CN102408839A - Adhesive for a polarizing plate, and polarizing plate comprising same - Google Patents
Adhesive for a polarizing plate, and polarizing plate comprising same Download PDFInfo
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- CN102408839A CN102408839A CN2011102899954A CN201110289995A CN102408839A CN 102408839 A CN102408839 A CN 102408839A CN 2011102899954 A CN2011102899954 A CN 2011102899954A CN 201110289995 A CN201110289995 A CN 201110289995A CN 102408839 A CN102408839 A CN 102408839A
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- polarization plates
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- acrylate
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- 239000000853 adhesive Substances 0.000 title abstract description 23
- 230000001070 adhesive effect Effects 0.000 title abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 53
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 20
- 239000003822 epoxy resin Substances 0.000 claims abstract description 19
- 239000007870 radical polymerization initiator Substances 0.000 claims abstract description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 230000010287 polarization Effects 0.000 claims description 95
- 239000011230 binding agent Substances 0.000 claims description 84
- 239000003999 initiator Substances 0.000 claims description 35
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 30
- -1 Rocryl 400 Chemical compound 0.000 claims description 26
- 229920005989 resin Polymers 0.000 claims description 25
- 239000011347 resin Substances 0.000 claims description 25
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 19
- 238000012663 cationic photopolymerization Methods 0.000 claims description 19
- 239000012528 membrane Substances 0.000 claims description 19
- 125000002091 cationic group Chemical group 0.000 claims description 18
- 230000002209 hydrophobic effect Effects 0.000 claims description 14
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 9
- 230000003287 optical effect Effects 0.000 claims description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 229920002799 BoPET Polymers 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 229920000636 poly(norbornene) polymer Polymers 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- SOVYZLWKJZNZMR-UHFFFAOYSA-N 1-(cyclopenten-1-yloxy)cyclopentene;prop-2-enoic acid Chemical compound OC(=O)C=C.C1CCC=C1OC1=CCCC1 SOVYZLWKJZNZMR-UHFFFAOYSA-N 0.000 claims description 4
- ZMARGGQEAJXRFP-UHFFFAOYSA-N 1-hydroxypropan-2-yl 2-methylprop-2-enoate Chemical compound OCC(C)OC(=O)C(C)=C ZMARGGQEAJXRFP-UHFFFAOYSA-N 0.000 claims description 4
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 claims description 4
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 4
- CVEPFOUZABPRMK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;styrene Chemical compound CC(=C)C(O)=O.C=CC1=CC=CC=C1 CVEPFOUZABPRMK-UHFFFAOYSA-N 0.000 claims description 4
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims description 4
- VBHDMJVUPJVYJZ-UHFFFAOYSA-N 2-nonylphenol;prop-2-enoic acid Chemical compound OC(=O)C=C.CCCCCCCCCC1=CC=CC=C1O VBHDMJVUPJVYJZ-UHFFFAOYSA-N 0.000 claims description 4
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- NCPTYZLUYHXITE-UHFFFAOYSA-N benzyl but-2-enoate Chemical compound CC=CC(=O)OCC1=CC=CC=C1 NCPTYZLUYHXITE-UHFFFAOYSA-N 0.000 claims description 4
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 claims description 4
- 125000004494 ethyl ester group Chemical group 0.000 claims description 4
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229940065472 octyl acrylate Drugs 0.000 claims description 4
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 claims description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 150000003440 styrenes Chemical class 0.000 claims description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
- 125000005587 carbonate group Chemical group 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 238000010538 cationic polymerization reaction Methods 0.000 abstract description 8
- 239000003505 polymerization initiator Substances 0.000 abstract description 8
- 239000012790 adhesive layer Substances 0.000 abstract 2
- 229920006254 polymer film Polymers 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 description 23
- 230000001681 protective effect Effects 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 15
- 150000001875 compounds Chemical class 0.000 description 11
- 239000004973 liquid crystal related substance Substances 0.000 description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 description 10
- 239000004593 Epoxy Substances 0.000 description 9
- 229920002284 Cellulose triacetate Polymers 0.000 description 8
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 230000001588 bifunctional effect Effects 0.000 description 6
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 5
- 210000002858 crystal cell Anatomy 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- 230000001464 adherent effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 239000002987 primer (paints) Substances 0.000 description 3
- SVTBMSDMJJWYQN-RXMQYKEDSA-N (4r)-2-methylpentane-2,4-diol Chemical compound C[C@@H](O)CC(C)(C)O SVTBMSDMJJWYQN-RXMQYKEDSA-N 0.000 description 2
- UTHDGOQKIWLLCO-UHFFFAOYSA-N 1-hydroxyhexyl prop-2-enoate Chemical compound CCCCCC(O)OC(=O)C=C UTHDGOQKIWLLCO-UHFFFAOYSA-N 0.000 description 2
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229920006026 co-polymeric resin Polymers 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000013034 phenoxy resin Substances 0.000 description 2
- 229920006287 phenoxy resin Polymers 0.000 description 2
- 239000003504 photosensitizing agent Substances 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000003019 stabilising effect Effects 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- BQTPKSBXMONSJI-UHFFFAOYSA-N 1-cyclohexylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1CCCCC1 BQTPKSBXMONSJI-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920005822 acrylic binder Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical class I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 description 1
- 229910000329 aluminium sulfate Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 150000002118 epoxides Chemical group 0.000 description 1
- 229920006332 epoxy adhesive Polymers 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 239000005340 laminated glass Substances 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- LUCXVPAZUDVVBT-UHFFFAOYSA-N methyl-[3-(2-methylphenoxy)-3-phenylpropyl]azanium;chloride Chemical compound Cl.C=1C=CC=CC=1C(CCNC)OC1=CC=CC=C1C LUCXVPAZUDVVBT-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- RSVDRWTUCMTKBV-UHFFFAOYSA-N sbb057044 Chemical compound C12CC=CC2C2CC(OCCOC(=O)C=C)C1C2 RSVDRWTUCMTKBV-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Images
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- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
- Liquid Crystal (AREA)
- Adhesive Tapes (AREA)
Abstract
The present invention relates to an adhesive for a polarizing plate and to a polarizing plate comprising same. More particularly, the present invention relates to an adhesive composition for a polarizing plate, comprising one or more acrylic monomers having a hydrophilic group, a radical polymerization initiator, an epoxy resin, and a cationic polymerization initiator. The present invention also relates to a polarizing plate, comprising: a polarizer; a polymer film attached to one side or both sides of the polarizer; and an adhesive layer for attaching the polymer film to the polarizer, wherein the adhesive layer is made of an adhesive composition comprising one or more acrylic monomers having a hydrophilic group, a radical polymerization initiator, an epoxy resin, and a cationic polymerization initiator.
Description
The cross reference of related application
The application requires to enjoy on September 20th, 2010 and on May 6th, 2011 respectively to the right of priority of the korean patent application of Korea S Department of Intellectual Property submission 10-2010-0092684 number and 10-2011-0043102 number, and its disclosure content mode is by reference incorporated the application into.
Technical field
The present invention relates to a kind of non-aqueous adhesive compsn that is used for polarization plates that in adhering to polaroid and protective membrane or compensate film, uses, and a kind of polarization plates that is used for its adherent binder compsn manufacturing through use.
Background technology
Liquid crystal display device possesses multifrequency nature, and like low power consumption, low-work voltage, lightness and frivolous profile, and it has been used in the multiple display equipment owing to these characteristics.Liquid crystal display device is to be made up of liquid crystal cell, polarization plates, phase retardation film, light-collecting piece, diffusion barrier, light guiding plate and reflecting piece etc.Therefore, in such liquid crystal display device, can make through the thickness that reduction is included in quantity or the film or the sheet of film wherein equipment weight, make productivity or its lightness is improved.
Polarization plates is to be made by the Z 150PH aqueous adhesive that makes soluble in water one or two surperficial laminated protective membrane at polaroid through using at first; This polaroid comprises the Z 150PH that contains dichroic dye or iodine (below, be called " PVA ") resin.Yet because aqueous binder is lower to the bond strength of film, it is necessary using corona or prime treatment.
Said protective membrane can comprise polyethyleneterephthalate (PET), triacetyl cellulose (TAC), cyclic olefin polymer (COP), acrylate films and combination thereof.
The tackiness agent that is used to adhere to polaroid and protective membrane comprises acrylic binder, be used for the laminated tackiness agent of dry method (for the mixture of polyisocyanate resin solution and polyurethane resin solution), comprise polyester ionomer type polyurethane resin and contain tackiness agent, styrene-butadiene rubber(SBR) tackiness agent, epoxy adhesive, poly (vinyl alcohol) binder, polyurethane binder and the hot setting adhesive or the like of the compound of glycidoxypropyl (glycidyloxy group).Particularly, in other tackiness agents, what often use is the aqueous adhesive that comprises the polyol resin aqueous solution.
Yet, when protective membrane is acrylate films because material behavior, said aqueous adhesive to the bond strength of film maybe be a little less than, and therefore can produce the problem of re-workability or tailorability.Therefore, be necessary to the protective membrane primer coating or carry out Corona discharge Treatment and after strengthening wettability, re-use aqueous adhesive.
In addition, except that the adhesion failure that the character by substrate causes, when two lip-deep different substrates of PVA element when the protective membrane, may cause that polarization plates in the drying process takes place to curl and the problem of initial optical performance degradation.In order to address these problems, people have developed non-aqueous adhesive.
Usually, compare with aqueous adhesive, non-aqueous adhesive can form thicker binder layer.Therefore, preferably the thickness of binder layer is reduced through the viscosity of tackiness agent being reduced to minimum.Yet if the content of oligopolymer reduces and adopt hydrophilic monomer to keep the LV of non-aqueous adhesive, water tolerance can reduce.Improve water tolerance if add polyfunctional monomer or hydrophobic monomer, then binding property can reduce usually.In improving water-proof additive method, can add isocyanate compound with good water resistance.Yet, in this case, can produce problem owing to the liquid stabilising property that causes with hydrophilic monomer reaction.
Therefore; Need a kind of non-aqueous adhesive and adherent polarization plates of this tackiness agent of a kind of use that is used for polarization plates of exploitation; When binder compsn is used for multiple different substrate such as TAC, propenoate, COP and PET etc.; Said non-aqueous adhesive still has improved water tolerance and hardness when LV, and has good binding property.
Summary of the invention
One aspect of the present invention provides a kind of low viscosity adhesive that is used for polarization plates, and this tackiness agent is keeping low viscous have simultaneously good binding property and water tolerance.
Another aspect of the present invention provides a kind of polarization plates that comprises said tackiness agent.
Another aspect of the present invention has provided a kind of optical element that comprises said polarization plates.
According to an aspect of the present invention, a kind of binder compsn that is used for polarization plates is provided, it comprises: at least a acrylate monomer, radical polymerization initiator, cationic curing resin and the cationic photopolymerization initiator that contains hydrophilic radical.
According to another aspect of the present invention, a kind of polarization plates is provided, it comprises polaroid; Stick to one or two lip-deep polymeric film of said polaroid; With the binder layer that is used to adhere to said polaroid and said polymeric film; Wherein said binder layer comprises binder compsn, and this binder compsn comprises at least a acrylate monomer, radical polymerization initiator, cationic curing resin and the cationic photopolymerization initiator that contains hydrophilic radical.
According to a further aspect of the invention, a kind of optical element that comprises said polarization plates is provided.
Said binder compsn can comprise at least a acrylate monomer of hydrophilic radical, the radical polymerization initiator of 1 to 10 weight part, the cationic curing resin of 1 to 20 weight part and the cationic photopolymerization initiator of 0.1 to 5 weight part of containing of 30 to 90 weight parts.
Said hydrophilic radical can for hydroxyl (OH).
Said cationic curing resin can be epoxy resin.
The said acrylate monomer that contains hydrophilic radical can be selected from the group of being made up of Hydroxyethyl acrylate (HEA), Rocryl 400, Propylene glycol monoacrylate, Rocryl 410, vinylformic acid hydroxy butyl ester and composition thereof.
Based on total binder compsn of 100 weight parts, the said binder compsn that is used for polarization plates can further comprise the simple function group hydrophobic monomer of about 30 to 50 weight parts.
Said simple function group hydrophobic monomer can comprise and being selected from by IBOA (IBOA); (methyl) vinylformic acid benzyl ester; (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems; (methyl) NSC 20949; Isodecyl acrylate; Dodecylacrylate; The vinylformic acid stearyl; Ethyl acrylate; Polyethylene glycol methacrylate-styrene polymer; Octyl acrylate/decyl acrylate; Vinylformic acid phenoxy ethyl (PEA); Vinylformic acid nonylphenol ethoxylated ester; Vinylformic acid dicyclopentenyl ester (dicyclopentenyl acrylate); Vinylformic acid dicyclopentenyl oxygen base ethyl ester (dicyclopentenyloxyethyl acrylate); At least a monomer in the group that Ucar 35 list (methyl) propenoate (propyleneglycol mono (meth) acrylate) and ethoxy ethoxyethylacrylate are formed.
Said simple function group hydrophobic monomer can be vinylformic acid phenoxy ethyl (PEA) and IBOA (IBOA).
Based on the binder compsn that is used for polarization plates of 100 weight parts, the said binder compsn that is used for polarization plates can comprise the cationic photopolymerization initiator of 30 to 90 parts by weight of acrylic hydroxyl ethyl esters, 20 to 30 parts by weight of acrylic phenoxy ethyl, 10 to 20 parts by weight of acrylic isobornyl thiocyanoacetates, 1 to 20 parts by weight of epoxy resin, 0.1 to 5 weight part and the radical polymerization initiator of 1 to 10 weight part.
The said viscosity of binder compsn under 25 ℃ that is used for polarization plates can be 5 to 20cP.
In addition, the said binder compsn that is used for polarization plates can further comprise content and be higher than 1 to 5 parts by weight of acrylic urethanum.
Said polymeric film can be for being selected from least a in the group that PET film, TAC film, COP film, polycarbonate membrane and polynorbornene (PNB) film handled by acrylate films, PET film, with acrylic ester primer form.
Said acrylate films can be a kind of film that comprises multipolymer, the aromatic resin that this multipolymer comprises (methyl) acrylic acid alkyl ester units and styrene units and on its main chain, contains carbonate moiety; A kind of comprising (methyl) acrylic acid alkyl ester units, styrene units, by 3～6 yuan of heterocyclic units and the unitary film of vinyl cyanide of at least one carbonyl substituted; Perhaps for a kind ofly comprising the chain that contains hydroxylic moiety, contain the aromatic units of aromatics part and comprising the film of the styrene units of at least a styrene derivatives.
Through using according to the binder compsn that is used for polarization plates of the present invention; Can make and a kind ofly keeping the low viscous binder compsn that is used for polarization plates that has good binding property and water tolerance and optical property simultaneously, and the adherent polarization plates of a kind of this binder compsn of use.
Description of drawings
From following detailed description with the accompanying drawing, will more be expressly understood above-mentioned and other aspects, characteristics and advantage of the present invention, wherein:
Fig. 1 has shown polaroid 1 and protective membrane or compensation film for angular field of view 2a, is stained with the binder layer 3 that is formed by binder compsn of the present invention on it.
Fig. 2 has shown the liquid crystal cell C with polarization plates P, and said polarization plates P comprises binder compsn of the present invention and is set on two surfaces of said liquid crystal cell.
Embodiment
With reference to accompanying drawing, will make more detailed description to illustrative embodiments of the present invention now.
The present invention relates to a kind of binder compsn that is used for polarization plates, this binder compsn comprises at least a acrylate monomer, radical polymerization initiator, cationic curing resin and the cationic photopolymerization initiator that contains hydrophilic radical.More specifically; The said binder compsn that is used for polarization plates preferably comprises at least a of 30 to 90 weight parts and contains the acrylate monomer of hydrophilic radical, the radical polymerization initiator of 1 to 10 weight part, the cationic curing resin of 1 to 20 weight part and the cationic photopolymerization initiator of 0.1 to 5 weight part, and more preferably comprises at least a acrylate monomer of hydrophilic radical, the radical polymerization initiator of 5 to 10 weight parts, the cationic curing resin of 1 to 10 weight part and the cationic photopolymerization initiator of 1 to 5 weight part of containing of 30 to 50 weight parts.In this case, said binder compsn is keeping the low viscous while between film and polaroid, to have good adhesive strength and excellent water tolerance.As used herein, term " weight part " is intended to represent the part by weight of each component.
If the said acrylate monomer that contains hydrophilic radical is less than 30 weight parts, then the bond strength of said binder combination can reduce, and if its more than 90 weight parts, then the binding property of polarization plates and water tolerance all can reduce.If said cationic curing resin is less than 1 weight part, then water tolerance and weather resistance are difficult to be improved, and if its more than 20 weight parts, then can be relevant for the problem of consistency and viscosity increased.If said radical polymerization initiator is less than 1 weight part; Then can cause the reduction of solidification rate along with the rising of cationoid polymerisation component concentration; And if said radical polymerization initiator is more than 10 weight parts, then can be relevant for the problem of consistency and optical durability.If said cationic photopolymerization initiator is less than 0.1 weight part, then water-proof improvement effect can reduce, and if said cationic photopolymerization initiator more than 5 weight parts, the influence that then increases for cost is very little.
Binder compsn of the present invention is a kind of Photocurable adhesive that is used for polarization plates; It comprises at least a monomer that is selected from the group of being made up of the acrylate monomer that contains hydrophilic radical as main ingredient, adds epoxy resin and cationic photopolymerization initiator again to improve water tolerance (said water tolerance can owing to above-mentioned monomeric wetting ability reduces).
In said acrylate monomer, said hydrophilic radical can be following group, as hydroxyl (OH) or carboxyl (COOH), be preferably hydroxyl (OH).
As the said monomeric object lesson that contains hydrophilic radical; This monomer can be selected from the group of being made up of Hydroxyethyl acrylate (HEA), Rocryl 400, Propylene glycol monoacrylate, Rocryl 410, vinylformic acid hydroxy butyl ester and composition thereof; But said monomer is not limited to these compounds, and may further include the monomer that contains hydrophilic radical known in the art.
Said cationic curing resin can be epoxy resin.The weight-average molecular weight of this epoxy resin (Mw) is preferably below 50,000.If the weight-average molecular weight of epoxy resin is higher than 50,000, then its viscosity can increase.
As long as said epoxy resin contains at least one epoxy group(ing) in a molecule, to the just not special restriction of this epoxy resin.For example, phenolic aldehyde epoxy compounds, bisphenol epoxies compound, alicyclic epoxide compound, aliphatic epoxy compound, glycidyl amine epoxy compounds and halogen epoxy compounds all are known in the art.Preferably, the present invention can adopt novolac epoxy.
Said cationic photopolymerization initiator is meant through the active energy ray irradiation can produce positively charged ion or lewis acidic compound.Example comprises salt, and like aryl diazonium salt, aromatics aluminum iodide salt (aromatic iodo aluminium salt) or aromatics sulfonium salt and iron-aromatic hydrocarbons title complex, but said initiator is not limited to these compounds.Sometimes, can use photosensitizers according to the effect of these cationic initiators.
In addition, at the binder compsn that is used for polarization plates of the present invention,, can add the simple function group hydrophobic monomer in addition in order to strengthen with the consistency of initiator and to the binding property of substrate.The example of said simple function group hydrophobic monomer comprises IBOA (IBOA); (methyl) vinylformic acid benzyl ester; (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems; (methyl) NSC 20949; Isodecyl acrylate; Dodecylacrylate; The vinylformic acid stearyl; Ethyl acrylate; Polyethylene glycol methacrylate-styrene polymer; Octyl acrylate/decyl acrylate; Vinylformic acid phenoxy ethyl (PEA); Vinylformic acid nonylphenol ethoxylated ester; Vinylformic acid dicyclopentenyl ester; Vinylformic acid dicyclopentenyl oxygen base ethyl ester; Ucar 35 list (methyl) propenoate and ethoxy ethoxyethylacrylate etc.To the not special restriction of said simple function group hydrophobic monomer, but can preferably combination use vinylformic acid phenoxy ethyl (PEA) and IBOA (IBOA).
Based on total binder compsn of 100 weight parts, the content of said simple function group hydrophobic monomer is 5 to 50 weight parts.For example; If said compsn comprises vinylformic acid phenoxy ethyl (PEA) and IBOA (IBOA); Then, can use 20 to 30 parts by weight of acrylic phenoxy ethyl and 10 to 20 parts by weight of acrylic isobornyl thiocyanoacetates based on total binder compsn of 100 weight parts.If the vinylformic acid phenoxy ethyl is less than 20 weight parts, then have problem to the hydrophobicity substrate adhesiveness, and if the vinylformic acid phenoxy ethyl more than 30 weight parts, then because fusible reduction can cause the fusible problem of polarization plates to PVA.If IBOA is less than 10 weight parts, then have little effect, and if its more than 20 weight parts, then binding property can reduce.If vinylformic acid phenoxy ethyl (PEA) and IBOA (IBOA) use in the scope of above-mentioned setting, then the bond strength of binder compsn of the present invention can be improved.
The present invention relates to a kind of Photocurable adhesive compsn.If this Photocurable adhesive compsn does not add solvent, and said composition only is made up of solid, and then the thickness of final binder layer is more a lot of than the thicker through using the final binder layer that aqueous adhesive makes.Therefore, preferably, through the viscosity of said compsn is reduced to the thickness that minimum reduces binder layer.The viscosity of binder compsn under 25 ℃ that is used for polarization plates of the present invention is preferably 5 to 20cP, and more preferably about 10cP.
Binder compsn of the present invention have LV and comprise contain hydrophilic radical acrylate monomer as main component.In addition, the binding property of said compsn and water tolerance can be improved through adding epoxy resin and cationic photopolymerization initiator in said composition.Said cationic polymerization initiators produces the polyreaction of positively charged ion or Lewis acid and initiation epoxide group through the irradiation of active energy ray (like visible light, ultraviolet ray, X ray, electron beam or heat).
If necessary, the said binder compsn that is used for polarization plates can further comprise photosensitizers, inhibitor, oligopolymer or tackifier.Preferably, can further comprise in the said compsn and be higher than 1 to 5 parts by weight of acrylic urethanum.This urethane acrylate in the said compsn is used for the internal stress of release composition and increases binding property.
Usually, the protective membrane that is used for polaroid of protection polaroid comprises uv blockers (UV blocker).If comprise uv blockers in the protective membrane,, be used for that can absorbing wavelength to be 365nm can be preferably used as Photoepolymerizationinitiater initiater with the long wavelength's of glazing initiator then because uv blockers has been blocked most of wavelength is the ultraviolet ray below the 365nm.Object lesson as the initiator that is used for the long wavelength; This initiator comprises alpha-alcohol ketone, phenyl glyoxylic acid ester (phenylglyoxylate), benzyldimethylketal (benzyldimethylketal), alpha-amino group ketone, monoacyl phosphine (monoacylphosphine), two acylphosphanes (bisacylphosphine) and composition thereof, but said initiator is not limited to these compounds.
The thickness of the binder layer that is formed by said binder compsn is preferably 1 to 10 μ m, but said thickness is not limited thereto scope.If said thickness, then can cause the weather resistance of binder layer and the increase of shape variation and cost greater than 10 μ m.
Fig. 1 has shown polaroid 1 and transparent protective film or compensation film for angular field of view 2a, and they adhere to each other through the binder layer 3 that is formed by binder compsn of the present invention.
Binder compsn of the present invention is possess hydrophilic property owing to comprise the acrylate monomer that contains hydrophilic radical.In addition, binder compsn of the present invention is realized LV through the content that minimizing has full-bodied oligopolymer, and can have improved hardness and water tolerance through using a spot of Photoepolymerizationinitiater initiater.
In addition, according to the present invention, a kind of polarization plates is provided, it comprises polaroid; Stick to one or two lip-deep polymeric film of said polaroid; With the binder layer that is used to adhere to said polaroid and polymeric film; Wherein said binder layer comprises binder compsn, and this binder compsn comprises at least a acrylate monomer, radical polymerization initiator, cationic curing resin and the cationic photopolymerization initiator that contains hydrophilic radical.The binder compsn that is used to make according to polarization plates of the present invention as above defines.
Being used for making can be for being selected from least a of group that PET film, TAC film, COP film, polycarbonate membrane and polynorbornene (PNB) film handled by acrylate films, PET film, with acrylic ester primer form according to the polymeric film of polarization plates of the present invention, and still said film is not limited to this.Also can use other polymeric films known in the art.
Said acrylate films can be a kind of film that comprises multipolymer, the aromatic resin that this multipolymer comprises (methyl) acrylic acid alkyl ester units and styrene units and on its main chain, contains carbonate moiety; A kind of comprising (methyl) acrylic acid alkyl ester units, styrene units, by 3～6 yuan of heterocyclic units and the unitary film of vinyl cyanide of at least one carbonyl substituted; Perhaps for a kind ofly comprising the chain that contains hydroxylic moiety, contain the aromatic units of aromatics part and comprising the film of the styrene units of at least a styrene derivatives.
Saidly comprise the chain that contains hydroxylic moiety, contain the aromatic units of aromatics part and comprise that the film of the styrene units of at least a styrene derivatives can be such film; When not considering the stretching of film, the absolute value of phase differential (Rin) and thickness direction phase differential (Rth) is below the 10nm in the face of this film.
In polaroid according to the present invention, the film that comprises the Z 150PH (PVA) that contains dichroic dye or iodine can be used as polaroid.Said polaroid can make through with dichroic dye or iodine the PVA film being dyeed, but to the not special restriction of its method of manufacture.In specification sheets of the present invention, polaroid does not comprise protective membrane, and polarization plates comprises protective membrane.
According to polarization plates of the present invention can adopt polaroid, polymkeric substance protective membrane or the compensation film for angular field of view and the binder compsn of the present invention that are used for said polaroid make through any method known in the art.For example; Can be according to polarization plates of the present invention through following method manufacturing; Binder compsn of the present invention is coated in said polaroid, is used at least one surface of the protective membrane or the compensate film of polaroid; And make said polaroid and protective membrane or compensate film pass laminating machine, but this method of manufacture is not limited to present method.
In addition, according to the present invention, a kind of optical element that comprises polarization plates is provided.For example; Optical element of the present invention can be liquid crystal display device as shown in Figure 2; Each lip-deep first and second polarization plates that wherein said liquid crystal display device has liquid crystal cell and is arranged on this liquid crystal cell; It is characterized in that at least one in said first and second polarization plates is according to polarization plates of the present invention.
Below, will describe the present invention in detail with reference to embodiment.Yet following embodiment only is used for example of the present invention, and scope of the present invention is not limited to these embodiment.
Embodiment
Preparation embodiment 1: be used for the preparation of the protective membrane of polaroid
Make with 100: 2.5: 5 part by weight and to gather (N-cyclohexyl maleimide-co-TEB 3K), styrene-maleic anhydride copolymer resin and phenoxy resin uniform mixing; And the gained resin combination sent into
extrusion machine; Nitrogen purifies it from batch meter to extrusion machine; And 250 ℃ of fusings down, thereby preparation feed particle.
PKFE (the Mw=60 that use
is made; 000; Mn=16; 000, Tg=95 ℃) as phenoxy resin.Use comprises the Dylarck 332 of maleic anhydride of vinylbenzene and 15 weight % of 85 weight % as the styrene-maleic anhydride copolymer resin.Measure like NMR, gather the N-cyclohexyl maleimide that (N-cyclohexyl maleimide-co-TEB 3K) resin comprises 6.5 weight %.
With the vacuum-drying of gained feed particle, use extrusion machine 260 ℃ of fusings, through rack-style T pattern, and through chromium plating casting roller and drying drum processing, thereby make the film that thickness is 150 μ m.According to ratio as shown in table 1; Use guiding stretcher (pilot stretching equipment) under 125 ℃, these films to be stretched along the MD direction with the different speeds of rolls; Then according to ratio as shown in table 1; Under 125 ℃, these films are stretched along the TD direction, thereby make stretched film.Phase difference value (Rin) and thickness direction phase difference value (Rth) are as shown in table 1 in the face of gained film.
Table 1
(1) preparation of tackiness agent
The IBOA (IBOA) that mixes 55% 2-HEA (2-Hydroxyethyl acrylate), 20% PEA (vinylformic acid phenoxy ethyl) and 15% is as monomer; 4% TPO (Darocure TPO) is as radical initiator; 1% IHT-PI43 (the triaryl matte hexafluorophosphate of blended 50% and 50% propylene carbonate) is as cationic polymerization initiators; And 5% phenolic aldehyde epoxy compounds (gathering [(phenyl glycidyl ether)-co-formaldehyde]) is (Mw:3000) as epoxy resin, thereby makes the binder compsn that is used for polarization plates.
(2) manufacturing of polarization plates
Be coated on the front and rear surfaces of PVA element with the tackiness agent of transfer pipet with preparation in above-mentioned (1), the thickness that is coated with preparation embodiment 1 preparation on two surfaces of said PVA element is PMMA film (substrate 1) and the TAC (substrate 2) of 60 μ m.Make sheets thus obtained through laminating machine (12m/min).Then, be with, use 200mJ/cm at uv irradiation device (metal halide lamp)
2The said integrated polarizing plate of uviolizing.
Embodiment 2
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 50 weight %, 20 weight % is as monomer; The TPO of 4 weight % is as radical initiator; The IHT-PI43 of 1 weight % is as cationic polymerization initiators, and the phenolic aldehyde epoxy compounds of 5 weight % is as epoxy resin, and the weight-average molecular weight of 5 weight % (Mw) is 100; Beyond the tackiness agent of 000 bifunctional urethane acrylate oligopolymer, adopt to prepare polarization plates with embodiment 1 identical method.
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 50 weight %, 20 weight % is as monomer; The TPO of 4 weight % is as radical initiator; The iodide of 3 weight % are as cationic polymerization initiators; The phenolic aldehyde epoxy compounds of 5 weight % is as epoxy resin; And the tackiness agent of the thioxanthone of 2 weight % (Kayacure DTEX-S), and said liquid is coated in the PVA element with transfer pipet former and later two all be coated with on the surface of TAC beyond, adopt to prepare polarization plates with embodiment 1 identical method.
Embodiment 4
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 50 weight %, 20 weight % is as monomer; The TPO of 4 weight % is as radical initiator; The SY-Monomer G of 5 weight % is as the cationic curing resin, and the IHT-PI43 of 1 weight % is as cationic polymerization initiators, and the weight-average molecular weight of 5 weight % (Mw) is 100; Beyond the tackiness agent of 000 bifunctional urethane acrylate oligopolymer, adopt to prepare polarization plates with embodiment 1 identical method.
Embodiment 5
Remove and use the 2-HEA (2-Hydroxyethyl acrylate) that comprises 90 weight %; The CGI 819 of 4 weight % is as radical initiator; The IHT-PI43 of 1 weight % is as cationic polymerization initiators; And beyond the tackiness agent of the SY-Monomer G of 5 weight % (Sigma Aldrich) as epoxy resin, adopt to prepare polarization plates with embodiment 1 identical method.
The comparative example 1
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 50 weight %, 20 weight % is as monomer; The TPO of 5 weight % (Darocure TPO) is as radical initiator; The weight-average molecular weight of 5 weight % (Mw) is 100; 000 bifunctional urethane acrylate oligopolymer, and beyond the tackiness agent of the pinakon propenoate (hexanediolacrylate) of 5 weight %, adopt to prepare polarization plates with embodiment 1 identical method.
The comparative example 2
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 35 weight %, 20 weight % is as monomer; The TPO of 5 weight % (Darocure TPO) is as radical initiator; The weight-average molecular weight of 5 weight % (Mw) is 100; 000 bifunctional urethane acrylate oligopolymer; And the tackiness agent of the pinakon propenoate (hexanediolacrylate) of 20 weight %, and said liquid is coated in the PVA element with transfer pipet former and later two all be coated with on the surface of TAC beyond, adopt to prepare polarization plates with embodiment 1 identical method.
The comparative example 3
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 50 weight %, 20 weight % is as monomer; The TPO of 5 weight % (Darocure TPO) is as radical initiator; The weight-average molecular weight of 5 weight % (Mw) is 100; The urethane acrylate oligopolymer of 000 bifunctional, and beyond the tackiness agent of the 2-isocyanic ester methacrylic ester of 5 weight %, adopt to prepare polarization plates with embodiment 1 identical method.
The comparative example 4
The IBOA of PEA and 15 weight % that remove to use the 2-HEA that comprises 35 weight %, 20 weight % is as monomer; The TPO of 5 weight % (Darocure TPO) is as radical initiator; The weight-average molecular weight of 5 weight % (Mw) is 100; The urethane acrylate oligopolymer of 000 bifunctional; And beyond the tackiness agent of trimethylammonium propyl group triacrylate (trimethylpropyl triacrylate) of 20 weight %, adopt to prepare polarization plates with embodiment 1 identical method as the trifunctional group acrylate
EXPERIMENTAL EXAMPLE 1: the evaluation of the peeling force of polarization plates
Use the polarization plates for preparing among embodiment and the comparative example to carry out the mensuration of the peeling force of polaroid and polarization plates.In peeling off detection, use the polarization plates of wide 20mm, long 100mm under 90 ° of angles, to peel off out to carry out the mensuration of peeling force with the speed of 300m/min.Its result is as shown in table 2.
EXPERIMENTAL EXAMPLE 2: the mensuration of viscosity
Adopt viscometer TV-22 (TOKI SANGYO) viscosity to the tackiness agent for preparing among embodiment and the comparative example under 25 ℃ to measure.Its result is as shown in table 2.
EXPERIMENTAL EXAMPLE 3: water-proof evaluation
After prepared polarization plates being carried out glass laminates (glass lamination), the gained laminate is immersed in 60 ℃ the thermostatic bath.After 8 hours, the end decolouring situation that detects polarization plates (there is not variation-OK; Decolouring-NG).Its result is as shown in table 2.
Table 2
Can find out from table 2, use the tackiness agent that is used for polarization plates according to the present invention to have LV and good adhesive strength and water tolerance.
Peeling force is preferably more than the 2N.
In addition, can find out that As time goes on the polarization plates of preparation has the liquid stabilising property of reduction and the therefore lower water tolerance in comparative example 3, when not considering the storage time, said polarization plates has similar physical properties.
Although combined illustrative embodiments to describe the present invention, it is obvious that, and those skilled in the art can be under the situation that does not depart from the essence of the present invention that claims limited liked enclosed and scope, and the present invention is made amendment and changes.
Claims (27)
1. binder compsn that is used for polarization plates, it comprises: at least a acrylate monomer, radical polymerization initiator, cationic curing resin and the cationic photopolymerization initiator that contains hydrophilic radical.
2. the binder compsn that is used for polarization plates according to claim 1, it comprises at least a acrylate monomer of hydrophilic radical, the radical polymerization initiator of 1 to 10 weight part, the cationic curing resin of 1 to 20 weight part and the cationic photopolymerization initiator of 0.1 to 5 weight part of containing of 30 to 90 weight parts.
3. the binder compsn that is used for polarization plates according to claim 1, wherein, said hydrophilic radical be hydroxyl (OH).
4. the binder compsn that is used for polarization plates according to claim 1, wherein, said cationic curing resin is an epoxy resin.
5. the binder compsn that is used for polarization plates according to claim 1; Wherein, the said acrylate monomer that contains hydrophilic radical is selected from the group of being made up of Hydroxyethyl acrylate (HEA), Rocryl 400, Propylene glycol monoacrylate, Rocryl 410, vinylformic acid hydroxy butyl ester and composition thereof.
6. the binder compsn that is used for polarization plates according to claim 1, wherein, based on total binder compsn of 100 weight parts, the said binder compsn that is used for polarization plates further comprises the simple function group hydrophobic monomer of 30 to 50 weight parts.
7. the binder compsn that is used for polarization plates according to claim 6; Wherein, said simple function group hydrophobic monomer comprises at least a monomer that is selected from the group of being made up of IBOA (IBOA), (methyl) vinylformic acid benzyl ester, (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems, (methyl) NSC 20949, isodecyl acrylate, dodecylacrylate, vinylformic acid stearyl, ethyl acrylate, polyethylene glycol methacrylate-styrene polymer, Octyl acrylate/decyl acrylate, vinylformic acid phenoxy ethyl (PEA), vinylformic acid nonylphenol ethoxylated ester, vinylformic acid dicyclopentenyl ester, vinylformic acid dicyclopentenyl oxygen base ethyl ester, Ucar 35 list (methyl) propenoate and ethoxy ethoxyethylacrylate.
8. the binder compsn that is used for polarization plates according to claim 6, wherein, said simple function group hydrophobic monomer is vinylformic acid phenoxy ethyl (PEA) and IBOA (IBOA).
9. the binder compsn that is used for polarization plates according to claim 8; Wherein, Based on the binder compsn that is used for polarization plates of 100 weight parts, the said binder compsn that is used for polarization plates comprises the cationic photopolymerization initiator of 30 to 90 parts by weight of acrylic hydroxyl ethyl esters, 20 to 30 parts by weight of acrylic phenoxy ethyl, 10 to 20 parts by weight of acrylic isobornyl thiocyanoacetates, 1 to 20 parts by weight of epoxy resin, 0.1 to 5 weight part and the radical polymerization initiator of 1 to 10 weight part.
10. the binder compsn that is used for polarization plates according to claim 1, wherein, the said viscosity of binder compsn under 25 ℃ that is used for polarization plates is 5 to 20cP.
11. the binder compsn that is used for polarization plates according to claim 1, wherein, the said binder compsn that is used for polarization plates further comprises content and is higher than 1 to 5 parts by weight of acrylic urethanum.
12. a polarization plates, it comprises polaroid; Stick to one or two lip-deep polymeric film of said polaroid; With the binder layer that is used to adhere to said polaroid and polymeric film; Wherein said binder layer comprises binder compsn, and this binder compsn comprises at least a acrylate monomer, radical polymerization initiator, cationic curing resin and the cationic photopolymerization initiator that contains hydrophilic radical.
13. polarization plates according to claim 12; Wherein, said binder compsn comprises at least a acrylate monomer of hydrophilic radical, the radical polymerization initiator of 1 to 10 weight part, the cationic curing resin of 1 to 20 weight part and the cationic photopolymerization initiator of 0.1 to 5 weight part of containing of 30 to 90 weight parts.
14. polarization plates according to claim 12, wherein, said hydrophilic radical be hydroxyl (OH).
15. polarization plates according to claim 12, wherein, said cationic curing resin is an epoxy resin.
16. polarization plates according to claim 12; Wherein, the said acrylate monomer that contains hydrophilic radical is selected from the group of being made up of Hydroxyethyl acrylate (HEA), Rocryl 400, Propylene glycol monoacrylate, Rocryl 410, vinylformic acid hydroxy butyl ester and composition thereof.
17. polarization plates according to claim 12, wherein, based on total binder compsn of 100 weight parts, said binder compsn further comprises the simple function group hydrophobic monomer of 30 to 50 weight parts.
18. polarization plates according to claim 17; Wherein, said simple function group hydrophobic monomer comprises at least a monomer that is selected from the group of being made up of IBOA (IBOA), (methyl) vinylformic acid benzyl ester, (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems, (methyl) NSC 20949, isodecyl acrylate, dodecylacrylate, vinylformic acid stearyl, ethyl acrylate, polyethylene glycol methacrylate-styrene polymer, Octyl acrylate/decyl acrylate, vinylformic acid phenoxy ethyl (PEA), vinylformic acid nonylphenol ethoxylated ester, vinylformic acid dicyclopentenyl ester, vinylformic acid dicyclopentenyl oxygen base ethyl ester, Ucar 35 list (methyl) propenoate and ethoxy ethoxyethylacrylate.
19. polarization plates according to claim 17, wherein, said simple function group hydrophobic monomer is vinylformic acid phenoxy ethyl (PEA) and IBOA (IBOA).
20. polarization plates according to claim 19; Wherein, Based on the binder compsn that is used for polarization plates of 100 weight parts, said binder compsn comprises the cationic photopolymerization initiator of 30 to 90 parts by weight of acrylic hydroxyl ethyl esters, 20 to 30 parts by weight of acrylic phenoxy ethyl, 10 to 20 parts by weight of acrylic isobornyl thiocyanoacetates, 1 to 20 parts by weight of epoxy resin, 0.1 to 5 weight part and the radical polymerization initiator of 1 to 10 weight part.
21. polarization plates according to claim 12, wherein, the viscosity of said binder compsn under 25 ℃ is 5 to 20cP.
22. polarization plates according to claim 12, wherein, said binder compsn further comprises content and is higher than 1 to 5 parts by weight of acrylic urethanum.
23. polarization plates according to claim 12; Wherein, said polymeric film is to be selected from least a in the group that PET film, TAC film, COP film, polycarbonate membrane and polynorbornene (PNB) film handled by acrylate films, PET film, with acrylic ester primer form.
24. polarization plates according to claim 23, wherein, said acrylate films is a kind of film that comprises multipolymer, the aromatic resin that said multipolymer comprises (methyl) acrylic acid alkyl ester units and styrene units and on its main chain, contains carbonate moiety.
25. polarization plates according to claim 23, wherein, said acrylate films be a kind of comprising (methyl) acrylic acid alkyl ester units, styrene units, by 3～6 yuan of heterocyclic units and the unitary film of vinyl cyanide of at least one carbonyl substituted.
26. polarization plates according to claim 23, wherein, said acrylate films is a kind ofly to comprise the chain that contains hydroxylic moiety, contain the aromatic units of aromatics part and comprise the film of the styrene units of at least a styrene derivatives.
27. optical element that comprises each said polarization plates in the claim 12～26.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR20100092684 | 2010-09-20 | ||
| KR10-2010-0092684 | 2010-09-20 | ||
| KR1020110043102A KR101319247B1 (en) | 2010-09-20 | 2011-05-06 | Adhesive for polarizing plate and polarizing plate comprising the same |
| KR10-2011-0043102 | 2011-05-06 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102408839A true CN102408839A (en) | 2012-04-11 |
| CN102408839B CN102408839B (en) | 2014-01-15 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110289995.4A Active CN102408839B (en) | 2010-09-20 | 2011-09-20 | Adhesive for a polarizing plate, and polarizing plate comprising same |
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| JP (1) | JP5610307B2 (en) |
| CN (1) | CN102408839B (en) |
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| CN104487533A (en) * | 2012-06-12 | 2015-04-01 | 第一毛织株式会社 | Adhesive composition for polarizing plate, polarizing plate using same, preparation method therefor, and optical member comprising same |
| CN104619804A (en) * | 2012-09-13 | 2015-05-13 | 乐金华奥斯有限公司 | Photocurable adhesive composition |
| CN105683787A (en) * | 2013-09-30 | 2016-06-15 | Lg化学株式会社 | Polarizing plate and image display apparatus comprising same |
| CN105745560A (en) * | 2013-09-30 | 2016-07-06 | Lg化学株式会社 | Polarizing plate, method for manufacturing same, and image display device comprising same |
| CN106715622A (en) * | 2014-09-25 | 2017-05-24 | 迪睿合株式会社 | Radically polymerizable adhesive agent composition, and method for manufacturing electrical connector |
| CN107966756A (en) * | 2016-10-20 | 2018-04-27 | 株式会社Lg化学 | The manufacture method of polarizer protective film |
| CN108027471A (en) * | 2015-10-02 | 2018-05-11 | 日东电工株式会社 | Polarizing coating curing type adhesive composition and its manufacture method, polarizing coating and its manufacture method, optical film and image display device |
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| JP5610307B2 (en) | 2014-10-22 |
| CN102408839B (en) | 2014-01-15 |
| JP2012062471A (en) | 2012-03-29 |
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