TWI871520B - Pigment dispersion, photosensitive resin composition comprising the same, photosensitive resin layer, color filter, and display device - Google Patents
Pigment dispersion, photosensitive resin composition comprising the same, photosensitive resin layer, color filter, and display device Download PDFInfo
- Publication number
- TWI871520B TWI871520B TW111124963A TW111124963A TWI871520B TW I871520 B TWI871520 B TW I871520B TW 111124963 A TW111124963 A TW 111124963A TW 111124963 A TW111124963 A TW 111124963A TW I871520 B TWI871520 B TW I871520B
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- TW
- Taiwan
- Prior art keywords
- photosensitive resin
- pigment dispersion
- resin composition
- mol
- meth
- Prior art date
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- 229920005989 resin Polymers 0.000 title claims abstract description 111
- 239000011347 resin Substances 0.000 title claims abstract description 111
- 239000006185 dispersion Substances 0.000 title claims abstract description 102
- 239000000049 pigment Substances 0.000 title claims abstract description 77
- 239000011342 resin composition Substances 0.000 title claims abstract description 62
- 239000002253 acid Substances 0.000 claims abstract description 55
- 239000001056 green pigment Substances 0.000 claims abstract description 36
- 239000001052 yellow pigment Substances 0.000 claims abstract description 33
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 142
- 239000000178 monomer Substances 0.000 claims description 32
- 239000003999 initiator Substances 0.000 claims description 26
- 239000002904 solvent Substances 0.000 claims description 22
- 239000011230 binding agent Substances 0.000 claims description 19
- 239000002270 dispersing agent Substances 0.000 claims description 17
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 11
- 239000004094 surface-active agent Substances 0.000 claims description 10
- 239000004925 Acrylic resin Substances 0.000 claims description 9
- 229920000178 Acrylic resin Polymers 0.000 claims description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 9
- 229910052731 fluorine Inorganic materials 0.000 claims description 9
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 8
- 239000011737 fluorine Substances 0.000 claims description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 7
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 6
- KQIGMPWTAHJUMN-UHFFFAOYSA-N 3-aminopropane-1,2-diol Chemical compound NCC(O)CO KQIGMPWTAHJUMN-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000007870 radical polymerization initiator Substances 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 238000002360 preparation method Methods 0.000 description 40
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 34
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 24
- -1 formamido group Chemical group 0.000 description 20
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 18
- 229920006223 adhesive resin Polymers 0.000 description 17
- 238000000034 method Methods 0.000 description 17
- 239000010408 film Substances 0.000 description 14
- 239000001055 blue pigment Substances 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- 230000008569 process Effects 0.000 description 12
- 239000001054 red pigment Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 239000000758 substrate Substances 0.000 description 11
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 10
- 239000004840 adhesive resin Substances 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 241000011547 Plebejus idas Species 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 9
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 9
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 8
- 229920005822 acrylic binder Polymers 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 239000003522 acrylic cement Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 6
- 239000003086 colorant Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 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 5
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 125000005907 alkyl ester group Chemical group 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 238000003384 imaging method Methods 0.000 description 5
- 239000004973 liquid crystal related substance Substances 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- 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 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 229910017053 inorganic salt Inorganic materials 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 4
- 229910052753 mercury Inorganic materials 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 150000002923 oximes Chemical class 0.000 description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 description 4
- 239000000080 wetting agent Substances 0.000 description 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 3
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 3
- ACQVEWFMUBXEMR-UHFFFAOYSA-N 4-bromo-2-fluoro-6-nitrophenol Chemical compound OC1=C(F)C=C(Br)C=C1[N+]([O-])=O ACQVEWFMUBXEMR-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 3
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 3
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229940022663 acetate Drugs 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000000206 photolithography Methods 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VQYUAFDBUVMFKD-UHFFFAOYSA-N 1-(4-phenylsulfanylphenyl)octane-1,2-dione Chemical compound C1=CC(C(=O)C(=O)CCCCCC)=CC=C1SC1=CC=CC=C1 VQYUAFDBUVMFKD-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- DMFAHCVITRDZQB-UHFFFAOYSA-N 1-propoxypropan-2-yl acetate Chemical compound CCCOCC(C)OC(C)=O DMFAHCVITRDZQB-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
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- SFAMKDPMPDEXGH-UHFFFAOYSA-N 2-hydroxyethyl propanoate Chemical compound CCC(=O)OCCO SFAMKDPMPDEXGH-UHFFFAOYSA-N 0.000 description 2
- JIRULJUIQOAJPM-UHFFFAOYSA-N 3-methoxy-2-methylpropanoic acid Chemical compound COCC(C)C(O)=O JIRULJUIQOAJPM-UHFFFAOYSA-N 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000001444 catalytic combustion detection Methods 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- YVWPDYFVVMNWDT-UHFFFAOYSA-N methyl 2-ethoxypropanoate Chemical compound CCOC(C)C(=O)OC YVWPDYFVVMNWDT-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 239000003504 photosensitizing agent Substances 0.000 description 2
- 230000007261 regionalization Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- QYGBYAQGBVHMDD-XQRVVYSFSA-N (z)-2-cyano-3-thiophen-2-ylprop-2-enoic acid Chemical compound OC(=O)C(\C#N)=C/C1=CC=CS1 QYGBYAQGBVHMDD-XQRVVYSFSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- BUZYGTVTZYSBCU-UHFFFAOYSA-N 1-(4-chlorophenyl)ethanone Chemical compound CC(=O)C1=CC=C(Cl)C=C1 BUZYGTVTZYSBCU-UHFFFAOYSA-N 0.000 description 1
- PYKHTOHGCVJJMZ-UHFFFAOYSA-N 1-(4-phenylsulfanylphenyl)butan-1-one Chemical compound C1=CC(C(=O)CCC)=CC=C1SC1=CC=CC=C1 PYKHTOHGCVJJMZ-UHFFFAOYSA-N 0.000 description 1
- IFIRNFOLTIJZIL-UHFFFAOYSA-N 1-(4-phenylsulfanylphenyl)butane-1,2-dione Chemical compound C1=CC(C(=O)C(=O)CC)=CC=C1SC1=CC=CC=C1 IFIRNFOLTIJZIL-UHFFFAOYSA-N 0.000 description 1
- JNGALPZRHWQEEZ-UHFFFAOYSA-N 1-(4-phenylsulfanylphenyl)octan-1-one Chemical compound C1=CC(C(=O)CCCCCCC)=CC=C1SC1=CC=CC=C1 JNGALPZRHWQEEZ-UHFFFAOYSA-N 0.000 description 1
- IMDHDEPPVWETOI-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-2,2,2-trichloroethanone Chemical compound CC(C)(C)C1=CC=C(C(=O)C(Cl)(Cl)Cl)C=C1 IMDHDEPPVWETOI-UHFFFAOYSA-N 0.000 description 1
- VMCRQYHCDSXNLW-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-2,2-dichloroethanone Chemical compound CC(C)(C)C1=CC=C(C(=O)C(Cl)Cl)C=C1 VMCRQYHCDSXNLW-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-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
- ZAOMUMJENGCKAR-UHFFFAOYSA-N 2-(1-phenylbut-3-en-2-yloxy)but-3-enylbenzene Chemical compound C=1C=CC=CC=1CC(C=C)OC(C=C)CC1=CC=CC=C1 ZAOMUMJENGCKAR-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- WFZMSGKKLBCPRL-UHFFFAOYSA-N 2-(methoxymethyl)butanoic acid Chemical compound CCC(C(O)=O)COC WFZMSGKKLBCPRL-UHFFFAOYSA-N 0.000 description 1
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- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
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- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- 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
- G03F7/004—Photosensitive materials
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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
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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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
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
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- 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
-
- 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
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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Abstract
Description
[[ 相關申請的交叉引用Cross-references to related applications ]]
本申請案主張2021年7月19日在韓國智慧財產權局申請的韓國專利申請案第10-2021-0094193號的優先權和權益,所述申請的全部內容以引用的方式併入本文中。This application claims priority to and the benefits of Korean Patent Application No. 10-2021-0094193 filed on July 19, 2021, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference.
本發明有關一種顏料分散液、包含其的感光性樹脂組成物、使用感光性樹脂組成物製造的感光性樹脂層、包含感光性樹脂層的彩色濾光片以及包含彩色濾光片的顯示裝置。The present invention relates to a pigment dispersion, a photosensitive resin composition containing the pigment dispersion, a photosensitive resin layer made using the photosensitive resin composition, a color filter containing the photosensitive resin layer, and a display device containing the color filter.
當前,平板顯示器市場已發展較太大而難以支援主要承載電漿顯示面板(電漿顯示面板;PDP)、液晶顯示器(liquid crystal display;LCD)、有機發光顯示器(organic light emitting display;OLED)、固態成像裝置(CCD、CMOS等)、使用其的觸摸顯示器以及類似物的需求。確切地說,LCD為平板顯示器市場的主要產品且由彩色濾光片、薄膜電晶體以及液晶組成。用於彩色液晶顯示器(color liquid crystal display;LCD)、成像裝置或類似者的彩色濾光片通過以下方式製造:在用黑色矩陣圖案化的基底上均一地旋塗包含對應於每一紅色、綠色以及藍色色彩的顏料的感光性樹脂組成物,且接著反復加熱及使塗層膜乾燥,以及曝光及顯影其,且視需要針對每一色彩進一步加熱及固化其以形成每一色彩的圖元。Currently, the flat panel display market has grown too large to support the demand for plasma display panels (PDP), liquid crystal displays (LCD), organic light emitting displays (OLED), solid-state imaging devices (CCD, CMOS, etc.), touch displays using them, and the like. Specifically, LCD is the main product in the flat panel display market and is composed of color filters, thin film transistors, and liquid crystals. A color filter for a color liquid crystal display (LCD), an imaging device, or the like is manufactured by uniformly coating a photosensitive resin composition containing pigments corresponding to each of red, green, and blue colors on a substrate patterned with a black matrix, and then repeatedly heating and drying the coating film, exposing and developing it, and further heating and curing it for each color as necessary to form a picture element of each color.
感光性樹脂組成物為用於平板顯示器面板的基本材料,例如彩色濾光片、液晶顯示器(LCD)、有機發光顯示器(OLED)、電漿顯示面板(PDP)、固態成像裝置(CCD、CMOS等)以及類似物,其中彩色濾光片的品質根據感光性樹脂組成物的組成物來變化。常規地,對感光性樹脂組成物的研究已朝向改善著色劑(例如黏合劑樹脂、顏料以及類似物)、光可聚合單體以及類似物的方面進行,但最近已到達極限。因此,連續進行通過改善構成感光性樹脂組成物的其他組分(例如用於分散顏料的分散樹脂等)來改善感光性樹脂組成物的屬性的努力。Photosensitive resin compositions are basic materials for flat panel display panels, such as color filters, liquid crystal displays (LCDs), organic light emitting displays (OLEDs), plasma display panels (PDPs), solid-state imaging devices (CCDs, CMOSs, etc.), and the like, wherein the quality of the color filters varies depending on the composition of the photosensitive resin composition. Conventionally, research on photosensitive resin compositions has been conducted toward improving colorants (such as binder resins, pigments, and the like), photopolymerizable monomers, and the like, but has recently reached a limit. Therefore, efforts to improve the properties of photosensitive resin compositions by improving other components constituting the photosensitive resin composition (such as a dispersion resin for dispersing a pigment, etc.) are continuously being conducted.
實施例提供一種具有極佳可圖案化性的顏料分散液。The embodiment provides a pigment dispersion having excellent patternability.
另一實施例提供一種感光性樹脂組成物,所述感光性樹脂組成物包含顏料分散液且可除可圖案化性之外再現高色彩。Another embodiment provides a photosensitive resin composition that includes a pigment dispersion and can reproduce high color in addition to patternability.
另一實施例提供一種使用感光性樹脂組成物製造的感光性樹脂層。Another embodiment provides a photosensitive resin layer made using the photosensitive resin composition.
另一實施例提供一種包含感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including a photosensitive resin layer.
另一實施例提供一種包含彩色濾光片的顯示裝置。Another embodiment provides a display device including a color filter.
一個實施例提供一種顏料分散液:所述顏料分散液包含綠色顏料分散液,包含重量平均分子量為8000克/莫耳到12000克/莫耳和酸值為100毫克氫氧化鉀/克到140毫克氫氧化鉀/克的第一分散樹脂以及綠色顏料;以及黃色顏料分散液,包含重量平均分子量為8000克/莫耳到12000克/莫耳和酸值小於100毫克氫氧化鉀/克的第二分散樹脂以及黃色顏料。One embodiment provides a pigment dispersion: the pigment dispersion comprises a green pigment dispersion, comprising a first dispersing resin having a weight average molecular weight of 8000 g/mol to 12000 g/mol and an acid value of 100 mg potassium hydroxide/g to 140 mg potassium hydroxide/g, and a green pigment; and a yellow pigment dispersion, comprising a second dispersing resin having a weight average molecular weight of 8000 g/mol to 12000 g/mol and an acid value of less than 100 mg potassium hydroxide/g, and a yellow pigment.
第一分散樹脂和第二分散樹脂可各自獨立地為丙烯酸樹脂。The first dispersed resin and the second dispersed resin may each independently be an acrylic resin.
綠色顏料分散液和黃色顏料分散液的重量比可為1.41:1到2.46:1。The weight ratio of the green pigment dispersion to the yellow pigment dispersion may be 1.41:1 to 2.46:1.
顏料分散液可進一步包含分散劑和溶劑。The pigment dispersion may further contain a dispersant and a solvent.
另一實施例提供一種包含顏料分散液的感光性樹脂組成物。Another embodiment provides a photosensitive resin composition comprising a pigment dispersion.
按感光性樹脂組成物的總量計,可以50重量%到90重量%的量包含顏料分散液。The pigment dispersion may be included in an amount of 50 wt % to 90 wt % based on the total amount of the photosensitive resin composition.
感光性樹脂組成物可進一步包含黏合劑樹脂、光可聚合單體、光聚合引發劑以及溶劑。The photosensitive resin composition may further include a binder resin, a photopolymerizable monomer, a photopolymerization initiator and a solvent.
按感光性樹脂組成物的總量計,感光性樹脂組成物可包含0.1重量%到5重量%的黏合劑樹脂;0.5重量%到10重量%的光可聚合單體;0.01重量%到5重量%的光聚合引發劑;50重量%到90重量%的顏料分散液,以及剩餘量的溶劑。Based on the total amount of the photosensitive resin composition, the photosensitive resin composition may include 0.1 wt % to 5 wt % of a binder resin; 0.5 wt % to 10 wt % of a photopolymerizable monomer; 0.01 wt % to 5 wt % of a photopolymerization initiator; 50 wt % to 90 wt % of a pigment dispersion, and the remainder of a solvent.
感光性樹脂組成物可進一步包含丙二酸、3-氨基-1,2-丙二醇、矽烷類偶合劑、調平劑、氟基表面活性劑、自由基聚合引發劑或其組合的添加劑。The photosensitive resin composition may further include malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a fluorine-based surfactant, a free radical polymerization initiator, or a combination thereof.
另一實施例提供一種使用感光性樹脂組成物製造的感光性樹脂層。Another embodiment provides a photosensitive resin layer made using the photosensitive resin composition.
另一實施例提供一種包含感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including a photosensitive resin layer.
另一實施例提供一種包含彩色濾光片的顯示裝置。Another embodiment provides a display device including a color filter.
本發明的其它實施例包含於以下詳細描述中。Other embodiments of the present invention are included in the following detailed description.
根據實施例的顏料分散液具有極佳可圖案化性,這是因為其含有針對具有特定色彩的固體顏料優化的分散樹脂,且甚至如果感光性樹脂組成物含有高含量的顏料分散液,那麼高色彩再現為可能的同時維持可圖案化性。The pigment dispersion according to the embodiment has excellent patternability because it contains a dispersion resin optimized for a solid pigment having a specific color, and even if the photosensitive resin composition contains a high content of the pigment dispersion, high color reproduction is possible while maintaining patternability.
在下文中,詳細地描述本發明的實施例。然而,這些實施例為示範性的,本發明不限於此且本發明是由申請專利範圍所界定。Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary, and the present invention is not limited thereto and the present invention is defined by the scope of the patent application.
如本文所用,當不另外提供特定定義時,“烷基”指C1到C20烷基,術語“烯基”指C2到C20烯基,術語“環烯基”指C3到C20環烯基,術語“雜環烯基”指C3到C20雜環烯基,“芳基”指C6到C20芳基,術語“芳基烷基”指C6到C20芳基烷基,術語“伸烷基”指C1到C20伸烷基,術語“伸芳基”指C6到C20伸芳基,“烷基伸芳基”指C6到C20烷基伸芳基,術語“伸雜芳基”指C3到C20伸雜芳基,且術語“伸烷氧基”指C1到C20伸烷氧基。As used herein, when a specific definition is not otherwise provided, the term “alkyl” refers to a C1 to C20 alkyl group, the term “alkenyl” refers to a C2 to C20 alkenyl group, the term “cycloalkenyl” refers to a C3 to C20 cycloalkenyl group, the term “heterocycloalkenyl” refers to a C3 to C20 heterocycloalkenyl group, “aryl” refers to a C6 to C20 aryl group, the term “arylalkyl” refers to a C6 to C20 arylalkyl group, the term “alkylene” refers to a C1 to C20 alkylene group, the term “arylene” refers to a C6 to C20 arylene group, “alkylarylene” refers to a C6 to C20 alkylarylene group, the term “heteroarylene” refers to a C3 to C20 heteroarylene group, and the term “alkoxylene” refers to a C1 to C20 alkoxylene group.
如本文所使用,當不另外提供特定定義時,“經取代”指至少一個氫經鹵素原子(F、Cl、Br或I)、羥基、C1到C20烷氧基、硝基、氰基、氨基、亞氨基、疊氮基、甲脒基、肼基、亞肼基、羰基、氨甲醯基、硫醇基、酯基、醚基、羧基或其鹽、磺酸基或其鹽、磷酸或其鹽、C1到C20烷基、C2到C20烯基、C2到C20炔基、C6到C20芳基、C3到C20環烷基、C3到C20環烯基、C3到C20環炔基、C2到C20雜環烷基、C2到C20雜環烯基、C2到C20雜環炔基、C3到C20雜芳基或其組合替換。As used herein, when a specific definition is not otherwise provided, "substituted" refers to at least one hydrogen halogen atom (F, Cl, Br or I), a hydroxyl group, a C1 to C20 alkoxy group, a nitro group, a cyano group, an amino group, an imino group, an azido group, a formamido group, a hydrazine group, a hydrazone group, a carbonyl group, a carbamyl group, a thiol group, an ester group, an ether group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphine group or a thiol group, an ester group, an ether group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphine group or a thiol group, a thiol ... The present invention may be replaced by a C1 to C20 alkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkynyl group, a C6 to C20 aryl group, a C3 to C20 cycloalkyl group, a C3 to C20 cycloalkenyl group, a C3 to C20 cycloalkynyl group, a C2 to C20 heterocycloalkyl group, a C2 to C20 heterocycloalkenyl group, a C2 to C20 heterocycloalkynyl group, a C3 to C20 heteroaryl group, or a combination thereof.
如本文中所使用,當不另外提供特定定義時,“雜”指在化學式中包含至少一個N、O、S以及P的雜原子。As used herein, when a specific definition is not otherwise provided, "hetero" refers to a heteroatom containing at least one of N, O, S and P in a chemical formula.
如本文中所用,當不另外提供特定定義時,“(甲基)丙烯酸酯”指“丙烯酸酯”和“甲基丙烯酸酯”兩者,且“(甲基)丙烯酸”指“丙烯酸”和“甲基丙烯酸”。As used herein, when a specific definition is not otherwise provided, “(meth)acrylate” refers to both “acrylate” and “methacrylate”, and “(meth)acrylic acid” refers to both “acrylic acid” and “methacrylic acid”.
如本文所使用,當不另外提供特定定義時,術語“組合”指混合或共聚。As used herein, when a specific definition is not otherwise provided, the term "combination" means mixing or copolymerization.
在本說明書中,當不另外提供特定定義時,不飽和鍵包含其它原子之間的鍵,例如羰基鍵或偶氮基鍵,以及碳-碳原子之間的多鍵。In the present specification, when a specific definition is not otherwise provided, the unsaturated bond includes a bond between other atoms, such as a carbonyl bond or an azo bond, and a multiple bond between carbon-carbon atoms.
此外,在本說明書中,當不另外提供定義時,“*”指與相同原子或化學式或不同原子或化學式的鍵聯點。Furthermore, in the present specification, when no definition is otherwise provided, "*" refers to a bonding point with the same atom or chemical formula or with different atoms or chemical formulas.
根據實施例的顏料分散液包含綠色顏料分散液和黃色顏料分散液,其中綠色顏料分散液包含重量平均分子量為8000克/莫耳到12000克/莫耳和酸值為100毫克氫氧化鉀/克到140毫克氫氧化鉀/克的第一分散樹脂以及綠色顏料,且黃色顏料分散液包含重量平均分子量為8000克/莫耳到12000克/莫耳和酸值小於100毫克氫氧化鉀/克的第二分散樹脂以及黃色顏料。The pigment dispersion according to the embodiment comprises a green pigment dispersion and a yellow pigment dispersion, wherein the green pigment dispersion comprises a first dispersing resin having a weight average molecular weight of 8000 g/mol to 12000 g/mol and an acid value of 100 mg potassium hydroxide/g to 140 mg potassium hydroxide/g and a green pigment, and the yellow pigment dispersion comprises a second dispersing resin having a weight average molecular weight of 8000 g/mol to 12000 g/mol and an acid value of less than 100 mg potassium hydroxide/g and a yellow pigment.
用於在彩色濾光片中製造感光性樹脂層的常規感光性樹脂組成物通過改質黏合劑樹脂、固體顏料或類似者以確保極佳可圖案化性以及類似物來製備。然而,單獨改質黏合劑樹脂、固體顏料以及類似物具有改善可圖案化性的基本限制。Conventional photosensitive resin compositions for making photosensitive resin layers in color filters are prepared by modifying binder resins, solid pigments, or the like to ensure excellent patternability, and the like. However, modifying binder resins, solid pigments, and the like alone has a fundamental limitation in improving patternability.
具體來說,由於彩色濾光片可變薄以減小串擾(光的混合)但需要維持光譜形狀,同時變薄,需要顯著增加固體含量的顏料濃度。因此,感光性樹脂組成物包含在相對較小含量光微影所需的組分且可在圖案形成方面具有困難。Specifically, since color filters can be thinned to reduce crosstalk (mixing of light) but need to maintain spectral shape, while thinning, the solid content of the pigment concentration needs to be significantly increased. Therefore, the photosensitive resin composition contains the components required for photolithography in relatively small amounts and may have difficulty in pattern formation.
本發明人已準確地辨識,圖案形成中的困難由光微影所需的組分的減小的含量引起,且因此已嘗試在改質黏合劑樹脂或包括感光性樹脂組成物的固體顏料以改善可圖案化性的方法之外通過確保顏料分散液中的分散樹脂的必要屬性來確保光微影所需的組分的含量,且作為結果已確認可圖案化性可通過在每一特定範圍內限制包括綠色顏料分散液與黃色顏料分散液的經混合顏料分散液中的每一顏料分散液的分散樹脂的重量平均分子量和酸值來改善,從而完成本發明。The present inventors have accurately identified that difficulties in pattern formation are caused by the reduced content of components required for photolithography, and have therefore attempted to ensure the content of components required for photolithography by ensuring the necessary properties of the dispersing resin in the pigment dispersion in addition to the method of modifying the binder resin or the solid pigment including the photosensitive resin composition to improve patternability, and as a result have confirmed that patternability can be improved by limiting the weight average molecular weight and acid value of the dispersing resin of each pigment dispersion in the mixed pigment dispersion including the green pigment dispersion and the yellow pigment dispersion within each specific range, thereby completing the present invention.
換句話說,在本發明中,顏料分散液中的分散樹脂的重量平均分子量和酸值可限調整雙鍵的數目且因此增加固化的程度以改善膜殘留比率且進一步更確保顯影性。In other words, in the present invention, the weight average molecular weight and acid value of the dispersing resin in the pigment dispersion can adjust the number of double bonds and thus increase the degree of curing to improve the film residual ratio and further more ensure the developability.
根據實施例的顏料分散液包含綠色顏料分散液和黃色顏料分散液,其中綠色顏料分散液包含重量平均分子量為8000克/莫耳到12000克/莫耳和酸值為100毫克氫氧化鉀/克到140毫克氫氧化鉀/克的第一分散樹脂以及綠色顏料,且黃色顏料分散液包含重量平均分子量為8000克/莫耳到12000克/莫耳和酸值小於100毫克氫氧化鉀/克的第二分散樹脂以及黃色顏料。The pigment dispersion according to the embodiment comprises a green pigment dispersion and a yellow pigment dispersion, wherein the green pigment dispersion comprises a first dispersing resin having a weight average molecular weight of 8000 g/mol to 12000 g/mol and an acid value of 100 mg potassium hydroxide/g to 140 mg potassium hydroxide/g and a green pigment, and the yellow pigment dispersion comprises a second dispersing resin having a weight average molecular weight of 8000 g/mol to 12000 g/mol and an acid value of less than 100 mg potassium hydroxide/g and a yellow pigment.
如上文所描述可限制第一分散樹脂的重量平均分子量和酸值,綠色顏料的分散樹脂以及第二分散樹脂的重量平均分子量和酸值、黃色顏料的分散樹脂以改善可圖案化性且同時還改善膜殘留比率和顯影性。具體來說,當構成綠色顏料分散液的第一分散樹脂的重量平均分子量在8000克/莫耳到12000克/莫耳的範圍內但酸值不在100毫克氫氧化鉀/克到140毫克氫氧化鉀/克的範圍內時,可圖案化性、固化的程度、膜殘留比率、顯影性以及類似物可不同時改善,且類似地,當第一分散樹脂的酸值在100毫克氫氧化鉀/克到140毫克氫氧化鉀/克的範圍內但重量平均分子量不在8000克/莫耳到12000克/莫耳的範圍內時,可圖案化性、固化的程度、膜殘留比率、顯影性以及類似物可不同時改善。另外,當構成黃色顏料分散液的第二分散樹脂的重量平均分子量在8000克/莫耳到12000克/莫耳的範圍內但酸值為100毫克氫氧化鉀/克或大於100毫克氫氧化鉀/克時,可圖案化性、固化的程度、膜殘留比率、顯影性以及類似物可不同時改善,且類似地,當第一分散樹脂的酸值小於100毫克氫氧化鉀/克但重量平均分子量不在8000克/莫耳到12000克/莫耳的範圍內時,可圖案化性、固化的程度、膜殘留比率、顯影性以及類似物可不同時改善。換句話說,根據一個實施例的顏料分散液可呈綠色顏料分散液與黃色顏料分散液的混合形式,其中構成綠色顏料分散液的第一分散樹脂和構成黃色顏料分散液的第二分散樹脂的重均分子量和酸值應同時精確控制以同時改善可圖案化性、固化的程度、膜殘留比率、顯影性以及類似物。As described above, the weight average molecular weight and acid value of the first dispersing resin, the dispersing resin of the green pigment, and the weight average molecular weight and acid value of the second dispersing resin, the dispersing resin of the yellow pigment may be limited to improve patternability and at the same time also improve film residue ratio and developability. Specifically, when the weight average molecular weight of the first dispersing resin constituting the green pigment dispersion is within the range of 8000 g/mol to 12000 g/mol but the acid value is not within the range of 100 mg KOH/g to 140 mg KOH/g, patternability, degree of curing, film residue ratio, developability, and the like may not be improved at the same time, and similarly, when the acid value of the first dispersing resin is within the range of 100 mg KOH/g to 140 mg KOH/g but the weight average molecular weight is not within the range of 8000 g/mol to 12000 g/mol, patternability, degree of curing, film residue ratio, developability, and the like may not be improved at the same time. In addition, when the weight average molecular weight of the second dispersing resin constituting the yellow pigment dispersion is within the range of 8000 g/mol to 12000 g/mol but the acid value is 100 mg KOH/g or greater than 100 mg KOH/g, patternability, degree of curing, film residue ratio, developability, and the like may not be improved at the same time, and similarly, when the acid value of the first dispersing resin is less than 100 mg KOH/g but the weight average molecular weight is not within the range of 8000 g/mol to 12000 g/mol, patternability, degree of curing, film residue ratio, developability, and the like may not be improved at the same time. In other words, the pigment dispersion according to one embodiment may be in the form of a mixture of a green pigment dispersion and a yellow pigment dispersion, wherein the weight average molecular weight and acid value of the first dispersing resin constituting the green pigment dispersion and the second dispersing resin constituting the yellow pigment dispersion should be precisely controlled simultaneously to simultaneously improve patternability, degree of curing, film residue ratio, developability, and the like.
第一分散樹脂和第二分散樹脂可各自獨立地為丙烯酸樹脂。The first dispersed resin and the second dispersed resin may each independently be an acrylic resin.
丙烯酸樹脂為第一烯系不飽和單體和與其可共聚的第二烯系不飽和單體的共聚物,且為包含至少一個丙烯酸重複單元的樹脂。The acrylic resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therewith, and is a resin containing at least one acrylic acid repeating unit.
第一烯系不飽和單體可為包含至少一個羧基的烯系不飽和單體,且所述單體的實例可包含丙烯酸、甲基丙烯酸、馬來酸、衣康酸、反丁烯二酸、其組合。The first ethylenically unsaturated monomer may be an ethylenically unsaturated monomer including at least one carboxyl group, and examples of the monomer may include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, and combinations thereof.
按丙烯酸樹脂的總量計,可以5重量%到50重量%,例如10重量%到40重量%的量包含第一乙烯系不飽和單體。The first ethylenically unsaturated monomer may be included in an amount of 5 wt % to 50 wt %, for example, 10 wt % to 40 wt %, based on the total amount of the acrylic resin.
第二乙烯系不飽和單體可為:芳族乙烯基化合物,例如苯乙烯、α-甲基苯乙烯、乙烯基甲苯、乙烯基苯甲基甲醚以及類似物;不飽和羧酸酯化合物,例如(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-羥乙酯、(甲基)丙烯酸2-羥丁酯、(甲基)丙烯酸苯甲酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸苯酯以及類似物;不飽和氨基烷基羧酸酯化合物,例如(甲基)丙烯酸2-氨基乙酯、(甲基)丙烯酸2-二甲氨基乙酯以及類似物;羧酸乙烯基酯化合物,例如乙酸乙烯酯、苯甲酸乙烯酯以及類似物;不飽和縮水甘油基羧酸酯化合物,例如(甲基)丙烯酸縮水甘油酯以及類似物;氰化乙烯化合物,例如(甲基)丙烯腈以及類似物;不飽和醯胺化合物,例如(甲基)丙烯醯胺以及類似物;以及類似物,且可單獨使用或以兩種或大於兩種的混合物形式使用。The second ethylenically unsaturated monomer may be: an aromatic vinyl compound such as styrene, α-methylstyrene, vinyltoluene, vinylbenzyl methyl ether and the like; an unsaturated carboxylic acid ester compound such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, benzyl (meth)acrylate, cyclohexyl (meth)acrylate, phenyl (meth)acrylate and the like; an unsaturated aminoalkyl carboxylic acid ester compound such as 2-Aminoethyl (meth)acrylate, 2-dimethylaminoethyl (meth)acrylate, and the like; carboxylic acid vinyl ester compounds, such as vinyl acetate, vinyl benzoate, and the like; unsaturated glycidyl carboxylic acid ester compounds, such as glycidyl (meth)acrylate, and the like; vinyl cyanide compounds, such as (meth)acrylonitrile, and the like; unsaturated amide compounds, such as (meth)acrylamide, and the like; and the like, and may be used alone or in a mixture of two or more.
丙烯酸樹脂的具體實例可為(甲基)丙烯酸/甲基丙烯酸苯甲酯共聚物、(甲基)丙烯酸/甲基丙烯酸苯甲酯共聚物、(甲基)丙烯酸/甲基丙烯酸苯甲酯/苯乙烯共聚物、(甲基)丙烯酸/甲基丙烯酸苯甲酯/甲基丙烯酸2-羥乙酯共聚物、(甲基)丙烯酸/甲基丙烯酸苯甲酯/苯乙烯/甲基丙烯酸2-羥乙酯共聚物以及類似物,但不限於此,且這些可單獨使用或以兩種或大於兩種的混合物形式使用。Specific examples of the acrylic resin may be (meth)acrylic acid/benzyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate/styrene copolymer, (meth)acrylic acid/benzyl methacrylate/2-hydroxyethyl methacrylate copolymer, (meth)acrylic acid/benzyl methacrylate/styrene/2-hydroxyethyl methacrylate copolymer, and the like, but are not limited thereto, and these may be used alone or in the form of a mixture of two or more.
T綠色顏料可為色彩索引中的經鹵素取代的銅酞菁顏料,例如C.I.綠色顏料59、C.I.綠色顏料58、C.I.綠色顏料36或C.I.綠色顏料7,其可單獨使用或以兩種或大於兩種的組合方式使用但本發明不限於此。The T green pigment may be a halogen-substituted copper phthalocyanine pigment in the color index, such as C.I. Green Pigment 59, C.I. Green Pigment 58, C.I. Green Pigment 36 or C.I. Green Pigment 7, which may be used alone or in a combination of two or more, but the present invention is not limited thereto.
黃色顏料可為色彩索引中的異吲哚啉類顏料,例如C.I.黃色顏料139;喹啉黃類顏料,例如C.I.黃色顏料138;鎳複合顏料,例如C.I.黃色顏料150、C.I.黃色顏料100以及類似物,其可單獨使用或以兩種或大於兩種的組合方式使用,但本發明不限於此。The yellow pigment may be an isoindoline pigment in the color index, such as C.I. Yellow Pigment 139; a quinoline yellow pigment, such as C.I. Yellow Pigment 138; a nickel composite pigment, such as C.I. Yellow Pigment 150, C.I. Yellow Pigment 100, and the like, which may be used alone or in a combination of two or more, but the present invention is not limited thereto.
根據實施例的顏料分散液可進一步包含紅色顏料、藍色顏料、以及類似物,且能夠分散紅色顏料和/或藍色顏料的另一分散樹脂可與紅色顏料和/或藍色顏料混合。The pigment dispersion according to the embodiment may further include a red pigment, a blue pigment, and the like, and another dispersing resin capable of dispersing the red pigment and/or the blue pigment may be mixed with the red pigment and/or the blue pigment.
紅色顏料可為色彩索引中的C.I.紅色顏料179、C.I.紅色顏料254、C.I.紅色顏料255、C.I.紅色顏料264、C.I.紅色顏料270、C.I.紅色顏料272、C.I.紅色顏料177、C.I.紅色顏料89以及類似物,其可單獨使用或以兩種或大於兩種的組合方式使用,但本發明不限於此。The red pigment may be C.I. red pigment 179, C.I. red pigment 254, C.I. red pigment 255, C.I. red pigment 264, C.I. red pigment 270, C.I. red pigment 272, C.I. red pigment 177, C.I. red pigment 89 and the like in the color index, which may be used alone or in a combination of two or more, but the present invention is not limited thereto.
藍色顏料可為色彩索引中的C.I.藍色顏料15:6、C.I.藍色顏料15:0、C.I.藍色顏料15:1、C.I.藍色顏料15:2、C.I.藍色顏料15:3、C.I.藍色顏料15:4、C.I.藍色顏料15:5、C.I藍色顏料15:6、C.I.藍色顏料16,其可單獨使用如以兩種或大於兩種的組合方式使用,但不本發明限於此。The blue pigment may be C.I. blue pigment 15:6, C.I. blue pigment 15:0, C.I. blue pigment 15:1, C.I. blue pigment 15:2, C.I. blue pigment 15:3, C.I. blue pigment 15:4, C.I. blue pigment 15:5, C.I. blue pigment 15:6, or C.I. blue pigment 16 in the color index, and they may be used alone or in a combination of two or more, but the present invention is not limited thereto.
舉例來說,綠色顏料分散液可以大於黃色顏料分散液的所述的量包含。For example, the green pigment dispersion may be included in a greater amount than the yellow pigment dispersion.
舉例來說,綠色顏料分散液和黃色顏料分散液的重量比可為1.41:1到2.46:1。當綠色顏料分散液和黃色顏料分散液的重量比在以上範圍內時,可極大地改善可圖案化性。For example, the weight ratio of the green pigment dispersion to the yellow pigment dispersion may be 1.41: 1 to 2.46: 1. When the weight ratio of the green pigment dispersion to the yellow pigment dispersion is within the above range, patternability may be greatly improved.
舉例來說,顏料分散液可進一步包含分散劑和溶劑。For example, the pigment dispersion may further contain a dispersant and a solvent.
也就是說,除分散樹脂之外,分散劑可一起使用以分散顏料。具體來說,顏料可預先用分散劑經表面處理,或可當製備組成物時添加分散劑與顏料一起使用。另一方面,構成顏料分散液的溶劑的類型如下文描述。That is, in addition to the dispersing resin, a dispersant can be used together to disperse the pigment. Specifically, the pigment can be surface-treated with a dispersant in advance, or a dispersant can be added when preparing the composition and used together with the pigment. On the other hand, the type of solvent constituting the pigment dispersion is described below.
分散劑可為非離子分散劑、陰離子分散劑、陽離子分散劑以及類似物。分散劑的具體實例包含聚伸烷基二醇和其酯、聚環氧烷、多元醇酯環氧烷加合物、醇環氧烷加合物、磺酸酯、磺酸鹽、羧酸酯、羧酸鹽、烷基醯胺環氧烷加合物、烷基胺以及類似物,且這些可單獨使用或以兩種或大於兩中的組合方式使用。The dispersant may be a nonionic dispersant, an anionic dispersant, a cationic dispersant, and the like. Specific examples of the dispersant include polyalkylene glycols and esters thereof, polyalkylene oxides, polyol ester epoxide adducts, alcohol epoxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, alkylamide epoxide adducts, alkylamines, and the like, and these may be used alone or in combination of two or more.
舉例來說,分散劑的市售產品可為畢克有限公司(BYK Co.,Ltd.)的迪斯畢克(DISPERBYK)-101、迪斯畢克-130、迪斯畢克-140、迪斯畢克-160、迪斯畢克-161、迪斯畢克-162、迪斯畢克-163、迪斯畢克-164、迪斯畢克-165、迪斯畢克-166、迪斯畢克-170、迪斯畢克-171、迪斯畢克-182、迪斯畢克-2000、迪斯畢克-2001以及類似物;埃夫卡化學品公司(EFKA Chemicals Co.)的埃夫卡-47、埃夫卡-47EA、埃夫卡-48、埃夫卡-49、埃夫卡-100、埃夫卡-400、埃夫卡-450以及類似物;澤內卡公司(Zeneka Co.)的索斯波斯(Solsperse) 5000、索斯波斯12000、索斯波斯13240、索斯波斯13940、索斯波斯17000、索斯波斯20000、索斯波斯24000GR、索斯波斯27000、索斯波斯28000以及類似物;或味之素株式會社(Ajinomoto Inc)的PB711、PB821以及類似物。For example, commercially available products of the dispersant may be DISPERBYK-101, DISPERBYK-130, DISPERBYK-140, DISPERBYK-160, DISPERBYK-161, DISPERBYK-162, DISPERBYK-163, DISPERBYK-164, DISPERBYK-165, DISPERBYK-166, DISPERBYK-170, DISPERBYK-171, DISPERBYK-182, DISPERBYK-2000, DISPERBYK-2001 and the like from BYK Co., Ltd.; Co.'s Efka-47, Efka-47EA, Efka-48, Efka-49, Efka-100, Efka-400, Efka-450 and the like; Zeneka Co.'s Solsperse 5000, Solsperse 12000, Solsperse 13240, Solsperse 13940, Solsperse 17000, Solsperse 20000, Solsperse 24000GR, Solsperse 27000, Solsperse 28000 and the like; or Ajinomoto Inc.'s PB711, PB821 and the like.
按感光性樹脂組成物的總量計,可以0.1重量%到15重量%的量包含分散劑。當分散劑包含在以上內時,組成物具有極佳分散性,且因此在製造彩色濾光片時具有極佳穩定性、顯影性及可圖案化性。The dispersant may be included in an amount of 0.1 wt % to 15 wt % based on the total amount of the photosensitive resin composition. When the dispersant is included in the above, the composition has excellent dispersibility, and thus has excellent stability, developability, and patternability when manufacturing a color filter.
可在使用水可溶無機鹽和濕潤劑預處理之後使用顏料。當在預處理之後使用顏料時,顏料的初始顆粒直徑可變得更精細。The pigment may be used after pretreatment with a water-soluble inorganic salt and a wetting agent. When the pigment is used after pretreatment, the initial particle size of the pigment may become finer.
可通過捏合顏料與水溶性無機鹽和濕潤劑,且接著過濾並洗滌捏合的顏料來進行預處理。The pretreatment may be performed by kneading the pigment with a water-soluble inorganic salt and a wetting agent, and then filtering and washing the kneaded pigment.
捏合可在40℃到100℃範圍內的溫度下進行,且可通過在用水以及類似物洗去無機鹽之後過濾顏料來進行過濾和洗滌。Kneading may be performed at a temperature within a range of 40°C to 100°C, and filtering and washing may be performed by filtering the pigment after washing away the inorganic salt with water and the like.
水溶性無機鹽的實例可為氯化鈉、氯化鉀以及類似物,但不限於此。濕潤劑可使得顏料與水溶性無機鹽均一地混合且粉碎,且濕潤劑的實例可包含伸烷基二醇單烷基醚,例如乙二醇單乙醚、丙二醇單甲醚二乙二醇單甲醚;醇,例如乙醇、異丙醇、丁醇、己醇、環己醇、乙二醇、二乙二醇、聚乙二醇、丙三醇聚乙二醇,且可單獨使用或以兩種或大於兩種的組合方式使用。Examples of water-soluble inorganic salts include sodium chloride, potassium chloride, and the like, but are not limited thereto. The wetting agent allows the pigment and the water-soluble inorganic salt to be uniformly mixed and pulverized, and examples of the wetting agent include alkylene glycol monoalkyl ethers, such as ethylene glycol monoethyl ether, propylene glycol monomethyl ether, diethylene glycol monomethyl ether; alcohols, such as ethanol, isopropyl alcohol, butanol, hexanol, cyclohexanol, ethylene glycol, diethylene glycol, polyethylene glycol, glycerol polyethylene glycol, and can be used alone or in combination of two or more.
捏合之後的顏料可具有5奈米到200奈米,例如5奈米到150奈米的平均顆粒直徑。當顏料的平均顆粒直徑為以上範圍內時,改善顏料分散液中的穩定性且可減小圖元的解析度。The pigment after kneading may have an average particle diameter of 5 nm to 200 nm, for example, 5 nm to 150 nm. When the average particle diameter of the pigment is within the above range, the stability in the pigment dispersion is improved and the resolution of the image element can be reduced.
根據實施例的顏料分散液可包含以下描述的分散劑和溶劑以及固體顏料和分散樹脂。按顏料分散液的總量計,可以5重量%到20重量%,例如8重量%到15重量%的量包含固體顏料。The pigment dispersion according to embodiment can comprise dispersant and solvent and solid pigment and dispersing resin described below.By the total amount of pigment dispersion, can 5 % by weight to 20 % by weight, for example 8 % by weight to 15 % by weight amount comprise solid pigment.
另一實施例提供一種包含顏料分散液的感光性樹脂組成物。Another embodiment provides a photosensitive resin composition comprising a pigment dispersion.
按感光性樹脂組成物的總量計,可以50重量%到90重量%的量包含顏料分散液。一般來說,按感光性樹脂組成物的總量計,感光性樹脂組成物使用高含量著色劑,例如50重量%到90重量%,以便再現高色彩,其中可存在如上文所描述的可圖案化性收縮的問題。然而,根據一個實施例的顏料分散液可通過控制特定色彩的顏料和能夠分散顏料的分散樹脂的重量平均分子量和酸值以及使用不同色彩的顏料分散液來再現高色彩以及維持極佳可圖案化性而不管如上文所描述的高含量。By the total amount of the photosensitive resin composition, the pigment dispersion can be included in an amount of 50% by weight to 90% by weight. Generally speaking, by the total amount of the photosensitive resin composition, the photosensitive resin composition uses a high content of coloring agent, such as 50% by weight to 90% by weight, so as to reproduce high color, wherein there may be a problem of shrinkage of patternability as described above. However, the pigment dispersion according to an embodiment can reproduce high color and maintain excellent patternability regardless of high content as described above by controlling the weight average molecular weight and acid value of the pigment of a specific color and the dispersed resin that can disperse the pigment and using the pigment dispersion of different colors.
舉例來說,感光性樹脂組成物可進一步包含黏合劑樹脂、光可聚合單體、光聚合引發劑以及溶劑。For example, the photosensitive resin composition may further include a binder resin, a photopolymerizable monomer, a photopolymerization initiator, and a solvent.
(( 黏合劑樹脂Adhesive resin ))
黏合劑樹脂可包含哢哚類黏合劑樹脂、丙烯酸黏合劑樹脂或其組合。哢哚類樹脂可為常規可固化樹脂(或感光性樹脂)組成物,且例如可如韓國專利申請特開10-2018-0067243號中所公開的一般使用,但不限於此。The adhesive resin may include an indole-based adhesive resin, an acrylic adhesive resin, or a combination thereof. The indole-based resin may be a conventional curable resin (or photosensitive resin) composition, and may be generally used as disclosed in Korean Patent Application Laid-Open No. 10-2018-0067243, for example, but is not limited thereto.
舉例來說,黏合劑樹脂可包含單獨或兩種或大於兩種不同的丙烯酸黏合樹脂。For example, the adhesive resin may include one or two or more than two different acrylic adhesive resins.
丙烯酸黏合劑樹脂的重量平均分子量可為3,000克/莫耳到150,000克/莫耳,例如5,000克/莫耳到50,000克/莫耳,例如20,000克/莫耳到30,000克/莫耳。當丙烯酸黏合劑樹脂具有所述範圍內的重量平均分子量時,感光性樹脂組成物在彩色濾光片的製造期間具有良好的物理和化學屬性、適當的黏度以及與基底的緊密接觸屬性。The weight average molecular weight of the acrylic binder resin may be 3,000 g/mol to 150,000 g/mol, for example, 5,000 g/mol to 50,000 g/mol, for example, 20,000 g/mol to 30,000 g/mol. When the acrylic binder resin has a weight average molecular weight within the range, the photosensitive resin composition has good physical and chemical properties, appropriate viscosity, and close contact properties with a substrate during the manufacture of the color filter.
丙烯酸黏合劑樹脂的酸值可為15毫克氫氧化鉀/克到60毫克氫氧化鉀/克,且具體來說20毫克氫氧化鉀/克到50毫克氫氧化鉀/克。當丙烯酸黏合劑樹脂的酸值在所述範圍內時,圖元圖案的解析度得以改善。The acid value of the acrylic binder resin may be 15 mg KOH/g to 60 mg KOH/g, and specifically 20 mg KOH/g to 50 mg KOH/g. When the acid value of the acrylic binder resin is within the range, the resolution of the element pattern is improved.
除重量平均分子量和酸值之外,丙烯酸黏合劑樹脂可與對於構成顏料分散液的分散樹脂所描述的相同。The acrylic binder resin may be the same as described for the dispersing resin constituting the pigment dispersion except for the weight average molecular weight and the acid value.
當黏合劑樹脂進一步包含哢哚類黏合劑樹脂以及丙烯酸黏合劑樹脂時,其可有效實現低反射特性且改善解析度。When the adhesive resin further includes an indole-based adhesive resin and an acrylic adhesive resin, it is effective to realize low reflection characteristics and improve resolution.
舉例來說,當黏合劑樹脂包含丙烯酸黏合劑樹脂和哢哚類黏合劑樹脂時,可以大於丙烯酸黏合劑樹脂的量的量包含哢哚類黏合劑樹脂。當以大於丙烯酸黏合劑樹脂的量的量包含哢哚類黏合劑樹脂時,可更有利的是同時實現低反射特性和極佳解析度。另外,可能有利的是改善顯影性和製程餘量。For example, when the binder resin includes an acrylic binder resin and an indole-based binder resin, the indole-based binder resin may be included in an amount greater than that of the acrylic binder resin. When the indole-based binder resin is included in an amount greater than that of the acrylic binder resin, it may be more advantageous to achieve both low reflection characteristics and excellent resolution. In addition, it may be advantageous to improve developability and process margin.
黏合劑樹脂可進一步包含除哢哚類黏合劑樹脂和丙烯酸黏合劑樹脂之外的聚醯亞胺類黏合劑樹脂、聚氨基甲酸酯類黏合劑樹脂或其組合的樹脂。The adhesive resin may further include a polyimide-based adhesive resin, a polyurethane-based adhesive resin, or a combined resin thereof in addition to the indole-based adhesive resin and the acrylic adhesive resin.
哢哚類黏合劑樹脂的重量平均分子量可為1,000克/莫耳到50,000克/莫耳,且具體來說3,000克/莫耳到35,000克/莫耳。當哢哚類黏合劑樹脂的重量平均分子量在以上範圍內時,當製造彩色濾光片時可獲得極佳可圖案化性和顯影性。The weight average molecular weight of the indole-based binder resin may be 1,000 g/mol to 50,000 g/mol, and specifically 3,000 g/mol to 35,000 g/mol. When the weight average molecular weight of the indole-based binder resin is within the above range, excellent patternability and developability may be obtained when manufacturing a color filter.
按感光性樹脂組成物的總量計,可以0.1重量%到5重量%,例如的0.1重量%到3重量%的量包含黏合劑樹脂。當黏合劑樹脂包含在以上範圍內時,適當地維持黏度,且因此在製造彩色濾光片中可圖案化性、可處理性以及顯影性為極佳的。The binder resin may be included in an amount of 0.1 wt % to 5 wt %, for example, 0.1 wt % to 3 wt %, based on the total amount of the photosensitive resin composition. When the binder resin is included within the above range, viscosity is appropriately maintained, and thus patternability, processability, and developability are excellent in manufacturing a color filter.
(( 光可聚合單體Photopolymerizable monomer ))
光可聚合單體可為(甲基)丙烯酸的包含至少一個烯系不飽和雙鍵的單官能或多官能酯。The photopolymerizable monomer may be a monofunctional or polyfunctional ester of (meth)acrylic acid containing at least one ethylenically unsaturated double bond.
光可聚合單體具有乙烯系不飽和雙鍵,且因此在圖案形成製程的曝光期間可引起足夠的聚合,且形成具有極佳的耐熱性、耐光性以及耐化學性的圖案。The photopolymerizable monomer has an ethylenically unsaturated double bond and thus can induce sufficient polymerization during the exposure period of the pattern forming process and form a pattern having excellent heat resistance, light resistance and chemical resistance.
光可聚合單體可為例如乙二醇二(甲基)丙烯酸酯、二甘醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、雙酚A二(甲基)丙烯酸酯、季戊四醇二(甲基)丙烯酸酯、季戊四醇(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、季戊四醇六(甲基)丙烯酸酯、二季戊四醇(甲基)丙烯酸酯、二季戊四醇三(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、雙酚A環氧基(甲基)丙烯酸酯、乙二醇單甲醚(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、三(甲基)丙烯醯氧基乙基磷酸酯、酚醛環氧基(甲基)丙烯酸酯或其組合。The photopolymerizable monomer may be, for example, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, bisphenol A di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol (meth)acrylate, pentaerythritol tetra(meth)acrylate. ) acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol (meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, bisphenol A epoxy (meth)acrylate, ethylene glycol monomethyl ether (meth)acrylate, trihydroxymethylpropane tri(meth)acrylate, tri(meth)acryloyloxyethyl phosphate, novolac epoxy (meth)acrylate or a combination thereof.
光可聚合單體的市售實例如下。單官能(甲基)丙烯酸酯可包含東亞合成化學工業株式會社(Toagosei Chemistry Industry Co.,Ltd.)的阿尼克斯(Aronix)M-101 ®、阿尼克斯M-111 ®、阿尼克斯M-114 ®;日本化藥株式會社(Nippon Kayaku Co.,Ltd.)的卡亞拉德(KAYARAD)TC-110S ®、卡亞拉德TC-120S ®;大阪有機化學工業株式會社(Osaka Organic Chemical Ind.,Ltd.)的V-158 ®、V-2311 ®以及類似物。雙官能(甲基)丙烯酸酯的實例可包含東亞合成化學工業株式會社的阿尼克斯M-210 ®、阿尼克斯M-240 ®、阿尼克斯M-6200 ®;日本化藥株式會社的卡亞拉德HDDA ®、卡亞拉德HX-220 ®、卡亞拉德R-604 ®;大阪有機化學工業株式會社的V-260 ®、V-312 ®、V-335HP ®以及類似物。三官能(甲基)丙烯酸酯的實例可包含東亞合成化學工業株式會社的阿尼克斯M-309 ®、阿尼克斯M-400 ®、阿尼克斯M-405 ®、阿尼克斯M-450 ®、阿尼克斯M-7100 ®、阿尼克斯M-8030 ®、阿尼克斯M-8060 ®以及類似物;日本化藥株式會社的卡亞拉德TMPTA ®、卡亞拉德DPCA-20 ®、卡亞拉德DPCA-30 ®、卡亞拉德DPCA-60 ®、卡亞拉德DPCA-120 ®;大阪由岐化藥工業株式會社(Osaka Yuki Kayaku Kogyo Co.Ltd.)的V-295 ®、V-300 ®、V-360 ®、V-GPT ®、V-3PA ®、V-400 ®以及類似物。這些可單獨使用或以兩種或大於兩種的混合物形式使用。 Commercially available examples of photopolymerizable monomers are as follows. Monofunctional (meth)acrylates may include Aronix M- 101® , Aronix M- 111® , Aronix M- 114® of Toagosei Chemistry Industry Co., Ltd.; KAYARAD TC-110S®, KAYARAD TC- 120S® of Nippon Kayaku Co., Ltd .; V- 158® , V- 2311® of Osaka Organic Chemical Ind., Ltd., and the like. Examples of difunctional (meth)acrylates may include Aniks M- 210® , Aniks M- 240® , Aniks M- 6200® from Toagosei Chemical Industry Co., Ltd.; Kaylade HDDA® , Kaylade HX- 220® , Kaylade R-604® from Nippon Kayaku Co., Ltd .; V- 260® , V- 312® , V- 335HP® from Osaka Organic Chemical Industry Co., Ltd., and the like. Examples of trifunctional (meth)acrylates may include Aniks M- 309® , Aniks M- 400® , Aniks M-405®, Aniks M- 450® , Aniks M- 7100® , Aniks M- 8030® , Aniks M- 8060® and the like from Toa Gosei Chemical Industry Co., Ltd.; Caylade TMPTA® , Caylade DPCA- 20® , Caylade DPCA- 30® , Caylade DPCA- 60® , Caylade DPCA- 120® from Nippon Kayaku Co. , Ltd.; V- 295® , V- 300® , V- 360® from Osaka Yuki Kayaku Kogyo Co., Ltd. , V-GPT ® , V-3PA ® , V-400 ® and the like. These may be used alone or in a mixture of two or more.
可用酸酐處理光可聚合單體以改善顯影性。The photopolymerizable monomers may be treated with anhydrides to improve developing properties.
按感光性樹脂組成物的總量計,可以0.5重量%至10重量%,例如0.5重量%至5重量%的量包含光可聚合單體。當光可聚合單體包含在所述範圍內時,光可聚合單體在圖案形成製程中的曝光期間充分固化且具有圖案的極佳可靠性,極佳耐熱性、耐光性以及耐化學性,且具有極佳解析度和緊密接觸屬性。The photopolymerizable monomer may be included in an amount of 0.5 wt % to 10 wt %, for example, 0.5 wt % to 5 wt %, based on the total amount of the photosensitive resin composition. When the photopolymerizable monomer is included within the range, the photopolymerizable monomer is sufficiently cured during exposure in a pattern forming process and has excellent reliability of the pattern, excellent heat resistance, light resistance, and chemical resistance, and has excellent resolution and close contact properties.
(( 光聚合引發劑Photopolymerization initiator ))
光聚合引發劑包含肟類引發劑(化合物)和苯乙酮類引發劑(化合物)。兩種類型的光聚合引發劑的混合物可與前述著色劑的組成物一起使用以提供能夠實現低錐角的感光性樹脂組成物。The photopolymerization initiator includes an oxime initiator (compound) and an acetophenone initiator (compound). A mixture of the two types of photopolymerization initiators can be used together with the aforementioned coloring agent composition to provide a photosensitive resin composition capable of achieving a low taper angle.
苯乙酮類化合物的實例可為2,2'-二乙氧基苯乙酮、2,2'-二丁氧基苯乙酮、2-羥基-2-甲基苯丙酮、對叔丁基三氯苯乙酮、對叔丁基二氯苯乙酮、4-氯苯乙酮、2,2'-二氯-4-苯氧基苯乙酮、2-甲基-1-(4-(甲硫基)苯基)-2-嗎啉基丙-1-酮、2-苯甲基-2-二甲氨基-1-(4-嗎啉基苯基)-丁-1-酮以及其類似物。Examples of acetophenone compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-tert-butyltrichloroacetophenone, p-tert-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, and the like.
肟類化合物的實例可為O-醯肟類化合物、2-(鄰苯甲醯基肟)-1-[4-(苯硫基)苯基]-1,2-辛二酮、1-(鄰乙醯肟)-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-哢唑-3-基]乙酮、O-乙氧羰基-α-氧氨基-1-苯基丙-1-酮以及類似物。O-醯肟類化合物的具體實例可為1,2-辛二酮、2-二甲基氨基-2-(4-甲基苯甲基)-1-(4-嗎啉-4-基-苯基)-丁-1-酮、1-(4-苯硫基苯基)-丁烷-1,2-二酮2-肟-O-苯甲酸酯、1-(4-苯硫基苯基)-辛烷-1,2-二酮2-肟-O-苯甲酸酯、1-(4-苯硫基苯基)-辛-1-酮肟-O-乙酸酯以及1-(4-苯硫基苯基)-丁-1-酮肟-O-乙酸酯。Examples of oxime compounds include O-acyloxime compounds, 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-oxazol-3-yl]ethanone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, and the like. Specific examples of O-oxime compounds may be 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-porphyrin-4-yl-phenyl)-butan-1-one, 1-(4-phenylthiophenyl)-butane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylthiophenyl)-octane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylthiophenyl)-octane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylthiophenyl)-octan-1-one oxime-O-acetate, and 1-(4-phenylthiophenyl)-butan-1-one oxime-O-acetate.
舉例來說,可以等於或大於苯乙酮類引發劑的量的量包含肟類引發劑。For example, the oxime-based initiator may be contained in an amount equal to or greater than that of the acetophenone-based initiator.
舉例來說,可以苯乙酮類引發劑的含量的至多9倍的量包含肟類引發劑。For example, the oxime-based initiator may be contained in an amount up to 9 times the content of the acetophenone-based initiator.
當肟類引發劑與苯乙酮類引發劑之間的含量關係滿足以上配置時,可進一步減小感光性樹脂層中的圖案的錐角。When the content relationship between the oxime initiator and the acetophenone initiator satisfies the above configuration, the taper angle of the pattern in the photosensitive resin layer can be further reduced.
除所述化合物以外,光聚合引發劑可包含哢唑類化合物、二酮類化合物、硼酸鋶類化合物、重氮類化合物、咪唑類化合物、聯咪唑類化合物、芴基化合物以及類似物。In addition to the above compounds, the photopolymerization initiator may include oxazole compounds, diketone compounds, cobalt borate compounds, diazo compounds, imidazole compounds, biimidazole compounds, fluorenyl compounds, and the like.
光聚合引發劑可包含單獨或兩種或大於兩種化合物的組合的以上示範的化合物。The photopolymerization initiator may contain the above-exemplified compounds alone or in combination of two or more compounds.
光聚合引發劑可與感光劑一起使用,所述感光劑能夠通過吸收光且變成激發態且接著轉移其能量而引起化學反應。A photopolymerization initiator may be used together with a photosensitizer that is capable of causing a chemical reaction by absorbing light and becoming excited and then transferring its energy.
感光劑的實例可為四乙二醇雙-3-巰基丙酸酯、季戊四醇四-3-巰基丙酸酯、二季戊四醇四-3-巰基丙酸酯以及類似物。Examples of the photosensitizer may be tetraethylene glycol di-3-butylene propionate, pentaerythritol tetra-3-butylene propionate, dipentaerythritol tetra-3-butylene propionate, and the like.
按感光性樹脂組成物的總量計,可以0.01重量%到5重量%,例如0.01重量%到3重量%的量包含光聚合引發劑。當光聚合引發劑包含在所述範圍內時,在圖案形成製程中的曝光期間發生足夠的光聚合,可實現極佳的可靠性,可改善圖案的耐熱性、耐光性以及耐化學性、解析度和緊密接觸特性,且可由於非反應引發劑而防止透射率下降。The photopolymerization initiator may be included in an amount of 0.01 wt % to 5 wt %, for example, 0.01 wt % to 3 wt %, based on the total amount of the photosensitive resin composition. When the photopolymerization initiator is included within the range, sufficient photopolymerization occurs during exposure in the pattern forming process, excellent reliability can be achieved, heat resistance, light resistance, and chemical resistance, resolution, and close contact characteristics of the pattern can be improved, and transmittance reduction can be prevented due to the non-reactive initiator.
(( 溶劑Solvent ))
作為溶劑,可使用與顏料分散液、光聚合引發劑、光可聚合單體以及黏合劑樹脂具有相容性但不反應的材料。As the solvent, a material which is compatible with but does not react with the pigment dispersion, the photopolymerization initiator, the photopolymerizable monomer, and the binder resin can be used.
溶劑的實例可包含醇,例如甲醇、乙醇以及類似物;醚,例如二氯乙醚、正丁基醚、二異戊基醚、甲基苯基醚、四氫呋喃以及類似物;二醇醚,例如乙烯二醇單甲醚、乙烯二醇單乙醚、乙烯二醇二甲醚(ethylene glycoldimethylether;EDM)以及類似物;乙二醇乙醚乙酸酯,例如乙二醇乙醚乙酸甲酯、乙二醇乙醚乙酸乙酯、乙二醇乙醚乙酸二乙酯以及類似物;卡必醇,例如甲基乙基卡必醇、二乙基卡必醇、二乙二醇單甲醚、二乙二醇單乙醚、二乙二醇二甲醚、二乙二醇乙基甲醚、二乙二醇二乙醚以及類似物;丙二醇烷基醚乙酸酯,例如丙二醇甲醚乙酸酯、丙二醇丙醚乙酸酯以及類似物;芳族烴,例如甲苯、二甲苯以及類似物;酮,例如甲基乙基酮、環己酮、4-羥基-4-甲基-2-戊酮、甲基-正丙酮、甲基-正丁酮、甲基-正戊酮、2-庚酮以及類似物;飽和脂族單羧酸烷基酯,例如乙酸乙酯、乙酸正丁酯、乙酸異丁酯以及類似物;乳酸酯,例如乳酸甲酯、乳酸乙酯以及類似物;氧基乙酸烷基酯,例如氧基乙酸甲酯、氧基乙酸乙酯、氧基乙酸丁酯以及類似物;烷氧基乙酸烷基酯,例如甲氧基乙酸甲酯、甲氧基乙酸乙酯、甲氧基乙酸丁酯、乙氧基乙酸甲酯、乙氧基乙酸乙酯以及類似物;3-氧基丙酸烷基酯,例如3-氧基丙酸甲酯、3-氧基丙酸乙酯以及類似物;3-烷氧基丙酸烷基酯,例如3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸乙酯、3-乙氧基丙酸甲酯以及類似物;2-氧基丙酸烷基酯,例如2-氧基丙酸甲酯、2-氧基丙酸乙酯、2-氧基丙酸丙酯以及類似物;2-烷氧基丙酸烷基酯,例如2-甲氧基丙酸甲酯、2-甲氧基丙酸乙酯、2-乙氧基丙酸乙酯、2-乙氧基丙酸甲酯以及類似物;2-氧基-2-甲基丙酸酯,例如2-氧基-2-甲基丙酸甲酯、2-氧基-2-甲基丙酸乙酯;2-烷氧基-2-甲基丙酸烷基的單氧基單羧酸烷基酯,例如2-甲氧基-2-甲基丙酸甲酯、2-乙氧基-2-甲基丙酸乙酯以及類似物;酯,例如丙酸2-羥乙酯、丙酸2-羥基-2-甲基乙酯、乙酸羥乙酯、丁酸2-羥基-3-甲基甲酯以及類似物;酮酸酯,例如丙酮酸乙酯以及類似物;高沸點溶劑,例如N-甲基甲醯胺、N,N-二甲基甲醯胺、N-甲基甲醯苯胺、N-甲基乙醯胺、N,N-二甲基乙醯胺、N-甲基吡咯烷酮、二甲亞碸、苯甲基乙醚、二己醚、乙醯丙酮、異佛酮、己酸、辛酸、1-辛醇、1-壬醇、苯甲醇、乙酸苯甲酯、苯甲酸乙酯、草酸二乙酯、馬來酸二乙酯、γ-丁內酯、碳酸亞乙酯、碳酸亞丙酯、乙二醇乙醚乙酸苯酯以及類似物。Examples of the solvent may include alcohols such as methanol, ethanol and the like; ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methyl phenyl ether, tetrahydrofuran and the like; glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether and the like; glycoldimethylether; EDM) and the like; ethylene glycol ether acetates such as ethylene glycol ether methyl acetate, ethylene glycol ether ethyl acetate, ethylene glycol ether diethyl acetate and the like; carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol diethyl ether and the like; propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate, propylene glycol propyl ether acetate and the like; aromatic hydrocarbons such as toluene, xylene and the like; ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-acetone, methyl ethyl acetate, isobutyl acetate and the like; lactic acid esters such as methyl lactate, ethyl lactate and the like; oxyacetic acid alkyl esters such as methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate and the like; alkoxyacetic acid alkyl esters such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate and the like; 3-oxypropionic acid alkyl esters such as methyl 3-oxypropionic acid, ethyl 3-oxypropionic acid and the like; 3-alkoxypropionic acid alkyl esters such as methyl 3-methoxypropionic acid, methyl 3-methoxypropionic acid, ethyl 3-methoxypropionic acid and the like. ethyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-ethoxypropionate and the like; alkyl 2-oxypropionates, such as methyl 2-oxypropionate, ethyl 2-oxypropionate, methyl 2-oxypropionate and the like; alkyl 2-alkoxypropionates, such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, methyl 2-ethoxypropionate and the like; 2-oxy-2-methylpropanoates, such as methyl 2-oxy-2-methylpropionate, ethyl 2-oxy-2-methylpropionate; monooxymonocarboxylic acid alkyl esters of alkyl 2-alkoxy-2-methylpropionates, such as methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate and the like esters such as 2-hydroxyethyl propionate, 2-hydroxy-2-methylethyl propionate, hydroxyethyl acetate, 2-hydroxy-3-methylmethyl butyrate and the like; ketoesters such as ethyl pyruvate and the like; high boiling point solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformaniline, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, hexanoic acid, octanoic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, ethylene glycol ethyl ether phenyl acetate and the like.
考慮相容性和反應性,可理想地使用酮,例如環己酮以及類似物;二醇醚,例如乙二醇單乙醚、乙二醇二甲醚、乙二醇二乙醚以及類似物;乙二醇烷基醚乙酸酯,例如乙二醇乙醚乙酸乙酯以及類似物;酯,例如丙酸2-羥乙酯以及類似物;卡必醇,例如二乙二醇單甲醚以及類似物;丙二醇二醇烷基醚乙酸酯,例如丙二醇單甲醚乙酸酯、丙二醇丙醚乙酸酯以及類似物。In consideration of compatibility and reactivity, ketones such as cyclohexanone and the like; glycol ethers such as ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether and the like; ethylene glycol alkyl ether acetates such as ethylene glycol ethyl ether ethyl acetate and the like; esters such as 2-hydroxyethyl propionate and the like; carbitols such as diethylene glycol monomethyl ether and the like; propylene glycol glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate and the like can be desirably used.
按感光性樹脂組成物的總量計,可以剩餘量,例如20重量%至70重量%,例如20重量%至60重量%,例如25重量%到55重量%包含溶劑。當溶劑包含在所述範圍內時,感光性樹脂組成物可具有適當黏度,從而改善彩色濾光片的塗布特性。The solvent may be contained in a residual amount, for example, 20 wt % to 70 wt %, for example, 20 wt % to 60 wt %, for example, 25 wt % to 55 wt %, based on the total amount of the photosensitive resin composition. When the solvent is contained within the range, the photosensitive resin composition may have an appropriate viscosity, thereby improving the coating properties of the color filter.
(( 其它添加劑Other additives ))
同時,感光性樹脂組成物可進一步包含丙二酸、3-氨基-1,2-丙二醇、矽烷類偶合劑、調平劑、氟基表面活性劑、自由基聚合引發劑或其組合的添加劑。Meanwhile, the photosensitive resin composition may further include malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a fluorine-based surfactant, a free radical polymerization initiator or a combination thereof.
矽烷類偶合劑可具有反應性取代基,例如乙烯基、羧基、甲基丙烯醯氧基、異氰酸酯基以及環氧基等,以便改善與基底的緊密接觸屬性。The silane coupling agent may have a reactive substituent, such as a vinyl group, a carboxyl group, a methacryl group, an isocyanate group, and an epoxy group, so as to improve the close contact property with the substrate.
矽烷類偶合劑的實例可為三甲氧基矽烷基苯甲酸、γ-甲基丙烯醯氧基丙基三甲基氧基矽烷、乙烯基三乙醯氧基矽烷、乙烯基三甲氧基矽烷、γ-異氰酸酯丙基三乙氧基矽烷、γ-聚糖環氧丙基三甲氧基矽烷、β-(3,4-環氧環己基)乙基三甲氧基矽烷以及類似物,其可單獨使用或以2種或大於2種類型的混合物的形式使用。Examples of the silane coupling agent may be trimethoxysilylbenzoic acid, γ-methacryloyloxypropyltrimethyloxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanatepropyltriethoxysilane, γ-polysaccharide epoxypropyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, and the like, which may be used alone or in the form of a mixture of 2 or more types.
按100重量份的感光性樹脂組成物計,可以0.01重量份到10重量份的量包含矽烷類偶合劑。當矽烷類偶合劑包含在以上範圍內時,改善緊密接觸屬性和存儲屬性。The silane coupling agent may be included in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the photosensitive resin composition. When the silane coupling agent is included within the above range, close contact properties and storage properties are improved.
另外,感光性樹脂組成物可進一步包含例如氟基表面活性劑的表面活性劑來改善塗層屬性且視需要防止缺陷形成。In addition, the photosensitive resin composition may further include a surfactant such as a fluorine-based surfactant to improve coating properties and prevent defect formation as necessary.
氟基表面活性劑的實例可為市售的氟基表面活性劑,如BM化學公司(BM Chemie Inc.)的BM-1000 ®、BM-1100 ®以及類似物;大日本油墨化學工業株式會社(Dainippon Ink Kagaku Kogyo Co.)的F142D ®、F172 ®、F173 ®、F183 ®、F554 ®以及類似物;住友商事3M株式會社的福勒拉德(FULORAD)FC-135 ®、福勒拉德FC-170C ®、福勒拉德FC-430 ®、福勒拉德FC-431 ®以及類似物;旭玻璃株式會社(ASAHI Glass Co.,Ltd.)的索龍(SURFLON)S-112 ®、索龍S-113 ®、索龍S-131 ®、索龍S-141 ®、索龍S-145 ®以及類似物;SH-28PA ®、SH-190 ®、SH-193 ®、SZ-6032 ®、SF-8428 ®以及類似物。 Examples of the fluorine-based surfactant may be commercially available fluorine-based surfactants such as BM- 1000® , BM- 1100® and the like from BM Chemie Inc.; F142D® , F172®, F173® , F183® , F554® and the like from Dainippon Ink Kagaku Kogyo Co.; FULORAD FC- 135® , FULORAD FC- 170C® , FULORAD FC- 430® , FULORAD FC- 431® and the like from Sumitomo 3M Co., Ltd.; SURFLON S- 112® from ASAHI Glass Co., Ltd. , Thron S-113 ® , Thron S-131 ® , Thron S-141 ® , Thron S-145 ® and the like; SH-28PA ® , SH-190 ® , SH-193 ® , SZ-6032 ® , SF-8428 ® and the like.
按100重量份的感光性樹脂組成物計,可以0.001重量份到5重量份的量包含氟基表面活性劑。當表面活性劑包含在以上範圍內時,確保塗層均一性,不會發生染汙且改善IZO基底或玻璃基底的可濕性。The fluorine-based surfactant may be included in an amount of 0.001 to 5 parts by weight based on 100 parts by weight of the photosensitive resin composition. When the surfactant is included in the above range, coating uniformity is ensured, contamination does not occur, and wettability of the IZO substrate or glass substrate is improved.
另外,除非屬性劣化,否則感光性樹脂組成物可以預定量進一步包含其它添加劑,例如氧化抑制劑、穩定劑以及其類似物。In addition, unless the properties are deteriorated, the photosensitive resin composition may further contain other additives such as an oxidation inhibitor, a stabilizer, and the like in a predetermined amount.
另一實施例提供一種通過曝光、顯影以及固化前述感光性樹脂組成物來製造的感光性樹脂層。Another embodiment provides a photosensitive resin layer manufactured by exposing, developing and curing the aforementioned photosensitive resin composition.
在感光性樹脂層中形成圖案的方法如下。The method of forming a pattern in the photosensitive resin layer is as follows.
(1)塗層和膜形成(1) Coating and film formation
感光性樹脂組成物使用旋塗或狹縫塗布方法、滾塗方法、絲網印刷方法、塗覆器方法以及類似物在經歷預定預處理的基底,例如玻璃基底或IZO基底以及類似物上塗布以具有所需厚度,且經由VCD製程或類似者在約70℃到約100℃下加熱1分鐘到10分鐘以去除溶劑且形成感光性樹脂層。The photosensitive resin composition is coated on a substrate subjected to a predetermined pretreatment, such as a glass substrate or an IZO substrate, and the like, to have a desired thickness using a spin coating or slit coating method, a roll coating method, a screen printing method, a coater method, and the like, and is heated at about 70° C. to about 100° C. for 1 minute to 10 minutes through a VCD process or the like to remove the solvent and form a photosensitive resin layer.
(2)曝光(2) Exposure
為了形成所需圖案,插入由實施黑色矩陣圖案的半色調部分和實施柱狀間隔區圖案的全色調部分構成的掩模,且接著將200奈米到500奈米的光化射線輻射到所獲得的感光性樹脂層。作為用於輻射的光源,可使用低壓汞燈、高壓汞燈、超高壓汞燈、金屬鹵化物燈、氬氣雷射器等,且在一些情況下,可使用X射線、電子束以及類似物。In order to form a desired pattern, a mask consisting of a half-tone portion implementing a black matrix pattern and a full-tone portion implementing a columnar spacer pattern is inserted, and then 200 nm to 500 nm actinic rays are irradiated to the obtained photosensitive resin layer. As a light source for irradiation, a low-pressure mercury lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, a metal halide lamp, an argon laser, etc. can be used, and in some cases, X-rays, electron beams, and the like can be used.
當使用高壓汞燈時,曝光製程使用例如500毫焦/平方公分或小於500毫焦/平方公分的光劑量(運用365奈米感測器)。然而,光劑量可視各種組分的類別、其組合比率以及乾膜厚度而變化。When a high-pressure mercury lamp is used, the exposure process uses a light dose of, for example, 500 mJ/cm2 or less (using a 365 nm sensor). However, the light dose may vary depending on the types of the various components, their combination ratios, and the dry film thickness.
(3)顯影(3) Imaging
在顯影方法中,在曝光製程之後,鹼水溶液用作顯影溶液以溶解和去除不必要部分,由此僅留下已曝光部分以形成圖案。In the developing method, after the exposure process, an alkaline aqueous solution is used as a developing solution to dissolve and remove unnecessary portions, thereby leaving only the exposed portions to form a pattern.
(4)後處理(4) Post-processing
存在一種用於獲得圖案的後加熱製程,所述圖案具有通過在以上製程中顯影獲得的圖像圖案的改善的耐熱性、耐光性、緊密接觸屬性、抗裂性、耐化學性、高強度以及儲存穩定性。There is a post-heating process for obtaining a pattern having improved heat resistance, light resistance, close contact properties, crack resistance, chemical resistance, high strength, and storage stability of an image pattern obtained by development in the above process.
另一實施例提供一種包含感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including a photosensitive resin layer.
另一實施例提供一種包含彩色濾光片的顯示裝置。Another embodiment provides a display device including a color filter.
顯示裝置可為例如液晶顯示器(LCD)(用於有機LED)、固態成像裝置以及類似物但不必限於此。The display device may be, for example, a liquid crystal display (LCD) (for organic LEDs), a solid-state imaging device, and the like, but is not necessarily limited thereto.
在下文中,參考實例更詳細地示出本發明。然而,以下實例僅為本發明的優選實例,且本發明不受以下實例限制。Hereinafter, the present invention is described in more detail with reference to examples. However, the following examples are only preferred examples of the present invention, and the present invention is not limited to the following examples.
(( 實例Examples ))
(( 製備綠色顏料分散液Preparation of green pigment dispersion ))
製備實例Preparation Example 1-11-1
通過將重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂與C.I.顏料綠58(ENF技術有限公司(ENF Technology Co.,Ltd.))在分散劑下混合且用分散裝置(例如珠磨機以及類似物)進行分散製程來製備綠色顏料分散液。視需要分散製程可通過向其中進一步添加溶劑和/或顏料衍生物來執行。A green pigment dispersion is prepared by mixing a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 100 mg potassium hydroxide/g with C.I. Pigment Green 58 (ENF Technology Co., Ltd.) under a dispersant and performing a dispersion process using a dispersing device (e.g., a bead mill and the like). The dispersion process may be performed by further adding a solvent and/or a pigment derivative thereto as needed.
製備實例Preparation Example 1-21-2
除了使用重量平均分子量為8000克/莫耳和酸值為140毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1, except that a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 140 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 100 mg potassium hydroxide/g.
製備實例Preparation Example 1-31-3
除了使用重量平均分子量為12000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1 except that a first dispersing resin having a weight average molecular weight of 12000 g/mol and an acid value of 100 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 100 mg potassium hydroxide/g.
製備實例Preparation Example 1-41-4
除了使用重量平均分子量為12000克/莫耳和酸值為140毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1 except that a first dispersing resin having a weight average molecular weight of 12,000 g/mol and an acid value of 140 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8,000 g/mol and an acid value of 100 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-1C-1
除了使用重量平均分子量為8000克/莫耳和酸值為90毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1 except that a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 90 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 100 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-2C-2
除了使用重量平均分子量為12000克/莫耳和酸值為150毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1 except that a first dispersing resin having a weight average molecular weight of 12,000 g/mol and an acid value of 150 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8,000 g/mol and an acid value of 100 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-3C-3
除了使用重量平均分子量為7000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1 except that a first dispersing resin having a weight average molecular weight of 7000 g/mol and an acid value of 100 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 100 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-4C-4
除了使用重量平均分子量為13000克/莫耳和酸值為140毫克氫氧化鉀/克的第一分散樹脂代替重量平均分子量為8000克/莫耳和酸值為100毫克氫氧化鉀/克的第一分散樹脂以外,以與製備實例1-1相同的方式製備綠色顏料分散液。A green pigment dispersion was prepared in the same manner as in Preparation Example 1-1, except that a first dispersing resin having a weight average molecular weight of 13,000 g/mol and an acid value of 140 mg potassium hydroxide/g was used instead of a first dispersing resin having a weight average molecular weight of 8,000 g/mol and an acid value of 100 mg potassium hydroxide/g.
(製備黃色顏料分散液)(Preparation of yellow pigment dispersion)
製備實例Preparation Example 2-12-1
通過將重量平均分子量為8000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂與C.I.顏料黃185(ENF技術有限公司)在分散劑下混合且用分散裝置(例如珠磨機以及類似物)進行分散製程來製備黃色顏料分散液。視需要分散製程可通過向其中進一步添加溶劑和/或顏料衍生物來執行。A yellow pigment dispersion is prepared by mixing a second dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 95 mg potassium hydroxide/g with C.I. Pigment Yellow 185 (ENF Technology Co., Ltd.) under a dispersant and performing a dispersion process using a dispersing device (e.g., a bead mill and the like). The dispersion process may be performed by further adding a solvent and/or a pigment derivative thereto as necessary.
製備實例Preparation Example 2-22-2
除了使用重量平均分子量為12000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂代替重量平均分子量為8000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂以外,以與製備實例2-1相同的方式製備黃色顏料分散液。A yellow pigment dispersion was prepared in the same manner as in Preparation Example 2-1, except that a second dispersing resin having a weight average molecular weight of 12,000 g/mol and an acid value of 95 mg potassium hydroxide/g was used instead of a second dispersing resin having a weight average molecular weight of 8,000 g/mol and an acid value of 95 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-5C-5
除了使用重量平均分子量為7000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂代替重量平均分子量為8000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂以外,以與製備實例2-1相同的方式製備黃色顏料分散液。A yellow pigment dispersion was prepared in the same manner as in Preparation Example 2-1 except that a second dispersing resin having a weight average molecular weight of 7000 g/mol and an acid value of 95 mg potassium hydroxide/g was used instead of a second dispersing resin having a weight average molecular weight of 8000 g/mol and an acid value of 95 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-6C-6
除了使用重量平均分子量為13000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂代替重量平均分子量為8000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂以外,以與製備實例2-1相同的方式製備黃色顏料分散液。A yellow pigment dispersion was prepared in the same manner as in Preparation Example 2-1, except that a second dispersing resin having a weight average molecular weight of 13,000 g/mol and an acid value of 95 mg potassium hydroxide/g was used instead of the second dispersing resin having a weight average molecular weight of 8,000 g/mol and an acid value of 95 mg potassium hydroxide/g.
比較製備實例Comparison of preparation examples C-7C-7
除了使用重量平均分子量為10000克/莫耳和酸值為100毫克氫氧化鉀/克的第二分散樹脂代替重量平均分子量為8000克/莫耳和酸值為95毫克氫氧化鉀/克的第二分散樹脂以外,以與製備實例2-1相同的方式製備黃色顏料分散液。A yellow pigment dispersion was prepared in the same manner as in Preparation Example 2-1 except that a second dispersing resin having a weight average molecular weight of 10,000 g/mol and an acid value of 100 mg potassium hydroxide/g was used instead of a second dispersing resin having a weight average molecular weight of 8,000 g/mol and an acid value of 95 mg potassium hydroxide/g.
( 製備感光性樹脂組成物 ) ( Preparation of photosensitive resin composition )
實例Examples 11 到實例To the instance 66 以及比較實例and comparison examples 11 到比較實例To compare examples 44
製備每一感光性樹脂組成物以具有表1中所繪示的組成物,其中光聚合引發劑經由在室溫下攪拌1小時添加到溶劑且在其中溶解。隨後,黏合劑樹脂和光可聚合單體添加到其中,且接著在室溫下攪拌1小時。隨後,向其添加其它添加劑,且接著在室溫下攪拌1小時。接著,向其添加每一顏料分散液,且接著在室溫下攪拌2小時,且將前述溶液過濾三次以去除雜質,從而製備根據實例1至實例6以及比較實例1到比較實例4的感光性樹脂組成物。以下組分用以製備感光性樹脂組成物。 (A)丙烯酸黏合劑樹脂 丙烯酸黏合劑樹脂(SP-RY16,昭和電工株式會社(Showa DenkoK.K.)) (B)光可聚合單體 (B-1)DPHA(日本化藥株式會社) (B-2)M2100(美源專用(Miwon Specialty)) (C)光聚合引發劑 (C-1)OXE01(巴斯夫(BASF)) (C-2)OXE02(巴斯夫) (D)顏料分散液 (D-1)製備實例1-1 (D-2)製備實例1-2 (D-3)製備實例1-3 (D-4)製備實例1-4 (D-5)製備實例2-1 (D-6)製備實例2-2 (D-7)比較製備實例C-1 (D-8)比較製備實例C-2 (D-9)比較製備實例C-3 (D-10)比較製備實例C-4 (D-11)比較製備實例C-5 (D-12)比較製備實例C-6 (D-13)比較製備實例C-7 (E)溶劑 丙二醇單甲基乙酸乙酯(Propylene glycolmonomethylethylacetate,PGMEA,西格瑪-奧德里奇有限公司(Sigma-Aldrich Co.,Ltd.)) (F)其它添加劑 (F-1)氟基表面活性劑(F-554,迪愛生有限公司(DIC Co.,Ltd.)) (F-2)偶合劑(KBM-503,信越化學工業株式會社(ShinEtsu Chemical Co.)) Each photosensitive resin composition was prepared to have the composition shown in Table 1, wherein a photopolymerization initiator was added to a solvent and dissolved therein by stirring at room temperature for 1 hour. Subsequently, a binder resin and a photopolymerizable monomer were added thereto, and then stirred at room temperature for 1 hour. Subsequently, other additives were added thereto, and then stirred at room temperature for 1 hour. Then, each pigment dispersion was added thereto, and then stirred at room temperature for 2 hours, and the aforementioned solution was filtered three times to remove impurities, thereby preparing photosensitive resin compositions according to Examples 1 to 6 and Comparative Examples 1 to 4. The following components were used to prepare the photosensitive resin composition. (A) Acrylic adhesive resin Acrylic adhesive resin (SP-RY16, Showa Denko K.K.) (B) Photopolymerizable monomer (B-1) DPHA (Nippon Kayaku Co., Ltd.) (B-2) M2100 (Miwon Specialty) (C) Photopolymerization initiator (C-1) OXE01 (BASF) (C-2) OXE02 (BASF) (D) Pigment dispersion (D-1) Preparation Example 1-1 (D-2) Preparation Example 1-2 (D-3) Preparation Example 1-3 (D-4) Preparation Example 1-4 (D-5) Preparation Example 2-1 (D-6) Preparation Example 2-2 (D-7) Comparative preparation example C-1 (D-8) Comparative preparation example C-2 (D-9) Comparative preparation example C-3 (D-10) Comparative preparation example C-4 (D-11) Comparative preparation example C-5 (D-12) Comparative preparation example C-6 (D-13) Comparative preparation example C-7 (E) Solvent Propylene glycolmonomethylethylacetate (PGMEA, Sigma-Aldrich Co., Ltd.) (F) Other additives (F-1) Fluorine-based surfactant (F-554, DIC Co., Ltd.) (F-2) Coupling agent (KBM-503, ShinEtsu Chemical Co.)
(表1)
(單元;重量%)
評估evaluate 11 :可圖案化性評估:Patternability Assessment
根據實例1到實例6以及比較實例1到比較實例4的感光性樹脂組成物在能夠通過使用塗布器(三笠株式會社(MIKASA Co.,Ltd.))形成每一樣本的預定厚度的轉/分鐘下塗布,且接著將其在90℃加熱板上預烘烤,將其在劑量:40毫焦和間隙:200微米的條件下向曝光器曝光,以及顯影其以形成圖案。在本文中,通過稀釋Na 2CO 3溶液來製備顯影劑,且測量圖案呈現的時間(秒)(BP)。在本文中,BP應至少40秒或小於40秒在顯影之後,圖案基底在烘箱中在230℃下烘烤20分鐘,從而形成圖案。通過使光學顯微鏡變焦光學500倍相對於寬度測量確認的圖案。通過使用光學顯微鏡相對於100微米的寬度的大小測量確認的圖案,且表2中繪示用裸眼評估的結果。 The photosensitive resin composition according to Examples 1 to 6 and Comparative Examples 1 to 4 was coated at a rpm capable of forming a predetermined thickness of each sample by using an applicator (MIKASA Co., Ltd.), and then pre-baked on a 90°C heating plate, exposed to an exposure device under the conditions of a dose: 40 mJ and a gap: 200 μm, and developed to form a pattern. Herein, a developer was prepared by diluting a Na 2 CO 3 solution, and the time (seconds) (BP) for pattern appearance was measured. Herein, BP should be at least 40 seconds or less. After development, the pattern substrate was baked in an oven at 230°C for 20 minutes to form a pattern. The pattern was confirmed by measuring the size relative to the width of 100 micrometers using an optical microscope with an optical zoom of 500 times. The pattern was confirmed by measuring the size relative to the width of 100 micrometers using an optical microscope, and the results of evaluation with the naked eye are shown in Table 2.
(表2)
評估evaluate 22 :: 膜殘留比率的評估Evaluation of membrane retention ratio
根據實例1到實例6以及比較實例1到比較實例4的感光性樹脂組成物分別用旋塗器(塗布器(Opticoat)MS-A150,三笠株式會社)在玻璃基底上塗布為3微米厚,且接著在加熱板上在80℃下軟烘烤120秒,在60毫焦下用曝光器(ghi寬頻,優志旺公司(Ushio Inc.))曝光。隨後,通過使用顯影劑(SSP-200、SVS)用0.2重量%的氫氧化鉀(potassium hydroxide;KOH)水溶劑顯影所塗布的組成物。隨後,顯影基底分別在對流烘箱中在180℃硬烘烤30分鐘。測量在顯影之後的圖案的厚度(T1)和硬烘烤之後的圖案的厚度(T2)以根據方程1計算膜殘留比率(%),且結果繪示於表3中。 [方程1] 膜殘留物比率(%)= (T 2/T 1) x 100 The photosensitive resin compositions according to Examples 1 to 6 and Comparative Examples 1 to 4 were coated on glass substrates to a thickness of 3 μm using a spin coater (Opticoat MS-A150, Mikasa Co., Ltd.), and then soft-baked on a hot plate at 80° C. for 120 seconds and exposed at 60 mJ using an exposure device (ghi broadband, Ushio Inc.). Subsequently, the coated compositions were developed using a developer (SSP-200, SVS) with a 0.2 wt % potassium hydroxide (KOH) aqueous solution. Subsequently, the developed substrates were hard-baked in a convection oven at 180° C. for 30 minutes. The thickness of the pattern after development (T1) and the thickness of the pattern after hard baking (T2) were measured to calculate the film residue ratio (%) according to Equation 1, and the results are shown in Table 3. [Equation 1] Film residue ratio (%) = (T 2 /T 1 ) x 100
(表3)
參考表2和表3,根據一個實施例的感光性樹脂組成物實現高色彩,且根據特定色彩的顏料通過控制包括顏料分散液的分散樹脂的重量平均分子量和酸值呈現極佳可圖案化性和膜殘留比率。此外,當綠色顏料分散液和黃色顏料分散液的重量比為1.41:1到2.46:1時,最大化可圖案化性改善效應。Referring to Tables 2 and 3, the photosensitive resin composition according to one embodiment achieves high color and exhibits excellent patternability and film residue ratio by controlling the weight average molecular weight and acid value of the dispersion resin including the pigment dispersion according to the specific color of the pigment. In addition, when the weight ratio of the green pigment dispersion to the yellow pigment dispersion is 1.41:1 to 2.46:1, the patternability improvement effect is maximized.
雖然已結合目前視為實用實例實施例的內容來描述本發明,但應理解,本發明不限於所公開的實施例,而相反,本發明旨在涵蓋包含在申請專利的精神和範圍內的各種修改和等效佈置。因此,前述實施例應理解為示範性的,而不以任何方式限制本發明。Although the present invention has been described in conjunction with what are currently considered to be practical example embodiments, it should be understood that the present invention is not limited to the disclosed embodiments, but on the contrary, the present invention is intended to cover various modifications and equivalent arrangements included in the spirit and scope of the patent application. Therefore, the foregoing embodiments should be understood as illustrative and not limiting the present invention in any way.
無。without.
無。without.
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