WO2009112425A1 - Film optique pour écran plat - Google Patents
Film optique pour écran plat Download PDFInfo
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- WO2009112425A1 WO2009112425A1 PCT/EP2009/052614 EP2009052614W WO2009112425A1 WO 2009112425 A1 WO2009112425 A1 WO 2009112425A1 EP 2009052614 W EP2009052614 W EP 2009052614W WO 2009112425 A1 WO2009112425 A1 WO 2009112425A1
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- alkyl
- tert
- optical film
- butyl
- bis
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- 0 CC(C)(C1)N(*)C(C)(C)CC1NC*NC1CC(C)(C)N(*)C(C)(C)C1 Chemical compound CC(C)(C1)N(*)C(C)(C)CC1NC*NC1CC(C)(C)N(*)C(C)(C)C1 0.000 description 4
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/014—Additives containing two or more different additives of the same subgroup in C08K
Definitions
- the present invention relates to an optical film for a flat panel display, containing a thermoplastic polymer, two or more different hydroxyphenyltriazines and optionally a 2,2,6,6- tetramethylpiperidine derivative, a flat panel display containing said optical film, the use of two or more different hydroxyphenyltriazines for improving the UV resistance of an optical film and a composition containing a thermoplastic polymer, two or more different UV absorbers and optionally a 2,2,6,6-tetramethylpiperidine derivative.
- Optical films for displays are described for example in JP-A-2007/217667 and US-A-2007/0160828.
- the present invention relates in particular to an optical film for a flat panel display comprising the components
- thermoplastic polymer (A) a thermoplastic polymer
- (B) a mixture containing two or more (preferably two) different compounds selected from the group consisting of the compounds of the formulae (B-I) and (B-Il);
- E 1 is hydrogen, CrCi 8 alkyl, d-Ci 8 alkyl substituted by 1 , 2 or 3 radicals selected from the group consisting of -OH, C 2 -Ci8alkenyloxy, -C(O)OXi and -OC(O )X 2 with X 1 and X 2 being independently d-Ci 8 alkyl; C 3 -C 50 alkyl interrupted by oxygen or C 3 -C 50 hydroxyalkyl interrupted by oxygen; E 2 , E 3 , E 4 and E 5 are independently hydrogen, CrCi 8 alkyl, phenyl or phenyl substituted by 1 , 2 or 3 C r C 4 alkyl;
- a 1 , A 2 , A 3 and A 4 are independently hydrogen, CrCi 8 alkyl, d-Ci 8 alkyl substituted by 1 , 2 or 3 radicals selected from the group consisting of -OH, C 2 -Ci 8 alkenyloxy, -C(O)OYi and -OC(O)Y 2 with Y 1 and Y 2 being independently d-Ci 8 alkyl; C 3 -C 50 alkyl interrupted by oxygen or C 3 -C 5 ohydroxyalkyl interrupted by oxygen; and optionally (C) at least one 2,2,6,6-tetramethylpiperidine derivative.
- Ci-Ci 8 alkyl examples are methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert- butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1 -methylpentyl, 1 ,3-dimethylbutyl, n-hexyl, 1 -methyl- hexyl, n-heptyl, isoheptyl, 1 ,1 ,3,3-tetramethylbutyl, 1 -methylheptyl, 3-methylheptyl, n-octyl, 2- ethylhexyl, 1 ,1 ,3-trimethylhexyl, 1 ,1 ,3,3-tetramethylpentyl, nonyl, decyl, undecyl, 1 -methyl- undecyl, dodecyl, 1 ,1
- Ci-Ci 8 alkyl preferably C 3 -Ci 8 alkyl, substituted by 1 , 2 or 3 radicals selected from the group consisting of -OH, C 2 -Ci 8 alkenyloxy, -C(O)OXi (or -C(O)OYi) and
- CH 3 CH 3 -OC(O)X 2 (or -OC(O)Y 2 ) are 2-hydroxyethyl — CH—C—O— C 8 H 17 or — C H— O— C— C H ⁇
- C 3 -C 5 oalkyl interrupted by one or more oxygen is -(CH 2 CH 2 -O-) 3 -CH 3 .
- C 3 -C 5 ohydroxyalkyl interrupted by oxygen are CH-C 4 H 9 -H .
- phenyl substituted by 1 , 2 or 3 CrC 4 alkyl is 2,4-dimethylphenyl.
- a thermoplastic polymer examples include
- Polymers of monoolefins and diolefins for example polypropylene, polyisobutylene, po- lybut-1-ene, poly-4-methylpent-1-ene, polyvinylcyclohexane, polyisoprene or polybutadiene, as well as polymers of cycloolefins, for instance of cyclopentene or norbornene, polyethylene (which optionally can be crosslinked), for example high density polyethylene (HDPE), high density and high molecular weight polyethylene (HDPE-HMW), high density and ultrahigh molecular weight polyethylene (HDPE-UHMW), medium density polyethylene (MDPE), low density polyethylene (LDPE), linear low density polyethylene (LLDPE), (VLDPE) and (ULDPE).
- HDPE high density polyethylene
- HDPE-HMW high density and high molecular weight polyethylene
- HDPE-UHMW high density and ultrahigh molecular weight polyethylene
- MDPE medium density polyethylene
- Polyolefins i.e. the polymers of monoolefins exemplified in the preceding paragraph, preferably polyethylene and polypropylene, can be prepared by different, and especially by the following, methods:
- a catalyst that normally contains one or more than one metal of groups IVb, Vb, VIb or VIII of the Periodic Table.
- These metals usually have one or more than one ligand, typically oxides, halides, alcoholates, esters, ethers, amines, alkyls, alkenyls and/or aryls that may be either ⁇ - or ⁇ -coordinated.
- These metal complexes may be in the free form or fixed on substrates, typically on activated magnesium chloride, titanium(lll) chloride, alumina or silicon oxide.
- These catalysts may be soluble or insoluble in the polymerisation medium.
- the catalysts can be used by themselves in the polymerisation or further activators may be used, typically metal alkyls, metal hydrides, metal alkyl halides, metal alkyl oxides or metal alkyloxanes, said metals being elements of groups Ia, Na and/or Ilia of the Periodic Table.
- the activators may be modified conveniently with further ester, ether, amine or silyl ether groups.
- These catalyst systems are usually termed Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene or single site catalysts (SSC).
- Copolymers of monoolefins and diolefins with each other or with other vinyl monomers for example ethylene/propylene copolymers, linear low density polyethylene (LLDPE) and mixtures thereof with low density polyethylene (LDPE), propylene/but-1-ene copolymers, propylene/isobutylene copolymers, ethylene/but-1-ene copolymers, ethylene/hexene copolymers, ethylene/methylpentene copolymers, ethylene/heptene copolymers, ethylene/octene copolymers, ethylene/vinylcyclohexane copolymers, ethylene/cycloolefin copolymers (e.g.
- ethylene/norbornene like COC ethylene/1 -olefins copolymers, where the 1 -olefin is generated in-situ; propylene/butadiene copolymers, isobutylene/isoprene copolymers, ethylene/vi- nylcyclohexene copolymers, ethylene/alkyl acrylate copolymers, ethylene/alkyl methacrylate copolymers, ethylene/vinyl acetate copolymers or ethylene/acrylic acid copolymers and their salts (ionomers) as well as terpolymers of ethylene with propylene and a diene such as hexadiene, dicyclopentadiene or ethylidene-norbornene; and mixtures of such copolymers with one another and with polymers mentioned in 1 ) above, for example polypropylene/ethy- lene-propylene copolymers, LD
- Polystyrene poly(p-methylstyrene), poly( ⁇ -methylstyrene).
- Homopolymers and copolymers may have any stereostructure including syndiotactic, isotactic, hemi-isotactic or atactic; where atactic polymers are preferred. Ste- reoblock polymers are also included.
- Copolymers including aforementioned vinyl aromatic monomers and comonomers selec- ted from ethylene, propylene, dienes, nitriles, acids, maleic anhydrides, maleimides, vinyl acetate and vinyl chloride or acrylic derivatives and mixtures thereof, for example styrene/bu- tadiene, styrene/acrylonitrile, styrene/ethylene (interpolymers), styrene/alkyl methacrylate, styrene/butadiene/alkyl acrylate, styrene/butadiene/alkyl methacrylate, styrene/maleic anhydride, styrene/acrylonitrile/methyl acrylate; mixtures of high impact strength of styrene copo- lymers and another polymer, for example a polyacrylate, a diene polymer or an ethylene/pro- pylene/diene
- Hydrogenated aromatic polymers derived from hydrogenation of polymers mentioned under 5. especially including polycyclohexylethylene (PCHE) prepared by hydrogenating atactic polystyrene, often referred to as polyvinylcyclohexane (PVCH).
- PCHE polycyclohexylethylene
- PVCH polyvinylcyclohexane
- Homopolymers and copolymers may have any stereostructure including syndiotactic, isotac- tic, hemi-isotactic or atactic; where atactic polymers are preferred.
- Stereoblock polymers are also included.
- Graft copolymers of vinyl aromatic monomers such as styrene or ⁇ -methylstyrene, for example styrene on polybutadiene, styrene on polybutadiene-styrene or polybutadiene-acry- lonitrile copolymers; styrene and acrylonitrile (or methacrylonitrile) on polybutadiene; styrene, acrylonitrile and methyl methacrylate on polybutadiene; styrene and maleic anhydride on polybutadiene; styrene, acrylonitrile and maleic anhydride or maleimide on polybutadiene; styrene and maleimide on polybutadiene; styrene and alkyl acrylates or methacrylates on polybutadiene; styrene and acrylonitrile on ethylene/propylene/diene terpoly
- Polymers derived from ⁇ , ⁇ -unsatu rated acids and derivatives thereof such as polyacry- lates and polymethacrylates; polymethyl methacrylates, polyacrylamides and polyacryloni- triles, impact-modified with butyl acrylate.
- Copolymers of the monomers mentioned under 7) with each other or with other unsaturated monomers for example acrylonitrile/ butadiene copolymers, acrylonitrile/alkyl acrylate copolymers, acrylonitrile/alkoxyalkyl acrylate or acrylonitrile/vinyl halide copolymers or acry- lonitrile/ alkyl methacrylate/butadiene terpolymers.
- Polymers derived from unsaturated alcohols and amines or the acyl derivatives or acetals thereof for example polyvinyl alcohol, polyvinyl acetate, polyvinyl stearate, polyvinyl benzoate, polyvinyl maleate, polyvinyl butyral, polyallyl phthalate or polyallyl melamine; as well as their copolymers with olefins mentioned in 1 ) above.
- Polyacetals such as polyoxymethylene and those polyoxymethylenes which contain ethylene oxide as a comonomer; polyacetals modified with thermoplastic polyurethanes, acrylates or MBS.
- Polyesters derived from dicarboxylic acids and diols and/or from hydroxycarboxylic acids or the corresponding lactones for example polyethylene terephthalate, polybutylene tereph- thalate, poly-1 ,4-dimethylolcyclohexane terephthalate, polyalkylene naphthalate (PAN) and polyhydroxybenzoates, as well as block copolyether esters derived from hydroxyl-terminated polyethers; and also polyesters modified with polycarbonates or MBS.
- Natural polymers such as cellulose, rubber, gelatin and chemically modified homologous derivatives thereof, for example cellulose acetates, cellulose propionates and cellulose butyrates, or the cellulose ethers such as methyl cellulose; as well as rosins and their derivatives.
- Blends of the aforementioned polymers for example PP/EPDM, PoIy- amide/EPDM or ABS, PVC/EVA, PVC/ABS, PVC/MBS, PC/ABS, PBTP/ABS, PC/ASA,
- thermoplastic polymers are those listed above under items 3, 4, 5, 5a, 6 and 12 to 14.
- component (A) is a polystyrene, a styrene copolymer, a cyclic olefin homopolymer, a cyclic olefin copolymer, a polyester, a polycarbonate or a cellulose derivative, in particular a styrene/methyl methacrylate copolymer, a poly(methyl methacrylate), a cyclic olefin polymer or a triacetyl cellulose.
- component (A) is a polystyrene, a styrene copolymer, a cyclic olefin homopolymer, a cyclic olefin copolymer, a polyester, a polycarbonate or a cellulose derivative, in particular a styrene/methyl methacrylate copolymer, a poly(methyl methacrylate), a cyclic olefin polymer or a triacetyl
- One of the preferred styrene copolymers is obtained by the polymerization of two or more different styrene monomers.
- the styrene monomers may be unsubstituted or substituted styrenes.
- substituted styrenes include halogenated styrenes such as chlorostyrene and bromostyrene, and alkyl styrenes such as vinyltoluene and ⁇ - methylstyrene.
- One preferred styrene/methyl methacrylate copolymer comprises 20% by weight to 95% by weight of the styrene monomer unit and 80% by weight to 5% by weight of the methyl methacrylate unit, preferably 70% by weight or more of the styrene monomer unit and 30% by weight or less of the methyl methacrylate unit.
- a norbornene based resin or a maleimide base resin is also preferred as present Component (A).
- a further preferred embodiment of the present invention is an optical film wherein component (B) is a mixture of a compound of the formula (B-I) and a compound of the formula (B-Il).
- the compound of the formula (B-I) is preferably a compound of the formula (B-l-a), (B-l-b), (B-1-c), (B-l-d), (B-l-e) or (B-l-f).
- the compound of the formula (B-Il) is preferably a compound of the formula (B-ll-a), (B-ll-b) or (B-Il-C).
- a particularly preferred embodiment of the present invention relates to an optical film wherein component (B) is a mixture of the compounds (B-l-a) and (B-ll-b) or a mixture of the compounds (B-l-c) and (B-ll-c).
- the compounds of the formulae (B-I) and (B-Il) are essentially known and can be prepared in analogy to known methods, e.g. as described in US-A-6,060,543. Some compounds are commercially available.
- Preferred commercially available compounds of the formula (B-I) are TINUVI N ® 479, TINUVIN ® 1577, TINUVIN ® 411 , TINUVIN ® 400 and TINUVIN ® 405.
- Preferred commercially available compounds of the formula (B-Il) are TINOSORB ® S, TINUVIN ® 460 and TINUVIN ® 477.
- Component (C) are carbonic acid bis(1-undecyloxy-2,2,6,6-tetramethyl-4- piperidyl)ester, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4- piperidyl)succinate, bis(1 ,2,2,6,6-pentamethyl-4-piperidyl)sebacate, bis(1-octyloxy-2, 2,6,6- tetramethyl-4-piperidyl)sebacate, bis(1 ,2,2,6,6-pentamethyl-4-piperidyl) n-butyl-3,5-di-tert- butyl-4-hydroxybenzylmalonate, the condensate of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4- hydroxypiperidine and succinic acid, linear or cyclic condensates of N,N'-bis(2,2,6,6-t
- bi is a number from 2 to 20, preferably 2 to 20, and the radicals Ri are independently hydrogen, Ci-C 8 alkyl, O, -OH, -CH 2 CN, d-Ci 8 alkoxy, C 5 -Ci 2 cycloalkoxy, C 3 -C 6 alkenyl, C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl by 1 , 2 or 3 Ci-C 4 alkyl; or d-C 8 acyl; wherein the radicals R 2 have independently one of the meanings of Ri
- R 4 is hydrogen or CrC 4 alkyl
- R 5 is a direct bond or Ci-Ci O alkylene
- b 3 is a number from 2 to 20.
- alkyl having up to 8 carbon atoms are methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1 ,3-dimethyl- butyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl, 1 ,1 ,3,3-tetramethylbutyl, 1-methylheptyl, 3- methylheptyl, n-octyl, 2-ethylhexyl.
- CrC 4 alkyl, in particular methyl is preferred.
- Ci-Ci 8 alkoxy e.g. Ci-C 8 alkoxy
- Ci-C 8 alkoxy are methyoxy, propoxy and octoxy.
- C 5 -Ci 2 cycloalkoxy is cyclohexyloxy.
- C 3 -C 6 alkenyl examples are allyl, 2-methallyl, butenyl, pentenyl and hexenyl.
- AIIyI is preferred.
- the carbon atom in position 1 is preferably saturated.
- Ci-C 4 alkyl examples include benzyl, phenylethyl, methylbenzyl, dimethylbenzyl, trimethylbenzyl and tert- butylbenzyl.
- Ci-C 8 acyl examples are formyl, acetyl, propionyl, butyryl, pentanoyl, hexanoyl, heptanoyl, octanoyl, acryloyl, methacryloyl and benzoyl.
- Ci-C 8 Alkanoyl, C 3 -C 8 alkenyl and benzoyl are preferred. Acetyl and acryloyl are especially preferred.
- C-i-C-ioalkylene examples include methylene, ethylene, propylene, trimethylene, tetramethylene, pentamethylene, 2,2-dimethyltrimethylene, hexamethylene, trimethylhexamethylene, octamethylene and decamethylene.
- Ri is preferably hydrogen, methyl or propoxy.
- R 2 is preferably methyl.
- R 3 and R 4 are preferably hydrogen.
- R 5 is preferably ethylene.
- the compounds of Component (C) are essentially known and can be prepared in analogy to known methods, as e.g. described in US-A-4,086,204, US-A-6,046,304, US-A-4,331 ,586, US-A-4,108,829, US-A-4,477,615 and US-A-4,233,412.
- Preferred commercially available compounds of Component (C) are CHIMASSORB ® 944, CHIMASSORB ® 2020, DASTIB ® 1082, CYASO RB ® UV3346, CYASORB ® UV3529, CHIMASSORB ® 119, UVASORB ® HA 88 and TINUVIN ® 622.
- terminal groups which saturate the free valences in the compounds of the formulae (C-l-a), (C-l-b), (C-l-c), (C-l-d), (C-Il), (C-III) and (C-IV) depend on the processes used for their preparation.
- the terminal groups can also be modified after the preparation of the compounds.
- the terminal group bonded to the diamino radical is hydrogen or a correspondingly substituted triazinyl residue, e.g. in the case of the formula (C-1-a) the group
- -Cl it may be advantageous to replace the -Cl, for example, by -OH or an amino group when the reaction is complete.
- amino groups which may be mentioned are pyrrolidin-1-yl, morpholino, -NH 2 , -N(Ci-C8alkyl) 2 and -NR(Ci-C8alkyl), in which R is hydrogen or a 2,2,6,6- tetramethyl-4-piperidyl group.
- radical is, for example, hydrogen or a group.
- Y 0 is, for example, methyl, ethyl or propyl
- the terminal group bonded to the 2,2,6,6-tetramethyl-4-oxypiperidin-1-yl radical is hydrogen Or -CO-R 5 -COO-Y 0 ,
- the terminal group bonded to the diacyl radical is -0-Y 0 or .
- Particularly preferred compounds of Component (C) are wherein bi is 2 to 20 in the formulae (C-l-a-1 ), (C-l-b-1 ), (C-l-c-1 ), (C-l-d-1 ) and (C-l-d-2),
- b 3 is a number from 2 to 20.
- a preferred embodiment of the present invention relates to an optical film containing the components (A), (B) and (C).
- the optical film of the present invention may further contain one or more conventional additives. Suitable examples are listed in the following.
- Alkylated monophenols for example 2,6-di-tert-butyl-4-methylphenol, 2-tert-butyl-4,6-di- methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert-bu- tyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methylphenol, 2-( ⁇ -methylcyclohexyl)-4,6-dimethyl- phenol, 2,6-dioctadecyl-4-methylphenol, 2,4,6-tricyclohexylphenol, 2,6-di-tert-butyl-4-meth- oxymethylphenol, nonylphenols which are linear or branched in the side chains, for example, 2,6-di-nonyl-4-methylphenol, 2,4-dimethyl-6-(1 '-methylunde
- Alkylthiomethylphenols for example 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctyl- thiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodecylthiomethyl-4- nonylphenol.
- Alkylthiomethylphenols for example 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctyl- thiomethyl-6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-di-dodecylthiomethyl-4- nonylphenol.
- Hydroquinones and alkylated hydroquinones for example 2,6-di-tert-butyl-4-methoxy- phenol, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,6-diphenyl-4-octade- cyloxyphenol, 2,6-di-tert-butylhydroquinone, 2,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert-bu- tyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxyphenyl stearate, bis(3,5-di-tert-butyl-4-hy- droxyphenyl) adipate.
- Tocopherols for example ⁇ -tocopherol, ⁇ -tocopherol, ⁇ -tocopherol, ⁇ -tocopherol and mixtures thereof (vitamin E).
- Hydroxylated thiodiphenyl ethers for example 2,2'-thiobis(6-tert-butyl-4-methylphenol), 2,2'-thiobis(4-octylphenol), 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(6-tert-butyl-2- methylphenol), 4,4'-thiobis(3,6-di-sec-amylphenol), 4,4'-bis(2,6-dimethyl-4-hydroxyphenyl)- disulfide.
- 2,2'-thiobis(6-tert-butyl-4-methylphenol 2,2'-thiobis(4-octylphenol), 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(6-tert-butyl-2- methylphenol), 4,4'-thiobis(3,6-di-sec-amylphenol), 4,4'-bis(2,6
- Alkylidenebisphenols for example 2,2'-methylenebis(6-tert-butyl-4-methylphenol), 2,2'- methylenebis(6-tert-butyl-4-ethylphenol), 2,2'-methylenebis[4-methyl-6-( ⁇ -methylcyclohexyl)- phenol], 2,2'-methylenebis(4-methyl-6-cyclohexylphenol), 2,2'-methylenebis(6-nonyl-4- methylphenol), 2,2'-methylenebis(4,6-di-tert-butylphenol), 2,2'-ethylidenebis(4,6-di-tert-butyl- phenol), 2,2'-ethylidenebis(6-tert-butyl-4-isobutylphenol), 2,2'-methylenebis[6-( ⁇ -methylben- zyl)-4-nonylphenol], 2,2'-methylenebis[6-( ⁇ , ⁇ -dimethyl
- Hydroxybenzylated malonates for example dioctadecyl-2,2-bis(3,5-di-tert-butyl-2-hy- droxybenzyl)malonate, di-octadecyl-2-(3-tert-butyl-4-hydroxy-5-methylbenzyl)malonate, di- dodecylmercaptoethyl-2,2-bis (3,5-di-tert-butyl-4-hydroxybenzyl)malonate, bis[4-(1 ,1 ,3,3-te- tramethylbutyl)phenyl]-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
- dioctadecyl-2,2-bis(3,5-di-tert-butyl-2-hy- droxybenzyl)malonate di-octadecyl-2-(3-tert-butyl-4-
- Aromatic hydroxybenzyl compounds for example 1 ,3,5-tris(3,5-di-tert-butyl-4-hydroxy- benzyl)-2,4,6-trimethylbenzene, 1 ,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetrame- thylbenzene, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol.
- Triazine compounds for example 2,4-bis(octylmercapto)-6-(3,5-di-tert-butyl-4-hydroxy- anilino)-1 ,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyanilino)-1 ,3,5-tri- azine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyphenoxy)-1 ,3,5-triazine, 2,4,6-tris- (3,5-di-tert-butyl-4-hydroxyphenoxy)-1 ,2,3-triazine, 1 ,3,5-tris(3,5-di-tert-butyl-4-hydroxyben- zyl)isocyanurate, 1 ,3,5-tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl
- Benzylphosphonat.es for example dimethyl-2,5-di-tert-butyl-4-hydroxybenzylphospho- nate, diethyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate, dioctadecyl3,5-di-tert-butyl-4-hy- droxybenzylphosphonate, dioctadecyl- ⁇ -tert-butyl ⁇ -hydroxy-S-methylbenzylphosphonate, the calcium salt of the monoethyl ester of 3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid.
- Acylaminophenols for example 4-hydroxylauranilide, 4-hydroxystearanilide, octyl N- (3,5-di-tert-butyl-4-hydroxyphenyl)carbamate.
- esters of ⁇ -(3,5-di-tert-butyl-4-hvdroxyphenyl)propionic acid with mono- or polyhydric alcohols e.g. with methanol, ethanol, n-octanol, i-octanol, octadecanol, 1 ,6-hexanediol, 1 ,9- nonanediol, ethylene glycol, 1 ,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethy- lene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hy- droxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylol- propane, 4-hydroxy
- esters of ⁇ -(5-tert-butyl-4-hvdroxy-3-methylphenyl)propionic acid with mono- or poly- hydric alcohols e.g. with methanol, ethanol, n-octanol, i-octanol, octadecanol, 1 ,6-hexanedi- ol, 1 ,9-nonanediol, ethylene glycol, 1 ,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis- (hydroxyethyl)oxamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethyl- olpropane, 4-hydroxymethyl-1
- esters of ⁇ -(3,5-dicvclohexyl-4-hvdroxyphenyl)propionic acid with mono- or polyhydric alcohols e.g. with methanol, ethanol, octanol, octadecanol, 1 ,6-hexanediol, 1 ,9-nonanediol, ethylene glycol, 1 ,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)ox- amide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hy- droxymethyl-1-phospha-2,6,7-triox
- esters of 3,5-di-tert-butyl-4-hvdroxyphenyl acetic acid with mono- or polyhydric alcohols e.g. with methanol, ethanol, octanol, octadecanol, 1 ,6-hexanediol, 1 ,9-nonanediol, ethylene glycol, 1 ,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl)isocyanurate, N,N'-bis(hydroxyethyl)ox- amide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hy- droxymethyl-1 -phospha-2,6,7-trioxabicyclo
- antioxidants for example N,N'-di-isopropyl-p-phenylenediamine, N,N'-di-sec-bu- tyl-p-phenylenediamine, N,N'-bis(1 ,4-dimethylpentyl)-p-phenylenediamine, N,N'-bis(1-ethyl-3- methylpentyl)-p-phenylenediamine, N,N'-bis(1-methylheptyl)-p-phenylenediamine, N,N'-dicy- clohexyl-p-phenylenediamine, N,N'-diphenyl-p-phenylenediamine, N,N'-bis(2-naphthyl)-p- phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenyl
- 2-(2'-Hvdroxyphenyl)benzotriazoles for example 2-(2'-hydroxy-5'-methylphenyl)-benzo- triazole, 2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(5'-tert-butyl-2'-hydroxyphe- nyl)benzotriazole, 2-(2'-hydroxy-5'-(1 ,1 ,3,3-tetramethylbutyl)phenyl)benzotriazole, 2-(3',5'-di- tert-butyl-2'-hydroxyphenyl)-5-chloro-benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-methylphe- nyl)-5-chloro-benzotriazole, 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)benzotriazole, 2-(3'
- azol-2-ylphenyl 2-[2'-hydroxy-3'-( ⁇ , ⁇ -dimethylbenzyl)-5'-(1 ,1 ,3,3-tetramethylbutyl)-phenyl]- benzotriazole; 2-[2'-hydroxy-3'-(1 ,1 ,3,3-tetramethylbutyl)-5'-( ⁇ , ⁇ -dimethylbenzyl)-phenyl]ben- zotriazole.
- 2-Hvdroxybenzophenones for example the 4-hydroxy, 4-methoxy, 4-octyloxy, 4-decyl- oxy, 4-dodecyloxy, 4-benzyloxy, 4,2',4'-trihydroxy and 2'-hydroxy-4,4'-dimethoxy derivatives.
- Esters of substituted and unsubstituted benzoic acids for example 4-tert-butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoyl resorcinol, bis(4-tert-butylben- zoyl)resorcinol, benzoyl resorcinol, 2,4-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzo- ate, hexadecyl 3,5-di-tert-butyl-4-hydroxybenzoate, octadecyl 3,5-di-tert-butyl-4-hydroxyben- zoate, 2-methyl-4,6-di-tert-butylphenyl 3,5-di-tert-butyl-4-hydroxybenzoate.
- Acrylates for example ethyl ⁇ -cyano- ⁇ , ⁇ -diphenylacrylate, isooctyl ⁇ -cyano- ⁇ , ⁇ -diphe- nylacrylate, methyl ⁇ -carbomethoxycinnamate, methyl ⁇ -cyano- ⁇ -methyl-p-methoxycinna- mate, butyl ⁇ -cyano- ⁇ -methyl-p-methoxy-cinnamate, methyl ⁇ -carbomethoxy-p-methoxycin- namate, N-( ⁇ -carbomethoxy- ⁇ -cyanovinyl)-2-methylindoline, neopentyl tetra( ⁇ -cyano- ⁇ , ⁇ -di- phenylacrylate.
- Nickel compounds for example nickel complexes of 2,2'-thio-bis[4-(1 ,1 ,3,3-tetramethyl- butyl)phenol], such as the 1 :1 or 1 :2 complex, with or without additional ligands such as n- butylamine, triethanolamine or N-cyclohexyldiethanolamine, nickel dibutyldithiocarbamate, nickel salts of the monoalkyl esters, e.g. the methyl or ethyl ester, of 4-hydroxy-3,5-di-tert- butylbenzylphosphonic acid, nickel complexes of ketoximes, e.g. of 2-hydroxy-4-methylphe- nylundecylketoxime, nickel complexes of 1-phenyl-4-lauroyl-5-hydroxypyrazole, with or without additional ligands.
- additional ligands such as n- butylamine, triethanolamine or N-cyclohexyldi
- Oxamides for example 4,4'-dioctyloxyoxanilide, 2,2'-diethoxyoxanilide, 2,2'-dioctyloxy- 5,5'-di-tert-butoxanilide, 2,2'-didodecyloxy-5,5'-di-tert-butoxanilide, 2-ethoxy-2'-ethyloxanilide, N,N'-bis(3-dimethylaminopropyl)oxamide, 2-ethoxy-5-tert-butyl-2'-ethoxanilide and its mixture with 2-ethoxy-2'-ethyl-5,4'-di-tert-butoxanilide, mixtures of o- and p-methoxy-disubstituted oxanilides and mixtures of o- and p-ethoxy-disubstituted oxanilides.
- Metal deactivators for example N,N'-diphenyloxamide, N-salicylal-N'-salicyloyl hydrazine, N,N'-bis(salicyloyl)hydrazine, N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hydrazine, 3-salicyloylamino-1 ,2,4-triazole, bis(benzylidene)oxalyl dihydrazide, oxanilide, isophthaloyl dihydrazide, sebacoyl bisphenylhydrazide, N,N'-diacetyladipoyl dihydrazide, N,N'-bis(salicyl- oyl)oxalyl dihydrazide, N,N'-bis(salicyloyl)thiopropionyl dihydrazide.
- Phosphites and phosphonites for example triphenyl phosphite, diphenylalkyl phosphites, phenyldialkyl phosphites, tris(nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearylpentaerythritol diphosphite, tris(2,4-di-tert-butylphenyl) phosphite, diisodecyl pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, bis(2,4-di- cumylphenyl)pentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphos
- Tris(2,4-di-tert-butylphenyl) phosphite (lrgafos ® 168, Ciba Specialty Chemicals Inc.), tris(no- nylphenyl) phosphite,
- Hydroxylamines for example N,N-dibenzylhydroxylamine, N,N-diethylhydroxylamine, N, N- dioctylhydroxylamine, N,N-dilaurylhydroxylamine, N,N-ditetradecylhydroxylamine, N, N- dihexadecylhydroxylamine, N,N-dioctadecylhydroxylamine, N-hexadecyl-N-octadecylhydrox- ylamine, N-heptadecyl-N-octadecylhydroxylamine, N,N-dialkylhydroxylamine derived from hydrogenated tallow amine.
- Nitrones for example, N-benzyl-alpha-phenylnitrone, N-ethyl-alpha-methylnitrone, N-octyl- alpha-heptylnitrone, N-lauryl-alpha-undecylnitrone, N-tetradecyl-alpha-tridecylnnitrone, N- hexadecyl-alpha-pentadecylnitrone, N-octadecyl-alpha-heptadecylnitrone, N-hexadecyl-al- pha-heptadecylnitrone, N-ocatadecyl-alpha-pentadecylnitrone, N-heptadecyl-alpha-hepta- decylnitrone, N-octadecyl-alpha-hexadecylnitrone, nitrone derived from N
- Thiosynergists for example dilauryl thiodipropionate, dimistryl thiodipropionate, distearyl thiodipropionate or distearyl disulfide.
- Peroxide scavengers for example esters of ⁇ -thiodipropionic acid, for example the lauryl, stearyl, myristyl or tridecyl esters, mercaptobenzimidazole or the zinc salt of 2-mercapto- benzimidazole, zinc dibutyldithiocarbamate, dioctadecyl disulfide, pentaerythritol tetrakis( ⁇ - dodecylmercapto)propionate.
- esters of ⁇ -thiodipropionic acid for example the lauryl, stearyl, myristyl or tridecyl esters
- mercaptobenzimidazole or the zinc salt of 2-mercapto- benzimidazole zinc dibutyldithiocarbamate
- dioctadecyl disulfide pentaerythritol tetrakis( ⁇ - dodecyl
- Polvamide stabilizers for example copper salts in combination with iodides and/or phos- phorus compounds and salts of divalent manganese.
- Basic co-stabilizers for example melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth metal salts of higher fatty acids, for example calcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ricinoleate and potassium palmitate, antimony pyrocatecholate or zinc pyrocatecholate.
- Basic co-stabilizers for example melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, alkali metal salts and alkaline earth metal salts of higher fatty acids, for example calcium stearate, zinc stearate, magnesium behenate, magnesium stearate, sodium ric
- Nucleating agents for example inorganic substances, such as talcum, metal oxides, such as titanium dioxide or magnesium oxide, phosphates, carbonates or sulfates of, preferably, alkaline earth metals; organic compounds, such as mono- or polycarboxylic acids and the salts thereof, e.g. 4-tert-butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate; polymeric compounds, such as ionic copolymers (ionomers).
- inorganic substances such as talcum, metal oxides, such as titanium dioxide or magnesium oxide, phosphates, carbonates or sulfates of, preferably, alkaline earth metals
- organic compounds such as mono- or polycarboxylic acids and the salts thereof, e.g. 4-tert-butylbenzoic acid, adipic acid, diphenylacetic acid, sodium succinate or sodium benzoate
- polymeric compounds such as ionic copolymers (
- Fillers and reinforcing agents for example calcium carbonate, silicates, glass fibres, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and flours or fibers of other natural products, synthetic fibers.
- Other additives for example plasticisers, lubricants, emulsifiers, pigments, rheology additives, catalysts, flow-control agents, flameproofing agents, antistatic agents and blowing agents.
- the conventional additive may be present in the optical film of the present invention in an amount of, for example, 0.001 to 20 % or 0.01 to 20 %, preferably 0.001 to 5 % or 0.01 to 5 %, relative to the weight of Component (A).
- optical film containing one or more further components selected from the group consisting of
- (H) an optical brightener for example 2,5-thiophenediyl bis(5-tert-butyl-1 ,3-benzoxazole) or 2,2'-(vinylene di-p-phenylene)bis(benzoxazole).
- a particularly preferred benzotriazole UV absorber has the following structure:
- This compound is commercially available as TINUVIN ® 360.
- Component (B) is present in an amount of e.g. 0.05 to 10%, preferably 0.5 to 2%, relative to the weight of component (A).
- Component (C) is optionally present in an amount of preferably 0.01 to 5%, in particular 0.1 to 0.5%, relative to the weight of component (A).
- Component (D) is optionally present in an amount of preferably 0.05 to 10%, in particular 0.5 to 2%, relative to the weight of component (A).
- Component (E) is optionally present in an amount of preferably 0.01 to 1 %, in particular 0.01 to 0.5%, relative to the weight of component (A).
- Component (F) is optionally present in an amount of preferably 0.01 to 10%, relative to the weight of component (A).
- Component (G) is optionally present in an amount of preferably 1 to 70%, in particular 1 to
- component (A) 50%, e.g. 1 to 20%, relative to the weight of component (A).
- Component (H) is optionally present in an amount of preferably 0.0001 to 10%, relative to the weight of component (A).
- the weight ratio of the two different compounds selected from the group consisting of the compounds of the formulae (B-I) and (B-Il) is for example 1 :20 to 20:1 , preferably 1 :10 to 10:1 or 1 :5 to 5:1 , in particular 1 :3 to 3:1 or 1 :2 to 2:1 or 1 :1.
- the optical film (or plaque) according to the present invention has for example a thickness of 10 to 2 000 ⁇ m, in particular 50 to 200 ⁇ m.
- the optical film according to the present invention has excellent optical properties such as optical transparency, mechanical strength high enough to prevent e.g. contraction of a polarizer with high contractability, thermal resistance which can endure the high temperature which is applied during processes, and the like.
- the optical film according to the present invention has preferably a light transmittance at a wavelength of 280-380 nm of less than 5 %.
- the amount of volatilization of component (B), when maintained at 300 0 C is preferably less than 2 % by weight, in particular less than 1 % by weight.
- the optical film according to the present invention preferably has a low haze value of e.g. less than 1 (determined at a 20 ⁇ m film) according to ASTM D 1003.
- the optical film may be mono or biaxially oriented.
- optical films according to the present invention can be prepared by conventional methods which are well known to those skilled in the art; for example solution casting methods, melt molding methods such as melt extrusion molding, press molding or injection molding, or the like.
- the method of incorporating present Component (B) and optionally futher additives into the optical film is not particularly limited and well known to those skilled in the art. There may be mentioned, for example, the incorporation of the compounds of the formulae (B-I) and (B-Il) into the thermoplastic resin or the use of a masterbatch of the compounds of the formulae (B-I-) and (B-Il) for the incorporation into the resin. It is for example possible to supply the compounds of the formulae (B-I) and (B-Il) during the melt extrusion molding; and the like, and any of these methods may be employed.
- the optical film according to the present invention may be subjected to a corona treatment of the surface.
- a corona treatment of the surface This is advantageous for improving the mutual adhesiveness; particularly, in the case of providing a surface treatment such as coating processing to the film surface, or in the case of laminating another film by using an adhesive.
- a further preferred embodiment of the present invention is an optical film having a coating layer of e.g. 0.1 to 10 ⁇ m, in particular 1 to 5 ⁇ m, on one or both sides.
- the coating layer may contain for example an organic resin, an organic-silicone composite resin or a silicone-based material.
- Examples of the aforementioned organic resin are melamine resins, acrylic resins, urethane resins, alkyd resins and fluorine-containing resins.
- organic-silicone composite resin examples include a product formed by incorporating a partial hydrolysate of alkyltrialkoxysilane or tetraalkoxysilane to a polyester polyol or an etherified methylol melamine, and the like.
- silicone-based material examples include a partial hydrolysate of aminosilane or epoxysilane, a partial hydrolysate of a silane coupling agent and alkyltrialkoxysilane tetraalkoxysilane, a hydrolysate of colloidal silica and alkyltrialkoxysilane, and the like.
- the coating layer may contain various fillers.
- the coating layer may contain various fillers.
- the coating layer may contain various fillers. For example: in the case of forming a transparent conductive layer on the retardation and protection films of a liquid crystal display (LCD) and then using it as an electrode film for resistive overlay touch panels, the generation of a Newton ring caused by light interference between the transparent electrodes, or the blocking between the transparent conductive substrates can be prevented by adding suitable fillers.
- fillers are organic fillers based on polymethacrylic acid ester, polyacrylic acid ester, polyolefin, polystyrene, divinylbenzene, benzoguanamine or organic silicone and inorganic fillers based on silica, alumina or titanium oxide.
- a further embodiment of the present invention is a flat panel display containing an optical film as defined herein.
- the flat panel display is preferably a liquid crystal display or a plasma display.
- Such displays are well known to those skilled in the art. They are used for example in flat screen TV's, personal computers (note books and desk tops), mobile phones, personal digital assistants (PALM), video cameras, car navigation systems and games.
- a typical LCD panel contains the following layers: Coating Layer Protection Film
- Retardation Film (can be combined with the Protection Film) Color Filter
- Diffuser Plate multi-layered
- CCFL Cold Cathode Flourescent Light
- LED Light Emitting Diode
- a preferred embodiment of the present invention relates to a flat panel display which is a liquid crystal display wherein at least one film selected from the group consisting of the reflection film, the diffuser plate, the retardation and protection film is an optical film as defined herein.
- the reflection film may contain for example one or more additives selected from the group consisting of pigments, fillers, optical brighteners, antistatic agents, nucleating agents, dispersants and slipping agent.
- Organic particles of polyolefins e.g. polyethylene, polypropylene, polymethyl pentene, polybutane, cyclic olefin polymers
- polystyrene acrylics, polyesters, fluoro polymers or styrenic polymers
- inorganic particles of CaCO 3 , ZnCO 3 , TiO 2 , ZnS, Sb 2 O 3 , MgO, silica, mica, talk, kaolin or BaSO 4 are particularly preferred.
- the diffuser plate may contain for example one or more additives selected from the group consisting of glass, SiO 2 , AI 2 (OH) 3 , CaCO 3 , BaSO 4 , TiO 2 , styrenics, acrylics and siloxanes.
- the retardation and protection film may contain for example one or more additives selected from the group consisting of frame retardants, dispersants, lubricant, antioxidants, metal deactivators, SiC, TiO 2 , SnO 2 , BeO, SnO 2 and AI 2 O 3 .
- Another embodiment of the present invention is the use of component (B) as defined above for improving the UV resistance of at least one optical film being present in a flat panel display.
- Still another embodiment of the present invention is a composition containing the components (A), (B) and optionally (C) as defined above. All preferences indicated above for the optical film can be applied in appropriate manner to the composition.
- Example 1 Stabilization of injection molded styrene/methyl methacrylate copolymer plaques.
- Commercial styrene/methyl methacrylate copolymer (Estyrene ® MS 200, manufactured by Nippon Steel Chemical Co., Ltd.,) is mixed with the additives indicated in Table 1 in an inner mixer and compounded at 220 0 C with a twin-screw extruder.
- 2 mm plates of the compounded materials are prepared by an injection molding machine (barrel temperature: 220 0 C; mold temperature: 50°C.
- Accelerated weathering is performed using an Atlas Ci65A Weather-O-meter, operated in dry mode (ASTM G 26 C).
- Example 2 Stabilization of cyclic olefin polymer films.
- Accelerated weathering is performed using an Atlas Ci65A Weather-O-meter, operated in dry mode (ASTM G 26 C).
- Example 3 Stabilization of poly (methylmethacrylate).
- Accelerated weathering is performed using an Atlas Ci65A Weather-O-meter, operated in dry mode (ASTM G 26 C).
- Example 4 Stabilization of an extrusion film sample of polycarbonate.
- Grinded commercial polycarbonate (Makrolon ® 3108 FBL, manufactured by Bayer Material Science) is dried in a vacuum drier (Vacutherm 1400) for 6 hours at 120 0 C and mixed with the compounds indicated in Table 5 in an inner mixer (MTI / M20 FU) at 80 0 C.
- the mixture is compounded at 280 0 C with a twin-screw extruder (Berstorff ZE 25x32D). After drying for 6 hours at 120°C, the composition is processed at 280°C with a twin-screw extruder (Berstorff ZE 25x32D) again.
- a 0.1 mm film is obtained by means of an extruder (CoIMn CR-136 / 350) at 280°C. Accelerated weathering is performed using an Atlas Ci65A Weather-O-meter, operated in wet mode (ASTM G 26 A).
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Abstract
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WO2009112425A1 true WO2009112425A1 (fr) | 2009-09-17 |
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PCT/EP2009/052614 WO2009112425A1 (fr) | 2008-03-12 | 2009-03-05 | Film optique pour écran plat |
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JP (1) | JP5669584B2 (fr) |
KR (1) | KR101618890B1 (fr) |
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JP2010254730A (ja) * | 2009-04-21 | 2010-11-11 | Japan Advanced Institute Of Science & Technology Hokuriku | メタクリル酸エステル系樹脂組成物 |
WO2015047005A1 (fr) * | 2013-09-30 | 2015-04-02 | 주식회사 엘지화학 | Composition de résine pour film optique, film optique formé à partir de cette composition, et plaque de polarisation et dispositif d'affichage d'image la comprenant |
EP2835670A4 (fr) * | 2013-05-30 | 2015-06-24 | Lg Chemical Ltd | Film optique ayant une excellente fonction de coupure dans l'ultraviolet et plaque polarisante le comprenant |
US9690020B2 (en) | 2013-05-30 | 2017-06-27 | Lg Chem, Ltd. | Optical film exhibiting excellent blocking properties for ultraviolet light and polarizing plate including the same |
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Also Published As
Publication number | Publication date |
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JP2011518343A (ja) | 2011-06-23 |
TWI560224B (en) | 2016-12-01 |
TW201000535A (en) | 2010-01-01 |
KR101618890B1 (ko) | 2016-05-09 |
JP5669584B2 (ja) | 2015-02-12 |
KR20110000562A (ko) | 2011-01-03 |
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