CN107849416A - Polarizer adhesive composition, adhesive phase and the polarizer with adhesive phase - Google Patents
Polarizer adhesive composition, adhesive phase and the polarizer with adhesive phase Download PDFInfo
- Publication number
- CN107849416A CN107849416A CN201680042158.2A CN201680042158A CN107849416A CN 107849416 A CN107849416 A CN 107849416A CN 201680042158 A CN201680042158 A CN 201680042158A CN 107849416 A CN107849416 A CN 107849416A
- Authority
- CN
- China
- Prior art keywords
- polarizer
- methyl
- adhesive composition
- adhesive phase
- adhesive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000000853 adhesive Substances 0.000 title claims abstract description 139
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 139
- 239000000203 mixture Substances 0.000 title claims abstract description 77
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 63
- 229920006243 acrylic copolymer Polymers 0.000 claims abstract description 43
- 150000008040 ionic compounds Chemical class 0.000 claims abstract description 40
- 125000002091 cationic group Chemical group 0.000 claims abstract description 24
- 239000011241 protective layer Substances 0.000 claims abstract description 24
- 125000000524 functional group Chemical group 0.000 claims abstract description 22
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 238000004132 cross linking Methods 0.000 claims abstract description 9
- -1 fluorine sulfimide anion Chemical class 0.000 claims description 75
- 239000010410 layer Substances 0.000 claims description 20
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 6
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 230000003287 optical effect Effects 0.000 abstract description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 29
- 239000000178 monomer Substances 0.000 description 29
- 239000012948 isocyanate Substances 0.000 description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 229910052757 nitrogen Inorganic materials 0.000 description 18
- 238000004519 manufacturing process Methods 0.000 description 17
- 239000004973 liquid crystal related substance Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 150000002148 esters Chemical class 0.000 description 15
- 238000000034 method Methods 0.000 description 15
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 13
- 229910000077 silane Inorganic materials 0.000 description 13
- 210000002858 crystal cell Anatomy 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- 238000000576 coating method Methods 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- 239000011521 glass Substances 0.000 description 10
- 150000002513 isocyanates Chemical class 0.000 description 10
- 239000000758 substrate Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 8
- 239000000470 constituent Substances 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000003505 polymerization initiator Substances 0.000 description 8
- 239000004372 Polyvinyl alcohol Substances 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 239000004411 aluminium Substances 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 229920002451 polyvinyl alcohol Polymers 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 229920002799 BoPET Polymers 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 125000005250 alkyl acrylate group Chemical group 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- 229920002284 Cellulose triacetate Polymers 0.000 description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- 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 5
- 239000002253 acid Substances 0.000 description 5
- 230000005540 biological transmission Effects 0.000 description 5
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical group CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 5
- 238000010276 construction Methods 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 235000013849 propane Nutrition 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 125000001118 alkylidene group Chemical group 0.000 description 4
- 239000013522 chelant Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 4
- 150000002825 nitriles Chemical class 0.000 description 4
- 230000010287 polarization Effects 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 239000012790 adhesive layer Substances 0.000 description 3
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical class COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 2
- RJWUMFHQJJBBOD-UHFFFAOYSA-N 2-methylheptadecane Chemical compound CCCCCCCCCCCCCCCC(C)C RJWUMFHQJJBBOD-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical group CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 229910016848 F2SO2 Inorganic materials 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000010411 cooking Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 2
- 229940093858 ethyl acetoacetate Drugs 0.000 description 2
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229940080818 propionamide Drugs 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical compound CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
- OQOGEOLRYAOSKO-UHFFFAOYSA-N 1,1-dichloro-1-nitroethane Chemical compound CC(Cl)(Cl)[N+]([O-])=O OQOGEOLRYAOSKO-UHFFFAOYSA-N 0.000 description 1
- WOGVOIWHWZWYOZ-UHFFFAOYSA-N 1,1-diisocyanatoethane Chemical compound O=C=NC(C)N=C=O WOGVOIWHWZWYOZ-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical class ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OTEKOJQFKOIXMU-UHFFFAOYSA-N 1,4-bis(trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=C(C(Cl)(Cl)Cl)C=C1 OTEKOJQFKOIXMU-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- JOYONZOLHMLNGF-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1COC1=CC=CC=C1N(CC1OC1)CC1CO1 JOYONZOLHMLNGF-UHFFFAOYSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- GTACSIONMHMRPD-UHFFFAOYSA-N 2-[4-[2-(benzenesulfonamido)ethylsulfanyl]-2,6-difluorophenoxy]acetamide Chemical compound C1=C(F)C(OCC(=O)N)=C(F)C=C1SCCNS(=O)(=O)C1=CC=CC=C1 GTACSIONMHMRPD-UHFFFAOYSA-N 0.000 description 1
- CKSAKVMRQYOFBC-UHFFFAOYSA-N 2-cyanopropan-2-yliminourea Chemical compound N#CC(C)(C)N=NC(N)=O CKSAKVMRQYOFBC-UHFFFAOYSA-N 0.000 description 1
- XIXPBVLOLRFPNE-UHFFFAOYSA-N 2-cyclopropylpropanenitrile Chemical compound N#CC(C)C1CC1 XIXPBVLOLRFPNE-UHFFFAOYSA-N 0.000 description 1
- GILMNGUTRWPWSY-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate;2-methylprop-2-enoic acid Chemical class CC(=C)C(O)=O.CC(O)COC(=O)C=C GILMNGUTRWPWSY-UHFFFAOYSA-N 0.000 description 1
- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical class CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- XRUKRHLZDVJJSX-UHFFFAOYSA-N 4-cyanopentanoic acid Chemical class N#CC(C)CCC(O)=O XRUKRHLZDVJJSX-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
- Laminated Bodies (AREA)
- Adhesive Tapes (AREA)
Abstract
The present invention provides to be set under the occasion of adhesive phase on a kind of polarizer thin even in polarizer protective layer thickness or polarizer without polarizer protective layer, the polarizer adhesive composition that the optical characteristics of polarizer does not also reduce.The polarizer of the present invention is with polarizer adhesive composition of the adhesive composition containing (A), with cross-linking functional group (methyl) acrylic copolymer (B) and crosslinking agent (C), characterized in that, the ionic compound (A) is to be made up of cationic moiety and anionicsite and have the compound of more than one reactive functional groups in cationic moiety.
Description
Technical field
The present invention relates to polarizer adhesive composition, adhesive phase and polarizer with adhesive phase etc..
Background technology
Liquid crystal cell (Japanese：Liquid crystal セ Le) there is liquid crystal layer by the structure clamped by 2 pieces of substrates such as glass plate, polarizer
The surface of the substrate is adhered to via adhesive phase., will when the polarizer with adhesive phase is attached at into liquid crystal cell
Mold release film is peeled off from adhesive phase, can produce electrostatic due to the stripping of the mold release film.Electrostatic can cause the foreign matters such as dust
It is mixed into, if the polarizer with adhesive phase is attached on liquid crystal cell in the state of electrostatic remaining, has and taken in liquid crystal
The anxiety of confusion occurs upwards.Therefore, in order to suppress the generation of electrostatic, it is necessary to adhesive phase be assigned with electrostatic-proof function, as tax
Adhesive phase is given with the means of electrostatic-proof function, it is proposed that mix ion combination in the adhesive composition for forming adhesive phase
Thing (patent document 1).
As common polarizer, in order to improve its mechanical property and optical durability, employ with polarization function
Polarizer two sides on be laminated the construction of the polarizer protective layer such as tri acetyl cellulose film, but in recent years, for
The requirement of polarizer lightweight slimming, attempt to carry out filming to polarizer protective layer or be omitted in polarizer
One or both of the polarizer protective layer formed on two sides means (patent document 2).
However, stacking is mixed with institute on polarizer of the protective layer Jing Guo filming or the polarizer without protective layer
State the adhesive phase of ionic compound and under the hot and humid lower occasion taken care of, ionic compound can be to polarizer
Layer is mobile, and unfavorable condition as the reduction of polarizer optical characteristics occurs.
Prior art literature
Patent document
Patent document 1：Japanese Patent Laid-Open 2011-37927 publications
Patent document 2：Japanese Patent Laid-Open 2014-32360 publications
The content of the invention
The technical problems to be solved by the invention
The technical problems to be solved by the invention are to provide a kind of polarization thin even in polarizer protective layer thickness
Set on piece or polarizer without polarizer protective layer under the occasion of adhesive phase, the optical characteristics of polarizer
The polarizer adhesive composition not reduced, the adhesive phase formed by the polarizer with adhesive composition, and band
The polarizer of adhesive phase.
Technical scheme used by solution technical problem
The present inventor has made intensive studies to solve above-mentioned technical problem.As a result find, by using with following
The polarizer of specific composition can solve the problem that above-mentioned technical problem with adhesive composition, so as to complete the present invention.
The present invention relates to the item described in following [1]~[8].
[1] a kind of polarizer adhesive composition, it is containing ionic compound (A), has cross-linking functional group's
The polarizer adhesive composition of (methyl) acrylic copolymer (B) and crosslinking agent (C), wherein, the ionic compound
(A) it is to be made up of cationic moiety and anionicsite and there are more than one reactive functional groups in cationic moiety
Compound.
[2] the polarizer adhesive composition described in [1] as described above, wherein, the sun of the ionic compound (A) from
Subdivision has the hydroxyl or glycidyl as reactive functional groups.
[3] the polarizer adhesive composition described in [1] or [2] as described above, wherein, the ionic compound (A)
Anionicsite contain fluorine.
[4] the polarizer adhesive composition described in any one of [1]~[3] as described above, wherein, the ionization
The anionicsite of compound (A) is double fluorine sulfimide anion and/or bis-trifluoromethylsulfoandimide anion.
[5] the polarizer adhesive composition described in any one of [1]~[4] as described above, wherein, the ionization
The cationic moiety of compound (A) is the cation that any one of below general formula (1)~(3) represent：
In above formula (1)~(3), R1For the straight or branched alkyl or alkenyl of carbon number 1~18, R2For carbon number 2~4
Alkylidene, multiple R1Or R2Can be each identical, can also be different.
[6] a kind of adhesive phase, it is as the polarizer adhesive composition described in any one of above-mentioned [1]~[5]
Formed.
[7] a kind of polarizer with adhesive phase, wherein, have above-mentioned [6] described at least one side of polarizer
Adhesive phase.
[8] polarizer with adhesive phase described in [7] as described above, wherein, the polarizer protection of the polarizer
The thickness of layer is below 40 μm, or the polarizer does not have polarizer protective layer.
The effect of invention
By means of the invention it is possible to a kind of polarizer thin even in polarizer protective layer thickness is provided or not had
Under the occasion that adhesive phase is set on the polarizer of polarizer protective layer and taken care of for a long time under the conditions of hot and humid, also not
The polarizer adhesive composition being had an impact to the optical characteristics of polarizer.In addition, it can also provide by the composition shape
Into polarizer adhesive phase, the polarizer with described adhesive layer is with bonding sheet and with described adhesive layer
Polarizer with adhesive phase.
Embodiment
Below, the present invention is illustrated.
In this specification, so-called " (methyl) acrylic acid ", refer to acrylic or methacrylic acid；So-called " (methyl) propylene
Acid esters " refers to acrylate or methyl methacrylate；So-called " (methyl) acryloxy ", refers to acryloxy or methyl
Acryloxy.
<Polarizer adhesive composition>
The polarizer adhesive composition of the present invention contains ionic compound (A), has the (first of cross-linking functional group
Base) acrylic copolymer (B) and crosslinking agent (C).
Ionic compound (A)
The ionic compound (A) of the polarizer adhesive composition of the present invention is formed by cationic moiety and anion portion
Divide and form, (23 DEG C/50%RH) can be in any of solid-state or liquid at room temperature.The cationic moiety is in its construction
With more than one reactive functional groups, preferably there is more than one hydroxyl or glycidol as reactive functional groups
Base, more preferably with more than one hydroxyl.If use the ionic compound in cationic moiety with reactive functional groups
(A), then it is assumed that pass through the cross-linking functional group in (methyl) acrylic copolymer (B) or crosslinking agent (C) and ion combination
The bonding of thing (A), ionic compound (A) will not move to polarizer side, and be resident in adhesive phase, therefore, i.e.,
Make in the thin polarizer of polarizer protective layer or suitable adhesive layer on the polarizer without polarizer protective layer
Under occasion, polarizer can also keep high optical characteristics.
The cationic moiety of ionic compound (A) preferably represents with any one in below general formula (1)~(5), more preferably
Represented with any one in below general formula (1)~(3)：
In above formula (1)~(3), R1For the straight or branched alkyl or alkenyl of carbon number 1~18, R2For carbon number 2~4
Alkylidene, multiple R1Or R2Can be each identical, can also be different.R herein2The preferably alkylidene of carbon number 2~3, it is especially excellent
Elect ethylidene as.
In above formula (4), (5), R1For the straight or branched alkyl or alkenyl of carbon number 1~18, R3For the Asia of carbon number 1~4
Alkyl, multiple R1Or R3Can be each identical, can also be different.R herein3The preferably alkylidene of carbon number 1~3, particularly preferably
For ethylidene.
Ionic compound (A) as long as anionicsite can form ion combination with cationic moiety ionic bonding
The material of thing is not particularly limited.Specifically, such as F can be enumerated-、Cl-、Br-、I-、AlCl4 -、Al2Cl7 -、BF4 -、PF6 -、
SCN-、ClO4 -、NO3 -、CH3COO-、CF3COO-、CH3SO3 -、CF3SO3 -、(CF3SO2)2N-、(F2SO2)2N-、(CF3SO2)3C-、
AsF6 -、SbF6 -、NbF6 -、TaF6 -、F(HF)n -、(CN)2N-、C4F9SO3 -、(C2F5SO2)2N-、C3F7COO-(CF3SO2)
(CF3CO)N-.Wherein, the anion containing fluorine atom can provide the ionic compound of low melting point, thus preferably, particularly preferably
(F2SO2)2N-(double fluorine sulfimides：Following formula 2-1) and (CF3SO2)2N-(bis-trifluoromethylsulfoandimide：Following formula 2-2).
The ionic compound (A) being made up of the combination of above-mentioned cation and anion can be used alone a kind, can also group
Close two or more and use.
In the adhesive composition for the ionic compound (A) that will be formed containing the combination by above-mentioned cation and anion
Suitable for the substrate of composition liquid crystal cell with the polarizer of polarizer protective layer thickness thin (such as below 40 μm) or not
Under the occasion of fitting purposes between polarizer with polarizer protective layer, ionic compound will not move to polarizer layer
It is dynamic, even in hot and humid lower long-term keeping, it can also obtain the polarizer that optical characteristics does not reduce.
In the adhesive composition of the present invention, the content of ionic compound (A) has bridging property relative to described below
The mass parts of (methyl) acrylic copolymer (B) 100 of functional group, below 10 mass parts, preferably 0.01~5 mass parts,
More preferably 0.3~3 mass parts.
(methyl) acrylic copolymer (B)
It is with bridging property that polarizer of the invention, which is formed, with (methyl) acrylic copolymer (B) of adhesive composition
The copolymer of functional group.
(methyl) acrylic copolymer (B) (hereinafter also referred to as (methyl) acrylic compounds with cross-linking functional group
Copolymer (B)) (methyl) alkyl acrylate is usually contained as principal component.
As (methyl) alkyl acrylate, can enumerate for example (methyl) acrylate methyl esters, (methyl) ethyl acrylate,
(methyl) n-propyl, (methyl) isopropyl acrylate, (methyl) propylene N-butyl, (methyl) isobutyl acrylate, (first
Base) tert-butyl acrylate, (methyl) amyl acrylate, (methyl) Hexyl 2-propenoate, (methyl) heptylacrylate, (methyl) propylene
Sour 2- ethylhexyls, (methyl) 2-ethyl hexyl acrylate, (methyl) Isooctyl acrylate monomer, (methyl) acrylic acid nonyl ester, (methyl) propylene
Sour last of the ten Heavenly stems ester, (methyl) isodecyl acrylate, (methyl) acrylic acid hendecane base ester, (methyl) dodecylacrylate, (first
Base) octadecyl acrylate, (methyl) acrylic acid isooctadecane base ester.The carbon number of alkyl is excellent in (methyl) alkyl acrylate
Elect 1~18, more preferably 1~12 as.
(methyl) alkyl acrylate can be used alone a kind, it is possible to use two or more.
Formed in the mass % of monomer component 100 of (methyl) acrylic copolymer (B), (methyl) alkyl acrylate
Dosage is usually 70~99.8 mass %, preferably 70~99 mass %, more preferably 72~97 mass %.(if methyl) third
The dosage of olefin(e) acid Arrcostab within the above range, then can obtain showing the adhesive phase of good durability, thus preferably.
On forming the monomer component of (methyl) acrylic copolymer (B), as containing can be with ionic compound (A)
The monomer of the cross-linking functional group of reactive functional groups possessed by cationic moiety and/or crosslinking agent (C) reaction, is preferably also wrapped
Monomer containing hydroxyl and/or carboxyl.
As hydroxyl monomer, (methyl) acrylate of such as hydroxyl can be enumerated, specifically, can be enumerated (methyl)
Acrylic acid 2- hydroxyl ethyl esters, (methyl) acrylic acid 2- hydroxypropyl acrylates, (methyl) acrylic acid 4- hydroxy butyl esters, (methyl) acrylic acid 6- hydroxyls oneself
(methyl) hydroxyalkyl acrylates such as ester, (methyl) acrylic acid 8- hydroxyl monooctyl esters.The carbon number of hydroxyalkyl in (methyl) hydroxyalkyl acrylate
Usually 2~8, preferably 2~6.
As carboxyl group-containing monomer, can enumerate for example：(methyl) β-acryloxypropionic acid, (methyl) acrylic acid 5- carboxylics penta
(the first containing carboxyl such as ester, succinic acid list (methyl) acryloyloxyethyl ester, list (methyl) acrylic acid ω-carboxyl pla-pcl
Base) acrylate；Acrylic acid, methacrylic acid, itaconic acid, butenoic acid, fumaric acid, maleic acid.
The monomer of hydroxyl and/or carboxyl can be used alone a kind, and two or more also can be combined and uses.
Formed in the mass % of monomer component 100 of (methyl) acrylic copolymer (B), the list of hydroxyl and/or carboxyl
The dosage of body is usually 0.01~10 mass %, preferably 0.1~5 mass %, more preferably 0.5~3.5 mass %.Such as
The dosage of the monomer of fruit hydroxyl and/or carboxyl is below above-mentioned higher limit, then by (methyl) acrylic copolymer (B) and friendship
The crosslink density that connection agent (C) is formed will not become too high.If the dosage of the monomer of hydroxyl and/or carboxyl is in above-mentioned lower limit
More than, then cross-linked structure can be effectively formed, obtains the adhesive phase with appropriate intensity.
As the monomer component for forming (methyl) acrylic copolymer (B), (methyl) acrylic copolymer is not being damaged
In the range of the physical property of thing (B), its beyond the monomer of (methyl) alkyl acrylate, hydroxyl and/or carboxyl also can be used
Its monomer component.
As other monomer components, such as (methyl) alkyl acrylate epoxide alkyl ester, single (methyl) acrylic acid alcoxyl can be enumerated
Quito alkylene glycols ester (ア Le U キ シ Port リ ア Le キ レ Application グ リ コ ー Le モ ノ (メ タ) ア Network リ レ ー ト), contain alicyclic ring
(methyl) acrylate of formula group, (methyl) acrylate containing aromatic ring, (methyl) acrylate containing amino, contain
(methyl) acrylate of amide groups.
As (methyl) alkyl acrylate epoxide alkyl ester, such as (methyl) methoxyethyl methyl esters, (methyl) third can be enumerated
Olefin(e) acid 2- methoxy acrylates, (methyl) acrylic acid 2- ethoxy ethyl esters, (methyl) acrylic acid 3- methoxyl groups propyl ester, (methyl) propylene
Sour 3- ethyoxyls propyl ester, (methyl) acrylic acid 4- methoxybutyls, (methyl) acrylic acid 4- Ethoxybutyls.
As the more alkylene glycols esters of list (methyl) alkyl acrylate epoxide, for example single (methyl) methoxyethyl two can be enumerated
Glycol ester, list (methyl) methoxyethyl DPG ester, single (methyl) ethioxy triglycol ester, single (first
Base) ethioxy binaryglycol ester, singly (methyl) methoxyethyl triglycol ester.
As (methyl) acrylate containing ester ring type group, such as (methyl) cyclohexyl acrylate can be enumerated；As
(methyl) acrylate containing aromatic ring, such as (methyl) phenyl acrylate, (methyl) benzyl acrylate, (methyl) third can be enumerated
Olefin(e) acid phenoxy ethyl.
As (methyl) acrylate containing amino, such as (methyl) acrylate, (first can be enumerated
Base) acrylic acid diethylamino ethyl ester.
As amide-containing monomer, such as (methyl) acrylamide, N- methyl (methyl) acrylamide, N- ethyls can be enumerated
(methyl) acrylamide, N- propyl group (methyl) acrylamide, N- hexyls (methyl) acrylamide.
Other monomer components can be used alone a kind, it is possible to use two or more.
Formed in the mass % of monomer component 100 of (methyl) acrylic copolymer (B), other monomer components of the above
Total dosage is preferably 0~30 mass %, more preferably 0~25 mass %.
In (methyl) acrylic copolymer (B), above-mentioned monomer component can be for example, by solution polymerization process, polymerisation in bulk
Known polymerization manufactures so far for method, emulsion polymerization, suspension polymerization etc., wherein it is preferred that solution polymerization process.By molten
Liquid polymerization is being to load polymer solvent and monomer component in reaction vessel, in nitrogen etc. specifically under the occasion that manufactures
Polymerization initiator is added under inert gas atmosphere, reacting initial temperature is set as usual 40~100 DEG C, preferably 50~80 DEG C, made
Reaction system is reacted 4~20 hours at a temperature of maintaining usual 50~90 DEG C, preferably 70~90 DEG C.
(methyl) acrylic copolymer (B) can be any in random copolymer, block copolymer, graft copolymerization
Kind, wherein it is preferred that random copolymerization.
As the polymer solvent for polymerisation in solution, can enumerate for example：Benzene,toluene,xylene etc. is aromatic hydrocarbon；Positive penta
The aliphatic hydrocarbons such as alkane, n-hexane, normal heptane, normal octane；The ester ring type hydro carbons such as pentamethylene, hexamethylene, cycloheptane, cyclooctane；
Diethyl ether, diisopropyl ether, 1,2- dimethoxy-ethanes, butyl oxide, tetrahydrofuran, dioxanes (dioxane), methyl phenyl ethers anisole, benzene second
The ethers such as ether, diphenyl ether；The halogenated hydrocarbons such as chloroform, carbon tetrachloride, 1,2- dichloroethanes, chlorobenzene；Ethyl acetate, propyl acetate,
The esters such as butyl acetate, methyl propionate；The ketones such as acetone, MEK, diethyl ketone, methylisobutylketone, cyclohexanone；N, N- dimethyl
The amide-types such as formamide, DMAC N,N' dimethyl acetamide, 1-METHYLPYRROLIDONE；The nitriles such as acetonitrile, benzonitrile；Dimethyl sulfoxide, ring
Sulfoxide types such as fourth sulfone etc..These polymer solvents can be used alone a kind, it is possible to use two or more.
As the polymerization initiator used in polymerisation in solution, such as azo type polymerization initiator, peroxide can be enumerated
Type of Collective initiator.
As azo type polymerization initiator, such as 2,2'- azodiisobutyronitriles, (the 4- methoxies of 2,2'- azos two can be enumerated
Base -2,4- methyl pentane nitriles), 2,2'- azos two (2- cyclopropyl propionitrile), 2,2'- azos two (2,4- methyl pentane nitriles), 2,
2'- azos two (2,2- methylbutyronitriles), 1,1'- azos two (hexamethylene -1- nitriles), 2- (carbamoyl azo) isobutyronitrile, 2- benzene
Base azo -4- methoxyl group -2,4- methyl pentane nitriles, two acidified 2,2'- azos two (2- amidine propanes), 2,2'- azos two (N,
N'- dimethyleneisobutylamidines), 2,2'- azos two [2- methyl-N- (2- ethoxys)-propionamide], (isobutyryl of 2,2'- azos two
Amine) dihydrate, 4,4'- azos two (4- cyanopentanoic acids), 2,2'- azos two (2- cyano group propyl alcohol), dimethyl -2,2'- azos
The azo-compounds such as two (2 Methylpropionic acid esters), 2,2'- azos two [2- methyl-N- (2- ethoxys) propionamide].
As peroxide type polymerization initiator, such as TBHP, cumyl hydroperoxide, oxidation can be enumerated
Diisopropylbenzene (DIPB), benzoyl peroxide, lauroyl peroxide, peroxidating hexanoyl, di-isopropyl peroxydicarbonate, the carbon of peroxidating two
Sour two 2- ethylhexyls, peroxidating pentanoate, 2,2- bis- (peroxidating 4,4- di-t-butyls cyclohexyl) propane, 2,2- bis-
(tert-amylcyclohexyls of peroxidating 4,4- bis-) propane, 2,2- bis- (the t-octyl cyclohexyl of peroxidating 4,4- bis-) propane, (mistakes of 2,2- bis-
Aoxidize 4,4- bis- α-cumyl cyclohexyl) propane, 2,2- bis- (peroxidating 4,4- di-t-butyls cyclohexyl) butane, (the peroxides of 2,2- bis-
Change the t-octyl cyclohexyl of 4,4- bis-) butane.
These polymerization initiators can be used alone a kind, it is possible to use two or more.
Relative to the mass parts of monomer component 100 for forming (methyl) acrylic copolymer (B), polymerization initiator is with usual
0.001~5 mass parts, the amount preferably in the range of 0.005~3 mass parts use.In addition, in above-mentioned polymerisation, can also
Appropriate additional addition polymerization initiator, chain-transferring agent, monomer component, polymer solvent.
The weight average molecular weight (Mw) that (methyl) acrylic copolymer (B) is determined by gel permeation chromatography (GPC method) method
It is usually 400,000~3,000,000 in terms of polystyrene standard scaled value, preferably 450,000~2,500,000, more preferably 500,000~200
Ten thousand.If using (methyl) acrylic copolymers (B) of Mw within the above range, it can be formed and be glued be adapted to be coated with
The adhesive composition of degree.
The molecular weight distribution (Mw/Mn) that (methyl) acrylic copolymer (B) is determined by GPC method generally below 30,
Preferably 2~20, more preferably 3~10.
The glass transition temperature (Tg) of (methyl) acrylic copolymer (B) can be by for example forming the monomer of the copolymer
Unit and its content ratio calculate according to Fox formula.For example, can be according to the glass transition temperature tried to achieve by Fox formula
(Tg) reach generally -70~-20 DEG C, preferably -60~-30 DEG C of condition synthesize (methyl) acrylic copolymer (B).Pass through
Using (methyl) acrylic copolymer (B) with such glass transition temperature (Tg), can obtain bonding under normal temperature
The excellent adhesive composition of property.
Fox formula：1/Tg=(W1/Tg1)+(W2/Tg2)+……+(Wm/Tgm)
W1+W2+…+Wm=1
In formula, Tg be (methyl) acrylic copolymer (B) glass transition temperature (K), Tg1、Tg2、……、TgmFor
The glass transition temperature (K) for the homopolymer being made up of each monomer, W1、W2、……、WmFor the construction unit from each monomer
Weight fraction in above-mentioned (methyl) acrylic copolymer (B)., can as the weight fraction of the construction unit from each monomer
Ingredient proportion of each single phase for whole monomers when being synthesized using copolymer.
The glass transition temperature for the homopolymer being made up of in above-mentioned Fox formula each monomer can be used for example《Polymer hand
Volume (Polymer Handbook)》Described numerical value in fourth edition (Wiley-Interscience 2003).
In the adhesive composition of the present invention, the content of (methyl) acrylic copolymer (B) is in the composition except organic
In the mass % of solid constituent 100 beyond solvent generally more than 60 mass %, preferably 60~99.99 mass %, more preferably
For 70~99.95 mass %, particularly preferably 75~99.90 mass %.The content of (if methyl) acrylic copolymer (B)
Within the above range, then the balance of the performance as adhesive can be obtained, and adhesion characteristic is excellent.
Crosslinking agent (C)
The adhesive composition of the present invention also contains crosslinking agent (C).
Crosslinking agent (C) as long as can with reactive functional groups possessed by ionic compound (A) cationic moiety and/or
Reactive functional groups from the monomer of hydroxyl and/or carboxyl possessed by (methyl) acrylic copolymer (B) are handed over
The composition of connection reaction is not particularly limited, and can enumerate such as isocyanate compound (C1), metallo-chelate (C2), epoxidation
Compound (C3).
Crosslinking agent (C) can be used alone a kind, it is possible to use combines two or more and uses.
In the adhesive composition of the present invention, the content of crosslinking agent (C) is relative to (methyl) acrylic copolymer (B)
100 mass parts, usually 0.01~5 mass parts, the preferably amount in the range of 0.05~3 mass parts.Crosslinking agent if (C's) contains
Amount within the above range, then easily obtains the balance of durability and stress relaxation properties, thus preferably.
As isocyanate compound (C1), usually using isocyanation esterification of the isocyanates radix more than 2 in 1 molecule
Compound.By being crosslinked (methyl) acrylic copolymer (B) by isocyanate compound (C1), crosslinked (net can be formed
Shaped polymer).
The isocyanates radix of isocyanate compound (C1) is generally more than 2, preferably 2~8, more preferably 3
~6.If isocyanates radix is within the above range, in (methyl) acrylic copolymer (B) and isocyanate compound
(C1) it is preferable on this aspect of cross-linking reaction efficiency and on this aspect of the flexibility of adhesive phase is kept.
As the diisocyanate cpd that isocyanates radix in 1 molecule is 2, for example aliphatic two isocyanic acids can be enumerated
Ester, alicyclic diisocyanate, aromatic diisocyanates.As aliphatic vulcabond, can enumerate ethylidene diisocyanate,
Tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, 2- methyl isophthalic acids, 5- pentanes two are different
The carbon number such as cyanate, 3- methyl isophthalic acids, 5- pentane diisocyanates, 2,2,4- trimethyl -1,6- hexamethylene diisocyanates is 4
~30 aliphatic vulcabond.As alicyclic diisocyanate, it is different that IPDI, cyclopenta two can be enumerated
Cyanate, cyclohexyl diisocyanate, the sub- XDI of hydrogenation, hydrogenated toluene diisocyanate, hydrogenation hexichol first
The alicyclic diisocyanate that the carbon numbers such as alkane diisocyanate, hydrogenation tetramethyl Asia XDI are 7~30.As
Aromatic diisocyanates, can enumerate for example phenylene vulcabond, toluene di-isocyanate(TDI), sub- XDI,
The carbon numbers such as naphthalene diisocyanate, diphenyl ether diisocyanate, '-diphenylmethane diisocyanate, diphenylpropane diisocyanate are 8
~30 aromatic diisocyanates.
As isocyanate compound of the isocyanates radix more than 3 in 1 molecule, such as aromatics polyisocyanate can be enumerated
Ester, aliphatic polymeric isocyanate, alicyclic polymeric isocyanate.Specifically, 2,4,6- triisocyanate toluene, 1,3,5- can be enumerated
Triisocyanate benzene, 4,4', 4 "-triphenylmethane triisocyanate.
In addition, as isocyanate compound (C1), can enumerate such as isocyanates radix 2 or more than 3 it is above-mentioned different
The polymers (such as dimer or tripolymer, biuret body, isocyanuric acid ester body) of cyanate esters, derivative are (such as more
The addition reaction product of diisocyanate cpd more than first alcohol and 2 molecules), polymer.As more in the derivative
First alcohol, low molecular weight polyols can enumerate the alcohol more than ternary such as trimethylolpropane, glycerine, pentaerythrite；High score
Sub- weight polyalcohol can enumerate such as PPG, PEPA, acrylic polyol, polybutadiene polyol, poly- isoamyl
Diene polyol.
Such isocyanate compound can enumerate the tripolymer of such as '-diphenylmethane diisocyanate, polymethylene polyphenyl
Biuret body or isocyanuric acid ester body, three hydroxyls of base PIC, hexamethylene diisocyanate or toluene di-isocyanate(TDI)
The reaction product of methylpropane and toluene di-isocyanate(TDI) or sub- XDI (such as toluene di-isocyanate(TDI) or Asia
Three molecule addition products of XDI), the reaction product (example of trimethylolpropane and hexamethylene diisocyanate
Such as three molecule addition products of hexamethylene diisocyanate), polyethers PIC, polyester PIC.
In isocyanate compound (C1), on it can carry good curing performance this aspect, preferably trimethylolpropane and toluene two
The L- of the reaction product of isocyanates or sub- XDI (Soken Chemical ＆ Engineering Co., Ltd. (Integrated are ground chemical (strain)) manufacture
45, TD-75 etc. of Soken Chemical ＆ Engineering Co., Ltd.'s manufacture), the isocyanide urea of hexamethylene diisocyanate or toluene di-isocyanate(TDI)
Acid esters body (TSE-100, Nippon Polyurethane Industry Co., Ltd. (the Japanese Port リ of Asahi Kasei Corporation's (Asahi Chemical Industry (strain)) manufacture
ウ レ タ Application industry (strain)) manufacture 2050 etc.).
Isocyanate compound (C1) can be used alone a kind, it is possible to use two or more.
As metallo-chelate (C2), can enumerate such as alkoxide, acetylacetone,2,4-pentanedione, ethyl acetoacetate to aluminium, iron, copper,
The compound that the polyvalent metal coordinations such as zinc, tin, titanium, nickel, antimony, magnesium, vanadium, chromium, zirconium form.
Wherein, the preferred aluminium chelate compound M-12AT of manufacture (Soken Chemical ＆ Engineering Co., Ltd. etc.).Specifically, isopropyl can be enumerated
Aluminium alcoholates, secondary butyric acid aluminium, acetoacetate aluminium ethide diisopropyl ester, tri ethylacetoacetate aluminium, praseodynium aluminium.
Metallo-chelate (C2) can be used alone a kind, it is possible to use two or more.
As epoxide (C3), usually using epoxide of the 1 molecule epoxy group number more than 2.It can enumerate
Such as ethylene glycol diglycidylether, polyethyleneglycol diglycidylether, glycerin diglycidyl ether, glycerine three-glycidyl
Ether, 1,3- couples of (N, N- diglycidyl amino methyl) hexamethylenes, N, N, N', N'- four glycidyl groups m-xylene diamine, N,
N, N', N'- four glycidyl group aminophenyl methane, triglycidyl isocyanurate, a N, N- diglycidyl amino
Phenyl glycidyl ether, N, N- diglycidyls toluidines, N, N- diglycidylanilines.
Wherein, particularly preferred N, N, N', N'- four glycidyl groups m-xylene diamine be (Soken Chemical ＆ Engineering Co., Ltd.'s manufacture
E-5CM), N, N, N', N'- four glycidyl group aminophenyl methane (E-5XM of Soken Chemical ＆ Engineering Co., Ltd.'s manufacture).
Silane coupler (D)
It is preferred that the polarizer of the present invention also contains silane coupler (D) with adhesive composition.Silane coupler (D) makes to glue
The clung body strong bond such as mixture layer and glass plate, help to prevent the stripping under high humid and warm environment.
As silane coupler (D), can enumerate for example：Vinyltrimethoxy silane, VTES, first
The silane couplers containing polymerism unsaturated group such as base acryloxypropyl trimethoxy silane；3- glycidoxies third
Base trimethoxy silane, 3- glycidoxypropyl groups triethoxysilane, 3- glycidoxypropyls dimethoxysilane,
3- glycidoxypropyls diethoxy silane, 2- (3,4- epoxycyclohexyls) ethyl trimethoxy silane etc. contain epoxy
The silane coupler of base；3- TSL 8330s, N- (2- amino-ethyls) -3- TSL 8330s,
The silane couplers containing amino such as N- (2- amino-ethyls) -3- amino propyl methyl dimethoxysilanes；3- chloros propyl group three
The silane coupler containing halogen such as methoxy silane, 3- ketobutyric acids -3- (trimethoxy silicon substrate) propyl ester and oligomeric
Silane coupler etc..Wherein, it is not susceptible to peel off on this aspect under high humid and warm environment, preferably has common with (methyl) acrylic compounds
Contained functional group reactionses in polymers (B) and formed covalent bond functional group or by with (methyl) acrylic copolymer
The interphase interaction of thing (B) and form the silane coupler of the functional group of bonding.
In the adhesive composition of the present invention, the content of silane coupler (D) is relative to (methyl) acrylic copolymer
(B) 100 mass parts are generally below 1 mass parts, preferably 0.01~1 mass parts, more preferably 0.05~0.5 mass
Part.If content is within the above range, have prevent under high humid and warm environment polarizer peel off or hot environment under it is silane coupled
The tendency that agent (D) is oozed out.
Organic solvent (E)
The polarizer adhesive composition of the present invention preferably comprises organic solvent to modulate its coating.It is organic molten
Agent can enumerate (methyl) acrylic copolymer (B) and manufacture the polymer solvent illustrated in a column.The polarizer bonding of the present invention
In agent composition, the content of organic solvent is usually 50~90 mass %, preferably 60~85 mass %.
In addition, " solid constituent " in this specification refers to have in composition contained in adhesive composition except above-mentioned
Whole compositions beyond solvent, " solid component concentration " refer to above-mentioned solid constituent relative to the matter of adhesive composition 100
Measure % ratio.
Additive
The adhesive composition of the present invention in the range of effect of the present invention is not damaged, may be used also in addition to mentioned component
Containing selected from polymerization inhibitor, tackifier, plasticizer, crosslinking accelerator, antioxidant, light stabilizer, preventing metal corrosion agent, above-mentioned
(B) (methyl) acrylic polymer and agent (リ ワ ー Network drug of doing over again beyond) in it is one kind or two or more.
The modulation of polarizer adhesive composition
The polarizer adhesive composition of the present invention can be by using known method so far to ionic compound (A), (first
Base) acrylic copolymer (B), crosslinking agent (B) and as needed and other compositions for using are mixed to modulate.Can example
Citing such as blends into the resulting polymer solution containing the copolymer when synthesis (methyl) acrylic copolymer (B)
Ionic compound (A) and crosslinking agent (C) and other compositions that are as needed and using.
The polarizer of the present invention is used in the substrate and polarizer protective layer thickness that composition is applied to form liquid crystal cell
Fitting purposes between thin polarizer (such as less than 40 μm) or the polarizer without polarizer protective layer.In addition,
Even in forming under thickness as low as 0.05~1.0mm or so the occasion of the glass plate of liquid crystal cell of slimming, it is also applied for
The substrate is bonded purposes with polarizer.
<Polarizer adhesive phase>
The polarizer of the present invention is formed with adhesive phase by the polarizer of the invention described above with adhesive composition.
The formation condition of adhesive phase is for example as described below.The polarizer of the present invention is coated on branch with adhesive composition
Hold on body, temperature is different according to solvent species, but generally 50~150 DEG C, preferably carried out at 60~100 DEG C usually 1~
10 minutes, be preferably 2~7 minutes drying and remove solvent, formed film.The thickness of dry coating is usually 5~75 μm, excellent
Elect 10~50 μm as.
Adhesive phase is preferably formed under the following conditions.The adhesive composition of the present invention is coated on supporting mass,
After pasting cover layer on the film formed under above-mentioned condition, at usual 5~60 DEG C, preferably 15~40 DEG C and usual 30~70%
Conserved in the environment of RH, preferably 40~70%RH usual more than 3 days, preferably 7~10 days.If in cooking conditions as described above
Under be crosslinked, then crosslinked (network polymers) can be efficiently formed.
As the coating method of adhesive composition, known method can be used, such as pass through spin-coating method, cutter painting method, roller
Coating, stick coating method, scraper coating, die coating method, gravure coating method etc. form the coating drying means of specific thickness.
As supporting mass and cover layer, can enumerate for example：The polyester films such as polyethylene terephthalate (PET)；Poly- second
The plastic foil of the polyolefin films such as alkene, polypropylene, vinyl-vinyl acetate copolymer etc..
The adhesive phase formed by the adhesive composition of the present invention is examined from viewpoints such as cohesiveness, bonding force, releasables
Consider, gel fraction is preferably 20~80 mass %, more preferably 25~75 mass %, is still more preferably 40~75 matter
Measure %.Above-mentioned gel fraction is the number that the condition for example recorded according to embodiment is measured to obtain to the adhesive gathered
Value.
In the adhesive phase of the present invention, key is occurred by (methyl) acrylic copolymer (B) and ionic compound (A)
Close, ionic compound (A) will not move to thing side is attached, and be resident in adhesive phase, therefore, even in adhesive phase
It is formed at the occasion on polarizer, without under the thin occasion of protective layer or protective layer, ionic compound (A) is also not easy to influence
Polarizer layer in polarizer, polarizer can keep the optical characteristics of height.
<Polarizer bonding sheet>
The polarizer of the present invention has the adhesive phase formed by above-mentioned polarizer with adhesive composition with bonding sheet.Make
For bonding sheet, the double-sided adhesive sheet for example only with above-mentioned adhesive phase can be enumerated, with base material and be formed on base material two sides
Above-mentioned adhesive phase double-sided adhesive sheet, there is the one side bonding of base material and the above-mentioned adhesive phase being formed in base material one side
Piece and these bonding sheets are pasted with the viscous of the cover layer by lift-off processing on the face not contacted with base material of adhesive phase
Close the forms such as piece.
As base material and cover layer, can enumerate for example：The polyester films such as polyethylene terephthalate (PET)；Polyethylene,
The plastic foil of the polyolefin films such as polypropylene, vinyl-vinyl acetate copolymer etc..
Above-mentioned bar in the formation condition or gel fraction of the adhesive phase of bonding sheet, storage modulus and the column of adhesive phase one
Part is identical.
The thickness of the adhesive phase of bonding sheet is usually 5~75 μm from the viewpoint of bond properties is maintained, and preferably 10
~50 μm.The thickness of base material and cover layer is not particularly limited, but usually 10~125 μm, preferably 25~75 μm.
<Polarizer with adhesive phase>
The present invention the polarizer with adhesive phase have polarizer and at least one side of above-mentioned polarizer by this
The adhesive phase that invention polarizer is formed with adhesive composition.In addition, in this specification, " polarizer " is to include " polarizing coating "
Implication use.
As polarizer, polarizing coating known so far can be used.As known polarizing coating so far, it can enumerate and for example polarize
The multilayer film of polarizer protective layer of the element, with polarizer and configuration on polarizer in itself.
As polarizer, it can enumerate and contain it in the film for for example making to be made up of polyvinyl alcohol resin after polarized component
Stretched film obtained from stretching.As polyvinyl alcohol resin, such as polyvinyl alcohol, polyvinyl formal, poly- second can be enumerated
Ketene acetal, vinyl-vinyl acetate copolymer it is saponified.As polarized component, such as iodine or dichroic dye can be enumerated.
As polarizer protective layer, the film being for example made up of thermoplastic resin can be enumerated., can example as thermoplastic resin
Citing such as tri acetyl cellulose celluosic resin, polyester resin, polyethersulfone resin, polysulfone resin, polycarbonate resin, gather
Amide resin, polyimide resin, vistanex, (methyl) acrylic resin, cyclic polyolefin resin (borneol alkenes tree
Fat), polyarylate resin, polystyrene resin, polyvinyl alcohol resin and the two or more mixing in these resins
Thing.
The composition of polarizer can be enumerated and configured partially not on polarizer two sides from the viewpoint of lightweight slimming
Shake element protection film composition, at least one side of polarizer have thickness below 40 μm, preferably 35 μm, more preferably exist
The composition of less than 30 μm of polarizer diaphragm.
The gross thickness of polarizer is usually 10~250 μm, preferably 30~100 μm.
The method that adhesive phase is formed on polarizer surface is not particularly limited, and can enumerate using direct stick coating method etc. inclined
Shake and the method for drying after above-mentioned adhesive composition it is coated with piece surface, there is the polarizer bonding sheet of the present invention
Adhesive phase be transferred to the method for curing behind polarizer surface it.Dry and cooking conditions or gel fraction, storage modulus
Scope etc. with<Polaroid-bindnig oxidant layer>Described condition is identical in one column.
The thickness for the adhesive phase being formed on polarizer is usually 5~75 μm in terms of dry film thickness, preferably 10~50 μ
m.In addition, adhesive phase is formed at least one side of polarizer, adhesive phase can be enumerated and be only formed at polarizer one side
On form, adhesive phase be formed at form on polarizer two sides.
Furthermore it is also possible to such as protective layer, antiglare layer, phase separation layer, angle of visibility are laminated on above-mentioned polarizer improves layer
Deng the layer with other functions.
By the base that the polarizer of the invention with adhesive phase obtained in the manner described above is arranged on to liquid crystal cell
Liquid crystal cell is manufactured in plate surface.Here liquid crystal cell has liquid crystal layer by the construction clamped by two pieces of substrates.
As the substrate with liquid crystal cell, the glass plate such as alkali-free glass plate can be enumerated.The thickness of substrate is usually
0.05~3 millimeter, preferably 0.15~1 millimeter.
Embodiment
Below, more specific description is carried out to the present invention based on embodiment, but the invention is not restricted to these embodiments.Below
In the record of embodiment etc., unless otherwise instructed, " part " expression " mass parts ".
[evaluation of measuring method]
In following examples and comparative example, the assay method and evaluation method of various characters are as described below.
[weight average molecular weight (Mw) and number-average molecular weight (Mn)]
Using gel permeation chromatography (GPC method), tried to achieve (methyl) by polystyrene standard conversion under the following conditions
The weight average molecular weight (Mw) and number-average molecular weight (Mn) of acrylic copolymer.In addition, thus calculate molecular weight distribution (Mw/
Mn)。
Determine device：HLC-8320GPC (TOSOH Co., Ltd (East ソ ー (strain)) is produced)
The composition of GPC posts：Following 4 pedestals (all being produced by TOSOH Co., Ltd)
(1) TSKgel HxL-H (guard column)
(2)TSKgel GMHxL
(3)TSKgel GMHxL
(4)TSKgel G2500HxL
Flow velocity：1.0 ml/min
Column temperature：40℃
Sample solution concentration：1.5% (w/v) (being diluted with tetrahydrofuran)
Mobile phase solvent：Tetrahydrofuran
[Production Example 1] (manufacture of (methyl) acrylic copolymer (B1))
96.8 parts of propylene are added into the reaction unit for possessing mixer, reflux cooler, thermometer and nitrogen ingress pipe
Sour N-butyl (BA), 3 parts of acrylic acid 2- hydroxyl ethyl esters (2-HEA), 0.2 part of acrylic acid (AA) and 100 parts of ethyl acetate solvents, on one side
Nitrogen is imported while being warming up to 80 DEG C.Then, 0.1 part of 2,2'- azodiisobutyronitrile is added, is entered in nitrogen atmosphere at 80 DEG C
The row polymerisation of 6 hours.
After reaction terminates, it is diluted with ethyl acetate, obtained solid component concentration is about that 30 mass % polymer is molten
Liquid.The weight average molecular weight (Mw) of resulting (methyl) acrylic copolymer (B1) is 1,700,000, molecular weight distribution (Mw/Mn)
For 6.
[embodiment 1]
(1) modulation of adhesive composition
(methyl) acrylic copolymer obtained by the Production Example 1 that (is scaled 100 parts with solid constituent) to 333 parts
(B1) solution (the mass % of solid component concentration 30.0), 0.1 part of (solid constituent amount) isocyanates crosslinking agent are (comprehensive to grind chemical strain
Formula commercial firm (Integrated are ground chemical (strain)) " TD-75 " of manufacture, the mass % of solid constituent 75, ethyl acetate solution), 0.02 part of (solid
Component amount) epoxies crosslinking agent " E-5XM " of manufacture (Soken Chemical ＆ Engineering Co., Ltd.), 0.2 part (solid constituent amount) be silane coupled
Agent " KBM-403 " of manufacture (Shin-Etsu Chemial Co., Ltd's (SHIN-ETSU HANTOTAI's chemical industry (strain))), 1.5 parts (solid constituent amount) with
The ionic compound (A1,2- ethoxy trimethylammonium=bis- fluorine sulfimide) in cationic moiety with hydroxyl that following formula represents
Mixed, obtain adhesive composition.
(2) making of bonding sheet
In the polyethylene terephthalate film (PET film) Jing Guo lift-off processing, adhesive that above-mentioned (1) is obtained
Scraper for coating is used after composition defoaming, is dried 3 minutes at 90 DEG C, forms the film that dry film thickness is 20 μm.In the upper of film
State the PET film being bonded again on the reverse side of the sticking veneer of PET film by lift-off processing, stand 7 days under 23 DEG C/50%RH environment and
After curing it, obtain with the bonding sheet by the thickness clamped by 2 pieces of PET films for 20 μm of adhesive phase.Using resulting
Bonding sheet obtain gel fraction.As a result it is shown in table 1.
(3) making of the polarizer with adhesive phase
The adhesive phase of the bonding sheet obtained by above-mentioned (2) is attached at into layer to form by tri acetyl cellulose film (40 μ
The TAC of 25 μ m-thicks of the polarizer that m)/polyvinyl alcohol film (25 μm)/(25 μm) of tri acetyl cellulose film is formed
Plain film side, stand 7 days under 23 DEG C/50%RH environment and make its curing, obtain the polarizer with adhesive phase.Obtained by use
The polarizer with adhesive phase arrived, is evaluated bonding force and optical characteristics.As a result it is shown in table 1.
[embodiment 2~5, comparative example 1~3]
In addition to the ion combination species in embodiment 1 to be changed to in table 1 described content, according to implementation
The identical mode of example 1 manufactures adhesive composition, bonding sheet and the polarizer with adhesive phase, and each physical property is evaluated.Knot
Fruit is shown in table 1.
In addition, ionic compound (A2), (A3), (A4) and (A5) is respectively the compound that following formula represents.
[embodiment 6]
Except using layer to form by tri acetyl cellulose in the manufacturing process of the above-mentioned polarizer of (3) with adhesive phase
The polarizers of (25 μm) of film (40 μm)/polyvinyl alcohol film composition and the adhesive phase of bonding sheet is attached directly to polarizer
Polyvinyl alcohol film side face on beyond, according to the same manner as in Example 2, manufacture the polarizer with adhesive phase, it is right
Each physical property is evaluated.As a result it is shown in table 1.
[evaluation]
[gel fraction]
The adhesive that about 0.1g is gathered in bonding sheet obtained by from embodiment comparative example is placed in sampling bottle, is added
Shake after 30mL ethyl acetate 4 hours, then the content of the sampling bottle was carried out with 200 purposes stainless steel wire netting
Filter, dry mass is determined after carrying out the drying of 2 hours to the residue on wire netting at 100 DEG C.Bonding is obtained according to following formula
The gel fraction of agent.
Gel fraction (%)=(dry mass/adhesive acquisition quality) × 100 (%)
[bonding force]
The polarizer with adhesive phase obtained in embodiment comparative example is cut into 70mm × 25mm size, made
Into test film.PET film is peeled off from test film, pasted in a manner of adhesive phase is connected with glass plate it with 2kg roller
It is bonded on the one side for the glass plate that thickness is 2mm.Resulting layered product is placed under 23 DEG C/50%RH environment 2 hours it
Afterwards, polarizer end is pullled with the speed of 300 mm/mins along relative to the direction that glass pane surface is 90 °, surveyed
Determine bonding force (peel strength).
[optical characteristics]
Obtained in embodiment comparative example 2 pieces of polarizers with adhesive phase are cut into 310mm × 385mm chi
It is very little, test film is made.PET film is peeled off from test film, with laminating roll by it so that polarization axle is kept straight on mutually and adhesive phase
The mode to connect with glass plate is conformed on the two sides for the glass plate that thickness is 0.5 millimeter.Resulting layered product is being adjusted
Kept for 20 minutes into the autoclave of 50 DEG C/5 atmospheric pressure, breadboard is made.Then, it is divided light using UV, visible light near-infrared
Degree meter V-670 (Japan Spectroscopy Corporation (light splitting society of Japan) manufacture), is determined the orthogonal transmission of above-mentioned test film, is made with it
For orthogonal transmission at initial stage (%).All it is 0% in initial stage any one test film in embodiment comparative example of orthogonal transmission.
In addition, after the test film is placed 120 hours under the conditions of 85 DEG C/85%RH, transmitted initial stage according to measurement
Rate identical mode, orthogonal transmission is determined, as the straight trip transmissivity (%) after long duration test.
If the orthogonal transmission after long duration test below 3.5%, is regarded as polarization axle and distorts small, optical characteristics
Polarizer that is excellent and having no problem in practical.
[table 1]
Table 1
* ionic compound A1：Cationic moiety：2- ethoxy trimethyl ammonium cations
Anionicsite：Double fluorine sulfimide anion
Ionic compound A2：Cationic moiety：Double (2- ethoxys) Dimethyl Ammonium cations
Anionicsite：Double fluorine sulfimide anion
Ionic compound A3：Cationic moiety：Double (2- ethoxys) oleyl methyl ammonium cations
Anionicsite：Double fluorine sulfimide anion
Ionic compound A4：Cationic moiety：Three (2- ethoxys) methyl ammonium cations
Anionicsite：Double fluorine sulfimide anion
Ionic compound A5：Cationic moiety：Glycidyltrimetiiylammonium ammonium cation
Anionicsite：Double fluorine sulfimide anion
Ionic compound A6：Cationic moiety：1- hexyl -4- methylpyridinium cations
Anionicsite：Double fluorine sulfimide anion
Ionic compound A7：Cationic moiety：Tributyl-methyl phosphonium ammonium cation
Anionicsite：Double fluorine sulfimide anion
Ionic compound A8：Cationic moiety：1- ethyl-3-methylimidazole cations
Anionicsite：Double fluorine sulfimide anion
By above-described embodiment and comparative example, using the layered product that the adhesive composition of the present invention obtains even in
After long duration test under the conditions of hot and humid, the reduction for transmissivity of keeping straight on is also few, is maintained at and is adapted to practical numerical value, durability
It is excellent and can effectively suppress harmful effect of the adhesive phase to polarizer optical characteristics.
Industrial practicality
The polarizer of the present invention is used as entering the polarizer for forming liquid crystal cell with substrate with adhesive composition
The adhesive of row fitting.The polarizer with adhesive phase of the present invention can be used for liquid crystal cell purposes.
Claims (8)
1. a kind of polarizer adhesive composition, it is (methyl) containing ionic compound (A), with cross-linking functional group
The polarizer adhesive composition of acrylic copolymer (B) and crosslinking agent (C), it is characterised in that the ionic compound
(A) it is to be made up of cationic moiety and anionicsite and there are more than one reactive functional groups in cationic moiety
Compound.
2. polarizer adhesive composition as claimed in claim 1, it is characterised in that the sun of the ionic compound (A)
Ionic portions have the hydroxyl or glycidyl as reactive functional groups.
3. polarizer adhesive composition as claimed in claim 1 or 2, it is characterised in that the ionic compound (A)
Anionicsite contains fluorine.
4. such as polarizer adhesive composition according to any one of claims 1 to 3, it is characterised in that the ionization
The anionicsite of compound (A) is double fluorine sulfimide anion and/or bis-trifluoromethylsulfoandimide anion.
5. such as polarizer adhesive composition according to any one of claims 1 to 4, it is characterised in that the ionization
The cationic moiety of compound (A) is the cation that any of below general formula (1)~(3) represent：
In above formula (1)~(3), R1For the straight or branched alkyl or alkenyl of carbon number 1~18, R2For the alkylene of carbon number 2~4
Base, multiple R1Or R2Can be each identical, can also be different.
6. a kind of adhesive phase, it is formed by polarizer according to any one of claims 1 to 5 with adhesive composition.
7. a kind of polarizer with adhesive phase, it is characterised in that have at least one side of polarizer described in claim 6
Adhesive phase.
8. the polarizer with adhesive phase as claimed in claim 7, it is characterised in that the polarizer protection of the polarizer
The thickness of layer is below 40 μm, or the polarizer does not have polarizer protective layer.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2015-148532 | 2015-07-28 | ||
| JP2015148532 | 2015-07-28 | ||
| PCT/JP2016/069599 WO2017018125A1 (en) | 2015-07-28 | 2016-07-01 | Adhesive composition for polarizing plates, adhesive layer and polarizing pate with adhesive layer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN107849416A true CN107849416A (en) | 2018-03-27 |
Family
ID=57885233
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|---|---|---|---|
| CN201680042158.2A Pending CN107849416A (en) | 2015-07-28 | 2016-07-01 | Polarizer adhesive composition, adhesive phase and the polarizer with adhesive phase |
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| Country | Link |
|---|---|
| JP (1) | JPWO2017018125A1 (en) |
| KR (1) | KR20180033453A (en) |
| CN (1) | CN107849416A (en) |
| TW (1) | TW201710345A (en) |
| WO (1) | WO2017018125A1 (en) |
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| CN1561364A (en) * | 2001-08-02 | 2005-01-05 | 3M创新有限公司 | Optically clear and antistatic pressure sensitive adhesives |
| JP2006342191A (en) * | 2005-06-07 | 2006-12-21 | Nitto Denko Corp | Pressure-sensitive adhesive composition and pressure-sensitive adhesive sheets |
| CN101768415A (en) * | 2008-12-30 | 2010-07-07 | 第一毛织株式会社 | Antistatic adhesive composition, adhesive film using the same, method for producing the adhesive film, and method of fabricating liquid crystal display |
| CN102449092A (en) * | 2009-06-09 | 2012-05-09 | 日本合成化学工业株式会社 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive for optical member, and optical member with pressure-sensitive adhesive layer obtained using same |
| CN103403117A (en) * | 2011-03-10 | 2013-11-20 | 住友化学株式会社 | Optical film having adhesive agent, and optical laminated body in which same is used |
| JP2014137477A (en) * | 2013-01-17 | 2014-07-28 | Sumitomo Chemical Co Ltd | Polarizing plate |
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|---|---|---|---|---|
| EP2139971A4 (en) * | 2007-04-13 | 2011-09-21 | 3M Innovative Properties Co | Antistatic optically clear pressure sensitive adhesive |
| JP5384005B2 (en) * | 2007-12-27 | 2014-01-08 | サイデン化学株式会社 | Adhesive composition, adhesive article, optical adhesive composition and adhesive method |
| JP5569278B2 (en) * | 2010-09-10 | 2014-08-13 | コニカミノルタ株式会社 | Optical film |
| CN104105769B (en) * | 2012-02-10 | 2016-06-15 | 住友化学株式会社 | The manufacture method of the blooming of adhesive sheet, band tackiness agent, optical laminate and adhesive sheet |
| JP6062270B2 (en) * | 2013-01-31 | 2017-01-18 | 日本カーバイド工業株式会社 | Adhesive composition and optical member surface protective film |
| WO2015046225A1 (en) * | 2013-09-30 | 2015-04-02 | 富士フイルム株式会社 | Polarizing plate and image display device |
| JP2017025258A (en) * | 2015-07-28 | 2017-02-02 | 第一工業製薬株式会社 | Antistatic agent for adhesives |
-
2016
- 2016-07-01 JP JP2017531099A patent/JPWO2017018125A1/en active Pending
- 2016-07-01 WO PCT/JP2016/069599 patent/WO2017018125A1/en active Application Filing
- 2016-07-01 CN CN201680042158.2A patent/CN107849416A/en active Pending
- 2016-07-01 KR KR1020177035186A patent/KR20180033453A/en not_active Application Discontinuation
- 2016-07-25 TW TW105123420A patent/TW201710345A/en unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1561364A (en) * | 2001-08-02 | 2005-01-05 | 3M创新有限公司 | Optically clear and antistatic pressure sensitive adhesives |
| JP2006342191A (en) * | 2005-06-07 | 2006-12-21 | Nitto Denko Corp | Pressure-sensitive adhesive composition and pressure-sensitive adhesive sheets |
| CN101768415A (en) * | 2008-12-30 | 2010-07-07 | 第一毛织株式会社 | Antistatic adhesive composition, adhesive film using the same, method for producing the adhesive film, and method of fabricating liquid crystal display |
| CN102449092A (en) * | 2009-06-09 | 2012-05-09 | 日本合成化学工业株式会社 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive for optical member, and optical member with pressure-sensitive adhesive layer obtained using same |
| CN103403117A (en) * | 2011-03-10 | 2013-11-20 | 住友化学株式会社 | Optical film having adhesive agent, and optical laminated body in which same is used |
| JP2014137477A (en) * | 2013-01-17 | 2014-07-28 | Sumitomo Chemical Co Ltd | Polarizing plate |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20180033453A (en) | 2018-04-03 |
| WO2017018125A1 (en) | 2017-02-02 |
| JPWO2017018125A1 (en) | 2018-06-14 |
| TW201710345A (en) | 2017-03-16 |
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