JP2010229321A - Adhesive composition for optical use - Google Patents
Adhesive composition for optical use Download PDFInfo
- Publication number
- JP2010229321A JP2010229321A JP2009079296A JP2009079296A JP2010229321A JP 2010229321 A JP2010229321 A JP 2010229321A JP 2009079296 A JP2009079296 A JP 2009079296A JP 2009079296 A JP2009079296 A JP 2009079296A JP 2010229321 A JP2010229321 A JP 2010229321A
- Authority
- JP
- Japan
- Prior art keywords
- mass
- adhesive composition
- sensitive adhesive
- polarizing plate
- monomer
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 43
- 230000003287 optical effect Effects 0.000 title claims abstract description 22
- 239000000853 adhesive Substances 0.000 title claims abstract description 14
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 35
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 30
- 229920001577 copolymer Polymers 0.000 claims abstract description 27
- 239000002216 antistatic agent Substances 0.000 claims abstract description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000008040 ionic compounds Chemical class 0.000 claims abstract description 9
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 8
- 229920006243 acrylic copolymer Polymers 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 6
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 55
- -1 alkoxyethyl adipate Chemical compound 0.000 claims description 40
- 229920002284 Cellulose triacetate Polymers 0.000 claims description 13
- 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 claims description 13
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical group COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 8
- 239000004985 Discotic Liquid Crystal Substance Substances 0.000 claims description 8
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 7
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 7
- 239000000758 substrate Substances 0.000 claims description 7
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229920003050 poly-cycloolefin Polymers 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- XDEQOBPALZZTCA-UHFFFAOYSA-N 1-octylpyridin-1-ium Chemical compound CCCCCCCC[N+]1=CC=CC=C1 XDEQOBPALZZTCA-UHFFFAOYSA-N 0.000 claims description 5
- ZBNUPFFWKFWMRY-UHFFFAOYSA-N 6-(2,2-dipropoxyethoxy)-6-oxohexanoic acid Chemical compound CCCOC(COC(=O)CCCCC(=O)O)OCCC ZBNUPFFWKFWMRY-UHFFFAOYSA-N 0.000 claims description 5
- 229920008347 Cellulose acetate propionate Polymers 0.000 claims description 5
- IHTSDBYPAZEUOP-UHFFFAOYSA-N bis(2-butoxyethyl) hexanedioate Chemical compound CCCCOCCOC(=O)CCCCC(=O)OCCOCCCC IHTSDBYPAZEUOP-UHFFFAOYSA-N 0.000 claims description 5
- NJEMMCIKSMMBDM-UHFFFAOYSA-N bis(2-ethoxyethyl) hexanedioate Chemical compound CCOCCOC(=O)CCCCC(=O)OCCOCC NJEMMCIKSMMBDM-UHFFFAOYSA-N 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- PLZKUGNPZXCRBY-UHFFFAOYSA-N 1-nonylpyridin-1-ium Chemical compound CCCCCCCCC[N+]1=CC=CC=C1 PLZKUGNPZXCRBY-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 claims description 4
- MFMBELVKZWEQOM-UHFFFAOYSA-N 1-decylpyridin-1-ium Chemical compound CCCCCCCCCC[N+]1=CC=CC=C1 MFMBELVKZWEQOM-UHFFFAOYSA-N 0.000 claims description 3
- ZEADHTIGGVKXDB-UHFFFAOYSA-N 1-undecylpyridin-1-ium Chemical compound CCCCCCCCCCC[N+]1=CC=CC=C1 ZEADHTIGGVKXDB-UHFFFAOYSA-N 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims 2
- 150000002500 ions Chemical class 0.000 claims 1
- 239000004973 liquid crystal related substance Substances 0.000 abstract description 22
- 241000519995 Stachys sylvatica Species 0.000 abstract description 18
- 239000012790 adhesive layer Substances 0.000 abstract description 4
- 125000004848 alkoxyethyl group Chemical group 0.000 abstract 1
- 239000003086 colorant Substances 0.000 abstract 1
- 230000003068 static effect Effects 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 17
- 238000011156 evaluation Methods 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 238000005187 foaming Methods 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 230000008602 contraction Effects 0.000 description 4
- KTQDYGVEEFGIIL-UHFFFAOYSA-N n-fluorosulfonylsulfamoyl fluoride Chemical compound FS(=O)(=O)NS(F)(=O)=O KTQDYGVEEFGIIL-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229920002799 BoPET Polymers 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 239000013522 chelant Substances 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920001228 polyisocyanate Polymers 0.000 description 3
- 239000005056 polyisocyanate Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 150000003384 small molecules Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 description 2
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical group C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- IKYAJDOSWUATPI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propane-1-thiol Chemical compound CO[Si](C)(OC)CCCS IKYAJDOSWUATPI-UHFFFAOYSA-N 0.000 description 2
- HMUXFMGHIBFLOV-UHFFFAOYSA-N C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.C(CCCCCCC)[N+]1=CC=CC=C1 Chemical compound C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.C(CCCCCCC)[N+]1=CC=CC=C1 HMUXFMGHIBFLOV-UHFFFAOYSA-N 0.000 description 2
- 229920002873 Polyethylenimine Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical group C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 210000002858 crystal cell Anatomy 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000007789 gas Substances 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
- 239000003960 organic solvent Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- VPBZZPOGZPKYKX-UHFFFAOYSA-N 1,2-diethoxypropane Chemical compound CCOCC(C)OCC VPBZZPOGZPKYKX-UHFFFAOYSA-N 0.000 description 1
- MUQSWANZGJSVNN-UHFFFAOYSA-N 1,2-dimethoxyethane 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethanol Chemical compound C(COCCOCCOCCO)O.C(OC)COC MUQSWANZGJSVNN-UHFFFAOYSA-N 0.000 description 1
- LEEANUDEDHYDTG-UHFFFAOYSA-N 1,2-dimethoxypropane Chemical compound COCC(C)OC LEEANUDEDHYDTG-UHFFFAOYSA-N 0.000 description 1
- PVMMVWNXKOSPRB-UHFFFAOYSA-N 1,2-dipropoxypropane Chemical compound CCCOCC(C)OCCC PVMMVWNXKOSPRB-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- QMGJMGFZLXYHCR-UHFFFAOYSA-N 1-(2-butoxypropoxy)butane Chemical compound CCCCOCC(C)OCCCC QMGJMGFZLXYHCR-UHFFFAOYSA-N 0.000 description 1
- HQSLKNLISLWZQH-UHFFFAOYSA-N 1-(2-propoxyethoxy)propane Chemical compound CCCOCCOCCC HQSLKNLISLWZQH-UHFFFAOYSA-N 0.000 description 1
- QRUDYUQVHZEMPL-UHFFFAOYSA-N 1-[2-(2-hexoxyethoxy)ethoxy]hexane Chemical compound CCCCCCOCCOCCOCCCCCC QRUDYUQVHZEMPL-UHFFFAOYSA-N 0.000 description 1
- KHQJNEJLVXQVAK-UHFFFAOYSA-N 1-[2-[2-[2-[2-[2-(2-propoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propane Chemical compound CCCOCCOCCOCCOCCOCCOCCOCCC KHQJNEJLVXQVAK-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- RERATEUBWLKDFE-UHFFFAOYSA-N 1-methoxy-2-[2-(2-methoxypropoxy)propoxy]propane Chemical compound COCC(C)OCC(C)OCC(C)OC RERATEUBWLKDFE-UHFFFAOYSA-N 0.000 description 1
- XLLFHXMGUFEXJQ-UHFFFAOYSA-N 1-methoxy-2-[2-[2-[2-[2-(2-methoxypropoxy)propoxy]propoxy]propoxy]propoxy]propane Chemical compound COCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OC XLLFHXMGUFEXJQ-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- HLIQLHSBZXDKLV-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-phenoxyethanol Chemical compound OCCOCC(O)OC1=CC=CC=C1 HLIQLHSBZXDKLV-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
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- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 1
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- 239000007983 Tris buffer Substances 0.000 description 1
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- CVPZXHCZKMFVOZ-UHFFFAOYSA-N [4-(benzoyloxymethyl)cyclohexyl]methyl benzoate Chemical group C=1C=CC=CC=1C(=O)OCC(CC1)CCC1COC(=O)C1=CC=CC=C1 CVPZXHCZKMFVOZ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
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- 239000000654 additive Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 239000007869 azo polymerization initiator Substances 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
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Landscapes
- Polarising Elements (AREA)
- Liquid Crystal (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
本発明は、液晶表示装置の液晶セルなどの光学部品に偏光板などの部材を貼着するために用いる光学用粘着剤組成物に関する。 The present invention relates to an optical pressure-sensitive adhesive composition used for attaching a member such as a polarizing plate to an optical component such as a liquid crystal cell of a liquid crystal display device.
液晶表示装置を構成する液晶セルは、所定の方向に配向した液晶成分を２枚のガラス基板で挟み、これらのガラス基板の外側に光学用粘着剤組成物から形成された粘着剤層を介して偏光板または偏光板と位相差板との積層体などの光学機能性フィルムを貼着してなるものである。近年、車両搭載用、屋外計器用およびパソコンなどのディスプレイまたはテレビなどの表示装置の軽量化および薄型化により、液晶表示装置が広く使用されるようになり、その需要はますます増加傾向にある。それに伴い液晶表示装置の使用環境も、屋内外を問わず非常に過酷になってきている。 A liquid crystal cell constituting a liquid crystal display device includes a liquid crystal component oriented in a predetermined direction sandwiched between two glass substrates, and an adhesive layer formed from an optical adhesive composition on the outside of these glass substrates. An optical functional film such as a polarizing plate or a laminate of a polarizing plate and a retardation plate is attached. In recent years, liquid crystal display devices have been widely used due to the reduction in weight and thickness of displays for vehicles, outdoor instruments, and displays such as personal computers or televisions, and the demand for such devices has been increasing. As a result, the usage environment of liquid crystal display devices has become extremely harsh, both indoors and outdoors.
液晶表示装置に使用される偏光板は、ポリビニルアルコール系偏光子の両面をトリアセチルセルロース系保護フィルムで挟んだ３層構造を有しているが、それらの材料の特性から寸法安定性に乏しい。また、偏光板などの光学機能性フィルムは延伸によって成形されているため、経時による伸縮が起こり易い。このため、液晶表示装置においては、光学機能性フィルムの伸縮により生じる内部応力を、粘着剤層が吸収・緩和できないと、光学機能性フィルムに作用する残留応力の分布が不均一となり、特にその周縁部に応力が集中する。その結果、液晶表示装置の周縁部が中央より明るくなったり、または暗くなったりし、液晶表示装置に色むら・白抜け現象が発生する原因になる。 A polarizing plate used in a liquid crystal display device has a three-layer structure in which both surfaces of a polyvinyl alcohol polarizer are sandwiched between triacetyl cellulose protective films, but has poor dimensional stability due to the characteristics of these materials. In addition, since an optical functional film such as a polarizing plate is formed by stretching, it tends to expand and contract over time. For this reason, in the liquid crystal display device, if the pressure-sensitive adhesive layer cannot absorb / relax the internal stress generated by the expansion / contraction of the optical functional film, the distribution of residual stress acting on the optical functional film becomes non-uniform, Stress concentrates on the part. As a result, the peripheral edge of the liquid crystal display device becomes brighter or darker than the center, which causes color unevenness and white spots in the liquid crystal display device.
また、液晶表示装置に色むら・白抜け現象が発生する他の要因として、応力によって光学機能性フィルムや粘着剤層に発生する光学的な歪（複屈折の発生など）が考えられる。 Further, as another factor that causes color unevenness and white spot phenomenon in the liquid crystal display device, optical distortion (such as generation of birefringence) generated in the optical functional film or the pressure-sensitive adhesive layer due to stress can be considered.
上記の問題点を解決するために多くの手段が検討されてきた。例えば、特許文献１では、（メタ）アクリル酸エステルを主成分とするポリマーと架橋剤とからなる粘着剤組成物であって、硬化後のゲル分率が３０〜６０％のものが開示されている。しかしながら、この技術では、偏光板が、ディスコティック液晶がコートされている偏光板、延伸トリアセチルセルロース系フィルム、延伸ポリシクロオレフィン系フィルム、延伸セルロースアセテートプロピオネートフィルム、またはポリメチルメタクリレートフィルムを基材とする偏光板である場合には、十分に色むらおよび白抜けを抑えることができない。 Many means have been studied to solve the above problems. For example, Patent Document 1 discloses a pressure-sensitive adhesive composition comprising a polymer mainly composed of (meth) acrylic acid ester and a cross-linking agent and having a gel fraction of 30 to 60% after curing. Yes. However, in this technology, the polarizing plate is based on a polarizing plate coated with a discotic liquid crystal, a stretched triacetyl cellulose film, a stretched polycycloolefin film, a stretched cellulose acetate propionate film, or a polymethyl methacrylate film. In the case of a polarizing plate as a material, color unevenness and white spots cannot be sufficiently suppressed.
特許文献２では、特定の分子量を有する（メタ）アクリル酸エステルを主成分とするポリマーと架橋剤とからなる粘着剤組成物であって、硬化後のゲル分率が４５〜９５％（実施例では５５〜７２％）のものが開示されている。しかしながら、この技術では、偏光板が、ディスコティック液晶がコートされている偏光板、延伸トリアセチルセルロース系フィルム、延伸ポリシクロオレフィン系フィルム、延伸セルロースアセテートプロピオネートフィルム、またはポリメチルメタクリレートフィルムを基材とする偏光板である場合には、十分に色むらおよび白抜けを抑えることができない。 In patent document 2, it is an adhesive composition which consists of a polymer which has (meth) acrylic acid ester which has specific molecular weight as a main component, and a crosslinking agent, Comprising: The gel fraction after hardening is 45-95% (Example) In this case, 55-72%) is disclosed. However, in this technology, the polarizing plate is based on a polarizing plate coated with a discotic liquid crystal, a stretched triacetyl cellulose film, a stretched polycycloolefin film, a stretched cellulose acetate propionate film, or a polymethyl methacrylate film. In the case of a polarizing plate as a material, color unevenness and white spots cannot be sufficiently suppressed.
本発明の目的は、液晶表示装置を構成する偏光板に使用する粘着剤組成物であって、帯電防止性に優れるとともに、偏光板の伸縮に起因する液晶表示装置の色むら・白抜け現象の発生を防止でき、リワーク性にも優れた粘着剤層を形成するための光学用粘着剤組成物を提供することである。 An object of the present invention is a pressure-sensitive adhesive composition used for a polarizing plate constituting a liquid crystal display device, which is excellent in antistatic properties, and is free from uneven color and white spots of a liquid crystal display device due to expansion and contraction of the polarizing plate. It is an object to provide an optical pressure-sensitive adhesive composition for forming a pressure-sensitive adhesive layer that can be prevented from occurring and has excellent reworkability.
上記の課題を解決するために、本発明者らは鋭意研究を重ねた結果、以下の本発明によって上記目的が達成されることを見いだした。
すなわち、本発明は、カルボキシル基および／または水酸基を含有する単量体単位を０．１〜５質量％含むアクリル共重合体と、帯電防止剤としての５０質量％トルエン溶解時の電気伝導度が２００ｍｓ／ｍ以上のイオン性化合物を上記共重合体１００質量部当たり１〜２０質量部と、グリコールエーテルおよび／またはアルコキシエチルアジペートを上記共重合体１００質量部当たり１〜４０質量部と、架橋剤を含むことを特徴とする光学用粘着剤組成物を提供する。
In order to solve the above-mentioned problems, the present inventors have conducted intensive studies and found that the above-described object can be achieved by the present invention described below.
That is, the present invention has an electrical conductivity when dissolved in an acrylic copolymer containing 0.1 to 5% by mass of a monomer unit containing a carboxyl group and / or a hydroxyl group and 50% by mass of toluene as an antistatic agent. 1 to 20 parts by mass of an ionic compound of 200 ms / m or more per 100 parts by mass of the copolymer, 1 to 40 parts by mass of glycol ether and / or alkoxyethyl adipate per 100 parts by mass of the copolymer, and a crosslinking agent An optical pressure-sensitive adhesive composition is provided.
上記本発明においては、帯電防止剤が、窒素原子に置換基として炭素数８〜１６のアルキル基を有し、それ以外のα位からγ位までに置換基の無いピリジニウム系カチオンと、六フッ化リン酸アニオン、ビス（フルオロスルホニル）イミドアニオンまたはビス（トリフルオロメタンスルホニル）イミドアニオンとの塩であり、５０質量％トルエン溶解時の電気伝導度が２００ｍｓ／ｍ以上のイオン性化合物であること；アクリル共重合体が、（メタ）アクリル酸の炭素数１〜１８のアルキルエステル単量体ａと、芳香環を有する共重合可能な単量体ｂと、カルボキシル基および／または水酸基を含有する共重合可能な単量体ｃとの共重合体であり、単量体ａ〜ｃの合計を１００質量％としたときに、単量体ｂが５〜３０質量％、単量体ｃが０．１〜５質量％、および残りが単量体ａであり、重量平均分子量が７０万以上で、シランカップリング剤を含むことが好ましい。 In the present invention, the antistatic agent has an alkyl group having 8 to 16 carbon atoms as a substituent on the nitrogen atom, and a pyridinium cation having no substituent from the α position to the γ position, and hexafluorine. A phosphonic acid anion, a bis (fluorosulfonyl) imide anion or a salt with a bis (trifluoromethanesulfonyl) imide anion, and an ionic compound having an electric conductivity of 200 ms / m or more when dissolved in 50% by mass of toluene; The acrylic copolymer is a copolymer containing (meth) acrylic acid alkyl ester monomer a having 1 to 18 carbon atoms, copolymerizable monomer b having an aromatic ring, carboxyl group and / or hydroxyl group. It is a copolymer with the polymerizable monomer c, and when the total of the monomers a to c is 100% by mass, the monomer b is 5 to 30% by mass and the monomer c is 0.1%. It is preferable that 1-5 mass% and the remainder are the monomer a, a weight average molecular weight is 700,000 or more, and a silane coupling agent is included.
また、本発明においては、ピリジニウム系カチオンが、１−オクチルピリジニウム、１−ノニルピリジニウム、１−デシルピリジニウムまたは１−ウンデシルピリジニウムであること；グリコールエーテルまたはアルコキシエチルアジペートが、ジメチレングリコールジメチルエーテル、トリエチレングリコールジメチルエーテル、テトラエチレングリコールジメチルエーテル、ジエトキシエチルアジペート、ジプロポキシエチルアジペートまたはジブトキシエチルアジペートであることが好ましい。 In the present invention, the pyridinium cation is 1-octylpyridinium, 1-nonylpyridinium, 1-decylpyridinium or 1-undecylpyridinium; glycol ether or alkoxyethyl adipate is dimethylene glycol dimethyl ether, Ethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, diethoxyethyl adipate, dipropoxyethyl adipate or dibutoxyethyl adipate are preferred.
前記本発明の粘着剤組成物は、偏光板用として有用であり、特に該偏光板が、ディスコティック液晶がコートされている偏光板、延伸トリアセチルセルロース系フィルム、延伸ポリシクロオレフィン系フィルム、延伸セルロースアセテートプロピオネートフィルム、またはポリメチルメタクリレートフィルムを基材とする偏光板であることが好ましい。 The pressure-sensitive adhesive composition of the present invention is useful as a polarizing plate. In particular, the polarizing plate is a polarizing plate coated with a discotic liquid crystal, a stretched triacetylcellulose-based film, a stretched polycycloolefin-based film, and a stretched film. A polarizing plate based on a cellulose acetate propionate film or a polymethyl methacrylate film is preferred.
本発明によれば、帯電防止性に優れるとともに、偏光板の伸縮に起因する液晶表示装置の色むら・白抜け現象の発生を防止でき、リワーク性にも優れた粘着剤層を形成するための光学用粘着剤組成物を提供することができる。 According to the present invention, it is possible to form a pressure-sensitive adhesive layer that has excellent antistatic properties, can prevent the occurrence of uneven color and white spots in liquid crystal display devices due to expansion and contraction of a polarizing plate, and has excellent reworkability. An optical pressure-sensitive adhesive composition can be provided.
次に発明を実施するための形態を挙げて本発明をさらに詳しく説明する。なお、本明細書および特許請求の範囲における「（メタ）アクリル」という用語は、「アクリル」および「メタクリル」の双方を意味し、また、「（メタ）アクリレート」という用語は、「アクリレート」および「メタクリレート」の双方を意味する。 Next, the present invention will be described in more detail with reference to modes for carrying out the invention. In the present specification and claims, the term “(meth) acryl” means both “acryl” and “methacryl”, and the term “(meth) acrylate” It means both “methacrylate”.
本発明で使用するアクリル共重合体は、（メタ）アクリル酸の炭素数１〜１８のアルキルエステル単量体ａと、芳香環を有する共重合可能な単量体ｂと、カルボキシル基および／または水酸基を含有する共重合可能な単量体ｃとの共重合体であり、単量体ａ〜ｃの合計を１００質量％としたときに、単量体ｂが５〜３０質量％、単量体ｃが０．１〜５質量％、および残りが単量体ａであることが好ましい。 The acrylic copolymer used in the present invention comprises (meth) acrylic acid alkyl ester monomer a having 1 to 18 carbon atoms, copolymerizable monomer b having an aromatic ring, carboxyl group and / or It is a copolymer with a copolymerizable monomer c containing a hydroxyl group, and when the total of the monomers a to c is 100% by mass, the monomer b is 5 to 30% by mass, It is preferable that the body c is 0.1 to 5% by mass and the remainder is the monomer a.
前記（メタ）アクリル酸の炭素数１〜１８のアルキルエステル単量体ａとしては、例えば、メチル（メタ）アクリレート、エチル（メタ）アクリレート、プロピル（メタ）アクリレート、ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、２−エチルへキシル（メタ）アクリレート、オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、イソノニル（メタ）アクリレート、ラウリル（メタ）アクリレートなどのアルキル（メタ）アクリレートなどが挙げられ、これらは単独でも或いは組み合わせてもよい。 Examples of the alkyl ester monomer a having 1 to 18 carbon atoms of (meth) acrylic acid include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, and isobutyl ( Examples include alkyl (meth) acrylates such as (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, isooctyl (meth) acrylate, isononyl (meth) acrylate, lauryl (meth) acrylate, and the like. May be used alone or in combination.
前記単量体ｂとしては、例えば、フェノキシエチル（メタ）アクリレート、ベンジル（メタ）アクリレートなどの芳香族環を有する単量体が挙げられる。これらは単独でも或いは組み合わせてもよい。 Examples of the monomer b include monomers having an aromatic ring such as phenoxyethyl (meth) acrylate and benzyl (meth) acrylate. These may be used alone or in combination.
前記単量体ｂの使用割合が５質量％未満であると、液晶表示装置の色むら・白抜け現象の発生を防止できない。一方、前記単量体ｂの使用割合が３０質量％を超えると、液晶表示装置の色むら・白抜け現象の発生を防止することができるが、使用割合が増え過ぎることで、逆に色むら・白抜け現象が悪くなる可能性があるため好ましくない。 When the proportion of the monomer b used is less than 5% by mass, it is impossible to prevent the occurrence of uneven color and white spots in the liquid crystal display device. On the other hand, when the proportion of the monomer b used exceeds 30% by mass, it is possible to prevent the occurrence of color unevenness and white spots in the liquid crystal display device. -It is not preferable because the white spot phenomenon may be deteriorated.
前記単量体ｃとしては、例えば、（メタ）アクリル酸、カルボキシエチル（メタ）アクリレート、ヒドロキシエチル（メタ）アクリレート、ヒドロキシプロピル（メタ）アクリレート、ヒドロキシブチル（メタ）アクリレートなどが挙げられ、これらの単量体ｃはいずれも粘着剤の分野において公知であり、公知の単量体ｃはいずれも本発明で使用することができる。 Examples of the monomer c include (meth) acrylic acid, carboxyethyl (meth) acrylate, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, and the like. Any monomer c is known in the field of pressure-sensitive adhesives, and any known monomer c can be used in the present invention.
前記単量体ｃの使用割合が０．１質量％未満であると、共重合体の架橋が不十分となり、耐久性に劣る。一方、前記単量体ｃの使用割合が５質量％を超えると、耐久性において剥がれが発生し易くなる。 When the proportion of the monomer c used is less than 0.1% by mass, the copolymer is insufficiently crosslinked, resulting in poor durability. On the other hand, when the proportion of the monomer c used exceeds 5% by mass, peeling tends to occur in durability.
上記単量体ａ〜ｃを共重合して得られる共重合体の重量平均分子量（ＧＰＣ測定、標準ポリスチレン換算）は７０万以上、好ましくは１００万〜２００万であり、より好ましい重量平均分子量は１３０万〜１８０万である。重量平均分子量が７０万未満であると、粘着剤組成物とし、かつ粘着剤層を形成した場合、その粘着剤層の耐久性が不十分となる。一方、重量平均分子量が、２００万を超えると色むら・白抜け現象の発生の抑制が不十分であるので好ましくない。 The weight average molecular weight (GPC measurement, standard polystyrene conversion) of the copolymer obtained by copolymerizing the monomers a to c is 700,000 or more, preferably 1 million to 2 million, and a more preferred weight average molecular weight is 1.3 to 1.8 million. When the weight average molecular weight is less than 700,000, when the pressure-sensitive adhesive composition is formed and the pressure-sensitive adhesive layer is formed, the durability of the pressure-sensitive adhesive layer becomes insufficient. On the other hand, if the weight average molecular weight exceeds 2 million, it is not preferable because the suppression of the occurrence of uneven color and white spots is insufficient.
上記の粘着剤組成物において使用する共重合体は、通常の溶液重合、塊状重合、乳化重合または懸濁重合などにより製造することができるが、上記共重合体が溶液として得られる溶液重合により製造することが好ましい。上記共重合体が溶液として得られることにより、そのまま本発明の粘着剤組成物の製造に使用することができる。この溶液重合に使用する溶剤としては、例えば、酢酸エチル、トルエン、ｎ−ヘキサン、アセトン、メチルエチルケトンなどの有機溶剤を挙げることができる。 The copolymer used in the pressure-sensitive adhesive composition can be produced by ordinary solution polymerization, bulk polymerization, emulsion polymerization, suspension polymerization, or the like, but is produced by solution polymerization in which the copolymer is obtained as a solution. It is preferable to do. By obtaining the copolymer as a solution, it can be used as it is for the production of the pressure-sensitive adhesive composition of the present invention. Examples of the solvent used for the solution polymerization include organic solvents such as ethyl acetate, toluene, n-hexane, acetone, and methyl ethyl ketone.
また、重合に使用する重合開始剤としては、例えば、ベンゾイルパーオキシド、ラウリルパーオキシドなどの過酸化物、アゾビスイソブチロニトリル、アゾビスバレロニトリルなどのアゾビス化合物または高分子アゾ重合開始剤などを挙げることができ、これらは単独でもまたは組み合わせても使用することができる。また、上記重合においては、共重合体の分子量を調整するために従来公知の連鎖移動剤を使用することができる。 Examples of the polymerization initiator used in the polymerization include peroxides such as benzoyl peroxide and lauryl peroxide, azobis compounds such as azobisisobutyronitrile and azobisvaleronitrile, and polymer azo polymerization initiators. These can be used alone or in combination. Moreover, in the said superposition | polymerization, in order to adjust the molecular weight of a copolymer, a conventionally well-known chain transfer agent can be used.
本発明で使用する帯電防止剤は、特に限定されないが、窒素原子に置換基として炭素数８〜１６のアルキル基を有し、それ以外のα位からγ位までに置換基の無いピリジニウム系カチオンと、六フッ化リン酸アニオン、ビス（フルオロスルホニル）イミドアニオンまたはビス（トリフルオロメタンスルホニル）イミドアニオンとの塩であり、５０質量％トルエン溶解時の電気伝導度が２００ｍｓ／ｍ以上のイオン性化合物であることが好ましい。上記イオン性化合物の５０質量％トルエン溶解時の電気伝導度が２００ｍｓ／ｍ未満であると、帯電防止性に劣り、粘着剤層の表面抵抗を１．０×１０10Ω／□以下にすることができない。 The antistatic agent used in the present invention is not particularly limited, but a pyridinium cation having an alkyl group having 8 to 16 carbon atoms as a substituent on the nitrogen atom and having no substituent from the α position to the γ position. And an ionic compound having an electric conductivity of 200 ms / m or more when dissolved in 50% by mass of toluene, and a salt of hexafluorophosphate anion, bis (fluorosulfonyl) imide anion or bis (trifluoromethanesulfonyl) imide anion It is preferable that When the electric conductivity of the ionic compound dissolved in 50% by mass of toluene is less than 200 ms / m, the antistatic property is inferior, and the surface resistance of the pressure-sensitive adhesive layer is 1.0 × 10 10 Ω / □ or less. I can't.
前記ピリジニウム系カチオンとしては、１−オクチルピリジニウム、１−ノニルピリジニウム、１−デシルピリジニウムまたは１−ウンデシルピリジニウムであることが好ましい。 The pyridinium cation is preferably 1-octylpyridinium, 1-nonylpyridinium, 1-decylpyridinium or 1-undecylpyridinium.
以上の如き帯電防止剤は、本発明の粘着剤組成物に表面抵抗が１．０×１０10Ω／□以下の表面抵抗を与えるために使用する。その使用量は、前記共重合体１００質量部当たり１〜２０質量部の割合で使用することが好ましい。帯電防止剤の使用割合が１質量部未満であると、５０質量％トルエン溶解時の電気伝導度が２００ｍｓ／ｍ以上のイオン性化合物を使用しても帯電防止性に劣り、粘着剤の表面抵抗を１．０×１０10Ω／□以下にすることができない。一方、帯電防止剤の使用割合が２０質量部を超えると、帯電防止性には優れるが、粘着性能を劣らせるため好ましくない。 The antistatic agent as described above is used for imparting a surface resistance of 1.0 × 10 10 Ω / □ or less to the pressure-sensitive adhesive composition of the present invention. The amount used is preferably 1 to 20 parts by mass per 100 parts by mass of the copolymer. When the proportion of the antistatic agent used is less than 1 part by mass, even if an ionic compound having an electric conductivity of 200 ms / m or more when dissolved in 50% by mass of toluene is used, the antistatic property is inferior, and the surface resistance of the adhesive Cannot be reduced to 1.0 × 10 10 Ω / □ or less. On the other hand, when the proportion of the antistatic agent used exceeds 20 parts by mass, the antistatic property is excellent, but the adhesive performance is deteriorated, which is not preferable.
本発明で使用するグリコールエーテルとしては、例えば、エチレングリコールモノメチルエーテル、エチレングリコールジメチルエーテル、エチレングリコールモノエチルエーテル、エチレングリコールジエチルエーテル、エチレングリコールモノプロピルエーテル、エチレングリコールジプロピルエーテル、エチレングリコールモノブチルエーテル、エチレングリコールジブチルエーテル、プロピレングリコールモノメチルエーテル、プロピレングリコールジメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールジエチルエーテル、プロピレングリコールモノプロピルエーテル、プロピレングリコールジプロピルエーテル、プロピレングリコールモノブチルエーテル、プロピレングリコールジブチルエーテルが挙げられる。 Examples of the glycol ether used in the present invention include ethylene glycol monomethyl ether, ethylene glycol dimethyl ether, ethylene glycol monoethyl ether, ethylene glycol diethyl ether, ethylene glycol monopropyl ether, ethylene glycol dipropyl ether, ethylene glycol monobutyl ether, ethylene Glycol dibutyl ether, propylene glycol monomethyl ether, propylene glycol dimethyl ether, propylene glycol monoethyl ether, propylene glycol diethyl ether, propylene glycol monopropyl ether, propylene glycol dipropyl ether, propylene glycol monobutyl ether, propylene glycol dibutyl ether And the like.
グリコールエーテルとしては、さらに、エチレングリコールの縮合体であるジエチレングリコールモノメチルエーテル、ジエチレングリコールジメチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールモノブチルエーテル、ジエチレングリコールジヘキシルエーテル、トリエチレングリコールモノメチルエーテル、トリエチレングリコールジメチルエーテル、テトラエチレングリコールジメチルエーテル、ペンタエチレングリコールジエチルエーテル、ヘキサエチレングリコールジプロピルエーテル、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールジメチルエーテル、トリプロピレングリコールジメチルエーテル、テトラプロピレングリコールジメチルエーテル、ヘキサプロピレングリコールジメチルエーテル、ジエチレングリコール、トリエチレングリコール、テトラエチレングリコール、ジプロピレングリコール、３−メトキシ−１−ブタノール、３−メチル−３−メトキシ−１−ブタノールなども挙げられる。 Examples of glycol ethers include ethylene glycol condensates such as diethylene glycol monomethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol diethyl ether, diethylene glycol monobutyl ether, diethylene glycol dihexyl ether, triethylene glycol monomethyl ether, triethylene glycol dimethyl ether, tetraethylene glycol Ethylene glycol dimethyl ether, pentaethylene glycol diethyl ether, hexaethylene glycol dipropyl ether, dipropylene glycol monomethyl ether, dipropylene glycol dimethyl ether, tripropylene glycol dimethyl ether, tetrapropylene glycol di Chirueteru, hexapropylene glycol dimethyl ether, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, 3-methoxy-1-butanol, also, 3-methyl-3-methoxy-1-butanol.
特に好ましいグリコールエーテルとしては、ジメチレングリコールジメチルエーテル、トリエチレングリコールジメチルエーテルおよびテトラエチレングリコールジメチルエーテルが挙げられる。 Particularly preferred glycol ethers include dimethylene glycol dimethyl ether, triethylene glycol dimethyl ether and tetraethylene glycol dimethyl ether.
本発明で使用するアルコキシエチルアジペートとしては、例えば、ジメトキシエチルアジペート、ジエトキシエチルアジペート、ジプロポキシエチルアジペート、ジブトキシエチルアジペート、ジヘキサオキシエチルアジペート、ジオクタオキシエチルアジペートおよびジデカオキシエチルアジペートが挙げられる。特に好ましい化合物は、ジエトキシエチルアジペート、ジプロポキシエチルアジペートおよびジブトキシエチルアジペートである。 Examples of the alkoxyethyl adipate used in the present invention include dimethoxyethyl adipate, diethoxyethyl adipate, dipropoxyethyl adipate, dibutoxyethyl adipate, dihexaoxyethyl adipate, dioctaoxyethyl adipate and dideoxyethyl adipate. Can be mentioned. Particularly preferred compounds are diethoxyethyl adipate, dipropoxyethyl adipate and dibutoxyethyl adipate.
以上のグリコールエーテルおよびアルコキシエチルアジペートは単独もしくは、２種類以上の併用で使用可能である。上記のグリコールエーテルまたはアルコキシエチルアジペートは、本発明の粘着剤組成物において、イオン性化合物の分子運動を容易にして電荷の発生による分子の再配列を起こし易くして、帯電防止性能を向上させる。これらの化合物の使用量は前記共重合体１００質量部当たり１〜４０質量部が好ましい。上記化合物の使用割合が１質量部未満であると、イオン性化合物のみの帯電防止のみになるため、粘着剤層の表面抵抗を１．０×１０10Ω／□以下にすることが難しくなる。一方、上記化合物の使用割合が４０質量部を超えると、粘着力が低下するなど、粘着性能に劣るため好ましくない。 The above glycol ethers and alkoxyethyl adipates can be used alone or in combination of two or more. In the pressure-sensitive adhesive composition of the present invention, the above glycol ether or alkoxyethyl adipate facilitates molecular movement of the ionic compound and facilitates rearrangement of molecules due to generation of charge, thereby improving antistatic performance. The amount of these compounds used is preferably 1 to 40 parts by mass per 100 parts by mass of the copolymer. If the proportion of the compound used is less than 1 part by mass, only the ionic compound will be antistatic, and it will be difficult to make the surface resistance of the adhesive layer 1.0 × 10 10 Ω / □ or less. On the other hand, if the ratio of the compound used exceeds 40 parts by mass, it is not preferable because the adhesive performance is inferior, such as a decrease in adhesive strength.
本発明の粘着剤組成物は架橋剤を含む。本発明で使用する架橋剤としては、例えば、１分子中にグリシジル基を２個以上有するポリグリシジル化合物、１分子中にイソシアネート基を２個以上有するポリイソシアネート化合物、１分子中にアジリジニル基を２個以上有するポリアジリジン化合物、１分子中にオキサゾリン基を２個以上有するポリオキサゾリン化合物、金属キレート化合物、またはブチル化メラミン化合物などを使用することができる。好ましくはポリグリシジル化合物、ポリイソシアネート化合物、ポリアジリジン化合物および金属キレート化合物などが挙げられ、単独もしくは２種類以上の併用で使用可能である。上記架橋剤の含有量は、前記共重合体１００質量部に対して０．０１〜５質量部であることが好ましい。
本発明の架橋形態として、放射線（好ましくは紫外線）架橋も有効であり、その際には光重合開始剤（増感剤も含む）を含み、光重合開始剤としては、従来の放射線（紫外線）による光重合開始剤が使用でき、例えば、アミノケトン系、ヒドロケトン系、アシルフォスフィンオキサイド系、ベンジルジメチルケタール系、ベンゾフェノン系、トリクロロメチル基含有トリアジン誘導体などが挙げられる。
The pressure-sensitive adhesive composition of the present invention contains a crosslinking agent. Examples of the crosslinking agent used in the present invention include a polyglycidyl compound having 2 or more glycidyl groups in one molecule, a polyisocyanate compound having 2 or more isocyanate groups in one molecule, and 2 aziridinyl groups in one molecule. A polyaziridine compound having one or more, a polyoxazoline compound having two or more oxazoline groups in a molecule, a metal chelate compound, a butylated melamine compound, or the like can be used. Preferably, a polyglycidyl compound, a polyisocyanate compound, a polyaziridine compound, a metal chelate compound and the like can be mentioned, and these can be used alone or in combination of two or more. It is preferable that content of the said crosslinking agent is 0.01-5 mass parts with respect to 100 mass parts of said copolymers.
Radiation (preferably ultraviolet rays) crosslinking is also effective as a crosslinking form of the present invention, and in this case, a photopolymerization initiator (including a sensitizer) is included. Can be used, and examples thereof include amino ketones, hydroketones, acylphosphine oxides, benzyl dimethyl ketals, benzophenones, and trichloromethyl group-containing triazine derivatives.
本発明の粘着剤組成物は、さらにシランカップリング剤を含むことが好ましい。これらのシランカップリング剤はいずれも粘着剤の分野において公知であり、公知のシランカップリング剤はいずれも本発明で使用することができる。シランカップリング剤を使用する場合は、その含有量は、前記共重合体１００質量部に対して０．０１〜５質量部であることが好ましい。 The pressure-sensitive adhesive composition of the present invention preferably further contains a silane coupling agent. These silane coupling agents are all known in the field of pressure-sensitive adhesives, and any known silane coupling agent can be used in the present invention. When using a silane coupling agent, it is preferable that the content is 0.01-5 mass parts with respect to 100 mass parts of said copolymers.
本発明の粘着剤組成物は、さらに低分子量化合物を含み得る。好ましい低分子量化合物は、芳香族基を２個含有する化合物であり、例えば、安息香酸エステル系としてのジエチレングリコールジベンゾエート、ジプロピレングリコールジベンゾエート、ベンジルベンゾエート、１，４−シクロヘキサンジメタノールジベンゾエート、ｔ−スチルベン、ジフェニルスルフィド、４−フェニルフェノールなどが挙げられる。なお、「芳香族基」の個数の数え方は、ナフタレン環などの縮合環は１個と数える。上記低分子量化合物を添加する場合の添加量は、上記共重合体１００質量部あたり５〜４０質量部である。 The pressure-sensitive adhesive composition of the present invention may further contain a low molecular weight compound. Preferred low molecular weight compounds are those containing two aromatic groups such as diethylene glycol dibenzoate, dipropylene glycol dibenzoate, benzyl benzoate, 1,4-cyclohexanedimethanol dibenzoate, t -Stilbene, diphenyl sulfide, 4-phenylphenol and the like. The number of “aromatic groups” is counted as one condensed ring such as a naphthalene ring. When the low molecular weight compound is added, the addition amount is 5 to 40 parts by mass per 100 parts by mass of the copolymer.
本発明の粘着剤組成物は、さらに粘着力を調整する目的など、必要な特性に応じて、本発明の効果を損なわない範囲において、種々の添加剤を配合してもよい。例えば、テルペン系、テルペン−フェノール系、クマロンインデン系、スチレン系、ロジン系、キシレン系、フェノール系または石油系などの粘着付与樹脂、酸化防止剤、紫外線吸収剤、充填剤、顔料などを配合することができる。また、本発明の粘着剤組成物の製造方法自体は公知の方法でよく特に限定されないが、有機溶剤を含んだ溶液形態であることが好ましく、この場合、粘着剤層の形成が容易となる。 The pressure-sensitive adhesive composition of the present invention may further contain various additives in accordance with necessary characteristics such as the purpose of adjusting the pressure-sensitive adhesive force, as long as the effects of the present invention are not impaired. For example, terpene, terpene-phenol, coumarone indene, styrene, rosin, xylene, phenol, or petroleum tackifier resins, antioxidants, UV absorbers, fillers, pigments, etc. can do. The production method of the pressure-sensitive adhesive composition of the present invention may be a known method and is not particularly limited, but is preferably in the form of a solution containing an organic solvent. In this case, the pressure-sensitive adhesive layer can be easily formed.
本発明の粘着剤組成物は、上記の成分を必要により溶剤中で任意の方法で混合することにより製造することができる。 The pressure-sensitive adhesive composition of the present invention can be produced by mixing the above-described components in a solvent in any method as necessary.
本発明の粘着剤組成物は、偏光板用の粘着剤として適しており、本発明の粘着剤組成物を用いて粘着剤層を形成した偏光板は、高温或いは高温高湿下においてもガラス基板などから剥れることなく、粘着剤層に発泡が生じることのない特性（耐久性）と、長期間時間が経過しても容易に剥離でき、また、剥離後において基板などに残留物が生じない特性（リワーク性）とを併せ持ち、さらに帯電防止性にも優れる。 The pressure-sensitive adhesive composition of the present invention is suitable as a pressure-sensitive adhesive for polarizing plates, and a polarizing plate in which a pressure-sensitive adhesive layer is formed using the pressure-sensitive adhesive composition of the present invention is a glass substrate even at high temperature or high temperature and high humidity. The pressure-sensitive adhesive layer does not cause foaming and does not cause foaming (durability), and can be easily peeled off even after a long period of time, and there is no residue on the substrate after peeling. Combined with characteristics (reworkability), it also has excellent antistatic properties.
すなわち、上記偏光板が、ディスコティック液晶がコートされている偏光板である場合には、コートされていない偏光板（一般的には、無処理トリアセチルセルロース（ＴＡＣ）フィルム、通常接触角は６０〜７０°）に比べて、８５〜９５°と接触角が高く、粘着剤との密着性が劣るため、粘着剤層とパネルガラス表面との間の発泡または偏光板の浮き、剥がれが発生しやすく、かつ白抜けが発生しやすいなどの課題があるが、本発明の粘着剤組成物の使用により上記課題が解決された。 That is, when the polarizing plate is a polarizing plate coated with a discotic liquid crystal, an uncoated polarizing plate (generally an untreated triacetylcellulose (TAC) film, usually having a contact angle of 60 ~ 70 °), the contact angle is high at 85-95 °, and the adhesiveness with the adhesive is inferior. Therefore, foaming between the adhesive layer and the panel glass surface, or floating and peeling of the polarizing plate occurs. However, the use of the pressure-sensitive adhesive composition of the present invention has solved the above problem.
ディスコティック液晶がコートされている偏光板とは、ＴＡＣフィルム上に、下記に示すような側鎖の末端に架橋基を有しているトリフェニレン系のディスコティック化合物が架橋し、配向状態に保たれたディスコティック層が有する視野角拡大フィルムと偏光フィルムとが一体化してなる偏光板であり、例えば、ポリビニルアルコール系偏光子（ＰＶＡ）の両面に、それぞれＴＡＣフィルムを貼り合わせてなる偏光フィルムの片面に、例えば、ディスコティック液晶からなる視野角拡大機能層を塗布により設けたもの、あるいは視野角拡大フィルムを接着剤で貼り合わせたものなどを挙げることができる。特に、ディスコティック液晶がコートされた偏光板は、モニター（通常７〜２６インチ）用に使用され、上記で説明したように視野角を拡大するために使用されている。 A polarizing plate coated with a discotic liquid crystal means that a triphenylene discotic compound having a cross-linking group at the end of a side chain as shown below is cross-linked on a TAC film and maintained in an aligned state. The polarizing plate formed by integrating the viewing angle widening film and the polarizing film of the discotic layer, for example, one side of a polarizing film obtained by laminating a TAC film on both sides of a polyvinyl alcohol polarizer (PVA). In addition, for example, a viewing angle widening functional layer made of a discotic liquid crystal is provided by coating, or a viewing angle widening film is bonded with an adhesive. In particular, a polarizing plate coated with a discotic liquid crystal is used for a monitor (usually 7 to 26 inches) and is used to expand a viewing angle as described above.
また、上記偏光板が、延伸フィルム、例えば、延伸トリアセチルセルロース系フィルム、延伸ポリシクロオレフィン系フィルム、延伸セルロースアセテートプロピオネートフィルム、またはポリメチルメタクリレートフィルムを基材とした偏光板である場合には、一般的な偏光板（無処理ＴＡＣフィルムを使用したもの）に比べて、フィルムが延伸されているために収縮率が大きく、特に、対角型に色むら・白抜け現象が発生し、それを抑制するのに不十分であるなどの課題がある。上記偏光板は、テレビ（通常１５〜６０インチ）用に使用され、色相、コントラストを向上させ、位相差をなくすためのものであり、このような課題が本発明の粘着剤組成物の使用により解決された。 When the polarizing plate is a polarizing film based on a stretched film, for example, a stretched triacetyl cellulose film, a stretched polycycloolefin film, a stretched cellulose acetate propionate film, or a polymethyl methacrylate film. Compared to a general polarizing plate (one using an untreated TAC film), the film is stretched and thus has a large shrinkage rate. In particular, color unevenness and white spots occur diagonally. There are problems such as insufficient to suppress it. The polarizing plate is used for a television (usually 15 to 60 inches) to improve hue and contrast and eliminate a phase difference. Such a problem is caused by the use of the pressure-sensitive adhesive composition of the present invention. It was solved.
本発明の粘着剤組成物は、通常使用されている塗布装置、例えば、ロール塗布装置などを用いて、上記偏光板の片面或いは両面に塗工し、塗工層を乾燥することにより粘着剤層を形成するのに使用する。また、本発明の粘着剤組成物を、まず、シリコーン樹脂などの剥離剤を表面にコートしたポリエチレンテレフタレートフィルム（ＰＥＴフィルム）などの保護フィルムに粘着剤組成物を塗布して乾燥し粘着剤層を形成した後に、該粘着剤層に上記偏光板を貼り合わせる方法でも使用できる。 The pressure-sensitive adhesive composition of the present invention is coated on one or both sides of the polarizing plate using a commonly used coating device, for example, a roll coating device, and the coating layer is dried to dry the pressure-sensitive adhesive layer. Used to form In addition, the pressure-sensitive adhesive composition of the present invention is first applied to a protective film such as a polyethylene terephthalate film (PET film) whose surface is coated with a release agent such as a silicone resin, and then dried to form a pressure-sensitive adhesive layer. After forming, it can also be used by a method of bonding the polarizing plate to the pressure-sensitive adhesive layer.
本発明の粘着剤組成物の塗布量は、乾燥後の粘着剤層の厚さが、１０〜２５μｍとなる程度であることが好ましい。上記粘着剤層の厚さを上記範囲内とすることにより、より耐久性とリワーク性のバランスがとれた偏光板となる。以上の本発明の粘着剤組成物を用いた偏光板は、通常使用されている手段にて、液晶表示装置のガラス基板上に貼着することができる。 The coating amount of the pressure-sensitive adhesive composition of the present invention is preferably such that the thickness of the pressure-sensitive adhesive layer after drying is 10 to 25 μm. By setting the thickness of the pressure-sensitive adhesive layer within the above range, the polarizing plate is more balanced between durability and reworkability. The polarizing plate using the above-mentioned pressure-sensitive adhesive composition of the present invention can be stuck on a glass substrate of a liquid crystal display device by means usually used.
次ぎに実施例および比較例を挙げて本発明をさらに具体的に説明する。なお、文中「部」とあるのは質量基準である。
＜共重合体溶液の調製＞
［共重合体溶液１〜１４］
攪拌機、温度計、還流冷却器および窒素導入管を備えた反応装置に、窒素ガスを導入して、この反応装置内の空気を窒素ガスに置換した。その後、この反応装置中に、ブチルアクリレート９０部、フェノキシエチルアクリレート１０部、ベンジルアクルレート１０部、アクリル酸１部、アゾビスイソブチロニトリル０．１部および酢酸エチル１００部を加えた。これを攪拌させながら、窒素ガス気流中において、６８℃で８時間反応させ、重量平均分子量１５０万のアクリル共重合体の溶液を得た。さらに酢酸エチルで希釈して固形分２０％の共重合体溶液１を得た。同様にして表１に記載のモノマー組成で共重合体溶液２〜１４を得た。
Next, the present invention will be described more specifically with reference to examples and comparative examples. In the text, “part” is based on mass.
<Preparation of copolymer solution>
[Copolymer solutions 1-14]
Nitrogen gas was introduced into a reaction apparatus equipped with a stirrer, a thermometer, a reflux condenser, and a nitrogen introduction tube, and the air in the reaction apparatus was replaced with nitrogen gas. Thereafter, 90 parts of butyl acrylate, 10 parts of phenoxyethyl acrylate, 10 parts of benzyl acrylate, 1 part of acrylic acid, 0.1 part of azobisisobutyronitrile and 100 parts of ethyl acetate were added to the reactor. While stirring this, reaction was carried out at 68 ° C. for 8 hours in a nitrogen gas stream to obtain a solution of an acrylic copolymer having a weight average molecular weight of 1,500,000. Further, this was diluted with ethyl acetate to obtain a copolymer solution 1 having a solid content of 20%. Similarly, copolymer solutions 2 to 14 were obtained with the monomer compositions shown in Table 1.
・ＢＡ：ブチルアクリレート
・ＥＡ：エチルアクリレート
・ＰＨＥＡ：フェノキシエチルアクリレート
・ＢＺＡ：ベンジルアクリレート
・ＢＺＭＡ：ベンジルメタクリレート
・ＰＨＤＥＡ：フェノキシジエチレングリコールアクリレート
・ＡＡ：アクリル酸
・ＨＥＡ：ヒドロキシエチルアクリレート
-BA: butyl acrylate-EA: ethyl acrylate-PHEA: phenoxyethyl acrylate-BZA: benzyl acrylate-BZMA: benzyl methacrylate-PHDEA: phenoxydiethylene glycol acrylate-AA: acrylic acid-HEA: hydroxyethyl acrylate
＜粘着剤組成物の製造、偏光板の作製および評価＞
［実施例１］
前記共重合体の固形分１００部に対して、表２に記載の各成分を配合して実施例および比較例の粘着剤組成物を得た。
<Production of adhesive composition, production and evaluation of polarizing plate>
[Example 1]
Each component of Table 2 was mix | blended with respect to 100 parts of solid content of the said copolymer, and the adhesive composition of an Example and a comparative example was obtained.
・Ｂ−１：１−オクチルピリジニウムビス（トリフルオロメタンスルホニル）イミド（７５０）
・Ｂ−２：１−オクチルピリジニウム六フッ化リン酸塩（６５０）
・Ｂ−３：１−オクチルピリジニウムビス（フルオロスルホニル）イミド（７６０）
・Ｂ−４：１−ノニルピリジニウムビス（フルオロスルホニル）イミド（４６０）
・Ｂ−５：１−ノニルピリジニウム六フッ化リン酸塩（３００）
・Ｂ−６：２−メチル−１−ドデシルピリジニウム六フッ化リン酸塩（１９０）
・Ｂ−７：１−オクチルピリジニウムドデシルベンゼンスルホン酸塩（９５）
・Ｂ−８：ジアリルメチルラウリルアンモニウム六フッ化リン酸塩（８６）
（上記Ｂ−１〜８において括弧内の数値は、帯電防止剤の５０質量％トルエン溶解時の電気伝導度（ｍｓ／ｍ）を示す。）
B-1: 1-octylpyridinium bis (trifluoromethanesulfonyl) imide (750)
B-2: 1-octylpyridinium hexafluorophosphate (650)
B-3: 1-octylpyridinium bis (fluorosulfonyl) imide (760)
B-4: 1-nonylpyridinium bis (fluorosulfonyl) imide (460)
B-5: 1-nonylpyridinium hexafluorophosphate (300)
B-6: 2-methyl-1-dodecylpyridinium hexafluorophosphate (190)
B-7: 1-octylpyridinium dodecylbenzene sulfonate (95)
B-8: diallylmethyl lauryl ammonium hexafluorophosphate (86)
(In the above B-1 to 8, the numerical value in parentheses indicates the electric conductivity (ms / m) when the antistatic agent is dissolved in 50% by mass of toluene.)
・Ｃ−１：ジメチレングリコールジメチルエーテル
・Ｃ−２：トリエチレングリコールジメチルエーテル
・Ｃ−３：テトラエチレングリコールジメチルエーテル
・Ｄ−１：ジエトキシエチルアジペート
・Ｄ−２：ジプロポキシエチルアジペート
・Ｄ−３：ジブトキシエチルアジペート
C-1: Dimethylene glycol dimethyl ether C-2: Triethylene glycol dimethyl ether C-3: Tetraethylene glycol dimethyl ether D-1: Diethoxyethyl adipate D-2: Dipropoxyethyl adipate D-3: Dibutoxyethyl adipate
・コロネートＬ：日本ポリウレタン工業（株）製ポリイソシアネート
・テトラッドＸ：三菱瓦斯化学（株）製ポリグリシジル化合物
・テトラッドＣ：三菱瓦斯化学（株）製ポリグリシジル化合物
・ＴＡＺＭ：トリメチロールプロパン−トリ−β−アジリジニルプロピオネート
・アルミキレートＡ：川研ファインケミカル（株）製アルミニウムトリス（アセチルアセトネート）
・ＫＢＭ−８０３：信越化学工業（株）製、γ−メルカプトプロピルメチルジメトキシシラン
・ＫＢＭ−８０２：信越化学工業（株）製、γ−メルカプトプロピルメチルトリメトキシシラン
・Ｘ−４１−１８１０：信越化学工業（株）製、メチルメルカプト系アルコキシオリゴマー
・Ｘ−４１−１８０５：信越化学工業（株）製、メルカプト系アルコキシオリゴマー
Coronate L: Polyisocyanate manufactured by Nippon Polyurethane Industry Co., Ltd. Tetrad X: Polyglycidyl compound manufactured by Mitsubishi Gas Chemical Co., Ltd. Tetrad C: Polyglycidyl compound manufactured by Mitsubishi Gas Chemical Co., Ltd. TAZM: Trimethylolpropane-Tri- β-aziridinylpropionate / aluminum chelate A: Aluminum tris (acetylacetonate) manufactured by Kawaken Fine Chemicals Co., Ltd.
· KBM-803: Shin-Etsu Chemical Co., Ltd., γ-mercaptopropylmethyldimethoxysilane · KBM-802: Shin-Etsu Chemical Co., Ltd., γ-mercaptopropylmethyltrimethoxysilane · X-41-1810: Shin-Etsu Chemical Industrial Co., Ltd., methyl mercapto-based alkoxy oligomer X41-1805: Shin-Etsu Chemical Co., Ltd., mercapto-based alkoxy oligomer
＜偏光板の作製および評価＞
上記で得られた実施例１の粘着剤組成物をシリコーン樹脂コートされたＰＥＴフィルム上に塗布後、９０℃で乾燥することによって溶媒を除去し、厚さ２５μｍの粘着剤層を形成した。この粘着剤層を形成した面に、厚さ１８０μｍの偏光板（ＥＷＶ）を貼り合わせた後、２３℃、５０％ＲＨの雰囲気で７日間養生することにより、実施例１の偏光板を作製した。該実施例１と同様にして表３に記載の実施例２〜８および比較例１〜６の偏光板を得た。
この偏光板を後述する試験方法にて、表面抵抗値、耐久性および色むら（白抜け）の評価を行った。実施例の評価結果は全ての項目で良好であった。評価結果を表３に示す。
<Production and Evaluation of Polarizing Plate>
The pressure-sensitive adhesive composition of Example 1 obtained above was applied onto a PET film coated with a silicone resin, and then dried at 90 ° C. to remove the solvent, thereby forming a pressure-sensitive adhesive layer having a thickness of 25 μm. After the 180 μm-thick polarizing plate (EWV) was bonded to the surface on which the pressure-sensitive adhesive layer was formed, the polarizing plate of Example 1 was produced by curing for 7 days in an atmosphere of 23 ° C. and 50% RH. . In the same manner as in Example 1, polarizing plates of Examples 2 to 8 and Comparative Examples 1 to 6 described in Table 3 were obtained.
The polarizing plate was evaluated for surface resistance, durability, and color unevenness (white spots) by a test method described later. The evaluation results of the examples were good in all items. The evaluation results are shown in Table 3.
・ＥＷＶ：ディスコティック液晶がコートされている偏光板
・延伸ＴＡＣ：延伸トリアセチルセルロースフィルムを使用した偏光板
・延伸ＣＯＰ：延伸ポリシクロオレフィン系フィルムを使用した偏光板
・ＰＭＭＡ：ポリメチルメタクリレートフィルムを使用した偏光板
-EWV: Polarizing plate coated with discotic liquid crystal-Stretched TAC: Polarizing plate using stretched triacetylcellulose film-Stretched COP: Polarizing plate using stretched polycycloolefin film-PMMA: Polymethylmethacrylate film Used polarizing plate
＜試験方法および評価基準＞
［表面抵抗値の測定］
実施例および比較例における偏光板を１００ｍｍ×１００ｍｍの大きさに切断後セパレーターを剥がし、温度２３±２℃、湿度５０±５％ＲＨの恒温恒湿室にてハイレジスタンスメーターおよび測定電極を用い表面抵抗値を計測する。ハイレジスタンスメーターはYOKOGAWA-HEWLETT・PACKARD社製HIGH RESISTANCE METER 4329A、測定電極はHEWLETT・PACKARD社製RESISTIVITY CELL 16008Aを用いる。
<Test methods and evaluation criteria>
[Measurement of surface resistance]
The polarizing plate in Examples and Comparative Examples was cut to a size of 100 mm × 100 mm, and then the separator was peeled off. Surface using a high resistance meter and a measuring electrode in a constant temperature and humidity chamber at a temperature of 23 ± 2 ° C. and a humidity of 50 ± 5% RH Measure the resistance value. The high resistance meter is HIGH RESISTANCE METER 4329A manufactured by Yokogawa-Hewlett / Packard, and the measurement electrode is Resistivity Cell 16008A manufactured by HEWLETT / PACKARD.
［耐久性試験］
実施例および比較例における偏光板を、それぞれ３００ｍｍ×４００ｍｍに断裁し、ＰＥＴフィルムを剥離した後、ガラス基板上に貼り付け、オートクレーブ処理を行い、評価用サンプルを作製した。得られた評価用サンプルについて、それぞれ下記項目の試験を行った。
[Durability test]
The polarizing plates in the examples and comparative examples were each cut to 300 mm × 400 mm and the PET film was peeled off, and then affixed on a glass substrate and subjected to an autoclave treatment to prepare an evaluation sample. About the obtained sample for evaluation, the test of the following item was performed, respectively.
（１）８０℃
上記評価用サンプルを、８０℃（ＤＲＹ）の雰囲気下に５００時間放置した後、発泡および剥れについて目視により確認した。評価基準は下記の通りである。
（２）６０℃・９０％ＲＨ
上記評価用サンプルを、６０℃・９０％ＲＨの雰囲気下に５００時間放置した後、発泡および剥れについて目視により確認した。評価基準は下記の通りである。
(1) 80 ° C
The sample for evaluation was allowed to stand in an atmosphere of 80 ° C. (DRY) for 500 hours, and then visually confirmed for foaming and peeling. The evaluation criteria are as follows.
(2) 60 ° C / 90% RH
The sample for evaluation was allowed to stand in an atmosphere of 60 ° C. and 90% RH for 500 hours, and then visually confirmed for foaming and peeling. The evaluation criteria are as follows.
・評価基準
（１）発泡
○：偏光板に発泡が確認されない。
△：偏光板に発泡が僅かに確認された。
×：偏光板に発泡が確認された。
（２）剥れ
○：偏光板に剥れが確認されない。
△：偏光板に剥れが僅かに確認された。
×：偏光板に剥れが確認された。
Evaluation criteria (1) Foaming ○: Foaming is not confirmed on the polarizing plate.
Δ: Slight foaming was confirmed on the polarizing plate.
X: Foaming was confirmed on the polarizing plate.
(2) Peeling ○: Peeling is not confirmed on the polarizing plate.
Δ: Slight peeling was confirmed on the polarizing plate.
X: Peeling was confirmed on the polarizing plate.
［白抜け試験］
実施例および比較例における偏光板を用いた８０℃耐久試験後の同試料を２枚液晶パネルの上下面にクロスニコルにして貼り合わせ、液晶モニターのバックライトを点灯して、白抜けの状態を目視で観察した。
[White spot test]
The same sample after the 80 ° C. endurance test using the polarizing plate in the example and the comparative example was bonded to the upper and lower surfaces of the liquid crystal panel in a crossed Nicol state, the backlight of the liquid crystal monitor was turned on, and the white-out state was observed. It was observed visually.
・評価基準
○：偏光板に白抜けが観察されなかった。
△：偏光板に白抜けが僅かに観察された。
×：偏光板に白抜けが観察された。
-Evaluation criteria ○: No white spots were observed on the polarizing plate.
Δ: Slight white spots were observed on the polarizing plate.
X: White spots were observed on the polarizing plate.
本発明によれば、偏光板の伸縮に起因する液晶表示装置の色むら・白抜け現象の発生を防止でき、リワーク性にも優れ、さらに帯電防止性にも優れた粘着剤層を形成するための光学用粘着剤組成物を提供することができる。 According to the present invention, it is possible to prevent occurrence of color unevenness and white spot phenomenon of a liquid crystal display device due to expansion and contraction of a polarizing plate, and to form a pressure-sensitive adhesive layer having excellent rework properties and excellent antistatic properties. An optical pressure-sensitive adhesive composition can be provided.
Claims (6)
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| JP2011105918A (en) * | 2009-11-20 | 2011-06-02 | Nitto Denko Corp | Pressure-sensitive adhesive composition for optical film, pressure-sensitive adhesive layer for optical film, pressure-sensitive adhesive optical film, and image display device |
| JP2011173984A (en) * | 2010-02-24 | 2011-09-08 | Lintec Corp | Adhesive composition, adhesive, and adhesive sheet |
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| JP2013007029A (en) * | 2011-05-26 | 2013-01-10 | Nitto Denko Corp | Pressure-sensitive adhesive composition for optical film, pressure-sensitive adhesive layer for optical film, pressure-sensitive adhesive layer-attached optical film and image display device |
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