JP2003508578A - 感圧接着剤製造用エネルギー線硬化型組成物 - Google Patents
感圧接着剤製造用エネルギー線硬化型組成物Info
- Publication number
- JP2003508578A JP2003508578A JP2001520795A JP2001520795A JP2003508578A JP 2003508578 A JP2003508578 A JP 2003508578A JP 2001520795 A JP2001520795 A JP 2001520795A JP 2001520795 A JP2001520795 A JP 2001520795A JP 2003508578 A JP2003508578 A JP 2003508578A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- compound
- hydrogen atom
- methyl
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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- 238000004519 manufacturing process Methods 0.000 title description 2
- -1 photoinitiators Substances 0.000 claims abstract description 24
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- 239000011347 resin Substances 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims description 33
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- 230000005855 radiation Effects 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
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- 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 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 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 claims description 6
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- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical group CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 4
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- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 2
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- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 claims description 2
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 claims description 2
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 claims description 2
- SGSKTOKJZHJRCN-UHFFFAOYSA-N 4-chlorothioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(Cl)=CC=C2 SGSKTOKJZHJRCN-UHFFFAOYSA-N 0.000 claims description 2
- IKVYHNPVKUNCJM-UHFFFAOYSA-N 4-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(C(C)C)=CC=C2 IKVYHNPVKUNCJM-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 2
- 239000003784 tall oil Substances 0.000 claims description 2
- BYLWFKPMPMYNQU-UHFFFAOYSA-N (2-ethylphenyl)methanamine;hydrochloride Chemical compound Cl.CCC1=CC=CC=C1CN BYLWFKPMPMYNQU-UHFFFAOYSA-N 0.000 claims 1
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 claims 1
- 150000002430 hydrocarbons Chemical group 0.000 claims 1
- 230000001678 irradiating effect Effects 0.000 claims 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 claims 1
- 239000002318 adhesion promoter Substances 0.000 abstract description 17
- 239000000853 adhesive Substances 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract description 5
- 239000003085 diluting agent Substances 0.000 abstract description 5
- 239000004615 ingredient Substances 0.000 abstract description 5
- 239000004970 Chain extender Substances 0.000 abstract description 4
- 238000000034 method Methods 0.000 description 10
- 239000000178 monomer Substances 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
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- 238000000576 coating method Methods 0.000 description 7
- 150000002009 diols Chemical class 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- NOTSENYEYVSAHZ-UHFFFAOYSA-N 2-ethyl-3-methylbenzene-1,4-diol Chemical compound CCC1=C(C)C(O)=CC=C1O NOTSENYEYVSAHZ-UHFFFAOYSA-N 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 4
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- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
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- 150000005690 diesters Chemical class 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 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 3
- 230000000873 masking effect Effects 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- PJAKWOZHTFWTNF-UHFFFAOYSA-N (2-nonylphenyl) prop-2-enoate Chemical compound CCCCCCCCCC1=CC=CC=C1OC(=O)C=C PJAKWOZHTFWTNF-UHFFFAOYSA-N 0.000 description 2
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- 101710192523 30S ribosomal protein S9 Proteins 0.000 description 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- WGVWLKXZBUVUAM-UHFFFAOYSA-N Pentanochlor Chemical compound CCCC(C)C(=O)NC1=CC=C(C)C(Cl)=C1 WGVWLKXZBUVUAM-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920002732 Polyanhydride Polymers 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-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
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical compound CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000005670 ethenylalkyl group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
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- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
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- 239000003292 glue Substances 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical class O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
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- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical group C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/067—Polyurethanes; Polyureas
-
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2170/00—Compositions for adhesives
- C08G2170/40—Compositions for pressure-sensitive adhesives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Adhesive Tapes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15103999P | 1999-08-27 | 1999-08-27 | |
| US60/151,039 | 1999-08-27 | ||
| US09/396,907 | 1999-09-15 | ||
| US09/396,907 US6429235B1 (en) | 1999-08-27 | 1999-09-15 | Energy-curable composition for making a pressure sensitive adhesive |
| PCT/US2000/023225 WO2001016244A1 (en) | 1999-08-27 | 2000-08-24 | Energy-curable composition for making a pressure sensitive adhesive |
Publications (2)
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|---|---|
| JP2003508578A true JP2003508578A (ja) | 2003-03-04 |
| JP2003508578A5 JP2003508578A5 (https=) | 2007-10-04 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2001520795A Pending JP2003508578A (ja) | 1999-08-27 | 2000-08-24 | 感圧接着剤製造用エネルギー線硬化型組成物 |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US6429235B1 (https=) |
| EP (1) | EP1208178B1 (https=) |
| JP (1) | JP2003508578A (https=) |
| CN (1) | CN1170904C (https=) |
| AT (1) | ATE352596T1 (https=) |
| AU (1) | AU6932500A (https=) |
| DE (1) | DE60033159T2 (https=) |
| ES (1) | ES2280239T3 (https=) |
| MX (1) | MXPA02001960A (https=) |
| TW (1) | TW546359B (https=) |
| WO (1) | WO2001016244A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001240842A (ja) * | 2000-02-28 | 2001-09-04 | Nitto Denko Corp | 紫外線硬化型粘着剤組成物とその粘着シ―ト類 |
| JP2006299019A (ja) * | 2005-04-18 | 2006-11-02 | Three M Innovative Properties Co | 支持基材を有しない紫外線硬化型粘着テープまたはフィルム |
| JP2021011569A (ja) * | 2019-06-27 | 2021-02-04 | ボスティク エス．アー． | ポリウレタン／（メタ）アクリルに基づくホットメルト感圧接着性組成物 |
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| US6841589B2 (en) * | 2001-10-03 | 2005-01-11 | 3D Systems, Inc. | Ultra-violet light curable hot melt composition |
| US6613857B1 (en) | 2002-07-26 | 2003-09-02 | Avery Dennison Corporation | UV-crosslinked, pressure-sensitive adhesives |
| DE10234369A1 (de) | 2002-07-27 | 2004-02-12 | Henkel Kgaa | Strahlungsvernetzbare Schmelzhaftklebstoffe |
| US6984262B2 (en) * | 2003-07-16 | 2006-01-10 | Transitions Optical, Inc. | Adhesion enhancing coating composition, process for using and articles produced |
| DE10344448A1 (de) | 2003-09-25 | 2005-04-28 | Henkel Kgaa | Bindemittel mit Barriere-Eigenschaft |
| US7488510B2 (en) * | 2003-10-28 | 2009-02-10 | Signet Armorlite, Inc. | Compositions and methods for the preparation of composite photochromic polycarbonate lenses |
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| US7332540B2 (en) | 2004-02-18 | 2008-02-19 | Eastman Chemical Company | Aromatic-acrylate tackifier resins |
| CA2588127A1 (en) * | 2004-12-23 | 2006-07-06 | Dow Global Technologies Inc. | An isocyanate composition comprising a vegetable oil and composites therefrom |
| WO2007030584A1 (en) * | 2005-09-09 | 2007-03-15 | Dyna-Tech Adhesives, Incorporated | (meth)acrylate resin curable adhesive |
| DE602006014420D1 (de) | 2005-09-09 | 2010-07-01 | Avery Dennison Corp | Hitzeschrumpfbarer film mit härtbarem klebstoff auf methacrylatharzbasis |
| US8398306B2 (en) | 2005-11-07 | 2013-03-19 | Kraft Foods Global Brands Llc | Flexible package with internal, resealable closure feature |
| US20070208100A1 (en) * | 2006-03-01 | 2007-09-06 | Anbu Natesh | Curable compositions for providing a cured composition with enhanced water resistance |
| US20100015300A1 (en) * | 2006-06-05 | 2010-01-21 | Mgaya Alexander P | Retortable radiation-cured coatings for plastic film and metallic foil substrates |
| EP2824653B1 (en) * | 2006-07-14 | 2016-06-29 | Dexerials Corporation | Resin composition and display apparatus |
| US20080121341A1 (en) * | 2006-11-28 | 2008-05-29 | Applied Extrusion Technologies | Radiation curable adhesive with high molecular weight oligomer |
| JP2009186958A (ja) | 2007-04-09 | 2009-08-20 | Sony Chemical & Information Device Corp | 画像表示装置 |
| JP5470735B2 (ja) | 2007-04-10 | 2014-04-16 | デクセリアルズ株式会社 | 画像表示装置の製造方法 |
| US9232808B2 (en) | 2007-06-29 | 2016-01-12 | Kraft Foods Group Brands Llc | Processed cheese without emulsifying salts |
| RU2564061C2 (ru) * | 2010-02-26 | 2015-09-27 | Интерконтинентал Грейт Брэндс ЛЛС | Повторно укупориваемые фиксаторы, способы их создания и содержащие их упаковки |
| JP2013521195A (ja) | 2010-02-26 | 2013-06-10 | クラフト・フーヅ・グローバル・ブランヅ リミテッド ライアビリティ カンパニー | 接着剤ベースの再閉鎖可能な留め具を有するパッケージおよびそのための方法 |
| NZ591354A (en) | 2010-02-26 | 2012-09-28 | Kraft Foods Global Brands Llc | A low-tack, UV-cured pressure sensitive acrylic ester based adhesive for reclosable packaging |
| JP5900805B2 (ja) * | 2011-01-27 | 2016-04-06 | エルジー・ケム・リミテッド | 間隙充填用スウェリングテープ |
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| CN102876224A (zh) * | 2012-10-17 | 2013-01-16 | 北京天山新材料技术股份有限公司 | 一种可紫外光固化的压敏胶及其制备方法和应用 |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4860787A (https=) * | 1971-12-03 | 1973-08-25 | ||
| JPS5918717A (ja) * | 1982-07-23 | 1984-01-31 | Hitachi Chem Co Ltd | 硬化性樹脂組成物 |
| JPS59128353A (ja) * | 1982-11-08 | 1984-07-24 | Kao Corp | 新規なアルケニルこはく酸モノエステル塩及びこれを含有する反応性界面活性剤並びにこれを含有する高分子改質用剤 |
| JPH01292017A (ja) * | 1988-05-19 | 1989-11-24 | Nichiban Co Ltd | 電離放射線硬化性無溶剤型感圧性接着剤組成物 |
| JPH04183770A (ja) * | 1990-11-16 | 1992-06-30 | Osaka Organic Chem Ind Ltd | 放射線硬化型粘着剤組成物 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3150118A (en) * | 1960-10-12 | 1964-09-22 | Rohm & Haas | Novel monomers, polymers, lacquers, and coated articles |
| CA1013095A (en) * | 1971-08-05 | 1977-06-28 | Carlos M. Samour | Pressure-sensitive adhesive polymers derived from acryloyloxyalkyl and methacryloyloxyalkyl acid esters |
| US3770491A (en) | 1971-11-08 | 1973-11-06 | Basf Ag | System hardenable by ionizing radiation |
| US4611087A (en) | 1982-11-08 | 1986-09-09 | Kao Corporation | Salts of alkenylsuccinic monoesters |
| US4642126A (en) | 1985-02-11 | 1987-02-10 | Norton Company | Coated abrasives with rapidly curable adhesives and controllable curvature |
| US4652274A (en) | 1985-08-07 | 1987-03-24 | Minnesota Mining And Manufacturing Company | Coated abrasive product having radiation curable binder |
| US4714655A (en) | 1985-10-04 | 1987-12-22 | Avery International Corporation | Pressure-sensitive adhesive containing heat-sensitive materials, and method of making the same |
| US5179183A (en) | 1987-06-30 | 1993-01-12 | Union Carbide Chemicals & Plastics Technology Corporation | Curable compositions based on (N-substituted carbamoyloxy)alkanoyloxyalkyl acrylate polymers |
| US4847329A (en) | 1987-06-30 | 1989-07-11 | Union Carbide Corporation | (N-substituted carbamoyloxy)alkanoyloxyalkyl acrylate polymers and compositions made therefrom |
| US5115025A (en) | 1987-06-30 | 1992-05-19 | Union Carbide Chemicals & Plastics Technology Corporation | (N-substituted carbamoyloxy)alkanoyloxyalkyl acrylate polymers and compositions made therefrom |
| US5104921A (en) | 1988-02-17 | 1992-04-14 | Shell Oil Company | Radiation cured polymer composition |
| EP0335624A3 (en) * | 1988-03-28 | 1991-05-02 | Macrochem Corporation | Surface active polymers |
| JPH02212455A (ja) * | 1989-02-14 | 1990-08-23 | Ube Ind Ltd | イタコン酸モノエステル化合物及びそれらを含有してなる接着剤 |
| DE69022900D1 (de) * | 1989-07-10 | 1995-11-16 | Fuji Photo Film Co Ltd | Lichtempfindliches elektrophotographisches Material. |
| WO1992016590A1 (en) | 1991-03-20 | 1992-10-01 | Minnesota Mining And Manufacturing Company | Radiation curable vinyl/silicone release coating |
| US5212210A (en) | 1992-03-18 | 1993-05-18 | Minnesota Mining And Manufacturing Company | Energy curable compositions having improved cure speeds |
| JPH05306209A (ja) * | 1992-04-24 | 1993-11-19 | Ube Ind Ltd | 光硬化性接着剤 |
| JP3539742B2 (ja) | 1992-08-03 | 2004-07-07 | ソニーケミカル株式会社 | 粘着剤 |
| US5489624A (en) | 1992-12-01 | 1996-02-06 | Minnesota Mining And Manufacturing Company | Hydrophilic pressure sensitive adhesives |
| US5391602A (en) | 1993-11-30 | 1995-02-21 | National Starch And Chemical Investment Holding Corporation | Radiation-cured pressure sensitive adhesives |
| US5883147A (en) | 1994-01-04 | 1999-03-16 | Japan Institute Of Advanced Dentistry | Photopolymerizable adhesive composition |
| US5670557A (en) | 1994-01-28 | 1997-09-23 | Minnesota Mining And Manufacturing Company | Polymerized microemulsion pressure sensitive adhesive compositions and methods of preparing and using same |
| US5512612A (en) | 1994-04-04 | 1996-04-30 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesive employing a water-dispersible polymer and articles made there from |
| AU5635796A (en) | 1995-05-10 | 1996-11-29 | Avery Dennison Corporation | Pigmented, uv-cured, acrylic-based, pressure sensitive adhes ives, and method for making same |
| JPH09179299A (ja) * | 1995-12-21 | 1997-07-11 | Fuji Photo Film Co Ltd | 感放射線性組成物 |
| US5912381A (en) | 1996-09-06 | 1999-06-15 | Henkel Corporation | Polyester oligomer acrylates |
| US5900473A (en) | 1997-06-16 | 1999-05-04 | H.B. Fuller Licensing & Financing, Inc. | Radiation curable pressure sensitive adhesives |
| US5879759A (en) | 1997-12-22 | 1999-03-09 | Adhesives Research, Inc. | Two-step method for the production of pressure sensitive adhesive by radiation curing |
-
1999
- 1999-09-15 US US09/396,907 patent/US6429235B1/en not_active Expired - Lifetime
-
2000
- 2000-08-24 DE DE60033159T patent/DE60033159T2/de not_active Expired - Lifetime
- 2000-08-24 EP EP00957755A patent/EP1208178B1/en not_active Expired - Lifetime
- 2000-08-24 WO PCT/US2000/023225 patent/WO2001016244A1/en not_active Ceased
- 2000-08-24 JP JP2001520795A patent/JP2003508578A/ja active Pending
- 2000-08-24 MX MXPA02001960A patent/MXPA02001960A/es active IP Right Grant
- 2000-08-24 AT AT00957755T patent/ATE352596T1/de not_active IP Right Cessation
- 2000-08-24 AU AU69325/00A patent/AU6932500A/en not_active Abandoned
- 2000-08-24 CN CNB008120714A patent/CN1170904C/zh not_active Expired - Fee Related
- 2000-08-24 ES ES00957755T patent/ES2280239T3/es not_active Expired - Lifetime
-
2001
- 2001-02-23 TW TW089117187A patent/TW546359B/zh not_active IP Right Cessation
-
2002
- 2002-08-06 US US10/213,174 patent/US7385078B2/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4860787A (https=) * | 1971-12-03 | 1973-08-25 | ||
| JPS5918717A (ja) * | 1982-07-23 | 1984-01-31 | Hitachi Chem Co Ltd | 硬化性樹脂組成物 |
| JPS59128353A (ja) * | 1982-11-08 | 1984-07-24 | Kao Corp | 新規なアルケニルこはく酸モノエステル塩及びこれを含有する反応性界面活性剤並びにこれを含有する高分子改質用剤 |
| JPH01292017A (ja) * | 1988-05-19 | 1989-11-24 | Nichiban Co Ltd | 電離放射線硬化性無溶剤型感圧性接着剤組成物 |
| JPH04183770A (ja) * | 1990-11-16 | 1992-06-30 | Osaka Organic Chem Ind Ltd | 放射線硬化型粘着剤組成物 |
Non-Patent Citations (1)
| Title |
|---|
| カナダ国特許発明第１０１３０９５号明細書, JPN7010001306, ISSN: 0001604484 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001240842A (ja) * | 2000-02-28 | 2001-09-04 | Nitto Denko Corp | 紫外線硬化型粘着剤組成物とその粘着シ―ト類 |
| JP2006299019A (ja) * | 2005-04-18 | 2006-11-02 | Three M Innovative Properties Co | 支持基材を有しない紫外線硬化型粘着テープまたはフィルム |
| JP2021011569A (ja) * | 2019-06-27 | 2021-02-04 | ボスティク エス．アー． | ポリウレタン／（メタ）アクリルに基づくホットメルト感圧接着性組成物 |
| JP7549980B2 (ja) | 2019-06-27 | 2024-09-12 | ボスティク エス アー | ポリウレタン／（メタ）アクリルに基づくホットメルト感圧接着性組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2280239T3 (es) | 2007-09-16 |
| EP1208178A1 (en) | 2002-05-29 |
| EP1208178A4 (en) | 2004-02-11 |
| CN1371410A (zh) | 2002-09-25 |
| CN1170904C (zh) | 2004-10-13 |
| DE60033159T2 (de) | 2007-10-11 |
| US7385078B2 (en) | 2008-06-10 |
| TW546359B (en) | 2003-08-11 |
| ATE352596T1 (de) | 2007-02-15 |
| EP1208178B1 (en) | 2007-01-24 |
| MXPA02001960A (es) | 2002-08-20 |
| US6429235B1 (en) | 2002-08-06 |
| US20030069323A1 (en) | 2003-04-10 |
| WO2001016244A1 (en) | 2001-03-08 |
| DE60033159D1 (de) | 2007-03-15 |
| AU6932500A (en) | 2001-03-26 |
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