WO2015050266A1 - Composition de microparticules de polymère et son utilisation en tant qu'agent de diffusion de lumière - Google Patents
Composition de microparticules de polymère et son utilisation en tant qu'agent de diffusion de lumière Download PDFInfo
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- WO2015050266A1 WO2015050266A1 PCT/JP2014/076642 JP2014076642W WO2015050266A1 WO 2015050266 A1 WO2015050266 A1 WO 2015050266A1 JP 2014076642 W JP2014076642 W JP 2014076642W WO 2015050266 A1 WO2015050266 A1 WO 2015050266A1
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- mass
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- fine particle
- polymer fine
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- 239000000203 mixture Substances 0.000 title claims abstract description 88
- 229920000642 polymer Polymers 0.000 title claims abstract description 43
- 239000011859 microparticle Substances 0.000 title abstract 2
- 239000002245 particle Substances 0.000 claims abstract description 28
- -1 ester compound Chemical class 0.000 claims abstract description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 11
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 6
- 239000010419 fine particle Substances 0.000 claims description 52
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 9
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 7
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 7
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 6
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 6
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 5
- 239000000463 material Substances 0.000 abstract description 4
- 238000007334 copolymerization reaction Methods 0.000 abstract description 3
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- 238000009792 diffusion process Methods 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 11
- 230000002265 prevention Effects 0.000 description 11
- 230000006835 compression Effects 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 10
- 239000003505 polymerization initiator Substances 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 238000010586 diagram Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
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- 229920005989 resin Polymers 0.000 description 4
- 230000000007 visual effect Effects 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 238000006073 displacement reaction Methods 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 239000002981 blocking agent Substances 0.000 description 2
- 229910003460 diamond Inorganic materials 0.000 description 2
- 239000010432 diamond Substances 0.000 description 2
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- 238000001035 drying Methods 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
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- 238000005259 measurement Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 1
- FRFPIUXEUZICHA-UHFFFAOYSA-N 2-[(2-cyano-3-methylbutan-2-yl)diazenyl]-2,3-dimethylbutanenitrile Chemical compound CC(C)C(C)(C#N)N=NC(C)(C#N)C(C)C FRFPIUXEUZICHA-UHFFFAOYSA-N 0.000 description 1
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
- WEZFYBVBPAUJAL-UHFFFAOYSA-N 2-ethylpentanenitrile Chemical compound CCCC(CC)C#N WEZFYBVBPAUJAL-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 1
- QNRSQFWYPSFVPW-UHFFFAOYSA-N 5-(4-cyanobutyldiazenyl)pentanenitrile Chemical compound N#CCCCCN=NCCCCC#N QNRSQFWYPSFVPW-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000007869 azo polymerization initiator Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000003878 thermal aging Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/02—Diffusing elements; Afocal elements
- G02B5/0205—Diffusing elements; Afocal elements characterised by the diffusing properties
- G02B5/0236—Diffusing elements; Afocal elements characterised by the diffusing properties the diffusion taking place within the volume of the element
- G02B5/0242—Diffusing elements; Afocal elements characterised by the diffusing properties the diffusion taking place within the volume of the element by means of dispersed particles
-
- 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
-
- 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1812—C12-(meth)acrylate, e.g. lauryl (meth)acrylate
-
- 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
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
Definitions
- the present invention relates to a fine particle polymer composition (also referred to as a polymer fine particle composition), particularly an acrylic resin (acrylic resin and methacrylic resin) containing an ester with a monohydric alcohol having 8 to 12 carbon atoms that has good scratch resistance.
- the present invention relates to a fine particle polymer composition and its use as a light diffusing agent.
- the light source of various display devices is a line light source such as a fluorescent lamp or a cathode tube arranged on the back of the screen, or a point light source such as an LED (light emitting diode) illumination, and these functions as a surface light source, so that the transmitted light is scattered.
- a light diffusion film (backlight film) is used.
- This light diffusing film comprises a transparent resin composition and a fine particle polymer composition having an average particle diameter of several ⁇ m to several tens of ⁇ m that functions as a light diffusing agent.
- these fine particles often have a function as an anti-blocking agent (also called an AB agent).
- an anti-blocking agent also called an AB agent
- inorganic particles such as silica and titanium dioxide were used as the light diffusing agent.
- agglomeration due to insufficient affinity with the resin leads to non-uniform light diffusion, and since the materials themselves are opaque and light-impermeable, there is an unavoidable decrease in overall light transmittance.
- a fine particle polymer composition based on a transparent resin is used from the viewpoint of uniform light diffusion and improved transmittance.
- methyl methacrylate crosslinked methyl methacrylate
- the fine particle polymer composition based on cross-linked methyl methacrylate is used as a light diffusing agent or an anti-blocking agent for a resin film, since the hardness of the particles is high, there is a problem of damaging the contact member, There is a need for particles that are flexible and have good scratch resistance.
- spherical or true spherical polymethyl methacrylate, polyacrylonitrile, benzoguanamine / formaldehyde condensate, etc. are used as a light diffusing agent, and any one of them is made into a paint, applied to a polyester resin substrate, and transmitted light.
- Patent Document 1 a surface-emitting display element using a light diffusing film having extremely good diffusibility is provided (Patent Document 1).
- esters having a long-chain alkyl group other than methyl esters there is no description relating to scratch prevention.
- a conventional product obtained by copolymerizing methyl methacrylate and ethylene glycol dimethacrylate, having an average particle diameter of about 20 ⁇ m and made of acrylic resin having a predetermined relatively narrow particle size distribution is used as a light diffusing agent. It is disclosed that a light diffusing plate exhibiting better light diffusibility and improved brightness by about 5% is provided (Patent Document 2).
- esters having a long-chain alkyl group other than methyl esters there is no disclosure of esters having a long-chain alkyl group other than methyl esters, and there is no description regarding scratch prevention.
- it is a copolymer of n- or t-butyl methacrylate and a crosslinkable vinyl monomer, and is equivalent to a conventional butyl acrylate copolymer using a light diffusing agent comprising the copolymer having a specific range of Tg. It is disclosed that a light diffusing agent exhibiting the above brightness and scratch resistance is provided (Patent Document 3).
- Patent Document 3 there is no disclosure regarding an acrylate resin having a long-chain alkyl group exceeding butyl acrylate.
- the first of the present invention is (A) 20 to 85% by mass of an ester compound of acrylic acid and / or methacrylic acid and a monohydric alcohol having 8 to 12 carbon atoms; (B) 5 to 65% by mass of methyl methacrylate. %; (C) 3 to 45% by mass of an ester compound of acrylic acid and / or methacrylic acid and at least one polyhydric alcohol having 2 to 5 carbon atoms, (A), (B) and (C) Polymer fine particle composition, characterized in that it is an acrylate-based fine particle polymer composition having an average particle size of 0.1 to 100 ⁇ m, obtained by copolymerizing a mixture of 100% by mass with the component (C) About.
- the component (A) is n-dodecyl methacrylate, the composition thereof is 30 to 35% by mass, the composition of the component (B) is 50 to 60% by mass, and the composition of the component (C) is The present invention relates to the first polymer fine particle composition of the present invention, which is in the range of 5 to 30% by mass.
- the component (A) is 2-ethylhexyl acrylate, the composition thereof is 30 to 35% by mass, the composition of the component (B) is 50 to 60% by mass, and the composition of the component (C). Is in the range of 5 to 20% by mass, and relates to the first polymer fine particle composition of the present invention.
- the component (A) is 2-ethylhexyl methacrylate
- the composition is 30 to 80% by mass
- the composition of the component (B) is 10 to 50% by mass
- the component (C) The composition of the present invention is in the range of 10 to 40% by mass, and relates to the first polymer fine particle composition of the present invention.
- a fifth aspect of the present invention relates to the polymer fine particle composition according to any one of the first to fourth aspects, wherein the component (C) is ethylene glycol dimethacrylate.
- a sixth aspect of the present invention relates to the polymer fine particle composition according to any one of the first to fifth aspects of the present invention, wherein the polymer fine particle composition has a number average particle size of 5 to 10 ⁇ m.
- a seventh aspect of the present invention relates to the use of the polymer fine particle composition according to any one of the first to sixth aspects of the present invention as a light diffusing agent.
- FIG. 1 is a three-component composition diagram showing an outline of a composition region of a polymer fine particle composition obtained by copolymerizing the component (A), the component (B), and the component (C).
- FIG. 2 outlines a preferable composition region of a polymer fine particle composition obtained by using n-dodecyl methacrylate as the component (A), methyl methacrylate (MMA) as the component (B), and ethylene glycol dimethacrylate as the component (C). It is a ternary composition diagram.
- FIG. 1 is a three-component composition diagram showing an outline of a composition region of a polymer fine particle composition obtained by copolymerizing the component (A), the component (B), and the component (C).
- FIG. 2 outlines a preferable composition region of a polymer fine particle composition obtained by using n-dodecyl methacrylate as the component (A), methyl methacrylate (MMA) as the component (B), and ethylene glycol dimeth
- FIG. 3 shows an outline of a preferable composition region of a polymer fine particle composition obtained by using 2-ethylhexyl acrylate as the component (A), methyl methacrylate (MMA) as the component (B), and ethylene glycol dimethacrylate as the component (C). It is a ternary composition diagram.
- FIG. 4 shows an outline of a preferable composition region of a polymer fine particle composition obtained by using 2-ethylhexyl methacrylate as the component (A), methyl methacrylate (MMA) as the component (B), and ethylene glycol dimethacrylate as the component (C). It is a ternary composition diagram.
- the component (A) according to the present invention is an ester compound of acrylic acid and / or methacrylic acid and a monohydric alcohol having 8 to 12 carbon atoms. If the number of carbon atoms is less than 8, it is difficult to obtain sufficient flexibility of the particles. If the number of carbon atoms exceeds 12, the difference in reactivity between the component (B) and the component (C) increases, It becomes difficult to obtain coalescence efficiently. When the content is less than 20% by mass, sufficient flexibility and scratch resistance cannot be obtained. When the content exceeds 85% by mass, the particles often become brittle particles.
- component (A) used in the present invention examples include n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isononyl (meth) acrylate, n-isodecyl (meth) acrylate, n-undecyl ( (Meth) acrylate, n-dodecyl (meth) acrylate, etc. are mentioned. Among these, n-dodecyl methacrylate, 2-ethylhexyl methacrylate, and 2-ethylhexyl acrylate are preferable.
- n-dodecyl methacrylate and 2-ethylhexyl methacrylate exhibit an extremely small compression modulus under compression deformation.
- the component (B) used in the present invention is methyl methacrylate, and its polymer “polymethyl methacrylate” is widely known as a transparent substrate.
- the content of the component (B) is less than 15% by mass, it is difficult to obtain a granular copolymer having a good shape and to maintain good transparency. Flexibility and prevention of scratches cannot be obtained.
- the component (C) used in the present invention is an ester compound of acrylic acid and / or methacrylic acid and a polyhydric alcohol having 2 to 5 carbon atoms, and functions as a crosslinking agent in the copolymerization reaction according to the present invention. .
- the valence of alcohol is in the range of 2-4. When the carbon number and valence exceed 5 and 4, respectively, the molecule becomes bulky, the difference in reactivity with the component (A) and the component (B) increases, and a copolymer can be obtained efficiently. It becomes difficult.
- a specific example of the preferred component (C) is ethylene glycol dimethacrylate.
- the average particle size of the fine particles is usually 0.5 to 100 ⁇ m, preferably 1 to 50 ⁇ m. In practice, the preferred range is determined in relation to the thickness of the base film containing or holding these particles. In recent years, when applied to a substrate, 5 to 10 ⁇ m fine particles are often required.
- the fine particle polymer composition according to the present invention can be easily controlled to have an average particle size of 0.1 to 100 ⁇ m, preferably 1 to 50 ⁇ m, more preferably 5 to 10 ⁇ m, and the shape thereof is also nearly spherical. Is easily obtained.
- a line light source and a point light source which are light sources of various displays such as a flat-screen TV, a notebook computer, a mobile phone, a smart phone, and a tablet terminal, as a surface light source, a diffusion film for backlight is necessary. Since the polymer fine particle composition is flexible and excellent in scratch prevention, it is difficult to damage the contact surface. Therefore, the polymer fine particle composition can be used as a light diffusing agent that provides superior scratch prevention compared to conventional products.
- An outline of a composition region of a fine particle polymer composition having an average particle size of about 8 ⁇ m, which is obtained by copolymerizing the components (A), (B), and (C) according to the present invention, is a three-component composition diagram. If it represents, it will become a shaded (gray) area
- the symbols in black brackets and the parentheses () correspond to the numbers of examples and comparative examples described later, respectively. The reason why excellent characteristics can be obtained in this region is not clear, but the inventors mainly have the flexibility of the component (A), the transparency and copolymerization stability of the component (B), and the component (C).
- the most preferable composition region of each of the particle polymer compositions having an average particle size of about 8 ⁇ m, wherein the component (A) is n-dodecyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate.
- the outline is shown in FIGS.
- a polymerization initiator is usually used for the polymerization of the monomer mixture. Examples of the polymerization initiator include oil-soluble peroxide polymerization initiators and azo polymerization initiators that are usually used in aqueous suspension polymerization.
- 2,2′-azobisisobutyronitrile, 2,2′-azobis (2,4-dimethylvaleronitrile), benzoyl peroxide, lauroyl peroxide, etc. are suitable polymerization initiators. This is preferable in that it has a decomposition rate.
- the polymerization initiator is preferably used in an amount of 0.01 to 10 parts by mass, and more preferably 0.01 to 5 parts by mass with respect to 100 parts by mass of the monomer mixture. When the polymerization initiator is less than 0.01 parts by mass, it is difficult to fulfill the function of initiating the polymerization, and when it is used in excess of 10 parts by mass, the addition amount is more than necessary, which is not preferable because it is not economical. .
- the vinyl monomer mixture is adjusted to a desired droplet size by dissolving the polymerization initiator according to a conventional method and then stirring and mixing with an aqueous solution containing a polymerization stabilizer and a surfactant. This mixed solution is heated with stirring to perform a polymerization reaction, thereby obtaining target particles.
- a polymerization stabilizer a water-soluble polymer such as polyvinyl alcohol or an inorganic stabilizer such as calcium phosphate can be used.
- ester types such as glycerin fatty acid ester and sorbitan fatty acid ester, polyoxyethylene (or POE) alkyl ether, polyoxyethylene (or POE) Ether type such as alkylphenyl ether, polyoxyethylene polyoxypropylene glycol, etc., type with ethylene oxide added to fatty acid or polyhydric alcohol fatty acid ester, ester ether having both ester bond and ether bond in the molecule A mold or the like is used.
- ester types such as glycerin fatty acid ester and sorbitan fatty acid ester, polyoxyethylene (or POE) alkyl ether, polyoxyethylene (or POE) Ether type such as alkylphenyl ether, polyoxyethylene polyoxypropylene glycol, etc., type with ethylene oxide added to fatty acid or polyhydric alcohol fatty acid ester, ester ether having both ester bond and ether bond in the molecule A mold or the like is used.
- the particles obtained by the polymerization are used after being subjected to a solid-liquid separation step and a drying step by a normal operation from the polymerization reaction solution and then taken out as a powder by crushing. That is, after removing moisture by a method of drying a shelf after obtaining a wet cake by centrifugation, a method of spray drying, etc., and then applying impact with a hammer mill, a bead mill, etc. Obtainable.
- the average particle diameter of the fine particles is usually 0.5 to 100 ⁇ m, preferably 1 to 40 ⁇ m.
- the shape of the fine particles is not particularly limited, but a spherical shape, a spheroid and the like are preferable.
- a part is a mass part.
- Examples 1 to 14 and Comparative Examples 1 to 6 In a dispersion container, 200 parts of deionized water and 1 part of polyvinyl alcohol as a dispersant were added. Apart from this, predetermined (A), (B), (C) components (in the comparative example, those using these corresponding components, or those lacking any of the components are included), polymerization. As an initiator, 1 part of lauryl peroxide was weighed and added to the aqueous solution in the dispersion container to obtain a mixed solution.
- the obtained mixed liquid was subjected to a dispersion treatment with a disperser for a predetermined time to obtain a dispersion having an adjusted droplet diameter.
- This dispersion was poured into a polymerization reactor equipped with a stirrer, a thermometer, a reflux condenser and a nitrogen inlet, and a polymerization reaction was carried out at 80 ° C. for 4 hours under nitrogen flow.
- a 10% compression modulus was used for the evaluation of the flexibility of the fine particles.
- the 10% compressive elastic modulus is the compressive elastic modulus (hereinafter referred to as 10% K value) when the particle diameter is displaced by 10%.
- a microcompression tester (Shimadzu MCT-210) is used on the sample stage.
- a diamond circular indenter with a diameter of 20 ⁇ m is loaded vertically at a constant load speed at room temperature (25 ° C.), and the load value and compression displacement when compressed to 10% of the sample particle diameter are as follows. It is a value obtained by measurement and obtained by the following formula.
- This evaluation method is widely used by those skilled in the art. (For example, refer to JP 2006-117850 A and JP 2000-309715 A).
- K (3 / ⁇ 2) ⁇ F ⁇ 10 -3 ⁇ S -3/2 ⁇ R -1/2 K: Compression elastic modulus (N / mm 2 ) at 10% compression deformation of fine particles
- F Load value at 10% compression deformation of fine particles (N)
- S Compression displacement (mm) in 10% compression deformation of fine particles
- R radius of fine particles (mm)
- the 10% K value expresses the flexibility of the fine particles universally and quantitatively, and by using the 10% K value, the suitable flexibility of the polymer fine particles of the present invention is quantitatively and uniquely defined.
- Examples 1 to 5 correspond to the composition ranges of the components (A), (B), and (C) corresponding to claim 2, and Examples 6 and 7 correspond to claim 3 (A), (B ), (C) Composition range of each component, Examples 8 to 12 are composition ranges of the components (A), (B), (C) corresponding to claim 4.
- Claim 1 represents the composition range of each component (A), (B), (C) which covers all of them and occupies a certain range based on the examples. According to Examples 1 to 12, the 10% K value was 690 to 1890, and was evaluated as ⁇ or ⁇ even in the evaluation of damage prevention.
- the composition of the component (A) is lower than that in the claims, or the monohydric alcohol has 4 carbon atoms, and the composition of the component (B) is in the claims.
- the 10% K value was 2000 or more, and the evaluations of damage prevention were all x. From the above, it was confirmed that the basis of the composition range of each of the components (A), (B), and (C) in the claims was shown.
- Ester compound of (meth) acrylic acid and monohydric alcohol having 8 to 12 carbon atoms, methyl (meth) acrylate and ester compound of (meth) acrylic acid and polyhydric alcohol having 2 to 5 carbon atoms according to the present invention
- the fine particle polymer composition obtained by copolymerizing a mixture comprising the above is more flexible than fine particles having an equivalent average particle diameter obtained from a copolymer mainly containing a conventionally known short chain ester compound. High and therefore excellent in preventing scratches. Therefore, it is suitably used as a light diffusing agent for a diffusion film for backlight.
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Abstract
La présente invention concerne : une composition de polymère microparticulaire de type acrylate qui est produite par la réaction de copolymérisation d'un mélange comprenant (A) 20 à 85 % en masse d'un composé ester d'acide acrylique et/ou d'acide méthacrylique et d'un alcool monohydrique ayant 8 à 12 atomes de carbone, (B) 5 à 65 % en masse de méthacrylate de méthyle et (C) 3 à 45 % en masse d'un composé ester d'acide acrylique et/ou d'acide méthacrylique et d'un alcool polyhydrique ayant 2 à 5 atomes de carbone, la quantité totale des composants est de 100 % en masse, ladite composition ayant un diamètre de particule moyen de 0,1 à 100 µm, étant plus flexible, et ayant une propriété de prévention de la formation de rayures supérieure tout en maintenant une propriété de diffusion de lumière au même niveau que celle des compositions de microparticules de polymère conventionnelles toutes produites en utilisant un polyméthacrylate réticulé en tant que matériau de base; et une utilisation de la composition de microparticules de polymère en tant qu'agent de diffusion de lumière.
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JP2013206591A JP2015071655A (ja) | 2013-10-01 | 2013-10-01 | ポリマー微粒子組成物およびその光拡散剤としての使用 |
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WO2016010051A1 (fr) * | 2014-07-14 | 2016-01-21 | 三菱レイヨン株式会社 | Composition de résine thermoplastique conférant la matité, film mat à base de fluor, et film stratifié mat à base de fluor |
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JPS6363756A (ja) * | 1986-09-03 | 1988-03-22 | Nippon Paint Co Ltd | 分散型塗料樹脂組成物 |
JP2009096868A (ja) * | 2007-10-16 | 2009-05-07 | Nippon Shokubai Co Ltd | 光拡散フィルム用樹脂微粒子、樹脂組成物および光拡散フィルム |
WO2009072464A1 (fr) * | 2007-12-03 | 2009-06-11 | Nippon Shokubai Co., Ltd. | Particules de polymère |
JP2010138365A (ja) * | 2008-11-11 | 2010-06-24 | Sekisui Plastics Co Ltd | 重合体粒子集合体、その製造方法、光拡散剤及び光拡散性樹脂組成物 |
JP2012211265A (ja) * | 2011-03-31 | 2012-11-01 | Jx Nippon Oil & Energy Corp | 粘度指数向上剤及び潤滑油組成物 |
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- 2013-10-01 JP JP2013206591A patent/JP2015071655A/ja active Pending
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2014
- 2014-08-26 TW TW103129284A patent/TW201514240A/zh unknown
- 2014-09-30 WO PCT/JP2014/076642 patent/WO2015050266A1/fr active Application Filing
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JPS6363756A (ja) * | 1986-09-03 | 1988-03-22 | Nippon Paint Co Ltd | 分散型塗料樹脂組成物 |
JP2009096868A (ja) * | 2007-10-16 | 2009-05-07 | Nippon Shokubai Co Ltd | 光拡散フィルム用樹脂微粒子、樹脂組成物および光拡散フィルム |
WO2009072464A1 (fr) * | 2007-12-03 | 2009-06-11 | Nippon Shokubai Co., Ltd. | Particules de polymère |
JP2010138365A (ja) * | 2008-11-11 | 2010-06-24 | Sekisui Plastics Co Ltd | 重合体粒子集合体、その製造方法、光拡散剤及び光拡散性樹脂組成物 |
JP2012211265A (ja) * | 2011-03-31 | 2012-11-01 | Jx Nippon Oil & Energy Corp | 粘度指数向上剤及び潤滑油組成物 |
Cited By (3)
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WO2016010051A1 (fr) * | 2014-07-14 | 2016-01-21 | 三菱レイヨン株式会社 | Composition de résine thermoplastique conférant la matité, film mat à base de fluor, et film stratifié mat à base de fluor |
JPWO2016010051A1 (ja) * | 2014-07-14 | 2017-04-27 | 三菱レイヨン株式会社 | 艶消し用熱可塑性樹脂組成物、フッ素系艶消しフィルム及びフッ素系艶消し積層フィルム |
US10493737B2 (en) | 2014-07-14 | 2019-12-03 | Mitsubishi Chemical Corporation | Thermoplastic resin composition for matting, fluorine-based matte film, and fluorine-based matte layered film |
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