KR101448525B1 - Inkjet ink coposition for color filter comprising low solvent content - Google Patents
Inkjet ink coposition for color filter comprising low solvent content Download PDFInfo
- Publication number
- KR101448525B1 KR101448525B1 KR1020130060325A KR20130060325A KR101448525B1 KR 101448525 B1 KR101448525 B1 KR 101448525B1 KR 1020130060325 A KR1020130060325 A KR 1020130060325A KR 20130060325 A KR20130060325 A KR 20130060325A KR 101448525 B1 KR101448525 B1 KR 101448525B1
- Authority
- KR
- South Korea
- Prior art keywords
- weight
- meth
- acrylate
- ether acetate
- ink composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000002904 solvent Substances 0.000 title claims abstract description 50
- 239000000203 mixture Substances 0.000 claims abstract description 73
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 41
- 239000000178 monomer Substances 0.000 claims abstract description 41
- 239000011230 binding agent Substances 0.000 claims abstract description 29
- 239000003086 colorant Substances 0.000 claims abstract description 21
- 239000003999 initiator Substances 0.000 claims abstract description 12
- 239000004094 surface-active agent Substances 0.000 claims abstract description 10
- LAVARTIQQDZFNT-UHFFFAOYSA-N 1-(1-methoxypropan-2-yloxy)propan-2-yl acetate Chemical compound COCC(C)OCC(C)OC(C)=O LAVARTIQQDZFNT-UHFFFAOYSA-N 0.000 claims description 24
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 18
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 16
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical group OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 6
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 5
- FUWDFGKRNIDKAE-UHFFFAOYSA-N 1-butoxypropan-2-yl acetate Chemical compound CCCCOCC(C)OC(C)=O FUWDFGKRNIDKAE-UHFFFAOYSA-N 0.000 claims description 3
- LIPRQQHINVWJCH-UHFFFAOYSA-N 1-ethoxypropan-2-yl acetate Chemical compound CCOCC(C)OC(C)=O LIPRQQHINVWJCH-UHFFFAOYSA-N 0.000 claims description 3
- DMFAHCVITRDZQB-UHFFFAOYSA-N 1-propoxypropan-2-yl acetate Chemical compound CCCOCC(C)OC(C)=O DMFAHCVITRDZQB-UHFFFAOYSA-N 0.000 claims description 3
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 3
- 150000005215 alkyl ethers Chemical class 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 239000000976 ink Substances 0.000 description 95
- 230000000052 comparative effect Effects 0.000 description 29
- 239000000049 pigment Substances 0.000 description 17
- 229920005989 resin Polymers 0.000 description 16
- 239000011347 resin Substances 0.000 description 16
- -1 neopentyl glycol hydroxypivalic acid ester Chemical class 0.000 description 10
- 239000000975 dye Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 8
- 239000011159 matrix material Substances 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 4
- 239000004973 liquid crystal related substance Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- MFEWNFVBWPABCX-UHFFFAOYSA-N 1,1,2,2-tetraphenylethane-1,2-diol Chemical compound C=1C=CC=CC=1C(C(O)(C=1C=CC=CC=1)C=1C=CC=CC=1)(O)C1=CC=CC=C1 MFEWNFVBWPABCX-UHFFFAOYSA-N 0.000 description 3
- XAMCLRBWHRRBCN-UHFFFAOYSA-N 5-prop-2-enoyloxypentyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCOC(=O)C=C XAMCLRBWHRRBCN-UHFFFAOYSA-N 0.000 description 3
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000007641 inkjet printing Methods 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 description 3
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007810 chemical reaction solvent Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- ZZSKMNCIAKKVRB-UHFFFAOYSA-N morpholin-4-yl-(2-nitrophenyl)methanone Chemical compound [O-][N+](=O)C1=CC=CC=C1C(=O)N1CCOCC1 ZZSKMNCIAKKVRB-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 238000000206 photolithography Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- HHQAGBQXOWLTLL-UHFFFAOYSA-N (2-hydroxy-3-phenoxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(O)COC1=CC=CC=C1 HHQAGBQXOWLTLL-UHFFFAOYSA-N 0.000 description 1
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- DOLOHLWRXMWSMA-UHFFFAOYSA-N 2-[3-(2,3-dihydrobenzotriazol-1-yl)-4-hydroxyphenyl]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=CC=C(O)C(N2C3=CC=CC=C3NN2)=C1 DOLOHLWRXMWSMA-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- GLQNPYLKSCFVPO-UHFFFAOYSA-N 2-o-(2-hydroxypropyl) 1-o-[2-(2-methylprop-2-enoyloxy)ethyl] benzene-1,2-dicarboxylate Chemical compound CC(O)COC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C(C)=C GLQNPYLKSCFVPO-UHFFFAOYSA-N 0.000 description 1
- XBNVWXKPFORCRI-UHFFFAOYSA-N 2h-naphtho[2,3-f]quinolin-1-one Chemical compound C1=CC=CC2=CC3=C4C(=O)CC=NC4=CC=C3C=C21 XBNVWXKPFORCRI-UHFFFAOYSA-N 0.000 description 1
- KSLLMGLKCVSKFF-UHFFFAOYSA-N 5,12-dihydroquinolino[2,3-b]acridine-6,7,13,14-tetrone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C(=O)C(C(=O)C1=CC=CC=C1N1)=C1C2=O KSLLMGLKCVSKFF-UHFFFAOYSA-N 0.000 description 1
- INRQKLGGIVSJRR-UHFFFAOYSA-N 5-hydroxypentyl prop-2-enoate Chemical compound OCCCCCOC(=O)C=C INRQKLGGIVSJRR-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- PGEHNUUBUQTUJB-UHFFFAOYSA-N anthanthrone Chemical compound C1=CC=C2C(=O)C3=CC=C4C=CC=C5C(=O)C6=CC=C1C2=C6C3=C54 PGEHNUUBUQTUJB-UHFFFAOYSA-N 0.000 description 1
- MYONAGGJKCJOBT-UHFFFAOYSA-N benzimidazol-2-one Chemical compound C1=CC=CC2=NC(=O)N=C21 MYONAGGJKCJOBT-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- COHYTHOBJLSHDF-BUHFOSPRSA-N indigo dye Chemical compound N\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-BUHFOSPRSA-N 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- BSIHWSXXPBAGTC-UHFFFAOYSA-N isoviolanthrone Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C5C5=CC=CC=C5C(=O)C6=CC=C4C4=C3C2=C1C=C4 BSIHWSXXPBAGTC-UHFFFAOYSA-N 0.000 description 1
- 210000003041 ligament Anatomy 0.000 description 1
- SFLRURCEBYIKSS-UHFFFAOYSA-N n-butyl-2-[[1-(butylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound CCCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCCC SFLRURCEBYIKSS-UHFFFAOYSA-N 0.000 description 1
- WMRNGPYHLQSTDL-UHFFFAOYSA-N n-cyclohexyl-2-[[1-(cyclohexylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)N=NC(C)(C)C(=O)NC1CCCCC1 WMRNGPYHLQSTDL-UHFFFAOYSA-N 0.000 description 1
- HZVGIXIRNANSHU-UHFFFAOYSA-N naphthalene-1,2,3,4-tetrone Chemical compound C1=CC=C2C(=O)C(=O)C(=O)C(=O)C2=C1 HZVGIXIRNANSHU-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- MCSKRVKAXABJLX-UHFFFAOYSA-N pyrazolo[3,4-d]triazole Chemical compound N1=NN=C2N=NC=C21 MCSKRVKAXABJLX-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133509—Filters, e.g. light shielding masks
- G02F1/133514—Colour filters
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
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Abstract
본 발명은 착색제, 모노머, 바인더, 계면활성제, 열개시제 및 용매를 포함하는 컬러필터용 잉크젯 잉크 조성물에 관한 것으로,
본 발명의 상기 모노머는 (i) 3이상의 관능성을 가지는 (메타)아크릴레이트 10 ~ 20 중량% 및; (ii) n-알칸디올 디(메타)아크릴레이트 10 ~ 35 중량%를 포함하여 용매의 함량이 전체 잉크 조성물을 기준으로 70 중량% 이하, 바람직하게는 60 중량% 이하, 더욱 바람직하게는 50 중량% 이하인 저용매 잉크젯 잉크 조성물을 제공한다.The present invention relates to an ink-jet ink composition for a color filter comprising a colorant, a monomer, a binder, a surfactant, a thermal initiator and a solvent,
The monomer of the present invention comprises (i) 10 to 20% by weight of (meth) acrylate having 3 or more functionalities; (ii) 10 to 35% by weight of n-alkanediol di (meth) acrylate, wherein the content of the solvent is 70% by weight or less, preferably 60% by weight or less, more preferably 50% % ≪ / RTI >
Description
본 발명은 액정디스플레이(LCD)의 주요부품 중 하나인 컬러필터(color filter)의 제조에 이용되는 잉크젯용 잉크 조성물에 관한 것으로, 보다 상세히는 종래 컬러필터용 잉크 조성물에 비해 용매 함량이 현저히 낮으면서도 잉크젯의 토출성, 토출 방향성 및 제반 물성이 우수한 컬러필터용 잉크젯 잉크 조성물에 관한 것이다.
The present invention relates to an ink composition for ink jet used in the manufacture of a color filter, which is one of the main components of a liquid crystal display (LCD), and more particularly to a composition for inkjet printing which has a significantly lower solvent content than an ink composition for a conventional color filter To an inkjet ink composition for a color filter which is excellent in dischargeability, discharge directionality, and physical properties of an inkjet.
액정디스플레이(LCD)는 백라이트에서 조사된 백색 광원이 1차 편광판 및 액정층을 통과한 후 적색, 청색, 녹색의 3가지 색상을 가지는 컬러필터에 의해 발색된 후 다시 2차 편광판을 거침으로서 투과된 3색이 조합되어 화상을 구현하게 된다. 액정디스플레이에 있어서 컬러필터는 화질과 직결되는 핵심 부품 중 하나이다.In a liquid crystal display (LCD), a white light source irradiated from a backlight passes through a first polarizer and a liquid crystal layer, and is developed by a color filter having three colors of red, blue, and green, and then transmitted through a second polarizer Three colors are combined to realize an image. In a liquid crystal display, a color filter is one of the key components directly connected to image quality.
컬러필터를 제조하는 방법으로 종래에는 포토리소그래피법이 광범위하게 이용되었으나 LCD의 대형화에 따른 비용상승, 제조공정의 복잡성 등의 문제 등이 대두되어 잉크젯 프린팅 방식이 개발되었다. 이러한 잉크젯 프린팅 방식은 유리기판 상에 형성된 화소 공간인 블랙 매트릭스(Black Matrix)에 잉크를 직접 분사시키는 방식이므로 포토리소그래피법과 달리 별도의 코팅, 노광, 현상 등의 공정이 불필요하여 공정을 단순화시킬 뿐 아니라 공정에 필요한 재료를 절감케 한다.Conventionally, a photolithography method has been widely used as a method of manufacturing a color filter, but an ink-jet printing method has been developed due to an increase in cost due to the enlargement of an LCD and a complication of a manufacturing process. Since the ink jet printing method directly injects ink onto a black matrix (black matrix) formed on a glass substrate, unlike the photolithography method, a separate coating, exposure, and development steps are not necessary, thereby simplifying the process Reduce the materials needed for the process.
컬러필터용 잉크젯 잉크 조성물은 일반적으로 착색제, 바인더, 모노머, 분산제, 중합개시제, 용매 및 기타 첨가제의 혼합물로 이루어진다. 착색제는 컬러필터의 RGB의 발색제로 적색, 청색, 녹색 계열의 이미 다양한 안료 또는 염료들이 공지되어 있다. 바인더는 착색제를 에워싸며 착색제를 인쇄매체에 단단히 결합시키기 위한 수지 물질로, 착색제 친화성이 있는 모노머, 용매 친화성이 있는 모노머, 산기 부여를 부여를 위한 모노머 등 복수종의 기능성 모노머들을 서로 중합시킨 고분자 수지이다. 고분자인 바인더와 달리 모노머는 반응성 희석제로서의 주로 에틸렌성 불포화 이중결합을 가지는 일관능 또는 다관능의 (메타)아크릴레이트가 주로 되고, 반응개시제에 의해 가교된다. 잉크 조성물에 있어서 용매는 착색제를 용해시키는 한편, 계면활성제(분산제)가 착색제를 분산시킬 수 있도록 충분한 공간을 제공한다.The ink-jet ink composition for a color filter generally comprises a mixture of a colorant, a binder, a monomer, a dispersant, a polymerization initiator, a solvent and other additives. As the coloring agent, R, G and B coloring agents of the color filter are already known various pigments or dyes of red, blue and green series. The binder is a resin material for encapsulating the colorant and firmly bonding the colorant to the printing medium, and the binder is obtained by polymerizing a plurality of functional monomers such as a monomer having affinity for a colorant, a monomer having a solvent affinity, It is a polymer resin. Unlike a binder which is a polymer, monomers are mainly monofunctional or polyfunctional (meth) acrylates having an ethylenically unsaturated double bond as a reactive diluent, and are crosslinked by a reaction initiator. In the ink composition, the solvent provides sufficient space for allowing the surfactant (dispersant) to disperse the colorant while dissolving the colorant.
잉크젯 잉크 조성물은 잉크가 노즐을 통해 원활히 토출되는 것이 무엇보다 중요하다. 잉크 조성물의 점도가 높은 경우 잉크젯 토출성이 저하되며, 잉크 조성물의 응집 현상, 용매증발에 의한 노즐 막힘, 액적 불균일에 의한 탄도변화(방향성) 등으로 상당한 패태닝 오차가 유발된다. 잉크젯 잉크 조성물의 점도는 15 cps 이하인 것이 바람직한 데, 이러한 물성을 충족시키기 위해 종래 컬러필터용 잉크젯 잉크 조성물의 용매 함량은 전체 잉크 조성물을 기준으로 약 70 ~ 80 중량% 범위 정도로 과량 이용되고 있다. 이러한 용매는 토출 후 용매 휘발성이 높아 컬러필터 경화후 잉크 표면이 균일하지 않으며, 잉크 표면 간에 단차가 커서 컬러필터 제조에 많은 어려움이 있다.
It is most important for the ink-jet ink composition that the ink is smoothly discharged through the nozzle. When the viscosity of the ink composition is high, the inkjet dischargeability is deteriorated, and significant tangential errors are caused by the aggregation of the ink composition, clogging of the nozzle due to evaporation of the solvent, and change of the ballistics due to unevenness of the droplet (directionality). The inkjet ink composition preferably has a viscosity of 15 cps or less. To meet such properties, the solvent content of conventional inkjet ink compositions for color filters is in excess of about 70 to 80% by weight based on the total ink composition. These solvents have high solvent volatility after ejection, so that the surface of the ink is not uniform after the curing of the color filter, and the step between the ink surfaces is large, which makes it difficult to manufacture color filters.
본 발명은 상술한 종래 기술이 가진 문제점을 해결하기 위한 것으로, 본 발명은 종래 컬러필터용 잉크 조성물에 비해 용매 함량이 현저히 감소되면서도 동등한 점도가 유지되고, 잉크 고형분이 증가되어 잉크 토출성, 잉크 평활성, 잉크 두께, 기계적 강도, 내화학성, 색지수가 향상된 잉크젯 잉크 조성물을 제공하는 데 그 목적이 있다.
Disclosure of Invention Technical Problem [8] Accordingly, the present invention has been made in view of the above-mentioned problems occurring in the prior art, and an object of the present invention is to provide an ink composition for ink- , Ink thickness, mechanical strength, chemical resistance, and color index.
본 발명은 착색제, 모노머, 바인더, 계면활성제, 열개시제 및 용매를 포함하는 컬러필터용 잉크젯 잉크 조성물에 있어서, 상기 모노머는 (i) 3이상의 관능성을 가지는 (메타)아크릴레이트 10 ~ 20 중량% 및; (ii) n-알칸디올 디(메타)아크릴레이트 10 ~ 35 중량%를 포함하여 용매 함량이 전체 잉크 조성물을 기준으로 60 중량% 이하인 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물을 제공한다.The present invention relates to an inkjet ink composition for a color filter comprising a colorant, a monomer, a binder, a surfactant, a thermal initiator and a solvent, wherein the monomer comprises (i) 10 to 20% by weight of (meth) And; (ii) 10 to 35% by weight of n-alkanediol di (meth) acrylate, wherein the solvent content is 60% by weight or less based on the total ink composition.
본 발명의 n-알칸디올 디(메타)아크릴레이트의 알칸기는 탄소수 C4 ~ C8 이 바람직하고, 1,6-헥산디올 디(메타)아크릴레이트 또는 1,5-펜탄디올 디(메타)아크릴레이트인 것이 더욱 바람직하다.The alkane group of the n-alkane diol di (meth) acrylate of the present invention preferably has 4 to 8 carbon atoms, and is preferably 1,6-hexanediol di (meth) acrylate or 1,5-pentanediol di Rate is more preferable.
본 발명의 3이상의 관능성을 가지는 (메타)아크릴레이트는 트리메틸올프로판 트리아크릴레이트(TMPTA), 디펜타에리트리톨 헥사아크릴레이트(DPHA), 디펜타에리트리톨 펜타아크릴레이트(DPHA), 네오펜틸 글리콜 하이드록시피발릭산 에스테르 디아트릴레이트(MANDA), 펜타에리트리톨 트리아크릴레이트 중에서 선택되는 1종 이상인 것이 바람직하고, (메타)아크릴레이트는 트리메틸올프로판 트리아크릴레이트(TMPTA), 디펜타에리트리톨 헥사아크릴레이트(DPHA)인 것이 더욱 바람직하다.The (meth) acrylate having three or more functionalities of the present invention is preferably at least one selected from the group consisting of trimethylolpropane triacrylate (TMPTA), dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPHA), neopentyl glycol (Meth) acrylate is preferably at least one selected from the group consisting of trimethylolpropane triacrylate (TMPTA), dipentaerythritol hexaacrylate (TMPTA), dipentaerythritol tetraacrylate Rate (DPHA).
본 발명의 용매는 디프로필렌글리콜 메틸 에테르 아세테이트, 프로필렌글리콜 메틸 에테르 아세테이트, 프로필렌글리콜 에틸 에테르 아세테이트, 프로필렌글리콜 프로필 에테르 아세테이트, 프로필렌글리콜 부틸 에테르 아세테이트, 프로필렌글리콜 모노메틸 에테르 아세테이트, 디프로필렌글리콜 메틸 에테르 아세테이트 등의 프로필렌글리콜 알킬 에테르 아세테이트, 메탄올, 에탄올, 부틸 알코올, 이소프로필 알코올 중에서 선택되는 1종 이상인 것이 바람직하고, 디프로필렌글리콜 메틸 에테르 아세테이트인 것이 더욱 바람직하다.The solvent of the present invention may be selected from the group consisting of dipropylene glycol methyl ether acetate, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, propylene glycol butyl ether acetate, propylene glycol monomethyl ether acetate, dipropylene glycol methyl ether acetate Of propylene glycol alkyl ether acetate, methanol, ethanol, butyl alcohol and isopropyl alcohol, more preferably at least one selected from dipropylene glycol methyl ether acetate.
본 발명은 전체 잉크 조성물을 기준으로 착색제 5 ~ 10 중량%, 3이상의 관능성을 가지는 (메타)아크릴레이트 모노머 10 ~ 20 중량% 및; n-알칸디올 디(메타)아크릴레이트 모노머 10 ~ 35 중량%, 바인더 1 ~ 10 중량%, 계면활성제 0.1 ~ 2 중량%, 열개시제 1 ~ 4 중량% 및 용매 40 ~ 70 중량% 인 잉크 조성물을 제공한다.
The present invention relates to an ink composition comprising 5 to 10% by weight of a colorant based on the total ink composition, 10 to 20% by weight of a (meth) acrylate monomer having 3 or more functionalities, an ink composition comprising 10 to 35% by weight of n-alkane diol di (meth) acrylate monomer, 1 to 10% by weight of binder, 0.1 to 2% by weight of surfactant, 1 to 4% by weight of thermal initiator and 40 to 70% to provide.
본 발명의 잉크 조성물은 종래 컬러필터용 잉크젯 잉크 조성물에 비해 용매 함량이 10 ~ 35 중량% 감소된 것으로, 감소된 용매 함량을 1,6-헥산디올 디(메타)아크릴레이트 또는 1,5-펜탄디올 디(메타)아크릴레이트와 같은 n-알칸디올 디(메타)아크릴레이트로 대체함에도 동등한 잉크 점도를 나타내어 잉크젯 토출이 가능하며, 휘발 용매의 감소 및 잉크 고형분 증가로 경화시 잉크 평활성 및 두께가 향상될 뿐 아니라, 기계적 물성, 내화학성 및 색지수가 개선되는 효과가 있다.
The ink composition of the present invention has a reduced solvent content of 10 to 35% by weight compared to the inkjet ink composition for conventional color filters, and the reduced solvent content is reduced to 1,6-hexanediol di (meth) acrylate or 1,5- Alkanediol di (meth) acrylate such as diol di (meth) acrylate, ink jet ejection is possible with equivalent ink viscosity, and the ink smoothness and thickness are improved during curing due to reduction of volatile solvent and increase of ink solid content But also mechanical properties, chemical resistance and color index are improved.
도 1은 본 발명의 실시예에 따른 잉크 조성물의 토출시 잉크 방울의 궤적을 촬영한 사진이다.
도 2는 본 발명의 실시예에 따른 잉크 조성물의 토출후 1방울의 직경을 촬영한 사진이다.
도 3은 본 발명의 실시예에 따른 잉크 조성물의 alpha step image 그래프이다.
도 4는 본 발명의 실시예에 따른 잉크 조성물의 Black matrix 표면 사진이다.
도 5는 본 발명의 실시예에 따른 잉크 조성물의 Black matrix 단면의 사진이다.
도 6은 본 발명의 실시예에 따른 잉크 조성물의 CIE 색좌표 그래프이다.BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a photograph of the trajectory of the ink drop of the ink composition of the ink composition according to the embodiment of the present invention. Fig.
FIG. 2 is a photograph of a diameter of one droplet after ejection of the ink composition according to the embodiment of the present invention. FIG.
3 is an alpha step image graph of an ink composition according to an embodiment of the present invention.
4 is a black matrix surface photograph of an ink composition according to an embodiment of the present invention.
5 is a photograph of a black matrix section of an ink composition according to an embodiment of the present invention.
6 is a CIE chromaticity coordinate graph of an ink composition according to an embodiment of the present invention.
본 발명자들은 종래 컬러필터용 잉크젯 잉크 조성물에 사용되는 용매 함량을 낮춘 잉크 조성물을 제조하기 위한 연구를 지속한 결과, 종래 용매 함량을 전체 잉크 조성물을 기준으로 10 ~ 35 중량% 감소시키면서 감소한 용매 만큼 n-알칸디올 디(메타)아크릴레이트 모노머로 대체하더라도 잉크젯에 요구되는 잉크 점도가 유지되는 것을 확인하여 본 발명을 완성하게 되었다.As a result of continuing research to produce an ink composition having a reduced solvent content for use in an inkjet ink composition for a conventional color filter, the present inventors have found that by reducing the conventional solvent content by 10 to 35% by weight based on the total ink composition, -Alkanediol di (meth) acrylate monomer, the ink viscosity required for the inkjet is maintained, and the present invention has been completed.
본 발명의 잉크 조성물은 종래 잉크 조성물에 비해 용매 함량은 현저히 감소되나, 그 점도(viscosity)는 동등하게 유지되므로, 잉크젯 토출성 및 방향성이 양호할 뿐 아니라, 휘발 용매 감소 및 잉크 고형분(모노머 성분)의 증가로 경화시 잉크 평활성 및 두께가 현저히 향상되었으며, 이에 따라 컬러필터에 요구되는 기계성, 내화학성 등 제반 물성과 색지수가 향상되었다.Since the ink composition of the present invention is significantly reduced in solvent content compared with the conventional ink composition, but the viscosity thereof is kept equal, not only the inkjet dischargeability and directionality are good, but also the volatile solvent decrease and the ink solid content (monomer component) , The ink smoothness and thickness were remarkably improved upon curing. Thus, physical properties such as mechanical properties, chemical resistance, and color index required for color filters were improved.
본 발명은 (i) 제1 모노머로 3이상의 관능성을 가지는 (메타)아크릴레이트 10 ~ 20 중량% 및; (ii) 제2 모노머로 n-알칸디올 디(메타)아크릴레이트 10 ~ 35 중량%를 포함함으로써 용매 함량이 전체 잉크 조성물을 기준으로 60 중량% 이하, 바람직하게는 50 중량% 이하의 저용매 잉크젯 잉크 조성물을 제공한다.(I) 10 to 20% by weight of (meth) acrylate having 3 or more functionalities as a first monomer; and (ii) 10 to 35% by weight of n-alkanediol di (meth) acrylate as the second monomer, so that the solvent content is not more than 60% by weight, preferably not more than 50% To provide an ink composition.
본 발명은 전체 잉크 조성물을 기준으로 착색제(안료 또는 염료) 5 ~ 10 중량%, 3이상의 관능성을 가지는 (메타)아크릴레이트 모노머 10 ~ 20 중량% 및; n-알칸디올 디(메타)아크릴레이트 모노머 10 ~ 35 중량%, 바인더 1 ~ 10 중량%, 계면활성제 0.1 ~ 2 중량%, 열개시제 1 ~ 4 중량% 및 용매 40 ~ 70 중량% 인 잉크 조성물을 제공한다.The present invention relates to an ink composition comprising 5 to 10% by weight of a colorant (pigment or dye) based on the total ink composition, 10 to 20% by weight of a (meth) acrylate monomer having 3 or more functionalities, an ink composition comprising 10 to 35% by weight of n-alkane diol di (meth) acrylate monomer, 1 to 10% by weight of binder, 0.1 to 2% by weight of surfactant, 1 to 4% by weight of thermal initiator and 40 to 70% to provide.
종래 컬러필터용 잉크 조성물 제조에 사용되는 모노머로는 반응성 불포화 화합물, 특히 에틸렌성 불포화 이중결합을 가지는 다양한 단관능성 또는 다관능성 (메타)아크릴레이트가 이용되고 있다. 이러한 모노머로는 (메타)아크릴산 등의 단관능성 모노머, 에틸렌글리콜 디(메타)아크릴레이트, 트리에틸렌글리콜 디(메타)아크릴레이트, 1,4-부탄디올 디(메타)아크릴레이트, 1,6-헥산디올 디아크릴레이트, 네오펜틸글리콜 디(메타)아크릴레이트, 펜타에리트리톨 디(메타)아크릴레이트, 비스페놀A 디(메타)아크릴레이트 등의 이관능성 모노머, 그리고 트리메틸올프로판 트리아크릴레이트(TMPTA), 디펜타에리트리톨 헥사아크릴레이트(DPHA), 디펜타에리트리톨 펜타아크릴레이트(DPHA), 네오펜틸 글리콜 하이드록시피발릭산 에스테르 디아트릴레이트(MANDA), 펜타에리트리톨 트리아크릴레이트 등의 다관능성 모노머가 공지되어 있고, 이들 모노머들은 단독 또는 복수 혼합 형태로 이용되었으나, 잉크젯 잉크 조성물에 있어서는 전체 조성물을 기준으로 10 ~ 20 중량% 정도만 함유되는 것으로 알려져 있다. 이러한 이유는 잉크젯과 같이 미세 분사 노즐(약 50㎛)을 통하여 잉크가 토출되어야 하므로 원활한 토출성, 토출방향성을 유지하기 위해서는 점도는 약 15 cps 이하, 바람직하게는 약 12 cps 이하로 유지되어야 하므로, 적절한 점도 조절을 위하여 용매 함량은 전체 조성물을 기준으로 약 70 ~ 80 중량%가 함유되어야 하기 때문이다.BACKGROUND ART [0002] As monomers used in conventional ink compositions for color filters, various monofunctional or multifunctional (meth) acrylates having reactive unsaturated compounds, particularly ethylenically unsaturated double bonds, have been used. Examples of such monomers include monofunctional monomers such as (meth) acrylic acid, ethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, 1,4-butanediol di Diacrylate, diol diacrylate, neopentyl glycol di (meth) acrylate, pentaerythritol di (meth) acrylate and bisphenol A di (meth) acrylate, and trimethylolpropane triacrylate (TMPTA) Polyfunctional monomers such as dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPHA), neopentyl glycol hydroxypivalic acid ester diarylate (MANDA) and pentaerythritol triacrylate are known And these monomers are used singly or in a plurality of mixed form. In the ink-jet ink composition, 10 to 20 It is known to contain only about%. The reason for this is that ink must be ejected through a fine injection nozzle (about 50 mu m) like an ink jet, and therefore, in order to maintain smooth discharge and discharge directionality, the viscosity should be maintained at about 15 cps or less, preferably about 12 cps or less, For proper viscosity control, the solvent content should be about 70 to 80% by weight based on the total composition.
잉크젯 조성물에 있어서 이러한 과량의 용매 함량은 토출성, 방향성은 좋으나, 용매의 휘발성이 강해 노즐 토출시부터 빠르게 휘발될 뿐 아니라, 잉크 경화 후에는 과량의 용매가 휘발되어 잉크 표면의 균일성, 평활성이 좋지 않으며, 구간별 잉크 두께 단차가 커서 컬러필터의 균일층을 형성하기 어려운 문제점이 있었다.Such an excessive amount of solvent in the inkjet composition is good in dischargeability and directionality but is not only rapidly volatilized from the nozzle launch due to the high volatility of the solvent, but also causes excessive solvent volatilization after ink curing, There is a problem that it is difficult to form a uniform layer of the color filter because the step of the thickness of the ink is large in each section.
본 발명자들은 용매 휘발에 따른 상기 문제점을 해결하기 위하여 잉크 조성물 성분 중에서 용매를 대체, 즉 용해도와 점도를 유지할 수 있는 성분에 대해 연구한 결과, 종래 모노머로 알려진 n-알칸디올 디(메타)아크릴레이트를 용매 대체제로 하고, 3관능성 이상의 (메타)아크릴레이트 모노머로 이루어진 2성분계 모노머를 이용하는 경우 종래 70 ~ 80 중량% 이던 용매 함량을 70 중량% 이하, 바람직하게는 60 중량% 이하, 더욱 바람직하게는 50 중량% 이하까지 줄여도 잉크 점도가 크게 증가하지 않는 것을 확인하였다.In order to solve the above-mentioned problems caused by solvent volatilization, the present inventors have researched a component capable of maintaining the solubility and viscosity of the ink composition components, that is, n-alkanediol di (meth) acrylate Is used as a solvent substitute, and a two-component monomer comprising a trifunctional or more (meth) acrylate monomer is used, the solvent content is 70 wt% or less, preferably 60 wt% or less, more preferably 70 to 80 wt% It was confirmed that the ink viscosity did not significantly increase even when the amount of the ink was reduced to 50 wt% or less.
본 발명에서 상기 n-알칸디올 디(메타)아크릴레이트의 n-알칸기는 바람직하게는 탄소수 C4 ~ C8이고, 더욱 바람직하게는 1,6-헥산디올 디(메타)아크릴레이트 또는 1,5-펜탄디올 디(메타)아크릴레이트이다. 본 발명의 잉크 조성물은 상기 n-알칸디올 디(메타)아크릴레이트는 바람직하게는 10 ~ 35 중량%, 바람직하게는 20 ~ 35 중량%, 더욱 바람직하게는 30 ~ 35 중량% 을 포함한다. 상기 모노머의 함량이 10 중량% 이하이며, 용매 대체 효과가 크지 않으며, 35 중량% 이상이면 잉크 점도가 높아져 잉크젯 토출성에 영향을 줄 수 있다.In the present invention, the n-alkane group of the n-alkane diol di (meth) acrylate is preferably a C 4 -C 8 carbon number, more preferably a 1,6-hexane diol di (meth) - pentanediol di (meth) acrylate. In the ink composition of the present invention, the n-alkane diol di (meth) acrylate preferably comprises 10 to 35% by weight, preferably 20 to 35% by weight, more preferably 30 to 35% by weight. The content of the monomer is 10% by weight or less, the effect of substituting the solvent is not significant, and if it is more than 35% by weight, the viscosity of the ink becomes high and the ink jet dischargeability may be affected.
본 발명의 용매는 용해 및 점도를 유지하는 역할로, 디프로필렌글리콜 메틸 에테르 아세테이트, 프로필렌글리콜 메틸 에테르 아세테이트, 프로필렌글리콜 에틸 에테르 아세테이트, 프로필렌글리콜 프로필 에테르 아세테이트, 프로필렌글리콜 부틸 에테르 아세테이트, 프로필렌글리콜 모노메틸 에테르 아세테이트, 디프로필렌글리콜 메틸 에테르 아세테이트 등의 프로필렌글리콜 알킬 에테르 아세테이트 등의 애프로틱 용매(aprotic solvent)와, 메탄올, 에탄올, 부틸 알코올, 이소프로필 알코올 등의 물을 제외한 프로틱 용매(protic solvent)가 모두 이용될 수 있으나, 이에 한정되지는 않는다. 본 발명의 용매는 용해성, 각 성분과의 반응성, 착색제 및 개시제와의 상용성, 잉크 도막 형성의 편리성의 관점에서 애프로틱 용매가 바람직하고, 디프로필렌글리콜 메틸 에테르 아세테이트(DPMA)가 더욱 바람직하다.The solvent of the present invention has a role of maintaining dissolution and viscosity, and it is preferable that the solvent is at least one selected from the group consisting of dipropylene glycol methyl ether acetate, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, propylene glycol butyl ether acetate, propylene glycol monomethyl ether An aprotic solvent such as propylene glycol alkyl ether acetate such as acetone or dipropylene glycol methyl ether acetate and a protic solvent other than water such as methanol, ethanol, butyl alcohol, isopropyl alcohol, etc., But are not limited thereto. The solvent of the present invention is preferably an aprotic solvent and more preferably dipropylene glycol methyl ether acetate (DPMA) from the viewpoints of solubility, reactivity with each component, compatibility with colorant and initiator, convenience of ink film formation .
본 발명에 있어서, 종래 기술과 달리 상기 용매의 전체 조성물을 기준으로 70 중량% 이하, 바람직하게는 60 중량% 이하, 더욱 바람직하게는 50 중량% 이하로 함유된다.In the present invention, unlike the prior art, it is contained in an amount of not more than 70% by weight, preferably not more than 60% by weight, more preferably not more than 50% by weight, based on the total composition of the solvent.
본 발명의 안료 및 염료는 종래 컬러필터 제조에 이용되는 공지의 착색제가 이용될 수 있으나, 구체적으로 안료는 페릴렌, 페리논, 퀴나크리돈, 퀴나크리돈퀴논, 안트라퀴논, 안트안트론, 벤즈이미다졸론, 디스아조 축합, 디스아조, 아조, 인단트론, 프탈로시아닌, 트리아릴카르보늄, 디옥사진, 아미노안트라퀴논, 디케토피롤로피롤, 티오인디고, 이소인돌린, 이소인돌리논, 피란트론 혹은 이소비올란트론계 안료가 이용될 수 있고, 염료는 피라졸아조계, 아닐리노아조계, 트리페닐메탄계, 안트라퀴논계, 안트라피리돈계, 벤질리덴계, 옥소놀계, 피라졸로트리아졸아조계, 피리돈아조계, 시아닌계, 페노티아진계, 피롤로피라졸아조메틴계, 크산틴계, 프탈로시아닌계, 펜조피란계, 인디고계 등의 염료가 이용될 수 있다. 본 발명에 있어서 상기 착색제는 전체 조성물을 기준으로 5 ~ 10 중량% 함유되는 것이 바람직하나 이에 제한되는 것은 아니다.The pigments and dyes of the present invention can be any known colorants conventionally used in the manufacture of color filters, but specifically the pigments include perylene, perinone, quinacridone, quinacridonequinone, anthraquinone, anthanthrone, benz Imidazolone, isoindolinone, pyranthrone, isoindolinone, isoindolinone, pyranthrone, isoindolinone, isoindolinone, pyranthrone, An iso-violanthrone-based pigment may be used. The dye may be selected from the group consisting of pyrazole azo pigments, anilino azo pigments, triphenyl methane pigments, anthraquinone pigments, anthrapyridone pigments, benzylidene pigments, oxolin pigments, pyrazolotriazole pig pigments, , A cyanine dye, a phenothiazine dye, a pyrrolopyrazolamomethine dye, a xanthine dye, a phthalocyanine dye, a penjopyran dye, and an indigo dye. In the present invention, the colorant is preferably contained in an amount of 5 to 10% by weight based on the total composition, but is not limited thereto.
본 발명의 바인더는 종래 컬러필터 제조에 이용되는 공지의 바인더가 이용될 수 있다. 본 발명의 바인더는 복수종의 기능성 모노머의 중합체인 것이 바람직하다. 구체적으로 바인더 수지는 (a)벤질(메타)아크릴레이트, 스티렌, 2-에틸헥실 (메타)아크릴레이트, 또는 2-에틸헥실(메타)아크릴레이트 등과 같이 즉 안료의 벤젠 혹은 알킬기와 친화성을 갖는 모노머, (b)용매 친화성과 산기 부여를 위한 (메타)아크릴산 또는 (메타)아크릴아미드 등과 같이 용매 친화성과 산기 부여를 위한 모노머, (c)탄소수 1 내지 5의 알킬기 또는 2-하이드록시에틸기를 갖는 메타아크릴레이트, 또는 부틸 아클릴레이트, 2-하이드록시-3-페녹시프로필 아크릴레이트(2-Hydroxy-3-phenoxypropyl acrylate), 2-하이드록시-3-페녹시프로필 메타아크릴레이트(HPPM), 2-(4-벤조일-3-하이드록시페녹시)에틸 아크릴레이트[2-(4-benzoil-3-hydroxyphenoxy)ethyl acrylate], 2-(4-벤조일-3-하이드록시페녹시)에틸 메타아크릴레이트, 2-하이드록시프로필-2-(아크릴로일옥시)에틸 프탈레이트[2-hydroxy propyl-2-(acryloxy)ethyl phthalate] 또는 2-하이드록시프로필-2-(메타아크릴로일옥시)에틸 프탈레이트[2-hydroxy propyl-2-(methacryloxy)ethyl phthalate], 3-(2H-벤조트리아졸-2-일)-4-하이드록시페닐에틸 아크릴레이트[3-(2H-benzotriazol-2-yl)-4-hydroxyphenylethyl acrylate], 3-(2H-벤조트리졸-2-일)-4-하이드록시페닐에틸 메타아크릴레이트 등과 같이 기계적 강도와 물성을 위한 모노머 등이 중합된 고분자가 이용될 수 있으나, 이에 한정되는 것은 아니다. 본 발명에 있어서 상기 바인더는 전체 조성물을 기준으로 1 ~ 10 중량%, 바람직하게는 2 ~ 5 중량% 사용될 수 있으나 이에 제한되는 것은 아니다.The binder of the present invention may be any known binder used in conventional color filter fabrication. The binder of the present invention is preferably a polymer of a plurality of functional monomers. Specifically, the binder resin is preferably a mixture of (a) benzyl (meth) acrylate, styrene, 2-ethylhexyl (meth) acrylate or 2-ethylhexyl (B) a monomer for imparting solvent affinity and an acid group, such as (meth) acrylic acid or (meth) acrylamide for solvent affinity and acid group-imparting, (c) an alkyl group having 1 to 5 carbon atoms or a 2-hydroxyethyl group having Methacrylate or butyl acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3-phenoxypropylmethacrylate (HPPM), 2- Benzoyl-3-hydroxyphenoxy) ethyl acrylate], 2- (4-benzoyl-3-hydroxyphenoxy) ethyl methacrylate 2-hydroxypropyl-2- (acryloyloxy) ethyl phthalate Hydroxypropyl-2- (methacryloxy) ethyl phthalate] or 2-hydroxypropyl-2- (methacryloyloxy) ethyl phthalate, 3- (2H-benzotriazol-2-yl) -4-hydroxyphenylethyl acrylate], 3- (2H-benzotriazol- 1-yl) -4-hydroxyphenylethyl methacrylate and the like may be used, but the present invention is not limited thereto. In the present invention, the binder may be used in an amount of 1 to 10% by weight, preferably 2 to 5% by weight based on the total composition, but is not limited thereto.
본 발명에 있어서 열개시제로는 예시적으로 벤조피나콜(Benzopinacol), 2,2'-아조비스이소부티로니트릴(AIBN), 1,1'-아조비스(시클로헥산-1-카보니트릴), 2,2'-아조비스(N-부틸-2-메틸프로피온아미드), 2,2'-아조비스(N-시클로헥실-2-메틸프로피온아미드) 등의 열개시제가 이용되나, 이에 한정되지는 않는다. 본 발명에 있어서 상기 열개시제는 전체 조성물을 기준으로 1 ~ 4 중량% 사용될 수 있으나 이에 제한되는 것은 아니다.Examples of the initiator in the present invention include benzopinacol, 2,2'-azobisisobutyronitrile (AIBN), 1,1'-azobis (cyclohexane-1-carbonitrile) Azo compounds such as 2,2'-azobis (N-butyl-2-methylpropionamide) and 2,2'-azobis (N-cyclohexyl-2-methylpropionamide) Do not. In the present invention, the thermal initiator may be used in an amount of 1 to 4% by weight based on the total composition, but is not limited thereto.
이하 구체적인 실시예를 통하여 본 발명의 잉크젯 잉크 조성물을 상세히 설명한다.
Hereinafter, the ink-jet ink composition of the present invention will be described in detail with reference to specific examples.
준비Ready : 바인더 수지의 제조 : Preparation of binder resin
안료 친화성을 위한 모노머(Ⅰ)로 벤질 메타아크릴레이트(BzMA), 용매 친화성과 산기 부여를 위한 모노머(Ⅱ)로 메타아크릴산(MAA), 안료 친화성과 바인더 물성을 동시에 향상시키기 위한 모노머(Ⅲ)로 2-하이드록시-3-페녹시프로필 메타아크릴레이트(HPPMA)를 이용하여 고분자량의 바인더 수지를 제조하였다. Benzyl methacrylate (BzMA) as a monomer (I) for pigment affinity, methacrylic acid (MAA) as a monomer (II) for imparting solvent affinity and acidity, a monomer (III) for simultaneously improving pigment affinity and binder properties, Hydroxyphenyl-3-phenoxypropylmethacrylate (HPPMA) was used to prepare a high molecular weight binder resin.
바인더 제조 방법은 온도계, 콘덴서, 적하깔대기 및 교반기를 갖춘 3구 플라스크에 반응용매(디프로필렌글리콜 메틸 에테르 아세테이트, DPMA)와 함께 벤질메타아크릴레이트/메타아크릴산/2-하이드록시-3-페녹시프로필 메타아크릴레이트를 56/14/30의 몰비로 투입한 후 질소분위기 하에서 120℃로 승온하였다. 중합개시제로 2,2'-아조비스이소부틸로니트릴(AIBN)을 반응용매(DPMA)에 녹인 후 플라스크에 2시간동안 서서히 균일하게 가한 후 120℃의 반응온도를 유지하면서 추가로 4시간을 반응시켜 하기 화학식 1의 바인더 수지(BHPPM)를 제조하였다. 상기 제조된 바인더 수지의 중량평균 분자량(MW)은 약 16,500이었다.The binder was prepared by reacting benzyl methacrylate / methacrylic acid / 2-hydroxy-3-phenoxypropyl (meth) acrylate with a reaction solvent (dipropylene glycol methyl ether acetate, DPMA) in a three-necked flask equipped with a thermometer, a condenser, a dropping funnel and a stirrer Methacrylate was added in a molar ratio of 56/14/30, and the temperature was raised to 120 占 폚 in a nitrogen atmosphere. After dissolving 2,2'-azobisisobutylonitrile (AIBN) as a polymerization initiator in a reaction solvent (DPMA), it was slowly and uniformly added to the flask for 2 hours, followed by further 4 hours while maintaining the reaction temperature at 120 ° C To prepare a binder resin (BHPPM) represented by the following formula (1). The weight average molecular weight (MW) of the binder resin prepared was about 16,500.
실시예Example 1 One
안료 PB 15:6 8중량%, 상기 제조된 화학식 1의 바인더 수지(BHPPM) 2.5 중량%, 제1 모노머로 트리메틸올프로판 트리아크릴레이트(TMPTA) 13 중량%, 제2 모노머 1,6-헥산디올 디아크릴레이트(1,6-Hexanediol diacrylate) 31.51중량%, 중합개시제 벤조피나콜(Benzopinacol) 1.5중량%, 계면활성제 FC-4430 0.02중량% 및 용매인 디프로필렌글리콜메틸 에테르 아세테이트(DPMA) 42.99 중량%를 혼합하여 잉크 조성물을 제조하였다.
A pigment PB 15: 6 8 wt%, 2.5 wt% of a binder resin (BHPPM) of the formula 1 prepared above, 13 wt% of trimethylolpropane triacrylate (TMPTA) as a first monomer, 2 wt% of a second monomer 1,6- 31.51% by weight of 1,6-hexanediol diacrylate, 1.5% by weight of polymerization initiator benzopinacol, 0.02% by weight of surfactant FC-4430 and 42.99% by weight of dipropylene glycol methyl ether acetate (DPMA) Were mixed to prepare an ink composition.
실시예 2Example 2
실시예 1과 동일한 방법으로 실시하되, Was carried out in the same manner as in Example 1,
제1 모노머로 트리메틸올프로판 트리아크릴레이트(TMPTA) 대신 디펜타에리트리톨 헥사아크릴레이트(DPHA) 13 중량%를, 제2 모노머로 1,6-헥산디올 디아크릴레이트 대신 1,5-펜탄디올 디아클릴레이트 31.51 중량%를 첨가하여 잉크 조성물을 제조하였다.
Except that 13 wt% of dipentaerythritol hexaacrylate (DPHA) was used instead of trimethylolpropane triacrylate (TMPTA) as the first monomer and 1.5 wt% of 1,5-pentanediol diacrylate was used as the second monomer instead of 1,6-hexanediol diacrylate 31.51% by weight of chlorate was added to prepare an ink composition.
실시예 3Example 3
실시예 1과 동일한 방법으로 실시하되, Was carried out in the same manner as in Example 1,
용매인 디프로필렌글리콜메틸 에테르 아세테이트(DPMA)의 함량을 58.74 중량%로 높이고, 제2 모노머인 1,6-헥산디올 디아크릴레이트의 함량을 15.76 중량%로 낮추어 혼합하여 잉크 조성물을 제조하였다.
The content of dipropylene glycol methyl ether acetate (DPMA) as a solvent was increased to 58.74% by weight and the content of 1,6-hexanediol diacrylate as a second monomer was lowered to 15.76% by weight to prepare an ink composition.
실시예 4Example 4
실시예 2와 동일한 방법으로 실시하되, Was carried out in the same manner as in Example 2,
용매인 디프로필렌글리콜메틸 에테르 아세테이트(DPMA)의 함량을 58.74 중량%로 높이고, 제2 모노머인 1,5-펜탄디올 디아크릴레이트의 함량을 15.76 중량%로 낮추어 혼합하여 잉크 조성물을 제조하였다.
The content of dipropylene glycol methyl ether acetate (DPMA) as a solvent was increased to 58.74% by weight and the content of 1,5-pentanediol diacrylate as a second monomer was lowered to 15.76% by weight to prepare an ink composition.
비교예 1Comparative Example 1
실시예 1과 동일한 방법으로 실시하되, Was carried out in the same manner as in Example 1,
1,6-헥산디올 디아크릴레이트 없이 용매인 디프로필렌글리콜메틸 에테르 아세테이트(DPMA)의 함량을 74.5 중량%로 하여 잉크 조성물을 제조하였다.
The content of dipropylene glycol methyl ether acetate (DPMA), which is a solvent without 1,6-hexanediol diacrylate, was 74.5% by weight to prepare an ink composition.
비교예 2Comparative Example 2
실시예 2와 동일한 방법으로 실시하되, Was carried out in the same manner as in Example 2,
1,5-펜탄디올 디아크릴레이트 없이 용매인 디프로필렌글리콜메틸 에테르 아세테이트(DPMA)의 함량을 74.5 중량%로 하여 잉크 조성물을 제조하였다.The content of dipropylene glycol methyl ether acetate (DPMA), which is a solvent without 1,5-pentanediol diacrylate, was adjusted to 74.5% by weight to prepare an ink composition.
상기 실시예 1 내지 4, 비교예 1, 2의 구성 및 함량을 하기 표 1에 도시하였다.The compositions and contents of Examples 1 to 4 and Comparative Examples 1 and 2 are shown in Table 1 below.
실험예1 : 점도 평가Experimental Example 1: Evaluation of viscosity
점도계(Brookfield viscometer DV-E)를 사용하여 실시예 및 비교예의 잉크 조성물의 초기 및 7일 후 점도를 측정하여 하기 표 2에 도시하였다.The viscosity of the ink composition of the examples and comparative examples was measured by using a viscometer (Brookfield viscometer DV-E) after the initial and 7 days, and is shown in Table 2 below.
표 2에 보이는 바와 같이, 실시예 1 내지 4의 잉크 조성물은 용매 량의 감소로 비교예 1, 2에 비해 점도는 약간 상승하였으나, 잉크젯에 요구되는 점도(약 15 cps 이하, 바람직하게는 12 cps 이하)를 충족하는 것을 확인할 수 있었다.
As shown in Table 2, the ink compositions of Examples 1 to 4 showed a slight increase in viscosity as compared with Comparative Examples 1 and 2 due to a decrease in the solvent amount, but the viscosity required for inkjet (about 15 cps or less, preferably 12 cps Or less).
실험예2 : 토출안정성(jetting) 및 방향성 평가EXPERIMENTAL EXAMPLE 2: Discharge Stability (Jetting) and Orientation Evaluation
50 ㎛ 크기의 싱글 노즐을 이용하여 상기 실시예1, 2 및 비교예1, 2에서 제조된 잉크 조성물을 젯팅하면서, 고성능 카메라(Kodak Motion Corder Analyzer PS-110)를 이용하여 액적(droplet)의 궤적을 10컷 분할촬영하여 그 결과를 도 1에 나타내었다.(Kodak Motion Corder Analyzer PS-110) was used while jetting the ink composition prepared in Examples 1 and 2 and Comparative Examples 1 and 2 by using a single nozzle having a size of 50 탆 and a droplet trajectory And the results are shown in Fig.
도 1에 보이는 바와 같이, 본 발명의 실시예 및 비교예에 따른 잉크 조성물은 모두 토출성(젯팅성) 및 방향성이 매우 안정적이었으며 양호하였다. 또한, 실시예1, 2의 잉크 방울은 비교예의 잉크 방울에 비해 ligament(액적 꼬리)가 짧고 굵게 토출되어 비교예에 비해 토출성이 더욱 양호함이 확인되었다.
As shown in FIG. 1, all of the ink compositions according to Examples and Comparative Examples of the present invention were excellent in jetting property (jetting property) and directionality, and were good. In addition, it was confirmed that the ink droplets of Examples 1 and 2 were discharged with a shorter and thicker ligament (droplet tail) than the ink droplets of the Comparative Example, and the discharging property was better than that of Comparative Example.
실험예3 : Alpha step image 평가Experimental Example 3: Alpha step image evaluation
50 ㎛ 크기의 싱글 노즐을 이용하여 유리 기판에 젯팅한 후, 80℃에서 10분간 프리베이크(prebake)를 진행 한 후, 220℃에서 포스트베이크(postbake)를 진행하여 완전 경화시켰다.The mixture was jetted onto a glass substrate using a single nozzle having a size of 50 mu m, prebaked at 80 DEG C for 10 minutes, postbake at 220 DEG C, and completely cured.
도 2는 경화된 잉크 방울의 직경을 나타낸 사진이다. 도 2에 보이는 바와 같이 실시예1,2의 잉크는 각각 153.72㎛, 156.96㎛로 비교예1,2의 166.67㎛, 171.52㎛에 비해 직경이 약간 작은 것을 확인할 수 있었다.2 is a photograph showing the diameter of the cured ink droplet. As shown in Fig. 2, the inks of Examples 1 and 2 were 153.72 탆 and 156.96 탆, respectively, and the diameters were slightly smaller than those of Comparative Examples 1 and 2 of 166.67 탆 and 171.52 탆.
도 3은 Alpha-Step Profiler(KLA Tencor)를 이용하여 잉크의 두께 및 단차를 측정한 그래표이다. 도 3에 보이는 바와 같이, 비교예1, 2는 경화시 용매 휘발량이 많아 표면이 균일하지 않았으며, 측면의 최고 두께와 중간의 최저 두께 간의 단차가 큰 반면, 본 발명의 실시예1, 2의 잉크 표면은 전반적으로 균일하였으며, 잉크 두께의 단차가 비교예에 비해 거의 없는 것을 확인할 수 있었다.
FIG. 3 is a graph showing ink thickness and level difference measured using an Alpha-Step Profiler (KLA Tencor). As shown in FIG. 3, Comparative Examples 1 and 2 had a large amount of solvent volatilization during curing, the surface was not uniform, and the step between the maximum thickness of the side surface and the minimum thickness of the middle was large. On the other hand, The ink surface was uniform on the whole, and it was confirmed that the step thickness of the ink thickness was substantially less than that of the comparative example.
실험예4: Black matrix 표면 및 단면 비교Experimental Example 4: Comparison of black matrix surface and cross section
실시예 1 내지 4 및 비교예1, 2에서 제조된 잉크 조성물을 Black matrix에 Full drop 젯팅한 후, 80℃에서 10분간 프리베이크(prebake)를 진행 한 후, 220℃에서 포스트베이크(postbake)를 진행하여 잉크를 완전하게 경화시켰다.The ink compositions prepared in Examples 1 to 4 and Comparative Examples 1 and 2 were subjected to full drop jetting on a black matrix, followed by prebaking at 80 ° C for 10 minutes, postbaking at 220 ° C And the ink was completely cured by proceeding.
도 4는 경화된 Black matrix 표면을 찍은 사진으로, 도 4에 보이는 바와 같이 비교예1, 2는 용매의 휘발량이 많고, 부분적으로 휘발량이 달라 표면이 균일하지 않는 반면, 실시예 1 내지 4의 잉크 표면은 전체적으로 균일함을 확일할 수 있었다.FIG. 4 is a photograph of a cured black matrix surface. As shown in FIG. 4, in Comparative Examples 1 and 2, the amount of volatilization of the solvent was large and the amount of volatilization varied partially, The surface was uniform throughout.
도 5는 경화된 Black matrix 단면을 찍은 SEM 사진이다. 경화된 잉크층의 두께를 측정한 결과를 하기 표 3에 나타내었다.5 is a SEM photograph of a cured black matrix section. The results of measuring the thickness of the cured ink layer are shown in Table 3 below.
실시예2의 평균 두께는 비교예1, 2에 비해 다소 높았으며, 실시예1의 경우에는 유의적으로 높았음을 확인할 수 있었다.
The average thickness of Example 2 was somewhat higher than those of Comparative Examples 1 and 2, and it was confirmed that the average thickness of Example 1 was significantly higher.
실험예5: CIE 색좌표 관찰Experimental Example 5: CIE color coordinate observation
색지수계를 이용하여 실시예 1 내지 4, 비교예 1, 2의 CIE 색지수를 측정하여 하기 표 4 및 도 6에 도시하였다.The CIE color indices of Examples 1 to 4 and Comparative Examples 1 and 2 were measured using a color paper aqueous system and shown in Table 4 and FIG.
표 4 및 도 6에 도시된 바와 같이, 청색 컬러의 색좌표가 넓어지고 더 뚜렸해지는 것을 확인할 수 있었다. 이는 모노머의 증가에 따른 고형분의 증가로 색상이 더 뚜렸해지는 것으로 이해된다.
As shown in Table 4 and Fig. 6, it was confirmed that the color coordinates of the blue color became wider and more distinct. It is understood that the color becomes more striking due to the increase of the solid content with the increase of the monomer.
실험예6 : 물성 평가Experimental Example 6: Evaluation of physical properties
상기 실시예 및 비교예에서 제조된 바인더 수지 1 내지 5를 이용하여 제조된 잉크 조성물의 물성을 하기와 같은 방법으로 측정하였다.The physical properties of the ink compositions prepared using the binder resins 1 to 5 prepared in the Examples and Comparative Examples were measured by the following methods.
(1) 토출성 : 제조된 잉크 조성물을 50 ㎛ 크기의 싱글 노즐을 이용하여 분사를 확인하고 도트 패턴 및 라인 패턴을 형성, 경화하여 인쇄상태를 평가하였다. 토출량이 5% 감소될 때까지 연속토출되는 시간을 측정하였다(1) Dischargeability: The ink composition was confirmed to be ejected using a single nozzle having a size of 50 mu m, and a dot pattern and a line pattern were formed and cured to evaluate the printing state. And the continuous discharge time was measured until the discharge amount was reduced by 5%
(2) 내열성 평가 : 경화된 잉크도막을 250℃로 1시간 방치한 후의 경화 수지층의 색차를 측정하였다. 경화 수지층의 방치 전후의 색차(△Eab)가 2 이하이면 매우 양호, 2 초과 3 이하이면 양호, 3 초과이면 불량으로 평가하였다.(2) Heat resistance evaluation: The color difference of the cured resin layer after the cured ink coating film was left at 250 캜 for 1 hour was measured. When the color difference (DELTA E.sub.ab ) before and after leaving the cured resin layer was 2 or less, the evaluation was evaluated as being good.
(3) 경화후 표면경도 : 상기 제조된 바인더 수지를 포함한 잉크 조성물을 기판 상에 도포한 후 80℃에서 10분간 프리베이크(prebake)를 진행 한 후, 220℃에서 포스트베이크(postbake)를 진행하여 도포된 잉크를 완전하게 경화시켰다. 이렇게 얻어진 코팅표면을 3H, 4H, 5H 연필로 스크레치 실험을 하여 경도를 측정하였다.(3) Surface hardness after curing: The ink composition containing the above-prepared binder resin was coated on a substrate, prebaked at 80 ° C for 10 minutes, postbaked at 220 ° C, The applied ink was completely cured. The surface of the coating thus obtained was subjected to scratch test with 3H, 4H, and 5H pencils to measure hardness.
(4) 내화학성 평가: 경화된 잉크도막을 이소프로필알콜(IPA) 또는 테트라-메틸암모늄하이드록사이드(TMAH) 중 어느 하나의 용매에 액온 25℃로 1시간 침지한 후에 경화 수지층의 색차를 측정하였다. 경화 수지층의 방치 전후의 색차(△Eab)가 2 이하이면 매우 양호, 2 초과 3 이하이면 양호, 3 초과이면 불량으로 평가하였다.(4) Evaluation of chemical resistance: After immersing the cured ink coating film in a solvent of isopropyl alcohol (IPA) or tetra-methylammonium hydroxide (TMAH) at 25 ° C for 1 hour, the color difference of the cured resin layer Respectively. When the color difference (DELTA E.sub.ab ) before and after leaving the cured resin layer was 2 or less, the evaluation was evaluated as being good.
(5) 휘도 측정: 상기 제조한 바인더 수지를 포함한 잉크 조성물을 기판 상에 도포한 후 80℃에서 10분간 프리 베이크를 진행 한 후, 220℃에서 포스트베이크를 진행하여 도포된 잉크를 완전하게 경화시켰다. 경화 된 잉크도막을 Spectrophotometer를 이용하여 휘도를 측정하였다. 측정지점을 변경하여 5회 측정 후 평균값을 표기하였다.(5) Measurement of luminance: The ink composition containing the binder resin prepared above was coated on a substrate, pre-baked at 80 ° C for 10 minutes, post-baked at 220 ° C to completely cure the applied ink . The cured ink film was measured for brightness using a spectrophotometer. The measurement point was changed and the average value was shown after 5 measurements.
(6) Contrast 측정: 상기 제조한 바인더 수지를 포함한 잉크 조성물을 기판 상에 도포한 후 80℃에서 10분간 프리 베이크를 진행 한 후, 220℃에서 포스트베이크를 진행하여 도포된 잉크를 완전하게 경화시켰다. 경화 된 잉크도막을 Contrast tester를 이용하여 명암비를 측정하였다. (6) Contrast measurement: The ink composition containing the binder resin prepared above was coated on a substrate, pre-baked at 80 ° C for 10 minutes, post-baked at 220 ° C to completely cure the applied ink . The contrast ratio of the cured ink film was measured using a contrast tester.
상기 실험 결과를 하기 표 5에 나타내었다.The experimental results are shown in Table 5 below.
(토출량 5% 감소까지 연속토출시간) Dischargeability
(Continuous discharge time until the discharge amount is reduced by 5%)
(250℃, 60분경과후 △Eab 변화) Heat resistance
(250 deg. C, 60 minutes and then? E ab change)
표면경도Surface hardness
(약품 처리후 △Eab 변화) Chemical resistance
(△ E ab change after chemical treatment)
상기 표 5에 나타난 바와 같이, 본 발명의 바인더 수지는 비교예에 비해 토출성, 내열성, 내마모성, 내화학성, 표면경도에서 우수할 뿐 아니라, 휘도 및 명암대비가 매우 향상된 것을 확인할 수 있었다. 특히, 실시예3의 경우 비교예에 비해 내화학성이 현저히 우수한 것을 확인할 수 있었다. 이는 모노머 량의 증가에 따른 고형분의 증가로 기계적, 화학적 물성이 상승하는 것으로 이해된다.As shown in Table 5, it was confirmed that the binder resin of the present invention was excellent in discharge property, heat resistance, abrasion resistance, chemical resistance, surface hardness, and brightness and contrast in comparison with the comparative example. Particularly, in the case of Example 3, it was confirmed that the chemical resistance was remarkably superior to the Comparative Example. It is understood that the mechanical and chemical properties are increased due to the increase of the solid content with the increase of the monomer amount.
이상의 설명은 본 발명의 일 실시예를 설명한 것으로, 본 발명이 속하는 기술 분야에서 통상의 지식을 가진 자는 본 발명의 본질적 특성에서 벗어나지 않는 범위에서 변형된 형태로 구현할 수 있을 것이다. 따라서, 본 발명의 범위는 전술한 실시예에 한정되지 않고 특허 청구 범위에 기재된 내용과 동등한 범위 내에 있는 다양한 실시 형태가 포함되도록 해석되어야 할 것이다.It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory and are intended to provide further explanation of the invention as claimed. Therefore, the scope of the present invention is not limited to the above-described embodiments, but should be construed to include various embodiments within the scope of the claims.
Claims (9)
전체 잉크 조성물을 기준으로 상기 착색제 5 ~ 10 중량%, 상기 바인더 1 ~ 10 중량%, 상기 계면활성제 0.1 ~ 2 중량%, 상기 열개시제 1 ~ 4 중량% 및 상기 용매 40 ~ 70 중량%를 포함하고,
상기 모노머는 (i) 3이상의 관능성을 가지는 (메타)아크릴레이트 10 ~ 20 중량% 및; (ii) n-알칸디올 디(메타)아크릴레이트 10 ~ 35 중량%를 포함하는 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물.
1. An ink-jet ink composition for a color filter comprising a colorant, a monomer, a binder, a surfactant, a thermal initiator and a solvent,
Based on the total ink composition, 5 to 10% by weight of the colorant, 1 to 10% by weight of the binder, 0.1 to 2% by weight of the surfactant, 1 to 4% by weight of the thermal initiator and 40 to 70% ,
(I) 10 to 20% by weight of (meth) acrylate having 3 or more functionalities; (ii) 10 to 35% by weight of n-alkane diol di (meth) acrylate.
상기 n-알칸디올 디(메타)아크릴레이트의 n-알칸기는 탄소수 C4 ~ C8인 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물.
The method according to claim 1,
The n-alkane group of the n-alkane diol di (meth) acrylate has a carbon number of C 4 to C 8 .
상기 n-알칸디올 디(메타)아크릴레이트는 1,6-헥산디올 디(메타)아크릴레이트 또는 1,5-펜탄디올 디(메타)아크릴레이트인 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물.
3. The method of claim 2,
Wherein the n-alkane diol di (meth) acrylate is 1,6-hexanediol di (meth) acrylate or 1,5-pentanediol di (meth) acrylate. .
상기 3이상의 관능성을 가지는 (메타)아크릴레이트는 트리메틸올프로판 트리아크릴레이트(TMPTA), 디펜타에리트리톨 헥사아크릴레이트(DPHA), 디펜타에리트리톨 펜타아크릴레이트(DPHA), 네오펜틸 글리콜 하이드록시피발릭산 에스테르 디아트릴레이트(MANDA), 펜타에리트리톨 트리아크릴레이트 중에서 선택되는 1종 이상인 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물.
The method according to claim 1,
The (meth) acrylate having three or more functionalities may be selected from the group consisting of trimethylolpropane triacrylate (TMPTA), dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPHA), neopentyl glycol hydroxy (MANDA), and pentaerythritol triacrylate. The low-solvent ink-jet ink composition for a color filter according to claim 1,
상기 용매는 디프로필렌글리콜 메틸 에테르 아세테이트, 프로필렌글리콜 메틸 에테르 아세테이트, 프로필렌글리콜 에틸 에테르 아세테이트, 프로필렌글리콜 프로필 에테르 아세테이트, 프로필렌글리콜 부틸 에테르 아세테이트, 프로필렌글리콜 모노메틸 에테르 아세테이트, 디프로필렌글리콜 메틸 에테르 아세테이트 등의 프로필렌글리콜 알킬 에테르 아세테이트, 메탄올, 에탄올, 부틸 알코올, 이소프로필 알코올 중에서 선택되는 1종 이상인 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물.
The method according to claim 1,
The solvent includes propylene glycol monomethyl ether acetate such as dipropylene glycol methyl ether acetate, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, propylene glycol butyl ether acetate, propylene glycol monomethyl ether acetate and dipropylene glycol methyl ether acetate Glycol alkyl ether acetate, methanol, ethanol, butyl alcohol, and isopropyl alcohol.
전체 잉크 조성물을 기준으로 착색제 5 ~ 10 중량%;
(메타)아크릴레이트는 디(메타)아크릴레이트는 트리메틸올프로판 트리아크릴레이트(TMPTA) 또는 디펜타에리트리톨 헥사아크릴레이트(DPHA) 모노머 10 ~ 20 중량%;
1,6-헥산디올 디(메타)아크릴레이트 또는 1,5-펜탄디올 디(메타)아크릴레이트 모노머 10 ~ 35 중량%;
바인더 1 ~ 10 중량%;
계면활성제 0.1 ~ 2 중량%;
열개시제 1 ~ 4 중량%;
디프로필렌글리콜 메틸 에테르 아세테이트 용매 40 ~ 70 중량% 인 것을 특징으로 하는 컬러필터용 저용매 잉크젯 잉크 조성물.
The method according to claim 1,
5 to 10% by weight of a colorant based on the total ink composition;
(Meth) acrylate is 10 to 20% by weight of a monomer of trimethylolpropane triacrylate (TMPTA) or dipentaerythritol hexaacrylate (DPHA);
10 to 35% by weight of 1,6-hexanediol di (meth) acrylate or 1,5-pentanediol di (meth) acrylate monomer;
1 to 10% by weight of a binder;
0.1 to 2% by weight of a surfactant;
1 to 4% by weight of a thermal initiator;
And 40 to 70% by weight of a dipropylene glycol methyl ether acetate solvent.
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