC medium according to the invention in an amount of 1 to 20% by weight, particularly preferably 1 to 15% by weight.
較佳地,除式I、LP1及/或LP2,及視需要II及/或III化合物外,LC介質亦含有一或多種選自下式之化合物: 其中 「alkyl」及「alkyl*」彼此獨立地係C 1-6-烷基,且較佳表示乙基、丙基、丁基或戊基,極佳乙基、丙基或丁基 「alkenyl」及「alkenyl*」較佳表示C 2-6-烯基。極佳為式Z1及Z2化合物。 Preferably, the LC medium contains, in addition to the compounds of formula I, LP1 and/or LP2, and optionally II and/or III, one or more compounds selected from the following formulae: Wherein "alkyl" and "alkyl*" are independently C 1-6 -alkyl, and preferably represent ethyl, propyl, butyl or pentyl, and most preferably ethyl, propyl or butyl. "alkenyl" and "alkenyl*" preferably represent C 2-6 -alkenyl. Compounds of formula Z1 and Z2 are particularly preferred.
較佳之式Z1至Z6化合物係彼等選自下列子式者: Preferred compounds of formula Z1 to Z6 are those selected from the following subformulae:
在另一較佳實施例中,LC介質含有一或多種式Z1或其較佳子式化合物及/或一或多種選自式Z2、Z3、Z4及Z5或其等較佳子式之化合物。In another preferred embodiment, the LC medium contains one or more compounds of formula Z1 or preferred subformulae thereof and/or one or more compounds selected from formulae Z2, Z3, Z4 and Z5 or preferred subformulae thereof.
較佳地,介質中式Z1、Z2、Z3、Z4、Z5及Z6或其等子式(諸如CC-3-V)化合物之總比例係10至65重量%,極佳20至60重量%,最佳25至55重量%。在又一更佳實施例中,基於該LC介質之總重量,以於10重量%至60重量%,更佳25重量%至50重量%範圍內之濃度使用式Z1-1化合物。在另一較佳實施例中,該LC介質包含總計50重量%至70重量%由式Z1-1及Z4-2表示之化合物。Preferably, the total proportion of compounds of formula Z1, Z2, Z3, Z4, Z5 and Z6 or their subformulae (such as CC-3-V) in the medium is 10 to 65% by weight, very preferably 20 to 60% by weight, and most preferably 25 to 55% by weight. In a further preferred embodiment, the compound of formula Z1-1 is used in a concentration ranging from 10% to 60% by weight, more preferably 25% to 50% by weight, based on the total weight of the LC medium. In another preferred embodiment, the LC medium contains a total of 50% to 70% by weight of compounds represented by formula Z1-1 and Z4-2.
較佳地,介質含有1、2或3種選自式Z1、Z2、Z3及Z4或其等子式之化合物。Preferably, the medium contains 1, 2 or 3 compounds selected from the group consisting of formula Z1, Z2, Z3 and Z4 or their subformulae.
LC介質可另外包含一或多種下列通式化合物: 其中 R 1及R 2各彼此獨立地表示C 1-6-烷基、C 1-6-烷氧基或C 2-6-烯基。 The LC medium may additionally comprise one or more compounds of the following general formula: wherein R 1 and R 2 each independently represent C 1-6 -alkyl, C 1-6 -alkoxy or C 2-6 -alkenyl.
式XII化合物較佳選自下列子式: 其中「alkyl」及「alkyl*」各彼此獨立地表示甲基、丁基、戊基或己基。 The compound of formula XII is preferably selected from the following sub-formulas: Here, "alkyl" and "alkyl*" each independently represent methyl, butyl, pentyl or hexyl.
特別佳為式XIIa及XIIc化合物。於式XIIb中,「alkyl」較佳彼此獨立地表示n-C 3H 7、n-C 4H 9或n-C 5H 11,特別是n-C 3H 7。於式XIIc中,「alkyl」較佳表示n-C 3H 7及「alkyl*」較佳為CH 3或n-C 3H 7。 Compounds of formula XIIa and XIIc are particularly preferred. In formula XIIb, "alkyl" preferably independently represents nC 3 H 7 , nC 4 H 9 or nC 5 H 11 , especially nC 3 H 7 . In formula XIIc, "alkyl" preferably represents nC 3 H 7 and "alkyl*" is preferably CH 3 or nC 3 H 7 .
特別佳之式XII化合物係由下列結構描述: Particularly preferred compounds of formula XII are described by the following structure:
LC介質可另外包含一或多種選自下式之化合物: 其中L 1及L 2具有式III中指示之含義,及R 1及R 2各彼此獨立地表示正烷基、烷氧基、氧雜烷基、氟烷基或烯基,各具有多達6個C原子,且較佳各彼此獨立地表示具有1至6個C原子之烷基;於式XIV化合物中,取代基R 1及R 2中之至少一者較佳表示具有2至6個C原子之烯基。 The LC medium may additionally comprise one or more compounds selected from the following formulae: wherein L 1 and L 2 have the meanings indicated in formula III, and R 1 and R 2 each independently represent n-alkyl, alkoxy, oxoalkyl, fluoroalkyl or alkenyl, each having up to 6 C atoms, and preferably each independently represent an alkyl group having 1 to 6 C atoms; in the compound of formula XIV, at least one of the substituents R 1 and R 2 preferably represents an alkenyl group having 2 to 6 C atoms.
在另一較佳實施例中,LC介質包含一或多種下式S化合物: 其中個別取代基具有下列含義: R 1及R 2各彼此獨立地H原子、具有1至12個C原子之烷基或烷氧基或具有2至12個C原子之烯基或烯氧基,其中一或多個非相鄰CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換,或具有3至12個C原子之環烷基或環烷氧基,其中一或多個H原子可經鹵素原子置換; R 3H原子、具有1至3個C原子之烷基或具有2至3個C原子之烯基,其中一或多個非相鄰CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代; A 0、A 1、A 2各彼此獨立地表示伸苯基-1,4-二基,其中,另外,一或兩個CH基團可經N置換及一或多個H原子可經鹵素、CN、CH 3、CHF 2、CH 2F、CF 3、OCH 3、OCHF 2或OCF 3置換;環己烷-1,4-二基,其中,另外,一或兩個非相鄰CH 2基團可彼此獨立地經O及/或S置換及一或多個H原子可經F置換;環己烯-1,4-二基;雙環[1.1.1]戊烷-1,3-二基;雙環[2.2.2]辛烷-1,4-二基;螺[3.3]庚烷-2,6-二基;四氫哌喃-2,5-二基或1,3-二噁烷-2,5-二基, Z 1及Z 2各彼此獨立地表示-CF 2O-、-OCF 2-、-CH 2O-、-OCH 2-、-CO-O-、-O-CO-、-C 2H 4-、-C 2F 4-、-CF 2CH 2-、-CH 2CF 2-、-CFHCFH-、-CFHCH 2-、-CH 2CFH-、-CF 2CFH-、-CFHCF 2-、-CH=CH-、-CF=CH-、-CH=CF-、-CF=CF-、-C≡C-或單鍵, k及l 各彼此獨立地表示0、1、2或3。 In another preferred embodiment, the LC medium comprises one or more compounds of the following formula S: wherein the individual substituents have the following meanings: R1 and R2 are each independently H atom, alkyl or alkoxy having 1 to 12 C atoms, or alkenyl or alkenyloxy having 2 to 12 C atoms, wherein one or more non-adjacent CH2 groups are optionally replaced by -C≡C-, -CF2O- , -OCF2- , -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- substituted in such a way that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, or a cycloalkyl group or cycloalkoxy group having 3 to 12 C atoms, in which one or more H atoms may be replaced by a halogen atom; R 3 H atom, an alkyl group having 1 to 3 C atoms or an alkenyl group having 2 to 3 C atoms, in which one or more non-adjacent CH 2 groups are optionally substituted by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, -O-, -CO-O- or -O-CO- in such a way that the O atoms are not directly connected to each other; A 0 , A 1 , A 2 independently of one another denotes phenylene-1,4-diyl, in which, in addition, one or two CH groups may be replaced by N and one or more H atoms may be replaced by halogen, CN, CH 3 , CHF 2 , CH 2 F, CF 3 , OCH 3 , OCHF 2 or OCF 3 ; cyclohexane-1,4-diyl, in which, in addition, one or two non-adjacent CH 2 radicals may be independently replaced by O and/or S and one or more H atoms may be replaced by F; cyclohexene-1,4-diyl; bicyclo[1.1.1]pentane-1,3-diyl; bicyclo[2.2.2]octane-1,4-diyl; spiro[3.3]heptane-2,6-diyl; tetrahydropyran-2,5-diyl or 1,3-dioxane-2,5-diyl, Z 1 and Z 2 each independently represent -CF 2 O-, -OCF 2 -, -CH 2 O-, -OCH 2 -, -CO-O-, -O-CO-, -C 2 H 4 -, -C 2 F 4 -, -CF 2 CH 2 -, -CH 2 CF 2 -, -CFHCFH-, -CFHCH 2 -, -CH 2 CFH-, -CF 2 CFH-, -CFHCF 2 -, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C- or a single bond, k and l each independently represent 0, 1, 2 or 3.
較佳為式S化合物,其中A 0表示伸苯基-1,4-二基,其中,另外,一或兩個CH基團可經N置換及一或多個H原子可經鹵素、CN、CH 3、CHF 2、CH 2F、OCH 3、OCHF 2、CF 3或OCF 3置換。特別佳化合物為其中A 0表示 、 、 、 、 或 , 較佳 或 且極特別佳其中 。 Preferred are compounds of the formula S in which A 0 represents phenylene-1,4-diyl, in which, in addition, one or two CH groups may be replaced by N and one or more H atoms may be replaced by halogen, CN, CH 3 , CHF 2 , CH 2 F, OCH 3 , OCHF 2 , CF 3 or OCF 3. Particularly preferred are compounds in which A 0 represents , , , , or , better or And it is particularly good .
式S化合物之存在產生具有特別高清亮點、低旋轉黏度、寬向列相、高雙折射率及極佳之熱及UV穩定性之LC介質。The presence of compounds of formula S results in LC media having particularly high bright spots, low rotational viscosity, broad nematic phase, high birefringence and very good thermal and UV stability.
特別佳之式S化合物係彼等選自下列子式者: 其中R 1、R 2及R 3具有通式S中指示之含義,及L 1至L 6獨立地表示H或F。其中R 1及R 2較佳表示具有1至12個C原子之視需要氟化烷基或烷氧基、具有2至12個C原子之視需要氟化烯基或炔基、具有3至12個C原子之視需要氟化環烷基及R 3較佳表示H或甲基。 Particularly preferred compounds of formula S are those selected from the following sub-formulae: wherein R 1 , R 2 and R 3 have the meanings indicated in the general formula S, and L 1 to L 6 independently represent H or F. wherein R 1 and R 2 preferably represent an optionally fluorinated alkyl or alkoxy group having 1 to 12 C atoms, an optionally fluorinated alkenyl or alkynyl group having 2 to 12 C atoms, an optionally fluorinated cycloalkyl group having 3 to 12 C atoms, and R 3 preferably represents H or methyl.
特別佳為具有1至5個C原子之視需要氟化烷基、烯基或炔基。式S-1-1至S-1-6中之L 2較佳表示F。於式S-1-4至S-1-6中,L 3及L 4較佳表示H。於該式S-1-4至S-1-6中,該L 3及L 4較佳表示F。 Particularly preferred are optionally fluorinated alkyl, alkenyl or alkynyl groups having 1 to 5 C atoms. L2 in formulae S-1-1 to S-1-6 preferably represents F. In formulae S-1-4 to S-1-6, L3 and L4 preferably represent H. In said formulae S-1-4 to S-1-6, said L3 and L4 preferably represent F.
在一特別佳實施例中,式S化合物係由下列結構表示: 其中 R 1及R 2彼此獨立地表示具有1至7個C原子之直鏈或分支鏈烷基或烷氧基或具有1至7個C原子之烯基、烯氧基、烷氧基烷基或具有3至12個C原子之環烷基或環烷氧基,其中一或多個非相鄰CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換,其中一或多個H原子可經鹵素原子置換; R 3表示H原子、具有1至3個C原子之烷基或具有2至3個C原子之烯基,更佳H原子或甲基;及 L 1及L 2彼此獨立地表示H原子或F,較佳F。 In a particularly preferred embodiment, the compound of formula S is represented by the following structure: wherein R 1 and R 2 independently represent a straight or branched chain alkyl or alkoxy group having 1 to 7 C atoms, or an alkenyl, alkenyloxy, alkoxyalkyl group having 1 to 7 C atoms, or a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms, wherein one or more non-adjacent CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- are substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, wherein one or more H atoms may be replaced by a halogen atom; R 3 represents an H atom, an alkyl group having 1 to 3 C atoms or an alkenyl group having 2 to 3 C atoms, preferably an H atom or a methyl group; and L 1 and L 2 independently represent an H atom or F, preferably F.
LC介質可進一步視需要包含一或多種式XIV化合物,其中取代基R 1及R 2中之至少一者表示具有2至6個C原子之烯基,較佳彼等選自下列子式者: 其中「alkyl」及「alkyl*」具有上文指示之含義,且各彼此獨立地較佳表示甲基、乙基或丙基。 The LC medium may further optionally comprise one or more compounds of the formula XIV, in which at least one of the substituents R 1 and R 2 represents an alkenyl group having 2 to 6 C atoms, preferably they are selected from the following subformulae: Wherein "alkyl" and "alkyl*" have the meanings indicated above, and each independently preferably represents methyl, ethyl or propyl.
式XIV化合物較佳選自下列子式: 極佳為式XIVd-1、XIVe-1、XIVe-2及XIVe-3化合物。 The compound of formula XIV is preferably selected from the following sub-formulas: Particularly preferred are compounds of formula XIVd-1, XIVe-1, XIVe-2 and XIVe-3.
在又另一實施例中,LC介質包含一或多種式XVI化合物: 其中R 1及R 2分別具有式I及LP1中指示之含義,且較佳各彼此獨立地表示具有1至6個C原子之烷基。L表示H或F。 In yet another embodiment, the LC medium comprises one or more compounds of formula XVI: wherein R1 and R2 have the meanings indicated in formula I and LP1, respectively, and preferably each independently represent an alkyl group having 1 to 6 C atoms. L represents H or F.
特別佳之式XVI化合物係彼等以下子式者: 其中 「alkyl」及「alkyl*」各彼此獨立地表示具有1至6個C原子之直鏈烷基,特別是乙基、丙基或戊基,及 「alkenyl」及「alkenyl*」各彼此獨立地表示具有2至6個C原子之直鏈烯基,特別是CH 2=CHC 2H 4、CH 3CH=CHC 2H 4、CH 2=CH及CH 3CH=CH。 Particularly preferred compounds of formula XVI are those of the following subformulae: wherein "alkyl" and "alkyl*" each independently represent a straight-chain alkyl group having 1 to 6 C atoms, in particular ethyl, propyl or pentyl, and "alkenyl" and "alkenyl*" each independently represent a straight- chain alkenyl group having 2 to 6 C atoms, in particular CH2 = CHC2H4 , CH3CH = CHC2H4 , CH2 =CH and CH3CH =CH.
特別佳為式XVIb及XVIc化合物。極特別佳為下列子式化合物: 極佳為式XVIc-2化合物。 Particularly preferred are compounds of the formulae XVIb and XVIc. Very particularly preferred are compounds of the following sub-formulae: The most preferred is the compound of formula XVIc-2.
LC介質可視需要包含一或多種下式化合物: 其中 R 1及R 2分別具有式I及LP1中指示之含義,且較佳各彼此獨立地表示具有1至6個C原子之烷基。L表示H或F。 The LC medium may optionally contain one or more compounds of the following formula: wherein R1 and R2 have the meanings indicated in formula I and LP1, respectively, and preferably each independently represent an alkyl group having 1 to 6 C atoms. L represents H or F.
極佳為式XVIIa化合物,其中L係H。極佳為式XVIIb化合物,其中L係F。Very preferred are compounds of formula XVIIa, wherein L is H. Very preferred are compounds of formula XVIIb, wherein L is F.
LC介質可另外包含一或多種下式化合物: 其中L、R 1及R 2分別具有式LP1中針對Y 1、R 0及R 2指示之含義。R 1及R 2較佳表示烷基、烷氧基、氧雜烷基、氟烷基或烯基,各具有多達6個C原子。 The LC medium may additionally comprise one or more compounds of the formula: wherein L, R1 and R2 have the meanings indicated for Y1 , R0 and R2 in formula LP1, respectively. R1 and R2 preferably represent alkyl, alkoxy, oxoalkyl, fluoroalkyl or alkenyl, each having up to 6 C atoms.
在一些其他實施例中,介質包含一或多種下式化合物: 其中R 1及R 2分別具有式I及LP1中指示之含義,且較佳各彼此獨立地表示具有1至6個C原子之烷基。 In some other embodiments, the medium comprises one or more compounds of the formula: wherein R 1 and R 2 have the meanings indicated in formula I and LP1, respectively, and preferably each independently represent an alkyl group having 1 to 6 C atoms.
在根據本發明之一項較佳實施例中,除式I、LP1及/或LP2、II及/或III化合物外,LC介質亦含有一或多種選自式Y及B之化合物: 其中個別取代基每次出現時相同或不同地且各彼此獨立地具有下列含義: R 1、R 2具有式I中針對R 11及R 12給定之含義中之一者, R 3具有針對R 1給定之含義中之一者, Z x、Z y-CH 2CH 2-、-CH=CH-、-CF 2O-、-OCF 2-、-CH 2O-、-OCH 2-、-CO-O-、-O-CO-、-C 2F 4-、-CF=CF-、-CH=CH-CH 2O-或單鍵,較佳單鍵, Z z-CH 2O-、-O-、-C 2H 4-、-OCH 2-或單鍵, Y 1-CH 2-、-O-或-S-, L 1 - 4H、F或Cl,較佳H或F,極佳F, x、y 0、1或2,及x+y ≤ 3, z 0或1, 其中於式B中,二苯并呋喃或二苯并噻吩基團亦可經甲基或甲氧基進一步取代,及 其中式Y化合物含有至少一個取代基L 1 - 4,其為F或Cl,較佳F。 In a preferred embodiment according to the present invention, in addition to the compounds of formula I, LP1 and/or LP2, II and/or III, the LC medium also contains one or more compounds selected from the group consisting of formula Y and B: wherein the individual substituents have the following meanings on each occurrence, identically or differently and independently of one another: R 1 and R 2 have one of the meanings given for R 11 and R 12 in formula I, R 3 has one of the meanings given for R 1 , Z x , Z y -CH 2 CH 2 -, -CH=CH-, -CF 2 O-, -OCF 2 -, -CH 2 O-, -OCH 2 -, -CO-O-, -O-CO-, -C 2 F 4 -, -CF=CF-, -CH=CH-CH 2 O- or a single bond, preferably a single bond, Z z -CH 2 O-, -O-, -C 2 H 4 -, -OCH 2 - or a single bond, Y 1 -CH 2 -, -O- or -S-, L 1 - 4 H, F or Cl, preferably H or F, most preferably F, x, y 0, 1 or 2, and x+y ≤ 3, z 0 or 1, wherein in formula B, the dibenzofuran or dibenzothiophene group may be further substituted by a methyl or methoxy group, and wherein the compound of formula Y contains at least one substituent L 1 - 4 which is F or Cl, preferably F.
較佳地,根據此第一較佳實施例之LC介質含有一或多種式I、LP1及/或LP2、II及/或III化合物,一或多種選自式Z1、Z2及Z3之化合物,及一或多種選自式Y及B之化合物。Preferably, the LC medium according to this first preferred embodiment contains one or more compounds of formula I, LP1 and/or LP2, II and/or III, one or more compounds selected from formula Z1, Z2 and Z3, and one or more compounds selected from formula Y and B.
根據此第一較佳實施例之LC介質尤其適用於HB-FFS或PS-HB-FFS模式之LC顯示器中。The LC medium according to this first preferred embodiment is particularly suitable for use in LC displays in HB-FFS or PS-HB-FFS mode.
於式Y及其子式化合物中,R 1及R 2較佳表示具有1至6個C原子之直鏈烷基或烷氧基,此外具有2至6個C原子之烯基,特別是乙烯基、1E-丙烯基、1E-丁烯基、3-丁烯基、1E-戊烯基、3E-戊烯基或4-戊烯基。 In the compounds of formula Y and its subformulae, R1 and R2 preferably represent straight-chain alkyl or alkoxy having 1 to 6 C atoms, furthermore alkenyl having 2 to 6 C atoms, in particular vinyl, 1E-propenyl, 1E-butenyl, 3-butenyl, 1E-pentenyl, 3E-pentenyl or 4-pentenyl.
於式Y及其子式化合物中,較佳兩個取代基L 1及L 2均表示F。在本發明之另一較佳實施例中,於式Y及其子式化合物中,該等取代基L 1及L 2中之一者表示F及另一者表示Cl。 In the compounds of formula Y and its subformulae, preferably both substituents L 1 and L 2 represent F. In another preferred embodiment of the present invention, in the compounds of formula Y and its subformulae, one of the substituents L 1 and L 2 represents F and the other represents Cl.
在本發明之一較佳實施例中,LC介質含有一或多種選自下列子式之式Y化合物: 其中L 1、L 2、R 1、R 2、Z x、Z y、x及y具有式Y中給定之含義或上文於式I中給定之較佳含義中之一者。 a 表示1或2, b 表示0或1, L 1、L 2表示F或Cl,較佳F,及 L 5表示H原子或CH 3, 較佳地,於式Y 1及Y 2化合物中,L 1及L 2兩者均表示F或L 1及L 2中之一者表示F及另一者表示Cl,或L 1及L 2兩者均表示F或L 1及L 2中之一者表示F及另一者表示Cl。 In a preferred embodiment of the invention, the LC medium contains one or more compounds of formula Y selected from the following subformulae: wherein L1 , L2 , R1, R2 , Zx , Zy , x and y have the meanings given in formula Y or one of the preferred meanings given above in formula I. a represents 1 or 2, b represents 0 or 1, L1 , L2 represent F or Cl, preferably F, and L5 represents an H atom or CH3 , Preferably, in the compounds of formula Y1 and Y2 , L1 and L2 both represent F or one of L1 and L2 represents F and the other represents Cl, or L1 and L2 both represent F or one of L1 and L2 represents F and the other represents Cl.
較佳地,LC介質包含一或多種選自由下列子式組成之群之式Y1化合物: 其中 a 表示1或2, 「alkyl」及「alkyl*」 各彼此獨立地表示具有1至6個C原子之直鏈烷基, 「alkenyl」 表示具有2至6個C原子之直鏈烯基,及 L 5表示H原子或CH 3。 「alkenyl」較佳表示CH 2=CH-、CH 2=CHCH 2CH 2-、CH 3-CH=CH-、CH 3-CH 2-CH=CH-、CH 3-(CH 2) 2-CH=CH-、CH 3-(CH 2) 3-CH=CH-或CH 3-CH=CH-(CH 2) 2-。 Preferably, the LC medium comprises one or more compounds of formula Y1 selected from the group consisting of the following subformulae: wherein a represents 1 or 2, "alkyl" and "alkyl*" each independently represent a straight-chain alkyl group having 1 to 6 C atoms, "alkenyl" represents a straight-chain alkenyl group having 2 to 6 C atoms , and L5 represents an H atom or CH3 . "Alkenyl" preferably represents CH2 =CH-, CH2 = CHCH2CH2- , CH3- CH= CH- , CH3 - CH2 -CH=CH-, CH3-( CH2 ) 2 - CH=CH-, CH3-( CH2 ) 3 -CH=CH- or CH3 -CH=CH-( CH2 ) 2- .
極佳地,LC介質含有一或多種選自以下之式Y1化合物:式Y1-1、Y1-2、Y1-7、Y1-12、Y1-17、Y1-22、Y1-40、Y1-41、Y1-42、Y1-44、Y1-50及Y1-68。L 5較佳表示H原子。 Most preferably, the LC medium contains one or more compounds of formula Y1 selected from the group consisting of formula Y1-1, Y1-2, Y1-7, Y1-12, Y1-17, Y1-22, Y1-40, Y1-41, Y1-42, Y1-44, Y1-50 and Y1-68. L5 preferably represents an H atom.
進一步較佳地,LC介質包含一或多種選自由下列子式組成之群之式Y2化合物: 其中 「alkyl」及「alkyl*」 各彼此獨立地表示具有1至6個C原子之直鏈烷基,及 「alkenyl」 表示具有2至6個C原子之直鏈烯基, (O) 表示氧原子或單鍵,及 L 5表示H原子或CH 3,較佳H原子。 Further preferably, the LC medium comprises one or more compounds of formula Y2 selected from the group consisting of the following subformulae: wherein "alkyl" and "alkyl*" each independently represent a straight chain alkyl group having 1 to 6 C atoms, and "alkenyl" represents a straight chain alkenyl group having 2 to 6 C atoms, (O) represents an oxygen atom or a single bond, and L 5 represents a H atom or CH 3 , preferably a H atom.
「alkenyl」較佳表示CH 2=CH-、CH 2=CHCH 2CH 2-、CH 3-CH=CH-、CH 3-CH 2-CH=CH-、CH 3-(CH 2) 2-CH=CH-、CH 3-(CH 2) 3-CH=CH-或CH 3-CH=CH-(CH 2) 2-。 "Alkenyl" preferably represents CH 2 =CH-, CH 2 =CHCH 2 CH 2 -, CH 3 -CH=CH-, CH 3 -CH 2 -CH=CH-, CH 3 -(CH 2 ) 2 -CH =CH-, CH 3 -(CH 2 ) 3 -CH=CH- or CH 3 -CH=CH-(CH 2 ) 2 -.
極佳地,LC介質含有一或多種選自式Y2-2及Y2-10之式Y2化合物。Most preferably, the LC medium contains one or more compounds of formula Y2 selected from formula Y2-2 and Y2-10.
LC介質中式Y1或其子式化合物之比例較佳為0至10重量%。The proportion of compounds of the formula Y1 or its subformulae in the LC medium is preferably from 0 to 10% by weight.
LC介質中式Y2或其子式化合物之比例較佳為0至10重量%。The proportion of compounds of the formula Y2 or its subformulae in the LC medium is preferably from 0 to 10% by weight.
介質中式Y1及Y2或其等子式化合物之總比例較佳為1至20重量%,極佳2至15重量%。The total proportion of the compounds of formula Y1 and Y2 or their subformulae in the medium is preferably 1 to 20% by weight, and most preferably 2 to 15% by weight.
較佳地,LC介質含有1、2或3種式Y1及Y2或其等子式化合物,極佳選自式Y1-2、Y1-22、Y1-66、Y1-70、Y2-6及Y2-22化合物。Preferably, the LC medium contains 1, 2 or 3 compounds of formula Y1 and Y2 or their subformulae, most preferably selected from the compounds of formula Y1-2, Y1-22, Y1-66, Y1-70, Y2-6 and Y2-22.
在本發明之另一較佳實施例中,LC介質含有一或多種下列子式之式Y化合物: 其中L 1、L 2、R 1及R 2具有式Y中給定之含義中之一者或如式I、LP1及LP2中給定之較佳含義中之一者。 In another preferred embodiment of the invention, the LC medium contains one or more compounds of formula Y of the following subformulae: wherein L 1 , L 2 , R 1 and R 2 have one of the meanings given in formula Y or one of the preferred meanings given in formula I, LP1 and LP2.
較佳之式Y3化合物係選自由下列子式組成之群: 其中, 「alkyl」及「alkyl*」 各彼此獨立地表示具有1至6個C原子之直鏈烷基; 「alkenyl」及「alkenyl*」 各彼此獨立地表示具有2至6個C原子之直鏈烯基;及 (O) 表示氧原子或單鍵。 Preferred compounds of formula Y3 are selected from the group consisting of the following subformulae: Wherein, "alkyl" and "alkyl*" each independently represent a straight-chain alkyl group having 1 to 6 C atoms; "alkenyl" and "alkenyl*" each independently represent a straight-chain alkenyl group having 2 to 6 C atoms; and (O) represents an oxygen atom or a single bond.
「alkenyl」及「alkenyl*」較佳表示CH 2=CH-、CH 2=CHCH 2CH 2-、CH 3-CH=CH-、CH 3-CH 2-CH=CH-、CH 3-(CH 2) 2-CH=CH-、CH 3-(CH 2) 3-CH=CH-或CH 3-CH=CH-(CH 2) 2-。 特別佳之式Y3化合物係選自由下列子式組成之群: 其中「alkoxy」及「alkoxy*」各彼此獨立地較佳表示具有3、4或5個C原子之直鏈烷氧基。 "Alkenyl" and "alkenyl*" preferably represent CH2 =CH-, CH2 = CHCH2CH2- , CH3- CH=CH-, CH3 -CH2 - CH =CH-, CH3-( CH2 ) 2 -CH=CH-, CH3- ( CH2 ) 3 - CH=CH- or CH3 -CH=CH-( CH2 ) 2- . Particularly preferred compounds of formula Y3 are selected from the group consisting of the following subformulae: Wherein "alkoxy" and "alkoxy*" each independently preferably represent a straight-chain alkoxy group having 3, 4 or 5 C atoms.
較佳地,於式Y3及其子式化合物中,L 1及L 2兩者均表示F。進一步較佳地,於式Y3化合物中,該等取代基L 1及L 2中之一者表示F及另一者表示Cl。 Preferably, in compounds of formula Y3 and subformulae thereof, both L1 and L2 represent F. Further preferably, in compounds of formula Y3, one of the substituents L1 and L2 represents F and the other represents Cl.
LC介質中式Y3或其子式化合物之比例較佳為0至10重量%,極佳1至6重量%。The proportion of compounds of the formula Y3 or subformulae thereof in the LC medium is preferably from 0 to 10% by weight, very preferably from 1 to 6% by weight.
較佳地,LC介質含有1、2或3種式Y3或其子式化合物,更佳式Y3-6化合物,極佳式Y3-6A化合物。Preferably, the LC medium contains 1, 2 or 3 compounds of formula Y3 or its subformulae, more preferably compounds of formula Y3-6, most preferably compounds of formula Y3-6A.
在本發明之又另一較佳實施例中,LC介質含有一或多種子式Y4之式Y化合物: 其中R 1及R 2各彼此獨立地具有上文於式Y中指示之含義中之一者,及 各彼此獨立地表示 其中L 5表示F或Cl,較佳F,及L 6表示F、Cl、OCF 3、CF 3、CH 3、CH 2F或CHF 2,較佳F,且較佳環G、I及K中之至少一者係不同於未經取代之苯。 In yet another preferred embodiment of the present invention, the LC medium contains one or more compounds of formula Y of sub-formula Y4: wherein R 1 and R 2 each independently have one of the meanings indicated above in formula Y, and Each independently expresses wherein L 5 represents F or Cl, preferably F, and L 6 represents F, Cl, OCF 3 , CF 3 , CH 3 , CH 2 F or CHF 2 , preferably F, and preferably at least one of rings G, I and K is different from unsubstituted benzene.
最佳之式Y4化合物係選自由下列子式組成之群: 其中 R 表示具有1至7個C原子之直鏈烷基或烷氧基, R* 表示具有2至7個C原子之直鏈烯基, (O) 表示氧原子或單鍵,及 m 表示1至6之整數。 R*較佳表示CH 2=CH-、CH 2=CHCH 2CH 2-、CH 3-CH=CH-、CH 3-CH 2-CH=CH-、CH 3-(CH 2) 2-CH=CH-、CH 3-(CH 2) 3-CH=CH-或CH 3-CH=CH-(CH 2) 2-。 The most preferred compounds of formula Y4 are selected from the group consisting of the following subformulae: wherein R represents a straight-chain alkyl or alkoxy group having 1 to 7 C atoms, R* represents a straight-chain alkenyl group having 2 to 7 C atoms, (O) represents an oxygen atom or a single bond, and m represents an integer of 1 to 6. R* preferably represents CH2=CH-, CH2=CHCH2CH2- , CH3 - CH =CH-, CH3 - CH2 -CH=CH-, CH3- ( CH2 ) 2 -CH=CH-, CH3- ( CH2 ) 3 -CH=CH- or CH3 -CH=CH-( CH2 ) 2- .
R較佳表示甲基、乙基、丙基、丁基、戊基、己基、甲氧基、乙氧基、丙氧基、丁氧基或戊氧基。R preferably represents methyl, ethyl, propyl, butyl, pentyl, hexyl, methoxy, ethoxy, propoxy, butoxy or pentyloxy.
介質中式Y4或其子式化合物之比例較佳為0至10重量%,極佳1至6重量%。The proportion of the compound of formula Y4 or its subformula in the medium is preferably 0 to 10% by weight, and most preferably 1 to 6% by weight.
特別佳之化合物係彼等以下子式者: 其中 「alkyl」及「alkyl*」 各彼此獨立地表示具有1至6個C原子之直鏈烷基,特別是乙基、丙基或戊基。 Particularly preferred compounds are those of the following subformula: Here, "alkyl" and "alkyl*" each independently represent a straight-chain alkyl group having 1 to 6 C atoms, in particular ethyl, propyl or pentyl.
使用下列化合物係特別有利的: 在本發明之另一較佳實施例中,LC介質含有一或多種選自由下列子式組成之群之式Y化合物: 其中R 5具有式Y中針對R 1指示之含義中之一者,「alkyl」表示具有1至6個C原子之直鏈烷基,L x表示H或F,d表示0或1,且z及m各彼此獨立地表示1至6之整數。 The following compounds are particularly advantageously used: In another preferred embodiment of the present invention, the LC medium contains one or more compounds of formula Y selected from the group consisting of the following subformulae: wherein R 5 has one of the meanings indicated for R 1 in formula Y, "alkyl" represents a linear alkyl group having 1 to 6 C atoms, L x represents H or F, d represents 0 or 1, and z and m each independently represent an integer of 1 to 6.
此等化合物中之R 5特別佳為C 2-6-烷基或-烷氧基或C 2-6-烯基,d較佳為1。根據本發明之LC介質較佳以≥5重量%之量包含一或多種上文提及之式之化合物。 R 5 in these compounds is particularly preferably C 2-6 -alkyl or -alkoxy or C 2-6 -alkenyl, and d is preferably 1. The LC medium according to the invention preferably comprises one or more compounds of the above-mentioned formulae in an amount of ≥ 5% by weight.
下文指示其他較佳實施例: - LC介質包含一或多種下列子式之式Y化合物: 其中R 1、R 2、L 1、L 2、X、x及Z x具有式Y中給定之含義,且其中環X中之至少一者為伸環己烯基。 Further preferred embodiments are indicated below: - The LC medium comprises one or more compounds of formula Y of the following subformulae: wherein R 1 , R 2 , L 1 , L 2 , X, x and Z x have the meanings given in formula Y, and wherein at least one of the rings X is cyclohexenyl.
較佳地,兩個取代基L 1及L 2均表示F。進一步較佳地,該等取代基L 1及L 2中之一者表示F及另一者表示Cl。 Preferably, both substituents L 1 and L 2 represent F. Further preferably, one of the substituents L 1 and L 2 represents F and the other represents Cl.
式LY化合物較佳選自由下列子式組成之群: 其中 R 1具有上文式Y中指示之含義, (O) 表示氧原子或單鍵,及 v 表示1至6之整數。 R 1較佳表示具有1至6個C原子之直鏈烷基或具有2至6個C原子之直鏈烯基,特別是CH 3、C 2H 5、n-C 3H 7、n-C 4H 9、n-C 5H 11、CH 2=CH-、CH 2=CHCH 2CH 2-、CH 3-CH=CH-、CH 3-CH 2-CH=CH-、CH 3-(CH 2) 2-CH=CH-、CH 3-(CH 2) 3-CH=CH-或CH 3-CH=CH-(CH 2) 2-。 The compound of formula LY is preferably selected from the group consisting of the following subformulae: wherein R 1 has the meaning indicated above in formula Y, (O) represents an oxygen atom or a single bond, and v represents an integer from 1 to 6. R 1 preferably represents a straight-chain alkyl group having 1 to 6 C atoms or a straight-chain alkenyl group having 2 to 6 C atoms, in particular CH 3 , C 2 H 5 , nC 3 H 7 , nC 4 H 9 , nC 5 H 11 , CH 2 ═CH—, CH 2 ═CHCH 2 CH 2 —, CH 3 —CH═CH—, CH 3 —CH 2 —CH═CH—, CH 3 —(CH 2 ) 2 —CH═CH—, CH 3 —(CH 2 ) 3 —CH═CH— or CH 3 —CH═CH—(CH 2 ) 2 —.
極佳為式LY4化合物。The most preferred compound is the compound of formula LY4.
較佳地,介質含有1、2或3種式LY化合物,極佳式LY4化合物。Preferably, the medium contains 1, 2 or 3 compounds of formula LY, most preferably compounds of formula LY4.
介質中式LY或其子式化合物之比例較佳為1至10重量%。The proportion of the compound of formula LY or its sub-formula in the medium is preferably 1 to 10% by weight.
- 介質包含一或多種由下列子式表示之式Y化合物: 其中R 1、R 2、L 1、L 2、Y、y及Z y具有式Y中給定之含義,且其中環Y中之至少一者為四氫哌喃。 - The medium comprises one or more compounds of formula Y represented by the following sub-formula: wherein R 1 , R 2 , L 1 , L 2 , Y, y and Z y have the meanings given in formula Y, and wherein at least one of the rings Y is tetrahydropyran.
式AY化合物較佳選自由下列子式組成之群: 其中 R 1具有上文指示之含義, 「alkyl」 表示具有1至6個C原子之直鏈烷基, (O) 表示氧原子或單鍵,及 v 表示1至6之整數。 R 1較佳表示具有1至6個C原子之直鏈烷基或具有2至6個C原子之直鏈烯基,特別是CH 3、C 2H 5、n-C 3H 7、n-C 4H 9、n-C 5H 11、CH 2=CH-、CH 2=CHCH 2CH 2-、CH 3-CH=CH-、CH 3-CH 2-CH=CH-、CH 3-(CH 2) 2-CH=CH-、CH 3-(CH 2) 3-CH=CH-或CH 3-CH=CH-(CH 2) 2-。 The compound of formula AY is preferably selected from the group consisting of the following subformulae: wherein R 1 has the meaning indicated above, "alkyl" represents a straight-chain alkyl group having 1 to 6 C atoms, (O) represents an oxygen atom or a single bond, and v represents an integer from 1 to 6. R 1 preferably represents a straight-chain alkyl group having 1 to 6 C atoms or a straight-chain alkenyl group having 2 to 6 C atoms, in particular CH 3 , C 2 H 5 , nC 3 H 7 , nC 4 H 9 , nC 5 H 11 , CH 2 ═CH—, CH 2 ═CHCH 2 CH 2 —, CH 3 —CH═CH—, CH 3 —CH 2 —CH═CH—, CH 3 —(CH 2 ) 2 —CH═CH—, CH 3 —(CH 2 ) 3 —CH═CH— or CH 3 —CH═CH—(CH 2 ) 2 —.
於式B及其子式化合物中,R 1及R 3較佳表示具有1至6個C原子之直鏈烷基或烷氧基,特別是甲氧基、乙氧基、丙氧基或丁氧基,此外具有2至6個C原子之烯基,特別是乙烯基、1E-丙烯基、1E-丁烯基、3-丁烯基、1E-戊烯基、3E-戊烯基或4-戊烯基。 In the compounds of formula B and its subformulae, R 1 and R 3 preferably represent straight-chain alkyl or alkoxy having 1 to 6 C atoms, in particular methoxy, ethoxy, propoxy or butoxy, furthermore alkenyl having 2 to 6 C atoms, in particular vinyl, 1E-propenyl, 1E-butenyl, 3-butenyl, 1E-pentenyl, 3E-pentenyl or 4-pentenyl.
在本發明之一較佳實施例中,介質含有一或多種選自下列子式之式B化合物: 其中L 1、L 2、R 1及R 3具有式B中給定之含義。 較佳之式B1化合物係選自下列子式: 其中R 1及R 3獨立地表示具有1至6個C原子之直鏈烷基,其中一或多個CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換。 In a preferred embodiment of the present invention, the medium contains one or more compounds of formula B selected from the following sub-formulas: wherein L 1 , L 2 , R 1 and R 3 have the meanings given in formula B. Preferred compounds of formula B1 are selected from the following sub-formulas: wherein R 1 and R 3 independently represent a straight chain alkyl group having 1 to 6 C atoms, wherein one or more CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- is substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms may be replaced by a halogen atom.
極佳為式B1-1及B1-2化合物,其中兩個基團(O)均表示氧原子且R 1及R 3獨立地表示烷基,其為甲基、乙基、丙基、丁基、戊基或己基,其等較佳為直鏈。極佳一個「alkyl」為乙基及另一個「alkyl*」為正戊基。 Most preferred are compounds of formula B1-1 and B1-2, wherein both groups (O) represent oxygen atoms and R1 and R3 independently represent alkyl groups, which are methyl, ethyl, propyl, butyl, pentyl or hexyl, preferably in a straight chain. Most preferably, one "alkyl" is ethyl and the other "alkyl*" is n-pentyl.
特別佳為式B1-2化合物。Particularly preferred are compounds of formula B1-2.
較佳地,式B1-1化合物係選自式B1-1-1至B1-1-11化合物之群,較佳式B1-1-6化合物: 其中 「alkyl」及「alkyl*」 各彼此獨立地表示具有1至6個C原子之直鏈烷基, 「alkenyl」及「alkenyl*」 各彼此獨立地表示具有2至6個C原子之直鏈烯基, 「alkoxy」及「alkoxy*」 各彼此獨立地表示具有1至6個C原子之直鏈烷氧基。 Preferably, the compound of formula B1-1 is selected from the group consisting of compounds of formula B1-1-1 to B1-1-11, preferably the compound of formula B1-1-6: "alkyl" and "alkyl*" each independently represent a straight-chain alkyl group having 1 to 6 C atoms, "alkenyl" and "alkenyl*" each independently represent a straight-chain alkenyl group having 2 to 6 C atoms, and "alkoxy" and "alkoxy*" each independently represent a straight-chain alkoxy group having 1 to 6 C atoms.
較佳地,式B1-2化合物係選自式B1-2-1至B1-2-10化合物之群,較佳式B1-2-6化合物: 其中 「alkyl」及「alkyl*」 各彼此獨立地表示具有1至6個C原子之直鏈烷基, 「alkenyl」及「alkenyl*」 各彼此獨立地表示具有2至6個C原子之直鏈烯基, 「alkoxy」及「alkoxy*」 各彼此獨立地表示具有1至6個C原子之直鏈烷氧基。 Preferably, the compound of formula B1-2 is selected from the group consisting of compounds of formula B1-2-1 to B1-2-10, preferably the compound of formula B1-2-6: "alkyl" and "alkyl*" each independently represent a straight-chain alkyl group having 1 to 6 C atoms, "alkenyl" and "alkenyl*" each independently represent a straight-chain alkenyl group having 2 to 6 C atoms, and "alkoxy" and "alkoxy*" each independently represent a straight-chain alkoxy group having 1 to 6 C atoms.
視需要,LC介質包含一或多種式B1-1A及/或B1-2A化合物: 其中 (O) 表示O或單鍵, R IIIA表示具有多達7個C原子之烷基或烯基或基團Cy-C mH 2m+1-, m及n 相同或不同地係0、1、2、3、4、5或6,較佳1、2或3,極佳1, Cy 表示具有3、4或5個環原子之環脂族基團,其係視需要經各具有多達3個C原子之烷基或烯基,或經鹵素或CN取代,且較佳表示環丙基、環丁基或環戊基。 Optionally, the LC medium comprises one or more compounds of formula B1-1A and/or B1-2A: wherein (O) denotes O or a single bond, R IIIA denotes an alkyl or alkenyl group having up to 7 C atoms or a group Cy-C m H 2m+1 -, m and n are identically or differently 0, 1, 2, 3, 4, 5 or 6, preferably 1, 2 or 3, very preferably 1, Cy denotes a cycloaliphatic group having 3, 4 or 5 ring atoms, which is optionally substituted by alkyl or alkenyl groups each having up to 3 C atoms, or by halogen or CN, and preferably denotes cyclopropyl, cyclobutyl or cyclopentyl.
替代式B1-1及B1-2化合物或除其外,較佳除其外,介質中亦含有式B1-1A及/或B1-2A化合物。Instead of or in addition to the compounds of formula B1-1 and B1-2, preferably in addition to them, the medium also contains a compound of formula B1-1A and/or B1-2A.
較佳之式B1-1A及/或B1-2A化合物亦係如下: 其中alkoxy表示具有1至6個C原子之直鏈烷氧基或者-(CH 2) nF,其中n係2、3、4或5,較佳C 2H 4F。 Preferred compounds of formula B1-1A and/or B1-2A are also as follows: Wherein alkoxy represents a straight chain alkoxy group having 1 to 6 C atoms or -(CH 2 ) n F, wherein n is 2, 3, 4 or 5, preferably C 2 H 4 F.
LC介質中式B1或其子式化合物之比例較佳為1至20重量%,極佳1至15重量%。The proportion of compounds of the formula B1 or its subformulae in the LC medium is preferably 1 to 20% by weight, very preferably 1 to 15% by weight.
較佳地,LC介質含有1、2或3種式B1或其子式化合物。Preferably, the LC medium contains 1, 2 or 3 compounds of formula B1 or subformulae thereof.
在本發明之一較佳實施例中,LC介質可包含一或多種式B2-2化合物 其中 R 1、R 3相同或不同地表示H、具有1至6個C原子之烷基或烷氧基,其中此等基團中之一或多個CH 2基團係視需要彼此獨立地經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式置換,且其中,另外,一或多個H原子可經鹵素置換。 In a preferred embodiment of the present invention, the LC medium may comprise one or more compounds of formula B2-2 wherein R 1 and R 3 are identical or different and represent H, an alkyl group or an alkoxy group having 1 to 6 carbon atoms, wherein one or more CH 2 groups in these groups are optionally independently replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- are replaced in such a way that the O atoms are not directly connected to one another and wherein, in addition, one or more H atoms may be replaced by a halogen.
式B2-2化合物較佳選自化合物式B2-2-1至B2-2-10化合物之群: 其中R 3表示具有1至6個C原子之烷基,較佳乙基、正丙基或正丁基,或者環丙基甲基、環丁基甲基或環戊基甲基或者-(CH 2) nF,其中n係2、3、4或5,較佳C 2H 4F。 The compound of formula B2-2 is preferably selected from the group consisting of compounds of formula B2-2-1 to B2-2-10: wherein R 3 represents an alkyl group having 1 to 6 C atoms, preferably ethyl, n-propyl or n-butyl, or cyclopropylmethyl, cyclobutylmethyl or cyclopentylmethyl, or -(CH 2 ) n F, wherein n is 2, 3, 4 or 5, preferably C 2 H 4 F.
特別佳之式B2化合物係選自下列子式: Particularly preferred compounds of formula B2 are selected from the following sub-formulae:
LC介質中式B2或其子式化合物之比例較佳為1至20重量%,極佳1至15重量%。The proportion of compounds of the formula B2 or its subformulae in the LC medium is preferably 1 to 20% by weight, very preferably 1 to 15% by weight.
較佳地,LC介質含有1、2或3種式B2或其子式化合物。Preferably, the LC medium contains 1, 2 or 3 compounds of formula B2 or subformulae thereof.
較佳之式B3化合物係選自下列子式: 其中R 1具有式B3中給定之含義中之一者且較佳表示具有1至6個C原子之直鏈烷基,極佳甲基、乙基、丙基、丁基、戊基或己基,更佳乙基或丙基,最佳丙基,及X 1具有式B3中給定之含義中之一者且較佳表示CF 3或OCF 3。 Preferred compounds of formula B3 are selected from the following subformulae: wherein R 1 has one of the meanings given in formula B3 and preferably represents linear alkyl having 1 to 6 C atoms, very preferably methyl, ethyl, propyl, butyl, pentyl or hexyl, more preferably ethyl or propyl, most preferably propyl, and X 1 has one of the meanings given in formula B3 and preferably represents CF 3 or OCF 3 .
較佳之式B3化合物係選自下列子式: 其中R 1具有式B3中給定之含義中之一者且較佳表示具有1至6個C原子之直鏈烷基,極佳甲基、乙基、丙基、丁基、戊基或己基,更佳乙基或丙基,最佳丙基。 Preferred compounds of formula B3 are selected from the following subformulae: wherein R 1 has one of the meanings given in formula B3 and preferably represents a straight-chain alkyl group having 1 to 6 C atoms, very preferably methyl, ethyl, propyl, butyl, pentyl or hexyl, more preferably ethyl or propyl, most preferably propyl.
最佳係式B3-1-1及B3-2-2化合物。The most preferred are compounds of formula B3-1-1 and B3-2-2.
在一較佳實施例中,LC介質含有一或多種式B或其子式B1、B2、B3、B1-1、B1-2、B2-1、B2-2、B2-3、B3-1、B3-2、B3-1-1、B3-1-2、B3-2-1及B3-2-2化合物,其中二苯并呋喃或二苯并噻吩基團係經甲基或甲氧基,較佳經甲基取代,較佳於取代基F之對位,極佳於該取代基F之對位(亦即於末端基團R 2或X 1之間位)。 In a preferred embodiment, the LC medium contains one or more compounds of formula B or its subformulae B1, B2, B3, B1-1, B1-2, B2-1, B2-2, B2-3, B3-1, B3-2, B3-1-1, B3-1-2, B3-2-1 and B3-2-2, wherein the dibenzofuran or dibenzothiophenyl group is substituted by a methyl or methoxy group, preferably by a methyl group, preferably in the para position to the substituent F, very preferably in the para position to the substituent F (i.e. in the meta position to the terminal group R or X ).
LC介質中式B3或其子式化合物之比例較佳為1至20重量%,極佳1至10重量%。The proportion of compounds of the formula B3 or its subformulae in the LC medium is preferably 1 to 20% by weight, very preferably 1 to 10% by weight.
較佳地,LC介質含有1、2或3種式B3或其子式化合物。Preferably, the LC medium contains 1, 2 or 3 compounds of formula B3 or subformulae thereof.
較佳地,LC介質中式Y及B或其等子式化合物之總比例係2至25重量%,極佳3至20重量%。Preferably, the total proportion of compounds of the formulae Y and B or their subformulae in the LC medium is 2 to 25% by weight, particularly preferably 3 to 20% by weight.
式ST化合物 在本發明之一些較佳實施例中,LC介質可進一步包含一或多種通式ST化合物: 其中其中個別取代基具有下列含義: 表示 、 或 ; X 21、X 22各彼此獨立地表示-O-、-CH 2-、-CHR 23-或-N-R 23-, R 21及R 22各彼此獨立地表示H原子或具有1至12個C原子之烷基或烷氧基、具有2至12個C原子之烯基、炔基、烯氧基或烷氧基烷基或具有3至12個C原子之環烷基,其中一或多個非相鄰CH 2基團係視需要經-C≡C-、-CF 2O-、-OCF 2-、-CH=CH-、 、 、 、 、 、-O-、-CO-O-或-O-CO-以O原子非彼此直接連接之方式取代,且其中一或多個H原子可經鹵素原子置換,或具有3至12個C原子之環烷基或環烷氧基,其中一或多個H原子可經鹵素原子置換, R 23表示H原子、具有1至10個C原子之烷基或烷氧基, r 表示0或1。 In some preferred embodiments of the present invention, the LC medium may further comprise one or more compounds of the general formula ST: wherein the individual substituents have the following meanings: express , or ; X 21 and X 22 each independently represent -O-, -CH 2 -, -CHR 23 - or -NR 23 -, R 21 and R 22 each independently represent an H atom or an alkyl or alkoxy group having 1 to 12 C atoms, an alkenyl, alkynyl, alkenyloxy or alkoxyalkyl group having 2 to 12 C atoms, or a cycloalkyl group having 3 to 12 C atoms, wherein one or more non-adjacent CH 2 groups are optionally replaced by -C≡C-, -CF 2 O-, -OCF 2 -, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- is substituted in a manner that the O atoms are not directly connected to each other, and one or more H atoms thereof may be replaced by a halogen atom, or a cycloalkyl group or cycloalkoxy group having 3 to 12 C atoms, and one or more H atoms thereof may be replaced by a halogen atom, R 23 represents an H atom, an alkyl group or alkoxy group having 1 to 10 C atoms, and r represents 0 or 1.
包含下列子式ST-1、ST-2及ST-3化合物之LC介質顯示特別高之長期熱及UV穩定性: 其中個別取代基具有下列含義: 表示 、 或 ; R 21及R 22各彼此獨立地表示H原子或具有1至7個C原子之烷基或烷氧基,及 r 表示0或1。 LC media comprising compounds of the following subformulae ST-1, ST-2 and ST-3 show particularly high long-term thermal and UV stability: The individual substituents have the following meanings: express , or ; R 21 and R 22 each independently represent an H atom or an alkyl or alkoxy group having 1 to 7 C atoms, and r represents 0 or 1.
在特別佳實施例中,通式ST化合物可選自下列特定結構: In a particularly preferred embodiment, the compound of formula ST can be selected from the following specific structures:
在另一較佳實施例中,根據本發明之LC介質可包含至少一種另外空間位阻酚,其係於下表B中提及。In another preferred embodiment, the LC medium according to the present invention may comprise at least one additional sterically hindered phenol, which are mentioned in Table B below.
式H化合物
LC介質可視需要包含一或多種式H化合物
其中
R
11各彼此獨立地表示H原子、F、具有1至20個C原子之烷基,其中一個-CH
2-基團或(若存在)複數個-CH
2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH
2-基團無法經-O-置換,且一個或(若存在)複數個)-CH
2-基團可經-CH=CH-或-C≡C-置換,且其中一個H原子或複數個H原子可經F、OR
13、N(R
13)(R
14)或R
15置換,
R
12各彼此獨立地表示H原子、具有1至20個C原子之烷基,其中一個-CH
2-基團或複數個-CH
2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH
2-基團無法經-O-置換,含有環烷基或烷基環烷基單元之烴基,且其中一個-CH
2-基團或複數個-CH
2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH
2-基團無法經-O-置換,且其中一個H原子或複數個H原子可經F、OR
13、N(R
13)(R
14)或R
15置換,或芳族或雜芳族烴基,其中一個H原子或複數個H原子可經OR
13、N(R
13)(R
14)或R
15置換,
R
13及R
14各彼此獨立地表示具有1至10個C原子之烷基或醯基或具有6至12個C原子之芳族烴基或羧酸基團,
R
15各彼此獨立地表示具有1至10個C原子之烷基,其中一個-CH
2-基團或複數個-CH
2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH
2-基團無法經-O-置換,
R
16各彼此獨立地H原子、具有1至10個C原子之烷基或烷氧基、具有3至12個C原子之O-環烷基、O
•或OH,
S
11及S
12各彼此獨立地表示具有1至20個C原子之伸烷基,其中一個-CH
2-基團或(若存在)複數個-CH
2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH
2-基團無法經-O-置換,且其中一個H原子或複數個H原子可經F、OR
13、N(R
13)(R
14)或R
15置換,或表示單鍵。
Y
11至Y
14各彼此獨立地表示甲基或乙基,
X
11表示C,
Z
11至Z
14各彼此獨立地表示-O-、-(C=O)-、-O-(C=O)-、-(C=O)-O-、-O-(C=O)-O-、-(N-R
13)-、-N-R
13-(C=O)-或單鍵,若S
11係單鍵,則Z
11及Z
12兩者均不同時表示-O-;若S
12係單鍵,則Z
13及Z
14兩者均不同時表示-O-;且若q表示0,則Z
12及Z
13兩者均不同時表示-O-,
p 表示1或2,
q 表示0或1,
o 表示(3-p),
n 表示1至10之整數,
m 表示0至8之整數,其中
n * p 表示1至10,較佳3至8之整數,及
表示具有(m+n)個鍵合位點之有機部分,
在本發明之一些較佳實施例中,於式H化合物中,
在本申請案之一較佳實施例中,於式H化合物中,
在本發明之又另一較佳實施例中,於式H化合物中,其中p較佳表示1,
在本發明之另一較佳實施例中,於式H化合物中,基團
在本發明之又另一較佳實施例中,其可與彼等上文描述者相同或不同,於式H化合物中,基團
顯示下列通式H-1-1、H-1-2及H-1-3化合物於LC混合物中為特別高效之UV穩定劑,特別是,就VHR穩定性而言: 其中ZG、R 16及n係如上文定義且n表示1至8之整數。此等化合物極適合作為LC混合物中之穩定劑並於UV曝露時使該等混合物之VHR穩定。 The compounds of the following general formulae H-1-1, H-1-2 and H-1-3 were shown to be particularly efficient UV stabilizers in LC mixtures, in particular, in terms of VHR stability: wherein ZG, R 16 and n are as defined above and n represents an integer from 1 to 8. These compounds are very suitable as stabilizers in LC mixtures and stabilize the VHR of these mixtures upon UV exposure.
在一特別佳實施例中,一或多種式H化合物可選自由下式H-2-1至H-2-6化合物組成之群: 其中 R 11各彼此獨立地表示H原子、具有1至20個C原子之烷基,其中一個-CH 2-基團或(若存在)複數個-CH 2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH 2-基團無法經-O-置換,且一個或(若存在)複數個-CH 2-基團可經-CH=CH-或-C≡C-置換,且其中一個H原子或複數個H原子可經F、OR 13、N(R 13)(R 14)或R 15置換, R 16表示H原子或O •, n 表示0至12之整數,及 S 11及S 12各彼此獨立地表示具有1至20個C原子之伸烷基,其中一個-CH 2-基團或(若存在)複數個-CH 2-基團可經-O-或-C(=O)-置換,但兩個相鄰-CH 2-基團無法經-O-置換,且其中一個H原子或複數個H原子可經F、OR 13、N(R 13)(R 14)或R 15置換,或表示單鍵。 In a particularly preferred embodiment, one or more compounds of formula H can be selected from the group consisting of compounds of formula H-2-1 to H-2-6: wherein R 11 each independently represents an H atom, an alkyl group having 1 to 20 C atoms, wherein one -CH 2 - group or (if present) a plurality of -CH 2 - groups may be replaced by -O- or -C(=O)-, but two adjacent -CH 2 - groups cannot be replaced by -O-, and one or (if present) a plurality of -CH 2 - groups may be replaced by -CH=CH- or -C≡C-, and wherein one or a plurality of H atoms may be replaced by F, OR 13 , N(R 13 )(R 14 ) or R 15, R 16 represents an H atom or O • , n represents an integer from 0 to 12, and S 11 and S 12 each independently represent an alkylene group having 1 to 20 C atoms, wherein one -CH 2 - group or (if present) a plurality of -CH 2 - groups may be replaced by -O- or -C(=O)-, but two adjacent -CH 2 - groups may not be replaced by -O-, and one or (if present) a plurality of -CH 2 - groups may be replaced by -CH=CH- or -C≡C- , and wherein one or a plurality of H atoms may be replaced by F, OR 13 , N(R 13 )(R 14 ) or R 15 -group may be replaced by -O- or -C(=O)-, but two adjacent -CH 2 -groups cannot be replaced by -O-, and one or more H atoms may be replaced by F, OR 13 , N(R 13 )(R 14 ) or R 15 , or represent a single bond.
在本發明之一較佳實施例中,在每種情況下根據本發明之LC介質包含一或多種式H化合物,選自下列下式化合物之群: 及 In a preferred embodiment of the invention, the LC medium according to the invention comprises in each case one or more compounds of the formula H selected from the group of compounds of the following formulae: and
一或多種式H化合物在LC介質中之較佳含量尤其取決於該LC介質之固有化學穩定性及該式H化合物之性質。基於該LC介質之重量,其中R 16表示O•之式H化合物(稱為NO基團型HALS)較佳以於50 ppm至1000 ppm範圍內之比例使用。基於該LC介質之重量,其中R 16表示H原子之式H化合物(稱為NH基團型HALS)係有利地以於50 ppm至2000 ppm範圍內之比例使用。 The preferred content of one or more compounds of the formula H in the LC medium depends inter alia on the intrinsic chemical stability of the LC medium and on the nature of the compounds of the formula H. Compounds of the formula H in which R 16 represents O· (so-called NO-group-type HALS) are preferably used in a proportion in the range of 50 ppm to 1000 ppm, based on the weight of the LC medium. Compounds of the formula H in which R 16 represents an H atom (so-called NH-group-type HALS) are advantageously used in a proportion in the range of 50 ppm to 2000 ppm, based on the weight of the LC medium.
其他較佳之LC介質係選自下列較佳實施例,包括其任何組合: 式I化合物與式LP1、Z1至Z7及II及/或III化合物之組合 式I化合物與式LP2、Z1至Z7及II及/或III化合物之組合 式I化合物與式LP1、LP2、II及/或III化合物及式Z1及Z4化合物之組合 - 該LC介質包含一或多種式I或其子式及LP1及/或LP2、II及/或III化合物及一或多種選自由以下組成之群之化合物:式Z1、Z2、Z3、Z4、Z5、V、VI、VII、VIII、XIV、XV、XVI、XVIIa、XVIIb、XVIIc、XVIII、XIX、XX、XXI、XXIII、XXIV、XXV、XXVI、XXVII、XXVIII、XXIX、XXX、XXX-1、XXX-2、XXX-3、XXXI、XXXII、XXXIII及S及其等子式。 - 該LC介質包含一或多種式I或其子式及LP1及/或LP2、II及/或III化合物及一或多種選自由以下組成之群之化合物:式Z1、Z2、Z3、Z4、Z5、IV、VI、XII、XIV、XVI、XVIIa、XVIIb、XVIIc、XX、LP1-1、XXIII、XXIX、XXXI及S及其等子式。 - 該LC介質包含一或多種選自由式II-1、II-2及II-3組成之群之化合物,極佳選自式II-1及II-2。此等化合物中之各者之個別濃度較佳為2至15重量%。此等化合物之總濃度較佳為5至25重量%。 - 該LC介質包含一或多種選自由式III-1、III-4、III-6、III-16、III-19及III-20組成之群之化合物,極佳選自由式III-1、III-6、III-16及III-20組成之群。此等化合物中之各者之個別濃度較佳為2至15重量%。此等化合物之總濃度較佳為5至30重量%。 - 該LC介質包含一或多種式IV化合物,較佳選自式IVa或IVc,極佳選自式IVa-1或IVc-1,最佳式IVc-1化合物。此等化合物中之各者之個別濃度較佳為2至15重量%。此等化合物之總濃度較佳為5至20重量%。 - 該LC介質包含一或多種式VI化合物,較佳選自式VIb。此等化合物中之各者之個別濃度較佳為1至20重量%。此等化合物之總濃度較佳為5至20重量%。 - 該LC介質包含一或多種式Z1化合物,較佳選自式Z1-1。此等化合物之總濃度較佳為1至60重量%,更佳5至50重量%。 - 該LC介質包含一或多種式Z2化合物,較佳選自式Z2-1及Z2-2。此等化合物之總濃度較佳為2至35重量%,極佳3至25重量%。 - 該LC介質包含5至20重量%之式Z3化合物,較佳式Z3-1化合物。 - 該LC介質包含5至20重量%之式Z4化合物,較佳式Z4-1化合物。 - 該LC介質包含10至65重量%,極佳20至60重量%之式Z5化合物。 - 該LC介質包含一或多種式LP1-1化合物,較佳式LP1-1a或LP2-1b化合物,極佳式LP1-1a化合物。此等化合物之濃度較佳為2至15重量%。 - 該LC介質包含1至15重量%之式LP2-1b化合物。 - 該LC介質包含一或多種式XII化合物,較佳式XIIa或XIIb化合物,極佳式XIIa化合物,最佳式XIIa-1化合物。此等化合物之濃度較佳為2至15重量%。 - 該LC介質包含1至15重量%之式XIIb化合物。 - 該LC介質包含一或多種式XIV化合物,較佳式XIVd化合物,極佳式XIVd-1化合物。此等化合物之濃度較佳為2至10重量%。 - 該LC介質包含一或多種式XVIb化合物,較佳式XVIb-1、XVIb-2及/或XVIb-3化合物。此等化合物之濃度較佳為2至15重量%。 - 該LC介質包含一或多種式XVIc化合物,較佳式XVIc-1、XVIc-2及/或XVIc-3化合物。此等化合物之濃度較佳為2至20重量%。 - 該LC介質包含一或多種選自由式XVIIa、XVIIb及XVIIc組成之群之化合物,極佳式XVIIa化合物,其中L係H,及式XVIIb化合物,其中L係F。此等化合物之總濃度較佳為0.5至5重量%。 - 該LC介質包含一或多種式XX化合物,較佳式XXa化合物。此等化合物之濃度較佳為2至10重量%。 - 該LC介質包含一或多種式XXI化合物,較佳式XXIa化合物。此等化合物之濃度較佳為2至10重量%。 - 該LC介質包含一或多種式XXIII化合物,較佳式XXIIIa化合物。此等化合物之濃度較佳為0.5至5重量%。 - 該LC介質包含一或多種式XXIX化合物,較佳式XXIXa化合物。此等化合物之濃度較佳為2至10重量%。 - 該LC介質包含一或多種式XXX化合物。此等化合物之濃度較佳為2至10重量%。 - 該LC介質包含一或多種式XXXI化合物。此等化合物之濃度較佳為2至10重量%。 - 該LC介質包含一或多種式S化合物,較佳式S-1-4-1化合物。此等化合物之濃度較佳為1至25重量%。 - 該LC介質包含一或多種式I化合物,較佳式I-1及LP1及/或LP2、II及/或III化合物、一或多種選自由式Z1、Z2及Z3或其等子式組成之群之化合物、一或多種選自由式XIV組成之群之化合物、一或多種選自由式IV、VI、XX、XXIII及XXIX或其等子式組成之群之化合物及一或多種選自由式LP2-1、XVI、XVIIa、XVIIb、XVIIc、XXXI及S或其等子式組成之群之化合物。 - 該LC介質包含一或多種式I化合物,較佳式I-1、LP1及/或LP2、II及/或III化合物、一或多種選自由式Z1、Z2、Z3、Z4及Z5或其等子式組成之群之化合物、一或多種選自由式XIVd或其等子式組成之群之化合物、一或多種選自由式IVc、VIb、XXa、XXIIIa及XXIXa或其等子式組成之群之化合物及一或多種選自由式LP1-1b、XVIb、XVIc、XVIIa、XVIIb、XVIIc、XXXI及S或其等子式組成之群之化合物。 - 該LC介質包含一或多種式I化合物,較佳式I-1、LP1及/或LP2、II及/或III化合物、一或多種選自由式Z1、Z2及Z3或其等子式組成之群之化合物,一或多種式Y化合物,較佳選自由式Y1及Y2組成之群,一或多種選自由式XIV組成之群之化合物、一或多種選自由式II、III、IV、VI、XX、XXIII及XXIX或其等子式組成之群之化合物及一或多種選自由式LP2-1、XVI、XVIIa、XVIIb、XVIIc、XXXI及S或其等子式組成之群之化合物。 - 該LC介質包含一或多種式I化合物,較佳式I-1、LP1及/或LP2化合物、一或多種選自由式Z1、Z2、Z3、Z4及Z5或其等子式組成之群之化合物,一或多種式B化合物,較佳選自由式B1、B2及B3組成之群,一或多種式XIVd或其等子式化合物、一或多種選自由式II、III、IVc、VIb、XXa、XXIIIa及XXIXa或其等子式組成之群之化合物及一或多種選自由式LP1-1b、XVIb、XVIc、XVIIa、XVIIb、XVIIc、XXXI及S或其等子式組成之群之化合物。 - 除式I、LP1及/或LP2化合物外,該LC介質亦包含選自式Z1、Z2、Z3、IV、LP1-1、XIV、XVI、XVIIa、XVIIb、XVIIc、XXI、XXIII、XXIX、XXX、XXXI及XXIV或其等子式化合物之群之其他化合物。 - 除式I、LP1及/或LP2化合物外,LC介質亦包含選自式Z1、Z2、Z3、IV、LP2-1、XIV、XVI、XVIIa、XVIIb、XVIIc、XXI、XXIII、XXIX、XXX、XXXI及XXIV或其等子式化合物之群之其他化合物。 - 該LC介質中式I或其子式化合物之比例係1至30重量%,極佳2至25重量%,最佳2至20重量%。 - 該LC介質中式Z1、Z2、Z3、Z4及Z5或其等子式化合物之比例整體為10至65重量%,極佳20至60重量%。 - 該LC介質中式Y或其子式化合物之比例整體為0至15重量%,極佳2至10重量%。 - 該LC介質中式B或其子式化合物之比例整體為0至15重量%,極佳2至10重量%。 - 該LC介質中式II、III、IV至VIII、XVIII至XXIII及XXVII至XXX化合物之比例整體為30至60重量%。 - 該LC介質中式XIV及XV化合物之比例整體為40至70重量%。 - 該LC介質中式XIV、XVIIa至c及XXXI至XXXIII化合物之比例整體為0.5至15重量%。 Other preferred LC media are selected from the following preferred embodiments, including any combination thereof: Combination of a compound of formula I with a compound of formula LP1, Z1 to Z7 and II and/or III Combination of a compound of formula I with a compound of formula LP2, Z1 to Z7 and II and/or III Combination of a compound of formula I with a compound of formula LP1, LP2, II and/or III and a compound of formula Z1 and Z4 - The LC medium comprises one or more compounds of formula I or its subformulae and LP1 and/or LP2, II and/or III and one or more compounds selected from the group consisting of formula Z1, Z2, Z3, Z4, Z5, V, VI, VII, VIII, XIV, XV, XVI, XVIIa, XVIIb, XVIIc, XVIII, XIX, XX, XXI, XXIII, XXIV, XXV, XXVI, XXVII, XXVIII, XXIX, XXX, XXX-1, XXX-2, XXX-3, XXXI, XXXII, XXXIII and S and their subformulae. - The LC medium comprises one or more compounds of formula I or its subformulae and LP1 and/or LP2, II and/or III and one or more compounds selected from the group consisting of formula Z1, Z2, Z3, Z4, Z5, IV, VI, XII, XIV, XVI, XVIIa, XVIIb, XVIIc, XX, LP1-1, XXIII, XXIX, XXXI and S and their subformulae. - The LC medium comprises one or more compounds selected from the group consisting of formulae II-1, II-2 and II-3, preferably selected from formulae II-1 and II-2. The individual concentration of each of these compounds is preferably 2 to 15% by weight. The total concentration of these compounds is preferably 5 to 25% by weight. - The LC medium comprises one or more compounds selected from the group consisting of formula III-1, III-4, III-6, III-16, III-19 and III-20, preferably selected from the group consisting of formula III-1, III-6, III-16 and III-20. The individual concentration of each of these compounds is preferably 2 to 15% by weight. The total concentration of these compounds is preferably 5 to 30% by weight. - The LC medium comprises one or more compounds of formula IV, preferably selected from formula IVa or IVc, preferably selected from formula IVa-1 or IVc-1, most preferably a compound of formula IVc-1. The individual concentration of each of these compounds is preferably 2 to 15% by weight. The total concentration of these compounds is preferably 5 to 20% by weight. - The LC medium comprises one or more compounds of formula VI, preferably selected from formula VIb. The individual concentration of each of these compounds is preferably 1 to 20% by weight. The total concentration of these compounds is preferably 5 to 20% by weight. - The LC medium comprises one or more compounds of formula Z1, preferably selected from formula Z1-1. The total concentration of these compounds is preferably 1 to 60% by weight, more preferably 5 to 50% by weight. - The LC medium comprises one or more compounds of formula Z2, preferably selected from formula Z2-1 and Z2-2. The total concentration of these compounds is preferably 2 to 35% by weight, very preferably 3 to 25% by weight. - The LC medium comprises 5 to 20% by weight of a compound of formula Z3, preferably a compound of formula Z3-1. - The LC medium comprises 5 to 20% by weight of a compound of formula Z4, preferably a compound of formula Z4-1. - The LC medium comprises 10 to 65% by weight, particularly 20 to 60% by weight of a compound of formula Z5. - The LC medium comprises one or more compounds of formula LP1-1, particularly LP1-1a or LP2-1b, particularly LP1-1a. The concentration of these compounds is preferably 2 to 15% by weight. - The LC medium comprises 1 to 15% by weight of a compound of formula LP2-1b. - The LC medium comprises one or more compounds of formula XII, particularly XIIa or XIIb, particularly XIIa, particularly XIIa-1. The concentration of these compounds is preferably 2 to 15% by weight. - The LC medium comprises 1 to 15 wt.% of a compound of formula XIIb. - The LC medium comprises one or more compounds of formula XIV, preferably compounds of formula XIVd, most preferably compounds of formula XIVd-1. The concentration of these compounds is preferably 2 to 10 wt.%. - The LC medium comprises one or more compounds of formula XVIb, preferably compounds of formula XVIb-1, XVIb-2 and/or XVIb-3. The concentration of these compounds is preferably 2 to 15 wt.%. - The LC medium comprises one or more compounds of formula XVIc, preferably compounds of formula XVIc-1, XVIc-2 and/or XVIc-3. The concentration of these compounds is preferably 2 to 20 wt.%. - The LC medium comprises one or more compounds selected from the group consisting of formulae XVIIa, XVIIb and XVIIc, preferably compounds of formula XVIIa, wherein L is H, and compounds of formula XVIIb, wherein L is F. The total concentration of these compounds is preferably 0.5 to 5% by weight. - The LC medium comprises one or more compounds of formula XX, preferably compounds of formula XXa. The concentration of these compounds is preferably 2 to 10% by weight. - The LC medium comprises one or more compounds of formula XXI, preferably compounds of formula XXIa. The concentration of these compounds is preferably 2 to 10% by weight. - The LC medium comprises one or more compounds of formula XXIII, preferably compounds of formula XXIIIa. The concentration of these compounds is preferably 0.5 to 5% by weight. - The LC medium comprises one or more compounds of the formula XXIX, preferably compounds of the formula XXIXa. The concentration of these compounds is preferably 2 to 10% by weight. - The LC medium comprises one or more compounds of the formula XXX. The concentration of these compounds is preferably 2 to 10% by weight. - The LC medium comprises one or more compounds of the formula XXXI. The concentration of these compounds is preferably 2 to 10% by weight. - The LC medium comprises one or more compounds of the formula S, preferably compounds of the formula S-1-4-1. The concentration of these compounds is preferably 1 to 25% by weight. - The LC medium comprises one or more compounds of formula I, preferably compounds of formula I-1 and LP1 and/or LP2, II and/or III, one or more compounds selected from the group consisting of formula Z1, Z2 and Z3 or their subformulae, one or more compounds selected from the group consisting of formula XIV, one or more compounds selected from the group consisting of formula IV, VI, XX, XXIII and XXIX or their subformulae, and one or more compounds selected from the group consisting of formula LP2-1, XVI, XVIIa, XVIIb, XVIIc, XXXI and S or their subformulae. - The LC medium comprises one or more compounds of formula I, preferably compounds of formula I-1, LP1 and/or LP2, II and/or III, one or more compounds selected from the group consisting of formula Z1, Z2, Z3, Z4 and Z5 or their subformulae, one or more compounds selected from the group consisting of formula XIVd or their subformulae, one or more compounds selected from the group consisting of formula IVc, VIb, XXa, XXIIIa and XXIXa or their subformulae and one or more compounds selected from the group consisting of formula LP1-1b, XVIb, XVIc, XVIIa, XVIIb, XVIIc, XXXI and S or their subformulae. - The LC medium comprises one or more compounds of formula I, preferably compounds of formula I-1, LP1 and/or LP2, II and/or III, one or more compounds selected from the group consisting of formula Z1, Z2 and Z3 or their subformulae, one or more compounds of formula Y, preferably selected from the group consisting of formula Y1 and Y2, one or more compounds selected from the group consisting of formula XIV, one or more compounds selected from the group consisting of formula II, III, IV, VI, XX, XXIII and XXIX or their subformulae and one or more compounds selected from the group consisting of formula LP2-1, XVI, XVIIa, XVIIb, XVIIc, XXXI and S or their subformulae. - The LC medium comprises one or more compounds of formula I, preferably compounds of formula I-1, LP1 and/or LP2, one or more compounds selected from the group consisting of formula Z1, Z2, Z3, Z4 and Z5 or their subformulae, one or more compounds of formula B, preferably selected from the group consisting of formula B1, B2 and B3, one or more compounds of formula XIVd or their subformulae, one or more compounds selected from the group consisting of formula II, III, IVc, VIb, XXa, XXIIIa and XXIXa or their subformulae and one or more compounds selected from the group consisting of formula LP1-1b, XVIb, XVIc, XVIIa, XVIIb, XVIIc, XXXI and S or their subformulae. - In addition to the compounds of formula I, LP1 and/or LP2, the LC medium also comprises other compounds selected from the group of compounds of formula Z1, Z2, Z3, IV, LP1-1, XIV, XVI, XVIIa, XVIIb, XVIIc, XXI, XXIII, XXIX, XXX, XXXI and XXIV or their subformulae. - In addition to the compounds of formula I, LP1 and/or LP2, the LC medium also comprises other compounds selected from the group of compounds of formula Z1, Z2, Z3, IV, LP2-1, XIV, XVI, XVIIa, XVIIb, XVIIc, XXI, XXIII, XXIX, XXX, XXXI and XXIV or their subformulae. - The proportion of the compound of formula I or its subformulae in the LC medium is 1 to 30% by weight, preferably 2 to 25% by weight, and most preferably 2 to 20% by weight. - The proportion of compounds of the formulae Z1, Z2, Z3, Z4 and Z5 or their subformulae in the LC medium is in the total range of 10 to 65 wt. %, preferably 20 to 60 wt. - The proportion of compounds of the formulae Y or their subformulae in the LC medium is in the total range of 0 to 15 wt. %, preferably 2 to 10 wt. - The proportion of compounds of the formulae B or their subformulae in the LC medium is in the total range of 0 to 15 wt. %, preferably 2 to 10 wt. - The proportion of compounds of the formulae II, III, IV to VIII, XVIII to XXIII and XXVII to XXX in the LC medium is in the total range of 30 to 60 wt. - The proportion of compounds of the formulae XIV and XV in the LC medium is in the total range of 40 to 70 wt. - The proportion of compounds of the formulae XIV, XVIIa to c and XXXI to XXXIII in the LC medium is in the total range of 0.5 to 15 wt.
本申請案中之術語「烷基」或「烷基*」包含具有1至6個碳原子之直鏈及分支鏈烷基,特別是直鏈基團甲基、乙基、丙基、丁基、戊基及己基。一般較佳為具有2至5個碳原子之基團。The term "alkyl" or "alkyl*" in this application includes straight-chain and branched alkyl groups having 1 to 6 carbon atoms, in particular the straight-chain groups methyl, ethyl, propyl, butyl, pentyl and hexyl. Groups having 2 to 5 carbon atoms are generally preferred.
術語「烯基」或「烯基*」包含具有2至6個碳原子之直鏈及分支鏈烯基,特別是直鏈基團。較佳之烯基為C 2-C 7-1E-烯基、C 4-C 6-3E-烯基,特別是C 2-C 6-1E-烯基。特別佳之烯基之實例係乙烯基、1E-丙烯基、1E-丁烯基、1E-戊烯基、1E-己烯基、3-丁烯基、3E-戊烯基、3E-己烯基、4-戊烯基、4Z-己烯基、4E-己烯基及5-己烯基。一般較佳為具有多達5個碳原子之基團,特別是CH 2=CH、CH 3CH=CH。 The term "alkenyl" or "alkenyl*" comprises straight-chain and branched alkenyl groups having 2 to 6 carbon atoms, in particular straight-chain groups. Preferred alkenyl groups are C2 - C7-1E -alkenyl, C4 - C6-3E -alkenyl, in particular C2 - C6-1E -alkenyl. Particularly preferred examples of alkenyl groups are vinyl, 1E-propenyl, 1E-butenyl, 1E-pentenyl, 1E-hexenyl, 3-butenyl, 3E-pentenyl, 3E-hexenyl, 4-pentenyl, 4Z-hexenyl, 4E-hexenyl and 5-hexenyl. Groups having up to 5 carbon atoms are generally preferred, in particular CH2 =CH, CH3CH =CH.
術語「氟烷基」較佳包含具有末端氟之直鏈基團,亦即氟甲基、2-氟乙基、3-氟丙基、4-氟丁基、5-氟戊基、6-氟己基及7-氟庚基。然而,不排除其他位置之氟。The term "fluoroalkyl" preferably includes linear groups with terminal fluorine, i.e. fluoromethyl, 2-fluoroethyl, 3-fluoropropyl, 4-fluorobutyl, 5-fluoropentyl, 6-fluorohexyl and 7-fluoroheptyl. However, fluorine at other positions is not excluded.
術語「氧雜烷基」或「烷氧基」較佳包含式C nH 2n+1-O-(CH 2) m之直鏈基團,其中n及m各彼此獨立地表示1至6。m亦可表示0。較佳地,n = 1及m = 1至6或m = 0及n = 1至3。此外較佳地,該烷氧基或氧雜烷基亦可含有一或多個其他O原子使得氧原子非彼此直接連接。 The term "oxyheteroalkyl" or "alkoxy" preferably includes a linear group of the formula CnH2n +1 -O-( CH2 ) m , wherein n and m each independently represent 1 to 6. m may also represent 0. Preferably, n = 1 and m = 1 to 6 or m = 0 and n = 1 to 3. In addition, preferably, the alkoxy or oxyheteroalkyl group may also contain one or more additional O atoms so that the oxygen atoms are not directly connected to each other.
透過適當選擇式II及III中R 0及X 0之含義,可以所需方式修飾定址時間、臨限值電壓、傳輸特性線之陡度等。例如,相較於烷基及烷氧基,1E-烯基、3E-烯基、2E-烯氧基及類似物一般導致定址時間更短、向列趨向性改良及彈性常數K 3(彎曲)與K 1(展曲)之間的比率更高。相較於烷基及烷氧基,4-烯基、3-烯基及類似物一般產生更低之臨限值電壓及更低之K 3/K 1值。根據本發明之LC介質特別以高Δε值區分,並因此具有比來自先前技術之LC介質明顯更快之反應時間。 By suitable choice of the meaning of R0 and X0 in formulae II and III, the addressing time, the threshold voltage, the steepness of the transfer characteristic line, etc. can be modified in the desired manner. For example, compared to alkyl and alkoxy groups, 1E-alkenyl, 3E-alkenyl, 2E-alkenyloxy and the like generally lead to shorter addressing times, improved nematicity and a higher ratio between the elastic constants K3 (bend) and K1 (bend). Compared to alkyl and alkoxy groups, 4-alkenyl, 3-alkenyl and the like generally lead to lower threshold voltages and lower K3 / K1 values. The LC media according to the invention are distinguished in particular by high Δε values and therefore have significantly faster reaction times than LC media from the prior art.
具有上文提及之式之化合物之最佳混合比率大體上取決於所需之性質、具有上文提及之式之組分之選擇及可存在之任何其他組分之選擇。The optimum mixing ratio of the compounds of the above-mentioned formulae depends largely on the desired properties, the choice of the component of the above-mentioned formulae and the choice of any other components that may be present.
於上文指示之範圍內之合適之混合比率可根據具體情況容易地確定。A suitable mixing ratio within the range indicated above can be easily determined according to the specific circumstances.
根據本發明之LC介質中具有上文提及之式之化合物之總量並非至關重要的。因此該等LC介質可包含一或多種用於出於使各種性質最佳化目的之其他組分。然而,具有上文提及之式之化合物之總濃度越高,觀察到對該介質性質之所需改良的影響一般越大。 在一特別佳實施例中,根據本發明之LC介質包含式IV至VIII (較佳IV及V)化合物,其中X 0表示F、OCF 3、OCHF 2、OCH=CF 2、OCF=CF 2或OCF 2-CF 2H。使用式I、LP1及/或LP2、II及III化合物之有利協同作用特別導致有利之性質。特別地,包含式I、LP1及/或LP2、II及III化合物之LC介質係以其等低臨限值電壓區分。 The total amount of compounds of the above-mentioned formulae in the LC medium according to the invention is not critical. The LC media may therefore comprise one or more further components for the purpose of optimizing various properties. However, the higher the total concentration of compounds of the above-mentioned formulae, the greater the effect on the desired improvement of the properties of the medium is generally observed. In a particularly preferred embodiment, the LC medium according to the invention comprises compounds of the formulae IV to VIII (preferably IV and V), wherein X0 represents F, OCF3 , OCHF2 , OCH= CF2 , OCF= CF2 or OCF2 - CF2H . The advantageous synergistic effect of using compounds of the formulae I, LP1 and/or LP2, II and III leads in particular to advantageous properties. In particular, LC media comprising compounds of the formula I, LP1 and/or LP2, II and III are distinguished by their equally low threshold voltages.
可用於根據本發明之LC介質中之具有上文提及之式及其子式之個別化合物為已知的或可類似於已知化合物製備。The individual compounds of the formulae mentioned above and their subformulae which can be used in the LC media according to the invention are known or can be prepared analogously to known compounds.
本發明亦係關於一種用於製備如上下文描述之LC介質之方法,藉由混合一或多種式I化合物與一或多種式LP1及/或LP2化合物,及一或多種選自由以下組成之群之化合物:式II、III、Z1、Z2、Z3、Z4、IV、VI、XIV、LP2-1、XVI、XVIIa、XVIIb、XVIIc、XX、XXIII、XXIX、XXXI及S。The present invention also relates to a method for preparing an LC medium as described above and below, by mixing one or more compounds of formula I with one or more compounds of formula LP1 and/or LP2, and one or more compounds selected from the group consisting of formula II, III, Z1, Z2, Z3, Z4, IV, VI, XIV, LP2-1, XVI, XVIIa, XVIIb, XVIIc, XX, XXIII, XXIX, XXXI and S.
本發明之LC介質可視需要包含一或多種可聚合化合物。該等可聚合化合物較佳選自式M R a-B 1-(Z b-B 2) m-R bM 其中個別取代基每次出現時相同或不同地且各彼此獨立地具有下列含義: R a及R bP、P-Sp-、H、F、Cl、Br、I、-CN、-NO 2、-NCO、-NCS、-OCN、-SCN、SF 5或具有1至25個C原子之直鏈或分支鏈烷基,其中,另外,一或多個非相鄰CH 2基團可各彼此獨立地經-C(R 0)=C(R 00)-、-C≡C-、-N(R 00)-、-O-、-S-、-CO-、-CO-O-、-O-CO-、-O-CO-O-以O及/或S原子非彼此直接連接之方式置換,且其中,另外,一或多個H原子可經F、Cl、Br、I、CN、P或P-Sp-置換,其中若B 1及/或B 2含有飽和C原子,則R a及/或R b亦可表示與此飽和C原子螺環連接之基團, 其中該等取代基R a及R b中之至少一者表示或含有基團P或P-Sp-, P 可聚合基團, Sp 間隔基團或單鍵, B 1及B 2芳族、雜芳族、脂環族或雜環基團,較佳具有4至25個環原子,其亦可含有稠環,且其係未經取代或經L單取代或多取代, Z b-O-、-S-、-CO-、-CO-O-、-OCO-、-O-CO-O-、-OCH 2-、-CH 2O-、-SCH 2-、-CH 2S-、-CF 2O-、-OCF 2-、-CF 2S-、-SCF 2-、-(CH 2) n1-、-CF 2CH 2-、-CH 2CF 2-、-(CF 2) n1-、-CH=CH-、-CF=CF-、-C≡C-、-CH=CH-COO-、-OCO-CH=CH-、CR 0R 00或單鍵, R 0及R 00各彼此獨立地表示H或具有1至12個C原子之烷基, m 表示0、1、2、3或4, n1 表示1、2、3或4, L P、P-Sp-、OH、CH 2OH、F、Cl、Br、I、-CN、-NO 2、-NCO、-NCS、-OCN、-SCN、-C(=O)N(R x) 2、-C(=O)Y 1、-C(=O)R x、-N(R x) 2、視需要經取代之矽基、具有6至20個C原子之視需要經取代之芳基,或具有1至25個C原子之直鏈或分支鏈烷基、烷氧基、烷基羰基、烷氧基羰基、烷基羰氧基或烷氧基羰氧基,其中,另外,一或多個H原子可經F、Cl、P或P-Sp-置換, P及Sp 具有上式M中指示之含義, Y 1表示鹵素, R x表示P、P-Sp-、H、鹵素、具有1至25個C原子之直鏈、分支鏈或環形烷基,其中,另外,一或多個非相鄰CH 2基團可經-O-、-S-、-CO-、-CO-O-、-O-CO-、-O-CO-O-以O及/或S原子非彼此直接連接之方式置換,且其中,另外,一或多個H原子可經F、Cl、P或P-Sp-置換,具有6至40個C原子之視需要經取代之芳基或芳氧基,或具有2至40個C原子之視需要經取代之雜芳基或雜芳氧基。 The LC medium of the invention may optionally comprise one or more polymerizable compounds. The polymerizable compounds are preferably selected from the formula M R a -B 1 -(Z b -B 2 ) m -R b M in which the individual substituents have the following meanings on each occurrence, identically or differently and independently of one another: R a and R b are P, P-Sp-, H, F, Cl, Br, I, -CN, -NO 2 , -NCO, -NCS, -OCN, -SCN, SF 5 or linear or branched alkyl having 1 to 25 C atoms, wherein, in addition, one or more non-adjacent CH 2 groups may each independently of one another be substituted by -C(R 0 )=C(R 00 )-, -C≡C-, -N(R 00 )-, -C≡C-, -C(R 00 )-, -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- are replaced in such a way that the O and/or S atoms are not directly connected to each other, and wherein, in addition, one or more H atoms may be replaced by F, Cl, Br, I, CN, P or P-Sp-, wherein if B1 and/or B2 contain a saturated C atom, then Ra and/or Rb may also represent a group spiro-connected to the saturated C atom, wherein at least one of the substituents Ra and Rb represents or contains a group P or P-Sp-, P is a polymerizable group, Sp is a spacer group or a single bond, B1 and B2 contain a saturated C atom, and Ra and / or Rb contain a saturated C atom. 2 an aromatic, heteroaromatic, alicyclic or heterocyclic group, preferably having 4 to 25 ring atoms, which may also contain a fused ring, and which is unsubstituted or mono- or poly-substituted by L, Z b -O-, -S-, -CO-, -CO-O-, -OCO-, -O-CO-O-, -OCH 2 -, -CH 2 O-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -(CH 2 ) n1 -, -CF 2 CH 2 -, -CH 2 CF 2 -, -(CF 2 ) n1 -, -CH=CH-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH-, CR 0 R 00 or a single bond, R 0 and R 00 each independently represent H or an alkyl group having 1 to 12 C atoms, m represents 0, 1, 2, 3 or 4, n1 represents 1, 2, 3 or 4, L P, P-Sp-, OH, CH 2 OH, F, Cl, Br, I, -CN, -NO 2 , -NCO, -NCS, -OCN, -SCN, -C(=O)N(R x ) 2 , -C(=O)Y 1 , -C(=O)R x , -N(R x ) 2 , optionally substituted silyl, optionally substituted aryl having 6 to 20 C atoms, or a linear or branched alkyl group, alkoxy group, alkylcarbonyl group, alkoxycarbonyl group, alkylcarbonyloxy group or alkoxycarbonyloxy group having 1 to 25 C atoms, wherein, in addition, one or more H atoms may be replaced by F, Cl, P or P-Sp-, P and Sp has the meaning indicated in the above formula M, Y represents a halogen, R represents P, P-Sp-, H, a halogen, a linear, branched or cyclic alkyl group having 1 to 25 C atoms, wherein, in addition, one or more non-adjacent CH groups may be replaced by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- in such a way that the O and/or S atoms are not directly connected to one another, and wherein, in addition, one or more H atoms may be replaced by F, Cl, P or P-Sp-, an optionally substituted aryl or aryloxy group having 6 to 40 C atoms, or an optionally substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms.
特別佳之式M化合物係彼等以下者:其中B 1及B 2各彼此獨立地表示1,4-伸苯基、1,3-伸苯基、萘-1,4-二基、萘-2,6-二基、菲-2,7-二基、9,10-二氫-菲-2,7-二基、蒽-2,7-二基、茀-2,7-二基、香豆素、黃酮,其中另外,此等基團中之一或多個CH基團可經N置換,環己烷-1,4-二基,其中,另外,一或多個非相鄰CH 2基團可經O及/或S置換,1,4-伸環己烯基、二環[1.1.1]戊烷-1,3-二基、雙環[2.2.2]辛烷-1,4-二基、螺[3.3]庚烷-2,6-二基、哌啶-1,4-二基、十氫萘-2,6-二基、1,2,3,4-四氫萘-2,6-二基、茚烷-2,5-二基或八氫-4,7-甲橋基茚烷-2,5-二基,其中所有此等基團可未經取代或經如針對上式M定義之L單取代或多取代。 Particularly preferred compounds of the formula M are those wherein B 1 and B 2 are independently 1,4-phenylene, 1,3-phenylene, naphthalene-1,4-diyl, naphthalene-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydro-phenanthrene-2,7-diyl, anthracene-2,7-diyl, fluorene-2,7-diyl, coumarin, flavonoids, wherein in addition, one or more CH groups of these groups may be replaced by N, cyclohexane-1,4-diyl, wherein in addition, one or more non-adjacent CH 2 group may be replaced by O and/or S, 1,4-cyclohexenyl, bicyclo[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4-diyl, spiro[3.3]heptane-2,6-diyl, piperidine-1,4-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, indane-2,5-diyl or octahydro-4,7-methanoindane-2,5-diyl, wherein all of these groups may be unsubstituted or mono- or poly-substituted by L as defined for formula M above.
特別佳之式M化合物係彼等其中B 1及B 2各彼此獨立地表示1,4-伸苯基、1,3-伸苯基、萘-1,4-二基或萘-2,6-二基者。 Particularly preferred compounds of the formula M are those in which B 1 and B 2 each independently represent 1,4-phenylene, 1,3-phenylene, naphthalene-1,4-diyl or naphthalene-2,6-diyl.
極佳之式M化合物係選自下式: 其中個別取代基每次出現時相同或不同地且各彼此獨立地具有下列含義: P 1、P 2、P 3可聚合基團,較佳選自乙烯氧基、丙烯酸酯、甲基丙烯酸酯、氟丙烯酸酯、氯丙烯酸酯、氧雜環丁烷及環氧樹脂, Sp 1、Sp 2、Sp 3單鍵或間隔基團,其中,另外,取代基P 1-Sp 1-、P 1-Sp 2-及P 3-Sp 3-中之一或多者可表示R aa,限制條件為存在之該等取代基P 1-Sp 1-、P 2-Sp 2及P 3-Sp 3-中之至少一者係不同於R aa,較佳-(CH 2) p1-、-(CH 2) p1-O-、-(CH 2) p1-CO-O-或-(CH 2) p1-O-CO-O-, 其中p1係1至12之整數, R aaH、F、Cl、CN或具有1至25個C原子之直鏈或分支鏈烷基,其中,另外,一或多個非相鄰CH 2基團可各彼此獨立地經-C(R 0)=C(R 00)-、-C≡C-、-N(R 0)-、-O-、-S-、-CO-、-CO-O-、-O-CO-、-O-CO-O-以O及/或S原子非彼此直接連接之方式置換,且其中,另外,一或多個H原子可經F、Cl、CN或P 1-Sp 1-置換,特別佳具有1至12個C原子之直鏈或分支鏈、視需要單或多氟化烷基、烷氧基、烯基、炔基、烷基羰基、烷氧基羰基、烷基羰氧基或烷氧基羰氧基(其中該烯基及炔基具有至少兩個C原子及分支鏈基團具有至少三個C原子), R 0、R 00H或具有1至12個C原子之烷基, R y及R zH、F、CH 3或CF 3, X 1、X 2、X 3-CO-O-、-O-CO-或單鍵, Z M1-O-、-CO-、-C(R yR z)-或-CF 2CF 2-, Z M2、Z M3-CO-O-、-O-CO-、-CH 2O-、-OCH 2-、-CF 2O-、-OCF 2-或-(CH 2) n-, 其中n係2、3或4, L F、Cl、CN或具有1至12個C原子之直鏈或分支鏈、視需要單或多氟化烷基、烷氧基、烯基、炔基、烷基羰基、烷氧基羰基、烷基羰氧基或烷氧基羰氧基, L '、L ''H、F或Cl, r 0、1、2、3或4, s 0、1、2或3, t 0、1或2, x 0或1。 Most preferred compounds of formula M are selected from the following formulas: wherein the individual substituents have the following meanings on each occurrence, identically or differently and independently of one another: P1 , P2 , P3 polymerizable groups, preferably selected from vinyloxy, acrylate, methacrylate, fluoroacrylate, chloroacrylate, cyclohexane and epoxy resins, Sp1 , Sp2 , Sp3 single bond or spacer groups, wherein, in addition, one or more of the substituents P1 - Sp1- , P1 - Sp2- and P3 - Sp3- may represent Raa , with the proviso that at least one of the substituents P1 - Sp1- , P2- Sp2 and P3 - Sp3- present is different from Raa , preferably -( CH2 ) p1- , -( CH2 ) p1 -O-, -( CH2 ) p1 -CO-O- or -(CH 2 ) p1 -O-CO-O-, wherein p1 is an integer from 1 to 12, R aa H, F, Cl, CN or a straight-chain or branched alkyl group having 1 to 25 C atoms, wherein, in addition, one or more non-adjacent CH 2 groups can each independently of one another be replaced by -C(R 0 )=C(R 00 )-, -C≡C-, -N(R 0 )-, -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- in such a way that the O and/or S atoms are not directly connected to one another, and wherein, in addition, one or more H atoms can be replaced by F, Cl, CN or P 1 -Sp 1 -substituted by a straight or branched, optionally mono- or polyfluorinated alkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy radical having 1 to 12 C atoms, wherein the alkenyl and alkynyl radicals have at least two C atoms and the branched radicals have at least three C atoms, R0 , R00H or alkyl having 1 to 12 C atoms, Ry and RzH , F, CH3 or CF3 , X1 , X2 , X3 -CO-O-, -O-CO- or a single bond , ZM1 -O-, -CO-, -C( RyRz ) - or -CF2CF2- , ZM2 , ZM3 -CO-O-, -O - CO-, -CH2O- , -OCH2-, -CF2O-, -OCF2- or -(CH 2 ) n- , wherein n is 2, 3 or 4, LF, Cl, CN or a linear or branched, optionally mono- or polyfluorinated alkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy group having 1 to 12 C atoms, L ' , L '' H, F or Cl, r 0, 1, 2, 3 or 4, s 0, 1, 2 or 3, t 0, 1 or 2, x 0 or 1.
尤其佳為式M2及M13化合物。Particularly preferred are compounds of formula M2 and M13.
其他較佳為三反應性化合物M15至M31,特別是M17、M18、M19、M22、M23、M24、M25、M30及M31。 於式M1至M31化合物中,基團 較佳為 、 、 、 、 或 , 其中L每次出現時相同或不同地具有針對上文及下文之式M給定之含義中之一者,且較佳為F、Cl、CN、NO 2、CH 3、C 2H 5、C(CH 3) 3、CH(CH 3) 2、CH 2CH(CH 3)C 2H 5、OCH 3、OC 2H 5、COCH 3、COC 2H 5、COOCH 3、COOC 2H 5、CF 3、OCF 3、OCHF 2、OC 2F 5或P-Sp-,極佳F、Cl、CN、CH 3、C 2H 5、OCH 3、COCH 3、OCF 3或P-Sp-,更佳F、Cl、CH 3、OCH 3、COCH 3或OCF 3,尤其F或CH 3。 Other preferred are tri-reactive compounds M15 to M31, especially M17, M18, M19, M22, M23, M24, M25, M30 and M31. In the compounds of formula M1 to M31, the group Prefer , , , , or , in which L has, on each occurrence, identically or differently, one of the meanings given for formula M above and below, and is preferably F, Cl, CN, NO 2 , CH 3 , C 2 H 5 , C(CH 3 ) 3 , CH(CH 3 ) 2 , CH 2 CH(CH 3 )C 2 H 5 , OCH 3 , OC 2 H 5 , COCH 3 , COC 2 H 5 , COOCH 3 , COOC 2 H 5 , CF 3 , OCF 3 , OCHF 2 , OC 2 F 5 or P-Sp-, very preferably F, Cl, CN, CH 3 , C 2 H 5 , OCH 3 , COCH 3 , OCF 3 or P-Sp-, more preferably F, Cl, CH 3 , OCH 3 , COCH 3 or OCF 3 , especially F or CH 3 .
較佳之式M1至M31化合物係彼等其中P 1、P 2及P 3表示丙烯酸酯、甲基丙烯酸酯、氧雜環丁烷或環氧樹脂基團,極佳丙烯酸酯或甲基丙烯酸酯基團者。 Preferred compounds of formulae M1 to M31 are those wherein P1 , P2 and P3 represent acrylate, methacrylate, cyclohexane or epoxy groups, most preferably acrylate or methacrylate groups.
較佳之式M1至M31化合物係彼等其中Sp 1、Sp 2及Sp 3為單鍵者。 Preferred compounds of formulae M1 to M31 are those wherein Sp 1 , Sp 2 and Sp 3 are single bonds.
其他較佳之式M1至M31化合物係彼等其中Sp 1、Sp 2及Sp 3中之一者為單鍵及Sp 1、Sp 2及Sp 3中之另一者係不同於單鍵者。 Other preferred compounds of formulae M1 to M31 are those wherein one of Sp 1 , Sp 2 and Sp 3 is a single bond and another one of Sp 1 , Sp 2 and Sp 3 is different from a single bond.
其他較佳之式M1至M31化合物係彼等其中彼等不同於單鍵之基團Sp 1、Sp 2及Sp 3表示-(CH 2) s1-X "-者,其中s1係1至6之整數,較佳2、3、4或5,及X "係對苯環之鍵聯且係-O-、-O-CO-、-CO-O-、-O-CO-O-或單鍵。 Other preferred compounds of formulae M1 to M31 are those wherein the groups Sp1 , Sp2 and Sp3 which are different from single bonds represent -( CH2 ) s1 -X " -, wherein s1 is an integer from 1 to 6, preferably 2, 3, 4 or 5, and X " is a bond to the benzene ring and is -O-, -O-CO-, -CO-O-, -O-CO-O- or a single bond.
特別佳為包含一、二或三種式M可聚合化合物,較佳選自式M1至M31可聚合化合物之LC介質。Particularly preferred are LC media comprising one, two or three polymerizable compounds of the formula M, preferably selected from polymerizable compounds of the formulae M1 to M31.
進一步較佳地,根據本發明之LC介質包含一或多種選自下表H之可聚合化合物。Further preferably, the LC medium according to the present invention comprises one or more polymerizable compounds selected from Table H below.
較佳地,LC介質中可聚合化合物,較佳選自式M及表H之可聚合化合物之比例係0.01至5%,極佳0.05至1%,最佳0.1至0.5%。Preferably, the proportion of polymerizable compounds, preferably selected from the group consisting of formula M and table H, in the LC medium is from 0.01 to 5%, very preferably from 0.05 to 1%, most preferably from 0.1 to 0.5%.
觀察到,將一或多種可聚合化合物添加至LC介質(諸如彼等選自式M及表H者)導致諸如快速反應時間之有利性質。此LC介質尤其適用於PSA顯示器中,該LC介質於該PSA顯示器中顯示低影像殘留、快速且完全之聚合、UV曝露後穩定之低預傾角之快速產生、高可靠性、UV曝露後之高VHR值及高雙折射率。藉由適當選擇該等可聚合化合物,可能於較長UV波長下增加該LC介質之吸收,使得可能使用此等較長之UV波長進行聚合,此對顯示器製造方法而言係有利的。It was observed that the addition of one or more polymerizable compounds to the LC medium, such as those selected from Formula M and Table H, results in advantageous properties such as fast reaction time. This LC medium is particularly suitable for use in PSA displays, where it exhibits low image retention, fast and complete polymerization, fast generation of stable low pretilt angles after UV exposure, high reliability, high VHR values after UV exposure and high birefringence. By appropriate selection of the polymerizable compounds, it is possible to increase the absorption of the LC medium at longer UV wavelengths, making it possible to use these longer UV wavelengths for polymerization, which is advantageous for display manufacturing methods.
可聚合基團P係適用於聚合反應(諸如例如自由基或離子鏈聚合、複加成或聚縮)或適用於聚合物類似反應(例如加成或縮合至主要聚合物鏈上)之基團。特別佳為用於鏈聚合之基團,特別是彼等含有C=C雙肩或-C≡C-三鍵者,及適用於以開環進行聚合之基團,諸如例如氧雜環丁烷或環氧化物基團。The polymerizable group P is a group suitable for polymerization reactions (such as free radical or ionic chain polymerization, complex addition or polymerization) or for polymer-analogous reactions (such as addition or condensation to the main polymer chain). Particularly preferred are groups for chain polymerization, especially those containing a C=C double shoulder or a -C≡C- triple bond, and groups suitable for polymerization by ring opening, such as, for example, cyclohexane or epoxide groups.
較佳之基團P係選自由以下組成之群:CH 2=CW 1-CO-O-、CH 2=CW 1-CO-、 、 、 、 、CH 2=CW 2-(O) k3-、CW 1=CH-CO-(O) k3-、CW 1=CH-CO-NH-、CH 2=CW 1-CO-NH-、CH 3-CH=CH-O-、(CH 2=CH) 2CH-OCO-、(CH 2=CH-CH 2) 2CH-OCO-、(CH 2=CH) 2CH-O-、(CH 2=CH-CH 2) 2N-、(CH 2=CH-CH 2) 2N-CO-、HO-CW 2W 3-、HS-CW 2W 3-、HW 2N-、HO-CW 2W 3-NH-、CH 2=CW 1-CO-NH-、CH 2=CH-(COO) k1-Phe-(O) k2-、CH 2=CH-(CO) k1-Phe-(O) k2-、Phe-CH=CH-、HOOC-、OCN-及W 4W 5W 6Si-,其中W 1表示H、F、Cl、CN、CF 3、苯基或具有1至5個C原子之烷基,特別是H、F、Cl或CH 3,W 2及W 3各彼此獨立地表示H或具有1至5個C原子之烷基,特別是H、甲基、乙基或正丙基,W 4、W 5及W 6各彼此獨立地表示Cl、具有1至5個C原子之氧雜烷基或氧雜羰基烷基,W 7及W 8各彼此獨立地表示H、Cl或具有1至5個C原子之烷基,Phe表示1,4-伸苯基,其係視需要經一或多個如針對上式M定義之除P-Sp-外之取代基L取代,k 1、k 2及k 3各彼此獨立地表示0或1,k 3較佳表示1,及k 4表示1至10之整數。 A preferred group P is selected from the group consisting of: CH 2 =CW 1 -CO-O-, CH 2 =CW 1 -CO-, , , , , CH 2 =CW 2 -(O) k3 -, CW 1 =CH-CO-(O) k3 -, CW 1 =CH-CO-NH-, CH 2 =CW 1 -CO-NH-, CH 3 -CH=CH-O-, (CH 2 =CH) 2 CH-OCO-, (CH 2 =CH-CH 2 ) 2 CH-OCO-, (CH 2 =CH) 2 CH-O-, (CH 2 =CH-CH 2 ) 2 N-, (CH 2 =CH-CH 2 ) 2 N-CO-, HO-CW 2 W 3 -, HS-CW 2 W 3 -, HW 2 N-, HO-CW 2 W 3 -NH-, CH 2 =CW 1 -CO-NH-, CH 2 =CH-(COO) k1 -Phe-(O) k2 -, CH 2 =CH-(CO) k1 -Phe-(O) k2 -, Phe-CH=CH-, HOOC-, OCN- and W4W5W6Si- , wherein W1 represents H, F, Cl, CN, CF3 , phenyl or alkyl having 1 to 5 C atoms, in particular H, F, Cl or CH3, W2 and W3 each independently represent H or alkyl having 1 to 5 C atoms, in particular H, methyl, ethyl or n-propyl, W4 , W5 and W6 each independently represent Cl, oxoalkyl or oxocarbonylalkyl having 1 to 5 C atoms, W7 and W8 each independently represent H, Cl or alkyl having 1 to 5 C atoms, Phe represents 1,4-phenylene which is optionally substituted by one or more substituents L as defined for the above formula M except P-Sp-, k1, k2 and k6 are each independently selected from the group consisting of: -Phe-(O) k2 -, Phe-CH=CH-, HOOC-, OCN- and W4W5W6Si-, wherein W1 represents H, F, Cl, CN, CF3, phenyl or alkyl having 1 to 5 C atoms, in particular H, F, Cl or CH3, W2 and W3 each independently represent H or alkyl having 1 to 5 C atoms, in particular H, methyl, ethyl or n-propyl, W4, W5 and W6 each independently represent Cl, oxoalkyl or oxocarbonylalkyl having 1 to 5 C atoms, W7 and W8 each independently represent H, Cl or alkyl having 1 to 5 C atoms, k3 each independently represents 0 or 1, k3 preferably represents 1, and k4 represents an integer from 1 to 10.
極佳之基團P係選自由以下組成之群:CH 2=CW 1-CO-O-、CH 2=CW 1-CO-、 、 、 、 、CH 2=CW 2-O-、CH=CW 2-、CW 1=CH-CO-(O) k3-、CW 1=CH-CO-NH-、CH 2=CW 1-CO-NH-、(CH 2=CH) 2CH-OCO-、(CH 2=CH-CH 2) 2CH-OCO-、(CH 2=CH) 2CH-O-、(CH 2=CH-CH 2) 2N-、(CH 2=CH-CH 2) 2N-CO-、CH 2=CW 1-CO-NH-、CH 2=CH-(COO) k1-Phe-(O) k2-、CH 2=CH-(CO) k1-Phe-(O) k2-、Phe-CH=CH-及W 4W 5W 6Si-,其中W 1表示H、F、Cl、CN、CF 3、苯基或具有1至5個C原子之烷基,特別是H、F、Cl或CH 3,W 2及W 3各彼此獨立地表示H或具有1至5個C原子之烷基,特別是H、甲基、乙基或正丙基,W 4、W 5及W 6各彼此獨立地表示Cl、具有1至5個C原子之氧雜烷基或氧雜羰基烷基,W 7及W 8各彼此獨立地表示H、Cl或具有1至5個C原子之烷基,Phe表示1,4-伸苯基,k 1、k 2及k 3各彼此獨立地表示0或1,k 3較佳表示1,及k 4表示1至10之整數。 The most preferred group P is selected from the group consisting of: CH 2 =CW 1 -CO-O-, CH 2 =CW 1 -CO-, , , , , CH 2 =CW 2 -O-, CH=CW 2 -, CW 1 =CH-CO-(O) k3 -, CW 1 =CH-CO-NH-, CH 2 =CW 1 -CO-NH-, (CH 2 =CH) 2 CH-OCO-, (CH 2 =CH-CH 2 ) 2 CH-OCO-, (CH 2 =CH) 2 CH-O-, (CH 2 =CH-CH 2 ) 2 N-, (CH 2 =CH-CH 2 ) 2 N-CO-, CH 2 =CW 1 -CO-NH-, CH 2 =CH-(COO) k1 -Phe-(O) k2 -, CH 2 =CH-(CO) k1 -Phe-(O) k2 -, Phe-CH=CH- and W 4 W 5 W 6 Si-, where W 1 represents H, F, Cl, CN, CF 3 W 4 , W 5 and W 6 each independently represent Cl, an oxoalkyl group or an oxocarbonylalkyl group having 1 to 5 C atoms, W 7 and W 8 each independently represent H, Cl or an alkyl group having 1 to 5 C atoms, Phe represents 1,4-phenylene, k 1 , k 2 and k 3 each independently represent 0 or 1 , k 3 preferably represents 1, and k 4 represents an integer from 1 to 10 .
極特別佳之基團P係選自由以下組成之群:CH 2=CW 1-CO-O-,特別是CH 2=CH-CO-O-、CH 2=C(CH 3)-CO-O-及CH 2=CF-CO-O-,此外CH 2=CH-O-、(CH 2=CH) 2CH-O-CO-、(CH 2=CH) 2CH-O-、 及 。 Particularly preferred groups P are selected from the group consisting of CH 2 =CW 1 -CO-O-, in particular CH 2 =CH-CO-O-, CH 2 =C(CH 3 )-CO-O- and CH 2 =CF-CO-O-, furthermore CH 2 =CH-O-, (CH 2 =CH) 2 CH-O-CO-, (CH 2 =CH) 2 CH-O-, and .
其他較佳之可聚合基團P係選自由以下組成之群:乙烯氧基、丙烯酸酯、甲基丙烯酸酯、氟丙烯酸酯、氯丙烯酸酯、氧雜環丁烷及環氧化物,最佳選自丙烯酸酯及甲基丙烯酸酯。Other preferred polymerizable groups P are selected from the group consisting of vinyloxy, acrylate, methacrylate, fluoroacrylate, chloroacrylate, cyclohexane and epoxide, and are most preferably selected from acrylate and methacrylate.
若Sp係不同於單鍵,則其較佳具有式Sp "-X ",使得各別取代基P-Sp-符合式P-Sp "-X "-,其中 Sp "表示具有1至20,較佳1至12個C原子之伸烷基,其係視需要經F、Cl、Br、I或CN單取代或多取代,且其中,另外,一或多個非相鄰CH 2基團可各彼此獨立地經-O-、-S-、-NH-、-N(R 0)-、-Si(R 0R 00)-、-CO-、-CO-O-、-O-CO-、-O-CO-O-、-S-CO-、-CO-S-、-N(R 00)-CO-O-、-O-CO-N(R 0)-、-N(R 0)-CO-N(R 00)-、-CH=CH-或-C≡C-以O及/或S原子非彼此直接連接之方式置換, X "表示-O-、-S-、-CO-、-CO-O-、-O-CO-、-O-CO-O-、-CO-N(R 0)-、-N(R 0)-CO-、-N(R 0)-CO-N(R 00)-、-OCH 2-、-CH 2O-、-SCH 2-、-CH 2S-、-CF 2O-、-OCF 2-、-CF 2S-、-SCF 2-、-CF 2CH 2-、-CH 2CF 2-、-CF 2CF 2-、-CH=N-、-N=CH-、-N=N-、-CH=CR 0-、-CY 2=CY 3-、-C≡C-、-CH=CH-CO-O-、-O-CO-CH=CH-或單鍵, R 0及R 00各彼此獨立地表示H或具有1至20個C原子之烷基,及 Y 2及Y 3各彼此獨立地表示H、F、Cl或CN。 If Sp is different from a single bond, it preferably has the formula Sp " -X " , so that the respective substituent P-Sp- corresponds to the formula P-Sp " -X " -, wherein Sp " is an alkylene radical having 1 to 20, preferably 1 to 12 C atoms, which is optionally mono- or polysubstituted by F, Cl, Br, I or CN, and wherein, in addition, one or more non-adjacent CH2 groups may each be independently substituted by -O-, -S-, -NH-, -N( R0 )-, -Si (R0R00 ) -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -S-CO-, -CO-S-, -N( R00 )-CO-O-, -O-CO-N( R0 )-, -N( R0 )-CO-N( R00)- )-, -CH=CH- or -C≡C- is replaced in such a way that the O and/or S atoms are not directly connected to each other, X " represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CO-N(R 0 )-, -N(R 0 )-CO-, -N(R 0 )-CO-N(R 00 )-, -OCH 2 -, -CH 2 O-, -SCH 2 -, -CH 2 S-, -CF 2 O- , -OCF 2 -, -CF 2 S-, -SCF 2 -, -CF 2 CH 2 -, -CH 2 CF 2 -, -CF 2 CF 2 -, -CH=N-, -N=CH-, -N=N-, -CH=CR 0 -, -CY 2 =CY 3 -, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH- or a single bond, R0 and R00 each independently represent H or an alkyl group having 1 to 20 C atoms, and Y2 and Y3 each independently represent H, F, Cl or CN.
X "較佳為-O-、-S-、-CO-、-COO-、-OCO-、-O-COO-、-CO-NR 0-、-NR 0-CO-、-NR 0-CO-NR 00-或單鍵。 X " is preferably -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-NR 0 -, -NR 0 -CO-, -NR 0 -CO-NR 00 - or a single bond.
典型間隔基團Sp及-Sp "-X "-係例如-(CH 2) p1-、-(CH 2CH 2O) q1-CH 2CH 2-、-CH 2CH 2-S-CH 2CH 2-、-CH 2CH 2-NH-CH 2CH 2-或-(SiR 0R 00-O) p1-,其中p1係1至12之整數,q1係1至3之整數,及R 0及R 00具有上式M中指示之含義。 Typical spacer groups Sp and -Sp " -X " - are , for example, -( CH2 ) p1- , -( CH2CH2O ) q1 - CH2CH2- , -CH2CH2 - S -CH2CH2- , -CH2CH2- NH - CH2CH2- , or -( SiR0R00 - O) p1- , wherein p1 is an integer from 1 to 12 , q1 is an integer from 1 to 3, and R0 and R00 have the meanings indicated in the above formula M.
特別佳之基團Sp及-Sp "-X "-係-(CH 2) p1-、-(CH 2) p1-O-、-(CH 2) p1-O-CO-、-(CH 2) p1-CO-O-、-(CH 2) p1-O-CO-O-,其中p1及q1具有上文指示之含義。 Particularly preferred groups Sp and -Sp " -X " - are -( CH2 ) p1- , -( CH2 ) p1 -O-, -( CH2 ) p1 -O-CO-, -( CH2 ) p1 -CO-O-, -( CH2 ) p1 -O-CO-O-, wherein p1 and q1 have the meanings indicated above.
在每種情況下,特別佳之基團Sp "係直鏈伸乙基、伸丙基、伸丁基、伸戊基、伸己基、伸庚基、伸辛基、伸壬基、伸癸基、伸十一烷基、伸十二烷基、伸十八烷基、伸乙基氧基伸乙基、亞甲氧基伸丁基、伸乙基硫伸乙基、伸乙基-N-甲基亞胺基伸乙基、1-甲基伸烷基、伸乙烯基、伸丙烯基及伸丁烯基。 Particularly preferred radicals Sp " are in each case linear ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, octadecyl, ethyloxyethyl, methyleneoxybutyl, ethylthioethyl, ethyl-N-methyliminoethyl, 1-methylalkyl, vinyl, propenyl and butenyl.
針對PSA顯示器之生產,LC介質中所含有之可聚合化合物係藉由於LC顯示器之基板之間之該LC介質中原位聚合來聚合或交聯(若一個化合物含有兩個或更多個可聚合基團),視需要同時將電壓施加至電極。For the production of PSA displays, the polymerizable compounds contained in the LC medium are polymerized or crosslinked (if a compound contains two or more polymerizable groups) by in situ polymerization in the LC medium between the substrates of the LC display, optionally while applying a voltage to the electrodes.
根據本發明之PSA顯示器之結構對應於PSA顯示器之一般幾何形狀,如開始時引用之先前技術中描述。無突出物之幾何形狀係較佳的,特別是彼等其中另外濾色器側上之電極未經結構化且僅TFT側上之電極具有狹縫者。用於PS-VA顯示器之特別適合且較佳之電極結構係描述例如於US 2006/0066793 A1中。The structure of the PSA display according to the invention corresponds to the general geometry of PSA displays, as described in the prior art cited at the outset. Geometries without protrusions are preferred, in particular those in which the electrode on the color filter side is not structured and only the electrode on the TFT side has slits. A particularly suitable and preferred electrode structure for PS-VA displays is described, for example, in US 2006/0066793 A1.
上文提及之較佳實施例之化合物與上文描述之聚合化合物之組合於根據本發明之LC介質中引起低臨限值電壓、低旋轉黏度及極佳低溫穩定性同時具有恆定高之清亮點及高VHR值。The combination of the compounds of the preferred embodiments mentioned above with the polymeric compounds described above leads to low critical voltages, low rotational viscosities and very good low temperature stability in the LC media according to the invention with constantly high clearing points and high VHR values.
含有可聚合化合物之LC介質的使用容許於PSA顯示器中迅速建立特別低之預傾角。特別地,相較於來自先前技術之介質,該等LC介質於PSA顯示器中顯示顯著更短之反應時間,特別亦顯示灰度反應時間。The use of LC media containing polymerizable compounds allows particularly low pretilt angles to be rapidly established in PSA displays. In particular, these LC media show significantly shorter response times in PSA displays, in particular also grayscale response times, compared to media from the prior art.
一般較佳為具有向列LC相,且較佳無掌性液晶相之LC介質。Generally, LC media having a nematic LC phase and preferably a chiral LC phase are preferred.
本發明亦係關於如上下文描述之根據本發明之LC介質於電光目的之用途,特別是用於快門式眼鏡中,用於3D應用,用於TN、PS-TN、STN、TN-TFT、OCB、IPS、PS-IPS、FFS、HB-FFS、XB-FFS、PS-FFS、正VA及正PS-VA顯示器中,且係關於含有如上下文描述之根據本發明之LC介質之電光顯示器,特別是前述類型之電光顯示器,特別是TN、PS-TN、STN、TN-TFT、OCB、IPS、PS-IPS、FFS、HB-FFS、XB-FFS、PS-FFS、正VA (垂直配向)或正PS-VA顯示器。The invention also relates to the use of an LC medium according to the invention as described above and below for electro-optical purposes, in particular in shutter glasses, for 3D applications, in TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-FFS, positive VA and positive PS-VA displays, and to an electro-optical display containing an LC medium according to the invention as described above and below, in particular an electro-optical display of the aforementioned type, in particular a TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-FFS, positive VA (vertically aligned) or positive PS-VA display.
本發明亦係關於電光顯示器,諸如例如STN或矩陣LC (MLC)顯示器,該等電光顯示器具有兩個平面平行外板(該等外板連同框架形成單元)、用於切換該等外板上之個別像素之積體非線性元件,及位於該單元中之具有正介電各向異性及高比電阻之向列LC介質,其中該向列LC介質係如上下文描述之根據本發明之LC介質。The invention also relates to an electro-optical display, such as for example a STN or matrix LC (MLC) display, having two plane-parallel outer plates (these outer plates together with the frame form a cell), an integrated nonlinear element for switching individual pixels on the outer plates, and a nematic LC medium with positive dielectric anisotropy and high specific resistance located in the cell, wherein the nematic LC medium is an LC medium according to the invention as described above and below.
根據本發明之LC介質能夠顯著拓寬可用參數緯度(parameter latitude)。清亮點、低溫下黏度、熱穩定性及UV穩定性及高光學各向異性之可達成組合遠優於來自先前技術之先前材料。The LC medium according to the invention is able to significantly broaden the available parameter latitude. The achievable combination of clearing point, viscosity at low temperatures, thermal and UV stability and high optical anisotropy is far superior to previous materials from the prior art.
特別地,式I化合物與式LP1及/或LP2化合物,及視需要與選自式II-XXXIII或其等子式之化合物之組合導致顯示中等正介電各向異性且同時增加之垂直於LC分子之縱軸之介電常數ε ┴,同時維持低旋轉黏度及低比率γ 1/K 1值的LC介質。此使得節能LC顯示器,尤其FFS、HB-FFS、XB-FFS及IPS模式之LC顯示器具有高亮度及高傳輸及低反應時間。 In particular, the combination of compounds of formula I with compounds of formula LP1 and/or LP2, and optionally with compounds selected from formulae II to XXXIII or their subformulae, leads to LC media showing moderately positive dielectric anisotropy and simultaneously increasing the dielectric constant ε ┴ perpendicular to the longitudinal axis of the LC molecules, while maintaining low rotational viscosity and low values of the ratio γ 1 /K 1. This enables energy-saving LC displays, in particular LC displays in FFS, HB-FFS, XB-FFS and IPS mode, with high brightness and high transmission and low response time.
根據本發明之LC介質適用於行動應用及TFT應用,諸如例如行動電話及PDA。此外,根據本發明之LC介質特別適用於基於正介電液晶之FFS、HB-FFS、XB-FFS及IPS顯示器中。The LC medium according to the invention is suitable for mobile applications and TFT applications, such as, for example, mobile phones and PDAs. In addition, the LC medium according to the invention is particularly suitable for FFS, HB-FFS, XB-FFS and IPS displays based on positive dielectric liquid crystals.
根據本發明之LC介質在保持向列相低至-20℃且較佳低至-30℃,特別佳低至-40℃,及清亮點≥ 75℃,較佳≥ 80℃的同時,同時容許達成旋轉黏度γ1 ≤ 120 mPa · s,特別佳≤ 100 mPa · s,使得能夠達成具有快速反應時間之極佳MLC顯示器。該等旋轉黏度係在20℃下測定。The LC medium according to the invention allows to achieve a rotational viscosity γ1 ≤ 120 mPa·s, particularly preferably ≤ 100 mPa·s, while maintaining a nematic phase down to -20°C and preferably down to -30°C, particularly preferably down to -40°C, and a clearing point ≥ 75°C, particularly preferably ≥ 80°C, so that an excellent MLC display with a fast response time can be achieved. The rotational viscosities are measured at 20°C.
根據本發明之LC介質在20℃及1 kHz下之介電各向異性Δε較佳為≥ +1.5,極佳+3至+18,最佳+5至+15。The dielectric anisotropy Δε of the LC medium according to the invention at 20°C and 1 kHz is preferably ≥ +1.5, very preferably +3 to +18, and most preferably +5 to +15.
根據本發明之LC介質在20℃下之雙折射率Δn較佳為0.08至0.2,極佳0.09至0.15。The birefringence Δn of the LC medium according to the invention at 20°C is preferably from 0.08 to 0.2, most preferably from 0.09 to 0.15.
根據本發明之LC介質之旋轉黏度γ1較佳≤ 120 mPa · s,更佳 ≤ 110 mPa · s,極佳≤ 90 mPa · s。The rotational viscosity γ1 of the LC medium according to the present invention is preferably ≤ 120 mPa·s, more preferably ≤ 110 mPa·s, and most preferably ≤ 90 mPa·s.
根據本發明之LC介質之比率γ 1/K 1(其中γ 1係旋轉黏度及K 1係展曲變形之彈性常數)較佳為≤ 7 mPa .s/pN,極佳≤ 6 mPa .s/pN,最佳≤ 5.5 mPa .s/pN。 The ratio γ 1 /K 1 (wherein γ 1 is the rotational viscosity and K 1 is the elastic constant of the flexural deformation) of the LC medium according to the invention is preferably ≤ 7 mPa . s/pN, very preferably ≤ 6 mPa . s/pN, and most preferably ≤ 5.5 mPa . s/pN.
根據本發明之LC介質之平均彈性常數比率K av較佳為至少14.0 pN,極佳至少15.0 pN,最佳至少16.0 pN。K av可根據下式計算:K av= (K 1+ K 2+ K 3) / 3 ≈ (K 1+ ½ * K 1+ K 3) / 3。 The average elastic constant ratio Kav of the LC medium according to the present invention is preferably at least 14.0 pN, very preferably at least 15.0 pN, and most preferably at least 16.0 pN. Kav can be calculated according to the following formula: Kav = ( K1 + K2 + K3 ) / 3 ≈ ( K1 + ½ * K1 + K3 ) / 3.
根據本發明之LC介質之向列相範圍較佳具有至少90℃,更佳至少100℃,特別是至少110℃之寬度。此範圍較佳延伸至少-25℃至+90℃。The nematic phase range of the LC medium according to the invention preferably has a width of at least 90° C., more preferably at least 100° C., in particular at least 110° C. This range preferably extends from at least -25° C. to +90° C.
不言而喻,透過適當選擇根據本發明之LC介質之組分,亦可能在較高臨限值電壓下達成較高清亮點(例如高於100℃)或在較低臨限值電壓下達成較低清亮點同時保留其他有利性質。在黏度僅相應地輕微增加時,同樣可能獲得具有較高Δε且因此低臨限值之LC介質。根據本發明之MLC顯示器較佳以第一Gooch及Tarry傳輸最小值操作[C.H. Gooch及H.A. Tarry, Electron. Lett. 10, 2-4, 1974; C.H. Gooch及H.A. Tarry, Appl. Phys.,第8卷1575-1584, 1975],其中,除特別有利之電光性質,諸如例如特性線之高陡度及對比度之低角度依賴性(德國專利30 22 818)外,較低介電各向異性在第二最小值處在與類似顯示器中相同之臨限值電壓下係足夠的。此能夠在該第一最小值下使用根據本發明之LC介質比在包含氰基化合物之LC介質之情況下達成明顯更高之比電阻值。透過適當選擇個別組分及其等以重量計之比例,熟習此項技術者可使用簡單例行性方法設定該MLC顯示器之預先指定之層厚度所必需之雙折射率。It goes without saying that by suitable choice of the components of the LC medium according to the invention it is also possible to achieve higher clearing points (e.g. above 100° C.) at higher threshold voltages or lower clearing points at lower threshold voltages while retaining other advantageous properties. It is likewise possible to obtain LC media with higher Δε and therefore lower threshold values, with a correspondingly only slightly increased viscosity. The MLC display according to the invention is preferably operated in the first Gooch and Tarry transmission minimum [C.H. Gooch and H.A. Tarry, Electron. Lett. 10, 2-4, 1974; C.H. Gooch and H.A. Tarry, Appl. Phys., Vol. 8, 1575-1584, 1975], wherein, in addition to particularly advantageous electro-optical properties such as, for example, a high steepness of the characteristic lines and a low angular dependence of the contrast (German Patent 30 22 818), a lower dielectric anisotropy is sufficient in the second minimum at the same critical voltage as in similar displays. This enables significantly higher specific resistance values to be achieved with the LC medium according to the invention at the first minimum than in the case of LC media comprising cyano compounds. By suitable choice of the individual components and their proportions by weight, a person skilled in the art can set the necessary birefringence for a predefined layer thickness of the MLC display using simple routine methods.
電壓保持率(HR)之量測值[S. Matsumoto等人,Liquid Crystals 5, 1320 (1989);K. Niwa等人,Proc. SID Conference, San Francisco, June 1984,第304頁(1984);G. Weber等人,Liquid Crystals 5, 1381 (1989)]已顯示包含式ST-1、ST-2、RV、IA及IB化合物之根據本發明之LC介質於UV曝露時顯示比包含式 之氰基苯基環己烷或式 之酯之類似LC介質明顯更小之HR降低。 The measured values of voltage holding ratio (HR) [S. Matsumoto et al., Liquid Crystals 5, 1320 (1989); K. Niwa et al., Proc. SID Conference, San Francisco, June 1984, p. 304 (1984); G. Weber et al., Liquid Crystals 5, 1381 (1989)] have shown that the LC medium according to the present invention comprising compounds of the formulae ST-1, ST-2, RV, IA and IB exhibits higher voltage holding ratios when exposed to UV than the LC medium comprising the formulae Cyanophenylcyclohexane or The HR reduction of the esters was significantly smaller in similar LC media.
根據本發明之LC介質之光穩定性及UV穩定性相當更佳,亦即其等在曝露於光、熱或UV時顯示顯著更小之HR降低。The photostability and UV stability of the LC media according to the invention are considerably better, ie they show a significantly smaller HR drop when exposed to light, heat or UV.
根據本發明之由偏振器、電極基板及表面經處理之電極構築之MLC顯示器對應於此類型顯示器之一般設計。該術語一般設計於此處係泛指的且亦包含該MLC顯示器之所有衍生物及修飾,特別是包括基於聚Si TFT或MIM之矩陣顯示器元件。The MLC display constructed of polarizer, electrode substrate and surface treated electrode according to the present invention corresponds to the general design of this type of display. The term general design is used here in a general sense and also includes all derivatives and modifications of the MLC display, in particular including matrix display elements based on poly-Si TFT or MIM.
然而,根據本發明之顯示器與迄今為止基於扭曲向列單元之習知顯示器之間的顯著差異在於LC層之LC參數之選擇。However, a significant difference between the display according to the invention and the hitherto known displays based on twisted nematic cells lies in the choice of the LC parameters of the LC layer.
可根據本發明使用之LC介質係以本身習知的方式製備,例如藉由混合一或多種技術方案1之化合物與一或多種式II-XXXIIII化合物或與其他LC化合物及/或添加劑。一般而言,將以較少量使用之所需量之組分溶解於構成主要成分之組分中,有利地在高溫下進行。亦可能將該等組分之溶液混合於有機溶劑中,例如混合於丙酮、氯仿或甲醇中,並在充分混合後再次移除該溶劑,例如藉由蒸餾。The LC media which can be used according to the invention are prepared in a manner known per se, for example by mixing one or more compounds of variant 1 with one or more compounds of the formulae II-XXXIIII or with other LC compounds and/or additives. In general, the required amount of the component used in smaller amounts is dissolved in the component constituting the main constituents, advantageously at elevated temperature. It is also possible to mix the solutions of the components in an organic solvent, for example in acetone, chloroform or methanol, and to remove the solvent again after thorough mixing, for example by distillation.
LC介質亦可包含熟習此項技術者已知及參考文獻中描述之其他添加劑,諸如例如聚合引發劑、抑制劑、表面活性物質、光穩定劑、抗氧化劑(例如BHT、TEMPOL)、微粒、自由基清除劑、奈米顆粒等。例如,可添加0至15%之多色染料或掌性摻雜劑或諸如Irgacure® 651或Irgacure® 907之引發劑。下表F及G中提及合適之穩定劑及摻雜劑。在一較佳實施例中,該LC介質包含一或多種選自表G之穩定劑。較佳地,該LC介質中穩定劑(諸如彼等具有式ST及H者,如上文描述或表G中列舉)之比例係10至2000 ppm,極佳30至1000 ppm。The LC medium may also contain other additives known to those skilled in the art and described in the literature, such as, for example, polymerization initiators, inhibitors, surfactants, light stabilizers, antioxidants (e.g., BHT, TEMPOL), microparticles, free radical scavengers, nanoparticles, etc. For example, 0 to 15% of a polychromatic dye or a chiral dopant or an initiator such as Irgacure® 651 or Irgacure® 907 may be added. Suitable stabilizers and dopants are mentioned in Tables F and G below. In a preferred embodiment, the LC medium contains one or more stabilizers selected from Table G. Preferably, the proportion of stabilizers (such as those having the formula ST and H, as described above or listed in Table G) in the LC medium is 10 to 2000 ppm, most preferably 30 to 1000 ppm.
此外,可能將例如0至15重量%之多色染料,此外奈米顆粒、導電鹽,較佳4-己氧基苯甲酸乙基二甲基十二烷基銨、四苯基硼酸四丁基銨或冠醚之複合鹽(參考例如Haller等人,Mol. Cryst. Liq. Cryst. 24, 249-258 (1973))添加至LC介質,用於改良導電性,或添加用於改良向列相之介電各向異性、黏度及/或配向之物質。此類型之物質係描述例如於DE-A 22 09 127、22 40 864、23 21 632、23 38 281、24 50 088、26 37 430及28 53 728中。Furthermore, it is possible to add, for example, 0 to 15% by weight of pleochroic dyes, also nanoparticles, conductive salts, preferably ethyldimethyldodecylammonium 4-hexyloxybenzoate, tetrabutylammonium tetraphenylborate or complex salts of crown ethers (cf., for example, Haller et al., Mol. Cryst. Liq. Cryst. 24, 249-258 (1973)) to the LC medium for improving the conductivity, or substances for improving the dielectric anisotropy, viscosity and/or alignment of the nematic phase. Substances of this type are described, for example, in DE-A 22 09 127, 22 40 864, 23 21 632, 23 38 281, 24 50 088, 26 37 430 and 28 53 728.
針對本發明及於下列實例中,LC化合物之結構係藉助於首字母縮寫詞指示,及化學式之轉化係根據下表A至C進行。所有取代基C mH 2m+1、C nH 2n+1及C lH 2l+1或C mH 2m-1、C nH 2n-1及C lH 2l-1均為直鏈烷基或伸烷基,在每種情況下分別具有n、m及l個C原子。較佳地,n、m及l彼此獨立地係1、2、3、4、5、6或7。表A顯示化合物核之環元素之編碼,表B列舉橋接單元,及表C列舉分子之左側及右側端基之符號的含義。該等首字母縮寫詞係由以下組成:具有任選連接基之環元素之編碼,接著為第一連字符及左側端基之編碼,及第二連字符及右側端基之編碼。表D顯示化合物之說明性結構連同其等各別縮寫。 表 A :環元素 表 B :橋接單元 表 C :端基 其中n及m各為整數,及三個點「…」係用於來自此表之其他縮寫之佔位符。 For the present invention and in the following examples, the structures of the LC compounds are indicated by means of acronyms and the conversion of the chemical formulae is carried out according to the following Tables A to C. All substituents CmH2m +1 , CnH2n +1 and C1H2l +1 or CmH2m -1 , CnH2n -1 and C1H2l-1 are linear alkyl or alkylene radicals, in each case with n, m and 1 C atoms, respectively. Preferably, n, m and 1 are independently 1, 2 , 3, 4, 5, 6 or 7. Table A shows the code of the ring elements of the compound core, Table B lists the bridging units and Table C lists the meaning of the symbols of the left-hand and right-hand terminal groups of the molecule. The acronyms consist of the code of the ring element with an optional linking group, followed by the first hyphen and the code of the left terminal group, and the second hyphen and the code of the right terminal group. Table D shows illustrative structures of compounds together with their respective acronyms. Table A : Ring Elements Table B : Bridge Unit Table C : End Groups Where n and m are integers, and the three dots "..." are placeholders for other abbreviations from this table.
使用下列縮寫: (n、m、k及l彼此獨立地各為整數,較佳1至12,較佳1至6,且k及l可能亦可為0且較佳為0至4,更佳0或2且最佳2,n較佳為1、2、3、4或5,於組合「-nO-」中,其較佳為1、2、3或4,較佳2或4,m較佳為1、2、3、4或5,於組合「-Om」中,其較佳為1、2、3或4,更佳2或4。組合「-lVm」較佳為「2V1」)。 The following abbreviations are used: (n, m, k and l are each independently an integer, preferably 1 to 12, preferably 1 to 6, and k and l may also be 0 and preferably 0 to 4, more preferably 0 or 2 and most preferably 2, n is preferably 1, 2, 3, 4 or 5, in the combination "-nO-", it is preferably 1, 2, 3 or 4, preferably 2 or 4, m is preferably 1, 2, 3, 4 or 5, in the combination "-Om", it is preferably 1, 2, 3 or 4, more preferably 2 or 4. The combination "-lVm" is preferably "2V1").
LC介質之較佳組分係顯示於表D及E中。 表 D 表 E於下式中,n及m各彼此獨立地表示0、1、2、3、4、5、6、7、8、9、10、11或12,特別是2、3、5,此外0、4、6。 Preferred compositions of LC media are shown in Tables D and E. Table D Table E In the following formula, n and m each independently represent 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, in particular 2, 3, 5, and furthermore 0, 4, 6.
特別佳為除式I、LP1及/或LP2化合物外,LC介質亦包含至少一、二、三、四或更多種來自表E之化合物。It is particularly preferred that the LC medium comprises, in addition to the compounds of the formula I, LP1 and/or LP2, at least one, two, three, four or more compounds from Table E.
表 F表F指示一般添加至根據本發明之LC介質之可能摻雜劑。該等LC介質較佳包含0至10重量%,特別是0.01至5重量%且特別佳0.01至3重量%之摻雜劑。 Table F Table F indicates possible dopants which are typically added to the LC media according to the invention. The LC media preferably comprise 0 to 10% by weight, in particular 0.01 to 5% by weight and particularly preferably 0.01 to 3% by weight of dopants.
表 G下文提及可以0至10重量%之量另外添加例如至根據本發明之LC介質之穩定劑。
表 H表H顯示可用於根據本發明之LC介質中之說明性反應性液晶原化合物(RM)。 Table H Table H shows illustrative reactive mesogen compounds (RM) that can be used in the LC media according to the present invention.
在一較佳實施例中,根據本發明之混合物包含一或多種可聚合化合物,較佳選自式RM-1至RM-182之可聚合化合物。其中,化合物RM-1、RM-4、RM-8、RM-17、RM-19、RM-35、RM-37、RM-39、RM-40、RM-41、RM-48、RM-52、RM-54、RM-57、RM-58、RM-64、RM-74、RM-76、RM-88、RM-91、RM-102、RM-103、RM-109、RM-116、RM-117、RM-120、RM-121、RM-122、RM-139、RM-140、RM-142、RM-143、RM-145、RM-146、RM-147、RM-149、RM-156至RM-163、RM-169、RM-170及RM-171至RM-183係特別佳的。In a preferred embodiment, the mixture according to the present invention comprises one or more polymerizable compounds, preferably selected from the polymerizable compounds of formula RM-1 to RM-182. Among them, compounds RM-1, RM-4, RM-8, RM-17, RM-19, RM-35, RM-37, RM-39, RM-40, RM-41, RM-48, RM-52, RM-54, RM-57, RM-58, RM-64, RM-74, RM-76, RM-88, RM-91, RM-102, RM-103, RM-1 09. RM-116, RM-117, RM-120, RM-121, RM-122, RM-139, RM-140, RM-142, RM-143, RM-1 45. RM-146, RM-147, RM-149, RM-156 to RM-163, RM-169, RM-170 and RM-171 to RM-183 are particularly good.
表 I表I顯示可用於根據本發明之SA-FFS、SA-HB-FFS及SA-XB-FFS顯示器之LC介質中之用於垂直配向之自配向添加劑: Table 1 Table 1 shows self-aligning additives for vertical alignment that can be used in the LC medium of SA-FFS, SA-HB-FFS and SA-XB-FFS displays according to the present invention:
在一較佳實施例中,根據本發明之LC介質、SA-VA及SA-FFS顯示器包含一或多種SA添加劑,其選自式SA-1至SA-48,較佳選自式SA-14至SA-48,極佳選自式SA-20至SA-34及SA-44,與一或多種RM組合。In a preferred embodiment, the LC medium, SA-VA and SA-FFS display according to the present invention comprises one or more SA additives selected from formulas SA-1 to SA-48, preferably selected from formulas SA-14 to SA-48, and most preferably selected from formulas SA-20 to SA-34 and SA-44, in combination with one or more RMs.
下列實例旨在說明本發明而非限制其。The following examples are intended to illustrate the present invention rather than to limit it.
上下文中,百分比數據表示重量百分比。所有溫度均以攝氏度指示。m.p.表示熔點,cl.p. =清亮點。此外,C =晶態,N =向列相,S =層列相及I =各向同性相。此等符號之間的數據表示轉化溫度。此外,使用下列符號 V 0在20℃下之電容性弗雷德里克斯(Freedericks)臨限值電壓[V], V 1010%傳輸之電壓[V], n e在20℃及589 nm下量測之異常折射率, n 0在20℃及589 nm下量測之尋常折射率, Δn 在20℃及589 nm下量測之光學各向異性, ε ┴在20℃及1 kHz下垂直於分子之縱軸之介電磁化率(或「介電常數」), ε ||在20℃及1 kHz下平行於分子之縱軸之介電磁化率(或「介電常數」), Δε 在20℃及1 kHz下之介電各向異性, cl.p.或 T(N,I) 清亮點[℃], ν 在20℃下量測之流動黏度[mm 2·s -1], γ 1在20℃下量測之旋轉黏度[mPa·s], K 1彈性常數,在20℃下之「展曲」變形[pN], K 2彈性常數,在20℃下之「扭曲」變形[pN], K 3彈性常數,在20℃下之「彎曲」變形[pN],及 VHR 電壓保持率( voltage holding ratio)。 Above and below, percentage data refer to percentages by weight. All temperatures are indicated in degrees Celsius. mp = melting point, cl.p. = clearing point. In addition, C = crystalline, N = nematic, S = smectic and I = isotropic. The data between these symbols refer to the transition temperatures. In addition, the following symbols are used: V0 the capacitive Freedericks threshold voltage at 20°C [V], V10 the voltage for 10 % transmission [V], ne the anomalous refractive index measured at 20°C and 589 nm, n0 the ordinary refractive index measured at 20°C and 589 nm, Δn the optical anisotropy measured at 20°C and 589 nm, ε┴ the dielectric susceptibility (or "dielectric constant") perpendicular to the longitudinal axis of the molecule at 20°C and 1 kHz, ε || the dielectric susceptibility (or "dielectric constant") parallel to the longitudinal axis of the molecule at 20°C and 1 kHz, Δε the dielectric anisotropy at 20°C and 1 kHz, cl.p. or T(N,I) Clearing point [℃], ν the flow viscosity measured at 20℃ [mm 2 ·s -1 ], γ 1 the rotational viscosity measured at 20℃ [mPa·s], K 1 the elastic constant, the "bending" deformation at 20℃ [pN], K 2 the elastic constant, the "twisting" deformation at 20 ℃ [pN], K 3 the elastic constant, the "bending" deformation at 20℃ [pN], and VHR the voltage holding ratio.
所有物理性質均根據「Merck Liquid Crystals, Physical Properties of Liquid Crystals」, status Nov. 1997, Merck KGaA, Germany測定,且除非另有明確指示,否則適用於20℃之溫度。All physical properties were determined according to "Merck Liquid Crystals, Physical Properties of Liquid Crystals", status Nov. 1997, Merck KGaA, Germany and apply at a temperature of 20°C unless expressly indicated otherwise.
實例
實例 M1 ( 比較 )向列LC介質係如下調配:
混合物實例 S1 ( 經 式 ST-1-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M2 ( 創造性 )向列LC介質係如下調配:
混合物實例 S2 ( 經 式 H-3-1 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M3 ( 創造性 )向列LC介質係如下調配:
混合物實例 S3 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M4 ( 創造性 )向列LC介質係如下調配:
混合物實例 S4 ( 經 式 H-3-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M5 ( 創造性 )向列LC介質係如下調配:
混合物實例 S5 ( 經 式 H-3-5 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M6 ( 創造性 )向列LC介質係如下調配:
混合物實例 S6 ( 經 式 ST-1-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M7 ( 創造性 )向列LC介質係如下調配:
混合物實例 S7 ( 經 式 ST-1-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M8 ( 創造性 )向列LC介質係如下調配:
混合物實例 S8 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M9 ( 創造性 )向列LC介質係如下調配:
混合物實例 S9 ( 經 式 H-3-1 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M10 ( 創造性 )向列LC介質係如下調配:
混合物實例 S10 ( 經 式 H-3-1 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M11 ( 創造性 )向列LC介質係如下調配:
混合物實例 S11 ( 經 式 H-3-1 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M12 ( 創造性 )向列LC介質係如下調配:
混合物實例 S12 ( 經 式 ST-1-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M13 ( 創造性 )向列LC介質係如下調配:
混合物實例 S13 ( 經 式 ST-1-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M14 ( 創造性 )向列LC介質係如下調配:
混合物實例 S14 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M15 ( 創造性 )向列LC介質係如下調配:
混合物實例 S15 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M16 ( 創造性 )向列LC介質係如下調配:
混合物實例 S16 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M17 ( 創造性 )向列LC介質係如下調配:
混合物實例 S17 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M18 ( 創造性 )向列LC介質係如下調配:
混合物實例 S18 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M19 ( 創造性 )向列LC介質係如下調配:
混合物實例 S19 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M20 ( 創造性 )向列LC介質係如下調配:
混合物實例 S20 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M21 ( 創造性 )向列LC介質係如下調配:
混合物實例 S21 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M22 ( 創造性 )向列LC介質係如下調配:
混合物實例 S22 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M23 ( 創造性 )向列LC介質係如下調配:
混合物實例 S23 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M24 ( 創造性 )向列LC介質係如下調配:
混合物實例 S24 ( 經 式 ST-2-3 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M25 ( 創造性 )向列LC介質係如下調配:
混合物實例 S25 ( 經 式 ST-1-8 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M26 ( 創造性 )向列LC介質係如下調配:
混合物實例 S26 ( 經 式 ST-2-8 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M27 ( 創造性 )向列LC介質係如下調配:
混合物實例 S27 ( 經 式 ST-4-1 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M28 ( 創造性 )向列LC介質係如下調配:
混合物實例 S28 ( 經 式 ST-4-2 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M29 ( 創造性 )向列LC介質係如下調配:
混合物實例 S29 ( 經 式 ST-4-2 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M30 ( 創造性 )向列LC介質係如下調配:
混合物實例 S30 ( 經 式 ST-4-1 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M31 ( 創造性 )向列LC介質係如下調配:
混合物實例 S31 ( 經 式 H-3-2 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M32 ( 創造性 )向列LC介質係如下調配:
混合物實例 S32 ( 經 式 H-3-4 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M33 ( 創造性 )向列LC介質係如下調配:
混合物實例 S33 ( 經 式 H-3-6 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M34 ( 創造性 )向列LC介質係如下調配:
混合物實例 S34 ( 經 式 H-3-7 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M35 ( 創造性 )向列LC介質係如下調配:
混合物實例 S35 ( 經 式 H-3-9 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
實例 M36 ( 創造性 )向列LC介質係如下調配:
混合物實例 S36 ( 經 式 H-3-10 化合物穩定 化 )根據本發明之向列LC混合物係如下調配:
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WO (1) | WO2024175518A1 (en) |
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BE795849A (en) | 1972-02-26 | 1973-08-23 | Merck Patent Gmbh | MODIFIED NEMATIC PHASES |
US3814700A (en) | 1972-08-03 | 1974-06-04 | Ibm | Method for controllably varying the electrical properties of nematic liquids and dopants therefor |
DE2450088A1 (en) | 1974-10-22 | 1976-04-29 | Merck Patent Gmbh | Liquid crystalline dielectrics for electronic components - contg biphenylyl carboxylic acid phenyl ester or benzoic acid biphenylyl ester components |
DE2637430A1 (en) | 1976-08-20 | 1978-02-23 | Merck Patent Gmbh | Heterocyclic diaza cpd. in liquid crystalline dielectric - for electrooptical registration devices, giving stable orientation parallel to electrode surfaces |
DE2853728A1 (en) | 1978-12-13 | 1980-07-17 | Merck Patent Gmbh | LIQUID CRYSTALLINE CARBONIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF, ITS CONTAINING DIELECTRICS AND ELECTRO-OPTICAL DISPLAY ELEMENT |
DE3022818C2 (en) | 1980-06-19 | 1986-11-27 | Merck Patent Gmbh, 6100 Darmstadt | Liquid crystal display element |
DE4042747B4 (en) | 1990-01-09 | 2009-10-08 | Merck Patent Gmbh | Electro-optical liquid crystal switching element |
DE69333323T2 (en) | 1992-09-18 | 2004-09-16 | Hitachi, Ltd. | A liquid crystal display device |
JPH07181439A (en) | 1993-12-24 | 1995-07-21 | Hitachi Ltd | Active matrix liquid crystal display device |
JP3543351B2 (en) | 1994-02-14 | 2004-07-14 | 株式会社日立製作所 | Active matrix type liquid crystal display |
TW262553B (en) | 1994-03-17 | 1995-11-11 | Hitachi Seisakusyo Kk | |
DE19528104B4 (en) | 1995-08-01 | 2008-05-15 | Merck Patent Gmbh | Electro-optical liquid crystal medium |
EP0807153B1 (en) | 1995-02-03 | 2001-03-28 | MERCK PATENT GmbH | Electro-optic liquid crystal display |
DE19528106A1 (en) | 1995-02-03 | 1996-08-08 | Merck Patent Gmbh | In-plane-switching electro=optical LCD with short switching times |
DE19528107B4 (en) | 1995-03-17 | 2010-01-21 | Merck Patent Gmbh | Liquid-crystalline medium and its use in an electro-optical liquid crystal display |
DE19509410A1 (en) | 1995-03-15 | 1996-09-19 | Merck Patent Gmbh | Electro-optical liquid crystal display |
US6030545A (en) * | 1995-06-16 | 2000-02-29 | Chisso Corporation | Tercyclohexane, liquid-crystalline compound and liquid crystal composition comprising same |
TW387997B (en) | 1997-12-29 | 2000-04-21 | Hyundai Electronics Ind | Liquid crystal display and fabrication method |
JP4387276B2 (en) | 2004-09-24 | 2009-12-16 | シャープ株式会社 | Liquid crystal display |
EP3666853B1 (en) * | 2018-12-10 | 2021-06-16 | Merck Patent GmbH | Liquid-crystal medium |
EP4399258A1 (en) * | 2021-09-08 | 2024-07-17 | Merck Patent GmbH | Liquid-crystal medium |
-
2023
- 2023-02-20 CN CN202310136286.5A patent/CN118516118A/en active Pending
-
2024
- 2024-02-19 TW TW113105752A patent/TW202449121A/en unknown
- 2024-02-19 WO PCT/EP2024/054101 patent/WO2024175518A1/en unknown
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CN118516118A (en) | 2024-08-20 |
WO2024175518A1 (en) | 2024-08-29 |
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