CN1513173A - 在信息层中含有可环化的化合物的光学数据载体 - Google Patents
在信息层中含有可环化的化合物的光学数据载体 Download PDFInfo
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- CN1513173A CN1513173A CNA028108892A CN02810889A CN1513173A CN 1513173 A CN1513173 A CN 1513173A CN A028108892 A CNA028108892 A CN A028108892A CN 02810889 A CN02810889 A CN 02810889A CN 1513173 A CN1513173 A CN 1513173A
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- Prior art keywords
- radical
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- aryl
- alkoxycarbonyl
- represents hydrogen
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 65
- 230000003287 optical effect Effects 0.000 title claims abstract description 39
- 239000010410 layer Substances 0.000 claims abstract description 51
- 239000011241 protective layer Substances 0.000 claims abstract description 16
- 239000000758 substrate Substances 0.000 claims abstract description 16
- 239000012790 adhesive layer Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 87
- 239000001257 hydrogen Substances 0.000 claims description 87
- 125000003118 aryl group Chemical group 0.000 claims description 69
- 125000001072 heteroaryl group Chemical group 0.000 claims description 69
- 150000002431 hydrogen Chemical class 0.000 claims description 67
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 63
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 52
- -1 heteroaryl radical Chemical class 0.000 claims description 47
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 39
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 39
- 229910052794 bromium Inorganic materials 0.000 claims description 39
- 125000005842 heteroatom Chemical group 0.000 claims description 36
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 31
- 229910052801 chlorine Inorganic materials 0.000 claims description 31
- 239000000460 chlorine Substances 0.000 claims description 31
- 229910052760 oxygen Inorganic materials 0.000 claims description 28
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 24
- 238000010521 absorption reaction Methods 0.000 claims description 22
- 125000001624 naphthyl group Chemical group 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 17
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 17
- 125000006550 alkoxycarbonyl aryl group Chemical group 0.000 claims description 16
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000003282 alkyl amino group Chemical group 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 239000011737 fluorine Substances 0.000 claims description 7
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 6
- 125000001246 bromo group Chemical group Br* 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 125000003010 ionic group Chemical group 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000005264 aryl amine group Chemical group 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- JONIMGVUGJVFQD-UHFFFAOYSA-N (4-methylphenyl)sulfonylformonitrile Chemical compound CC1=CC=C(S(=O)(=O)C#N)C=C1 JONIMGVUGJVFQD-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- FNXLCIKXHOPCKH-UHFFFAOYSA-N bromamine Chemical compound BrN FNXLCIKXHOPCKH-UHFFFAOYSA-N 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims 1
- 239000002250 absorbent Substances 0.000 abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 238000007363 ring formation reaction Methods 0.000 description 23
- 239000000975 dye Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- NBUKAOOFKZFCGD-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropan-1-ol Chemical compound OCC(F)(F)C(F)F NBUKAOOFKZFCGD-UHFFFAOYSA-N 0.000 description 5
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 5
- 238000013500 data storage Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000002310 reflectometry Methods 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 230000008707 rearrangement Effects 0.000 description 4
- 238000004528 spin coating Methods 0.000 description 4
- 238000007740 vapor deposition Methods 0.000 description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004423 acyloxy group Chemical group 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
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- 238000010438 heat treatment Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000000411 transmission spectrum Methods 0.000 description 3
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- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 125000004658 aryl carbonyl amino group Chemical group 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- KTMGNAIGXYODKQ-UHFFFAOYSA-N ethyl 2-cyano-3-ethoxyprop-2-enoate Chemical compound CCOC=C(C#N)C(=O)OCC KTMGNAIGXYODKQ-UHFFFAOYSA-N 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000004544 sputter deposition Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- YLIPVATXZMFSCL-UHFFFAOYSA-N 3-ethenylchromen-2-one Chemical compound C1=CC=C2OC(=O)C(C=C)=CC2=C1 YLIPVATXZMFSCL-UHFFFAOYSA-N 0.000 description 1
- WRDWWAVNELMWAM-UHFFFAOYSA-N 4-tert-butylaniline Chemical compound CC(C)(C)C1=CC=C(N)C=C1 WRDWWAVNELMWAM-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- VASUQTGZAPZKFK-UHFFFAOYSA-N 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline Chemical compound C1CN=C(C)C2=C1C=C(OC)C(OC)=C2 VASUQTGZAPZKFK-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 239000011358 absorbing material Substances 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- VZWXIQHBIQLMPN-UHFFFAOYSA-N chromane Chemical compound C1=CC=C2CCCOC2=C1 VZWXIQHBIQLMPN-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000005389 trialkylsiloxy group Chemical group 0.000 description 1
- 125000004665 trialkylsilyl group Chemical group 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/12—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 3 and unsubstituted in position 7
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt compounds
- C07F15/065—Cobalt compounds without a metal-carbon linkage
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/0091—Methine or polymethine dyes, e.g. cyanine dyes having only one heterocyclic ring at one end of the methine chain, e.g. hemicyamines, hemioxonol
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/04—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
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Abstract
本发明涉及包括已经涂布了保护层的优选透明的基材的光学数据载体。在该基材的表面上涂布可用光线写入的信息层、需要时涂有保护层、需要时涂有胶粘层,以及最后涂布覆盖层。此光学数据载体可用蓝色光线,优选是激光写入和读出,因此此信息层含有光吸收化合物。此光学数据载体的特征在于,使用至少一种可热环化的成色剂作为光吸收化合物。
Description
本发明涉及在信息层中含有可环化的光吸收化合物的一次可写光学数据载体,涉及该光学数据载体的制造方法,涉及其应用,还涉及新型的可环化的光吸收化合物,及在聚合物基材上,特别是在聚碳酸酯基材上用旋涂法或蒸汽沉积法涂布上述染料的方法。
使用特殊光吸收物质或其混合物的一次可写光学数据载体,特别适合用于以蓝色激光二极管,特别是GaN或SHG激光二极管(360~460nm)操作的高密度可写光学数据存储器和/或用于以红色(635~660nm)或红外(780~830nm)激光二极管操作的DVD-R或CD-R光盘中。
最近,一次可写光盘(CD-R,780nm)经历了巨大的容量增长,并在技术上具有了确定的体系。
下一代光学数据存储器DVD当前正被引入市场。通过使用更短波长的激光辐射(635~660nm)和更高的数值孔径NA,可以增加存储的密度。在此情况下的可写格式就是DVD-R。
当前,已经开发了使用具有高激光功率的蓝色激光二极管(基于GaN的,JP 08 191 171或二次谐波振荡SHG型,JP 09 050 629)(360~460nm)的光学数据存储格式。因此,在这一代中也将使用可写光学数据存储器。可以达到的存储密度取决于激光光斑在信息平面上的聚焦。光斑的尺寸用激光波长λ/NA来衡量。NA是所用物镜的数值孔径。为了得到尽可能高的存储密度,目标是使用尽可能小的波长λ。目前,在半导体激光二极管的基础上,390nm是可能的。
专利文献叙述了同样适合于CD-R和DVD-R系统的染料基光学数据存储器(JP-A 11 043,481和JP-A 10 181,206)。为了达到高反射率和高的读出信号调制高度,也为了达到足够的写入敏感度,利用了如下的事实,即CD-R的780nm的红外波长位于染料吸收峰的长波长一侧的底部,而DVD-R的635nm或650nm的红色波长位于染料吸收峰短波长一侧的底部。在JP-A 02 557,335、JP-A 10 058,828、JP-A 06336,086、JP-A 02 865,955、WO-A 09 917,284和US-A 5,266,699中,在吸收峰的短波长一侧,这个概念被扩展到450nm的工作波长区,而在吸收峰的长波长一侧,被扩展到红色和红外区。
尽管有如上所述的光学性能,含有光吸收有机物的可写信息层必须具有实质上无定形的形态,以保持在写入或读出的过程中有尽可能小的噪音信号。为此,特别优选的是,在由溶液中通过旋涂法、通过蒸汽沉积法涂布该物质和/或在随后用金属层或介电层进行覆盖的过程中要防止光吸收物质在真空结晶时发生升华。
含有光吸收物质的无定形层优选具有高的耐热变形性,因为非如此,当通过溅镀或蒸汽沉积法在光吸收信息层上再进一步涂布有机层或无机层时,会由于扩散而形成模糊不清的界面,这对反射率是有不利影响的。再有,耐热变形性不足的光吸收物质,在与聚合物载体的界面上可能会扩散到后者当中,这也会对反射率有不利的影响。
蒸汽压太高的光吸收物质,在如上所述在高真空中通过另外一层的溅镀或蒸汽沉积可能会发生升华,如此就减小了该层的所需的厚度。这进一步对反射率造成不利的影响。
因此,本发明的目的是提供一种适当的化合物,它要满足用于一次的可写光学数据载体,特别是在激光波长360~460nm下使用的高密度可写光学数据储存格式使用的信息层中的高要求(比如光稳定性、有利的信噪比、在基材材料上的无损涂布等)。
意外地发现,可环化的光吸收化合物能够特别好地满足如上所述要求。
因此,本发明提供一种光学数据载体,该载体含有优选是透明的基材,如果需要该基材已先涂布有保护层,在该基材的表面上涂布可光写入信息层,如果需要还涂布保护层,如果需要还涂布胶粘层,最后涂布上覆盖层,该载体可借助于蓝色光线,优选是激光,特别优选是波长360~460nm的光线,特别是380~440nm,很特别优选是395~415nm的光线写入和读出,这里,信息层含有光吸收化合物,如果需要还含有粘合剂,其特征在于,该光吸收化合物在写入的过程中被热环化为5元、6元或7元环的化学结构。
该光吸收化合物的化学结构发生热环化将优选导致在350~470nm范围的局部最大吸收发生位移。特别是,此位移大于25nm(Δλmax),特别优选大于35nm,很特别优选大于45nm。此位移优选是浅色基位移。
优选在<600℃,特别优选在<400℃,很特别优选在<300℃,特别是在<200℃的温度下发生热变化。
与此类似,优选只是在>100℃,特别是在>140℃,优选在>180℃的温度下发生热环化。
比如借助于差热分析DTA来测量环化温度。在优选的放热环化的情况下,这相当于最大重排信号。在DTA测量时的加热速度是比如10℃/min。在此条件下在重排信号半高度处的宽度优选小于10℃,特别优选小于7℃,很特别优选小于5℃。在本发明的意义上,在半高度处的宽度就是在基线和顶点之间一半高度处信号的宽度。
作为光吸收化合物,优选给出其化学结构热环化为5元、6元或7元环的化合物。
使用的光吸收化合物特别优选是如下通式(I)或(II)的化合物,
或
其中
X1表示NR1、O或S;
X2表示CR2或N;
X3表示CR3或N;
X4表示CR4或N;
X5表示CR5或N,这里在X2-X3-X4-X5系列中没有相邻的两个N原子;
X6表示CR6R7R8,CR9=O,CR10=S,CR11=NR12或C≡N;
X7表示CR13R14或C=R15;
X8表示O、NR16、CR17R18或C=R19;
X9表示O、NR20、CR21R22或C=R23,此处当X8表示O时X9不表示O;
m和n各自独立地表示0或1,
R1表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,芳基或芳杂基可被不多于3个非离子基团取代;
R2表示氢、溴、C1~C6烷基、C1~C6烯基、C1~C6炔基、C6~C10芳基、C7~C15芳芳基(Araryl)、杂芳基、C1~C6烷氧基、单或二C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基,或者与R1一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有1~4个杂原子或羰基和/或可以和苯环或萘环稠合,和/或被非离子基团,优选被给电子基团取代;
R3表示氢、C1~C6烷基、C1~C6烯基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧羰基、甲酰基、氰基、硝基,或者与R2一起构成5元或6元芳香环或部分加氢环的一部分,这些环可含有1~4个杂原子或羰基,和/或可与苯环或萘环稠合,和/或可被非离子基团,特别被给电子基团取代的;
R4表示氢、氨基、溴、C1~C6烷基、C1~C6烯基、C1~C6炔基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧基、C1~C6硫代烷氧基、单或二C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基,或者与R3一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有1~4个杂原子或羰基和/或可以和苯环或萘环稠合,和/或被非离子基团,优选被给电子基团取代;
R5表示氢或电子受体,特别是氰基、硝基、-(C=R24)R25、阳离子基团,比如铵或吡啶鎓,或者与R4一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有不多于4个杂原子或羰基和/或可以和苯环或萘环稠合,和/或被非离子基团取代;
R6表示氢、溴、氯、甲氧基或乙氧基;
R7表示氢、溴、氯,或者当R6表示甲氧基时表示甲氧基,或者当R6表示乙氧基时表示乙氧基;
R8表示溴、氯、碘、氰基、甲苯磺酸根、三氟甲磺酸根(Triflat)、C1~C6烷酰氧基、C1~C6烷硫基,或者当R7表示甲氧基时表示甲氧基,或者当R7表示乙氧基时表示乙氧基;
R9、R10和R11各自独立地表示C1~C6烷氧基、氯、溴、碘、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳氧基、C6~C10芳基羰基胺基,或者这些基团中的一个与R5一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有羰基或1~4个杂原子和/或可以和苯环或萘环稠合,和/或被非离子基团取代;
R12表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R13、R14、R17、R18、R21和R22各自独立地表示氢、C1~C3烷基、氟、氯或溴;
R15表示O、S、=NR26或CR27R28;
R16和R20各自独立地表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R19表示O、S、=NR29或CR30R31;
R23表示O、S、=NR32、CR33R34;
R24表示O、S或NR35;
R25表示溴、氨基、N-C1~C6烷基胺基、二-N-C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基、C1~C6烷酰氧基、C6~C10芳氧基、C1~C6烷基、C1~C6烷氧基、C1~C6烷硫基或与X6一起构成5元或6元环的一部分;
R26、R29、R32和R35各自独立地表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R27、R28、R30、R31、R33和R34各自独立地表示氢、C1~C6烷基、C1~C6烯基、C4~C7环烷基、C7~C15芳烷基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代。
通式(I)化合物的热环化产物相当于(Ia)的通式,而通式(II)化合物的热环化产物相当于(IIa)的通式:
其中
X1、X2、X3、X4、X5、X7、X8、X9、n和m如在上面所定义,
X6a表示CR6R7、CO、CS、C-NR12或C=NH,
其中
R6、R7和R12如上面所定义。
通式(Ia)化合物和通式(IIa)化合物都是本发明的主题。
可能的非离子基团是比如C1~C4烷基、C1~C6烷氧基、卤素、氰基、硝基、C1~C4烷氧基羰基、C1~C4烷硫基、C1~C4烷酰胺基、苯甲酰基胺基、单或二C1~C4烷基胺基、C1~C6烷酰氧基、1-(1,2,3)-三唑和2(1,2,3)-三唑。
给电子基团的例子是比如C1~C4烷氧基、C6~C10芳氧基、单或二C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基。
可能的杂芳基是比如吡咯、噻吩、呋喃、噁唑、异噁唑、咪唑、吡唑、噻唑、异噻唑、吡啶、嘧啶、哒嗪、吡嗪、1,2,3-三唑、1,2,4-三唑以及它们与苯环稠合的同系物。
用于本发明的目的,杂芳基包括哌啶、吡咯烷、吗啉、哌嗪和苯并二氢吡喃。
如果需要,烷基、烷氧基、芳基和杂环基可以进一步带有基团,比如烷基、卤素、硝基、氰基、CO-NH2、烷氧基、三烷基甲硅烷基和三烷基硅烷氧基或苯基,这些烷基和烷氧基可以是直链的或者是分支的,烷基可以是部分卤代或者全卤代的,烷基和烷氧基可以被甲氧基化、乙氧基化或丙氧基化,或者被甲硅烷基化,在芳基或杂环基上的相邻的烷基和/或烷氧基可以一起形成3元或4元的桥,杂环基团可以与苯环稠合和/或被季铵化。
在一个特别优选的实施方案中,使用的通式(I)的光吸收化合物是具有通式(III)的化合物(粗线表示能够环化的基团),
其中
R45表示氢、溴、氯、C1~C4烷基、C1~C4烷氧基、氰基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R46、R47、R48和R49各自独立地表示氢、甲基、乙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R50表示氢、甲基、氰基、C1~C6烷氧基羰基、甲酰基、溴、氯;
R51表示氢、甲基、溴、氨基、N-甲基胺基、二甲基胺基、甲氧基、乙氧基、-S-CH3;
R52表示氰基、C1~C6烷氧羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基和
X6表示氰基、C1~C6烷氧羰基、C6~C10芳氧羰基、C1~C6烷酰氧基羰基或-CH2-O-SO2-p-C6H4-CH3。
很特别优选地给出通式(III)的染料
其中
R45表示氢、甲基、乙基、异丙基;
R46、R49表示氢;
R47、R48各自独立地表示氢、C1~C6烷氧基、单或二C1~C4烷基胺基;
R50表示氢、甲基、氰基、C1~C6烷氧基羰基;
R51表示氢、甲基、氨基、N-甲基胺基、二甲基胺基、甲氧基、乙氧基;
R52表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基,以及
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基、-CH2-O-SO2-p-C6H4-CH3。
特别优选的通式(III)的光吸收化合物是其中
R45、R46、R49表示氢;
R47、R48各自独立地表示氢、C1~C3烷氧基、单或二C1~C2烷基胺基;
R50,R51表示氢;
R52表示氰基、C1~C6烷氧基羰基、C1~C6烷酰氧基羰基,以及
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基。
通式(III)化合物热环化的产物具有(IIIa)的通式
其中基团R45~R52如上面所定义,
X6a表示C=NH、CO或CH2。
在也特别优选的实施方案中,使用的通式(I)化合物是具有通式(IV)的化合物
其中,
R66表示氢、溴、氯、C1~C4烷基、C1~C6烷氧基、氰基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R67表示氢、C1~C6烷基、C1~C6烯基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧基羰基、甲酰基、氰基、硝基、卤素,或者与R66一起构成5元或6元芳香环或部分加氢的环,这些环可含有1~4个杂原子,和/或与苯环或萘环稠合,和/或具有被非离子基团取代的环;
R68、R69、R70和R71各自独立地表示氢、甲基、乙基、异丙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基、C1~C4烷酰氧基或两个相邻的基团形成丁二烯桥,
R70也可以表示1,2,3三唑-2-基,它可以在4,5位上与苯环或萘环稠合;
R72表示O、NH、N-C1~C3烷基;
R73表示O、N-C1~C6烷基、N-C6~C10芳基;
X6表示氰基、-CH2O-SO2-p-C6H4-CH3、-CH2-O-SO2-CF3、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基,以及
R75表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,和芳基或杂芳基可被不多于3个非离子基团取代。
很特别地优选通式(IV)的化合物,
其中
R66表示氢,C1~C4烷基、C1~C6烷氧基、氰基、单或二C1~C4烷基胺基;
R67表示氢,C1~C6烷基、C6~C10芳基、杂芳基、C1~C6烷氧羰基、甲酰基、氰基、硝基、卤素;
R68、R71表示氢;
R68、R69也可以形成丁二烯桥;
R69和R70各自独立地表示氢、甲基、C1~C2烷氧基、氯、C1~C2烷氧羰基、单或二烷C1~C4烷基胺基、C1~C4烷酰氧基;
R70也可以表示1,2,3三唑-2-基,它在4,5位可与苯环或萘环稠合;
R72表示O或NH,
R73表示O;
X6表示氰基、-CH2-O-SO2-p-C6H4-CH3、-CH2O-SO2-CF3、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基,以及
R75表示氢、C1~C6烷基、C5~C6环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基。
十分特别地优选通式(IV)化合物,
其中
R66、R67、R68和R71表示氢;
R69和R70各自独立地表示氢、甲基、C1~C2烷氧基、氯、C1~C2烷氧羰基、单或二C1~C4烷基胺基、C1~C4烷酰氧基;
R72表示O或NH;
R73表示O;
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基,以及
R75表示氢、C1~C6烷基、C5~C6环烷基、C7~C15芳烷基、C1~C6烷氧羰基、芳基。
通式(IV)化合物的热环化产物具有(IVa)的通式,
其中,
R68~R73和R75如前面所定义,而
X6a表示C=NH、CO或CH2。
在一个特别优选的实施方案中,使用的可热环化染料是通式(V)中的一个,
其中
X1表示NR1、O或S;
R1表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代,
R85、R86、R87、R88各自独立地表示氢、甲基、乙基、异丙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基、C1~C4烷酰氧基或两个相邻的基团形成丁二烯桥;
R87也可以表示1,2,3三唑-2-基,它在4,5位可以与苯环或萘环稠合;
R89表示O、NH、N-C1~C3烷基;
R90表示O、N-C1~C6烷基或N-C6~C10芳基;
R91表示氢、氰基或(C=R93)R94;
X6表示CR98R99R100、CR101=O、CR102=S、CR103=NR104或C≡N;
R93表示O、S或=NR95;
R94表示C1~C6烷氧基、C1~C6烷基、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳氧基、C6~C10芳基羰基胺基、氨基、N-C1~C6烷基胺基、二N-C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基;
R95表示氢、C1~C6烷基、C1~C6烯基、C4~C7环烷基、C7~C15芳烷基、烷C1~C6烷氧基羰基、芳基;
R98表示氢、溴、氯、甲氧基或乙氧基;
R99表示氢、溴、氯、或者当R98表示甲氧基时表示甲氧基,当R98表示乙氧基时表示乙氧基,
R100表示离去基团,比如溴、氯、碘、氰基、甲苯磺酸根、三氟甲磺酸根、C1~C6烷酰氧基、C1~C6烷硫基,或者当R99表示甲氧基时表示甲氧基,当R99表示乙氧基时表示乙氧基;
R101、R102和R103表示烷氧基、氯、溴、碘、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳氧基、C6~C10芳基羰基胺基,以及
R104表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而且芳基或杂芳基可被不多于3个非离子基团取代。
很特别的优选给予通式(V)的化合物
其中
X1表示NR1、O或S;
R1表示氢、C1~C6烷基、C5~C6环烷基、C1~C6烷氧羰基、芳基;
R85和R88各自独立的表示氢,或者
R85和R86也可以形成丁二烯桥,或者
R86和R87各自独立地表示甲基、乙基、异丙基、C1~C6烷氧基、氯、溴、氰基、硝基、C1~C4烷氧羰基、单或二C1~C4烷基胺基、C1~C4烷酰氧基,或者
R87也可以表示1,2,3三唑-2-基,其在4,5位可与苯环或萘环稠合,
R89表示O或NH;
R90表示O;
R91表示氢、氰基或(C=R93)R94;
X6表示CR98R99R100、CR101=O、CR102=S或C≡N;
R93表示O;
R94表示C1~C6烷氧基、C1~C6烷酰氧基、C6~C10芳氧基、C6~C10芳基羰基胺基;
R98和R99表示氢;
R100表示离去基团,比如溴、氯、碘、氰基、甲苯磺酸根、三氟甲磺酸根、C1~C6烷酰氧基、C1~C6烷硫基,以及
R101和102各自独立地表示C1~C6烷氧基、氯、溴、碘、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳氧基、C6~C10芳基羰基胺基。
十分特别地优选通式(V)化合物,
其中
R1表示氢、C1~C6烷基、C5~C6环烷基、C1~C6烷氧羰基、芳基;
X1表示NR1;
R85、R88表示氢;
R86、R87各自独立地表示氢、甲基、C1~C4烷氧基、氯、C1~C4烷氧羰基、C1~C4二烷基胺基、C1~C4烷酰氧基;
R89表示O或NH;
R90表示O;
R91表示氢或C1~C4烷氧羰基;
X6表示CR101=O或C≡N
R101表示C1~C6烷氧基、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳基氧基。
通式(V)化合物的热环化产物具有(Va)的通式,
其中,
R1、R85~R91和X1如在前面所定义,以及
X6a表示CR98R99、CO、CS、C=NR104或C=NH。
在也优选的实施方案中,使用的通式(I)光吸收化合物是通式(VI)化合物,
其中,
X1表示NR1;
R1表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R111表示氢、甲基、溴、氨基、N-甲基胺基、二甲基胺基、甲氧基、乙氧基、-S-CH3;
R112表示氰基、C1~C6烷氧基羰基、C6~C10芳氧羰基、C1~C6烷酰氧羰基、单或二C1~C6烷基胺基羧酸酰胺、单或二芳基胺基羧酸酰胺、单芳基-单C1~C6烷基胺基羧酸酰胺、羧酸酰胺;
环A表示部分不饱和的、芳香的或准芳香的5~9元环,这些环可以含有1~4个杂原子或羰基,和/或可以与苯环或萘环稠合,和/或被非离子基团取代,以及
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基或C1~C6烷酰氧基羰基。
十分特别地优选通式(VI)化合物,
其中,
X1表示NR1,
R1表示C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R111表示氢、甲基、溴、甲氧基、乙氧基;
R112表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基;
环A表示部分不饱和的、芳香的或准芳香的5~7元环,这些环可含有1~4个杂原子或羰基,和/或可与苯环或萘环稠合,和/或被非离子基团取代;
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基。
很特别地优选通式(VI)化合物,
其中,
X1表示NR1,
R1表示C1~C6烷基、C1~C6烯基、C1~C6炔基、C5~C7环烷基、C7~C15芳烷基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R111表示氢,甲基,溴,甲氧基,乙氧基;
R112表示氰基、C1~C6烷氧基羰基或C6~C10芳氧基羰基;
环A表示部分不饱和的、芳香的或准芳香的5~6元环,这些环可含有1~4个杂原子或羰基,和/或可与苯环或萘环稠合,和/或被非离子基团取代,以及
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基。
通式(VI)化合物的热环化产物具有(VIa)的通式,
其中,
基团X1、R111和R112如前面所定义,以及
X6a表示C=NH或C=O。
也可以使用通式(I)化合物的混合物,例如使信息层的物理性能实现最优化。
在按照本发明的借助于蓝色激光写入和读出的只可写一次光学数据载体的情况下,优选的光吸收化合物,其最大吸收λmax为350~470nm,而且在环化温度Tcyc以上它就转化为闭环的形式。
优选的光吸收化合物,其环化温度Tcyc为至少100℃,特别优选高于后等于140℃,特别是高于或等于180℃。
优选的染料,其由热环化所诱发的最大吸收位移,即Δλmax为25nm或更大,优选≥35nm,特别是≥45nm。如果发生优选是浅色基的(hypsochromer)位移,那么Δλmax就是负值。对于本发明的目的,最大吸收是在350~470nm范围内的局部最大值,UV/VIS光谱的绝对最大值不是必须的在190~800nm范围内。
在最大吸收λmax处,这些光吸收化合物优选具有的摩尔消光系数ε>20,000l/mol cm,优选>30,000l/mol cm,特别优选>40,000l/molcm,很特别优选>50,000l/mol cm。
吸收光谱是比如在溶液中测量的。
由比如Arch.Pharm.1987,320,577~581中,某些热环化形成6元环的通式(I)化合物是已知的。
而如果光线的波长为360~460nm,所叙述的光吸收化合物,特别是通式(I)化合物,保证光学数据载体在未写入状态下足够高的反射率(>10%)和在用聚焦光线进行点状照射时,还保证对信息层的热降解有足够高的吸收。由于热降解以后信息层光学性能的变化,致使通过入射光振幅和相位的反射率变化实现了数据载体写入点和未写入点之间的反差。
优选通过旋涂法将此光吸收化合物涂布在光学数据载体上。它们可以彼此或与具有类似光谱性能的其他染料混合。信息层不仅可含有此光吸收化合物,还可以含有添加剂,比如粘合剂、润湿剂、稳定剂、稀释剂敏化剂,和其他组分。
除了信息层以外,在该光学数据载体中还可以存在有另外的层,比如金属层、介电层和保护层。金属层、介电层和/或保护层的作用特别是调节反射率和热吸收/保持能力(Wrmehaushalts)。根据激光的波长,金属可以是金、银、铝等。介电层的例子是二氧化硅和氮化硅。保护层是比如可光固化的涂层、(压敏)胶粘层和保护膜。
压敏胶粘层主要由丙烯酸类胶粘剂组成。在专利JP-A 11-273 147中公开的Nitto Denko DA-8320或DA-8310可用于此目的。
光学数据载体具有比如如下的层结构(参见图4):透明的基材(1)、如果需要,保护层(2)、信息层(3)、如果需要,保护层(4)、如果需要胶粘层(5)、覆盖层(6)。
光学数据载体的结构优选包括:
—优选透明的基材(1),在其表面上涂布至少一层借助于光线,优选是激光在其上面可光写入的信息层(3),如果需要还涂布保护层(4),如果需要还涂布胶粘层(5),以及涂布透明的覆盖层(6);
—优选透明的基材(1),在其表面上涂布保护层(2)、至少一层借助于光线,优选是激光在其上面可光写入的信息层(3),如果需要还涂布胶粘层(5),以及涂布透明的覆盖层(6);
—优选透明的基材(1),如果需要在其表面上涂布保护层(2)、涂布至少一层借助于光线,优选是激光在其上面可光写入的信息层(3),如果需要还涂布保护层(4),如果需要还涂布胶粘层(5),以及涂布透明的覆盖层(6);
—优选透明的基材(1),在其表面上涂至少一层借助于光线,优选是激光在其上面可光写入的信息层(3),如果需要还涂布胶粘层(5),以及涂布透明的覆盖层(6)。
本发明进一步提供按照本发明的光学数据载体,其是借助于蓝色光线,特别是激光在其上面写入的。
下面的实施例说明本发明的主题。
实施例
实施例1
在30min内将3.3g乙氧基亚甲基氰基乙酸乙酯加入到4.0g 6,7-二甲氧基-3,4-二氢-1-甲基异喹啉在无水甲醇中的溶液里。在25℃下搅拌混合物3h,在40℃下搅拌3h。将析出的沉淀物用真空吸滤,用冷甲醇洗涤。如此得到3.0g(理论值的52%)通式(I)的橙色粉末:
环化温度Tcyc:123℃(用DTA测定,见说明,这也应用于其他实施例)。
λmax(甲醇)=447nm
ε=47560l/mol cm
溶解度:在2,2,3,3-四氟丙醇(TFP)中>2%
环化后吸收位移:Δλmax=-49nm
玻璃状的膜
在室温下制备该染料在2,2,3,3-四氟丙醇中的2wt%溶液。借助于旋涂法将此溶液涂布在石英玻璃基材上。得到的染料膜的厚度大约是150nm。在氦气流中将此试样从50℃加热到133℃,平均加热速度是3K/min,然后以1.4K/min的平均冷却速度冷却到81℃。在加热和冷却期的过程中,记录试样从200nm到1700nm波长段的透射光谱。注视在不同温度下的透射光谱,可观察到由闭环反应导致的光学性能的变化。图1显示出在上述温度循环的开始和结束时的透射光谱。
比如当以适当脉冲长度和脉冲能量的激光束把染料层加热到133℃以上时,显然,在450nm区的吸收带完全消失,此吸收带导致在波长段400~500nm可用于光学存储和数据再现的吸收性能的变化。再有,每个吸收也产生在该波长上折射指数的分散。特别在吸收带的侧面,这导致比表示无色有机物常用范围的1.4~1.6更低(短波长侧)或更高(长波长侧)的折射指数。比如,在温度循环开始时,在405nm处该染料的折射指数是1.17,而在515nm处是2.17nm。在该温度循环以后,当吸收带几乎完全消失时,被脱色的染料在可见光谱中的折射指数在1.4~1.6的范围。比如,当具有适当脉冲长度和脉冲能量的激光束把染料层加热到133℃以上时,折射指数的这个变化类似地可用于光学存储和数据再现。折射指数和/或吸收的变化改变了在透明基材(玻璃或聚合物)上薄膜的反射和/或透射性能,因此可转变为由借助于脉冲和聚焦的激光束所写入的标志范围上扫描的激光束在反射和/或透射光量的变化。有关的膜厚度优选在10~2000nm范围。
图2和图3举例说明了在温度循环当中,在405nm处如上所述试样的透射率的变化。图2显示出透射率随温度的变化,而图3显示出透射率随时间的变化。很明显,闭环反应发生在很窄的温度和时间窗内,因此适合于借助于聚焦和脉冲的试样的激光束扫描在高速和小的边缘模糊下写入数据。由于上述的原因,激光的波长优选在360~600nm的范围,特别优选在380~550nm的范围。
实施例2
在15mL冰醋酸中加入4g p-叔丁基苯胺和3g(E)-4-(2-二甲基胺基乙烯基)-2-氧代-1,2-二氢喹啉-3-腈,在60℃下搅拌混合物6h。真空过滤固体,并用冰醋酸进行重结晶。如此得到3.90g(95%)橙色粉末(2):
环化温度Tcyc:141℃
λmax(DMF)=464nm
ε=30620l/mol cm
溶解度:在2,2,3,3-四氟丙醇(TFP)中1%
环化后吸收位移:Δλmax≥|100|nm(重排的产物分解并且烧成,因此在360~560nm不能检测出局部最大值)
玻璃状的膜
实施例3
将6.8g异丙胺加入到10.0g4-氯-7-乙基-3-(2’-甲氧羰基)乙烯基香豆素在乙醇中的悬浮液里,将混合物加热回流6h。在冷却时,从溶液中沉淀出固体,使用甲苯/甲醇将其进行色谱提纯。如此得到7.3g(理论值的67%)如下通式(3)的淡黄色粉末:
环化温度Tcyc:206℃
λmax(甲醇)=359nm
ε=20700l/mol cm
溶解度:在2,2,3,3-四氟丙醇(TFP)中1%
环化后吸收位移:Δλmax=-20nm
玻璃状的膜
实施例4
在25℃下,在30min内向3g环戊基-N-丁亚胺在10mL甲醇中的溶液里滴加3.7g乙氧基亚甲基氰基乙酸乙酯在10mL甲醇中的溶液。在大约1h以后,沉淀出橙黄色固体,将其过滤出并用石油醚洗涤,得到4.2g(77%)的染料(4)
环化温度Tcyc:198℃
λmax(甲醇)=441nm
ε=36910l/mol cm
溶解度:在2,2,3,3-四氟丙醇(TFP)中>2%
环化后吸收位移:Δλmax=-72nm
玻璃状的膜
下表是归纳出其他热环化形成5~7元环的适当的染料:
通式(III)化合物的例子
通式(IV)化合物的例子
*重排产物分解并成棕色;在360-560nm区内不能检测出局部最大值
通式(V)化合物的例子
通式(VI)化合物的例子
Claims (13)
1.包括优选透明基材的光学数据载体,如果需要此基材已涂布上保护层,在此基材的表面上涂布光可写入的信息层,如果需要涂布上保护层,如果需要涂布上胶粘层,最后涂布上覆盖层,此载体可借助于蓝色光线,优选激光写入和读出,在此,信息层含有光吸收化合物,其特征在于,此光吸收化合物的结构使得在写入的过程中热环化为5元、6元或7元环。
2.如权利要求1的光学数据载体,其特征在于,此光吸收化合物相应于(I)或(II)的通式:
其中,
X1表示NR1、O或S;
X2表示CR2或N;
X3表示CR3或N;
X4表示CR4或N;
X5表示CR5或N,这里在X2-X3-X4-X5系列中没有相邻的两个N原子;
X6表示CR6R7R8,CR9=O,CR10=S,CR11=NR12或C≡N;
X7表示CR13R14或C=R15;
X8表示O、NR16、CR17R18或C=R19;
X9表示O、NR20、CR21R22或C=R23,此处当X8表示0时,X9不表示0;
n,m各自独立地表示0或1,
R1表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,芳基或芳杂基可被不多于3个非离子基团取代;
R2表示氢、溴、C1~C6烷基、C1~C6烯基、C1~C6炔基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧基、单或二C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基,或者与R1一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有1~4个杂原子或羰基和/或可以和苯环或萘环稠合和/或被非离子基团,优选被给电子基团取代;
R3表示氢、C1~C6烷基、C1~C6烯基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧基羰基、甲酰基、氰基、硝基,或者与R2一起构成5元或6元芳香环或部分加氢环的一部分,这些环可含有1~4个杂原子或羰基,和/或可与苯环或萘环稠合,和/或其环被非离子基团取代;
R4表示氢、氨基、溴、C1~C6烷基、C1~C6烯基、C1~C6炔基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧基、C1~C6硫代烷氧基、单或二C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基,或者与R3一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有1~4个杂原子或羰基和/或可以和苯环或萘环稠合,和/或被非离子基团,优选被给电子基团取代;
R5表示氢或电子受体,特别是氰基、硝基、-(C=R24)R25、阳离子基团,比如铵或吡啶鎓,或者与R4一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有不多于4个杂原子或羰基和/或可以和苯环或萘环稠合,和/或被非离子基团取代;
R6表示氢、溴、氯、甲氧基或乙氧基;
R7表示氢、溴、氯,或者当R6表示甲氧基时表示甲氧基,或者当R6表示乙氧基时表示乙氧基;
R8表示溴、氯、碘、氰基、甲苯磺酸根、三氟甲磺酸根、C1~C6烷酰基氧基、C1~C6烷硫基,或者当R7表示甲氧基时表示甲氧基,或者当R7表示乙氧基时表示乙氧基;
R9、R10和R11各自独立地表示C1~C6烷氧基、氯、溴、碘、C1~C6烷酰基氧基、C1~C6烷硫基、C6~C10芳基氧基、C6~C10芳基羰基胺基,或者这些基团中的一个与R5一起构成5元或6元芳香环或部分氢化环的一部分,这些环可含有1~4个杂原子和/或可以和苯环或萘环稠合,和/或被非离子基团取代;
R12表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R13、R14、R17、R18、R21和R22各自独立地表示氢、C1~C3烷基、氟、氯或溴;
R15表示O、S、=NR26或CR27R28;
R16和R20各自独立地表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R19表示O、S、=NR29或CR30R31;
R23表示O、S、=NR32、CR33R34;
R24表示O、S或NR35;
R25表示溴、氨基、N-C1~C6烷基胺基、二-N-C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基、C1~C6烷酰氧基、C6~C10芳基氧基、C1~C6烷基、C1~C6烷氧基、C1~C6烷硫基或与X6一起构成5元或6元环的一部分;
R26、R29、R32和R35各自独立地表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R27、R28、R30、R31、R33和R34各自独立地表示氢、C1~C6烷基、C1~C6烯基、C4~C7环烷基、C7~C15芳烷基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代。
3.如权利要求1或2的光学数据载体,其特征在于,使用的光吸收化合物是通式(III)化合物,
其中,
R45表示氢、溴、氯、C1~C4烷基、C1~C4烷氧基、氰基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R46、R47、R48和R49各自独立地表示氢、甲基、乙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R50表示氢、甲基、氰基、C1~C6烷氧羰基、甲酰基、溴、氯;
R51表示氢、甲基、溴、氨基、N-甲基胺基、二甲基胺基、甲氧基、乙氧基、-S-CH3-;
R52表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基和
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基或-CH2-O-SO2-p-C6H4-CH3。
4.如权利要求1或2的光学数据载体,其特征在于,使用的光吸收化合物是通式(IV)化合物:
其中,
R66表示氢、溴、氯、C1~C4烷基、C1~C6烷氧基、氰基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R67表示氢、C1~C6烷基、C1~C6烯基、C6~C10芳基、C7~C15芳芳基、杂芳基、C1~C6烷氧羰基、甲酰基、氰基、硝基、卤素,或者与R66一起构成5元或6元芳香环或部分加氢的环的一部分,这些环可含有1~4个杂原子,和/或与苯环或萘环稠合,和/或其环被非离子基团取代;
R68、R69、R70和R71各自独立地表示氢、甲基、乙基、异丙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基、C1~C4烷酰氧基或两个相邻的基团形成丁二烯桥,
R70也可以表示1,2,3三唑-2-基,它可以在4,5位上与苯环或萘环稠合;
R72表示O、NH、N-C1~N-C3烷基;
R73表示O、N-C1~N-C6烷基、N-C6~C10芳基;
X6表示氰基、-CH2O-SO2-p-C6H4-CH3、-CH2-O-SO2-CF3、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基,以及
R75表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,芳基或杂芳基可被不多于3个非离子基团取代。
5.如权利要求1或2的光学数据载体,其特征在于,使用的光吸收化合物是通式(V)的化合物:
其中,
X1表示NR1、O或S;
R1表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代,
R85、R86、R87、R88各自独立地表示氢、甲基、乙基、异丙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基、C1~C4烷酰氧基或两个相邻的基团形成丁二烯桥;
R87也可以表示1,2,3三唑-2-基,它在4,5位可以与苯环或萘环稠合;
R89表示O、NH、N-C1~N-C3烷基;
R90表示O、N-C1~C6烷基或N-C6~C10芳基;
R91表示氢、氰基或(C=R93)R94;
X6表示CR98R99R100、CR101=O、CR102=S、CR103=NR104或C≡N;
R93表示O、S或=NR95;
R94表示C1~C6烷氧基、C1~C6烷基、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳氧基、C6~C10芳基羰基胺基、氨基、N-C1~C6烷基胺基、二N-C1~C6烷基胺基、N-C1~C6烷基-N-C6~C10芳基胺基;
R95表示氢、C1~C6烷基、C1~C6烯基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基;
R98表示氢、溴、氯、甲氧基或乙氧基;
R99表示氢、溴、氯、或者当R98表示甲氧基时表示甲氧基,当R98表示乙氧基时表示乙氧基,
R100表示离去基团,比如溴、氯、碘、氰基、甲苯磺酸根、三氟甲磺酸根、C1~C6烷酰氧基、C1~C6烷硫基,或者当R99表示甲氧基时表示甲氧基,当R99表示乙氧基时表示乙氧基;
R101、R102和R103表示C1~C6烷氧基、氯、溴、碘、C1~C6烷酰氧基、C1~C6烷硫基、C6~C10芳基氧基、C6~C10芳基羰基氨基,以及
R104表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而且芳基或杂芳基可被不多于3个非离子基团取代。
6.如权利要求1或2的光学数据载体,其特征在于,使用的光吸收化合物是通式(VI)的化合物:
其中,
X1表示NR1;
R1表示氢、C1~C6烷基、C1~C6烯基、C1~C6炔基、C4~C7环烷基、C7~C15芳烷基、C1~C6烷氧基羰基、芳基或杂芳基,这里的杂芳基可含有不多于3个杂原子,而芳基或杂芳基可被不多于3个非离子基团取代;
R111表示氢、甲基、溴、氨基、N-甲基胺基、二甲基胺基、甲氧基、乙氧基、-S-CH3;
R112表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基、单或二C1~C6烷基胺基羧酸酰胺、单或二芳基胺基羧酸酰胺、单芳基-单C1~C6烷基胺基羧酸酰胺、羧酸酰胺;
环A表示部分不饱和的、芳香的或准芳香的5~9元环,这些环可以含有1~4个杂原子或羰基,和/或可以与苯环或萘环稠合,和/或被非离子基团取代,以及
X6表示氰基、C1~C6烷氧基羰基、C6~C10芳氧基羰基或C1~C6烷酰氧基羰基。
7.具有热环化形成5元、6元或7元环的化学结构的光吸收化合物在一次可写光学数据载体的信息层中的应用,其中该光吸收化合物的最大吸收λmax为350~460nm。
8.如权利要求7的应用,其特征在于,借助于蓝色激光使一次可写光学数据载体的信息层中的热环化染料写入和读出。
9.如权利要求1的光学数据载体的制造方法,其特征在于,在如果需要已涂布反射层的优选透明的基材上涂布热环化染料,如果需要同时加入适当的粘合剂和添加剂,如果需要加入适当的溶剂,以及如果需要提供反射层、另外的中间层,如果需要涂布保护层,或者涂布另外的基材或覆盖层。
10.如权利要求1的光学数据载体,它是借助于蓝色光线,特别是蓝色激光写入的。
11.通式(III)的化合物
其中,
R45表示氢、溴、氯、C1~C4烷基、C1~C4烷氧基、氰基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R46、R47、R48和R49各自独立地表示氢、甲基、乙基、C1~C6烷氧基、氟、氯、溴、氰基、硝基、C1~C4烷氧基羰基、单或二C1~C4烷基胺基;
R50表示氢、甲基、氰基、C1~C6烷氧基羰基、甲酰基、溴、氯;
R51表示氢、甲基、溴、氨基、N-甲基胺基、二甲基胺基、甲氧基、乙氧基、-S-CH3;
R52表示氰基、C1~C6烷氧羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基和
X6表示氰基、C1~C6烷氧羰基、C6~C10芳氧基羰基、C1~C6烷酰氧基羰基或-CH2-O-SO2-p-C6H4-CH3。
13.在信息层中含有如权利要求12的通式(Ia)或(IIa)化合物作为光吸收化合物的光学数据载体。
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DE10115227A DE10115227A1 (de) | 2001-03-28 | 2001-03-28 | Optischer Datenträger enthaltend in der Informationsschicht eine lichtabsorbierende Verbindung mit mehreren chromophoren Zentren |
DE10117464A DE10117464A1 (de) | 2001-04-06 | 2001-04-06 | Optischer Datenträger enthaltend in der Informationsschicht einen Merocyaninfarbstoff als lichtabsorbierende Verbindung |
DE10117464.0 | 2001-04-06 | ||
DE10200484.6 | 2002-01-09 | ||
DE2002100484 DE10200484A1 (de) | 2002-01-09 | 2002-01-09 | Optischer Datenträger enthaltend in der Imformationsschicht eine cyclisierbare Verbindung |
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CH390250A (de) * | 1958-06-19 | 1965-07-30 | Geigy Ag J R | Verfahren zur Herstellung von fluoreszierenden Farbstoffen |
CA933011A (en) * | 1969-03-24 | 1973-09-04 | Janssens Wilhelmus | Recording process using organic photoconductive substances |
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US4045229A (en) * | 1974-09-17 | 1977-08-30 | Eastman Kodak Company | Novel UV absorbing compounds and photographic elements containing UV absorbing compounds |
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JP2564638B2 (ja) * | 1988-12-30 | 1996-12-18 | 太陽誘電株式会社 | コンパクトディスクの製造方法 |
EP0540468B1 (de) * | 1991-10-30 | 1996-12-04 | Ciba-Geigy Ag | NIR-Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung |
JPH0682989A (ja) * | 1992-08-31 | 1994-03-25 | Pioneer Electron Corp | 光記録媒体の記録・再生・消去方法 |
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