JP5254793B2 - チオウレタン化合物および感光性樹脂組成物 - Google Patents
チオウレタン化合物および感光性樹脂組成物 Download PDFInfo
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- JP5254793B2 JP5254793B2 JP2008530863A JP2008530863A JP5254793B2 JP 5254793 B2 JP5254793 B2 JP 5254793B2 JP 2008530863 A JP2008530863 A JP 2008530863A JP 2008530863 A JP2008530863 A JP 2008530863A JP 5254793 B2 JP5254793 B2 JP 5254793B2
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- thiourethane
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 45
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 38
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 25
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- 239000012159 carrier gas Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000005253 cladding Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- VBVAVBCYMYWNOU-UHFFFAOYSA-N coumarin 6 Chemical compound C1=CC=C2SC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 VBVAVBCYMYWNOU-UHFFFAOYSA-N 0.000 description 1
- 150000004775 coumarins Chemical class 0.000 description 1
- 239000013039 cover film Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- JMWLIBYMTSAPGR-UHFFFAOYSA-N decane-2,9-dithiol Chemical compound CC(S)CCCCCCC(C)S JMWLIBYMTSAPGR-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000005548 dental material Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 208000028659 discharge Diseases 0.000 description 1
- SVTDYSXXLJYUTM-UHFFFAOYSA-N disperse red 9 Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC SVTDYSXXLJYUTM-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 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
- 230000020169 heat generation Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- MHLUCOKRQATVES-UHFFFAOYSA-N hexane-2,5-dithiol Chemical compound CC(S)CCC(C)S MHLUCOKRQATVES-UHFFFAOYSA-N 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- PRERWTIRVMYUMG-UHFFFAOYSA-N hydroxymethyl(trimethyl)azanium Chemical compound C[N+](C)(C)CO PRERWTIRVMYUMG-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 229940107698 malachite green Drugs 0.000 description 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- JQZWHMOVSQRYRN-UHFFFAOYSA-M n-(2-chloroethyl)-n-ethyl-3-methyl-4-[2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;chloride Chemical compound [Cl-].CC1=CC(N(CCCl)CC)=CC=C1C=CC1=[N+](C)C2=CC=CC=C2C1(C)C JQZWHMOVSQRYRN-UHFFFAOYSA-M 0.000 description 1
- ZTBANYZVKCGOKD-UHFFFAOYSA-M n-(2-chloroethyl)-n-methyl-4-[2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline;chloride Chemical compound [Cl-].C1=CC(N(CCCl)C)=CC=C1C=CC1=[N+](C)C2=CC=CC=C2C1(C)C ZTBANYZVKCGOKD-UHFFFAOYSA-M 0.000 description 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- 238000009832 plasma treatment Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- QCTJRYGLPAFRMS-UHFFFAOYSA-N prop-2-enoic acid;1,3,5-triazine-2,4,6-triamine Chemical compound OC(=O)C=C.NC1=NC(N)=NC(N)=N1 QCTJRYGLPAFRMS-UHFFFAOYSA-N 0.000 description 1
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical compound C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- KBLZDCFTQSIIOH-UHFFFAOYSA-M tetrabutylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC KBLZDCFTQSIIOH-UHFFFAOYSA-M 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- JADVWWSKYZXRGX-UHFFFAOYSA-M thioflavine T Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C1=[N+](C)C2=CC=C(C)C=C2S1 JADVWWSKYZXRGX-UHFFFAOYSA-M 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- GZBUMTPCIKCWFW-UHFFFAOYSA-N triethylcholine Chemical compound CC[N+](CC)(CC)CCO GZBUMTPCIKCWFW-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/02—Monothiocarbamic acids; Derivatives thereof
- C07C333/10—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups being part of any of the groups, X being a hetero atom, Y being any atom, e.g., N-acyl-thiocarbamates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/02—Monothiocarbamic acids; Derivatives thereof
- C07C333/04—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/02—Monothiocarbamic acids; Derivatives thereof
- C07C333/08—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
-
- 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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/38—Esters containing sulfur
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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
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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
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
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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
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/031—Organic compounds not covered by group G03F7/029
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- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
- Polymerisation Methods In General (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
で表されるメルカプト基含有カルボン酸化合物と、分岐していてもよい炭素数2〜10のアルキレン基を有するアルキレングリコール、ジエチレングリコール、ジプロピレングリコール、グリセリン、トリメチロールプロパン、トリメチロールエタン、ペンタエリスリトール、ジペンタエリスリトール、シクロヘキサンジオール、シクロヘキサンジメタノール、ノルボルネンジメタノール、ビスフェノールA、水素化ビスフェノールA、4,4’−(9−フルオレニリデン)ビス(2−フェノキシエタノール)およびトリス(2−ヒドロキシエチル)イソシアヌレートから選ばれる多官能アルコール化合物とのエステル化反応によって得られるチオール化合物と、
下記一般式(VI):
で表されるエチレン性不飽和基含有イソシアネート化合物と
を反応させることを特徴とする前記[3]に記載の一般式(II)で表されるチオウレタン化合物の製造方法。
で表されるメルカプト基含有カルボン酸化合物と、分岐していてもよい炭素数2〜10のアルキレン基を有するアルキレングリコール、ジエチレングリコール、ジプロピレングリコール、グリセリン、トリメチロールプロパン、トリメチロールエタン、ペンタエリスリトール、ジペンタエリスリトール、シクロヘキサンジオール、シクロヘキサンジメタノール、ノルボルネンジメタノール、ビスフェノールA、水素化ビスフェノールA、4,4’−(9−フルオレニリデン)ビス(2−フェノキシエタノール)およびトリス(2−ヒドロキシエチル)イソシアヌレートから選ばれる多官能アルコール化合物とのエステル化反応によって得られるチオール化合物と、
下記一般式(VII):
で表されるエチレン性不飽和基含有イソシアネート化合物と
を反応させることを特徴とする前記[4]に記載の一般式(III)で表されるチオウレタン化合物の製造方法。
で表されるメルカプト基含有カルボン酸化合物と、分岐していてもよい炭素数2〜10のアルキレン基を有するアルキレングリコール、ジエチレングリコール、ジプロピレングリコール、グリセリン、トリメチロールプロパン、トリメチロールエタン、ペンタエリスリトール、ジペンタエリスリトール、シクロヘキサンジオール、シクロヘキサンジメタノール、ノルボルネンジメタノール、ビスフェノールA、水素化ビスフェノールA、4,4’−(9−フルオレニリデン)ビス(2−フェノキシエタノール)およびトリス(2−ヒドロキシエチル)イソシアヌレートから選ばれる多官能アルコール化合物とのエステル化反応によって得られるチオール化合物と、
下記一般式(VIII):
で表されるエチレン性不飽和基含有イソシアネート化合物と
を反応させることを特徴とする前記[5]に記載の一般式(IV)で示されるチオウレタン化合物の製造方法。
本発明のチオウレタン化合物は、上記式(i)で表される部位および上記式(ii)で表される部位を含む単位を2〜6個有する化合物であり、より具体的には上記一般式(I)で表される化合物であり、好ましくは上記式(II)〜(IV)で表される化合物であり、より好ましくは上記式(IX)〜(XII)で表される化合物である。このような本発明のチオウレタン化合物は、たとえば、特定のチオール化合物と特定のエチレン性不飽和基含有イソシアネート化合物とのチオウレタン化反応により得ることができる。
本発明のチオウレタン化合物の前駆体であるチオール化合物は、特定のメルカプト基含有基を有するチオール化合物であって、前記メルカプト基含有基が、メルカプト基に対してα位および/またはβ位の炭素原子が置換基を有する構造であることを特徴とする。前記置換基の少なくとも一つはアルキル基であることが好ましい。
などが例示できる。
本発明のチオウレタン化合物の前駆体であるエチレン性不飽和基含有イソシアネート化合物としては、下記一般式(VI)、(VII)、(VIII)で表される化合物(以下、それぞれ「化合物(VI)」、「化合物(VII)」、「化合物(VIII)」ともいう。)を挙げることができる。
−2−イソシアネート、1,3−メタアクリロイルオキシプロパン−2−イソシアネート、1,3−ビスアクリロイルオキシ−2−メチルプロパン−2−イソシアネート、1,3−ビスメタアクリロイルオキシ−2−メチルプロパン−2−イソシアネート、1,2−ビスアクリロイルオキシプロパン−1−イソシアネート、1,2−ビスメタアクリロイルオキシプロパン−1−イソシアネートなどが挙げられる。
本発明のチオウレタン化合物は、上記チオール化合物と上記エチレン性不飽和基含有イソシアネートとのチオウレタン化反応により製造することができる。
(1)光重合開始剤組成物
本発明の光重合開始剤組成物は、上述のチオウレタン化合物および光重合開始剤を含む。チオウレタン化合物は1種単独で用いても、2種以上を組み合わせて用いてもよい。
本発明の感光性組成物は、上記光重合開始剤組成物とエチレン性不飽和結合を有する化合物とを含み、さらに高分子重合体を含んでもよく、また、必要に応じて顔料や溶媒などの各種添加物を含有してもよい。
次に、本発明の感光性組成物を用いたパターン形成方法について説明する。
分析機器:島津製作所社製「GC14A」
カラム:J&W社製「DB−1」30m×0.53mm×1.5μm
カラム温度:70℃から250℃まで10℃/minで昇温し、250℃で18分間ホールド
インテグレーター:島津製作所社製「CR7A」
インジェクション温度:220℃
ディテクター温度:270℃ FID
検出器:FID H2 40ml/min Air 400ml/min
キャリアーガス:He 10ml/min。
カラム:昭和電工(株)製「Shodex 5C84E」
溶離液組成:アセトニトリル/水=3/1(体積比) 2mM テトラn−ブチルアンモニウムパークロレート
ポンプ:昭和電工(株)製「Shodex DS−4」
検出器:昭和電工(株)製「Shodex UV−41」、昭和電工(株)製「Shodex RI−71」
検出波長:210nm。
ブタンジオールビス(3−メルカプトブチレート)(BDMB)の合成
ブタンジオール(和光純薬工業(株)製)20g(222mmol)、3−メルカプトブタン酸(淀化学(株)製)58.7g(488mmol)、p−トルエンスルホン酸・1水和物(純正化学(株)製)2.78g(14.6mmol)およびトルエン(純正化学(株)製)100gを300mLナスフラスコに仕込み、Dean−Stark装置および冷却管を装着した。内容物を撹拌しながらオイルバス温度140℃で加熱した。反応開始4時間後に放冷し、イオン交換水で洗浄後、飽和炭酸水素ナトリウム水溶液で反応液を中和した。さらにイオン交換水にて3回洗浄した後、無水硫酸マグネシウム(純正化学(株)製)にて脱水・乾燥を行った。次にトルエンを留去し、残分をシリカゲルによるカラムクロマトグラフィーにかけ、BDMBの精製を行った。シリカゲルはワコーゲルC−200(和光純薬工業(株)製)を用い、溶出溶媒としてn−ヘキサン/アセトン=7/1(容積比)を用いた。精製して得られたBDMBは無色透明液体であり、収量は31.1g、収率は48%であった。
トリメチロールプロパントリス(3−メルカプトブチレート)(TPMB)の合成
特開2004−149755号公報に記載の方法にてTPMBを合成した。
ペンタエリスリトールテトラキス(3−メルカプトブチレート)(PEMB)の合成
ペンタエリスリトール(東京化成工業(株)製)26g(102mmol)、3−メルカプトブタン酸(淀化学(株)製)54g(450mmol)、p−トルエンスルホン酸・1水和物(純正化学(株)製)2.6g(13.5mmol)およびトルエン(純正化学(株)製)100gを300mLナスフラスコに仕込み、Dean−Stark装置および冷却管を装着した。内容物を撹拌しながらオイルバス温度140℃で加熱した。反応開始4時間後に放冷し、イオン交換水で洗浄後、飽和炭酸水素ナトリウム水溶液で反応液を中和した。さらにイオン交換水にて3回洗浄した後、無水硫酸マグネシウム(純正化学(株)製)にて脱水・乾燥を行った。次にトルエンを留去し、残分をシリカゲルによるカラムクロマトグラフィーにかけ、PEMBの精製を行った。シリカゲルはワコーゲルC−200(和光純薬工業(株)製)を用い、溶出溶媒としてn−ヘキサン/アセトン=7/1(容積比)を用いた。精製して得られたPEMBは無色透明液体であり、収量は24.5g、収率は21%であった。
1,3−ビスアクリロイルオキシ−2−メチル−プロパン−2−イソシアネート(BEI)の合成
(第1工程)
攪拌器、温度計、滴下ロートおよび還流冷却器を備えた500mLの四つ口フラスコに、窒素雰囲気下、2−アミノ−2−メチル−1,3−プロパンジオール20.0g(0.19mol)とトルエン200mLとを仕込んだ。そして、塩化水素ガスを100mL/minの流量で1時間供給した。
第1工程で得られた液を95℃に加熱し、3−クロロプロピオン酸クロリド54.3g(0.43mol)を1時間かけて供給し、さらに95℃で1時間加熱を継続した。
第2工程で得られた液を90℃に保ちながら、塩化カルボニル43.0g(0.43mol)を4時間かけて供給し、さらに90℃で1時間加熱を継続した。その後、反応液中に溶存している塩化カルボニルを、窒素を導入して除去した。
第3工程で得られた液中のアルカリ分解濃度は7.9%であり、その200gの液中のアルカリ分解性塩素量は15.8g(0.45mol)であった。その液を500mLフラスコに仕込み、重合防止剤としてフェノチアジン0.05gと2,6−ビス−t−ブチルヒドロキシトルエン0.05gとを添加した。その後、トリエチルアミン45.0g(0.45mol)を1時間かけて滴下した。25℃で滴下を開始した液は発熱により60℃に上昇した。70℃に加熱し5時間加熱攪拌を継続した後、室温に冷却した。生成した固形分を濾過にて分離し、固形分をトルエンで洗浄し、濾液200gを得た。ガスクロマトグラフィーで分析したところ、1,3−ビスアクリロイルオキシ−2−メチル−プロパン−2−イソシアネートが32.2g(0.13mol)、収率71%で得られていた。
上記濾過液にフェノチアジン0.05gと2,6−ビス−t−ブチルヒドロキシトルエン0.05gとを加え、真空ポンプで圧力を0.7kPaに減圧し、溶媒を留去した。続いて、0.3kPaに減圧し、蒸留して105〜110℃の留分を得た。1,3−ビスアクリロイルオキシ−2−メチル−プロパン−2−イソシアネートが26.2g(0.11mol)、収率58%で得られた。
3−メタクロイルオキシフェニルイソシアネート(MPI)の合成
(第1工程)
攪拌器、温度計、滴下ロートおよび還流冷却器を備えた500mL四つ口フラスコに、窒素雰囲気下、3−アミノフェノール(三井化学製)30g(0.275mol)と、溶媒として1,4−ジオキサン350mLとを仕込んだ。次いで、60℃に加熱し、塩化水素ガスを100mL/minの流量で1時間10分供給した。
得られた液を60℃に加熱し、塩化カルボニル54.0g(0.54mol)を5時間かけて供給し、さらに3時間温度を維持した。反応終了後、窒素を導入して塩化カルボニルを除去した。サンプルを採取し、GCで分析した結果、3‐イソシアネートフェノールが収率90%で得られた。
得られた液にo−ジクロロベンゼン300mLを添加し、さらにメタクリル酸クロライド200g(1.91mol)およびフェノチアジン1.0gを添加後、110℃で48時間加熱した。
得られた反応液に、フェノチアジン1.0gおよび2,6−ビス−t−ブチルヒドロキシトルエン0.5gを加え、真空ポンプで圧力10kPaに減圧して溶媒を留去した。その濃縮液を100mLフラスコに仕込み、0.1kPaに減圧して留去し、123〜125℃の留分13.8gを得た。留分は3−メタクリロイルオキシフェニルイソシアネートで、収率は25%であった。
BDMB4.0g(13.6mmol)、トルエン(純正化学(株)製)20g、触媒としてジブチルスズジラウリレート0.18g(0.29mmol)を100mLナスフラスコに仕込み、冷却管を装着した。内容物を撹拌しながら、2−メタクリロイルオキシエチルイソシアネート(MOI)(昭和電工(株)製)4.43g(28.6mmol)を30分かけて滴下後、オイルバス温度50℃で加熱した。5時間後に放冷し、ヘキサンにより、過剰量の2−メタクリロイルオキシエチルイソシアネートを除去することにより、チオウレタン化合物BDMB−MOIを7.22g、収率88%で得た。得られたチオウレタン化合物BDMB−MOIの1H−NMRスペクトルを図1に示す。
TPMB4.04g(9.2mmol)、トルエン(純正化学(株)製)20g、触媒としてジブチルスズジラウリレート0.18g(0.29mmol)を100mLナスフラスコに仕込み、冷却管を装着した。内容物を撹拌しながら、2−メタクリロイルオキシエチルイソシアネート(昭和電工(株)製)4.48g(28.9mmol)を30分かけて滴下後、オイルバス温度50℃で加熱した。反応開始5時間後に放冷し、ヘキサンにより、過剰量の2−メタクリロイルオキシエチルイソシアネートを除去することにより、チオウレタン化合物TPMB−MOIを7.12g、収率85%で得た。得られたチオウレタン化合物TPMB−MOIの1H−NMRスペクトルを図2に示す。
PEMB4.03g(7.4mmol)、トルエン(純正化学(株)製)20g、触媒としてジブチルスズジラウリレート0.20g(0.3mmol)を100mLナスフラスコに仕込み、冷却管を装着した。内容物を撹拌しながら、2−メタクリロイルオキシエチルイソシアネート(昭和電工(株)製)4.82g(31.1mmol)を30分かけて滴下後、オイルバス温度50℃で加熱した。反応開始6時間後に放冷し、ヘキサンにより、過剰量の2−メタクリロイルオキシエチルイソシアネートを除去することにより、チオウレタン化合物PEMB−MOIを7.06g、収率82%で得た。得られたチオウレタン化合物PEMB−MOIの1H−NMRスペクトルを図3に示す。
トリメチロールプロパントリス(3−メルカプトプロピオネート)(TPMP)(淀化学(株)製)20g(50.2mmol)、触媒としてジブチルスズジラウリレート0.5g(0.8mmol)を100mLナスフラスコに仕込み、冷却管を装着した。内容物を撹拌しながら、2−メタクリロイルオキシエチルイソシアネート(昭和電工(株)製)24.5g(158mmol)を120分かけて滴下後、28℃で撹拌を4.5時間続けた。ヘキサンにより、過剰量の2−メタクリロイルオキシエチルイソシアネートおよびTPMPを除去することにより、チオウレタン化合物TPMP−MOIを35.0g、収率81%で得た。得られたチオウレタン化合物TPMP−MOIの1H−NMRスペクトルを図4に示す。
ペンタエリスリトールテトラキス(3−メルカプトプロピオネート)(PEMP)(淀化学(株)製)10g(20.5mmol)、触媒としてジブチルスズジラウリレート0.5g(0.9mmol)を100mLナスフラスコに仕込み、冷却管を装着した。内容物を撹拌しながら、2−メタクリロイルオキシエチルイソシアネート(昭和電工(株)製)13.4g(86.4mmol)を60分かけて滴下後、35℃で撹拌を7時間続けた。ヘキサンにより、過剰量の2−メタクリロイルオキシエチルイソシアネートおよびPEMPを除去することにより、チオウレタン化合物PEMP−MOIを19.4g、収率86%で得た。得られたチオウレタン化合物PEMP−MOIの1H−NMRスペクトルを図5に示す。
ペンタエリスリトールテトラキス(3−メルカプトプロピオネート)(PEMP)(淀化学(株)製)5.7g(11.7mmol)、3−メタクリロイルオキシフェニルイソシアネート(MPI)10.0g(49.3mmol)、触媒としてジブチルスズジラウリレート0.3g(0.5mmol)、溶媒塩化メチレンを100mLナスフラスコに仕込み、冷却管を装着した。内容物を7.75時間撹拌した。塩化メチレンを留去後、ヘキサンにより、過剰量の3−メタクリロイルオキシフェニルイソシアネートとPEMPを除去することにより、チオウレタン化合物PEMP−MPIを13.7g、収率90%で得た。得られたチオウレタン化合物PEMP−MPIの1H−NMRスペクトルを図6に示す。
エピコート1004(ビスフェノールA型エポキシ樹脂、ジャパンエポキシレジン(株)製、エポキシ当量925)185g、アクリル酸14.4g、ハイドロキノン0.20gおよびジエチレングリコールモノメチルエーテルアセテート(以下「DGEA」と略記する。ダイセル化学(株)製)197gを仕込み、95℃に加熱した。前記混合物が均一に溶解したことを確認後、トリフェニルホスフィン2.0gを仕込み、100℃に加熱し、約30時間反応させ、酸価0.5mgKOH/gの反応物を得た。これにテトラヒドロ無水フタル酸(新日本理化(株)製)96.0gを仕込み、90℃に加熱し、約6時間反応させた。IRにて酸無水物の吸収の消失を確認し、固形分酸価119mgKOH/g、固形分濃度60%のエポキシアクリレート樹脂EP−1を得た。
300mLのステンレス缶に、アジスパーPB822(顔料分散剤、味の素ファインテクノ(株)製)1.98gを仕込み、これをプロピレングリコールモノメチルエーテルアセテート(以下「PMA」と略記する。ダイセル化学(株)製)113.5gで溶解した。この溶液と、12.54gのEP−1、15.0gのSpecial Black 350(カーボンブラック、デグサ社製)および15.0gの13M−C(チタンブラック、三菱マテリアル(株)製)とを混合した後、直径0.65mmのジルコニアビーズ200gを加え、ペイントコンディショナー(浅田鉄工(株)製)で3時間分散処理を行った。得られた顔料分散液を、孔径0.8μmのろ紙でろ過し、黒色顔料分散液とした。
表1に示す組成で実施例1〜6および比較例1の感光性組成物を調製した。
*1:カーボンブラック、Degssa社製
*2:チタンブラック、三菱マテリアル(株)製
*3:顔料分散剤、味の素ファインテクノ(株)製
*4:プロピレングリコールモノメチルエーテルアセテート、ダイセル化学工業(株)製*5:ジエチレングリコールモノエチルエーテルアセテート、ダイセル化学工業(株)製*6:ビスフェノールA EO4モル付加ジアクリレート、共栄社化学(株)製
*7:ジペンタエリスリトールヘキサアクリレート、東亞合成(株)製
*8:N,N−ビス(ジエチルアミノ)ベンゾフェノン、保土ヶ谷化学(株)製
*9:2−メチル−1−[4−(メチルチオ)フェニル]−2−モルホリノプロパン−1−オン、チバ・スペシャリティ・ケミカルズ製
*10:フッ素系化合物、大日本インキ工業(株)製。
実施例1〜6および比較例1の感光性組成物を、ガラス基板(大きさ100×100×1mm)に、乾燥膜厚が約1μmになるようにスピンコートし、室温で30分間放置後、70℃で20分間乾燥して溶剤を除去し、レジスト膜を形成した。次に、予めレジスト膜の膜厚を膜厚計(株式会社東京精密製「SURFCOM130A」)で測定してから、超高圧水銀ランプを組み込んだ露光装置(ウシオ電機株式会社製、商品名:マルチライト ML−251A/B)を用いて、自動的に露光量を段階的に変化させ、石英製のフォトマスクを介してレジスト膜を露光し、硬化させた。露光量は紫外線積算光量計(ウシオ電機(株)製、商品名:UIT−150、受光部 UVD−S365)を用いて測定した。また、用いた石英製フォトマスクは、ライン/スペ−スが5、7、10、30、50、70および100μmのパターンが形成されたものである。
さらに、露光量を変えて上記と同様の光硬化操作を実施し、露光量と残膜率との関係をプロットしたグラフを作成し、残膜率が飽和に達する露光量を求めた。
Claims (15)
- 下記一般式(II)で表されるチオウレタン化合物。
- 下記一般式(V):
で表されるメルカプト基含有カルボン酸化合物と、分岐していてもよい炭素数2〜10のアルキレン基を有するアルキレングリコール、ジエチレングリコール、ジプロピレングリコール、グリセリン、トリメチロールプロパン、トリメチロールエタン、ペンタエリスリトール、ジペンタエリスリトール、シクロヘキサンジオール、シクロヘキサンジメタノール、ノルボルネンジメタノール、ビスフェノールA、水素化ビスフェノールA、4,4’−(9−フルオレニリデン)ビス(2−フェノキシエタノール)およびトリス(2−ヒドロキシエチル)イソシアヌレートから選ばれる多官能アルコール化合物とのエステル化反応によって得られるチオール化合物と、
下記一般式(VI):
で表されるエチレン性不飽和基含有イソシアネート化合物と
を反応させることを特徴とする請求項1に記載の一般式(II)で表されるチオウレタン化合物の製造方法。 - 下記一般式(IX)で表されるチオウレタン化合物。
- 前記チオール化合物と前記一般式(VI)で表されるエチレン性不飽和基含有イソシアネート化合物との反応温度が、0℃〜70℃であることを特徴とする請求項2に記載のチオウレタン化合物の製造方法。
- 前記チオール化合物と前記一般式(VI)で表されるエチレン性不飽和基含有イソシアネート化合物との反応工程において、触媒を使用しないことを特徴とする請求項2に記載のチオウレタン化合物の製造方法。
- 請求項1または3に記載のチオウレタン化合物と光重合開始剤とを含有する光重合開始剤組成物。
- 前記光重合開始剤が、α−ヒドロキシアセトフェノン類、α−アミノアセトフェノン類およびビイミダゾール類から選ばれる少なくとも1種であることを特徴とする請求項6に記載の光重合開始剤組成物。
- さらに、増感剤を含有することを特徴とする請求項6または7に記載の光重合開始剤組成物。
- 前記増感剤が、ベンゾフェノン類およびアンスラキノン類から選ばれる少なくとも1種であることを特徴とする請求項8に記載の光重合開始剤組成物。
- 請求項6〜9のいずれかに記載の光重合開始剤組成物と、エチレン性不飽和結合を有する化合物とを含む感光性組成物。
- さらに、高分子重合体を含有することを特徴とする請求項10に記載の感光性組成物。
- 前記高分子重合体が、N−メチルピロリドン、メタノール、エタノール、トルエン、シクロヘキサン、イソホロン、セロソルブアセテート、ジエチレングリコールジメチルエーテル、エチレングリコールジエチルエーテル、キシレン、エチルベンゼン、メチルセロソルブ、エチルセロソルブ、ブチルセロソルブ、プロピレングリコールモノメチルエーテル、プロピレングリコールモノメチルエーテルアセテート、酢酸イソアミル、乳酸エチル、メチル−エチルケトン、アセトン、シクロヘキサノン、N,N−ジメチルホルムアミドおよびアセトニトリルからなる群より選択される少なくとも1種の有機溶剤またはアルカリ水溶液に可溶な重合体であることを特徴とする請求項11に記載の感光性組成物。
- さらに、顔料を含有することを特徴とする請求項10〜12のいずれかに記載の感光性組成物。
- 基板上に、請求項13に記載の感光性組成物からなる着色パターンが形成されたことを特徴とするカラーフィルタ。
- 基板上に、請求項13に記載の感光性組成物からなる着色パターンを形成する工程を有することを特徴とするカラーフィルタの製造方法。
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JP5340623B2 (ja) * | 2008-03-31 | 2013-11-13 | 富士フイルム株式会社 | 感光性樹脂組成物、遮光性カラーフィルター及びその製造方法、並びに、固体撮像素子 |
WO2009128302A1 (ja) * | 2008-04-17 | 2009-10-22 | コニカミノルタエムジー株式会社 | 平版印刷版材料および平版印刷版の作製方法 |
JP5277039B2 (ja) * | 2009-03-30 | 2013-08-28 | 富士フイルム株式会社 | 平版印刷版原版およびその製版方法 |
KR20140096307A (ko) * | 2011-10-25 | 2014-08-05 | 유니-픽셀 디스플레이스, 인코포레이티드 | 긁힘 방지 터치 센서 |
JP6028455B2 (ja) * | 2012-08-24 | 2016-11-16 | 大日本印刷株式会社 | 体積型ホログラム記録用感光性組成物、体積型ホログラム記録用感光性基板、及び、体積型ホログラム記録体 |
JP5996977B2 (ja) * | 2012-09-07 | 2016-09-21 | 株式会社Adeka | ポリチオウレタン化合物、該化合物を含有するエポキシ樹脂用硬化剤、及び、該エポキシ樹脂用硬化剤を含有してなる一液型硬化性エポキシ樹脂組成物 |
IN2015DN03767A (ja) | 2012-11-16 | 2015-10-02 | Mitsui Chemicals Inc | |
US9944029B2 (en) | 2014-02-20 | 2018-04-17 | Mitsui Chemicals, Inc. | Process for producing optical material |
US9702081B2 (en) | 2014-09-26 | 2017-07-11 | The Chemours Company Fc, Llc | Polyurethanes derived from non-fluorinated or partially fluorinated polymers |
JP6702953B2 (ja) | 2014-09-26 | 2020-06-03 | ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー | 表面効果組成物のための非フッ素化モノマー及び非フッ素化ポリマー |
KR20190110350A (ko) | 2018-03-20 | 2019-09-30 | 동우 화인켐 주식회사 | 티올우레탄 화합물, 이를 포함하는 착색 감광성 수지 조성물, 이를 이용하여 제조된 컬러필터 및 액정표시장치 |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2361769A1 (de) * | 1973-12-12 | 1975-06-19 | Grace W R & Co | Ungesaettigte thiolverbindungen |
JP2003160631A (ja) * | 2001-11-28 | 2003-06-03 | Hoya Corp | チオール化合物を用いてなる光学製品 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4631229A (en) * | 1983-06-06 | 1986-12-23 | Minnesota Mining And Manufacturing Company | Article having a coating prepared from radiation curable poly(vinyl chloride) resin composition |
US4559382A (en) * | 1983-06-06 | 1985-12-17 | Minnesota Mining And Manufacturing Company | Processable radiation curable poly(vinyl chloride) resin compositions |
JPH02129174A (ja) | 1988-11-10 | 1990-05-17 | Showa Roodeia Kagaku Kk | トリアジン化合物およびその製造法 |
JPH02247205A (ja) | 1989-03-20 | 1990-10-03 | Toray Ind Inc | 高屈折率樹脂の製造方法 |
JPH0480213A (ja) | 1990-07-23 | 1992-03-13 | Seiko Epson Corp | プラスチックレンズ用組成物 |
JPH05215995A (ja) | 1992-02-06 | 1993-08-27 | Tokyo Keikaku:Kk | 眼鏡レンズ |
JP3882254B2 (ja) | 1997-03-12 | 2007-02-14 | 三菱化学株式会社 | カラーフィルター用光重合性組成物及びカラーフィルター |
DE60021449T2 (de) * | 1999-02-26 | 2006-05-24 | Showa Denko K.K. | Photopolymerisationsinitiator für Farbfilter, Farbzusammensetzung und Farbfilter |
JP2000249822A (ja) | 1999-02-26 | 2000-09-14 | Showa Denko Kk | カラーフィルタ用光重合開始剤、感光性着色組成物およびカラーフィルタ |
JP4293485B2 (ja) | 1999-06-29 | 2009-07-08 | 三井化学株式会社 | 高屈折率光硬化性樹脂組成物およびその硬化物 |
JP4218828B2 (ja) | 2002-02-28 | 2009-02-04 | 昭和電工株式会社 | チオール化合物、光重合開始剤組成物および感光性組成物 |
DE10252006A1 (de) * | 2002-11-06 | 2004-05-27 | Röhm GmbH & Co. KG | Hochtransparenter Kunststoff für optische Materialien |
JP2004258346A (ja) | 2003-02-26 | 2004-09-16 | Konica Minolta Holdings Inc | 有機感光体、有機感光体の製造方法、プロセスカートリッジ、画像形成装置及び画像形成方法 |
JP4063746B2 (ja) | 2003-09-26 | 2008-03-19 | 三井化学株式会社 | 新規なチオウレタン骨格を有する(メタ)アクリレート |
JP4961687B2 (ja) | 2005-06-29 | 2012-06-27 | Jsr株式会社 | 液状硬化性組成物及びその硬化膜 |
-
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Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2361769A1 (de) * | 1973-12-12 | 1975-06-19 | Grace W R & Co | Ungesaettigte thiolverbindungen |
JP2003160631A (ja) * | 2001-11-28 | 2003-06-03 | Hoya Corp | チオール化合物を用いてなる光学製品 |
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US20100233596A1 (en) | 2010-09-16 |
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