JP5075510B2 - 着色組成物およびそれを用いたカラーフィルタ - Google Patents
着色組成物およびそれを用いたカラーフィルタ Download PDFInfo
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- JP5075510B2 JP5075510B2 JP2007189736A JP2007189736A JP5075510B2 JP 5075510 B2 JP5075510 B2 JP 5075510B2 JP 2007189736 A JP2007189736 A JP 2007189736A JP 2007189736 A JP2007189736 A JP 2007189736A JP 5075510 B2 JP5075510 B2 JP 5075510B2
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- Prior art keywords
- transparent resin
- polymerizable monomer
- double bond
- pigment
- weight
- Prior art date
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- KGGOIDKBHYYNIC-UHFFFAOYSA-N ditert-butyl 4-[3,4-bis(tert-butylperoxycarbonyl)benzoyl]benzene-1,2-dicarboperoxoate Chemical compound C1=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=CC=C1C(=O)C1=CC=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=C1 KGGOIDKBHYYNIC-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QVBODZPPYSSMEL-UHFFFAOYSA-N dodecyl sulfate;2-hydroxyethylazanium Chemical compound NCCO.CCCCCCCCCCCCOS(O)(=O)=O QVBODZPPYSSMEL-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- MASNVFNHVJIXLL-UHFFFAOYSA-N ethenyl(ethoxy)silicon Chemical compound CCO[Si]C=C MASNVFNHVJIXLL-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- UCNNJGDEJXIUCC-UHFFFAOYSA-L hydroxy(oxo)iron;iron Chemical compound [Fe].O[Fe]=O.O[Fe]=O UCNNJGDEJXIUCC-UHFFFAOYSA-L 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- 229940117955 isoamyl acetate Drugs 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- PIJPYDMVFNTHIP-UHFFFAOYSA-L lead sulfate Chemical compound [PbH4+2].[O-]S([O-])(=O)=O PIJPYDMVFNTHIP-UHFFFAOYSA-L 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- XVTQAXXMUNXFMU-UHFFFAOYSA-N methyl 2-(3-oxo-2-pyridin-2-yl-1h-pyrazol-5-yl)acetate Chemical compound N1C(CC(=O)OC)=CC(=O)N1C1=CC=CC=N1 XVTQAXXMUNXFMU-UHFFFAOYSA-N 0.000 description 1
- 150000005217 methyl ethers Chemical class 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- YLBPOJLDZXHVRR-UHFFFAOYSA-N n'-[3-[diethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CCO[Si](C)(OCC)CCCNCCN YLBPOJLDZXHVRR-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 125000004591 piperonyl group Chemical group C(C1=CC=2OCOC2C=C1)* 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- ZJMWRROPUADPEA-UHFFFAOYSA-N sec-butylbenzene Chemical compound CCC(C)C1=CC=CC=C1 ZJMWRROPUADPEA-UHFFFAOYSA-N 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 1
- 229940080117 triethanolamine sulfate Drugs 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- 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
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- RMZAYIKUYWXQPB-UHFFFAOYSA-N trioctylphosphane Chemical compound CCCCCCCCP(CCCCCCCC)CCCCCCCC RMZAYIKUYWXQPB-UHFFFAOYSA-N 0.000 description 1
- ZMBHCYHQLYEYDV-UHFFFAOYSA-N trioctylphosphine oxide Chemical compound CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC ZMBHCYHQLYEYDV-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical class [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
-
- 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
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- 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
- G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
- G03F7/0388—Macromolecular compounds which are rendered insoluble or differentially wettable with ethylenic or acetylenic bands in the side chains of the photopolymer
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Optics & Photonics (AREA)
- Materials For Photolithography (AREA)
- Optical Filters (AREA)
Description
重合性モノマーが、カプロラクトン変性トリメチロールプロパントリアクリレート、またはエチレンオキサイド変性トリメチロールプロパントリアクリレートの少なくとも1種を含有することを特徴とする。
(Δeiは原子又は基に帰属する25℃における蒸発エネルギー、Δviは25℃におけるモル体積である。)
上記の式中のΔeiおよびΔviは、分子中のi個の原子および基に与えられた一定の数値である。表1に、原子又は基に対して与えられたΔeおよびΔvの数値の代表例を示す。
合重合性モノマーの溶解度パラメータの値を重合性モノマーの溶解度パラメータとする。
MSPmix:混合重合性モノマーの溶解度パラメータ
MSPM1:重合性モノマー1の溶解度パラメータ
MSPM2:重合性モノマー2の溶解度パラメータ
MSPM3:重合性モノマー3の溶解度パラメータ
・
・
MSPMn:重合性モノマーnの溶解度パラメータ
aM1:混合重合性モノマー中の重合性モノマー1の重量分率
aM2:混合重合性モノマー中の重合性モノマー2の重量分率
aM3:混合重合性モノマー中の重合性モノマー3の重量分率
・
・
aMn:混合重合性モノマー中の重合性モノマーnの重量分率
また、重合性モノマーの二重結合当量とは、下記式で定義され、重合性モノマー1分子中に含まれる二重結合量の尺度となる。同じ分子量の化合物であれば、二重結合当量の数値が小さいほど二重結合の導入量が多くなる。
2種類以上の重合性モノマーを混合して用いる場合は、下記式より計算される混合重合性モノマーの二重結合当量の値を重合性モノマーの二重結合当量とする。
MDCmix:混合重合性モノマーの二重結合当量
MDCM1:重合性モノマー1の二重結合当量
MDCM2:重合性モノマー2の二重結合当量
MDCM3:重合性モノマー3の二重結合当量
・
・
MDCMn:重合性モノマーnの二重結合当量
aM1:混合重合性モノマー中の重合性モノマー1の重量分率
aM2:混合重合性モノマー中の重合性モノマー2の重量分率
aM3:混合重合性モノマー中の重合性モノマー3の重量分率
・
・
aMn:混合重合性モノマー中の重合性モノマーnの重量分率
前記重合性モノマーの二重結合当量MDCに対する、前記重合性モノマーの溶解度パラメータMSPの比MSP/MDCが0.1より大きくなる場合には、紫外線照射により塗膜表面の硬化が進み、硬化塗膜にクラック等が生じる。MSP/MDCは、0.03以上であることが好ましく、0.05以上0.07未満であることがより好ましい。
Wta:モノマーAのモル分率
Wtb:モノマーBのモル分率
Wtc:モノマーCのモル分率
・
・
SPa:モノマーAの溶解度パラメータ
SPb:モノマーBの溶解度パラメータ
SPc:モノマーBの溶解度パラメータ
・
・
例えば、光硬化性透明樹脂の構成モノマーがメタクリル酸(分子量:86、溶解度パラ
メータ:10.7)70重量%、メチルメタクリレート(分子量:100、溶解度パラメータ:9.3)30重量%の場合、その樹脂の溶解度パラメータは、(メタクリル酸のモル分率)×(メタクリル酸の溶解度パラメータ)+(メチルメタクリレートのモル分率)×(メチルメタクリレートの溶解度パラメータ)=(70/86)/(70/86+30/100)×10.7+(30/100)/(70/86+30/100)×9.3=10.32となる。
PSPmix:混合光硬化性透明樹脂の溶解度パラメータ
PSPS1:光硬化性透明樹脂1の溶解度パラメータ
PSPS2:光硬化性透明樹脂2の溶解度パラメータ
PSPS3:光硬化性透明樹脂3の溶解度パラメータ
・
・
MSPSn:光硬化性透明樹脂nの溶解度パラメータ
aP1:混合光硬化性透明樹脂中の光硬化性透明樹脂1の重量分率
aP2:混合光硬化性透明樹脂中の光硬化性透明樹脂2の重量分率
aP3:混合光硬化性透明樹脂中の光硬化性透明樹脂3の重量分率
・
・
aPn:混合光硬化性透明樹脂中の光硬化性透明樹脂nの重量分率
また、光硬化性透明樹脂の二重結合当量とは、下記式で定義され、分子中に含まれる二重結合量の尺度となる。同じ分子量の光硬化性透明樹脂であれば、二重結合当量の数値が小さいほど二重結合の導入量が多くなる。
2種類以上の光硬化性透明樹脂を混合して用いる場合は、下記式より計算される混合光硬化性透明樹脂の値を光硬化性透明樹脂の二重結合当量とする。
PDCmix:混合光硬化性透明樹脂の二重結合当量
PDCP1:光硬化性透明樹脂1の二重結合当量
PDCP2:光硬化性透明樹脂2の二重結合当量
PDCP3:光硬化性透明樹脂3の二重結合当量
・
・
PDCPn:光硬化性透明樹脂nの二重結合当量
aP1:混合光硬化性透明樹脂中の光硬化性透明樹脂1の重量分率
aP2:混合光硬化性透明樹脂中の光硬化性透明樹脂2の重量分率
aP3:混合光硬化性透明樹脂中の光硬化性透明樹脂3の重量分率
・
・
aPn:混合光硬化性透明樹脂中の光硬化性透明樹脂nの重量分率
前記光硬化性透明樹脂の二重結合当量PDCに対する、前記光硬化性透明樹脂の溶解度パラメータPSPの比PSP/PDCが0.012以下となる場合には、着色組成物の光硬化性が低
下し、紫外線を照射しても塗膜が十分に硬化しない。PSP/PDCは、0.05以下であることが好ましく、0.015以上0.045以下であることがより好ましい。
7、18、20、24、31、32、34、35、35:1、36、36:1、37、37:1、40、42、43、53、55、60、61、62、63、65、73、74、77、81、83、86、93、94、95、97、98、100、101、104、106、108、109、110、113、114、115、116、117、118、119、120、123、125、126、127、128、129、137、138、139、147、148、150、151、152、153、154、155、156、161、162、164、166、167、168、169、170、171、172、173、174、175、176、177、179、180、181、182、185、187、188、193、194、199等の黄色顔料を用いることができる。
パンジオール、ジイソブチルケトン、エチレングリコールモノブチルエーテル、エチレングリコールモノヘキシルエーテル、エチレングリコールモノブチルエーテルアセテート、エチレングリコールジブチルエーテル、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールモノイソプロピルエーテル、プロピレングリコールモノブチルエーテル、プロピレングリコールジアセテート、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノエチルエーテル、ジプロピレングリコールモノプロピルエーテル、ジプロピレングリコールジメチルエーテル、トリプロピレングリコールモノメチルエーテル、3-エトキシプロピオン酸エチル、3−メトキシブチルアセテート、3−メトキシ−3−メチルブチルアセテート、γ−ブチロラクトン、N,N−ジメチルアセトアミド、N−メチルピロリドン、p−クロロトルエン、o−ジエチルベンゼン、m−ジエチルベンゼン、p−ジエチルベンゼン、o−ジクロロベンゼン、m−ジクロロベンゼン、n−ブチルベンゼン、sec−ブチルベンゼン、tert−ブチルベンゼン、シクロヘキサノール、メチルシクロヘキサノール等が挙げられる。これらは、単独でまたは2種以上混合して用いられる。有機溶剤は、着色組成物中の色素100重量部に対して、800〜4000重量部、好ましくは1000〜2500重量部の量で用いることができる。
くは80%以上、より好ましくは95%以上の透明樹脂である。このような非感光性透明樹脂には、熱可塑性樹脂および熱硬化性樹脂が含まれ、これらを単独で、または2種類以上混合して用いることができる。
、25℃においてE型粘度計を用いて回転数20rpmで測定した粘度が10mPa・s以下になるように調整することが好ましく、1mPa・s以上8mPa・s以下になるように調整することがより好ましい。
(合成例1)
反応容器にシクロヘキサノン560部を入れ、容器に窒素ガスを注入しながら80℃に加熱して、同温度で、メタクリル酸34.0部、メチルメタクリレート23.0部、n−ブチルメタクリレート45.0部、グリセロールモノメタクリレート47.0部、および2,2’−アゾビスイソブチロニトリル4.0部の混合物を1時間かけて滴下して重合反応を行った。
(合成例2)
反応容器にシクロヘキサノン520部を入れ、容器に窒素ガスを注入しながら80℃に加熱して、同温度で、メタクリル酸7.0部、メチルメタクリレート7.0部、2−ヒドロキシエチルメタクリレート63.0部、グリセロールモノメタクリレート66.0部、および2,2’−アゾビスイソブチロニトリル4.0部の混合物を1時間かけて滴下して重合反応を行った。
(合成例3)
反応容器にシクロヘキサノン480部を入れ、容器に窒素ガスを注入しながら80℃に加熱して、同温度で、メタクリル酸32.0部、メチルメタクリレート24.0部、n−ブチルメタクリレート16.0部、ベンジルメタクリレート48.0部、グリセロールモノメタクリレート15.0部、および2,2’−アゾビスイソブチロニトリル4.0部の混合物を1時間かけて滴下して重合反応を行った。
[実施例1]
下記の組成の混合物を均一に撹拌混合した後、直径1mmのガラスビーズを用いて、サンドミルで5時間分散した後、5μmのフィルタで濾過し銅フタロシアニン分散体を作製した。
(BASF製「ヘリオゲンブルーL−6700F」)
分散剤(日本ルーブリゾール社製「ソルスパース20000」) 2.40部
合成例1で得られた光硬化性透明樹脂溶液A 28.10部
シクロヘキサノン 57.50部
ついで、下記組成の混合物を均一になるように攪拌混合した後、1μmのフィルタで濾過して、青色レジスト材として調整した着色組成物を得た。着色組成物の組成(着色組成物全量を100とした重量比)を表1に示す。
合成例1で得られた光硬化性透明樹脂溶液A 18.05部
カプロラクトン変性トリメチロールプロパントリアクリレート 4.80部
光重合開始剤 2.50部
(チバ・スペシャルティ・ケミカルズ社製「イルガキュアー907」)
増感剤(保土ヶ谷化学社製「EAB−F」) 0.20部
レベリング剤 0.01部
(ビックケミー・ジャパン社製「BYK−323」)
シクロヘキサノン 29.40部
[実施例2〜9および比較例1〜7]
顔料、分散剤、光硬化性透明樹脂溶液、溶剤の組成を表2に示す割合(顔料分散体全量を100とした重量比)に変更し、実施例1と同様にして、各色顔料分散体を得た。
(BASF製「ヘリオゲンブルーL−6700F」)
PR254:ジケトピロロピロール系顔料(C.I. Pigment Red 254)
(チバ・スペシャルティ・ケミカルズ社製「イルガフォーレッドB−CF」)PR177:アントラキノン系顔料(C.I. Pigment Red 177)
(チバ・スペシャルティ・ケミカルズ社製「クロモフタールレッドA2B」)PY199:アントラキノン系顔料(C.I. Pigment Yellow 199)
(チバ・スペシャルティ・ケミカルズ社製「クロモフタールエローGT-AD」)
PG36:ハロゲン化銅フタロシアニン系顔料(C.I. Pigment Green 36)
(東洋インキ製造社製「リオノールグリーン6YK」)
PY150:モノアゾ系顔料(C.I. Pigment Yellow 150)
(ランクセス社製「ファンチョンファーストエローY−5688」)
分散剤:日本ルーブリゾール社製「ソルスパース20000」
樹脂A:合成例1で得られた光硬化性透明樹脂溶液A
樹脂B:合成例2で得られた光硬化性透明樹脂溶液B
樹脂C:合成例3で得られた光硬化性透明樹脂溶液C
(ダイセルサイテック社製「Ebecryl 2047」、溶解度パラメータ:10.6、二重結合当量:201)
モノマーB:エチレンオキサイド変性トリメチロールプロパントリアクリレート
(東亞合成社製「アロニックスM−350」、溶解度パラメータ:10.1、二重結合当量:143)
モノマーC:トリメチロールプロパントリアクリレート
(新中村化学社製「NKエステルA−TMPT」、溶解度パラメータ:10.5、二重結合当量:99)
樹脂A:合成例1で得られた光硬化性透明樹脂溶液A
樹脂B:合成例2で得られた光硬化性透明樹脂溶液B
樹脂C:合成例3で得られた光硬化性透明樹脂溶液C
光重合開始剤:チバ・スペシャルティ・ケミカルズ社製「イルガキュアー907」
増感剤:保土ヶ谷化学株式会社製「EAB−F」
レベリング剤:ビックケミー・ジャパン社製「BYK−323」
実施例1〜9および比較例1〜7で得られた各色レジスト材を100mm×100mm、0.7mm厚のガラス基板上に、スピンコーターを用いて塗布し、厚さ2.0μmの塗膜を形成した。次に、70℃20分間のプリベークを行った後、100mJ/cm2の紫外線露光を行った。得られた光硬化膜の分光透過率を顕微分光光度計(オリンパス光学社製「OSP−SP100」)を用いて測定したのち、0.25%水酸化ナトリウム水溶液に浸漬した。2分間浸漬した後、再度、顕微分光光度計を用いて分光透過率を測定し、色差ΔEabを算出した。また、0.25%水酸化ナトリウム水溶液に2分間浸漬後、光学顕微鏡を用いて現像シミの観察を行い、4段階(◎:現像シミの観察は見られなかった、○:僅かだが薄く現像シミが見られた、△:薄く全体に現像シミが見られた、×:濃く全体に現像シミが見られた)で評価した。結果を表4に示す。
Claims (4)
- エチレン性不飽和二重結合を有する重合性モノマー、エチレン性不飽和二重結合を有する透明樹脂、色素および有機溶剤を含有する着色組成物であって、前記重合性モノマーの二重結合当量MDCに対する、前記重合性モノマーの溶解度パラメータMSPの比MSP/MDCが0.10以下であり、かつ前記透明樹脂の二重結合当量PDCに対する、前記透明樹脂の溶解度パラメータPSPの比PSP/PDCが0.012以上であり、かつ前記重合性モノマーの重量が、前記透明樹脂の重量の30〜332%であり、
重合性モノマーが、カプロラクトン変性トリメチロールプロパントリアクリレート、またはエチレンオキサイド変性トリメチロールプロパントリアクリレートの少なくとも1種を含有することを特徴とする着色組成物。 - 重合性モノマーの二重結合当量MDCが120〜350であることを特徴とする請求項1記載の着色組成物。
- 透明樹脂の二重結合当量PDCが200〜800であることを特徴とする請求項1または2記載の着色組成物。
- 基板上に、請求項1ないし3のいずれか1項に記載の着色組成物を用いて形成されたフィルタセグメントを具備するカラーフィルタ。
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