WO2022181355A1 - フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート - Google Patents
フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート Download PDFInfo
- Publication number
- WO2022181355A1 WO2022181355A1 PCT/JP2022/005346 JP2022005346W WO2022181355A1 WO 2022181355 A1 WO2022181355 A1 WO 2022181355A1 JP 2022005346 W JP2022005346 W JP 2022005346W WO 2022181355 A1 WO2022181355 A1 WO 2022181355A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- meth
- flexible
- acrylic copolymer
- group
- mass
- Prior art date
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 202
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 202
- 239000000203 mixture Substances 0.000 title claims abstract description 150
- 239000000463 material Substances 0.000 title claims abstract description 76
- 229920006243 acrylic copolymer Polymers 0.000 claims abstract description 114
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 108
- 239000012790 adhesive layer Substances 0.000 claims abstract description 83
- 238000009826 distribution Methods 0.000 claims abstract description 28
- -1 aliphatic diisocyanate compound Chemical class 0.000 claims description 69
- 150000001875 compounds Chemical class 0.000 claims description 53
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 46
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 44
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 43
- 239000004593 Epoxy Substances 0.000 claims description 40
- 239000012948 isocyanate Substances 0.000 claims description 31
- 150000002513 isocyanates Chemical class 0.000 claims description 30
- 125000003118 aryl group Chemical group 0.000 claims description 26
- 239000010410 layer Substances 0.000 claims description 18
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 16
- 125000002723 alicyclic group Chemical group 0.000 claims description 13
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 3
- 229920002959 polymer blend Polymers 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 48
- 238000007334 copolymerization reaction Methods 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 description 129
- 239000000178 monomer Substances 0.000 description 113
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 106
- 238000000034 method Methods 0.000 description 55
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 51
- 229920002554 vinyl polymer Polymers 0.000 description 51
- 229920005989 resin Polymers 0.000 description 42
- 239000011347 resin Substances 0.000 description 42
- 238000006116 polymerization reaction Methods 0.000 description 40
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 39
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 38
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 38
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 30
- 125000000524 functional group Chemical group 0.000 description 29
- 229920001577 copolymer Polymers 0.000 description 26
- 238000004132 cross linking Methods 0.000 description 26
- 230000035882 stress Effects 0.000 description 26
- 238000011084 recovery Methods 0.000 description 24
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- 125000000217 alkyl group Chemical group 0.000 description 21
- 125000004432 carbon atom Chemical group C* 0.000 description 20
- 238000012360 testing method Methods 0.000 description 19
- 239000002904 solvent Substances 0.000 description 18
- 125000003700 epoxy group Chemical group 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 238000010526 radical polymerization reaction Methods 0.000 description 14
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000003999 initiator Substances 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 10
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 10
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 10
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 10
- 239000006087 Silane Coupling Agent Substances 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 238000000926 separation method Methods 0.000 description 10
- 150000003498 tellurium compounds Chemical class 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 239000004014 plasticizer Substances 0.000 description 9
- 230000000379 polymerizing effect Effects 0.000 description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 8
- 239000007869 azo polymerization initiator Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 150000003505 terpenes Chemical class 0.000 description 8
- 235000007586 terpenes Nutrition 0.000 description 8
- 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 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 230000001588 bifunctional effect Effects 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 7
- 125000006165 cyclic alkyl group Chemical group 0.000 description 7
- 238000005227 gel permeation chromatography Methods 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- 229920001451 polypropylene glycol Polymers 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 239000003505 polymerization initiator Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 5
- 229910052786 argon Inorganic materials 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- 125000003367 polycyclic group Chemical group 0.000 description 5
- 229920005604 random copolymer Polymers 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 4
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 4
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000013032 Hydrocarbon resin Substances 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 4
- 150000003926 acrylamides Chemical class 0.000 description 4
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
- 239000000010 aprotic solvent Substances 0.000 description 4
- 239000002981 blocking agent Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 229920006270 hydrocarbon resin Polymers 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229940059574 pentaerithrityl Drugs 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 239000003586 protic polar solvent Substances 0.000 description 4
- 230000002441 reversible effect Effects 0.000 description 4
- 239000005060 rubber Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical group [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 4
- 125000001302 tertiary amino group Chemical group 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 4
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 3
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 3
- 239000013522 chelant Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 229920001721 polyimide Polymers 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 238000011002 quantification Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical class O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- HASUCEDGKYJBDC-UHFFFAOYSA-N 1-[3-[[bis(oxiran-2-ylmethyl)amino]methyl]cyclohexyl]-n,n-bis(oxiran-2-ylmethyl)methanamine Chemical compound C1OC1CN(CC1CC(CN(CC2OC2)CC2OC2)CCC1)CC1CO1 HASUCEDGKYJBDC-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-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
- 102100020870 La-related protein 6 Human genes 0.000 description 2
- 108050008265 La-related protein 6 Proteins 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000007874 V-70 Substances 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 229920006272 aromatic hydrocarbon resin Polymers 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 238000007611 bar coating method Methods 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical class NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 2
- SRLROPAFMUDDRC-INIZCTEOSA-N ethyl N-benzoyl-L-tyrosinate Chemical compound C([C@@H](C(=O)OCC)NC(=O)C=1C=CC=CC=1)C1=CC=C(O)C=C1 SRLROPAFMUDDRC-INIZCTEOSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 238000007756 gravure coating Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- SFLRURCEBYIKSS-UHFFFAOYSA-N n-butyl-2-[[1-(butylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound CCCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCCC SFLRURCEBYIKSS-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 229920001515 polyalkylene glycol Polymers 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910052714 tellurium Inorganic materials 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 150000003606 tin compounds Chemical class 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical class CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- UXOFRFPVWFJROK-UHFFFAOYSA-N (2-ethenylphenyl)methanol Chemical compound OCC1=CC=CC=C1C=C UXOFRFPVWFJROK-UHFFFAOYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- JBVMSEMQJGGOFR-FNORWQNLSA-N (4e)-4-methylhexa-1,4-diene Chemical compound C\C=C(/C)CC=C JBVMSEMQJGGOFR-FNORWQNLSA-N 0.000 description 1
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- GETTZEONDQJALK-UHFFFAOYSA-N (trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC=C1 GETTZEONDQJALK-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- XQAVKLMFYNIUOX-UHFFFAOYSA-N 1,1,2,12-tetrachloro-3,4,4,5,6,6,7,7,8,8,9,10,10,11,12,12-hexadecafluoro-3-(fluoromethyl)-5-(trifluoromethyl)dodec-1-ene Chemical compound FC(C(F)(F)Cl)C(C(C(C(C(C(C(F)(F)F)(C(C(CF)(C(=C(Cl)Cl)Cl)F)(F)F)F)(F)F)(F)F)(F)F)F)(F)F XQAVKLMFYNIUOX-UHFFFAOYSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-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
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
- BIXCBWDGHACUIH-UHFFFAOYSA-N 1-(butylditellanyl)butane Chemical compound CCCC[Te][Te]CCCC BIXCBWDGHACUIH-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
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 1
- LRTOHSLOFCWHRF-UHFFFAOYSA-N 1-methyl-1h-indene Chemical compound C1=CC=C2C(C)C=CC2=C1 LRTOHSLOFCWHRF-UHFFFAOYSA-N 0.000 description 1
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- JTINZFQXZLCHNS-UHFFFAOYSA-N 2,2-bis(oxiran-2-ylmethoxymethyl)butan-1-ol Chemical compound C1OC1COCC(CO)(CC)COCC1CO1 JTINZFQXZLCHNS-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
- BRKORVYTKKLNKX-UHFFFAOYSA-N 2,4-di(propan-2-yl)thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC(C(C)C)=C3SC2=C1 BRKORVYTKKLNKX-UHFFFAOYSA-N 0.000 description 1
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-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
- RKYJPYDJNQXILT-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxycarbonyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C=C RKYJPYDJNQXILT-UHFFFAOYSA-N 0.000 description 1
- UECGJSXCVLTIMQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound OC(=O)C1CCCCC1C(=O)OCCOC(=O)C=C UECGJSXCVLTIMQ-UHFFFAOYSA-N 0.000 description 1
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- KJSGODDTWRXQRH-UHFFFAOYSA-N 2-(dimethylamino)ethyl benzoate Chemical compound CN(C)CCOC(=O)C1=CC=CC=C1 KJSGODDTWRXQRH-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- VUKYWZYFZZJLRZ-UHFFFAOYSA-N 2-[(1-amino-2-methyl-1-methyliminopropan-2-yl)diazenyl]-n',2-dimethylpropanimidamide;dihydrochloride Chemical compound Cl.Cl.CNC(=N)C(C)(C)N=NC(C)(C)C(=N)NC VUKYWZYFZZJLRZ-UHFFFAOYSA-N 0.000 description 1
- KWZULKIVMJKFKM-UHFFFAOYSA-N 2-[(1-amino-2-methyl-1-oxobutan-2-yl)diazenyl]-2-methylbutanamide Chemical compound CCC(C)(C(N)=O)N=NC(C)(CC)C(N)=O KWZULKIVMJKFKM-UHFFFAOYSA-N 0.000 description 1
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 description 1
- GWFCWZQFUSJPRE-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxycarbonyl]cyclohexane-1-carboxylic acid Chemical compound CC(=C)C(=O)OCCOC(=O)C1CCCCC1C(O)=O GWFCWZQFUSJPRE-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 description 1
- AGXAFZNONAXBOS-UHFFFAOYSA-N 2-[[3-(oxiran-2-ylmethyl)phenyl]methyl]oxirane Chemical compound C=1C=CC(CC2OC2)=CC=1CC1CO1 AGXAFZNONAXBOS-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- PAAVDLDRAZEFGW-UHFFFAOYSA-N 2-butoxyethyl 4-(dimethylamino)benzoate Chemical compound CCCCOCCOC(=O)C1=CC=C(N(C)C)C=C1 PAAVDLDRAZEFGW-UHFFFAOYSA-N 0.000 description 1
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 description 1
- GHGVPCNHGZIJRN-UHFFFAOYSA-N 2-ethenyl-1-methylpyrrole Chemical compound CN1C=CC=C1C=C GHGVPCNHGZIJRN-UHFFFAOYSA-N 0.000 description 1
- JVZZUPJFERSVRN-UHFFFAOYSA-N 2-methyl-2-propylpropane-1,3-diol Chemical compound CCCC(C)(CO)CO JVZZUPJFERSVRN-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- SPXXVGQMQJYJJO-UHFFFAOYSA-N 2-prop-2-enyloxirane Chemical compound C=CCC1CO1 SPXXVGQMQJYJJO-UHFFFAOYSA-N 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- ORNUPNRNNSVZTC-UHFFFAOYSA-N 2-vinylthiophene Chemical compound C=CC1=CC=CS1 ORNUPNRNNSVZTC-UHFFFAOYSA-N 0.000 description 1
- SKKHNUKNMQLBTJ-UHFFFAOYSA-N 3-bicyclo[2.2.1]heptanyl 2-methylprop-2-enoate Chemical compound C1CC2C(OC(=O)C(=C)C)CC1C2 SKKHNUKNMQLBTJ-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 1
- URDOJQUSEUXVRP-UHFFFAOYSA-N 3-triethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCOC(=O)C(C)=C URDOJQUSEUXVRP-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- KBQVDAIIQCXKPI-UHFFFAOYSA-N 3-trimethoxysilylpropyl prop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C=C KBQVDAIIQCXKPI-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 1
- QJIVRICYWXNTKE-UHFFFAOYSA-N 4-(8-methylnonoxy)-4-oxobutanoic acid Chemical compound CC(C)CCCCCCCOC(=O)CCC(O)=O QJIVRICYWXNTKE-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- ZEWLHMQYEZXSBH-UHFFFAOYSA-N 4-[2-(2-methylprop-2-enoyloxy)ethoxy]-4-oxobutanoic acid Chemical compound CC(=C)C(=O)OCCOC(=O)CCC(O)=O ZEWLHMQYEZXSBH-UHFFFAOYSA-N 0.000 description 1
- YYTFQDRGDZTBEV-UHFFFAOYSA-N 4-ethenoxy-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(OC=C)CCC2OC21 YYTFQDRGDZTBEV-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 1
- PRKPGWQEKNEVEU-UHFFFAOYSA-N 4-methyl-n-(3-triethoxysilylpropyl)pentan-2-imine Chemical compound CCO[Si](OCC)(OCC)CCCN=C(C)CC(C)C PRKPGWQEKNEVEU-UHFFFAOYSA-N 0.000 description 1
- UZDMJPAQQFSMMV-UHFFFAOYSA-N 4-oxo-4-(2-prop-2-enoyloxyethoxy)butanoic acid Chemical compound OC(=O)CCC(=O)OCCOC(=O)C=C UZDMJPAQQFSMMV-UHFFFAOYSA-N 0.000 description 1
- UCKITPBQPGXDHV-UHFFFAOYSA-N 7-methylocta-1,6-diene Chemical compound CC(C)=CCCCC=C UCKITPBQPGXDHV-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 101710141544 Allatotropin-related peptide Proteins 0.000 description 1
- 102100040409 Ameloblastin Human genes 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- REIYHFWZISXFKU-UHFFFAOYSA-N Butyl acetoacetate Chemical compound CCCCOC(=O)CC(C)=O REIYHFWZISXFKU-UHFFFAOYSA-N 0.000 description 1
- 101100433727 Caenorhabditis elegans got-1.2 gene Proteins 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 101000891247 Homo sapiens Ameloblastin Proteins 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- INWVTRVMRQMCCM-UHFFFAOYSA-N N=C=O.N=C=O.C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 Chemical compound N=C=O.N=C=O.C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 INWVTRVMRQMCCM-UHFFFAOYSA-N 0.000 description 1
- WMTLVUCMBWBYSO-UHFFFAOYSA-N N=C=O.N=C=O.C=1C=CC=CC=1OC1=CC=CC=C1 Chemical compound N=C=O.N=C=O.C=1C=CC=CC=1OC1=CC=CC=C1 WMTLVUCMBWBYSO-UHFFFAOYSA-N 0.000 description 1
- IIGAAOXXRKTFAM-UHFFFAOYSA-N N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C Chemical class N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C IIGAAOXXRKTFAM-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- OFSAUHSCHWRZKM-UHFFFAOYSA-N Padimate A Chemical compound CC(C)CCOC(=O)C1=CC=C(N(C)C)C=C1 OFSAUHSCHWRZKM-UHFFFAOYSA-N 0.000 description 1
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- ALBJGICXDBJZGK-UHFFFAOYSA-N [1-[(1-acetyloxy-1-phenylethyl)diazenyl]-1-phenylethyl] acetate Chemical compound C=1C=CC=CC=1C(C)(OC(=O)C)N=NC(C)(OC(C)=O)C1=CC=CC=C1 ALBJGICXDBJZGK-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000003670 adamantan-2-yl group Chemical group [H]C1([H])C(C2([H])[H])([H])C([H])([H])C3([H])C([*])([H])C1([H])C([H])([H])C2([H])C3([H])[H] 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000010560 atom transfer radical polymerization reaction Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- WPKWPKDNOPEODE-UHFFFAOYSA-N bis(2,4,4-trimethylpentan-2-yl)diazene Chemical compound CC(C)(C)CC(C)(C)N=NC(C)(C)CC(C)(C)C WPKWPKDNOPEODE-UHFFFAOYSA-N 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- QDVNNDYBCWZVTI-UHFFFAOYSA-N bis[4-(ethylamino)phenyl]methanone Chemical compound C1=CC(NCC)=CC=C1C(=O)C1=CC=C(NCC)C=C1 QDVNNDYBCWZVTI-UHFFFAOYSA-N 0.000 description 1
- HXTBYXIZCDULQI-UHFFFAOYSA-N bis[4-(methylamino)phenyl]methanone Chemical compound C1=CC(NC)=CC=C1C(=O)C1=CC=C(NC)C=C1 HXTBYXIZCDULQI-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- OTARVPUIYXHRRB-UHFFFAOYSA-N diethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](C)(OCC)CCCOCC1CO1 OTARVPUIYXHRRB-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- LCMDQKIQBKULEI-UHFFFAOYSA-N dimethyl ditelluride Chemical compound C[Te][Te]C LCMDQKIQBKULEI-UHFFFAOYSA-N 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- KCHWKBCUPLJWJA-UHFFFAOYSA-N dodecyl 3-oxobutanoate Chemical compound CCCCCCCCCCCCOC(=O)CC(C)=O KCHWKBCUPLJWJA-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- CVDUUPMTIHXQKC-UHFFFAOYSA-N ethene 1,3,5-triazinane-2,4,6-trione Chemical group C=C.O=C1NC(=O)NC(=O)N1 CVDUUPMTIHXQKC-UHFFFAOYSA-N 0.000 description 1
- YCUBDDIKWLELPD-UHFFFAOYSA-N ethenyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OC=C YCUBDDIKWLELPD-UHFFFAOYSA-N 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- OIAUFEASXQPCFE-UHFFFAOYSA-N formaldehyde;1,3-xylene Chemical compound O=C.CC1=CC=CC(C)=C1 OIAUFEASXQPCFE-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- ILPNRWUGFSPGAA-UHFFFAOYSA-N heptane-2,4-dione Chemical compound CCCC(=O)CC(C)=O ILPNRWUGFSPGAA-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical group CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- NDOGLIPWGGRQCO-UHFFFAOYSA-N hexane-2,4-dione Chemical compound CCC(=O)CC(C)=O NDOGLIPWGGRQCO-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002497 iodine compounds Chemical class 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 229920003049 isoprene rubber Polymers 0.000 description 1
- 238000007759 kiss coating Methods 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000010550 living polymerization reaction Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 description 1
- GBCKRQRXNXQQPW-UHFFFAOYSA-N n,n-dimethylprop-2-en-1-amine Chemical compound CN(C)CC=C GBCKRQRXNXQQPW-UHFFFAOYSA-N 0.000 description 1
- WVFLGSMUPMVNTQ-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-[[1-(2-hydroxyethylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCO WVFLGSMUPMVNTQ-UHFFFAOYSA-N 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- CYTJMBLSQUBVMS-UHFFFAOYSA-N n-[[2-cyanopropan-2-yl(formyl)amino]hydrazinylidene]formamide Chemical compound N#CC(C)(C)N(C=O)NN=NC=O CYTJMBLSQUBVMS-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- WMRNGPYHLQSTDL-UHFFFAOYSA-N n-cyclohexyl-2-[[1-(cyclohexylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)N=NC(C)(C)C(=O)NC1CCCCC1 WMRNGPYHLQSTDL-UHFFFAOYSA-N 0.000 description 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- BMOMBHKAYGMGCR-UHFFFAOYSA-N octadecyl 3-oxobutanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CC(C)=O BMOMBHKAYGMGCR-UHFFFAOYSA-N 0.000 description 1
- GJYXGIIWJFZCLN-UHFFFAOYSA-N octane-2,4-dione Chemical compound CCCCC(=O)CC(C)=O GJYXGIIWJFZCLN-UHFFFAOYSA-N 0.000 description 1
- IKYDDBGYKFPTGF-UHFFFAOYSA-N octyl 3-oxobutanoate Chemical compound CCCCCCCCOC(=O)CC(C)=O IKYDDBGYKFPTGF-UHFFFAOYSA-N 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 150000005527 organic iodine compounds Chemical class 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920003223 poly(pyromellitimide-1,4-diphenyl ether) Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- DHGFMVMDBNLMKT-UHFFFAOYSA-N propyl 3-oxobutanoate Chemical compound CCCOC(=O)CC(C)=O DHGFMVMDBNLMKT-UHFFFAOYSA-N 0.000 description 1
- 238000013139 quantization Methods 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 229960001755 resorcinol Drugs 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-M succinate(1-) Chemical compound OC(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-M 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical class O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- 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
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
- G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
-
- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
- G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
- G09F9/301—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements flexible foldable or roll-able electronic displays, e.g. thin LCD, OLED
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
Definitions
- the present invention relates to an adhesive composition used for flexible displays, and specifically to an adhesive composition forming an adhesive used for bonding one flexible member and another flexible member.
- Adhesive materials are generally used to join the components that make up various displays and touch panels for televisions, mobile phones, smartphones, etc.
- the adhesive material is provided, for example, in the form of a substrate-attached adhesive sheet having an adhesive layer on a supporting substrate, or a substrate-less adhesive sheet having no supporting substrate, and the members are bonded together.
- Flexible displays include a foldable display that can be folded, a rollable display that can be rolled into a cylindrical shape, etc., and are expected to be used in mobile terminals such as smartphones and tablet terminals, and stationary displays that can be stored.
- Patent Document 1 discloses one side of an adhesive layer and the other side of the adhesive layer. The ratio of shear stress 60 seconds after 1000% displacement to the maximum shear stress when the surfaces are displaced 1000% in opposite directions, and the gel fraction are controlled within a predetermined range. is disclosed (see Patent Document 1 (claim 1)).
- the present invention has been made in view of the above circumstances, and forms an adhesive material (adhesive layer) having adhesive strength suitable as an adhesive material (adhesive layer), excellent flexibility, and excellent restorability.
- An object of the present invention is to provide an adhesive composition capable of
- the pressure-sensitive adhesive composition for a flexible display of the present invention which can solve the above problems, is a pressure-sensitive adhesive composition for a flexible display for bonding one flexible member and another flexible member constituting a flexible display. , containing a plurality of (meth)acrylic copolymer components and a crosslinking agent, and as the (meth)acrylic copolymer components, at least (A) (meth)acrylic copolymer components and (B) ( containing a meth)acrylic copolymer component, the (A) (meth)acrylic copolymer component has a first reactive group, and has a molecular weight distribution (Mw/Mn) of 3.0 or less; The (B) (meth)acrylic copolymer component has a first reactive group, the molecular weight distribution (Mw/Mn) is greater than 3.0, and the cross-linking agent reacts with the first reactive group. and the content of the (A) (meth)acrylic copolymer component in the plurality
- the adhesive composition for a flexible display of the present invention By using the adhesive composition for a flexible display of the present invention, it is possible to form an adhesive material (adhesive layer) having suitable adhesive strength as an adhesive material (adhesive layer) and having excellent flexibility and restorability. Therefore, by using the pressure-sensitive adhesive composition for a flexible display of the present invention, even when repeatedly bent, the interface between the pressure-sensitive adhesive layer and the flexible member at the bending portion does not float or peel off, and cracks, waviness, and the like do not occur. A flexible display that can suppress the occurrence of appearance defects can be manufactured.
- (meth)acrylic means “at least one of acrylic and methacrylic".
- (Meth)acrylate means “at least one of acrylate and methacrylate”.
- (Meth)acryloyl means “at least one of acryloyl and methacryloyl”.
- a "vinyl monomer” refers to a monomer having a radically polymerizable carbon-carbon double bond in the molecule.
- a “structural unit derived from a vinyl monomer” refers to a structural unit in which a radically polymerizable carbon-carbon double bond of a vinyl monomer is polymerized to form a carbon-carbon single bond.
- the “structural unit derived from (meth)acrylate” refers to a structural unit in which the radically polymerizable carbon-carbon double bond of (meth)acrylate is polymerized to form a carbon-carbon single bond.
- a “structural unit derived from a (meth)acrylic monomer” refers to a structural unit in which a radically polymerizable carbon-carbon double bond of a (meth)acrylic monomer is polymerized to form a carbon-carbon single bond.
- the adhesive composition for a flexible display of the present invention (hereinafter sometimes simply referred to as "adhesive composition") is a flexible display for bonding one flexible member and another flexible member constituting a flexible display. It is an adhesive composition for The adhesive composition contains a plurality of (meth)acrylic copolymer components and a cross-linking agent.
- the adhesive composition includes at least (A) (meth)acrylic copolymer component (hereinafter sometimes simply referred to as "(A) polymer component") as the (meth)acrylic copolymer component.
- (B) contains a (meth)acrylic copolymer component (hereinafter sometimes simply referred to as "(B) polymer component”).
- a mixture containing a plurality of the (meth)acrylic copolymer components may be referred to as a (meth)acrylic copolymer mixture.
- the (A) (meth)acrylic copolymer component has a first reactive group and a molecular weight distribution (Mw/Mn) of 3.0 or less.
- the (B) (meth)acrylic copolymer component has a first reactive group and a molecular weight distribution (Mw/Mn) of more than 3.0. Further, the content of the (A) (meth)acrylic copolymer component in the plurality of (meth)acrylic copolymer components is 75% by mass to 99% by mass.
- the (A) (meth)acrylic copolymer component may be a copolymer containing a structural unit derived from a (meth)acrylic monomer as a main component (50% by mass or more).
- the polymer component (A) may be of one type or two or more types.
- the polymer component (A) can contain a structural unit derived from a vinyl monomer other than the (meth)acrylic monomer.
- the content of the structural unit derived from the (meth)acrylic monomer in the polymer component (A) is preferably 80% by mass or more, more preferably 90% by mass or more, based on 100% by mass of the polymer component.
- the polymer component (A) may be composed only of structural units derived from (meth)acrylic monomers.
- the (A) polymer component is preferably a (meth)acrylate copolymer.
- the (meth)acrylate copolymer may be a copolymer having a structural unit derived from (meth)acrylate as a main component (50% by mass or more), and is derived from a vinyl monomer other than (meth)acrylate. It can contain structural units.
- the (meth)acrylate is an ester compound in which the hydrogen atom of the carboxy group of (meth)acrylic acid is substituted with an organic group.
- the content of structural units derived from (meth)acrylate in the polymer component (A) is preferably 80% by mass or more, more preferably 90% by mass or more, based on 100% by mass of the polymer component.
- the (A) polymer component has a first reactive group.
- the first reactive group is a functional group having high reactivity with a second reactive group of a cross-linking agent, which will be described later.
- Functional groups that can be the first reactive group include reactive functional groups.
- the first reactive group includes a hydroxy group, a carboxy group, an epoxy group, etc., preferably a hydroxy group and/or a carboxy group, more preferably a hydroxy group or a carboxy group.
- the amount of the first reactive group of the polymer component (A) is preferably 0.002 mmol/g or more, more preferably 0.006 mmol/g or more, still more preferably 0.01 mmol/g or more, and 0.8 mmol /g or less, more preferably 0.6 mmol/g or less, still more preferably 0.5 mmol/g or less, particularly preferably 0.2 mmol/g or less, and most preferably 0.1 mmol/g or less.
- the amount of the first reactive group is 0.002 mmol/g or more, the adhesive material formed is appropriately crosslinked and exhibits a suitable recovery rate, and when the amount is 0.8 mmol/g or less, the adhesive material formed is improved.
- the distance between cross-linking points is sufficiently long and the flexibility is excellent.
- the polymer component (A) preferably further has a carboxy group as a functional group other than the first reactive group.
- the carboxy group content of the copolymer (A) is preferably 0.08 mmol/g or more, more preferably 0.16 mmol/g or more, still more preferably 0.32 mmol/g or more, and 1.3 mmol/g. /g or less, more preferably 0.8 mmol/g or less, still more preferably 0.6 mmol/g or less.
- the carboxy group and the hydroxy group per unit mass of the polymer component is preferably 4 or more, more preferably 8 or more, still more preferably 16 or more, and preferably 60 or less, more preferably 40 or less, and still more preferably 30 or less. be. If the molar ratio (carboxy group/hydroxy group) is within the above range, the adhesive layer has high restorability and a suitable balance between adhesive strength and flexibility.
- the polymer component (A) preferably further has a hydroxy group as a functional group other than the first reactive group.
- the amount of hydroxy groups in the polymer component (A) is preferably 0.01 mmol/g or more, more preferably 0.02 mmol/g or more, still more preferably 0.04 mmol/g or more, and 0.25 mmol/g. /g or less, more preferably 0.20 mmol/g or less, and still more preferably 0.15 mmol/g or less.
- the carboxy group and the hydroxy group per unit mass of the polymer component
- the molar ratio of the group (carboxy group/hydroxy group) is preferably 3.0 or more, more preferably 3.5 or more, still more preferably 4.0 or more, preferably 30 or less, more preferably 25 or less, More preferably, it is 20 or less. If the molar ratio (carboxy group/hydroxy group) is within the above range, the adhesive layer has high restorability and a suitable balance between adhesiveness and flexibility.
- the (A) polymer component may be a random copolymer, a block copolymer, or a graft copolymer, preferably a random copolymer.
- the weight average molecular weight (Mw) of the polymer component (A) is preferably 100,000 or more, more preferably 200,000 or more, still more preferably 600,000 or more, particularly preferably over 800,000, and preferably 3,000,000 or less. , more preferably 2.5 million or less, still more preferably 2.3 million or less.
- Mw weight average molecular weight
- the molecular weight distribution (Mw/Mn) of the polymer component (A) is 3.0 or less, preferably 2.5 or less, more preferably 2.2 or less, and still more preferably 1.8 or less. be.
- the molecular weight distribution (Mw/Mn) is a value calculated by (weight average molecular weight (Mw))/(number average molecular weight (Mn)), and methods for measuring Mw and Mn will be described later. .
- the glass transition temperature (Tg) of the polymer component (A) is preferably ⁇ 70° C. or higher, more preferably ⁇ 60° C. or higher, and preferably 0° C. or lower, more preferably ⁇ 10° C. or lower, further preferably -20°C or less. If the Tg is -70 ° C. or higher, the adhesive material is given sufficient cohesive strength, and the durability of the formed adhesive material is improved. As a result, peeling at low temperatures is suppressed, and durability is improved.
- the Tg of the polymer component is a value calculated by the following FOX formula (formula (1)).
- Tg represents the glass transition temperature (°C) of the copolymer.
- Tgi indicates the glass transition temperature (°C) when the vinyl monomer i forms a homopolymer.
- i is a natural number from 1 to n.
- the (A) polymer component includes a polymer component having a weight average molecular weight of 1,000,000 or more ((A1) polymer component) and a polymer component having a weight average molecular weight of less than 1,000,000 ((A2) polymer component ) is preferably contained.
- a more flexible adhesive can be formed.
- the weight average molecular weight (Mw) of the polymer component (A1) is preferably 1,000,000 or more, more preferably 1,300,000 or more, still more preferably 1,500,000 or more, and preferably 3,000,000 or less, more preferably 2,500,000 or less. , and more preferably 2,300,000 or less.
- the molecular weight distribution (Mw/Mn) of the polymer component (A1) is 3.0 or less, preferably 2.5 or less, more preferably 2.2 or less, and still more preferably 1.8 or less. be.
- the weight average molecular weight (Mw) of the polymer component (A2) is preferably 100,000 or more, more preferably 200,000 or more, still more preferably 600,000 or more, particularly preferably over 800,000, and preferably less than 1,000,000. , more preferably 950,000 or less, still more preferably 900,000 or less.
- the molecular weight distribution (Mw/Mn) of the polymer component (A2) is 3.0 or less, preferably 2.5 or less, more preferably 2.2 or less, and still more preferably 1.8 or less. be.
- the ratio (Mw1/Mw2) of the weight average molecular weight (Mw1) of the (A1) polymer component to the weight average molecular weight (Mw2) of the (A2) polymer component is preferably 1.5 or more, more preferably 2. 0 or more, preferably 4.0 or less, more preferably 3.0 or less. If the ratio (Mw1/Mw2) is within the above range, it is possible to form a more flexible adhesive material while having excellent restorability. When a plurality of (A1) polymer components and (A2) polymer components are contained, the ratio (Mw1/Mw2) is the ratio of the largest weight-average molecular weights among the respective components.
- the mass ratio (A1/A2) between the (A1) polymer component and the (A2) polymer component in the (A) polymer component is preferably 0.1 or more, more preferably 0.2 or more, and still more preferably is 0.3 or more, preferably 1.0 or less, more preferably 0.8 or less, and still more preferably 0.6 or less. If the mass ratio (A1/A2) is within the above range, it is possible to form a more flexible adhesive material while having excellent restorability. When a plurality of (A1) polymer components and (A2) polymer components are contained, the mass ratio of the polymer component having the largest weight average molecular weight among the respective components is defined as the ratio (A1/A2).
- the (B) (meth)acrylic copolymer component may be a copolymer whose main component (50% by mass or more) is a structural unit derived from a (meth)acrylic monomer.
- the polymer component (B) may be of one type or two or more types.
- the polymer component (B) can contain a structural unit derived from a vinyl monomer other than the (meth)acrylic monomer.
- the content of the structural unit derived from the (meth)acrylic monomer in the polymer component (B) is preferably 80% by mass or more, more preferably 90% by mass or more, based on 100% by mass of the polymer component.
- the polymer component (B) may be composed only of structural units derived from (meth)acrylic monomers.
- the (B) polymer component is preferably a (meth)acrylate copolymer.
- the (meth)acrylate copolymer may be a copolymer having a structural unit derived from (meth)acrylate as a main component (50% by mass or more), and is derived from a vinyl monomer other than (meth)acrylate. It can contain structural units.
- the content of structural units derived from (meth)acrylate in the polymer component (B) is preferably 80% by mass or more, more preferably 90% by mass or more, based on 100% by mass of the polymer component.
- the (B) polymer component has a first reactive group.
- the first reactive group is a functional group having high reactivity with a second reactive group of a cross-linking agent, which will be described later.
- Functional groups that can be the first reactive group include reactive functional groups.
- the first reactive group is preferably a hydroxy group and/or a carboxy group, more preferably a hydroxy group or a carboxy group.
- the amount of the first reactive group of the polymer component (B) is preferably 0.002 mmol/g or more, more preferably 0.006 mmol/g or more, still more preferably 0.01 mmol/g or more, and 0.8 mmol /g or less, more preferably 0.6 mmol/g or less, still more preferably 0.5 mmol/g or less, particularly preferably 0.2 mmol/g or less, and most preferably 0.1 mmol/g or less.
- the amount of the first reactive group is 0.002 mmol/g or more, the adhesive material formed is appropriately crosslinked and exhibits a suitable recovery rate, and when the amount is 0.8 mmol/g or less, the adhesive material formed is improved.
- the distance between cross-linking points is sufficiently long and the flexibility is excellent.
- the polymer component (B) preferably further has a carboxy group as a functional group other than the first reactive group.
- the carboxy group content of the copolymer (B) is preferably 0.08 mmol/g or more, more preferably 0.16 mmol/g or more, still more preferably 0.32 mmol/g or more. /g or less, more preferably 0.8 mmol/g or less, still more preferably 0.6 mmol/g or less.
- the carboxy group and the hydroxy group per unit mass of the polymer component (B) is preferably 4 or more, more preferably 8 or more, still more preferably 16 or more, and preferably 60 or less, more preferably 40 or less, and still more preferably 30 or less. be. If the molar ratio (carboxy group/hydroxy group) is within the above range, the adhesive layer has high restorability and a suitable balance between adhesive strength and flexibility.
- the polymer component (B) preferably has a hydroxy group as a functional group other than the first reactive group.
- the amount of hydroxy groups in the polymer component (B) is preferably 0.01 mmol/g or more, more preferably 0.02 mmol/g or more, still more preferably 0.04 mmol/g or more, and 0.25 mmol/g. /g or less, more preferably 0.20 mmol/g or less, and still more preferably 0.15 mmol/g or less.
- the carboxy group and the hydroxy group per unit mass of the polymer component (A)
- the molar ratio of the group (carboxy group/hydroxy group) is preferably 3.0 or more, more preferably 3.5 or more, still more preferably 4.0 or more, preferably 30 or less, more preferably 25 or less, More preferably, it is 20 or less. If the molar ratio (carboxy group/hydroxy group) is within the above range, the adhesive layer has high restorability and a suitable balance between adhesiveness and flexibility.
- the (B) polymer component may be a random copolymer, a block copolymer, or a graft copolymer, preferably a random copolymer.
- the weight average molecular weight (Mw) of the polymer component (B) is preferably 100,000 or more, more preferably 200,000 or more, still more preferably 300,000 or more, particularly preferably 400,000 or more, and preferably 3,000,000 or less. , more preferably 1,000,000 or less, and still more preferably 800,000 or less.
- Mw weight average molecular weight
- the molecular weight distribution (Mw/Mn) of the polymer component (B) is more than 3.0, preferably 5.0 or more, more preferably 7.0 or more, and preferably 12.0 or less, and more It is preferably 11.0 or less, more preferably 10.0 or less. If Mw/Mn is more than 3.0, an adhesive material with excellent adhesive strength and flexibility can be formed.
- the glass transition temperature (Tg) of the polymer component (B) is preferably ⁇ 70° C. or higher, more preferably ⁇ 60° C. or higher, and preferably 0° C. or lower, more preferably ⁇ 10° C. or lower, further preferably -20°C or less. If the Tg is -70 ° C. or higher, the adhesive material is given sufficient cohesive strength, and the durability of the formed adhesive material is improved. As a result, peeling at low temperatures is suppressed, and durability is improved.
- the plurality of (meth)acrylic copolymer components contain at least (A) (meth)acrylic copolymer component and (B) (meth)acrylic copolymer component.
- the content of the (A) (meth)acrylic copolymer component in the plurality of (meth)acrylic copolymer components is 75% by mass or more, preferably 77% by mass or more, more preferably 80% by mass. 99% by mass or less, preferably 97% by mass or less, more preferably 95% by mass or less. If the content of the (A) (meth)acrylic copolymer component is 75% by mass or more, an adhesive material having an excellent recovery rate can be formed, and if it is 99% by mass or less, adhesive strength and flexibility can form an excellent adhesive.
- the content of the (B) (meth)acrylic copolymer component in the plurality of (meth)acrylic copolymer components is 1% by mass or more, preferably 3% by mass or more, more preferably 5% by mass. 25% by mass or less, preferably 23% by mass or less, more preferably 20% by mass or less. If the content of the (B) (meth)acrylic copolymer component is 1% by mass or more, an adhesive material having excellent adhesive strength and flexibility can be formed, and if it is 25% by mass or less, the recovery rate can form an excellent adhesive.
- the total content of the (A) (meth)acrylic copolymer component and the (B) (meth)acrylic copolymer component in the plurality of (meth)acrylic copolymer components is 80 mass. % or more, more preferably 90 mass % or more, and still more preferably 95 mass % or more. It is also preferable that the (meth)acrylic copolymer component contains only the (A) (meth)acrylic copolymer component and the (B) (meth)acrylic copolymer component.
- the mass ratio (A/B) between the (A) polymer component and the (B) polymer component in the plurality of (meth)acrylic copolymer components is preferably 3 or more, more preferably 4 or more, It is more preferably 5 or more, preferably 25 or less, more preferably 20 or less, still more preferably 15 or less.
- mass ratio (A/B) is 3 or more, an adhesive material with excellent recovery rate can be formed, and when it is 25 or less, an adhesive material with excellent adhesive strength and flexibility can be formed.
- the plurality of (meth)acrylic copolymer components may contain polymer components other than the (A) polymer component and (B) polymer component.
- examples of the other polymer component include a (meth)acrylic copolymer component having no first reactive group.
- the (A) polymer component and (B) polymer component have a first reactive group. That is, the (A) polymer component and (B) polymer component contain the structural unit (a-1) having the first reactive group in their structure.
- the structural unit (a-1) having the first reactive group may be of only one type, or may be of two or more types.
- the first reactive group is a structural unit derived from a (meth)acrylic monomer (preferably a (meth)acrylate monomer and/or (meth)acrylic acid), or a structural unit derived from a vinyl monomer other than the (meth)acrylic monomer.
- the structural unit (a-1) having the first reactive group is derived from (meth)acrylic monomer (preferably (meth)acrylate monomer and/or (meth)acrylic acid) having the first reactive group or a structural unit derived from a vinyl monomer other than a (meth)acrylic monomer having a first reactive group.
- the content of the structural unit (structural unit (a-1) having the first reactive group) derived from the vinyl monomer having the first reactive group in the polymer component (A) is 100% by mass of the polymer component. Among them, it is preferably 0.03% by mass or more, more preferably 0.09% by mass or more, still more preferably 0.15% by mass or more, preferably 6% by mass or less, more preferably 3% by mass or less, and further Preferably, it is 1% by mass or less.
- the vinyl monomer having the first reactive group includes vinyl monomers other than the (meth)acrylic monomer having the first reactive group and the (meth)acrylic monomer having the first reactive group.
- the content of the structural unit (structural unit (a-1) having the first reactive group) derived from the vinyl monomer having the first reactive group in the polymer component (B) is 100% by mass of the polymer component. Among them, it is preferably 0.03% by mass or more, more preferably 0.09% by mass or more, still more preferably 0.15% by mass or more, preferably 6% by mass or less, more preferably 3% by mass or less, and further Preferably, it is 1% by mass or less.
- the vinyl monomer having the first reactive group includes vinyl monomers other than the (meth)acrylic monomer having the first reactive group and the (meth)acrylic monomer having the first reactive group.
- Examples of the (meth)acrylic monomer include (b1) a (meth)acrylic monomer having no functional group capable of serving as the first reactive group, and (b2) a (meth)acrylic monomer having a functional group capable of serving as the first reactive group. is mentioned. These monomers may be used alone or in combination of two or more.
- As the (b1) (meth)acrylic monomer (b1-1) a (meth)acrylate monomer having no functional group capable of serving as a first reactive group is preferable.
- Examples of the (b2) (meth)acrylic monomer include (b2-1) a (meth)acrylate monomer having a functional group capable of serving as a first reactive group, and (meth)acrylic acid.
- the (b1) (meth)acrylic monomer having no functional group that can be the first reactive group includes (meth)acrylate having a linear alkyl group, (meth)acrylate having a branched alkyl group, alkoxy (Meth) acrylates having a group, (meth) acrylates having a polyalkylene glycol structural unit, (meth) acrylates having an alicyclic hydrocarbon group, (meth) acrylates having an aromatic group, having a tertiary amino group ( meth)acrylates, (meth)acrylamides, and the like.
- (meth)acrylates having a linear alkyl group (meth)acrylates having a branched alkyl group, (meth)acrylates having an alicyclic hydrocarbon group, and (meth)acrylates having an aromatic group and (meth)acrylamides are preferred.
- the (meth)acrylate having a straight-chain alkyl group is preferably a (meth)acrylate having a straight-chain alkyl group having 1 to 20 carbon atoms in the straight-chain alkyl group.
- (Meth)acrylates having a straight-chain alkyl group with a number of 1 to 15 are more preferred, and (meth)acrylates having a straight-chain alkyl group with a straight-chain alkyl group having a carbon number of 8 to 15 are even more preferred. .
- Examples of (meth)acrylates having a linear alkyl group include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, and n-hexyl (meth)acrylate. , n-octyl (meth)acrylate, n-nonyl (meth)acrylate, n-decyl (meth)acrylate, n-lauryl (meth)acrylate, n-stearyl (meth)acrylate and other linear alkyl (meth)acrylates esters.
- the (meth)acrylate having a branched-chain alkyl group is preferably a (meth)acrylate having a branched-chain alkyl group having 3 to 20 carbon atoms in the branched-chain alkyl group. (Meth)acrylates with 3 to 10 branched alkyl groups are preferred.
- Examples of (meth)acrylates having a branched alkyl group include isopropyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, isooctyl (meth)acrylate, 2 - (meth)acrylic acid branched chain alkyl esters such as ethylhexyl (meth)acrylate, isononyl (meth)acrylate and isodecyl (meth)acrylate.
- (meth)acrylates having an alkoxy group examples include (meth)acrylic acid alkoxyalkyl esters such as methoxyethyl (meth)acrylate and ethoxyethyl (meth)acrylate.
- Examples of (meth)acrylates having an alicyclic hydrocarbon group include (meth)acrylates having a cyclic alkyl group and (meth)acrylates having a polycyclic structure.
- the (meth)acrylate having a cyclic alkyl group is preferably a (meth)acrylate having a cyclic alkyl group having 6 to 12 carbon atoms.
- the cyclic alkyl group includes a cyclic alkyl group having a monocyclic structure (for example, a cycloalkyl group), and may have a chain portion.
- (meth)acrylates having a cyclic alkyl group having a monocyclic structure include (meth)acrylic acid cyclic alkyl esters such as cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, and cyclododecyl (meth)acrylate. be able to.
- the (meth)acrylate having a polycyclic structure is preferably a (meth)acrylate having a polycyclic structure with 6 to 12 carbon atoms.
- the polycyclic structure includes cyclic alkyl groups having a bridged ring structure (eg, adamantyl group, norbornyl group, isobornyl group), and may also have a chain portion.
- (meth)acrylates having a polycyclic structure include bornyl (meth)acrylate, isobornyl (meth)acrylate, 1-adamantyl (meth)acrylate, 2-adamantyl (meth)acrylate, 2-methyl-2- adamantyl (meth) acrylate, 2-ethyl-2-adamantyl (meth) acrylate, norbornyl (meth) acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentanyloxyethyl (meth) Acrylate, dicyclopentenyloxyethyl (meth)acrylate and the like can be mentioned.
- the (meth)acrylate having an aromatic group is preferably a (meth)acrylate having an aromatic group having 6 to 12 carbon atoms.
- the aromatic group include an aryl group, and may have a chain portion such as an alkylaryl group, an araryl group, an aryloxyalkyl group, and the like.
- the (meth)acrylate having an aromatic group include a compound in which an aryl group is directly bonded to a (meth)acryloyloxy group, a compound in which an aralkyl group is directly bonded to a (meth)acryloyloxy group, and a (meth)acryloyloxy group.
- a compound having an alkylaryl group directly bonded thereto may be mentioned.
- the aryl group preferably has 6 to 12 carbon atoms.
- the aralkyl group preferably has 6 to 12 carbon atoms.
- the alkylaryl group preferably has 6 to 12 carbon atoms.
- Specific examples of (meth)acrylates having an aromatic group include benzyl (meth)acrylate, phenyl (meth)acrylate, phenoxyethyl (meth)acrylate and the like.
- Examples of (meth)acrylates having a tertiary amino group include 2-(dimethylamino)ethyl (meth)acrylate and N,N-dimethylaminopropyl (meth)acrylate.
- Examples of the (meth)acrylamides include N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N,N-diisopropyl(meth)acrylamide, (meth)acrylamide, N-methyl(meth) Acrylamide, N-ethyl (meth)acrylamide, N-isopropyl (meth)acrylamide, N-tert-butyl (meth)acrylamide, N-octyl (meth)acrylamide, N-methoxymethyl (meth)acrylamide, N-ethoxymethyl ( meth)acrylamide, N-propoxymethyl(meth)acrylamide, N-butoxymethyl(meth)acrylamide, diacetoneacrylamide, 4-(meth)acryloylmorpholine and the like.
- the (meth)acrylamides are (meth)acryl monomers, but are not included in (meth)acrylate monomers.
- the (b2) (meth)acrylic monomer having a functional group capable of serving as a first reactive group includes a (meth)acrylic monomer having a hydroxy group (preferably a (meth)acrylate monomer) and a (meth)acrylic monomer having a carboxy group.
- Monomers preferably (meth)acrylic acid), epoxy group-containing (meth)acrylic monomers (preferably (meth)acrylate monomers), and the like can be mentioned.
- a (meth)acrylic monomer having a hydroxy group and/or a (meth)acrylic monomer having a carboxy group are preferred, and a (meth)acrylic monomer having a hydroxy group is more preferred.
- Examples of the (meth)acrylic monomer having a hydroxy group include 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6 - hydroxyalkyl (meth)acrylates such as hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, 12-hydroxylauryl (meth)acrylate; (4-hydroxymethylcyclohexyl) hydroxyalkylcycloalkyl (meth)acrylates such as methyl (meth)acrylate; and caprolactone adducts of hydroxyalkyl (meth)acrylates.
- hydroxyalkyl (meth)acrylates are preferred, and (meth)acrylates having a hydroxyalkyl group having 1 to 5 carbon atoms are more preferred.
- Examples of the (meth)acrylic monomer having a carboxy group include carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, 2-(meth)acryloyloxyethyl succinate, 2-(meth)acryloyloxyethyl maleate, 2 - Monomers obtained by reacting (meth)acrylates having a hydroxy group such as (meth)acryloyloxyethyl phthalate with acid anhydrides such as maleic anhydride, succinic anhydride, and phthalic anhydride (e.g., 2-acryloyloxy hydrogen succinate) Ethyl, 2-methacryloyloxyethyl hydrogen succinate, 2-(acryloyloxy)ethyl hydrogen hexahydrophthalate, 2-(methacryloyloxyethyl) hydrogen hexahydrophthalate, 1-(2-acryloyloxyethyl) phthalate, phthalate acid 1-(2-methacryl
- Examples of the (meth)acrylic acid ester having an epoxy group include glycidyl (meth)acrylate and 3,4-epoxycyclohexylmethyl (meth)acrylate.
- Examples of the vinyl monomer other than the (meth)acrylic monomer include (b3) a vinyl monomer other than the (meth)acrylic monomer which does not have a functional group that can be the first reactive group, and (b4) a functional group that can be the first reactive group.
- Examples include vinyl monomers other than (meth)acrylic monomers having a group. These monomers may be used alone or in combination of two or more.
- Examples of (b3) vinyl monomers other than (meth)acrylic monomers having no functional group that can be the first reactive group include aromatic vinyl monomers, heterocyclic vinyl monomers, vinyl carboxylates, and tertiary amino groups. , vinyl monomers containing a quaternary ammonium base, vinylamides, ⁇ -olefins, dienes, halogenated vinyl monomers, and the like.
- Examples of the aromatic vinyl monomers include styrene, ⁇ -methylstyrene, 4-methylstyrene, 2-methylstyrene, 3-methylstyrene, 4-methoxystyrene, 2-hydroxymethylstyrene and 1-vinylnaphthalene.
- Examples of the vinyl monomer containing the heterocycle include 2-vinylthiophene, N-methyl-2-vinylpyrrole, 2-vinylpyridine, 4-vinylpyridine and the like.
- Examples of the vinyl carboxylate include vinyl acetate, vinyl pivalate, and vinyl benzoate.
- Examples of vinyl monomers containing a tertiary amino group include N,N-dimethylallylamine.
- Vinyl monomers containing the quaternary ammonium base include N-methacryloylaminoethyl-N,N,N-dimethylbenzylammonium chloride and the like.
- vinylamides include N-vinylformamide, N-vinylacetamide, 1-vinyl-2-pyrrolidone, N-vinyl- ⁇ -captolactam and the like.
- ⁇ -olefin examples include 1-hexene, 1-octene, 1-decene and the like.
- dienes include butadiene, isoprene, 4-methyl-1,4-hexadiene, and 7-methyl-1,6-octadiene.
- halogenated vinyl monomers examples include vinyl fluoride, vinylidene fluoride, trifluoroethylene, chlorotrifluoroethylene, tetrafluoroethylene, hexafluoropropylene, tetrafluoropropylene, vinylidene chloride, vinyl chloride, 1-chloro-1-fluoro Examples include ethylene, 1,2-dichloro-1,2-difluoroethylene, and the like.
- Vinyl monomers other than the (b4) (meth)acrylic monomer having a functional group capable of serving as the first reactive group include vinyl monomers having a hydroxy group, vinyl monomers having a carboxy group, vinyl monomers containing an epoxy group, and the like. mentioned.
- Examples of vinyl monomers having a hydroxy group include p-hydroxystyrene and allyl alcohol.
- vinyl monomers having a carboxyl group include crotonic acid, maleic acid, itaconic acid, citraconic acid, and cinnamic acid.
- Examples of vinyl monomers containing epoxy groups include 2-allyloxirane, glycidyl vinyl ether, 3,4-epoxycyclohexyl vinyl ether, and the like.
- the (meth)acrylic copolymer mixture can be prepared, for example, by mixing a plurality of (meth)acrylic copolymer components.
- the (meth)acrylic copolymer is obtained by polymerizing a (meth)acrylic monomer.
- a polymerization composition containing a plurality of polymer components it is also possible to obtain a polymerization composition containing a plurality of polymer components, and such a polymerization composition can be obtained by a plurality of (meth)acrylic copolymers. May be used as a coalescing component.
- the polymer component contained in the polymer composition or the (meth)acrylic copolymer mixture can be confirmed by preparing a differential molecular weight distribution curve by gel permeation chromatography and performing waveform separation on this curve.
- a polymerization method for polymerizing the monomer composition either a free radical polymerization method or a living radical polymerization method can be employed.
- the living radical polymerization method maintains the simplicity and versatility of the conventional radical polymerization method. It is easy to precisely control and manufacture a polymer with a uniform composition. Therefore, in the copolymer produced by the living radical polymerization method, the reactive functional groups are uniformly distributed in each molecular chain.
- a random copolymer can be obtained by using a mixture of each monomer (vinyl monomer).
- a block copolymer can also be obtained by sequentially reacting vinyl monomers constituting the copolymer.
- Living radical polymerization methods include methods using compounds that can generate nitroxide radicals (nitroxide method; NMP method); A method of living polymerization from the polymerization initiator compound (ATRP method); a method of using a sulfur-based reversible chain transfer agent (RAFT method); a method of using an organic tellurium compound (TERP method).
- a method using an organic iodine compound (ITP method) A method using an iodine compound as a polymerization initiator compound and an organic compound such as a phosphorus compound, a nitrogen compound, an oxygen compound, or a hydrocarbon as a catalyst (reversible transfer catalyst polymerization; RTCP method , reversible catalyst-mediated polymerization; RCMP method).
- TERP method it is preferable to use the TERP method from the viewpoint of the diversity of usable monomers, molecular weight control in the high molecular region, uniform composition, or coloring.
- the TERP method is a method of polymerizing a radically polymerizable compound (vinyl monomer) using an organic tellurium compound as a chain transfer agent. 2004/072126 and methods described in WO 2004/096870.
- Specific polymerization methods for the TERP method include the following (a) to (d).
- R 1 is an alkyl group having 1 to 8 carbon atoms, an aryl group or an aromatic heterocyclic group.
- R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.
- R 4 is an alkyl group having 1 to 8 carbon atoms, an aryl group, a substituted aryl group, an aromatic heterocyclic group, an alkoxy group, an acyl group, an amido group, an oxycarbonyl group, a cyano group, an allyl group or a propargyl group.
- R 1 is an alkyl group having 1 to 8 carbon atoms, an aryl group or an aromatic heterocyclic group.
- Specific examples of the organic ditelluride compound represented by formula (2) include dimethyl ditelluride, dibutyl ditelluride, and the like.
- the azo polymerization initiator can be used without particular limitation as long as it is an azo polymerization initiator used in normal radical polymerization.
- ADVN ,2′-azobis(2,4-dimethylvaleronitrile)
- ACBN 1,1′-azobis(1-cyclohexanecarbonitrile)
- V-70 2,2′-azobis(4-methoxy-2,4- dimethylvaleronitrile)
- the polymerization step is carried out in a vessel substituted with an inert gas, with a vinyl monomer and an organic tellurium compound of formula (1) for the purpose of promoting the reaction, controlling the molecular weight and molecular weight distribution depending on the type of the vinyl monomer, and further adding an azo A polymerization initiator and/or an organic ditelluride compound of formula (2) are mixed.
- the inert gas include nitrogen, argon, and helium. Argon and nitrogen are preferred.
- the amount of the vinyl monomer used in (a), (b), (c) and (d) may be appropriately adjusted according to the physical properties of the intended copolymer.
- the polymerization reaction can be carried out without a solvent, it may be carried out by using an aprotic or protic solvent generally used in radical polymerization and stirring the mixture.
- Aprotic solvents that can be used are, for example, acetonitrile, methyl ethyl ketone, anisole, benzene, toluene, propylene glycol monomethyl ether acetate, ethyl acetate, tetrahydrofuran (THF), N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), N-methyl-2-pyrrolidone (NMP), acetone, dioxane, chloroform, carbon tetrachloride and the like.
- protic solvents examples include water, methanol, ethanol, isopropanol, n-butanol, ethyl cellosolve, butyl cellosolve, 1-methoxy-2-propanol, hexafluoroisopropanol, diacetone alcohol and the like.
- a solvent may be used individually and may use 2 or more types together.
- the amount of the solvent to be used may be appropriately adjusted, and is preferably 0.01 ml to 50 ml per 1 g of the vinyl monomer.
- the reaction temperature and reaction time may be appropriately adjusted depending on the molecular weight or molecular weight distribution of the polymer component to be obtained, but the mixture is usually stirred at 0°C to 150°C for 1 minute to 100 hours.
- the pressure is usually normal pressure, but may be pressurized or reduced.
- the desired copolymer can be separated from the resulting reaction mixture by removing the used solvent, residual vinyl monomers, and the like by ordinary separation and purification means.
- the growing terminal of the copolymer obtained by the polymerization reaction is in the form of —TeR 1 (wherein R 1 is the same as above) derived from the tellurium compound, and is deactivated by an operation in air after the completion of the polymerization reaction.
- TeR 1 (wherein R 1 is the same as above) derived from the tellurium compound
- tellurium atoms may remain. Since a copolymer having a tellurium atom remaining at the end thereof is colored or has poor thermal stability, it is preferable to remove the tellurium atom.
- Examples of the method for removing tellurium atoms include a radical reduction method; a method of adsorption with activated carbon or the like; a method of adsorbing a metal with an ion exchange resin or the like; these methods can also be used in combination.
- the other end of the copolymer obtained by the polymerization reaction (the end opposite to the growing end) is -CR 2 R 3 R 4 derived from a tellurium compound (wherein R 2 , R 3 and R 4 are represented by the formula The same as R 2 , R 3 and R 4 in (1)).
- Free radical polymerization method A conventionally known method may be adopted for the free radical polymerization method.
- Polymerization initiators used in free radical polymerization include azo polymerization initiators, peroxide polymerization initiators, and the like.
- the azo polymerization initiator include 2,2′-azobis(isobutyronitrile) (AIBN), 2,2′-azobis(2-methylbutyronitrile) (AMBN), 2,2′- azobis(2,4-dimethylvaleronitrile) (ADVN), 1,1′-azobis(1-cyclohexanecarbonitrile) (ACHN), dimethyl-2,2′-azobisisobutyrate (MAIB), 4,4 '-azobis(4-cyanovaleric acid) (ACVA), 1,1'-azobis(1-acetoxy-1-phenylethane), 2,2'-azobis(2-methylbutyramide), 2,2'- Azobis(4-methoxy-2,4-dimethylvaleronitrile
- the polymerization reaction can be carried out without a solvent, it may be carried out by using an aprotic or protic solvent generally used in radical polymerization and stirring the mixture.
- Aprotic solvents that can be used are, for example, acetonitrile, anisole, benzene, toluene, N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO), N-methyl-2-pyrrolidone (NMP), acetone, 2-butanone.
- protic solvents include water, methanol, ethanol, isopropanol, n-butanol, ethyl cellosolve, butyl cellosolve, 1-methoxy-2-propanol, hexafluoroisopropanol, and diacetone alcohol.
- the amount of the solvent to be used may be adjusted as appropriate. For example, it is preferably 0.01 ml or more, more preferably 0.05 ml or more, still more preferably 0.1 ml or more, and 50 ml or less per 1 g of the vinyl monomer. It is preferably 10 ml or less, more preferably 1 ml or less.
- the reaction temperature and reaction time may be appropriately adjusted depending on the molecular weight or molecular weight distribution of the resulting polymer component, but the mixture is usually stirred at 0°C to 150°C for 1 minute to 100 hours. At this time, the pressure is usually normal pressure, but may be pressurized or reduced.
- the intended polymer composition can be separated from the resulting reaction mixture by removing the used solvent, residual vinyl monomer, etc., by a conventional separation and purification means.
- the adhesive composition contains a cross-linking agent.
- the cross-linking agent is a compound having two or more second reactive groups in one molecule that react with the first reactive groups of the polymer component (A) and the polymer component (B).
- the cross-linking agent is not particularly limited, and examples thereof include isocyanate-based cross-linking agents, epoxy-based cross-linking agents, aziridine-based cross-linking agents, metal chelate-based cross-linking agents, melamine resin-based cross-linking agents, and urea resin-based cross-linking agents.
- the said crosslinking agent may be used individually by 1 type, and may use 2 or more types together.
- isocyanate-based cross-linking agents and/or epoxy-based cross-linking agents are preferred.
- an isocyanate-based cross-linking agent or an epoxy-based cross-linking agent is more preferable, and an epoxy-based cross-linking agent is even more preferable, because the recovery rate of the adhesive material to be formed is improved.
- the average number of second reactive groups in one molecule of the cross-linking agent is 2 or more, more preferably 3 or more, still more preferably 4 or more, particularly preferably 5 or more, and preferably 8 or less. That is, the cross-linking agent is more preferably a polyfunctional cross-linking agent having 4 or more second reactive groups in one molecule. If the cross-linking agent is tetrafunctional or more, the average distance between cross-linking points in the polymer in the adhesive becomes longer. Therefore, the obtained adhesive material has a low initial stress and exhibits a high recovery rate.
- the molecular weight of the cross-linking agent is preferably 200 or more, more preferably 300 or more, still more preferably 400 or more, and preferably 1500 or less, more preferably 1000 or less, still more preferably 700 or less.
- the content of the second reactive group in the cross-linking agent is preferably 1.5 mmol/g or more, more preferably 3.0 mmol/g or more, still more preferably 3.7 mmol/g or more, and preferably 10 mmol/g or less. , more preferably 8 mmol/g or less, and still more preferably 6 mmol/g or less. If the content of the second reactive group of the cross-linking agent is within this range, the valence of the cross-linking agent will be low, the cross-linking points will be evenly distributed in the adhesive, and the average distance between cross-linking points will be long. Therefore, the obtained adhesive material has a low initial stress and exhibits a high recovery rate.
- Examples of the combination of the first reactive group possessed by the polymer component (A) and the polymer component (B) and the second reactive group possessed by the cross-linking agent include the following combinations.
- the second reactive group of the cross-linking agent is an isocyanate group
- the first reactive group may be a hydroxy group.
- the second reactive group of the cross-linking agent is an epoxy group
- the first reactive group may be a carboxy group.
- the first reactive group is a hydroxy group
- the first reactive group is a carboxy group and the second reactive group is an epoxy group
- the isocyanate-based cross-linking agent is a compound having two or more isocyanate groups (including isocyanate-regenerative functional groups in which the isocyanate groups are temporarily protected by a blocking agent or quantization) as the second reactive groups in one molecule.
- the isocyanate-based cross-linking agents may be used alone or in combination of two or more.
- Isocyanate-based cross-linking agents include aliphatic polyisocyanates, alicyclic polyisocyanates, aromatic polyisocyanates, adducts of these with various polyols, polyfunctionalized with isocyanurate bonds, biuret bonds, allophanate bonds, etc. polyisocyanate, and the like.
- a compound having two isocyanate groups including an isocyanate-regenerative functional group in which the isocyanate group is temporarily protected by a blocking agent or quantification
- bifunctional isocyanate-based cross-linking agent Compounds having three isocyanate groups (including isocyanate regenerative functional groups temporarily protected by blocking agents or isocyanate groups by quantification) in one molecule (trifunctional isocyanate cross-linking agents), isocyanate groups (isocyanate groups (containing an isocyanate regenerative functional group temporarily protected by a blocking agent or quantification) in one molecule (hexafunctional isocyanate cross-linking agent).
- Diisocyanate compounds such as aliphatic diisocyanate compounds, alicyclic diisocyanate compounds, and aromatic diisocyanate compounds can be mentioned as bifunctional isocyanate-based cross-linking agents, and adducts of these diisocyanate compounds and diol compounds can also be used.
- the diol compound is a compound represented by the general formula "HO-Y-OH" (Y is a divalent aliphatic group, a divalent alicyclic group, a divalent aromatic group, etc.). .
- aliphatic diisocyanate compounds include ethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, 2-methyl-1,5-pentane diisocyanate, 3-methyl-1,5-pentane diisocyanate, 2,2,4- Examples include trimethyl-1,6-hexamethylene diisocyanate, among which aliphatic diisocyanate compounds having 4 to 30 carbon atoms are preferred, and aliphatic diisocyanate compounds having 4 to 10 carbon atoms are more preferred.
- alicyclic diisocyanate compound examples include isophorone diisocyanate, cyclopentyl diisocyanate, cyclohexyl diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated tolylene diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated tetramethylxylene diisocyanate and the like, among which 7 carbon atoms. ⁇ 30 alicyclic diisocyanate compounds are preferred.
- diol compound examples include 2-methyl-1,3-propanediol, 2,2-dimethyl-1,3-propanediol, 2-methyl-2-propyl-1,3-propanediol, 2-ethyl-2 -Butyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol, polyethylene glycol, polypropylene glycol and other aliphatic diol compounds, among which 3 to 10 carbon atoms is preferred.
- Examples of the trifunctional isocyanate cross-linking agent and the hexafunctional isocyanate cross-linking agent include the adduct of the diisocyanate compound, the biuret of the diisocyanate compound, the isocyanurate of the diisocyanate compound (cyclic multimer of diisocyanate compounds), and the like. be done.
- the isocyanate-based cross-linking agent preferably does not have an aromatic ring.
- the isocyanate-based cross-linking agent includes an aliphatic diisocyanate compound, and a bifunctional isocyanate-based cross-linking agent selected from the group consisting of an adduct of an aliphatic diisocyanate compound and an aliphatic diol compound; Trifunctional or hexafunctional isocyanate-based cross-linking agents selected from the group consisting of adducts, biurets of aliphatic diisocyanate compounds, and isocyanurate compounds of aliphatic diisocyanates are preferred.
- epoxy cross-linking agent refers to a compound having two or more epoxy groups in one molecule as a second reactive group.
- the epoxy-based cross-linking agents may be used alone or in combination of two or more.
- Epoxy-based cross-linking agents include aliphatic epoxy compounds, alicyclic epoxy compounds, aromatic epoxy compounds, heterocyclic epoxy compounds, and the like.
- Examples of the aliphatic epoxy compounds include ethylene glycidyl ether, ethylene glycol diglycidyl ether, trimethylolpropane diglycidyl ether, diglycidyl amine, diamine glycidyl amine, neopentyl glycol diglycidyl ether, ethylene glycol diglycidyl ether, and propylene glycol diglycidyl.
- Ether polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, sorbitol polyglycidyl ether, glycerol polyglycidyl ether, pentaerythritol polyglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, polyglycerol polyglycidyl ether, trimethylolpropane poly glycidyl ether, diglycidyl adipic acid ester, 1,3-bis(N,N-diglycidylaminomethyl)cyclohexane and the like.
- Examples of the alicyclic epoxy compounds include 1,3-bis(N,N'-diglycidylaminomethyl)cyclohexane, 1,6-hexanediol diglycidyl ether, N,N,N',N'-tetraglycidyl- and m-xylylenediamine.
- aromatic epoxy compound examples include bisphenol A epichlorohydrin type epoxy resin, diglycidylaniline, o-diglycidyl phthalate, resorcin diglycidyl ether, and bisphenol-S-diglycidyl ether.
- heterocyclic epoxy compounds examples include triglycidyl-tris(2-hydroxyethyl) isocyanurate, 1,3,5-tris-(2,3-epoxybutyl)-isocyanurate, 1,3,5-tris- (3,4-epoxybutyl)-isocyanurate, 1,3,5-tris-(4,5-epoxypentyl)-isocyanurate, sorbitan polyglycidyl ether and the like.
- the epoxy-based cross-linking agent a compound having two epoxy groups in one molecule (bifunctional epoxy-based cross-linking agent), a compound having three epoxy groups in one molecule (tri-functional epoxy-based cross-linking agent), or A compound having four epoxy groups in one molecule (tetrafunctional epoxy-based cross-linking agent) is preferred.
- the cross-linking agent is a bifunctional epoxy cross-linking agent, a tri-functional epoxy cross-linking agent or a tetra-functional epoxy cross-linking agent, the cross-linking points will be evenly distributed in the adhesive material and the average distance between cross-linking points will be long. Therefore, the obtained adhesive material has a low initial stress and exhibits a high recovery rate.
- the adhesive composition preferably contains only an isocyanate-based cross-linking agent or only an epoxy-based cross-linking agent as a cross-linking agent.
- an isocyanate-based cross-linking agent is contained as a cross-linking agent, a bifunctional isocyanate-based cross-linking agent having two isocyanate groups in one molecule, a trifunctional isocyanate-based cross-linking agent having three isocyanate groups in one molecule, or one It is preferable to contain only a hexafunctional isocyanate-based cross-linking agent having 6 isocyanate groups in the molecule.
- a bifunctional epoxy-based cross-linking agent having two epoxy groups in one molecule a trifunctional epoxy-based cross-linking agent having three epoxy groups in one molecule, or , preferably contains only a tetrafunctional epoxy-based cross-linking agent having four epoxy groups in one molecule.
- the content of the cross-linking agent in the adhesive composition is preferably 0.01 parts by mass or more, more preferably 0.05 parts by mass or more, and still more preferably 100 parts by mass of the (meth)acrylic copolymer components. It is 0.1 parts by mass or more, preferably 0.2 parts by mass or less, and more preferably 0.17 parts by mass or less.
- the adhesive strength and the recovery rate are within suitable ranges.
- the molar ratio of the second reactive group possessed by the cross-linking agent to the first reactive group possessed by the plurality of (meth)acrylic copolymer components is 1 or more, preferably 2 or more, more preferably 3 or more, preferably 70 or less, more preferably 15 or less, still more preferably 10 or less, and particularly preferably 5 or less. If the molar ratio is 1 or more, the cross-linking agent reacts just enough, the second reactive group does not surplus, and a high recovery rate is expressed, and if it is 70 or less, the reaction proceeds sufficiently and the recovery rate is high. express.
- the molar ratio of the first reactive groups possessed by the plurality of (meth)acrylic copolymer components to the amount (molar amount) of the crosslinking agent is , preferably 2 or more, more preferably 3 or more, still more preferably 4 or more, preferably 250 or less, more preferably 18 or less, still more preferably less than 12, particularly preferably 11 or less, most preferably 8 or less . If the molar ratio is within the above range, the adhesive strength and the recovery rate are within suitable ranges.
- additives In addition to the copolymer component and the cross-linking agent, other additives may be added to the adhesive composition.
- Other additives include cross-linking accelerators, cross-linking retarders, tackifying resins (tackifiers), polymerizable compounds, photopolymerization initiators, silane coupling agents, plasticizers, softeners, release aids, dyes, and pigments.
- dyes include dyes, fluorescent brighteners, antistatic agents, wetting agents, surfactants, thickeners, antifungal agents, preservatives, oxygen absorbers, ultraviolet absorbers, antioxidants, near-infrared absorbers, water-soluble quenchers agents, fragrances, metal deactivators, nucleating agents, alkylating agents, flame retardants, lubricants, processing aids, and the like.
- Cross-linking accelerator A cross-linking accelerator may be added to the adhesive composition as necessary.
- cross-linking accelerators include organic tin compounds and metal chelate compounds.
- the cross-linking accelerators may be used alone, or two or more of them may be used in combination.
- organic tin compounds examples include dibutyltin dilaurate, dioctiolstin dilaurate, and dibutyltin dioctylate.
- the metal chelate compound is a complex in which a ligand having two or more coordinating atoms forms a ring and is bound to a central metal.
- the content of the cross-linking accelerator in the adhesive composition is preferably 0.01 parts by mass or more, more preferably 0.02 parts by mass or more, relative to 100 parts by mass of the plurality of (meth)acrylic copolymer components. It is more preferably 0.04 parts by mass or more, preferably 0.5 parts by mass or less, more preferably 0.4 parts by mass or less, and still more preferably 0.3 parts by mass or less.
- Cross-linking retarder A cross-linking retarder may be added to the adhesive composition as necessary.
- the cross-linking retarder is a compound capable of suppressing an excessive increase in viscosity of the pressure-sensitive adhesive composition by blocking the functional group of the cross-linking agent in the pressure-sensitive adhesive composition containing the cross-linking agent.
- cross-linking retarder is not particularly limited, but for example, ⁇ -diketones such as acetylacetone, hexane-2,4-dione, heptane-2,4-dione, octane-2,4-dione; ⁇ -ketoesters such as methyl acetoacetate, ethyl acetoacetate, propyl acetoacetate, butyl acetoacetate, octyl acetoacetate, oleyl acetoacetate, lauryl acetoacetate and stearyl acetoacetate; benzoylacetone and the like can be used.
- the cross-linking retarder one capable of acting as a chelating agent is preferable, and ⁇ -diketones and ⁇ -ketoesters are preferable.
- the content of the cross-linking retarder that can be blended in the adhesive composition is preferably 0.1 parts by mass or more, more preferably 0.2 parts by mass with respect to 100 parts by mass of the plurality of (meth)acrylic copolymer components. It is at least 0.5 parts by mass, more preferably at least 0.5 parts by mass, preferably at most 4.0 parts by mass, more preferably at most 3.0 parts by mass, and even more preferably at most 1.5 parts by mass.
- tackifier resin A tackifier resin other than the copolymer component may be blended in the adhesive composition, if necessary.
- the tackifier resin is not particularly limited, and examples thereof include rosin-based tackifier resins, terpene-based tackifier resins, phenol-based tackifier resins, and hydrocarbon-based tackifier resins.
- rosin-based tackifying resins examples include unmodified rosins (fresh rosins) such as gum rosin, wood rosin, tall oil rosin, and modified rosins obtained by modifying these unmodified rosins by polymerization, disproportionation, hydrogenation, etc. rosin, stabilized rosin, disproportionated rosin, completely hydrogenated rosin, partially hydrogenated rosin, and other chemically modified rosins), as well as various rosin derivatives.
- fresh rosins fresh rosins
- modified rosins obtained by modifying these unmodified rosins by polymerization, disproportionation, hydrogenation, etc.
- rosin stabilized rosin, disproportionated rosin, completely hydrogenated rosin, partially hydrogenated rosin, and other chemically modified rosins
- rosin derivative examples include rosin phenolic resins obtained by adding phenol to rosins (unmodified rosin, modified rosin) with an acid catalyst and thermally polymerizing them; Ester compounds (unmodified rosin esters) and denatured rosin ester compounds obtained by esterifying denatured rosin with alcohols (polymerized rosin esters, stabilized rosin esters, disproportionated rosin esters, completely hydrogenated rosin esters, partially hydrogenated rosin rosin ester-based resins such as esters); unsaturated fatty acid-modified rosin-based resins obtained by modifying unmodified rosin or modified rosin with unsaturated fatty acids; unsaturated fatty acid-modified rosin ester-based resins obtained by modifying rosin ester-based resins with unsaturated fatty acids ; unmodified rosin, modified rosin, rosin alcohol resin obtained by reducing the carboxyl group in unsaturated
- Terpene-based tackifying resins include, for example, ⁇ -pinene polymer, ⁇ -pinene polymer, terpene-based resins such as dipentene polymer, and modification of these terpene-based resins (phenol modification, aromatic modification, hydrogenation modification, hydrocarbon-modified) modified terpene-based resins (for example, terpene-phenolic resins, styrene-modified terpene-based resins, aromatic modified terpene-based resins, hydrogenated terpene-based resins).
- phenol modification, aromatic modification, hydrogenation modification, hydrocarbon-modified terpene-based resins for example, terpene-phenolic resins, styrene-modified terpene-based resins, aromatic modified terpene-based resins, hydrogenated terpene-based resins.
- phenol-based tackifying resins include condensation products of various phenols (e.g., phenol, m-cresol, 3,5-xylenol, p-alkylphenol, resorcinol) and formaldehyde (e.g., alkylphenol-based resins, xylene-formaldehyde-based resins), resoles obtained by addition reaction of the above phenols and formaldehyde with an alkali catalyst, and novolaks obtained by condensation reaction of the above phenols and formaldehyde with an acid catalyst.
- phenols e.g., phenol, m-cresol, 3,5-xylenol, p-alkylphenol, resorcinol
- formaldehyde e.g., alkylphenol-based resins, xylene-formaldehyde-based resins
- resoles obtained by addition reaction of the above phenols and formaldehyde with an alkali
- hydrocarbon-based tackifying resins include, for example, aliphatic hydrocarbon resins [olefins and dienes having 4 to 5 carbon atoms (olefins such as butene-1, isobutylene, pentene-1; butadiene, Dienes such as 1,3-pentadiene and isoprene), etc.], aliphatic cyclic hydrocarbon resins [so-called “C4 petroleum fraction” and “C5 petroleum fraction” are cyclized dimers Alicyclic hydrocarbon resins polymerized after solidification, polymers of cyclic diene compounds (cyclopentadiene, dicyclopentadiene, ethylidenenorbornene, dipentene, etc.) or hydrogenated products thereof, aromatic hydrocarbon resins such as the following Alicyclic hydrocarbon resins obtained by hydrogenating aromatic rings of aliphatic/aromatic petroleum resins], aromatic hydrocarbon resins [vinyl group-containing
- the content of the tackifying resin that can be blended in the adhesive composition is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, relative to 100 parts by mass of the plurality of (meth)acrylic copolymer components. , more preferably 20 parts by mass or more, preferably 60 parts by mass or less, more preferably 50 parts by mass or less, and even more preferably 40 parts by mass or less.
- the adhesive composition may contain a polymerizable compound. Flexibility can be imparted to the adhesive by blending the polymerizable compound and polymerizing the polymerizable compound in the adhesive.
- Examples of the polymerizable compound include compounds having two or more polymerizable groups in one molecule.
- Examples of polymerizable groups include ethylenically unsaturated groups.
- the said polymerizable compound can be used individually or in combination of 2 or more types.
- Examples of the polymerizable compound include compounds having two or more (meth)acryloyl groups, and polyfunctional monomers and polyfunctional oligomers are preferred.
- the number of ethylenically unsaturated groups in one molecule of the polymerizable compound is preferably 2 or more, preferably 4 or less, and more preferably 3 or less.
- Examples of the compound having two or more (meth)acryloyl groups include hexanediol di(meth)acrylate, butanediol di(meth)acrylate, (poly)ethylene glycol di(meth)acrylate, and (poly)propylene glycol.
- the content of the polymerizable compound is preferably 0.1 parts by mass or more with respect to 100 parts by mass of the plurality of (meth)acrylic copolymer components, It is more preferably 2.5 parts by mass or more, preferably 100 parts by mass or less, and more preferably 50 parts by mass or less.
- photopolymerization initiator When the polymerizable compound is cured with an active energy ray, it is preferable to incorporate a photopolymerization initiator into the adhesive composition. By blending a photopolymerization initiator, the reaction during active energy ray irradiation can be stabilized.
- the photopolymerization initiator is not particularly limited as long as it generates radicals by the action of light. is mentioned. These photopolymerization initiators can be used alone or in combination of two or more. Among these photopolymerization initiators, photopolymerization initiators of hydrogen abstraction type benzophenones and intramolecular cleavage type acetophenones are preferable from the viewpoint of efficient intermolecular or intramolecular crosslinking.
- the content of the photopolymerization initiator is preferably 0.01 parts by mass or more with respect to 100 parts by mass of the plurality of (meth)acrylic copolymer components, It is more preferably 0.1 parts by mass or more, still more preferably 0.5 parts by mass or more, preferably 10 parts by mass or less, more preferably 5 parts by mass or less, and even more preferably 2 parts by mass or less. If the content of the photopolymerization initiator is too low, the curing speed tends to decrease or the curing tends to be insufficient.
- the adhesive composition may contain an auxiliary agent for the photopolymerization initiator.
- auxiliary agent include triethanolamine, triisopropanolamine, 4,4'-dimethylaminobenzophenone (Michler's ketone), 4,4'-diethylaminobenzophenone, 2-dimethylaminoethylbenzoate, and ethyl 4-dimethylaminobenzoate.
- silane coupling agent A silane coupling agent may be added to the adhesive composition as necessary.
- the silane coupling agent include, but are not limited to, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, Epoxy group-containing silane coupling agents such as 2-(3,4 epoxycyclohexyl)ethyltrimethoxysilane; 3-aminopropyltrimethoxysilane, N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, 3- Amino group-containing silane coupling agents such as triethoxysilyl-N-(1,3-dimethylbutylidene)propylamine, N-phenyl- ⁇ -aminopropyltrimethoxysilane; 3-acryloxypropyltrimethoxysilane, 3- Examples thereof include (meth)acryl
- the content of the silane coupling agent that can be blended in the adhesive composition is 0.01% by mass or more, more preferably 0.02% with respect to 100 parts by mass of the plurality of (meth)acrylic copolymer components. % or more, preferably 1 part by mass or less, more preferably 0.6 part by mass or less.
- plasticizer A plasticizer may be added to the adhesive composition, if necessary.
- the plasticizer include, but are not limited to, oils such as paraffin oil and process oil; liquid rubbers such as liquid polyisoprene, liquid polybutadiene, and liquid ethylene-propylene rubber; tetrahydrophthalic acid, azelaic acid, benzoic acid, and phthalate.
- Acids trimellitic acid, pyromellitic acid, adipic acid, sebacic acid, fumaric acid, maleic acid, itaconic acid, citric acid and their derivatives; dioctyl phthalate (DOP), dibutyl phthalate (DBP), dioctyl adipate, adipine diisononyl acid (DINA), isodecyl succinate, and the like.
- the said plasticizer may be used individually by 1 type, and may use 2 or more types together. Among these, liquid rubber is preferred.
- the weight average molecular weight (Mw) of the liquid rubber is preferably 5,000 or more, more preferably 10,000, preferably 600 million or less, and more preferably 500 million or less. By adjusting the Mw of the liquid rubber to the above range, a highly flexible adhesive can be formed. A method for measuring the weight average molecular weight (Mw) will be described later.
- the content of the plasticizer is preferably 1 part by mass or more, more preferably 5 parts by mass or more with respect to 100 parts by mass of the (meth)acrylic copolymer components. , more preferably 10 parts by mass or more, preferably 50 parts by mass or less, more preferably 40 parts by mass or less, still more preferably 30 parts by mass or less.
- the adhesive composition can be produced by mixing the copolymer component, the cross-linking agent, and other optional additives.
- the adhesive composition may contain a solvent derived from the production of the copolymer component, or a solution diluted to a viscosity suitable for forming an adhesive layer by adding an appropriate solvent. may be
- the solvent examples include aliphatic hydrocarbons such as hexane and heptane; aromatic hydrocarbons such as toluene and xylene; halogenated hydrocarbons such as methylene chloride and ethylene chloride; acetone, methyl ethyl ketone, 2-pentanone, isophorone, and cyclohexanone. esters such as ethyl acetate and butyl acetate; cellosolve solvents such as ethyl cellosolve; and glycol ether solvents such as propylene glycol monomethyl ether. These solvents may be used singly or in combination of two or more.
- the amount of the solvent used may be appropriately adjusted so that the adhesive composition has a viscosity suitable for coating, and is not particularly limited, but from the viewpoint of coatability, for example, 1% by mass to 90% by mass is preferable. , more preferably 10% by mass to 80% by mass, more preferably 20% by mass to 70% by mass.
- the adhesive composition is preferably used for forming a flexible display that can be repeatedly bent and stretched and an adhesive layer (adhesive material) used for the flexible display.
- Examples of the flexible display that can be used by repeatedly bending and stretching include a foldable display that can be folded and a rollable display that can be rolled into a cylindrical shape.
- Flexible displays are expected to be used for mobile terminals such as smartphones and tablet terminals, and stationary displays that can be stored.
- the pressure-sensitive adhesive for flexible displays of the present invention is a cured product of the pressure-sensitive adhesive composition.
- the adhesive material can be used as an adhesive material for a flexible display for bonding one flexible member and another flexible member that constitute a flexible display.
- the gel fraction of the cured product is preferably 50% by mass or more, more preferably 60% by mass or more, still more preferably more than 70% by mass, and particularly preferably 75% by mass or more and 100% by mass or less. .
- the gel fraction can be controlled by the blending amount of the cross-linking agent in the adhesive composition, the cross-linking treatment temperature, the cross-linking treatment time, and the like.
- the pressure-sensitive adhesive sheet for a flexible display of the present invention comprises a pressure-sensitive adhesive layer used for bonding one flexible member and another flexible member constituting a flexible display, and a flexible and a sheet member, wherein the adhesive layer is formed from the adhesive material.
- the configuration of the pressure-sensitive adhesive sheet includes an embodiment having an adhesive layer and a first flexible sheet member attached to one surface of the adhesive layer; An aspect having a first flexible sheet member and a second flexible sheet member adhered to the other surface of the adhesive layer may be mentioned.
- FIG. 1 An example of the adhesive sheet of the present invention is shown in FIG.
- the adhesive sheet 10 in FIG. 1 is composed of an adhesive layer 12, a first flexible sheet member 14 sandwiching the adhesive layer 12, and a second flexible sheet member 16. As shown in FIG. The adhesive layer 12 is in contact with the releasable surfaces of the first flexible sheet member 14 and the second flexible sheet member 16 .
- the adhesive layer is formed from the adhesive material.
- the film thickness of the adhesive layer is preferably 2 ⁇ m or more, more preferably 5 ⁇ m or more, and still more preferably 10 ⁇ m or more from the viewpoint of ensuring sufficient adhesion to the adherend.
- the thickness of the adhesive layer is preferably 100 ⁇ m or less, more preferably 70 ⁇ m or less, and even more preferably 50 ⁇ m or less from the viewpoint of suppressing the protrusion of the adhesive layer.
- the flexible sheet members include flexible base sheets and release sheets.
- the base sheet is a sheet member that supports the adhesive layer, and this sheet member may be a functional sheet member.
- the functional sheet members include cover films, barrier films, polarizing films, retardation films, optical compensation films, brightness enhancement films, diffusion films, and antireflection films.
- the release sheet protects the adhesive layer until the adhesive layer is adhered to the adherend, and is peeled off from the adhesive layer before the adhesive layer is adhered to the adherend.
- sheet is defined in JIS as a flat product that is thin and generally has a small thickness relative to its length and width.
- a thin flat product with an extremely small thickness and an arbitrarily limited maximum thickness usually supplied in the form of a roll (Japanese Industrial Standard JIS K6900).
- a thickness of 100 ⁇ m or more is called a sheet, and a thickness of less than 100 ⁇ m is sometimes called a film.
- the boundary between a sheet and a film is not clear, and there is no need to distinguish between the two in the present invention. But "sheet” is included.
- the flexible sheet members include polymeric material sheets and glass sheets.
- the thickness of the flexible sheet member is not particularly limited, it is preferably 2 ⁇ m to 500 ⁇ m, more preferably 2 ⁇ m to 200 ⁇ m from the viewpoint of excellent handleability.
- Polyimide resin polyester resin such as polyethylene terephthalate resin and polyethylene naphthalate resin; polycarbonate resin; poly(meth)acrylate resin; polystyrene resin; polyamide resin; polyolefin resin such as cycloolefin resin; polyphenylene sulfide resin; polyvinyl chloride resin; polyvinylidene chloride resin;
- the flexible sheet member may be composed of a single layer comprising a layer containing one or more of the polymeric materials, or a layer containing one or more of the polymeric materials and a layer containing the polymeric material. It may be composed of two or more layers, such as a layer containing one or more polymeric materials different from the layer.
- the flexible sheet member is preferably a release sheet whose surface in contact with the adhesive layer is subjected to release treatment.
- Release agents used in the release treatment include, for example, silicone-based, fluorine-based, alkyd-based, unsaturated polyester-based, polyolefin-based, and wax-based release agents.
- the adhesive sheet has a first flexible sheet member attached to one surface of the adhesive layer and a second flexible sheet member attached to the other surface of the adhesive layer.
- the sheet member is a first release sheet
- the second flexible sheet member is a second release sheet
- the first release sheet and the second release sheet are attached such that the release surfaces of the first release sheet and the second release sheet are in contact with the adhesive layer. is preferred.
- one of the release sheets should be a heavy release type release sheet with a large release force
- the other release sheet should be a light release type release sheet with a small release force. is preferred.
- the pressure-sensitive adhesive sheet can be produced, for example, by applying the above-described pressure-sensitive adhesive composition onto a flexible sheet member and, if necessary, curing the composition by drying and heat treatment to form the pressure-sensitive adhesive layer.
- a reverse gravure coating method for example, a reverse gravure coating method, a direct gravure coating method, a die coating method, a bar coating method, a wire bar coating method, a roll coating method, a spin coating method, a dip coating method, a spray coating method, a knife
- Various coating methods such as coating method and kiss coating method; inkjet method; various printing methods such as offset printing, screen printing and flexo printing can be employed.
- the surface of the release sheet may be subjected to surface treatment such as corona treatment, plasma treatment, hot air treatment, ozone treatment, and ultraviolet treatment.
- the drying and heating step is not particularly limited as long as the solvent or the like used in the adhesive composition can be removed and cured, but it is preferable to carry out at a temperature of 60°C to 150°C for about 20 seconds to 300 seconds.
- the heating temperature is preferably 100°C to 130°C.
- the adhesive composition is applied to the first flexible sheet member, and the adhesive layer is formed on the first flexible sheet member. is formed, the second flexible sheet member may be adhered to this adhesive layer. Furthermore, the adhesive layer may be cured as necessary.
- the curing conditions include, for example, 60° C. for about 3 to 7 days.
- a flexible laminated member of the present invention is a flexible laminated member comprising a first flexible member, a second flexible member, and an adhesive layer for bonding the first flexible member and the second flexible member together,
- the adhesive layer is made of the adhesive material. Since the adhesive layer of the flexible laminated member is formed from the adhesive material, even when the flexible laminated member is repeatedly bent, appearance defects such as wavy appearance at the bent portion are suppressed.
- the flexible laminated member 20 of FIG. 2 includes a first flexible member 22, a second flexible member 24, and an adhesive layer between the first flexible member 22 and the second flexible member 24 for bonding these flexible members together. 12.
- the configuration of the flexible laminated member includes, for example, a configuration in which both the first flexible member and the second flexible member are constituent members of the flexible device;
- a configuration that is a functional sheet member bonded to a flexible device may be mentioned.
- the flexible device include a foldable display that can be folded and a rollable display that can be rolled into a cylinder.
- the functional sheet members include cover films, barrier films, polarizing films, retardation films, optical compensation films, brightness enhancement films, diffusion films, antireflection films, transparent conductive films, metal mesh films, cushion films, and the like. be done.
- the first flexible member and the second flexible member are members that can be repeatedly bent or bent for use.
- Examples of the first flexible member and the second flexible member include flexible substrate materials, functional sheet members, and display elements (organic EL modules, electronic paper modules, etc.). At least one of the first flexible member and the second flexible member is preferably a display element.
- the flexible laminate member can be used in flexible displays.
- the method for producing the flexible laminated member of the present invention is not particularly limited, and examples thereof include the following methods (1) to (4).
- the release sheet attached to one surface of the adhesive sheet is peeled off, the exposed adhesive layer is attached to the first flexible member, and then the release sheet is attached to the other surface of the adhesive sheet. is peeled off, and the exposed adhesive layer and the second flexible member are adhered to obtain a flexible laminated member.
- the adhesive layer After coating the adhesive composition on one surface of the first flexible member and curing it by drying and heat treatment as necessary to form an adhesive layer, the adhesive layer has the releasability of a release sheet. Affix the surface. Then, the adhesive layer exposed by peeling off the release sheet is attached to the second flexible member to obtain a flexible laminated member.
- the order of using the first flexible member and the second flexible member may be changed.
- the adhesive layer can be formed using various coating methods and printing methods similar to those used in the production of the adhesive sheet, and the same applies to the drying and curing steps. Moreover, you may cure as needed.
- the release sheet used for manufacturing the flexible laminated member may be the same as the release sheet used for the pressure-sensitive adhesive sheet.
- the present invention will be described in more detail based on specific examples.
- the present invention is by no means limited to the following examples, and can be modified as appropriate without changing the gist of the invention.
- the polymerization rate of the polymer composition, the weight average molecular weight (Mw) and molecular weight distribution (Mw/Mn) of the polymer component, the thickness of the adhesive layer, and the evaluation of the adhesive were evaluated according to the following methods.
- EHA 2-ethylhexyl acrylate
- LA lauryl acrylate
- AA acrylic acid
- HBA 4-hydroxybutyl acrylate
- BTEE ethyl 2-methyl-2-n-butyltheranyl-propionate
- AIBN azobisisobutyronitrile
- AcOEt ethyl acetate
- Polystyrene as a standard substance 10,200, 2,630, 440 was used to generate a calibration curve.
- GPC software manufactured by Tosoh Corporation, Ecosec Peak Separation (Version 1.04)
- waveform separation is performed by Gaussian approximation for the retention time of 6 to 11 minutes of the measured chromatogram, and the weight average molecular weight of each polymer component ( Mw), molecular weight distribution (Mw/Mn), and content were determined.
- Waveform separation parameters were set to Threshold: 0.5, SmoothWidth: 8, start retention time: 6, end retention time: 11.
- Adhesive layer thickness (Adhesive layer thickness) Using a thickness measuring machine ("TH-104" manufactured by Tester Sangyo Co., Ltd.), the total thickness of the entire adhesive sheet is measured, and the thickness of the adhesive layer is obtained by subtracting the thickness of the release sheet from this total thickness. asked for
- the adhesive layers (adhesive material) constituting the adhesive sheet were laminated together using a hand roller to prepare a laminate having a thickness of 600 ⁇ m, which was used as a test piece.
- the measurement was performed using a viscoelasticity measuring device (manufactured by Anton Paar, MCR302), sandwiching the sample between 8 mm diameter parallel plates (the adhesion surface of which was roughened with No. 240 sandpaper) in an atmosphere of 25°C.
- the test piece was compressed with an axial force of 1 N and left to stand for 10 minutes, then the axial force was changed to 0.05 N, and shear stress was immediately applied to strain the specimen up to 400% strain.
- the strain was kept at 400% for 10 minutes, and the change in shear stress was measured to measure the stress relaxation time.
- the shear stress was released (0 kPa) and left for 10 minutes, and the final strain after 10 minutes was measured to obtain the recovery rate.
- the stress relaxation time was the time required for the shear stress to become 0.368 times the initial stress after the strain reached 400%.
- the shear stress value 0.1 seconds after the start of shear stress application was defined as the initial stress.
- the adhesive layers (adhesive material) constituting the adhesive sheet were laminated together using a hand roller to prepare a laminate having a thickness of 600 ⁇ m, which was used as a test piece.
- the measurement was performed using a viscoelasticity measuring device (manufactured by Anton Paar, MCR302), sandwiching the sample between 8 mm diameter parallel plates (the adhesion surface of which was roughened with No. 240 sandpaper) in an atmosphere of 25°C.
- the adhesive layer (adhesive material) constituting the adhesive sheet was laminated using a hand roller to prepare a laminate having a thickness of 600 ⁇ mm.
- a test piece having a width of 10 mm and a length of 70 mm was cut out from the laminate.
- the test was performed using a precision universal testing machine (AUTOGRAPH (registered trademark) AGX manufactured by Shimadzu Corporation). The test was carried out under an environment of 23° C. and 50%, with a distance between grips of 30 mm and a tensile speed of 30 mm/min.
- the tensile stress was stretched from a state of 0 kPa until the tensile stress became 50 kPa, and then contracted until the tensile stress became 0 kPa. This elongation and contraction was repeated 12 times, and the presence or absence of breakage was confirmed. Those with no breakage were evaluated as "O”, and those with breakage were evaluated as "X".
- the release sheet is peeled off from the adhesive layer, and the adhesive layer surface is covered with a polyimide film (Kapton (registered trademark) 100V: manufactured by Toray DuPont, thickness 25 ⁇ m) or white plate glass (S9112, manufactured by Matsunami Glass Industry Co., Ltd., 1.0 to 1.2 mm in thickness) was crimped by reciprocating a 2 kg roller twice.
- a precision universal testing machine "AUTOGRAPH (registered trademark) AGS-1kNX, 50N load cell” manufactured by Shimadzu Corporation, the adhesive strength of the adhesive layer was measured under the conditions of a peel speed of 300 mm/min and a peel angle of 180°.
- Table 1 shows the polymerization conditions for each polymerization composition.
- the content of each structural unit in the polymerization composition, the amount of functional groups in 1 g of the polymerization composition, and the glass transition temperature were calculated from the charging ratio and polymerization rate of the monomers used in the polymerization reaction.
- Polymer Components in Polymer Compositions Y a and Y b Polymeric composition Y a was subjected to gel permeation chromatography and waveform separation, and polymer components Y a 1, Y a 2 and Y a 3 were confirmed. Polymeric composition Yb was subjected to gel permeation chromatography and waveform separation, and polymer components Yb1 , Yb2 and Yb3 were confirmed. Table 3 shows the physical properties of the polymer components Y a 1 to Y a 3 and Y b 1 to Y b 3.
- Adhesive composition No. 1 0.154 parts by mass of a cross-linking agent A (Duranate (registered trademark) MHG-80B) with respect to 381.7 parts by mass of the solution of the polymer composition X a obtained in Synthesis Example 1 (100 parts by mass of the polymer component), Butyl acetate was added and stirred to obtain adhesive composition No. 20 having a solid content of 20% by mass. got 1.
- Adhesive composition No. 2 to 11 Adhesive composition No. 1 except that the formulation was changed as described in Tables 4 and 5. Adhesive composition No. 1 was prepared in the same manner as in 1. 2 to 11 were produced.
- the blending amount of the cross-linking agent A shown in Tables 4 and 5 is the blending amount in terms of solid content.
- a solid content is a component other than a solvent.
- Adhesive composition no. 2 to 8 the first reactive group possessed by the polymer components X a 1, Y a 1, Y a 2 and Y a 3 is a hydroxy group, and the second reactive group possessed by the cross-linking agent A is an isocyanate group. be.
- the first reactive group possessed by the polymer components X b 1, Y b 1, Y b 2 and Y b 3 is a carboxy group
- the second reactive group possessed by the cross-linking agent B is an epoxy group.
- Cross-linking agent A Duranate (registered trademark) MHG-80B (manufactured by Asahi Kasei, isocyanate-based cross-linking agent (hexamethylene diisocyanate-isocyanurate, functional group number 6, solid content concentration 80% by mass, NCO content 15.1% by mass))
- Crosslinking agent B TETRAD (registered trademark)-C (Mitsubishi Gas Chemical Co., Ltd., 1,3-bis (N, N-diglycidylaminomethyl) cyclohexane, number of functional groups 4, solid content concentration 100% by mass, epoxy group amount; 9 .8mmol/g)
- Plasticizer Kuraprene (registered trademark) LIR-410 (liquid isoprene rubber, weight average molecular weight 30000)
- the pressure-sensitive adhesive composition contains (A) the (meth)acrylic copolymer component, but does not contain the (B) (meth)acrylic copolymer component.
- the adhesive material formed from No. 1 had a small amount of strain when a shear stress of 20 kPa was applied, and was inferior in flexibility. In addition, the adhesion to glass was low.
- the pressure-sensitive adhesive composition contains (A) (meth)acrylic copolymer component and (B) (meth)acrylic copolymer component, and (A) ( This is the case where the content of the meth)acrylic copolymer component is 75% by mass to 99% by mass.
- These adhesive compositions no.
- the adhesive materials formed from 2 and 3 were good in all of the recovery rate after being distorted to 400% strain, the amount of strain when a shear stress of 20 kPa was applied, and the repeated elongation test. Also, the adhesive strength was good for both glass and PI film.
- Adhesive composition No. 4 to 8 the adhesive composition contains (A) (meth)acrylic copolymer component and (B) (meth)acrylic copolymer component, but (A) in the total polymer component This is the case where the content of the (meth)acrylic copolymer component is less than 75% by mass.
- adhesive composition No. The adhesive materials formed from 4 to 6 had poor recovery rates after straining up to 400% strain.
- adhesive composition No. Adhesives formed from 7 and 8 failed in repeated elongation tests.
- the pressure-sensitive adhesive composition contains (A) (meth)acrylic copolymer component and (B) (meth)acrylic copolymer component, and (A) ( This is the case where the content of the meth)acrylic copolymer component is 75% by mass to 99% by mass.
- These adhesive compositions no.
- the adhesive materials formed from 9 to 11 were good in all of the recovery rate after being distorted to 400% strain, the amount of strain when a shear stress of 20 kPa was applied, and the repeated elongation test. Also, the adhesive strength was good for both glass and PI film.
- the present invention includes the following aspects.
- a pressure-sensitive adhesive composition for a flexible display for bonding one flexible member and another flexible member constituting the flexible display comprising a plurality of (meth)acrylic copolymer components and a cross-linking agent.
- the (meth)acrylic copolymer component contains at least (A) a (meth)acrylic copolymer component and (B) a (meth)acrylic copolymer component, and the (A) (meth) The acrylic copolymer component has a first reactive group and a molecular weight distribution (Mw/Mn) of 3.0 or less, and the (B) (meth)acrylic copolymer component undergoes the first reaction having a molecular weight distribution (Mw/Mn) of greater than 3.0, the cross-linking agent having a second reactive group that reacts with the first reactive group, and the plurality of (meta) A pressure-sensitive adhesive composition for a flexible display, wherein the content of the (A) (meth)acrylic copoly
- (Aspect 2) The adhesive composition for a flexible display according to Aspect 1, wherein the (A) (meth)acrylic copolymer component and (B) the (meth)acrylic copolymer component have a weight average molecular weight of 100,000 to 3,000,000. .
- the isocyanate-based cross-linking agent is an aliphatic diisocyanate compound, an adduct of an aliphatic diisocyanate compound and an aliphatic diol compound, an adduct of an aliphatic diisocyanate compound, a biuret of an aliphatic diisocyanate compound, and an isocyanate of an aliphatic diisocyanate compound.
- a pressure-sensitive adhesive sheet for a flexible display comprising: a pressure-sensitive adhesive layer used for bonding one flexible member and another flexible member constituting a flexible display; and a flexible sheet member adhered to at least one surface of the pressure-sensitive adhesive layer.
- a pressure-sensitive adhesive sheet for a flexible display wherein the pressure-sensitive adhesive layer is formed from the pressure-sensitive adhesive material according to mode 9 or 10.
- the adhesive sheet has a first flexible sheet member attached to one surface of the adhesive layer and a second flexible sheet member attached to the other surface of the adhesive layer, and the first flexible sheet member is attached to the other surface of the adhesive layer.
- the sheet member is a first release sheet
- the second flexible sheet member is a second release sheet
- the first release sheet and the second release sheet are attached such that the release surfaces of the first release sheet and the second release sheet are in contact with the adhesive layer.
- a flexible laminated member comprising a first flexible member, a second flexible member, and an adhesive layer for bonding the first flexible member and the second flexible member together, wherein the adhesive layer comprises aspect 9 or 11.
- a flexible laminated member comprising the adhesive material according to 10.
- a flexible display comprising the flexible laminate member according to aspect 13 or 14.
- a (meth)acrylic copolymer mixture used in an adhesive composition for a flexible display comprising at least (A) a (meth)acrylic copolymer component and (B) a (meth)acrylic copolymer component contains, the (A) (meth)acrylic copolymer component has a first reactive group, the molecular weight distribution (Mw/Mn) is 3.0 or less, and the (B) (meth)acrylic The system copolymer component has a first reactive group and has a molecular weight distribution (Mw/Mn) of greater than 3.0, the first reactive group is a hydroxy group and/or a carboxy group, and (Meth)acrylic copolymer, wherein the content of the (A) (meth)acrylic copolymer component in the (meth)acrylic copolymer mixture is 75% by mass to 99% by mass. Combined mixture.
- Adhesive sheet 12 Adhesive layer 14: First flexible sheet member 16: Second flexible sheet member 20: Flexible laminate member 22: First flexible member 24: Second flexible member
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Theoretical Computer Science (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
本発明のフレキシブルディスプレイ用粘着組成物(以下、単に「粘着組成物」と称する場合がある。)は、フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材とを貼合するためのフレキシブルディスプレイ用粘着組成物である。前記粘着組成物は、複数の(メタ)アクリル系共重合体成分と架橋剤とを含有する。
前記粘着組成物は、(メタ)アクリル系共重合体成分として、少なくとも(A)(メタ)アクリル系共重合体成分(以下、単に「(A)重合体成分」と称する場合がある。)と(B)(メタ)アクリル系共重合体成分(以下、単に「(B)重合体成分」と称する場合がある。)を含有する。前記(メタ)アクリル系共重合体成分を複数含有する混合物を、(メタ)アクリル系共重合体混合物と称する場合がある。前記(A)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0以下である。前記(B)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0超である。また、前記複数の(メタ)アクリル系共重合体成分中の前記(A)(メタ)アクリル系共重合体成分の含有率は75質量%~99質量%である。これらの(A)(メタ)アクリル系共重合体成分と(B)(メタ)アクリル系共重合体成分を所定量含有することで、柔軟でありながら、優れた復元性を有する粘着材を形成することができ、さらに粘着材として適した粘着力を有するものとすることができる。
前記(A)(メタ)アクリル系共重合体成分とは、(メタ)アクリルモノマーに由来する構造単位を主成分(50質量%以上)とする共重合体であればよい。前記(A)重合体成分は、1種でもよいし、2種以上であってもよい。また、前記(A)重合体成分は、(メタ)アクリルモノマー以外のビニルモノマーに由来する構造単位を含有することができる。前記(A)重合体成分中の(メタ)アクリルモノマーに由来する構造単位の含有率は、重合体成分100質量%中において、80質量%以上が好ましく、90質量%以上がより好ましい。なお、前記(A)重合体成分は、(メタ)アクリルモノマーに由来する構造単位のみから構成されていてもよい。
前記(B)(メタ)アクリル系共重合体成分とは、(メタ)アクリルモノマーに由来する構造単位を主成分(50質量%以上)とする共重合体であればよい。前記(B)重合体成分は、1種でもよいし、2種以上であってもよい。また、前記(B)重合体成分は、(メタ)アクリルモノマー以外のビニルモノマーに由来する構造単位を含有することができる。前記(B)重合体成分中の(メタ)アクリルモノマーに由来する構造単位の含有率は、重合体成分100質量%中において、80質量%以上が好ましく、90質量%以上がより好ましい。なお、前記(B)重合体成分は、(メタ)アクリルモノマーに由来する構造単位のみから構成されていてもよい。
前記他の重合体成分としては、例えば、第1反応性基を有さない(メタ)アクリル系共重合体成分が挙げられる。
前記環状アルキル基を有する(メタ)アクリレートとしては、環状アルキル基の炭素数が6~12の環状アルキル基を有する(メタ)アクリレートであることが好ましい。環状アルキル基としては、単環構造を有する環状アルキル基(例えば、シクロアルキル基)が挙げられ、また鎖状部分を有していてもよい。単環構造の環状アルキル基を有する(メタ)アクリレートの具体例としては、シクロヘキシル(メタ)アクリレート、メチルシクロヘキシル(メタ)アクリレート、シクロドデシル(メタ)アクリレート等の(メタ)アクリル酸環状アルキルエステルを挙げることができる。
前記ヘテロ環を含有するビニルモノマーとしては、2-ビニルチオフェン、N-メチル-2-ビニルピロール、2-ビニルピリジン、4-ビニルピリジン等が挙げられる。
前記カルボン酸ビニルとしては、酢酸ビニル、ピバル酸ビニル、安息香酸ビニル等が挙げられる。
前記三級アミノ基を含有するビニルモノマーとしては、N,N-ジメチルアリルアミン等が挙げられる。
前記四級アンモニウム塩基を含有するビニルモノマーとしては、N-メタクリロイルアミノエチル-N,N,N-ジメチルベンジルアンモニウムクロライド等が挙げられる。
前記ビニルアミド類としては、N-ビニルホルムアミド、N-ビニルアセトアミド、1-ビニル-2-ピロリドン、N-ビニル-ε-カプトラクタム等が挙げられる。
前記α-オレフィンとしては、1-ヘキセン、1-オクテン、1-デセン等が挙げられる。
前記ジエン類としては、ブタジエン、イソプレン、4-メチル-1,4-ヘキサジエン、7-メチル-1,6-オクタジエン等が挙げられる。
前記ハロゲン化ビニルモノマーとしては、フッ化ビニル、フッ化ビニリデン、トリフルオロエチレン、クロロトリフルオロエチレン、テトラフルオロエチレン、ヘキサフルオロプロピレン、テトラフルオロプロピレン、塩化ビニリデン、塩化ビニル、1-クロロ-1-フルオロエチレン、1,2-ジクロロ-1,2-ジフルオロエチレン等が挙げられる。
前記カルボキシ基を有するビニルモノマーとしては、クロトン酸、マレイン酸、イタコン酸、シトラコン酸、桂皮酸等が挙げられる。
前記エポキシ基を含有するビニルモノマーとしては、2-アリルオキシラン、グリシジルビニルエーテル、3,4-エポキシシクロヘキシルビニルエーテル等が挙げられる。
前記(メタ)アクリル系共重合体混合物は、例えば、複数の(メタ)アクリル系共重合体成分を混合することで調整できる。前記(メタ)アクリル系共重合体は、(メタ)アクリルモノマーを重合することで得られる。なお、重合時に、重合開始剤を分割または連続投入することで、複数の重合体成分を含有する重合組成物を得ることもでき、このような重合組成物を複数の(メタ)アクリル系共重合体成分として使用してもよい。また、重合組成物や(メタ)アクリル系共重合体混合物に含まれる重合体成分は、ゲル浸透クロマトグラフィーにより微分分子量分布曲線を作成し、この曲線について波形分離を行うことで確認できる。
リビングラジカル重合法は、従来のラジカル重合法の簡便性と汎用性を保ちながら、停止反応や、連鎖移動が起こりにくく、成長末端を失活させる副反応で妨げられることなく成長するため、分子量分布の精密制御、均一な組成のポリマーの製造が容易である。そのため、リビングラジカル重合法で製造された共重合体は、反応性官能基が各分子鎖に均一に分布する。リビングラジカル重合法においては、各単量体(ビニルモノマー)の混合物を使用することにより、ランダム共重合体とすることができる。また、共重合体を構成するビニルモノマーを順次反応させることでブロック共重合体とすることもできる。
(a)ビニルモノマーを、式(1)で表される有機テルル化合物を用いて重合する方法。
(b)ビニルモノマーを、式(1)で表される有機テルル化合物とアゾ系重合開始剤との混合物を用いて重合する方法。
(c)ビニルモノマーを、式(1)で表される有機テルル化合物と式(2)で表される有機ジテルリド化合物との混合物を用いて重合する方法。
(d)ビニルモノマーを、式(1)で表される有機テルル化合物とアゾ系重合開始剤と式(2)で表される有機ジテルリド化合物との混合物を用いて重合する方法。
式(2)において、R1は、炭素数1~8のアルキル基、アリール基または芳香族ヘテロ環基である。]
フリーラジカル重合法は、従来公知の方法を採用すればよい。フリーラジカル重合で使用される重合開始剤としては、アゾ系重合開始剤、過酸化物系重合開始剤等が挙げられる。前記アゾ系重合開始剤としては、例えば、2,2’-アゾビス(イソブチロニトリル)(AIBN)、2,2’-アゾビス(2-メチルブチロニトリル)(AMBN)、2,2’-アゾビス(2,4-ジメチルバレロニトリル)(ADVN)、1,1’-アゾビス(1-シクロヘキサンカルボニトリル)(ACHN)、ジメチル-2,2’-アゾビスイソブチレート(MAIB)、4,4’-アゾビス(4-シアノバレリアン酸)(ACVA)、1,1’-アゾビス(1-アセトキシ-1-フェニルエタン)、2,2’-アゾビス(2-メチルブチルアミド)、2,2’-アゾビス(4-メトキシ-2,4-ジメチルバレロニトリル)(V-70)、2,2’-アゾビス(2-メチルアミジノプロパン)二塩酸塩、2,2’-アゾビス[2-(2-イミダゾリン-2-イル)プロパン]、2,2’-アゾビス[2-メチル-N-(2-ヒドロキシエチル)プロピオンアミド]、2,2’-アゾビス(2,4,4-トリメチルペンタン)、2-シアノ-2-プロピルアゾホルムアミド、2,2’-アゾビス(N-ブチル-2-メチルプロピオンアミド)、または2,2’-アゾビス(N-シクロヘキシル-2-メチルプロピオンアミド)等を例示することができる。
前記粘着組成物は、架橋剤を含有する。前記架橋剤は、上述の(A)重合体成分および(B)重合体成分が有する第1反応性基と反応する第2反応性基を1分子中に2つ以上有する化合物である。前記架橋剤は特に限定されず、例えば、イソシアネート系架橋剤、エポキシ系架橋剤、アジリジン系架橋剤、金属キレート系架橋剤、メラミン樹脂系架橋剤、尿素樹脂系架橋剤等が挙げられる。前記架橋剤は、1種を単独で使用してもよいし、2種以上を併用してもよい。これらの中でも、イソシアネート系架橋剤および/またはエポキシ系架橋剤が好ましい。特に、形成される粘着材の復元率が向上することから、イソシアネート系架橋剤またはエポキシ系架橋剤がより好ましく、エポキシ系架橋剤がさらに好ましい。
前記架橋剤の第2反応性基がイソシアネート基である場合、第1反応性基としては、ヒドロキシ基が挙げられる。
前記架橋剤の第2反応性基がエポキシ基である場合、第1反応性基としては、カルボキシ基が挙げられる。
イソシアネート系架橋剤は、第2反応性基としてイソシアネート基(イソシアネート基をブロック剤または数量体化等により一時的に保護したイソシアネート再生型官能基を含む)を1分子中に2つ以上有する化合物である。前記イソシアネート系架橋剤は、単独で使用してもよいし、2種以上を併用してもよい。
エポキシ系架橋剤は、第2反応性基としてエポキシ基を1分子中に2つ以上有する化合物をいう。前記エポキシ系架橋剤は、単独で使用してもよいし、2種以上を併用してもよい。
前記粘着組成物には、前記共重合体成分、架橋剤以外に、その他添加剤を配合して使用することができる。その他の添加剤としては、架橋促進剤、架橋遅延剤、粘着付与樹脂(タッキファイヤー)、重合性化合物、光重合開始剤、シランカップリング剤、可塑剤、軟化剤、剥離助剤、染料、顔料、色素、蛍光増白剤、帯電防止剤、湿潤剤、界面活性剤、増粘剤、防黴剤、防腐剤、酸素吸収剤、紫外線吸収剤、酸化防止剤、近赤外線吸収剤、水溶性消光剤、香料、金属不活性剤、造核剤、アルキル化剤、難燃剤、滑剤、加工助剤等が挙げられる。これらは粘着材の用途や使用目的に応じて、適宜選択して配合して使用される。
前記粘着組成物には、必要に応じて、架橋促進剤を配合して使用することができる。架橋促進剤としては、有機スズ化合物、金属キレート化合物等が挙げられる。前記架橋促進剤は、単独で使用してもよいし、2種以上を併用してもよい。
前記粘着組成物には、必要に応じて、架橋遅延剤を配合して使用することができる。前記架橋遅延剤とは、架橋剤を含有する粘着組成物において、架橋剤が有する官能基をブロックすることによって、粘着組成物の過剰な粘度上昇を抑制することができる化合物である。架橋遅延剤の種類は、特に制限されるものではないが、例えば、アセチルアセトン、ヘキサン-2,4-ジオン、ヘプタン-2,4-ジオン、オクタン-2,4-ジオン等のβ-ジケトン類;アセト酢酸メチル、アセト酢酸エチル、アセト酢酸プロピル、アセト酢酸ブチル、アセト酢酸オクチル、アセト酢酸オレイル、アセト酢酸ラウリル、アセト酢酸ステアリル等のβ-ケトエステル類;ベンゾイルアセトン等を使用することができる。前記架橋遅延剤としては、キレート剤として作用し得るものが好ましく、β-ジケトン類、β-ケトエステル類が好ましい。
前記粘着組成物には、必要に応じて、前記共重合体成分を除く粘着付与樹脂を配合して使用することができる。粘着付与樹脂としては、特に制限されないが、例えば、ロジン系粘着付与樹脂、テルペン系粘着付与樹脂、フェノール系粘着付与樹脂、炭化水素系粘着付与樹脂等が挙げられる。
前記粘着組成物は、重合性化合物を配合してもよい。重合性化合物を配合し、粘着材中の重合性化合物を重合させることで粘着材に柔軟性を付与することができる。
前記重合性化合物を活性エネルギー線により硬化を行う場合には、前記粘着組成物に光重合開始剤を配合することが好ましい。光重合開始剤を配合することで、活性エネルギー線照射時の反応を安定化させることができる。前記光重合開始剤としては、光の作用によりラジカルを発生するものであれば特に限定されず、例えば、アセトフェノン類、ベンゾイン類、ベンゾフェノン類、チオキサントン類、アシルフォスフィンオキサイド類等の光重合開始剤が挙げられる。これらの光重合開始剤は、単独でもしくは2種以上併せて用いることができる。また、これらの光重合開始剤の中でも、分子間または分子内で効率的に架橋できる点から水素引き抜き型のベンゾフェノン類、分子内開裂型のアセトフェノン類の光重合開始剤が好ましい。
前記粘着組成物には、必要に応じて、シランカップリング剤を配合して使用することができる。前記シランカップリング剤としては、特に制限されるものではないが、例えば、3-グリシドキシプロピルトリメトキシシラン、3-グリシドキシプロピルトリエトキシシラン、3-グリシドキシプロピルメチルジエトキシシラン、2-(3,4エポキシシクロヘキシル)エチルトリメトキシシラン等のエポキシ基含有シランカップリング剤;3-アミノプロピルトリメトキシシラン、N-2-(アミノエチル)-3-アミノプロピルメチルジメトキシシラン、3-トリエトキシシリル-N-(1,3-ジメチルブチリデン)プロピルアミン、N-フェニル-γ-アミノプロピルトリメトキシシラン等のアミノ基含有シランカップリング剤;3-アクリロキシプロピルトリメトキシシラン、3-メタクリロキシプロピルトリエトキシシラン等の(メタ)アクリル基含有シランカップリング剤;3-イソシアネートプロピルトリエトキシシラン等のイソシアネート基含有シランカップリング剤等が挙げられる。
前記粘着組成物には、必要に応じて、可塑剤を配合してもよい。前記可塑剤としては、特に制限されないが、例えば、パラフィンオイル、プロセスオイル等のオイル;液状ポリイソプレン、液状ポリブタジエン、液状エチレン-プロピレンゴム等の液状ゴム;テトラヒドロフタル酸、アゼライン酸、安息香酸、フタル酸、トリメリット酸、ピロメリット酸、アジピン酸、セバシン酸、フマル酸、マレイン酸、イタコン酸、クエン酸、およびこれらの誘導体;ジオクチルフタレート(DOP)、ジブチルフタレート(DBP)、アジピン酸ジオクチル、アジピン酸ジイソノニル(DINA)、コハク酸イソデシル等が挙げられる。前記可塑剤は、1種を単独で使用してもよいし、2種以上を併用してもよい。これらの中でも液状ゴムが好ましい。
前記粘着組成物は、前記共重合体成分、架橋剤、および必要に応じて用いられるその他添加剤を混合することにより製造することができる。前記粘着組成物は、共重合体成分の製造に由来した溶剤を含有してもよいし、さらに適当な溶剤が加えられ、粘着層を形成するのに適した粘度となるように希釈された溶液であってもよい。
前記粘着組成物の用途は、繰り返し曲げ伸ばしして使用できるフレキシブルディスプレイ、フレキシブルディスプレイに用いられる粘着層(粘着材)の形成に好ましく使用される。
本発明のフレキシブルディスプレイ用粘着材は、前記粘着組成物の硬化物である。前記粘着材は、フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材とを貼合するためのフレキシブルディスプレイ用粘着材として使用できる。
本発明のフレキシブルディスプレイ用粘着シートは、フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材を貼合するために用いられる粘着層と、前記粘着層の少なくとも一方の面に貼着されたフレキシブルシート部材とを有するフレキシブルディスプレイ用粘着シートであって、前記粘着層が、前記粘着材から形成されていることを特徴とする。
粘着層は、前記粘着材から形成される。前記粘着層の膜厚は、被着体との接着性を十分に確保する等の観点から、2μm以上が好ましく、より好ましくは5μm以上、さらに好ましくは10μm以上である。また、粘着層の厚さは、粘着層のはみ出し抑制等の観点から、100μm以下が好ましく、より好ましくは70μm以下、さらに好ましくは50μm以下である。
前記フレキシブルシート部材としては、屈曲性を有する基材シート、剥離シート等が挙げられる。前記基材シートは、粘着層を支持するシート部材であり、このシート部材が機能性シート部材であってもよい。前記機能性シート部材としては、カバーフィルム、バリアフィルム、偏光フィルム、位相差フィルム、光学補償フィルム、輝度向上フィルム、拡散フィルム、反射防止フィルム等が挙げられる。前記剥離シートは、粘着層を被着体に貼着するまで粘着層を保護するものであり、粘着層を被着体に貼着する前に粘着層から剥離される。
粘着シートは、例えば、上述した粘着組成物を、フレキシブルシート部材上に塗工し、必要に応じて乾燥加熱処理により硬化させて、粘着層を形成することにより製造できる。
本発明のフレキシブル積層部材は、第1フレキシブル部材と、第2フレキシブル部材と、前記第1フレキシブル部材と前記第2フレキシブル部材とを互いに貼合する粘着層とを備えたフレキシブル積層部材であって、前記粘着層が、前記粘着材からなることを特徴とする。フレキシブル積層部材の粘着層が前記粘着材から形成されているため、フレキシブル積層部材を繰り返し屈曲した場合でも、屈曲箇所が波打って見える等の外観不良が抑制される。
本発明のフレキシブル積層部材の製造方法としては特に限定されるものではなく、例えば、以下の(1)から(4)の方法が挙げられる。
(2)第1フレキシブル部材の一方の面上に粘着組成物を塗工し、必要に応じて乾燥加熱処理により硬化させ粘着層を形成した後、この粘着層に剥離シートの離型性を有する面を貼着する。そして、剥離シートを剥離して露出した粘着層と第2フレキシブル部材とを貼着し、フレキシブル積層部材を得る方法。
(3)第1フレキシブル部材の一方の面上に粘着組成物を塗工し、必要に応じて乾燥加熱処理により硬化させ粘着層を形成した後、この粘着層に第2フレキシブル部材を貼着し、フレキシブル積層部材を得る方法。
(4)剥離シートの離型性を有する面上に粘着組成物を塗工し、必要に応じて乾燥加熱処理により硬化させ粘着層を形成した後、この粘着層に第1フレキシブル部材を貼着する。そして、剥離シートを剥離して露出した粘着層と第2フレキシブル部材とを貼着し、フレキシブル積層部材を得る方法。
粘着層の形成は、粘着シートの製造と同様の各種コーティング法や各種印刷法を用いることができ、乾燥及び硬化工程においても同様である。また、必要に応じて養生してもよい。また、フレキシブル積層部材の製造時に使用する剥離シートは、粘着シートに使用される剥離シートと同様のものを用いればよい。
EHA:2-エチルヘキシルアクリレート
LA:ラウリルアクリレート
AA:アクリル酸
HBA:4-ヒドロキシブチルアクリレート
BTEE:エチル=2-メチル-2-n-ブチルテラニル-プロピオネート
AIBN:アゾビスイソブチロニトリル
AcOEt:酢酸エチル
核磁気共鳴(NMR)測定装置(ブルカー・バイオスピン社製、型式:AVANCE500(周波数500MHz))を用いて、1H-NMRを測定(溶媒:CDCl3、内部標準:TMS)した。得られたNMRスペクトルについて、モノマー由来のシグナルとポリマー由来のシグナルの積分比を求め、モノマーの重合率を算出した。
高速液体クロマトグラフ(東ソー社製、型式HLC-8320GPC)を用いて、ゲル浸透クロマトグラフィー(GPC)を行った。カラムはTSKgel Super HZM-H(東ソー社製)を2本、移動相にテトラヒドロフラン溶液、検出器に示差屈折計を使用した。測定条件は、カラム温度を40℃、試料濃度を0.5mg/mL、試料注入量を10μm、流速を0.6mL/minとした。標準物質としてポリスチレン(分子量9,840,000、5,480,000、2,890,000、1,090,000、775,000、427,000、190,000、96,400、37,900、10,200、2,630、440)を使用して検量線(校正曲線)を作成した。
GPCソフト(東ソー社製、Ecosec Peak Separation(Version 1.04))を用い、測定されたクロマトグラムの保持時間6~11分についてガウシアン近似により波形分離を行い、各重合体成分の重量平均分子量(Mw)、分子量分布(Mw/Mn)、含有率を求めた。波形分離パラメーターは、Threshold:0.5、SmoothWidth:8、start保持時間:6、end保持時間:11に設定した。
厚さ測定機(テスター産業社製、「TH-104」)を用いて、粘着シート全体の総厚を測定し、この総厚から剥離シートの厚さを除することで、粘着層の厚さを求めた。
幅50mm、長さ120mm切り出した金網(400メッシュ)の質量W2を測定した。粘着シートから粘着層(粘着材)80mg~120mgを採取し、質量W1を測定した。粘着材が脱落しないように金網で包んで試験片を作製した。試験片をガラス瓶に入れ、酢酸エチルを40g注いで軽く振った後、常温(25℃)で72時間以上静置した。静置後、試験片をガラス瓶から取り出して室温で12時間以上放置し、さらに100℃の真空オーブンで4時間乾燥させた。乾燥後の試験片を室温まで冷却し質量W3を測定し、以下の式よりゲル分率を算出した。
ゲル分率(質量%)=(W3-W2)/W1×100
粘着シートを構成する粘着層(粘着材)を、ハンドローラーを用いて貼り合わせて積層し、厚さ600μmの積層体を作製し、これを試験片とした。測定は、粘弾性測定装置(Anton Paar社製、MCR302)を使用し、直径8mmパラレルプレート(240番の紙やすりによって接着面を荒らしたもの)でサンプルを挟み、25℃雰囲気下で行った。
測定では、軸力1Nで試験片を圧縮した状態で10分間静置した後、軸力を0.05Nに変更し、直ちにせん断応力を印加してひずみ400%まで歪ませた。続いて、ひずみ400%の状態で10分間保持して、せん断応力の変化を測定し、応力緩和時間を測定した。次に、せん断応力を解除(0kPa)して10分間放置し、10分間経過後の最終ひずみを測定し、復元率を求めた。
応力緩和時間は、ひずみが400%となった後、せん断応力が初期応力の0.368倍となる時間とした。なお、せん断応力印可開始から0.1秒後のせん断応力値を初期応力とした。
復元率は、以下の式に基づいて、算出した。
復元率(%)={(400-最終ひずみ)/400}×100
粘着シートを構成する粘着層(粘着材)を、ハンドローラーを用いて貼り合わせて積層し、厚さ600μmの積層体を作製し、これを試験片とした。測定は、粘弾性測定装置(Anton Paar社製、MCR302)を使用し、直径8mmパラレルプレート(240番の紙やすりによって接着面を荒らしたもの)でサンプルを挟み、25℃雰囲気下で行った。
測定では、軸力1Nで試験片を圧縮した状態で10分間静置した後、軸力を0.05Nに変更し、せん断応力20kPaを印加して10分間クリープ試験を行い、10分間経過後のひずみ(20kPaひずみ)を測定した。次に、せん断応力を解除(0kPa)して10分間放置し、10分間経過後の最終ひずみを測定し、復元率を求めた。なお、柔らかすぎて測定することができなかったものは「×」と評価した。
復元率は、以下の式に基づいて、算出した。
復元率(%)={(20kPaひずみ-最終ひずみ)/20kPaひずみ}×100
粘着シートを構成する粘着層(粘着材)を、ハンドローラーを用いて貼り合わせて積層し、厚さ600μmmの積層体を作製した。積層体を幅10mm、長さ70mmの大きさに切り出して試験片を作製した。
試験は、精密万能試験機(島津製作所社製、AUTOGRAPH(登録商標) AGX)を用いて行った。試験は、23℃50%の環境下、つかみ具間距離30mm、引張速度30mm/minとした。
試験では、引張応力が0kPaの状態から、引張応力が50kPaとなるまで伸長させた後、引張応力が0kPaとなるまで収縮させた。この伸長および収縮を12回繰り返し、破断の有無を確認した。破断が無いものを「〇」、破断があるものを「×」と評価した。
粘着シートの一方の剥離シートを粘着層より剥離し、粘着層面にポリエチレンテレフタレート(PET)フィルム(東洋紡エステル(登録商標)フィルムE5100:東洋紡製、厚さ50μm)のコロナ処理面を貼り合わせ、幅25mm、長さ100mmの大きさに切り出し基材付き粘着シートを作製した。この基材付き粘着シートについて、被着体として、ポリイミドフィルムまたはガラスに対する粘着力を、JIS Z 0237(2009)の方法に準じて測定した。
具体的には、剥離シートを粘着層より剥離して、粘着層面をポリイミドフィルム(カプトン(登録商標)100V:東レデュポン製、厚さ25μm)、または、白板ガラス(S9112、松浪硝子工業社製、厚さ1.0~1.2mm)に、2kgのローラーを2往復させて圧着した。次に、島津製作所製精密万能試験機「AUTOGRAPH(登録商標) AGS-1kNX、50Nロードセル」を用いて、剥離速度300mm/min、剥離角度180°の条件で、粘着層の粘着力を測定した。
(合成例1:重合組成物Xa)
アルゴンガス導入管と撹拌機を備えたフラスコに、EHA(340.2g)、LA(240.0g)、AA(18.0g)、HBA(1.8g)、AIBN(26.1mg)、AcOEt(353.4g)を仕込み、アルゴン置換後、BTEE(105.0mg)を加え、60℃で24時間反応させ、重合した。反応終了後、反応溶液にAcOEtを加え、重合組成物Xaを含有する溶液を得た。溶液の固形分は、26.2質量%であった。
合成例1と同様にして、重合組成物Xbを含有する溶液を得た。表1に、使用したモノマー、有機テルル化合物、アゾ系重合開始剤、溶媒、反応条件、重合率を示した。
アルゴンガス導入管と撹拌機を備えたフラスコに、EHA(1,334.0g)、LA(600.0g)、AA(60.0g)、HBA(6.0g)、AcOEt(1,333.3g)を仕込み、アルゴン置換後、82℃まで昇温し、AcOEt(45g)に溶解したAIBN(875.8mg)を2時間かけて滴下した後、さらに4時間反応させ、重合した。反応終了後、反応溶液にAcOEtを加え、重合組成物Yaを含有する溶液を得た。溶液の固形分は、39.5質量%であった。
合成例3と同様にして、重合組成物Ybを含有する溶液を得た。表1に、使用したモノマー、アゾ系重合開始剤、溶媒、反応条件、重合率を示した。
重合組成物Xaについて、ゲル浸透クロマトグラフィーを行い、波形分離を行ったところ、重合体成分Xa1のみが確認された。また、重合組成物Xbについて、ゲル浸透クロマトグラフィーを行い、波形分離を行ったところ、重合体成分Xb1のみが確認された。表2に、重合体成分Xa1、Xb1の物性を示した。
重合組成物Yaについて、ゲル浸透クロマトグラフィーを行い、波形分離を行ったところ、重合体成分Ya1、Ya2およびYa3が確認された。重合組成物Ybについて、ゲル浸透クロマトグラフィーを行い、波形分離を行ったところ、重合体成分Yb1、Yb2およびYb3が確認された。表3に、重合体成分Ya1~Ya3およびYb1~Yb3の物性を示した。
(粘着組成物No.1)
合成例1で得た重合組成物Xaの溶液381.7質量部(重合体成分100質量部)に対して、架橋剤A(デュラネート(登録商標)MHG-80B)を0.154質量部、酢酸ブチルを加え、撹拌して固形分20質量%の粘着組成物No.1を得た。粘着組成物No.1は、重合体成分Xa1、Ya1、Ya2およびYa3が有する第1反応性基がヒドロキシ基であり、架橋剤Aが有する第2反応性基がイソシアネート基である。
配合を表4、5に記載するように変更した以外は、粘着組成物No.1と同様にして、粘着組成物No.2~11を作製した。なお、表4、5に示す架橋剤Aの配合量は、固形分換算の配合量である。固形分とは、溶媒以外の成分である。粘着組成物No.2~8は、重合体成分Xa1、Ya1、Ya2およびYa3が有する第1反応性基がヒドロキシ基であり、架橋剤Aが有する第2反応性基がイソシアネート基である。粘着組成物No.9~11は、重合体成分Xb1、Yb1、Yb2およびYb3が有する第1反応性基がカルボキシ基であり、架橋剤Bが有する第2反応性基がエポキシ基である。
第1剥離シート(表面に離型処理を施したPETフィルム、クリーンセパ(登録商標)HY-US20:東山フイルム製、厚さ75μm)の離型面に、ベーカー式アプリケーターを用いて乾燥後の膜厚が50μmとなるように粘着組成物を塗布した後、恒温乾燥器を用いて60℃3分、続けて150℃3分乾燥を行った。次に、第1剥離シート上に形成された粘着層に第2剥離シート(表面に離型処理を施したPETフィルム、クリーンセパ(登録商標)HY-S10:東山フイルム製、厚さ38μm)の離型面を貼り合わせた後、60℃で3日間エージングを行い、2枚の剥離シートに挟持された粘着層を作製した。各粘着組成物から形成された粘着層(粘着材)の評価結果を表4に示した。
架橋剤B:TETRAD(登録商標)-C(三菱ガス化学製、1,3-ビス(N,N-ジグリシジルアミノメチル)シクロヘキサン、官能基数4、固形分濃度100質量%、エポキシ基量;9.8mmol/g)
可塑剤:クラプレン(登録商標)LIR-410(液状イソプレン系ゴム、重量平均分子量30000)
フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材とを貼合するためのフレキシブルディスプレイ用粘着組成物であって、複数の(メタ)アクリル系共重合体成分と、架橋剤とを含有し、前記(メタ)アクリル系共重合体成分として、少なくとも(A)(メタ)アクリル系共重合体成分と(B)(メタ)アクリル系共重合体成分を含有し、前記(A)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0以下であり、前記(B)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0超であり、前記架橋剤が、前記第1反応性基と反応する第2反応性基を有し、前記複数の(メタ)アクリル系共重合体成分中の前記(A)(メタ)アクリル系共重合体成分の含有率が、75質量%~99質量%であることを特徴とするフレキシブルディスプレイ用粘着組成物。
前記(A)(メタ)アクリル系共重合体成分および(B)(メタ)アクリル系共重合体成分の重量平均分子量が、10万~300万である態様1に記載のフレキシブルディスプレイ用粘着組成物。
前記(A)(メタ)アクリル系共重合体成分の重量平均分子量が、10万以上である態様1または2に記載のフレキシブルディスプレイ用粘着組成物。
前記(B)(メタ)アクリル系共重合体成分の重量平均分子量が、80万以下である態様1~3のいずれかに記載のフレキシブルディスプレイ用粘着組成物。
前記架橋剤が、イソシアネート系架橋剤および/またはエポキシ系架橋剤である態様1~4のいずれかに記載のフレキシブルディスプレイ用粘着組成物。
前記イソシアネート系架橋剤が、脂肪族ジイソシアネート化合物、脂肪族ジイソシアネート化合物と脂肪族ジオール化合物との付加物、脂肪族ジイソシアネート化合物のアダクト体、脂肪族ジイソシアネート化合物のビウレット体、および、脂肪族ジイソシアネート化合物のイソシアヌレート体よりなる群から選択される少なくとも1種である態様5に記載のフレキシブルディスプレイ用粘着組成物。
前記エポキシ系架橋剤が、脂肪族エポキシ化合物、脂環式エポキシ化合物、芳香族エポキシ化合物、および、複素環式エポキシ化合物よりなる群から選択される少なくとも1種である態様5に記載のフレキシブルディスプレイ用粘着組成物。
前記第1反応性基が、ヒドロキシ基および/またはカルボキシ基である態様1~7のいずれかに記載のフレキシブルディスプレイ用粘着組成物。
フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材とを貼合するためのフレキシブルディスプレイ用粘着材であって、前記粘着材が、態様1~8のいずれかに記載の粘着組成物の硬化物であることを特徴とするフレキシブルディスプレイ用粘着材。
前記硬化物のゲル分率が50質量%以上である態様9記載のフレキシブルディスプレイ用粘着材。
フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材を貼合するために用いられる粘着層と、前記粘着層の少なくとも一方の面に貼着されたフレキシブルシート部材とを有するフレキシブルディスプレイ用粘着シートであって、前記粘着層が、態様9または10に記載の粘着材から形成されていることを特徴とするフレキシブルディスプレイ用粘着シート。
前記粘着シートが、前記粘着層の一方の面に貼着された第1フレキシブルシート部材と、前記粘着層の他方の面に貼着された第2フレキシブルシート部材とを有し、前記第1フレキシブルシート部材が第1剥離シート、前記第2フレキシブルシート部材が第2剥離シートであり、前記第1剥離シートおよび第2剥離シートは、それぞれの剥離面が粘着層と接するように貼着されている態様11に記載のフレキシブルディスプレイ用粘着シート。
第1フレキシブル部材と、第2フレキシブル部材と、前記第1フレキシブル部材と前記第2フレキシブル部材とを互いに貼合する粘着層とを備えたフレキシブル積層部材であって、前記粘着層が、態様9または10に記載の粘着材からなることを特徴とするフレキシブル積層部材。
前記第1フレキシブル部材および前記第2フレキシブル部材の少なくとも一方が、表示素子である態様13に記載のフレキシブル積層部材。
態様13または14に記載のフレキシブル積層部材を備えることを特徴とするフレキシブルディスプレイ。
フレキシブルディスプレイ用粘着組成物に使用される(メタ)アクリル系共重合体混合物であって、少なくとも(A)(メタ)アクリル系共重合体成分と(B)(メタ)アクリル系共重合体成分を含有し、前記(A)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0以下であり、前記(B)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0超であり、前記第1反応性基が、ヒドロキシ基および/またはカルボキシ基であり、前記(メタ)アクリル系共重合体混合物中の前記(A)(メタ)アクリル系共重合体成分の含有率が、75質量%~99質量%であることを特徴とする(メタ)アクリル系共重合体混合物。
12:粘着層
14:第1フレキシブルシート部材
16:第2フレキシブルシート部材
20:フレキシブル積層部材
22:第1フレキシブル部材
24:第2フレキシブル部材
Claims (16)
- フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材とを貼合するためのフレキシブルディスプレイ用粘着組成物であって、
複数の(メタ)アクリル系共重合体成分と、架橋剤とを含有し、
前記(メタ)アクリル系共重合体成分として、少なくとも(A)(メタ)アクリル系共重合体成分と(B)(メタ)アクリル系共重合体成分を含有し、
前記(A)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0以下であり、
前記(B)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0超であり、
前記架橋剤が、前記第1反応性基と反応する第2反応性基を有し、
前記複数の(メタ)アクリル系共重合体成分中の前記(A)(メタ)アクリル系共重合体成分の含有率が、75質量%~99質量%であることを特徴とするフレキシブルディスプレイ用粘着組成物。 - 前記(A)(メタ)アクリル系共重合体成分および(B)(メタ)アクリル系共重合体成分の重量平均分子量が、10万~300万である請求項1に記載のフレキシブルディスプレイ用粘着組成物。
- 前記(A)(メタ)アクリル系共重合体成分の重量平均分子量が、10万以上である請求項1または2に記載のフレキシブルディスプレイ用粘着組成物。
- 前記(B)(メタ)アクリル系共重合体成分の重量平均分子量が、80万以下である請求項1~3のいずれか一項に記載のフレキシブルディスプレイ用粘着組成物。
- 前記架橋剤が、イソシアネート系架橋剤および/またはエポキシ系架橋剤である請求項1~4のいずれか一項に記載のフレキシブルディスプレイ用粘着組成物。
- 前記イソシアネート系架橋剤が、脂肪族ジイソシアネート化合物、脂肪族ジイソシアネート化合物と脂肪族ジオール化合物との付加物、脂肪族ジイソシアネート化合物のアダクト体、脂肪族ジイソシアネート化合物のビウレット体、および、脂肪族ジイソシアネート化合物のイソシアヌレート体よりなる群から選択される少なくとも1種である請求項5に記載のフレキシブルディスプレイ用粘着組成物。
- 前記エポキシ系架橋剤が、脂肪族エポキシ化合物、脂環式エポキシ化合物、芳香族エポキシ化合物、および、複素環式エポキシ化合物よりなる群から選択される少なくとも1種である請求項5に記載のフレキシブルディスプレイ用粘着組成物。
- 前記第1反応性基が、ヒドロキシ基および/またはカルボキシ基である請求項1~7のいずれか一項に記載のフレキシブルディスプレイ用粘着組成物。
- フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材とを貼合するためのフレキシブルディスプレイ用粘着材であって、
前記粘着材が、請求項1~8のいずれか一項に記載の粘着組成物の硬化物であることを特徴とするフレキシブルディスプレイ用粘着材。 - 前記硬化物のゲル分率が50質量%以上である請求項9記載のフレキシブルディスプレイ用粘着材。
- フレキシブルディスプレイを構成する一のフレキシブル部材と他のフレキシブル部材を貼合するために用いられる粘着層と、前記粘着層の少なくとも一方の面に貼着されたフレキシブルシート部材とを有するフレキシブルディスプレイ用粘着シートであって、
前記粘着層が、請求項9または10に記載の粘着材から形成されていることを特徴とするフレキシブルディスプレイ用粘着シート。 - 前記粘着シートが、前記粘着層の一方の面に貼着された第1フレキシブルシート部材と、前記粘着層の他方の面に貼着された第2フレキシブルシート部材とを有し、
前記第1フレキシブルシート部材が第1剥離シート、前記第2フレキシブルシート部材が第2剥離シートであり、
前記第1剥離シートおよび第2剥離シートは、それぞれの剥離面が粘着層と接するように貼着されている請求項11に記載のフレキシブルディスプレイ用粘着シート。 - 第1フレキシブル部材と、第2フレキシブル部材と、前記第1フレキシブル部材と前記第2フレキシブル部材とを互いに貼合する粘着層とを備えたフレキシブル積層部材であって、
前記粘着層が、請求項9または10に記載の粘着材からなることを特徴とするフレキシブル積層部材。 - 前記第1フレキシブル部材および前記第2フレキシブル部材の少なくとも一方が、表示素子である請求項13に記載のフレキシブル積層部材。
- 請求項13または14に記載のフレキシブル積層部材を備えることを特徴とするフレキシブルディスプレイ。
- フレキシブルディスプレイ用粘着組成物に使用される(メタ)アクリル系共重合体混合物であって、
少なくとも(A)(メタ)アクリル系共重合体成分と(B)(メタ)アクリル系共重合体成分を含有し、
前記(A)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0以下であり、
前記(B)(メタ)アクリル系共重合体成分は、第1反応性基を有し、分子量分布(Mw/Mn)が3.0超であり、
前記第1反応性基が、ヒドロキシ基および/またはカルボキシ基であり、
前記(メタ)アクリル系共重合体混合物中の前記(A)(メタ)アクリル系共重合体成分の含有率が、75質量%~99質量%であることを特徴とする(メタ)アクリル系共重合体混合物。
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020237027096A KR20230152660A (ko) | 2021-02-26 | 2022-02-10 | 플렉시블 디스플레이용 점착 조성물, 점착재 및 점착시트 |
JP2023502278A JPWO2022181355A1 (ja) | 2021-02-26 | 2022-02-10 | |
CN202280014119.7A CN116829670A (zh) | 2021-02-26 | 2022-02-10 | 柔性显示器用粘合组合物、粘合材料和粘合片 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2021030674 | 2021-02-26 | ||
JP2021-030674 | 2021-02-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2022181355A1 true WO2022181355A1 (ja) | 2022-09-01 |
Family
ID=83049168
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2022/005346 WO2022181355A1 (ja) | 2021-02-26 | 2022-02-10 | フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPWO2022181355A1 (ja) |
KR (1) | KR20230152660A (ja) |
CN (1) | CN116829670A (ja) |
TW (1) | TW202244224A (ja) |
WO (1) | WO2022181355A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2023068009A1 (ja) * | 2021-10-18 | 2023-04-27 | 大塚化学株式会社 | 粘着材および粘着シート |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI806171B (zh) * | 2021-09-27 | 2023-06-21 | 華碩電腦股份有限公司 | 色彩校正模組以及具有其之電子裝置 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016047924A (ja) * | 2014-08-27 | 2016-04-07 | 日本合成化学工業株式会社 | 粘着剤組成物、粘着剤及び粘着シート |
JP2019031598A (ja) * | 2017-08-07 | 2019-02-28 | 三菱ケミカル株式会社 | 光硬化型粘着シート |
WO2020095870A1 (ja) * | 2018-11-06 | 2020-05-14 | 三菱ケミカル株式会社 | 粘着剤層、粘着剤組成物、無溶剤型粘着剤組成物、粘着剤および粘着シート |
JP2021134321A (ja) * | 2020-02-28 | 2021-09-13 | 東山フイルム株式会社 | 粘着材、粘着シートおよび屈曲性積層部材 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP7004564B2 (ja) | 2017-12-19 | 2022-01-21 | リンテック株式会社 | 粘着シート、繰り返し屈曲積層部材および繰り返し屈曲デバイス |
-
2022
- 2022-02-10 CN CN202280014119.7A patent/CN116829670A/zh active Pending
- 2022-02-10 KR KR1020237027096A patent/KR20230152660A/ko unknown
- 2022-02-10 WO PCT/JP2022/005346 patent/WO2022181355A1/ja active Application Filing
- 2022-02-10 JP JP2023502278A patent/JPWO2022181355A1/ja active Pending
- 2022-02-14 TW TW111105277A patent/TW202244224A/zh unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016047924A (ja) * | 2014-08-27 | 2016-04-07 | 日本合成化学工業株式会社 | 粘着剤組成物、粘着剤及び粘着シート |
JP2019031598A (ja) * | 2017-08-07 | 2019-02-28 | 三菱ケミカル株式会社 | 光硬化型粘着シート |
WO2020095870A1 (ja) * | 2018-11-06 | 2020-05-14 | 三菱ケミカル株式会社 | 粘着剤層、粘着剤組成物、無溶剤型粘着剤組成物、粘着剤および粘着シート |
JP2021134321A (ja) * | 2020-02-28 | 2021-09-13 | 東山フイルム株式会社 | 粘着材、粘着シートおよび屈曲性積層部材 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2023068009A1 (ja) * | 2021-10-18 | 2023-04-27 | 大塚化学株式会社 | 粘着材および粘着シート |
JP7282288B1 (ja) * | 2021-10-18 | 2023-05-26 | 大塚化学株式会社 | 粘着材および粘着シート |
Also Published As
Publication number | Publication date |
---|---|
KR20230152660A (ko) | 2023-11-03 |
JPWO2022181355A1 (ja) | 2022-09-01 |
TW202244224A (zh) | 2022-11-16 |
CN116829670A (zh) | 2023-09-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2022181355A1 (ja) | フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート | |
WO2021111995A1 (ja) | 粘着材、粘着シートおよび屈曲性積層部材 | |
WO2021172017A1 (ja) | 粘着材、粘着シートおよび屈曲性積層部材 | |
JP2013006892A (ja) | 光学用両面粘着シート | |
JP2022132137A (ja) | フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート | |
CN111378393B (zh) | 保护片及层叠体 | |
TW202111066A (zh) | 黏著片 | |
KR20180129624A (ko) | 점착 시트 및 그 점착 시트에 이용되는 점착제 조성물 | |
JP7282288B1 (ja) | 粘着材および粘着シート | |
WO2022014313A1 (ja) | 粘着剤組成物および粘着シート | |
WO2023022185A1 (ja) | 粘着シート | |
JP2022085457A (ja) | フレキシブルディスプレイ用粘着組成物および粘着シート | |
JP2023060827A (ja) | フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート | |
WO2023080054A1 (ja) | 粘着材および粘着シート | |
JP2022079135A (ja) | フレキシブルディスプレイ用粘着組成物、粘着材および粘着シート | |
WO2024135432A1 (ja) | 粘着フィルム | |
KR20210102186A (ko) | 점착제층을 갖는 편광 필름 | |
JP7220633B2 (ja) | 粘着剤組成物及びその利用 | |
CN114402051B (zh) | 加饰膜用粘合剂组合物 | |
JP2024051532A (ja) | 保護フィルム付きカバーフィルム | |
JP2022092984A (ja) | 粘着剤用(メタ)アクリル系共重合体およびこれを用いた粘着フィルム | |
TW202006099A (zh) | 黏著劑組合物及黏著片材 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 22759394 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2023502278 Country of ref document: JP Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 202280014119.7 Country of ref document: CN |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 22759394 Country of ref document: EP Kind code of ref document: A1 |