TWI402619B - A coloring photosensitive resin composition, a black matrix, a color filter, and a liquid crystal display - Google Patents
A coloring photosensitive resin composition, a black matrix, a color filter, and a liquid crystal display Download PDFInfo
- Publication number
- TWI402619B TWI402619B TW097111109A TW97111109A TWI402619B TW I402619 B TWI402619 B TW I402619B TW 097111109 A TW097111109 A TW 097111109A TW 97111109 A TW97111109 A TW 97111109A TW I402619 B TWI402619 B TW I402619B
- Authority
- TW
- Taiwan
- Prior art keywords
- solvent
- resin composition
- photosensitive resin
- colored photosensitive
- mass
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims description 123
- 239000011159 matrix material Substances 0.000 title claims description 24
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 12
- 238000004040 coloring Methods 0.000 title description 42
- 239000002904 solvent Substances 0.000 claims description 149
- 239000000049 pigment Substances 0.000 claims description 41
- 150000001875 compounds Chemical class 0.000 claims description 26
- 239000007787 solid Substances 0.000 claims description 25
- 238000009835 boiling Methods 0.000 claims description 20
- MPAGVACEWQNVQO-UHFFFAOYSA-N 3-acetyloxybutyl acetate Chemical compound CC(=O)OC(C)CCOC(C)=O MPAGVACEWQNVQO-UHFFFAOYSA-N 0.000 claims description 19
- 239000003999 initiator Substances 0.000 claims description 18
- 239000003086 colorant Substances 0.000 claims description 13
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 13
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 claims description 7
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 5
- GEWWCWZGHNIUBW-UHFFFAOYSA-N 1-(4-nitrophenyl)propan-2-one Chemical group CC(=O)CC1=CC=C([N+]([O-])=O)C=C1 GEWWCWZGHNIUBW-UHFFFAOYSA-N 0.000 claims description 2
- BUHVIAUBTBOHAG-FOYDDCNASA-N (2r,3r,4s,5r)-2-[6-[[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound COC1=CC(OC)=CC(C(CNC=2C=3N=CN(C=3N=CN=2)[C@H]2[C@@H]([C@H](O)[C@@H](CO)O2)O)C=2C(=CC=CC=2)C)=C1 BUHVIAUBTBOHAG-FOYDDCNASA-N 0.000 claims 2
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 claims 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 53
- -1 2-ethylhexyl Chemical group 0.000 description 47
- 239000011248 coating agent Substances 0.000 description 39
- 238000000576 coating method Methods 0.000 description 39
- 238000000034 method Methods 0.000 description 33
- 239000000758 substrate Substances 0.000 description 31
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 30
- 230000000052 comparative effect Effects 0.000 description 28
- QMYGFTJCQFEDST-UHFFFAOYSA-N 3-methoxybutyl acetate Chemical compound COC(C)CCOC(C)=O QMYGFTJCQFEDST-UHFFFAOYSA-N 0.000 description 24
- 239000011521 glass Substances 0.000 description 20
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 18
- 229910052799 carbon Inorganic materials 0.000 description 18
- YSVBPNGJESBVRM-UHFFFAOYSA-L disodium;4-[(1-oxido-4-sulfonaphthalen-2-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(N=NC3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)O)=CC=C(S([O-])(=O)=O)C2=C1 YSVBPNGJESBVRM-UHFFFAOYSA-L 0.000 description 18
- 239000006185 dispersion Substances 0.000 description 18
- 230000003746 surface roughness Effects 0.000 description 18
- 239000004593 Epoxy Substances 0.000 description 14
- 239000003822 epoxy resin Substances 0.000 description 14
- 229920000647 polyepoxide Polymers 0.000 description 14
- 150000008065 acid anhydrides Chemical class 0.000 description 13
- 239000000178 monomer Substances 0.000 description 13
- 239000002253 acid Substances 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 12
- 238000001035 drying Methods 0.000 description 12
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 230000007547 defect Effects 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000006229 carbon black Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 230000035945 sensitivity Effects 0.000 description 8
- 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 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 150000007519 polyprotic acids Polymers 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (1R)-1,3-butanediol Natural products CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 5
- 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 description 5
- 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 5
- 229940125904 compound 1 Drugs 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 125000006158 tetracarboxylic acid group Chemical group 0.000 description 5
- 238000001291 vacuum drying Methods 0.000 description 5
- 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 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 238000004220 aggregation Methods 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 239000001055 blue pigment Substances 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 239000012860 organic pigment Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 3
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 3
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000004520 agglutination Effects 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 description 3
- ZBNARPCCDMHDDV-UHFFFAOYSA-N chembl1206040 Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N=NC3=CC=C(C=C3C)C=3C=C(C(=CC=3)N=NC=3C(=CC4=CC(=CC(N)=C4C=3O)S(O)(=O)=O)S(O)(=O)=O)C)=C(O)C2=C1N ZBNARPCCDMHDDV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- FPVGTPBMTFTMRT-UHFFFAOYSA-L disodium;2-amino-5-[(4-sulfonatophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-UHFFFAOYSA-L 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 235000019233 fast yellow AB Nutrition 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 2
- KMOUUZVZFBCRAM-UHFFFAOYSA-N 1,2,3,6-tetrahydrophthalic anhydride Chemical compound C1C=CCC2C(=O)OC(=O)C21 KMOUUZVZFBCRAM-UHFFFAOYSA-N 0.000 description 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 2
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- DZZAHLOABNWIFA-UHFFFAOYSA-N 2-butoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCCCC)C(=O)C1=CC=CC=C1 DZZAHLOABNWIFA-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 2
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
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- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 2
- CNYGFPPAGUCRIC-UHFFFAOYSA-L [4-[[4-(dimethylamino)phenyl]-phenylmethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;2-hydroxy-2-oxoacetate;oxalic acid Chemical compound OC(=O)C(O)=O.OC(=O)C([O-])=O.OC(=O)C([O-])=O.C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1.C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 CNYGFPPAGUCRIC-UHFFFAOYSA-L 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 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
- 230000002744 anti-aggregatory effect Effects 0.000 description 2
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- HSXUHWZMNJHFRV-QIKYXUGXSA-L orange G Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1\N=N\C1=CC=CC=C1 HSXUHWZMNJHFRV-QIKYXUGXSA-L 0.000 description 1
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- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
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- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
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- 238000006116 polymerization reaction Methods 0.000 description 1
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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- 238000006722 reduction reaction Methods 0.000 description 1
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- RCTGMCJBQGBLKT-PAMTUDGESA-N scarlet red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- LGZQSRCLLIPAEE-UHFFFAOYSA-M sodium 1-[(4-sulfonaphthalen-1-yl)diazenyl]naphthalen-2-olate Chemical compound [Na+].C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C(S([O-])(=O)=O)C2=C1 LGZQSRCLLIPAEE-UHFFFAOYSA-M 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- IXNUVCLIRYUKFB-UHFFFAOYSA-M sodium;3-[[4-[[4-(diethylamino)-2-methylphenyl]-[4-[ethyl-[(3-sulfonatophenyl)methyl]azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]-n-ethylanilino]methyl]benzenesulfonate Chemical compound [Na+].CC1=CC(N(CC)CC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC=1C=C(C=CC=1)S([O-])(=O)=O)=C(C=C1)C=CC1=[N+](CC)CC1=CC=CC(S([O-])(=O)=O)=C1 IXNUVCLIRYUKFB-UHFFFAOYSA-M 0.000 description 1
- VRDAELYOGRCZQD-NFLRKZIHSA-M sodium;4-[(2z)-2-[(5e)-5-[(2,4-dimethylphenyl)hydrazinylidene]-4,6-dioxocyclohex-2-en-1-ylidene]hydrazinyl]benzenesulfonate Chemical compound [Na+].CC1=CC(C)=CC=C1N\N=C(/C(=O)C=C\1)C(=O)C/1=N\NC1=CC=C(S([O-])(=O)=O)C=C1 VRDAELYOGRCZQD-NFLRKZIHSA-M 0.000 description 1
- KQRZWHVIXVADGL-UHFFFAOYSA-M sodium;4-[[4-(dibenzylamino)phenyl]-(4-dibenzylazaniumylidenecyclohexa-2,5-dien-1-ylidene)methyl]benzene-1,3-disulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(S(=O)(=O)[O-])=CC=C1C(C=1C=CC(=CC=1)N(CC=1C=CC=CC=1)CC=1C=CC=CC=1)=C(C=C1)C=CC1=[N+](CC=1C=CC=CC=1)CC1=CC=CC=C1 KQRZWHVIXVADGL-UHFFFAOYSA-M 0.000 description 1
- FTUYQIPAPWPHNC-UHFFFAOYSA-M sodium;4-[[4-[benzyl(ethyl)amino]phenyl]-[4-[benzyl(ethyl)azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]benzene-1,3-disulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=CC=CC=2)C=2C(=CC(=CC=2)S([O-])(=O)=O)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC=C1 FTUYQIPAPWPHNC-UHFFFAOYSA-M 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 239000001038 titanium pigment Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
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- 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
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
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- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
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- G—PHYSICS
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- 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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- G—PHYSICS
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- G—PHYSICS
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- 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
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- 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
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- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
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- Organic Chemistry (AREA)
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- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Optics & Photonics (AREA)
- Materials For Photolithography (AREA)
Description
本發明係關於一種著色感光性樹脂組成物、黑色矩陣、彩色濾光片及液晶顯示器。
液晶顯示器等顯示體形成如下結構:於形成有相互對向而成對的電極之2塊基板之間夾持有液晶層。而且,於其中一塊基板的內側,形成有由紅色(R)、綠色(G)及藍色(B)等各色的像素區域所構成之彩色濾光片。該彩色濾光片中,通常以區分為紅色、綠色及藍色的各像素區域之方式形成黑色矩陣。
通常,彩色濾光片係利用微影術而製造。即,首先於基板上塗佈黑色的著色感光性樹脂組成物並使其乾燥,然後進行曝光、顯影,形成黑色矩陣。繼而,將每種紅色、綠色及藍色的各色之著色感光性樹脂組成物反覆進行塗佈、乾燥、曝光及顯影,將各色之像素區域形成於特定位置而製造彩色濾光片。
[專利文獻1]日本專利特開2006-349981號公報
此處,於基板上塗佈著色感光性樹脂組成物後,通常使用真空乾燥裝置(VCD)等進行減壓乾燥。先前,存在如下問題:於進行該減壓乾燥時,著色感光性樹脂組成物中所包含之溶劑會突沸,而產生表面粗糙。因此,於專利文獻1中揭示有一種為防止突沸而含有二丙二醇二甲醚之著色層形成用感放射線性組成物。
然而,即使於使用此種著色層形成用感放射線性組成物而形成塗膜之情形時,亦存在減壓乾燥時產生表面粗糙及乾燥斑之問題。特別是,於使用面積較大的基板之情形時,塗膜之乾燥斑明顯。
又,近年來於製造液晶顯示器時,嘗試有提高黑色矩陣之遮光性,且提高液晶顯示器所顯示圖像之對比度。為提高黑色矩陣之遮光性,必須增加向黑色光阻(black resist)中添加的黑色顏料之添加量。
然而,於為提高黑色矩陣的遮光性而增加黑色顏料的含量之情形時,存在如下問題:於塗佈著色感光性樹脂組成物後進行減壓乾燥時,由於黑色顏料的凝集而產生凝集物。
本發明係鑒於以上課題而完成者,其目的在於提供一種著色感光性樹脂組成物,可防止於塗佈著色感光性樹脂
組成物後進行減壓乾燥時產生表面粗糙及乾燥斑。又,本發明之目的在於提供一種著色感光性樹脂組成物,即使於含有比較多的黑色顏料之情形時,亦可防止於塗佈著色感光性樹脂組成物後進行減壓乾燥時產生凝集物、且可形成遮光性高的黑色矩陣。
本發明者們為達成上述且的而反覆進行積極研究,結果發現,藉由含有特定之難揮發性溶劑作為著色感光性樹脂組成物之溶劑,可解決上述問題,並最終完成本發明。具體而言,本發明提供以下者。
本發明之第一態樣係一種著色感光性樹脂組成物,其係含有(A)光聚合性化合物、(B)光聚合起始劑、(C)著色劑及(S)溶劑者,上述(S)溶劑含有至少一種於100℃的重量變化率為10 TG%以下且於大氣壓下的沸點為200℃以上250℃以下之(R1)難揮發性溶劑。
本發明之第二態樣係一種著色感光性樹脂組成物,其係含有(A)光聚合性化合物、(B)光聚合起始劑、(D)黑色顏料及(S)溶劑,且每單位固形分中有多於40質量%的上述(D)黑色顏料者;上述(S)溶劑含有至少一種溶解度參數為8.7(cal/cm3
)1/2
以上且於大氣壓下的沸點為
200℃以上250℃以下之(R2)難揮發性溶劑。
本發明之第三態樣係一種黑色矩陣,其具有使用本發明之著色感光性樹脂組成物而形成的圖案。
本發明之第四態樣係一種具有本發明之黑色矩陣之彩色濾光片、以及具有該彩色濾光片的液晶顯示器。
依據本發明,因(S)溶劑含有至少一種於100℃的重量變化率為10 TG%以下且於大氣壓下的沸點為200℃以上250℃以下之(R1)難揮發性溶劑,故可防止由著色感光性樹脂組成物所形成之塗膜於減壓乾燥後產生表面粗糙及乾燥斑。又,因(S)溶劑含有至少一種溶解度參數為8.7(cal/cm3
)1/2
以上且於大氣壓下的沸點為200℃以上250℃以下之(R2)難揮發性溶劑,故即使於減壓乾燥時,亦可防止於由著色感光性樹脂組成物所形成之塗膜上產生凝集物。
以下,就本發明之實施形態加以詳細說明。再者,本發明並不受以下實施形態的任何限定。
第1著色感光性樹脂組成物含有(A)光聚合性化合物、(B)光聚合起始劑、(C)著色劑及(S)溶劑,(S)溶劑中含有至少一種於100℃的重量變化率為10 TG%以下且於大氣壓下的沸點為200℃以上250℃以下之(R1)難揮發性溶劑。以下,就第1著色感光性樹脂組成物中所含有之各成分加以說明。
(A)光聚合性化合物係包含具有乙烯性不飽和基之樹脂或單體者。又,作為光聚合性化合物,更好的是將具有乙烯性不飽和基之樹脂及單體加以組合。藉由將具有乙烯性不飽和基之樹脂與具有乙烯性不飽和基之單體加以組合,可提高硬化性,且易於形成圖案形狀。再者,於本說明書中,將具有乙烯性不飽和基之化合物中的質量平均分子量為1000以上者稱為「具有乙烯性不飽和基之樹脂」,將質量平均分子量小於1000者稱為「具有乙烯性不飽和基之單體」。
(具有乙烯性不飽和基之樹脂)
作為具有乙烯性不飽和基之樹脂,可舉出:使(甲基)丙烯酸、反丁烯二酸、順丁烯二酸、反丁烯二酸單甲酯、反丁烯二酸單乙酯、(甲基)丙烯酸2-羥基乙酯、乙二醇單甲醚(甲基)丙烯酸酯、乙二醇單乙醚(甲基)丙烯酸酯、丙
三醇(甲基)丙烯酸酯、(甲基)丙烯醯胺、丙烯腈、甲基丙烯腈、(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸辛酯、乙二醇二(甲基)丙烯酸酯、二乙二醇二丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、四乙二醇二(甲基)丙烯酸酯、丁二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、四羥甲基丙烷四(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯以及咔哚環氧二丙烯酸酯(cardoepoxy diacrylate)等進行聚合而形成之寡聚物類;使(甲基)丙烯酸與將多元醇類與一元酸或多元酸進行縮合而得的聚酯預聚物進行反應而獲得之聚酯(甲基)丙烯酸酯,以及使多元醇與具有2個異氰酸酯基的化合物進行反應後、再與(甲基)丙烯酸反應而獲得之聚胺基甲酸酯(甲基)丙烯酸酯;以及雙酚A型環氧樹脂、雙酚F型環氧樹脂、雙酚S型環氧樹脂、苯酚或甲酚酚醛清漆型環氧樹脂、可溶酚醛型環氧樹脂、三酚基甲烷型環氧樹脂、多羧酸多縮水甘油酯、多元醇多縮水甘油酯、脂肪族或脂環族環氧樹脂、胺環氧樹脂、以及使二羥基苯型環氧樹脂等環氧樹脂與(甲基)丙烯酸進行反應而獲得之環氧
基(甲基)丙烯酸酯樹脂等。進而,可使用使多元酸酐與環氧基(甲基)丙烯酸酯樹脂進行反應而獲得之樹脂。
又,作為具有乙烯性不飽和基之樹脂,可較好地使用使環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)之反應物進一步與多元酸酐(a3)進行反應而獲得之樹脂。
(環氧化合物(a1))
作為環氧化合物(a1),可舉出:縮水甘油醚型、縮水甘油酯型、縮水甘油胺型、脂環型、雙酚A型、雙酚F型、雙酚S型、聯苯型、萘型、芴型、苯酚酚醛清漆型及鄰甲酚型環氧樹脂等。
(含有乙烯性不飽和基之羧酸化合物(a2))
作為含有乙烯性不飽和基之羧酸化合物(a2),較好的是分子中含有丙烯基或甲基丙烯基等反應性乙烯性雙鍵之一元羧酸化合物。作為此種含有乙烯性不飽和基之羧酸化合物,可舉出:丙烯酸、甲基丙烯酸、β-苯乙烯基丙烯酸、β-呋喃甲基丙烯酸、α-氰基肉桂酸及肉桂酸等。該含有乙烯性不飽和基之羧酸化合物(a2)可單獨使用,亦可將兩種以上組合使用。
作為使環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)進行反應之方法,可採用公知的方法。例
如可舉出如下方法:以三乙胺及苄基乙胺等之三級胺,十二烷基三甲基氯化銨、四甲基氯化銨、四乙基氯化銨及苄基三乙基氯化銨等之四級銨鹽,吡啶以及三苯基膦等為觸媒,使環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)於有機溶劑中、於50℃以上150℃以下的反應溫度反應數小時~數十小時。
環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)於反應中之使用量比,以環氧化合物(a1)的環氧當量與含有乙烯性不飽和基的羧酸化合物(a2)的羧酸當量之比計,通常為1:0.5~1:2,較好的是1:0.8~1:1.25,更好的是1:1。藉由設為上述範圍而具有交聯效率提高之傾向。
(多元酸酐(a3))
作為多元酸酐(a3),例如可舉出:順丁烯二酸酐、丁二酸酐、亞甲基丁二酸酐、鄰苯二甲酸酐、四氫鄰苯二甲酸酐、六氫鄰苯二甲酸酐、甲基六氫鄰苯二甲酸酐、甲基四氫鄰苯二甲酸酐、偏苯三甲酸酐、均苯四甲酸二酐(pyromellitic dianhydride)、二苯基酮四甲酸二酐、3-甲基六氫鄰苯二甲酸酐、4-甲基六氫鄰苯二甲酸酐、3-乙基六氫鄰苯二甲酸酐、4-乙基六氫鄰苯二甲酸酐、四氫鄰苯二甲酸酐、3-甲基四氫鄰苯二甲酸酐、4-甲基四氫鄰苯
二甲酸酐、3-乙基四氫鄰苯二甲酸酐以及4-乙基四氫鄰苯二甲酸酐。該等多元酸酐可單獨使用,亦可將兩種以上組合使用。
作為使環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)反應後,進一步與多元酸酐(a3)反應之方法,可採用公知的方法。又,使用量比,以環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)之反應物中的OH基之莫耳數、與多元酸酐(a3)之酸酐基的當量比計,通常為1:1~1:0.1,較好的是1:0.8~1:0.2。藉由設為上述範圍,而具有對顯影液之溶解性變為適度之傾向。
使環氧化合物(a1)與含有乙烯性不飽和基的羧酸化合物(a2)之反應物,進一步與多元酸酐(a3)反應而獲得之樹脂之酸價,以樹脂固形分計,較好的是10 mgKOH/g以上150 mgKOH/g以下,更好的是70 mgKOH/g以上110 mgKOH/g以下。藉由將樹脂之酸價設為10 mgKOH/g以上,可獲得充分的對顯影液之溶解性;又,藉由設為150 mgKOH/g以下,可獲得充分的硬化性,且可使表面性變良好。
又,樹脂之質量平均分子量(Mw)較好的是1000以上40000以下,更好的是2000以上30000以下。藉由將質量
平均分子量設為1000以上,可提高耐熱性及膜強度;又,藉由設為40000以下,可獲得充分的對顯影液之溶解性。
又,作為具有乙烯性不飽和基之樹脂,可較好地使用分子內具有咔哚結構(cardo structure)之樹脂。因具有咔哚結構之樹脂的耐熱性及耐化學性較高,故藉由用於光聚合性化合物中,可提高第1著色感光性樹脂組成物之耐熱性及耐化學性。例如,可較好地使用下式(1)所表示之樹脂。
式(1)中,n為1~20之整數,X為下式(2)所表示之基。
[化2]
又,式(1)中,Y係自順丁烯二酸酐、丁二酸酐、亞甲基丁二酸酐、鄰苯二甲酸酐、四氫鄰苯二甲酸酐、六氫鄰苯二甲酸酐、甲基內亞甲基四氫鄰苯二甲酸酐、氯橋酸酐、甲基四氫鄰苯二甲酸酐以及戊二酸酐等之二羧酸酐中除去羧酸酐基(-CO-O-CO-)之殘基。
又,式(1)中,Z係自均苯四甲酸二酐、二苯基酮四甲酸二酐、聯苯四甲酸二酐以及二苯醚四甲酸二酐等之四羧酸二酐中除去2個羧酸酐基之殘基。
(具有乙烯性不飽和基之單體)
具有乙烯性不飽和基之單體中有單官能單體及多官能單體。
作為單官能單體,可舉出:(甲基)丙烯醯胺、羥甲基(甲基)丙烯醯胺、甲氧基甲基(甲基)丙烯醯股、乙氧基甲基(甲基)丙烯醯胺、丙氧基甲基(甲基)丙烯醯胺、丁氧基甲氧基甲基(甲基)丙烯醯胺、N-羥甲基(甲基)丙烯醯胺、N-羥基甲基(甲基)丙烯醯胺、(甲基)丙烯酸、反丁烯二酸、順丁烯二酸、順丁烯二酸酐、亞甲基丁二酸、亞甲基丁二酸酐、
檸康酸(citraconic acid)、檸康酸酐、丁烯酸、2-丙烯醯胺基-2-甲基丙磺酸、第三丁基丙烯醯胺磺酸、(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙烯酸2-羥基丁酯、(甲基)丙烯酸2-苯氧基-2-羥基丙酯、鄰苯二甲酸2-(甲基)丙烯醯氧基-2-羥基丙酯、丙三醇單(甲基)丙烯酸酯、(甲基)丙烯酸四氫呋喃甲基酯、二甲胺基(甲基)丙烯酸酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸2,2,2-三氟乙酯、(甲基)丙烯酸2,2,3,3-四氟丙酯以及鄰苯二甲酸衍生物之半(甲基)丙烯酸酯等。該等單官能單體可單獨使用,或者將兩種以上組合使用。
另一方面,作為多官能單體,可舉出:乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、四乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、聚丙二醇二(甲基)丙烯酸酯、丁二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、丙三醇二(甲基)丙烯酸酯、季戊四醇三丙烯酸酯、季戊四醇四丙烯酸酯、二季戊四醇五丙烯酸酯、二季戊四醇六丙烯酸酯、季戊四醇二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸
酯、二季戊四醇五(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、2,2-雙(4-(甲基)丙烯醯氧基二乙氧基苯基)丙烷、2,2-雙(4-(甲基)丙烯醯氧基多乙氧基苯基)丙烷、(甲基)丙烯酸2-羥基-3-(甲基)丙烯醯氧基丙酯、乙二醇二縮水甘油醚二(甲基)丙烯酸酯、二乙二醇二縮水甘油醚二(甲基)丙烯酸酯、鄰苯二甲酸二縮水甘油酯二(甲基)丙烯酸酯、丙三醇三丙烯酸酯、苯三醇多縮水甘油醚多(甲基)丙烯酸酯、(甲基)丙烯酸胺基甲酸酯(即,甲苯二異氰酸酯)、三甲基六亞甲基二異氰酸酯及六亞甲基二異氰酸酯等與(甲基)丙烯酸2-羥基乙酯之反應物、亞甲基雙(甲基)丙烯醯胺、(甲基)丙烯醯胺亞甲基醚、多元醇與N-羥甲基(甲基)丙烯醯胺之縮合物、以及三丙烯醯基縮甲醛(triacryl formal)等。該等多官能單體可單獨使用,亦可將兩種以上組合使用。
該具有乙烯性不飽和基之單體的含量,相對於第1著色感光性樹脂組成物之固形分,較好的是5質量%以上50質量%以下,更好的是10質量%以上40質量%以下之範圍。藉由設為上述範圍,而具有易於獲得靈敏度、顯影性及解析性之平衡的傾向。再者,所謂固形分,係指除溶劑以外之成分的總和。
光聚合性化合物之含量,相對於第1著色感光性樹脂
組成物之固形分,較好的是5質量%以上50質量%以下,更好的是10質量%以上40質量%以下。藉由設為上述範圍,而具有易於獲得靈敏度、顯影性及解析性之平衡的傾向。
作為(B)光聚合起始劑,可舉出:1-羥基環己基苯基酮、2-羥基-2-甲基-1-苯基丙烷-1-酮、1-[4-(2-羥基乙氧基)苯基]-2-羥基-2-甲基-1-丙烷-1-酮、1-(4-異丙基苯基)-2-羥基-2-甲基丙烷-1-酮、1-(4-十二烷基苯基)-2-羥基-2-甲基丙烷-1-酮、2,2-二甲氧基-1,2-二苯基乙烷-1-酮、雙(4-二甲胺基苯基)酮、2-甲基-1-[4-(甲硫基)苯基]-2-啉基(morpholino)丙烷-1-酮、2-苄基-2-二甲胺基-1-(4-啉基苯基)丁烷-1-酮、乙酮-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基]-1-(鄰乙醯基肟)、2,4,6-三甲基苯甲醯基二苯基膦氧化物、4-苯甲醯基-4’-甲基二甲基硫醚、4-二甲胺基苯甲酸、4-二甲胺基苯甲酸甲酯、4-二甲胺基苯甲酸乙酯、4-二甲胺基苯甲酸丁酯、苯甲酸4-二甲胺基-2-乙基己酯、苯甲酸4-二甲胺基-2-異戊酯、聯苯甲醯-β-甲氧基乙基乙縮醛、聯苯甲醯二甲基縮酮、1-苯基-1,2-丙二酮-2-(鄰乙氧基羰基)肟、鄰苯甲醯基苯甲酸甲酯、2,4-二乙基噻噸酮、2-氯噻噸酮、2,4-二甲基噻噸酮、1-氯-4-丙氧基噻噸酮、噻噸
(thioxanthene)、2-氯噻噸、2,4-二乙基噻噸、2-甲基噻噸、2-異丙基噻噸、2-乙基蒽醌、八甲基蒽醌、1,2-苯并蒽醌、2,3-二苯基蒽醌、偶氮雙異丁腈、過氧化苯甲醯、過氧化異丙苯、2-巰基苯并咪唑、2-巰基苯并噁唑、2-巰基苯并噻唑、2-(鄰氯苯基)-4,5-二(間甲氧基苯基)咪唑二聚物、二苯基酮、2-氯二苯基酮、p,p’-雙(二甲胺基二苯基酮)、4,4’-雙(二乙胺基二苯基酮)、4,4’-二氯二苯基酮、3,3-二甲基-4-甲氧基二苯基酮、聯苯甲醯、安息香、安息香甲醚、安息香乙醚、安息香異丙醚、安息香正丁醚、安息香異丁醚、安息香丁醚、苯乙酮、2,2-二乙氧基苯乙酮、對二甲基苯乙酮、對二甲胺基苯丙酮、二氯苯乙酮、三氯苯乙酮、對第三丁基苯乙酮、對二甲胺基苯乙酮、對第三丁基三氯苯乙酮、對第三丁基二氯苯乙酮、α,α-二氯-4-苯氧基苯乙酮、噻噸酮(thioxanthone)、2-甲基噻噸酮、2-異丙基噻噸酮、二苯并環庚酮(dibenzosuberone)、4-二甲胺基苯甲酸戊酯、9-苯基吖啶、1,7-雙(9-吖啶基)庚烷、1,5-雙(9-吖啶基)戊烷、1,3-雙(9-吖啶基)丙烷、對甲氧基三嗪、2,4,6-三(三氯甲基)均三嗪、2-甲基-4,6-雙(三氯甲基)均三嗪、2-[2-(5-甲基呋喃-2-基)乙烯基]-4,6-雙(三氯甲基)均三嗪、2-[2-(呋喃-2-基)乙烯基]-4,6-雙(三氯甲基)均三嗪、2-[2-(4-二乙胺基-2-甲基
苯基)乙烯基]-4,6-雙(三氯甲基)均三嗪、2-[2-(3,4-二甲氧基苯基)乙烯基]-4,6-雙(三氯甲基)均三嗪、2-(4-甲氧基苯基)-4,6-雙(三氯甲基)均三嗪、2-(4-乙氧基苯乙烯基)-4,6-雙(三氯甲基)均三嗪、2-(4-正丁氧基苯基)-4,6-雙(三氯甲基)均三嗪、2,4-雙(三氯甲基)-6-(3-溴-4-甲氧基)苯基-均三嗪、2,4-雙(三氯甲基)-6-(2-溴-4-甲氧基)苯基-均三嗪、2,4-雙(三氯甲基)-6-(3-溴-4-甲氧基)苯乙烯基苯基-均三嗪以及2,4-雙(三氯甲基)-6-(2-溴-4-甲氧基)苯乙烯基苯基-均三嗪等。該等之中,就靈敏度方面而言,尤其好的是使用肟系光聚合起始劑。該等光聚合起始劑可單獨使用,亦可將兩種以上組合使用。
光聚合起始劑之含量,相對於第1著色感光性樹脂組成物之固形分,較好的是0.5質量%以上30質量%以下,更好的是1質量%以上20質量%以下。藉由設為上述範圍,可獲得充分的耐熱性及耐化學性,又,可提高成膜性,且抑制光硬化不良。
作為(C)著色劑,並無特別限定,可使用先前公知的顏料或染料。例如,於使用第1著色感光性樹脂組成物而形成黑色矩陣或黑色條紋(black stripe)之情形時,可使用:碳黑、鈦黑、氧化鉻、氧化鐵、苯胺黑、苝系顏料、
C.I.顏料黑123等。又,亦可適當使用:被環氧樹脂等包覆之碳黑;鈦、錳、鐵、銅及鈷等的複合氧化物等之無機系黑色顏料;以下所示有機顏料之組合;以及有機顏料與上述黑色顏料之組合。
再者,於第1著色感光性樹脂組成物中,可利用黑色顏料分散液將黑色顏料分散,亦可使用作為無機系黑色顏料分散液之御國色素公司製造之「碳分散液CF Black(含有濃度為20%之碳)」、御國色素公司製造之「碳分散液CF Black(含有24%之高電阻碳)」以及御國色素公司製造之「鈦黑分散液CF Black(含有20%之黑鈦顏料)」等。又,作為有機系顏料分散液,例如亦可使用御國色素公司製造之「紫顏料分散液(含有10%之紫顏料)」以及御國色素公司製造之「藍顏料分散液CF BLUE(含有20%之藍顏料)」。
又,於紅色、綠色、藍色、青色、洋紅色、黃色等彩色之情形時,例如可舉出日本專利特開昭60-237403號公報及日本專利特開平4-310901號公報中所記載之顏料或染料。
具體而言,以色彩索引編號(C.I.No.)表示為如下者的透明性高,而且耐熱性、耐候性及耐化學性優異,因此適於使用。
黃色顏料:C.I.20、24、83、86、93、109、110、117、
125、129、137、138、139、147、148、150、153、154、166、168、180、185、195
橙色顏料:C.I.36、43、51、55、59、61
紅色顏料:C.I.9、97、122、123、149、168、177、180、192、215、216、217、220、223、224、226、227、228、240、254
紫色顏料:C.I.19、23、29、30、37、40、50
藍色顏料:C.I.15、15:3、15:6、22、60、64
綠色顏料:C.I.7、36
茶色顏料:C.I.23、25、26。
又,作為染料,具體而言,C.I.No.中,適宜使用以下染料:黃色染料:C.I.直接黃1、C.I.直接黃11、C.I.直接黃12、C.I.直接黃28、C.I.酸性黃1、C.I.酸性黃3、C.I.酸性黃11、C.I.酸性黃17、C.I.酸性黃23、C.I.酸性黃38、C.I.酸性黃40、C.I.酸性黃42、C.I.酸性黃76、C.I.酸性黃98、C.I.鹼性黃1、C.I.分散黃3、C.I.分散黃4、C.I.分散黃7、C.I.分散黃31、C.I.分散黃61、C.I.溶劑黃2、C.I.溶劑黃14、C.I.溶劑黃15、C.I.溶劑黃16、C.I.溶劑黃21、C.I.溶劑黃33、C.I.溶劑黃56
橙色染料:C.I.酸性橙1、C.I.酸性橙7、C.I.酸性橙
8、C.I.酸性橙10、C.I.酸性橙20、C.I.酸性橙24、C.I.酸性橙28、C.I.酸性橙33、C.I.酸性橙56、C.I.酸性橙74、C.I.直接橙1、C.I.分散橙5、C.I.溶劑橙1、C.I.溶劑橙2、C.I.溶劑橙5、C.I.溶劑橙6、C.I.溶劑橙45
紅色染料:C.I.直接紅20、C.I.直接紅37、C.I.直接紅39、C.I.直接紅44、C.I.酸性紅6、C.I.酸性紅8、C.I.酸性紅9、C.I.酸性紅13、C.I.酸性紅14、C.I.酸性紅18、C.I.酸性紅26、C.I.酸性紅27、C.I.酸性紅51、C.I.酸性紅52、C.I.酸性紅87、C.I.酸性紅88、C.I.酸性紅89、C.I.酸性紅92、C.I.酸性紅94、C.I.酸性紅97、C.I.酸性紅111、C.I.酸性紅114、C.I.酸性紅115、C.I.酸性紅134、C.I.酸性紅145、C.I.酸性紅154、C.I.酸性紅180、C.I.酸性紅183、C.I.酸性紅184、C.I.酸性紅186、C.I.酸性紅198、C.I.鹼性紅12、C.I.鹼性紅13、C.I.分散紅5、C.I.分散紅7、C.I.分散紅13、C.I.分散紅17、C.I.分散紅58、C.I.溶劑紅1、C.I.溶劑紅3、C.I.溶劑紅8、C.I.溶劑紅23、C.I.溶劑紅24、C.I.溶劑紅25、C.I.惡計紅27、C.I.溶劑紅30、C.I.溶劑紅49、C.工.溶劑紅100
紫色染料:C.I.直接紫22、C.I.酸性紫49、C.I.鹼性紫2、C.I.鹼性紫7、C.I.鹼性紫10、C.I.分散紫24
藍色染料:C.I.直接藍25、C.I.直接藍86、C.I.直接
藍90、C.I.直接藍108、C.I.酸性藍1、C.I.酸性藍7、C.I.酸性藍9、C.I.酸性藍15、C.I.酸性藍103、C.I.酸性藍104、C.I.酸性藍158、C.I.酸性藍161、C.I.鹼性藍1、C.I.鹼性藍3、C.I.鹼性藍9、C.I.鹼性藍25
綠色染料:C.I.酸性綠3、C.I.酸性綠9、C.I.酸性綠16、C.I.鹼性綠1、C.I.鹼性綠4
茶色染料:C.I.直接棕6、C.I.直接棕58、C.I.直接棕95、C.I.直接棕101、C.I.直接棕173、C.I.酸性棕14等。
上述顏料及/或染料之含量,相對於第1著色感光性樹脂組成物之固形分,較好的是1質量%以上70質量%以下之範圍,更好的是20質量%以上60質量%以下之範圍。若上述顏料及/或染料之含量小於1質量%,則難以發揮彩色濾光片之功能;另一方面,若超過70質量%,則存在靈敏度降低,且硬化後之塗膜的耐熱性及耐化學性降低之可能性。
(S)溶劑含有至少一種(R1)難揮發性溶劑。
((R1)難揮發性溶劑)
(R1)難揮發性溶劑係於100℃的重量變化率為10 TG%以下且於大氣壓下的沸點為200℃以上250℃以下之溶劑。藉由含有該難揮發性溶劑,可防止由第1著色感光性
樹脂組成物所形成之塗膜於減壓乾燥後產生表面粗糙及乾燥斑。又,上述難揮發性溶劑,藉由其沸點為250℃以下,而於第1著色感光性樹脂組成物之圖案形成後進行後烘烤時,可容易地將其除去。即,可防止溶劑殘留於由第1著色感光性樹脂組成物所形成之黑色矩陣、彩色濾光片上。於上述沸點為220℃以上240℃以下之情形時,就上述效果優異之方面而言為較好。又,較好的是該難揮發性溶劑於20℃之上述飽和蒸氣壓為2 mmHg以下。
又,就進一步防止減壓乾燥後產生上述表面粗糙及乾燥斑之方面而言,難揮發性溶劑於100℃之重量變化率更好的是1 TG%以上9 TG%以下,進而較好的是4 TG%以上8 TG%以下。
此處,所謂「於100℃之重量變化率」,係指每單位時間的溶劑之重量變化。本說明書中,係藉由將溶劑添加至保溫於100℃的熱天平中,於大氣中求出溶劑重量之變化量,而測定者。
難揮發性溶劑之含量,相對於溶劑之總量,較好的是0.1質量%以上。藉由難揮發性溶劑之含量為0.1質量%以上,而可進一步抑制於由第1著色感光性樹脂組成物所形成之塗膜上產生表面粗糙及乾燥斑。又,難揮發性溶劑之含量,相對於溶劑之總量,較好的是10質量%以下。藉由
難揮發性溶劑之含量為10質量%以下,而可良好地保持第1著色感光性樹脂組成物之塗佈性及成膜性,並且於後烘烤時可容易地除去難揮發性溶劑,可防止溶劑殘留於所形成之彩色濾光片上。上述含量更好的是1質量%以上8質量%以下,進而較好的是3質量%以上7質量%以下。
作為難揮發性溶劑,具體可舉出:γ-丁內酯(GBL)、二丙二醇甲醚乙酸酯(DPMA)、1,3-丁二醇二乙酸酯(1,3-BGA)、二乙二醇單乙酯乙酸酯(EDGAC)、或者二乙二醇單丁醚乙酸酯(BDGAC)。該等之中較好的是1,3-丁二醇二乙酸酯。再者,γ-丁內酯之沸點為204℃、於100℃之重量變化率為9.1 TG%。其他溶劑示於表1中。
進而,較好的是難揮發性溶劑之溶解度參數為9(cal/cm3
)1/2
以上。藉由溶解度參數為9(cal/cm3
)1/2
以上,而使難揮發性溶劑與第1著色感光性樹脂組成物中除著色劑以外之固形成分的相容性提高,且可防止由第1著色感光性樹脂組成物所形成之塗膜於減壓乾燥後產生凝集物。一般認為其原因在於,於由第1著色感光性樹脂組成物所形成之塗膜中,難揮發性溶劑殘留直至減壓乾燥之末期,著色劑之分散性保持良好,因此塗膜中之著色劑的凝集被抑制。又,較好的是,難揮發性溶劑之溶解度參數為11(cal/cm3
)1/2
以下。藉由溶解度參數為11(cal/cm3
)1/2
以下,可防止難揮發性溶劑與第1著色感光性樹脂組成物中除著色劑以外之固形成分的相容性降低,可進一步抑制凝集物的產生。
溶劑中亦可含有上述難揮發性溶劑以外之溶劑(其他溶劑)。作為其他溶劑,並無特別限定,可使用著色感光性樹脂組成物中通常所使用之溶劑。作為其他溶劑,具體可舉出:乙二醇單甲醚、乙二醇單乙醚、乙二醇單正丙醚、乙二醇單正丁醚、二乙二醇單甲醚、二乙二醇單乙醚、二乙二醇單正丙醚、二乙二醇單正丁醚、三乙二醇單甲醚、三乙二醇單乙醚、丙二醇單甲醚、丙二醇單乙醚、丙二醇單正丙醚、丙二醇單正丁醚、二丙二醇單甲醚、二丙二醇單乙醚、二丙二醇單正丙醚、二丙二醇單正丁醚、三丙二醇單甲醚及三丙二醇單乙醚等之(多)烷二醇單烷基醚類;乙二醇單甲醚乙酸酯、乙二醇單乙醚乙酸酯、二乙二醇單甲醚乙酸酯、丙二醇單甲醚乙酸酯及丙二醇單乙醚乙酸酯等之(多)烷二醇單烷基醚乙酸酯類;二乙二醇二甲醚、二乙二醇甲基乙基醚、二乙二醇二乙醚及四氫呋喃等其他醚類;甲基乙基酮、環己酮、2-庚酮及3-庚酮等之酮類;2-羥基丙酸甲酯及2-羥基丙酸乙酯等之乳酸烷基酯類;2-羥基-2-甲基丙酸乙酯、3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、乙氧基乙酸
乙酯、羥基乙酸乙酯、2-羥基-3-甲基丁酸甲酯、乙酸3-甲氧基丁酯、乙酸3-甲基-3-甲氧基丁酯、丙酸3-甲基-3-甲氧基丁酯、乙酸乙酯、乙酸正丙酯、乙酸異丙酯、乙酸正丁酯、乙酸異丁酯、甲酸正戊酯、乙酸異戊酯、丙酸正丁酯、丁酸乙酯、丁酸正丙酯、丁酸異丙酯、丁酸正丁酯、丙酮酸甲酯、丙酮酸乙酯、丙酮酸正丙酯、乙醯乙酸甲酯、乙醯乙酸乙酯及2-氧丁酸乙酯等其他酯類;甲苯及二甲苯等之芳香族烴類;以及N-甲基吡咯烷酮、N,N-二甲基甲醯胺及N,N-二甲基乙醯胺等之醯胺類等。該等之中,乙酸3-甲氧基丁酯表現出對光聚合性化合物、光聚合起始劑的優異之溶解性,並且使黑色顏料等不溶性成分的分散性變得良好,因此較好。又,亦較好的是丙二醇單甲醚乙酸酯及環己酮。其他溶劑可單獨使用,亦可將兩種以上組合使用。尤其好的是將乙酸3-甲氧基丁酯、丙二醇單甲醚乙酸酯及環己酮此三種溶劑組合使用。
再者,第1著色感光性樹脂組成物之溶劑,較好的是其固形分之濃度成為1質量%以上50質量%以下之量,更好的是成為5質量%以上30質量%以下之量。藉由溶劑量在上述範圍內,而可良好地保持第1著色感光性樹脂組成物之成膜性及塗佈性。
第1著色感光性樹脂組成物中可視需要而含有添加劑。作為添加劑,可舉出:熱聚合抑制劑、消泡劑、界面活性劑、敏化劑、硬化促進劑、光交聯劑、光敏化劑、分散劑、分散助劑、填充劑、密著促進劑、抗氧化劑、紫外線吸收劑及抗凝集劑等。作為分散劑,較好的是使用聚胺基甲酸酯樹脂系分散劑等之高分子分散劑。
第1著色感光性樹脂組成物係藉由以攪拌機將上述各成分全部混合而獲得。再者,亦可使用過濾器進行過濾,以使所獲得之混合物變得均勻。
第2著色感光性樹脂組成物含有(A)光聚合性化合物、(B)光聚合起始劑、(D)黑色顏料及(S)溶劑,(D)黑色顏料在每單位固形分中多於40質量%,(S)溶劑中含有溶解度參數為8.7(cal/cm3
)1/2
以上且於大氣壓下的沸點為200℃以上250℃以下之至少一種(R2)難揮發性溶劑。其中,因其中(A)光聚合性化合物及(B)光聚合起始劑與第1著色感光性樹脂組成物為相同,故以下就除該等以外的第2著色感光性樹脂組成物中所含有之各成分加以說明。
對於(D)黑色顏料並無特別限定,可使用黑色光阻劑中所使用的先前公知之顏料。具體而言,可使用:碳黑(CB)、鈦黑、氧化鉻、氧化鐵、苯胺黑、苝系顏料及C.I.溶劑黑123等。又,亦可適當採用:被環氧樹脂等包覆之碳黑;鈦、錳、鐵、銅及鈷等的複合氧化物等之無機系黑色顏料。
再者,於第2著色感光性樹脂組成物中,亦可使用黑色顏料分散液而使黑色顏料分散,可使用作為無機系黑色顏料分散液之御國色素公司製造之「碳分散液CF Black(含有濃度為20%之碳)」以及御國色素公司製造之「碳分散液CF Black(含有24%之高電阻碳)」等。
上述黑色顏料之含量,相對於著色感光性樹脂組成物之固形分,為大於40質量%,較好的是45質量%以上,更好的是50質量%以上。藉由使其多於40質量%,可獲得遮光性優異之著色感光性樹脂組成物。另一方面,上述黑色顏料之含量,相對於第2著色感光性樹脂組成物之固形分,較好的是70質量%以下。藉此,可良好地保持靈敏度、硬化後之塗膜的耐熱性及耐化學性。
於第2著色感光性樹脂組成物中,藉由含有上述含量範圍內之黑色顏料,可獲得遮光性(光學密度、OD值)高之著色感光性樹脂組成物。具體而言,藉由使黑色顏料之
含量多於40質量%,可將使用第2著色感光性樹脂組成物而形成厚度為1 μm之黑色矩陣時的光學密度設為4.0以上之值。光學密度更好的是4.3以上,進而較好的是4.5以上。
又,為達成高電阻值化或調整色調,亦可在不使遮光性能下降的範圍內,於上述黑色顏料中添加有機顏料或染料等已於第1著色感光性樹脂組成物中說明之著色劑。
(S)溶劑中含有至少一種(R2)難揮發性溶劑。
((R2)難揮發性溶劑)
(R2)難揮發性溶劑之溶解度參數為8.7(cal/cm3
)1/2
以上,較好的是9(cal/cm3
)1/2
以上,於大氣壓下之沸點為200℃以上250℃以下。藉由沸點為200℃以上250℃以下之難揮發性溶劑的溶解度參數為8.7(cal/cM3
)1/2
以上,而使難揮發性溶劑與第2著色感光性樹脂組成物中除黑色顏料以外之固形成分的相容性提高,且可防止減壓乾燥後於由第2著色感光性樹脂組成物所形成之塗膜中產生凝集物。一般認為其原因在於,於由第2著色感光性樹脂組成物所形成之塗膜中,難揮發性溶劑殘留直至減壓乾燥的末期,從而良好地保持黑色顏料之分散性,因此塗膜中之黑色顏料的凝集被抑制。又,較好的是,難揮發性溶劑
之溶解度參數為11(cal/cm3
)1/2
以下。藉由溶解度參數為11(cal/cm3
)1/2
以下,可防止難揮發性溶劑與第2著色感光性樹脂組成物中除黑色顏料以外之固形成分的相容性之降低,可進一步抑制凝集物之產生。
進而,藉由上述沸點為200℃以上,可防止減壓乾燥後於塗膜上產生表面粗糙及乾燥斑。又,藉由沸點為250℃以下,而使難揮發性瑢劑於第2著色感光性樹脂組成物之圖案形成後進行後烘烤時,容易地被除去。即,可防止溶劑殘留在由第2著色感光性樹脂組成物所形成之黑色矩陣、彩色濾光片中。進而,特別是即使使用面積較大的基板,亦可防止塗膜之乾燥斑。
又,難揮發性溶劑於20℃之飽和蒸氣壓較好的是2 mmHg以下。
此外,難揮發性溶劑於100℃之重量變化率較好的是10 TG%以下。藉由將難揮發性溶劑之重量變化率設為10 TG%以下,可進一步防止由第2著色感光性樹脂組成物所形成之塗膜中於減壓乾燥後產生凝集物。又,亦可防止乾燥後之塗膜上產生表面粗糙及乾燥斑。就使上述效果更加優異之方面而言,上述重量變化率更好的是1 TG%以上9 TG%以下,進而較好的是4 TG%以上8 TG%以下。
此處,所謂「於100℃之重量變化率」,係指每單位時
間之溶劑重量變化。於本說明書中,係指藉由將溶劑添加至保溫於100℃的熱天平中於大氣中求出溶劑之重量變化量,而測定者。
難揮發性溶劑之含量,相對於溶劑之總量,較好的是0.1質量%以上。藉由難揮發性溶劑之含量為0.1質量%以上,可進一步防止由第2著色感光性樹脂組成物所形成之塗膜中產生凝集物,並且亦可防止表面粗糙及乾燥斑。又,難揮發性溶劑之含量,相對於溶劑之總量,較好的是10質量%以下。藉由難揮發性溶劑之含量為10質量%以下,可良好地保持第2著色感光性樹脂組成物之塗佈性及成膜性,並且於後烘烤時可容易地除去難揮發性溶劑,可防止溶劑殘留於所形成之黑色矩陣上。為了進一步提高上述效果,上述含量更好的是1質量%以上8質量%以下,進而較好的是3質量%以上7質量%以下。
作為難揮發性溶劑,具體可舉出:1,3-丁二醇二乙酸酯(1,3-BGA)、二丙二醇甲醚乙酸酯(DPMA)、二乙二醇單乙醚乙酸酯(EDGAC)、或者二乙二醇單丁醚乙酸酯(BDGAC)。該等之中,較好的是1,3-丁二醇二乙酸酯及二乙二醇單丁醚乙酸酯。
溶劑中亦可含有除上述難揮發性溶劑以外之溶劑(其他溶劑)。對於其他溶劑並無特別限定,可使用於第1著色
感光性樹脂組成物中所說明之溶劑。尤其好的是將乙酸3-甲氧基丁酯、丙二醇單甲醚乙酸酯及環己酮此3種溶劑組合使用。
再者,第2著色感光性樹脂組成物之溶劑的固形分濃度較好的是成為1質量%以上50質量%以下之量,更好的是成為5質量%以上30質量%以下之量。藉由溶劑量在上述範圍內,可良好地保持第2著色感光性樹脂組成物之成膜性或塗佈性。
第2著色感光性樹脂組成物中可視需要含有添加劑。作為添加劑,可舉出:熱聚合抑制劑、消泡劑、界面活性劑、敏化劑、硬化促進劑、光交聯劑、光敏化劑、分散劑、分散助劑、填充劑、密著促進劑、抗氧化劑、紫外線吸收劑及抗凝集劑等。作為分散劑,較好的是使用聚胺基甲酸酯樹脂系分散劑等之高分子分散劑。
第2著色感光性樹脂組成物係以攪拌機將上述各成分全部加以混合而獲得。再者,亦可使用過濾器進行過濾,以使所獲得之混合物變得均勻。
彩色濾光片中之黑色矩陣係使用第1或第2著色感光
性樹脂組成物而形成。即,使用輥塗機、反輥塗佈機及棒塗機等接觸轉印型塗佈裝置或旋轉器(旋轉式塗佈裝置)、刮刀式塗佈機(slitcoater)及淋幕式塗佈機等非接觸型塗佈裝置,將第1或第2著色感光性樹脂組成物塗佈於由玻璃、聚對苯二甲酸乙二酯、丙烯酸系樹脂及聚碳酸酯等所構成之基板上。
繼而,使經塗佈之第1或第2著色感光性樹脂組成物乾燥而形成塗膜。乾燥方法並無特別限定,例如可舉出如下方法:使用真空乾燥裝置於室溫進行減壓乾燥,其後利用加熱板於80℃以上120℃以下、較好的是90℃以上100℃以下之溫度,乾燥60秒以上120秒以下。
繼而,透過負型光罩向該塗膜照射紫外線、準分子雷射光等活性能量線,使其部分曝光。所照射之能量線量則依第1或第2著色感光性樹脂組成物之組成而不同,例如較好的是30 mJ/cm2
以上2000 mJ/cm2
以下。
繼而,利用顯影液對曝光後之塗膜進行顯影,藉此形成所需形狀之圖案。顯影方法並無特別限定,例如可採用浸漬法、噴霧法等。作為顯影液,可舉出:單乙醇胺、二乙醇胺及三乙醇胺等之有機系顯影液;或氫氧化鈉、氫氧化鉀、碳酸鈉、氨及四級銨鹽等的水溶液。
繼而,於220℃~250℃左右、較好的是230℃~240
℃左右,將顯影後之圖案進行後烘烤。此時,較好的是對所形成之圖案進行全面曝光。藉此,可形成具有規定圖案形狀之黑色矩陣。
對分散有紅色、綠色及藍色顏料之著色感光性樹脂組成物進行以上操作,形成各色之像素圖案。藉此形成彩色濾光片。
再者,於製造彩色濾光片時,亦可將紅色、綠色及藍色的各色墨水自噴墨噴頭噴射至被黑色矩陣所劃分之各區域,以熱或光使積蓄之墨水硬化,而製造彩色濾光片。
於使用第1著色感光性樹脂組成物之情形時,於塗佈於基板上後使用真空乾燥裝置進行減壓乾燥時,亦不會產生溶劑之突沸或急遽的蒸發等。因此,可防止乾燥後於塗膜產生表面粗糙及乾燥斑。又,於使用第2著色感光性樹脂組成物之情形時,於塗佈於基板上後使用真空乾燥裝置進行減壓乾燥時,亦可防止凝集物的產生,可形成遮光性高之黑色矩陣。
液晶顯示器係具備具有黑色矩陣之彩色濾光片者。製造液晶顯示器時,於基板上形成上述彩色濾光片,繼而依序形成電極、間隔件等。然後,於另一塊基板上形成電極等,將兩塊基板對組,再注入規定量之液晶,密封,利用
常法來製造。
首先,向500 ml之四口燒瓶中,加入雙酚芴型環氧樹脂235 g(環氧當量235)、四甲基氯化銨110 mg、2,6-二第三丁基-4-甲基苯酚100 mg及丙烯酸72.0 g,一面以25 ml/分的速度向其中吹入空氣,一面於90℃~100℃進行加熱溶解。其次,於溶液成為白濁之狀態下緩慢升溫,加熱至120℃使其完全溶解。此處溶液逐漸變得透明黏稠,於此狀態下繼續攪拌。此間,測定酸價,繼續進行加熱攪拌直至酸價小於1.0 mgKOH/g。直至酸價達到目標值需要12小時。然後冷卻至室溫,獲得雙酚芴型環氧丙烯酸酯。
繼而,向如此獲得之上述雙酚芴型環氧丙烯酸酯307.0 g中加入乙酸3-甲氧基丁酯600 g使其溶解後,混合入二苯基酮四甲酸二酐80.5 g及四乙基溴化銨1 g,緩慢升溫於110℃~115℃反應4小時。確認酸酐消失後,混合入1,2,3,6-四氫鄰苯二甲酸酐38.0 g,於90℃反應6小時,獲得光聚合性化合物1。利用IR光譜確認酸酐之消失。
使用光聚合性化合物1(Mw:3400,固形分:55%,溶劑:乙酸3-甲氧基丁酯)23.6質量份、二季戊四醇六丙烯酸酯4.8質量份、光聚合起始劑(「IRGACURE OXE 02」,汽巴精化(Ciba Specialty Chemicals)公司製造)1.4質量份以及碳分散液(「CF Black EX-1455」,御國色素公司製造,高電阻碳:24%、分散劑:5%、溶劑:乙酸3-甲氧基丁酯)100質量份,以溶劑將固形分濃度調整為18質量%。再者,將溶劑製成乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯:1,3-丁二醇二乙酸酯=55:30:12:3(質量比)。以攪拌機將該等之混合物進行2小時混合後,以5 μm薄膜過濾器進行過濾,獲得著色感光性樹脂組成物。
再者,將著色感光性樹脂組成物製備中所使用之各瑢劑於大氣壓下之沸點、於100℃之重量變化率以及溶解度參數之值示於表1中。
將上述著色感光性樹脂組成物塗佈於680 mm×880 mm之玻璃基板上,然後於66 Pa進行30秒減壓乾燥,繼而於110℃進行120秒預烘烤,獲得具有約1.0 μm膜厚之塗膜。
除使用二丙二醇甲醚乙酸酯來代替1,3-丁二醇二乙
酸酯作為難揮發性溶劑以外,其餘藉由與實施例1相同之方法製備著色感光性樹脂組成物,且藉由與實施例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用二乙二醇單乙醚乙酸酯來代替1,3-丁二醇二乙酸酯作為難揮發性溶劑以外,其餘藉由與實施例1相同之方法製備著色感光性樹脂組成物,且藉由與實施例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用二乙二醇單丁醚乙酸酯來代替1,3-丁二醇二乙酸酯作為難揮發性瑢劑以外,其餘藉由與實施例1相同之方法製備著色感光性樹脂組成物,且藉由與實施例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用1,3-丁二醇二乙酸酯作為難揮發性溶劑,且將乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯:1,3-丁二醇二乙酸酯調整為55:26:12:7(質量比)以外,其餘藉由與實施例1相同之方法製備著色感光性樹脂組成物,且藉由與實施例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除不添加1,3-丁二醇二乙酸酯作為溶劑,並將混合比率調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯=55:30:15(質量比)以外,其餘藉由與實施例1相同之方法製備著色感光性樹脂組成物,且藉由與實施例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除將溶劑之混合比率調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯=50:30:20(質量比)以外,其餘藉由與比較例1相同之方法製備著色感光性樹脂組成物,且藉由與比較例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用二丙二醇二甲醚來代替1,3-丁二醇二乙酸酯以外,其餘藉由與實施例1相同之方法製備著色感光性樹脂組成物,且藉由與實施例1相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
此處,重量變化率,係藉由將溶劑添加至保溫於100℃的熱天平(「TG/DTA6200(商品名)」、SII NanoTechnology公司製造)中,於大氣中求出溶劑之重量變化量而測定。
向上述實施例1~5、比較例1~3中所形成之塗膜的表面照射鈉燈光進行觀察時,將外觀上有問題者記作×,將外觀上無問題者記作○,並對乾燥斑進行評價。將結果示於表2中。
對於上述實施例1~5、比較例1~3中所形成之塗膜,利用原子力顯微鏡(「AFM(裝置名)」、SII NanoTechnology公司製造)來評價其表面粗糙度(Ra)。結果示於表2。評價係將Ra小於60者記作◎,將Ra為60以上且小於100者記作○,將Ra為100以上者記作×,將其值記載於括弧內。
對於將上述實施例1~5、比較例1~3中所製備之著色感光性樹脂組成物塗佈於8吋之晶圓上、並以與上述實
施例1~5、比較例1~3相同之條件而形成之塗膜(膜厚約1 μm),利用「KLA-213X」(KLA-Tencor股份有限公司製造)來檢查其表面缺陷度,且測定晶圓面積內之缺陷數,再對凝集物之產生程度進行評價。結果示於表2。就製品之品質而言,缺陷數較好的是小於20。
由表2可知,向溶劑中添加難揮發性溶劑之實施例1~5中,無乾燥斑,塗膜之表面粗糙度僅為少許。另一方面可知,比較例1~3中,表面粗糙度比較大。又,相對於實施例1、3、5中僅有少量凝集物,比較例1~3中則觀察到較多凝集物。
使用實施例1中所合成之光聚合性化合物1(Mw:
3400,固形分:55%,溶劑:乙酸3-甲氧基丁酯)23.6質量份、二季戊四醇六丙烯酸酯4.8質量份、光聚合起始劑(「IRGACURE OXE 02」,汽巴精化公司製造)1.4質量份及碳分散液(「CF Black EX-1455」,御國色素公司製造,高電阻碳:24%、分散劑:5%,溶劑:乙酸3-甲氧基丁酯)100質量份,以溶劑將固形分濃度調整為18質量%。再者,將溶劑調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯:1,3-丁二醇二乙酸酯=55:30:12:3(質量比)。以攪拌機將該等混合物進行2小時混合後,以5 μm薄膜過濾器進行過濾,獲得著色感光性樹脂組成物。
再者,著色感光性樹脂組成物之製備中所使用的各溶劑於大氣壓下之沸點、於100℃之重量變化率及溶解度參數之值,如表1所示。又,將著色感光性樹脂組成物中的全部固形分中之碳黑(CB)含有率示於表3。
將上述著色感光性樹脂組成物塗佈於680 mm×880 mm之玻璃基板上,然後於66 Pa下進行30秒減壓乾燥,繼而於110℃進行120秒預烘烤,獲得具有約1.0 μm膜厚之塗膜。
除使用二乙二醇單乙醚乙酸酯來代替1,3-丁二醇二
乙酸酯作為難揮發性溶劑以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用1,3-丁二醇二乙酸酯作為難揮發性溶劑,並將溶劑製成乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯:1,3-丁二醇二乙酸酯=55:26:12:7(質量比)以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用光聚合性化合物1(Mw:3400,固形分:55%,溶劑:乙酸3-甲氧基丁酯)24.5質量份、二季戊四醇六丙烯酸酯4.5質量份、光聚合起始劑(「IRGACURE OXE 02」,汽巴精化公司製造)1.4質量份、及作為碳分散液之「碳分散液CF Black」(碳濃度:20%,分散劑:5%,溶劑:乙酸3-甲氧基丁酯,御國色素公司製造)100質量份以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用二丙二醇甲醚乙酸酯來代替1,3-丁二醇二乙酸酯作為難揮發性溶劑,並將溶劑調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯:二丙二醇甲醚乙酸酯=65:15:15:5(質量比)以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用二乙二醇單丁醚乙酸酯來代替1,3-丁二醇二乙酸酯作為難揮發性溶劑,並將溶劑調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯:二乙二醇單丁醚乙酸酯=65:15:15:5(質量比)以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
使用光聚合性化合物1(Mw:3400,固形分:55%,溶劑:乙酸3-甲氧基丁酯)30質量份、二季戊四醇六丙烯酸酯6.5質量份、光聚合起始劑(「IRGACURE OXE 02」,汽巴精化公司製造)2質量份、及作為碳分散液之「碳分散液CF Black」(碳濃度:20%,分散劑:5%,溶劑:乙酸3-甲
氧基丁酯,御國色素公司製造)100質量份,於溶劑中不添加1,3-丁二醇二乙酸酯並將混合比調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯=60:20:20,藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除設為光聚合性化合物1(Mw:3400,固形分:55%,溶劑:乙酸3-甲氧基丁酯)24.5質量份、二季戊四醇六丙烯酸酯4.5質量份、光聚合起始劑(「IRGACURE OXE 02」,汽巴精化公司製造)1.4質量份以外,其餘藉由與比較例4相同之方法製備著色感光性樹脂組成物,且藉由與比較例4相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除不添加1,3-丁二醇二乙酸酯,並將溶劑之混合比調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯=55:30:15以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除將溶劑之混合比率調整為乙酸3-甲氧基丁酯:環己酮:丙二醇單甲醚乙酸酯=50:30:20以外,其餘藉由與比較例6相同之方法製備著色感光性樹脂組成物,且藉由與比較例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
除使用二丙二醇二甲醚來代替1,3-丁二醇二乙酸酯以外,其餘藉由與實施例6相同之方法製備著色感光性樹脂組成物,且藉由與實施例6相同之方法將該著色感光性樹脂組成物塗佈於玻璃基板上。
對於將上述實施例6~11、比較例4~8中所製備之著色感光性樹脂組成物塗佈於8吋晶圓上、並以與上述實施例6~11、比較例4~8相同的條件所形成之塗膜(膜厚約1 μm),使用「KLA-213X」(KLA-Tencor股份有限公司製造)檢查其表面缺陷,且測定晶圓面積內之缺陷數,藉此對凝集物之產生程度進行評價。結果示於表3。就製品之品質而言,缺陷數較好的是小於20。
向上述實施例6~11、比較例4~8中所形成之塗膜的表面照射鈉燈光進行觀察時,將外觀上有問題者記作×,將
外觀上無問題者記作○,再對乾燥斑進行評價。結果示於表3。
對於上述實施例6~11、比較例4~8中所形成之塗膜,利用原子力顯微鏡(「AFM(裝置名)」,SII NanoTechnology公司製造)來評價其表面粗糙度(Ra)。結果示於表3。評價係將Ra小於60者記作◎,將Ra為60以上且小於100者記作○,將Ra為100以上者記作×,將其值記載於括弧內。
上述實施例6~11、比較例4~8中,於形成塗膜時,將黑色矩陣之膜厚設為1 μm,以OD測定裝置「D-200II」(GretagMacbeth公司製造)測定OD值。
由表3可知,向溶劑中添加溶解度參數為8.7(cal/cm3
)1/2
以上且於大氣壓下的沸點為200℃以上250℃以下之難揮發性溶劑的實施例6~11中,雖然全部固形分中之碳黑含有率多於40質量%(OD值為4.0以上),但塗膜中缺陷的產生較少,凝集物之產生被抑制。另一方面可知,比較例4中,缺陷數少,但無法達成4.0以上之OD值,未獲得充分的遮光性。又,可知於比較例5~8中,產生大量缺陷。另外可知,與比較例4~8相比,實施例6~11中亦未看見表面粗糙及乾燥斑。
Claims (8)
- 一種著色感光性樹脂組成物,其係含有(A)光聚合性化合物、(B)光聚合起始劑、(C)著色劑及(S)溶劑,上述(S)溶劑含有至少一種於100℃的重量變化率為10 TG%以下且於大氣壓下的沸點為200℃以上250℃以下之(R1)難揮發性溶劑,上述(R1)難揮發性溶劑為γ-丁內酯(GBL)、二丙二醇甲醚乙酸酯(DPMA)、1,3-丁二醇二乙酸酯(1,3-BGA)、二乙二醇單乙醚乙酸酯(EDGAC)、或二乙二醇單丁醚乙酸酯(BDGAC),相對於上述(S)溶劑的總量,上述(R1)難揮發性溶劑的含量為0.1質量%以上。
- 如申請專利範圍第1項所述之著色感光性樹脂組成物,其中上述(C)著色劑中含有黑色顏料。
- 一種著色感光性樹脂組成物,其係含有(A)光聚合性化合物、(B)光聚合起始劑、(D)黑色顏料及(S)溶劑,且上述(D)黑色顏料在每單位固形分中多於40質量%,上述(S)溶劑中含有至少一種溶解度參數為8.7(cal/cm3 )1/2 以上且於大氣壓下的沸點為200℃以上250℃以下之(R2)難揮發性溶劑, 相對於上述(S)溶劑之總量,上述(R2)難揮發性溶劑之含量為0.1質量%以上。
- 如申請專利範圍第3項所述之著色感光性樹脂組成物,其中上述(R2)難揮發性溶劑於100℃之重量變化率為10 TG%以下。
- 如申請專利範圍第3項所述之著色感光性樹脂組成物,其中上述(R2)難揮發性溶劑為1,3-丁二醇二乙酸酯(1,3-BGA)、二丙二醇甲醚乙酸酯(DPMA)、二乙二醇單乙醚乙酸酯(EDGAC)、或二乙二醇單丁醚乙酸酯(BDGAC)。
- 一種黑色矩陣,其具有使用如申請專利範圍第1項至第5項中任一項所述之著色感光性樹脂組成物而形成之圖案。
- 一種彩色濾光片,其具有如申請專利範圍第6項所述之黑色矩陣。
- 一種液晶顯示器,其具有如申請專利範圍第7項所述之彩色濾光片。
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CN102770809A (zh) * | 2009-07-02 | 2012-11-07 | 东友精细化工有限公司 | 用于制备利用300nm以下超短波长曝光器的固体摄像元件的彩色滤光片的着色感光性树脂组合物、利用其的彩色滤光片以及含有该彩色滤光片的固体摄像元件 |
JP5526821B2 (ja) * | 2010-02-01 | 2014-06-18 | Jsr株式会社 | 着色組成物、カラーフィルタ及びカラー液晶表示素子 |
JP2013242551A (ja) * | 2012-04-25 | 2013-12-05 | Sumitomo Chemical Co Ltd | 感光性樹脂組成物 |
JP6309761B2 (ja) * | 2013-12-27 | 2018-04-11 | 東京応化工業株式会社 | ブラックカラムスペーサ用感光性樹脂組成物 |
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TW200519535A (en) * | 2003-11-27 | 2005-06-16 | Taiyo Ink Mfg Co Ltd | Hardenable resin composition, hardened body thereof, and printed circuit board |
TW200639582A (en) * | 2004-12-15 | 2006-11-16 | Jsr Corp | Radiation sensitive composition for forming a colored layer, color filter and color liquid crystal display panel |
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