CN1152330A - 紫外线固化型粘合剂组合物 - Google Patents
紫外线固化型粘合剂组合物 Download PDFInfo
- Publication number
- CN1152330A CN1152330A CN96190410A CN96190410A CN1152330A CN 1152330 A CN1152330 A CN 1152330A CN 96190410 A CN96190410 A CN 96190410A CN 96190410 A CN96190410 A CN 96190410A CN 1152330 A CN1152330 A CN 1152330A
- Authority
- CN
- China
- Prior art keywords
- methyl
- ultraviolet
- adhesive composition
- vinylformic acid
- curing adhesive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 239000000853 adhesive Substances 0.000 title claims abstract description 31
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- -1 (methyl) acryl Chemical group 0.000 claims description 56
- 239000000463 material Substances 0.000 claims description 44
- 239000000178 monomer Substances 0.000 claims description 28
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 20
- 238000012986 modification Methods 0.000 claims description 17
- 230000004048 modification Effects 0.000 claims description 17
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 13
- 229920005989 resin Polymers 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 10
- 150000002576 ketones Chemical class 0.000 claims description 9
- 239000004593 Epoxy Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- RDFQSFOGKVZWKF-UHFFFAOYSA-N 3-hydroxy-2,2-dimethylpropanoic acid Chemical compound OCC(C)(C)C(O)=O RDFQSFOGKVZWKF-UHFFFAOYSA-N 0.000 claims description 7
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 claims description 5
- 229940051250 hexylene glycol Drugs 0.000 claims description 5
- 238000004026 adhesive bonding Methods 0.000 claims description 4
- 230000005855 radiation Effects 0.000 claims description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 3
- UBYWYEGPDNYPHZ-UHFFFAOYSA-N 2-hydroxyethyl but-2-enoate Chemical compound CC=CC(=O)OCCO UBYWYEGPDNYPHZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- QKQSRIKBWKJGHW-UHFFFAOYSA-N morpholine;prop-2-enoic acid Chemical compound OC(=O)C=C.C1COCCN1 QKQSRIKBWKJGHW-UHFFFAOYSA-N 0.000 claims description 3
- KRDPEBOULXKSJA-UHFFFAOYSA-N oxolan-2-ylmethyl but-2-enoate Chemical compound CC=CC(=O)OCC1CCCO1 KRDPEBOULXKSJA-UHFFFAOYSA-N 0.000 claims description 3
- AFGPIQSRQMCZHX-UHFFFAOYSA-N CC=CC(OCCN(C(NC(N1)=O)=O)C1=O)=O Chemical class CC=CC(OCCN(C(NC(N1)=O)=O)C1=O)=O AFGPIQSRQMCZHX-UHFFFAOYSA-N 0.000 claims 1
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 239000000758 substrate Substances 0.000 abstract description 5
- 239000003999 initiator Substances 0.000 abstract description 3
- 230000001747 exhibiting effect Effects 0.000 abstract 2
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 238000002834 transmittance Methods 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 20
- 238000001723 curing Methods 0.000 description 19
- 239000002253 acid Substances 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- 229940079593 drug Drugs 0.000 description 12
- 239000003814 drug Substances 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- 125000001931 aliphatic group Chemical group 0.000 description 8
- 239000011230 binding agent Substances 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 229920000647 polyepoxide Polymers 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 7
- 239000003822 epoxy resin Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 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 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- 229930185605 Bisphenol Natural products 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 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 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- MLLAPOCBLWUFAP-UHFFFAOYSA-N 3-Methylbutyl benzoate Chemical compound CC(C)CCOC(=O)C1=CC=CC=C1 MLLAPOCBLWUFAP-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- XHZJVGWVDZZFII-UHFFFAOYSA-N OC(O)(O)CCC(=O)OC(=O)C=CC Chemical compound OC(O)(O)CCC(=O)OC(=O)C=CC XHZJVGWVDZZFII-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920005668 polycarbonate resin Polymers 0.000 description 2
- 239000004431 polycarbonate resin Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000004544 sputter deposition Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-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
- FKMPFWRSYRKMSI-UHFFFAOYSA-N 3-hydroxypropyl but-2-enoate Chemical compound CC=CC(=O)OCCCO FKMPFWRSYRKMSI-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- ZZXUWRKAAKRMEK-UHFFFAOYSA-N C12CC3CC(CC(C1)C3)C2.CC=CC(=O)O Chemical class C12CC3CC(CC(C1)C3)C2.CC=CC(=O)O ZZXUWRKAAKRMEK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000004054 benzoquinones Chemical class 0.000 description 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 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 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 229930006711 bornane-2,3-dione Natural products 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 125000001153 fluoro group Chemical class F* 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 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
- 238000004519 manufacturing process Methods 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000003847 radiation curing Methods 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 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
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/256—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of layers improving adhesion between layers
-
- 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
- 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
- C08F290/08—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 side groups
- C08F290/14—Polymers provided for in subclass C08G
-
- 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
-
- 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
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/26—Apparatus or processes specially adapted for the manufacture of record carriers
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2533—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2533—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
- G11B7/2534—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins polycarbonates [PC]
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/254—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers
- G11B7/2542—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers consisting essentially of organic resins
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/258—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of reflective layers
- G11B7/2585—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of reflective layers based on aluminium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
一种紫外线固化型粘合剂组合物,是由在360~450nm波长处的摩尔吸光系数为400以上的光聚合引发剂与紫外线固化性化合物组成。本发明的粘着剂组合物可以用于对280~380nm的波长的能量线的透过率为0.01%~20%的基体材料之间的粘合。
Description
本发明涉及一种紫外线固化型粘合剂,特别是涉及这样一种粘合剂,它可以用于对波长为280nm以上380nm以下的能量线的透过率为0.01%~20%的基体材料之间的粘合。
对于不透明的基体材料相互间的粘合,因光线不能完全透过基体材料,所以很难使用普通的光固化型粘合剂,而一般采用热粘合。热粘合中已知多使用环氧型、蜜胺型、醇酸型、尿烷型或丙烯酸型树脂和热固化剂,并已知可以使用热熔型树脂等。
然而,由于在热粘合中基体材料受热后翘曲及变形等问题限制了适宜应用的基体材料的种类。另外,热熔型树脂的热稳定性及耐气候性差,难以在高温环境下使用。而且,因为热粘合需要几十分钟的固化时间,所以也存在生产率低的问题。
因此,对于不透明的基体材料就希望开发出一种不存在翘曲、变形、生产率低等问题的粘合剂及粘合方法。特别是对于今后的高存贮密度化的光盘的粘合,必须使用不引起光盘的翘曲及变形的具有优良特性的粘合剂。
本发明的发明者们为解决上述问题潜心研究后发现,与光固化性树脂不能粘合不透明的基体材料这一常识性认识相反,只要基体材料能透过一点点光线,即使是不透明的基体材料,也可以用光固化型树脂粘合,从而完成了本发明。
本发明的紫外线固化型粘合剂组合物是由在至少一种360nm以上、特别是360~400nm波长处的摩尔吸光类数为200以上的光聚合引发剂及紫外线固化性化合物组成。
本发明的另外一种紫外线固化型粘合剂组合物是由在至少一种360~450nm波长处的摩尔吸光类数在400以上的光聚合引发剂及紫外线固化性化合物组成。
本发明还涉及一种基体材料的粘合方法,该方法是将上述紫化线固化型粘合剂组合物涂覆在基体材料上后,再将另外的基体材料紧密贴合在该涂覆面上,然后照射紫外线,其中所说的基体材料是指在280nm~380nm波长处的能量线的透过率为0.01%~20%的基体材料。
本发明的紫外线固化型粘合剂组合物含有至少一种在360nm以上、特别是360~400nm波长处的摩尔吸光类数为200以上的光聚合引发剂。
另外,在其他情况下,本发明的紫外线固化型粘合剂组合物含有至少一种在360~450nm的波长处的摩尔吸光类数为400以上的光聚合引发剂。
在上述吸收波长范围内的摩尔吸光类数为200以上或400以上是指,只要在此波长范围内具有摩尔吸光类数分别为200以上或400以上的部分即可,没有必要在全范围内都为200以上或400以上。在紫外线固化型粘合剂组合物中,该光聚合引发剂在本发明中的含量通常为0.01~20重量%、优选为0.1~20重量%、较优选为0.5~20重量%、最优选为0.5~10重量%。这些光聚合引发剂,可以使用1种,也可以将2种以上以任意比例混合使用。只要满足上述条件,也可以合并使用其他的聚合引发剂。
作为在360nm以上的波长处的摩尔吸光类数为200以上的光聚合引发剂,例如可以采用米期勒氏酮、樟脑醌、2-甲基-1-(4-甲硫基苯基)-2-(4-吗啉基)-1-丙酮、2-苯甲基-2-二甲胺基-1-(4-码啉代苯基)丁酮-1,2-氯噻吨酮、2,4-二甲基噻吨酮、2,4-二异丙基噻吨酮、异丙基噻吨酮,2,4,6-三甲基苯甲酰基二苯基氧化膦、二(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基戊基氧化膦、六氟磷酸(1-)(1-6-η-枯烯)(η-环戊二烯基)合铁(1+)等。
特别作为在360~400nm波长处的摩尔吸光类数在200以上的光聚合引发剂,例如可以采用2-甲基-1-(4-甲硫基苯基)-2-(4-码啉基)-1-丙酮、2-苯甲基-2-二甲胺基-1-(4-吗啉代苯基)丁酮-1,2-氯噻吨酮、2,4-二甲基噻吨酮、2,4-二异丙基噻吨酮、异丙基噻吨酮、2,4,6-三甲基苯甲酰基二苯基氧化膦、二(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基戊基氧化膦,六氟磷酸(1-)(1-6-η枯烯)(η-环戊二烯基)合铁(1+)等。
本发明中使用的光聚合引发剂,在360~450nm的波长的摩尔吸光类数在400以上的物质也可以。其中较好的引发剂为在360~450nm的波长处的摩尔吸光类数在500以上的化合物,例如可以采用米期勒氏酮、2-苯甲基-2-二甲胺基-1-(4-吗啉代苯基)丁酮-1,2-氯噻吨酮、2,4-二乙基噻吨酮、2,4-二异丙基噻吨酮、异丙基噻吨酮、2,4,6-三甲基苯甲酰基二苯基氧化膦、二(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基戊基氧化膦等。作为更优选的引发剂,是在360~450nm的波长处的摩尔吸光类数在1000以上的化合物,例如可以采用米期勒氏酮、2-苯甲基-2-二甲胺基-1-(4-吗啉代苯基)丁酮-1,2-氯噻吨酮、2,4-二乙基噻吨酮、2,4-二异丙基噻吨酮、异丙基噻吨酮、二(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基戊基氧化膦等。
在本发明中也可以合并使用胺类等光聚合引发辅助剂。作为胺类等的光聚合引发辅助剂,例如可以采用2-二甲胺基苯甲酸乙酯、二甲胺基苯乙酮、对二甲胺基苯甲酸乙酯、对二甲胺基苯甲酸异戊酯等。在组合物中聚合引发辅助剂的使用量一般以0~15重量%为优选,较优选为0~10重量%左右。
本发明的紫外线固化型粘合剂组合物中除上述光聚合引发剂外还含有紫外线固化性化合物,作为紫外线固化性化合物例如可以采用在分子中含有1个以上的(甲基)丙烯酰基的单体。在要求较高的粘合强度及耐久性(防止老化)的情况下,可以合并应用低分子量聚合物。
作为在分子中含有1个以上的(甲基)丙烯酰基的单体,可以采用在分子中含有1个(甲基)丙烯酰基的单官能丙烯酸型单体以及在分子中含有2个以上的(甲基)丙烯酰基的多官能丙烯酸型单体。
作为单官能丙烯酸型单体,例如可以采用具有脂肪族环、芳香族环、杂环等环结构的丙烯酸型单体,含有羟基的脂肪族型丙烯酸酯等。
作为含有脂肪族环、芳香族环、杂环等环结构的丙烯酸型单体,例如可以采用(甲基)丙烯酸三环癸烷酯、(甲基)丙烯酸二环戊烯基酯、(甲基)丙烯酸异冰片基酯、(甲基)丙烯酸金刚烷基酯、(甲基)丙烯酸苯基酯、(甲基)丙烯酸苯甲基酯、(甲基)丙烯酸四氢化糠基酯、丙烯酸吗啉、(甲基)丙烯酸苯基缩水甘油基酯等。另外,也可以使用这些烯氧化物的改性物。特别地以碳原子数为2~3的烯氧化物改性物为优选,例如可以采用(甲基)丙烯酸二环戊烯基羟乙基酯、(甲基)丙烯酸苯基羟乙基酯等。
作为含有羟基的脂肪族类丙烯酸酯,例如优选羟基结合在碳原子数为2~9的脂肪族基上的丙烯酸酯,更优选羟基结合在碳原子数为2~4的脂肪族基上的丙烯酸酯。在该脂肪族类丙烯酸酯上也可以结合苯氧基这样的取代基。作为含有羟基的脂肪族类丙烯酸酯,例如可以采用(甲基)丙烯酸2-羟乙基酯、(甲基)丙烯酸3-羟丙基酯、(甲基)丙烯酸4-羟丁基酯、(甲基)丙烯酸2-羟基-3-苯氧基丙基酯等。
在这些单官能丙烯酸型单体中,为保持粘度、耐湿热性、粘合性而特别优选的材料例如可以采用(甲基)丙烯酸苯氧基乙基酯、(甲基)丙烯酸三环癸烷酯、(甲基)丙烯酸异冰片基酯、(甲基)丙烯酸四氢化糠基酯、丙烯酸吗啉、(甲基)丙烯酸2-羟乙基酯、(甲基)丙烯酸2-羟基-3-苯氧基丙基酯等。
多官能丙烯酸型单体分为2官能丙烯酸型单体和3官能以上的丙烯酸型单体。
作为2官能丙烯酸型单体,例如可以采用碳原子数为4~9的脂肪族二醇的丙烯酸酯化合物、烯氧化物型丙烯酸类单体、具有环结构的丙烯酸类单体等。
作为碳原子数为4~9的脂肪族二醇的丙烯酸酯化合物,例如可以采用二(甲基)丙烯酸新戊二醇酯、二(甲基)丙烯酸1,6-己二醇酯等。该脂肪族二醇的丙烯酸酯化合物也可以被脂肪族酯及烯氧化物等改性。作为被脂肪族酯改性的丙烯酸酯化合物,例如可以采用羟基三甲基乙酸新戊二醇酯的二(甲基)丙烯酸酯、己内酯改性羟基三甲基乙酸新戊二醇酯的二(甲基)丙烯酸酯等。另外,作为烯氧化物改性的丙烯酸酯化合物,例如可以采用二氧化二乙烯改性二(甲基)丙烯酸新戊二醇酯、二氧化二丙烯改性二(甲基)丙烯酸戊二醇酯、二氧化二乙烯改性的二(甲基)丙烯酸1,6-己二醇酯、二氧化二丙烯改性的二(甲基)丙烯酸1,6-己二醇酯等。
作为烯氧化物型丙烯酸类单体,例如可以采用新戊二醇改性二(甲基)丙烯酸三羟甲基丙烷酯、二(甲基)丙烯酸聚乙二醇酯、二(甲基)丙烯酸聚丙撑二醇酯等。作为具有环结构的丙烯酸型单体,例如可以采用二(甲基)丙烯酸三环癸烷二羟甲基酯、二(甲基)丙烯酸二环戊基酯等。
作为3官能以上的丙烯酸型单体,例如可以采用三(甲基)丙烯酸三羟甲基丙烷酯、三(甲基)丙烯酸季戊四醇酯、碳原子数2~5的脂肪族改性五(甲基)丙烯酸二季戊四醇酯、碳原子数2~5的脂肪族改性四(甲基)丙烯酸二季戊四醇酯、五(甲基)丙烯酸二季戊四醇酯、六(甲基)丙烯酸二季戊四醇酯、己内酯改性六(甲基)丙烯酸二季戊四醇酯、四(甲基)丙烯酸季戊四醇酯、三[(甲基)丙烯酰氧基乙基]三聚异氰酸酯、己内酯改性三[(甲基)丙烯酰氧基乙基]三聚异氰酸酯、四(甲基)丙烯酸二(三羟甲基)丙烷酯等。
在这些多官能丙烯酸型单体中,为保持粘度、耐湿热性、粘合性特别优选的材料,如果是2官能丙烯酸型单体,例如可以采用二(甲基)丙烯酸新戊二醇酯、二(甲基)丙烯酸1,6-己二醇酯等碳原子数为4~9的脂肪族二醇的丙烯酸酯化合物、羟基三甲基乙酸新戊二醇酯的二(甲基)丙烯酸酯、己内酯改性羟基三甲基乙酸新戊二醇酯的二(甲基)丙烯酸酯等脂肪族酯改性丙烯酸脂肪族二醇酯等,3官能以上的丙烯酸型单体例如可以采用五(甲基)丙烯酸二季戊四醇酯、六(甲基)丙烯酸二季戊四醇酯、三[(甲基)丙烯酰氧基乙基]三聚异氰酸酯、己内酯改性三[(甲基)丙烯酰氧基乙基]三聚异氰酸酯等。
在组合物中这些单体的使用量一般以5~90重量%左右为优选。这些单体可以使用1种,也可以将2种以上以任意比例混合后使用。由于粘度的关类,使用单官能丙烯酸型单体或2官能丙烯酸型单体较好,也可根据需要使用3官能以上的丙烯酸型单体。
在本发明的粘合剂组合物中,如上所述,在要求较高强度及耐久性(防止老化)的情况下可以合并使用低分子量聚合物。作为可在本发明中使用的低分子量聚合物,以能溶解于单体的物质为优选,另外还以在分子中含有2个以上的(甲基)丙烯酰基的物质为优选。作为这样的低分子量聚合物,例如可以采用环氧(甲基)丙烯酸酯、聚酯(甲基)丙烯酸酯、氨基甲酸乙酯(甲基)丙烯酸酯。
作为单体和低分子量聚合物的使用比例,单体以20~100w/w%为优选,以20~95w/w%为较优选,以50~95w/w%为最优选,低分子量聚合物以0~80w/w%为优选,以5~80w/w%为较优选,以5~50w/w%为最优选。另外,根据需要还可以使用高分子聚合物及添加剂等。
环氧(甲基)丙烯酸酯是由环氧树脂和(甲基)丙烯酸反应而得到。作为环氧树脂,例如可以采用双酚A型环氧树脂、双酚F型环氧树脂等双酚型环氧树脂及酚醛型环氧树脂。作为双酚A型环氧树脂,例如有Yuka Shell Epoxy Co.,Ltd制造的Epikote828(商品名)Epikote1001(商品名)、Epikote1004(商品名)等。作为双酚F型环氧树脂,例如可以采用Yuka Shell Epoxy Co.,Ltd制造的Epikote4001p(商品名)、Epikote4002p(商品名)、Epikote4003p(商品名)等。另外,作为酚醛型环氧树脂,例如可以采用Yuka Shell E-poxy Co.,Ltd制造的Epikote152(商品名)、Epikote154(商品名)等。
聚酯(甲基)丙烯酸酯可由聚酯多元醇和(甲基)丙烯酸反应而得到。聚酯多元醇可由多元醇和多元酸反应而得到。作为多元醇,例如可以采用新戊二醇、乙二醇、丙二醇、1,6-己二醇、三羟甲基丙烷、季戊四醇、二羟甲基三环癸烷、二(羟甲基)环己烷等。作为多元酸,例如可以采用琥珀酸、邻苯二甲酸、六氢邻苯二甲酸酐、对苯二甲酸、己二酸、壬二酸、四氢邻苯二甲酸酐等。
氨基甲酸乙酯(甲基)丙烯酸酯可以采用由多元醇和有机多异氰酸酯和羟基(甲基)丙烯酸酯化合物三者反应而得到的产物,以及不使用多元醇而只由有机多异氰酸酯和羟基(甲基)丙烯酸酯化合物二者反应而得到的产物。作为多元醇,可以采用聚丙二醇、聚四甲撑二醇等聚醚多元醇;由上述多元醇和上述多元酸反应而得到的聚酯多元醇;由上述多元醇和上述多元酸和ε-己内酯反应而得到的己内酯多元醇;以及聚碳酸酯多元醇(例如由1,6-己二醇和二苯基碳酸酯反应而得到的聚碳酸酯多元醇)等。作为有机多异氰酸酯,例如可以采用异佛尔酮二异氰酸盐、六甲撑二异氰酸酯、亚苄基二异氰酸酯、二甲苯二异氰酸酯、二苯基甲烷-4,4-二异氰酸酯、二环戊基二异氰酸酯等。可以单独使用由三者反应而得的产物或由二者反应而得到的产物,也可以混合使用。
在这些低分子量聚合物中,作为为保持粘度、耐湿热性、粘合性而特别优选的材料,例如可以采用环氧(甲基)丙烯酸酯和氨基甲酸乙酯(甲基)丙烯酸酯。
这些低分子量聚合物即可以使用1种,也可以将2种以任意比例混合使用。在组合物中其使用量以0~70重量%左右为优选。
在本发明的粘合剂组合物中,根据需要,可以添加高分子物质例如聚酯树脂、聚碳酸酯树脂、聚丙烯酸树脂、聚氨酯树脂、聚乙烯树脂等。进一步根据需要,可以合并使用硅烷偶合剂、聚合抑制剂、均化剂、表面润滑剂、消泡剂、光稳定剂、抗氧化剂、抗静电剂、充填剂等添加剂。
作为硅烷偶合剂,可以采用烷基类、胺类、(甲基)丙烯酸酯类、异氰酸酯类、环氧类、硫醇类等。该硅烷偶合剂的使用量为组合物中的0~10重量%。作为聚合抑制剂可以采用间苯醌复合物、甲基氢醌等。在组合物中此聚合抑制剂的使用量为0~1重量%左右。作为均化剂、表面润滑剂、消泡剂可以采用有机聚合物类、硅类、氟类等。作为抗氧化剂,可以采用受阻胺类、受阻酚类、高分子苯酚类等。在组合物中这些均化剂、表面润滑剂、消泡剂、抗氧化剂的使用量分别为0~5重量%左右。作为抗静电剂,可以采用季铵类、聚醚类、导电性粉末等。在组合物中此抗静电剂的使用量为0~30重量%左右。作为充填剂,可以采用硅胶、氧化钛、氧化铝、导电性粉末等。在组合物中此充填剂的使用量为0~70重量%左右。可以根据不同目的在上述范围内决定这些添加剂的适宜的使用量。
可以通过将上述各成分在常温~80℃下混合后溶解或分散而得到本发明的粘着剂组合物。本发明的粘合剂组合物作为上述各成分的混合物(溶液或分散物等)通常直接使用,但根据需要(例如为调整组合物的粘度和确保涂覆后的平滑性)也可将其溶解或分散于有机溶剂中使用。作为可以使用的有机溶剂,例如可以采用甲苯、二甲苯、丁酮、异丙醇、二乙二醇单乙基醚乙酸酯、二乙二醇单丁醚、二乙二醇单丁醚乙酸酯、二乙二醇单二乙醚等。使用有机溶剂时,可以根据目的决定适宜的使用量。
可以通过常法利用紫外线、可见激光等光线照射而得到本发明的粘合剂组合物的固化物。本发明的粘合剂组合物经紫外线等光线照射后导致的固化,具体而言就是采用低压或高压水银灯、金属卤化物灯、氙灯等照射紫外线而进行的。作为光源特别以在360~450nm处的能量强度高的灯为优选。
本发明的粘合剂组合物作为在280nm以上、380nm以下波长处的透过率为0.01%~20%的不透明基体材料之间的粘合剂特别有用。当然也可以适用于一方为透明基体材料另一方为不透明基体材料的情况。作为特别合适的基体材料例如有光盘用基片。
将本发明的紫外线固化型粘合剂组合物用滚涂、转涂、丝网印刷法等涂覆装置涂覆在不透明基体材料上,使干燥后涂层的厚度为1~50μm,再将其他的基体材料紧密贴合于此涂覆面,然后从不透明基体材料上方照射紫外线,使粘着剂组合物固化,由此可以将基体材料相互之间粘合。除紫外线外还可以采用可见激光进行本发明的粘合剂组合物的固化。另外,本发明的粘合剂组合物在进行调制、保存、涂覆等处理时最好在遮挡从可见光到近紫外线的波长范围,特别是遮挡波长在500nm以下的光线的环境中进行。
作为上述不透明基体材料,例如可以采用在聚乙烯树脂、聚碳酸酯树脂、聚丙烯酸树脂、无定形聚烯烃树脂等树脂中添加或分散有涂料、颜料、充填剂等形成的基体材料、光盘基片,在上述树脂表面形成无机喷镀膜特别是金属喷镀膜的基体材料,以及在其无机喷镀膜,特别是金属喷镀膜上形成放射线固化型保护膜的基体材料等。对基体材料的形状没有限制,例如可以是板状或膜状。
作为将含有以本发明的紫外线固化型粘合剂组合物的固化物作为粘合层的物品,例如有信息记录媒体,特别是以DVD(数字式视(或多用)盘)、MO(光磁盘)、PD(相变光盘)等光盘为代表的高密度信息记录媒体。
下面举例进一步具体说明本发明。例中的份为重量份。
在如下表1所示各成分中,将树脂成分在60℃、1小时内搅拌溶解。之后添加聚合引发剂等配制成例1~5(本发明)及例6~9(比较)的紫外线固化型粘合剂。
在2片不透明基体材料(铝蒸镀聚碳酸酯板、在280nm以上380nm以下的透过率为0.05%)上涂覆由上述得到的各组合物,涂覆厚度约10μm,粘合后用带有高压水银灯(80w/cm)的固化装置固化组合物。之后,剥离粘合后的基体材料,观察其表面状态,判定固化性,结果如表1所示。
在透明基体材料上(聚碳酸酯板)上涂覆所得各组合物,使其厚度为约10μm,粘合后在25℃下进行剥离试验,测定剥离值,结果如表1所示。
表中所示各组成的缩略号如下:
EPA-1:双酚型环氧丙烯酸酯(日本化药(株)制)
UX-6101:聚酯型氨基甲酸乙酯丙烯酸酯(日本化药(株)制)
UX-4101:聚酯型氨基甲酸乙酯丙烯酸酯(日本化药(株)制)
M-315:三(丙烯酰氧基乙基)三聚异氰酸酯(东亚合成(株)制)
MANDA:羟基三甲基乙酸新戊二醇酯的二丙烯酸酯(日本化药(株)制)
R-604:二丙烯酸5-乙基-2-(2-羟基-1,1-二甲基乙基)-5-(羟甲基)-1,3-二噁烷酯(日本化药(株)制)
HDDA:二丙烯酸1,6-己二醇酯(日本化药(株)制)
R-561:丙烯酸苯基羟乙基酯(日本化药(株)制)
FA-513A:丙烯酸三环癸烷酯(日本化药(株)制)
TC-101:丙烯酸四氢化糠醛酯(日本化药(株)制)
BP-100:二苯甲酮(日本化药((株)制光聚合引发剂、吸收波长:360nm、摩尔吸光类数:50以下)
DETX:2,4-二乙基噻吨酮(日本化药(株)制光聚合引发剂、吸收波长:360nm、摩尔吸光类数:3000以上)
Irg-184:1-羟基环己基苯基酮(Ciba Geigy(株)制光聚合引发剂、吸收波长:360nm、摩尔吸光类数:50以下)
Irg-369:2-苯甲基-2-二甲胺基-1-(4-吗啉代苯基)丁酮-1)(Ciba Geigy(株)制光聚合引发剂、吸收波长:360nm、摩尔吸光类数:3000)
Irg-1800:Irg-184和二(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基戊基氧化膦的混合物(Ciba Geigy(株)制光聚合引发剂、吸收波长:360nm、摩尔吸光类数:1800)
TPO:2,4,6-三甲基苯甲酰基二苯基氧化膦(BASF制光聚合引发剂、吸收波长:380nm、摩尔吸光类数:580)
OMBI:对二甲胺基苯甲酸异戊酯(日本化药(株)制光聚合引发辅助剂)
表1
○…无粘性
△…有少许粘性
×…完全不固化
从表1中可以看出,与本发明有关的例1~5的组合物与作为比较例的例6-9的粘合剂相比固化性良好。从例1~3及5的数据中可以得知使用在300~450nm的吸收波长处的摩尔吸光类数为1000以上的光聚合引发剂时固化性特别好。因此,本发明的紫外线固化型粘合剂组合物很适合作为粘合不透明基体材料的紫外线固化型粘合剂使用。
本发明的紫外线固化型粘合剂组合物,适合用于对280~380nm的波长范围内的能量线的透过率为0.01%~20%的不透明基体材料之间的粘合,本发明的紫外线固化型粘合剂组合物从可以进行光固化,从基体材料的粘合性、保护性及生产效率等方面考虑,在粘合光盘用基片方面极为有用。
Claims (15)
1、一种紫外线固化型粘合剂组合物,由至少一种在360nm以上波长处的摩尔吸光类数为200以上的光聚合引发剂及紫外线固化性化合物组成。
2、权利要求1中记载的紫外线固化型粘合剂组合物,上述波长为360~400nm。
3、一种紫外线固化型粘合剂组合物,由至少一种在360~450nm波长处的摩尔吸光类数在400以上的光聚合引发剂及紫外线固化性化合物组成。
4、权利要求3中记载的紫外线固化型粘合剂组合物,上述光聚合引发剂是在360~450nm的波长处的摩尔吸光类数为1000以上的化合物。
5、权利要求4中记载的紫外线固化型粘合剂组合物,上述光聚合引发剂是从米期勒氏酮、2-苯甲基-2-二甲胺基-1-(4-吗啉代苯基)丁酮-1,2-氯噻吨酮、2,4-二乙基噻吨酮、2,4-二异丙基噻吨酮、异丙基噻吨酮及二(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基戊基氧化膦组成的组中选择的至少一种。
6、权利要求1至5任何一项中记载的紫外线固化型粘合剂组合物,其中光聚合引发剂的含量为0.01~20重量%。
7、权利要求6中记载的紫外线固化型粘合剂组合物,其中光聚合引发剂含量为0.5~20重量%。
8、权利要求1至7中任何一项记载的紫外线固化型粘合剂组合物,其中紫外线固化性化合物是由20~100w/w%在分子中含有1个以上的(甲基)丙烯酰基的单体和0~80w/w%在分子中含有2个以上的(甲基)丙烯酰基的低分子量聚合物组成的树脂。
9、权利要求8中记载的紫外线固化型粘合剂组合物,其中分子中含有1个以上的(甲基)丙烯酰基的单体是从(甲基)丙烯酸苯基羟乙基酯、(甲基)丙烯酸三环癸烷酯、(甲基)丙烯酸异冰片基酯、(甲基)丙烯酸四氢化糠基酯、丙烯酸吗啉、(甲基)丙烯酸2-羟乙基酯、(甲基)丙烯酸2-羟基-3-苯氧基丙基酯、二(甲基)丙烯酸新戊二醇酯、二(甲基)丙烯酸1,6-己二醇酯、羟基三甲基乙酸新戊二醇酯的二(甲基)丙烯酸酯及己内酯改性羟基三甲基乙酸新戊二醇酯的二(甲基)丙烯酸酯、五(甲基)丙烯酸二季戊四醇酯、六(甲基)丙烯酸二季戊四醇酯、三[(甲基)丙烯酰氧基乙基]三聚异氰酸酯及己内酯改性三[(甲基)丙烯酰氧基乙基]三聚异氰酸酯组成的组中选择的,上述分子中含有2个以上的(甲基)丙烯酰基的低分子量聚合物为环氧(甲基)丙烯酸酯或氨基甲酸乙酯(甲基)丙烯酸酯。
10、权利要求1至9中任何一项记载的紫外线固化型粘合剂组合物的固化物。
11、含有权利要求10中记载的紫外线固化型粘合剂组合物的固化物作为粘合层的物品。
12、权利要求11中记载的物品,其中物品为信息记录媒体。
13、权利要求12中记载的物品,该信息记录媒体为DVD。
14、一种基体材料的粘合方法,是在对280nm~380nm波长的能量线的透过率为0.01%~20%的基体材料上涂覆权利要求1至9中任何一项记载的紫外线固化型粘合剂组合物后,将另外的基体材料紧密贴合于该涂覆面上,然后照射紫外线。
15、权利要求14中记载的基体材料的粘合方法,其中所说的另外的基体材料对280~380nm的波长的能量线的透过率为0.01%~20%。
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12740795 | 1995-04-28 | ||
JP127407/95 | 1995-04-28 | ||
JP127407/1995 | 1995-04-28 | ||
JP141429/95 | 1995-05-17 | ||
JP14142995 | 1995-05-17 | ||
JP141429/1995 | 1995-05-17 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1152330A true CN1152330A (zh) | 1997-06-18 |
CN1076378C CN1076378C (zh) | 2001-12-19 |
Family
ID=26463376
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN96190410A Expired - Lifetime CN1076378C (zh) | 1995-04-28 | 1996-04-25 | 紫外线固化型粘合剂组合物 |
Country Status (6)
Country | Link |
---|---|
US (1) | US6294239B1 (zh) |
EP (1) | EP0768353A4 (zh) |
KR (1) | KR100491543B1 (zh) |
CN (1) | CN1076378C (zh) |
TW (1) | TW330945B (zh) |
WO (1) | WO1996034065A1 (zh) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100387631C (zh) * | 1997-10-17 | 2008-05-14 | 三菱重工业株式会社 | 树脂固化方法及所用光聚合引发剂和树脂组合物、模塑制品以及模塑方法 |
CN1839187B (zh) * | 2003-08-20 | 2010-05-26 | 皇家飞利浦电子股份有限公司 | 无浸出的粘合剂体系及其在液体浸没物镜中的用途 |
CN102464952A (zh) * | 2010-11-08 | 2012-05-23 | 日东电工株式会社 | 紫外线固化型光学树脂粘接剂组合物 |
CN104114359A (zh) * | 2012-01-13 | 2014-10-22 | 日本化药株式会社 | 光学构件及用于制造该光学构件的紫外线固化型胶粘剂 |
CN105842896A (zh) * | 2007-07-17 | 2016-08-10 | 迪睿合电子材料有限公司 | 图像显示装置及其制造方法 |
US9663688B2 (en) | 2012-03-21 | 2017-05-30 | Nipponkayaku Kabushikikaisha | Optical member and ultraviolet-curable adhesive to be used for producing the same |
US10216026B2 (en) | 2007-04-09 | 2019-02-26 | Dexerials Corporation | Image display device that can display high brightness and high contrast images and includes a cured resin layer |
US10684498B2 (en) | 2006-07-14 | 2020-06-16 | Dexerials Corporation | Resin composition and display unit |
US10876013B2 (en) | 2007-04-10 | 2020-12-29 | Dexerials Corporation | Method for producing image display apparatus |
CN112724842A (zh) * | 2016-02-08 | 2021-04-30 | 三菱化学株式会社 | 透明两面粘合片及粘合片层叠体 |
CN114994953A (zh) * | 2015-09-29 | 2022-09-02 | 视觉缓解公司 | Uv和高能可见吸收验眼透镜 |
Families Citing this family (41)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6017603A (en) * | 1995-04-28 | 2000-01-25 | Nippon Kayaku Kabushiki Kaisha | Ultraviolet-curing adhesive composition and article |
KR100402925B1 (ko) * | 1997-06-19 | 2003-10-24 | 보든 케미칼, 인코포레이티드 | 코팅된 광학 디스크 |
TW430672B (en) * | 1997-07-03 | 2001-04-21 | Sumitomo Chemical Co | A photo-curing resin composition for DVD |
GB9722736D0 (en) * | 1997-10-29 | 1997-12-24 | Ciba Sc Holding Ag | Adhesive compositions |
DE19800676A1 (de) | 1998-01-10 | 1999-07-15 | Henkel Kgaa | Verwendung ausgewählter Klebstoffgemische für die Überlappungsverklebung von Rundumetiketten bei ihrem Auftrag auf Kunststoff-Flaschen |
US6335382B1 (en) | 1998-05-08 | 2002-01-01 | Nagase-Ciba Ltd. | Ultraviolet-curable adhesive for bonding optical disks |
JP3988267B2 (ja) | 1998-08-20 | 2007-10-10 | Jsr株式会社 | 光ディスク用接着剤 |
EP1112330B1 (en) * | 1998-08-20 | 2005-03-30 | DSM IP Assets B.V. | Adhesive for optical disks |
JP2000161444A (ja) * | 1998-11-25 | 2000-06-16 | Xerox Corp | 紫外線硬化を用いるパズルカット接合装置 |
JP2000248233A (ja) | 1999-03-01 | 2000-09-12 | Nagase Chemtex Corp | 光ディスク貼り合わせ用紫外線硬化型接着剤 |
JP2001072960A (ja) * | 1999-09-02 | 2001-03-21 | Lintec Corp | カード用封止材組成物及びそれを用いたカードの製造方法 |
DE10008328A1 (de) * | 2000-02-23 | 2002-01-31 | Tesa Ag | Datenspeicher |
DE10039372C2 (de) | 2000-08-11 | 2003-05-15 | Tesa Scribos Gmbh | Holographischer Datenspeicher |
EP1309666B1 (en) * | 2000-08-15 | 2005-10-26 | DSM IP Assets B.V. | Adhesive composition for optical disks |
JP2002269821A (ja) * | 2001-03-06 | 2002-09-20 | Fuji Photo Film Co Ltd | 光情報記録媒体 |
US7013818B2 (en) | 2001-10-18 | 2006-03-21 | Guangdong Esquel Textiles Co. Ltd. | Wrinkle free garment and method of manufacture |
KR100827756B1 (ko) * | 2002-03-13 | 2008-05-07 | 쓰리엠 이노베이티브 프로퍼티즈 캄파니 | 열경화성 접착제 및 이것을 사용한 접착체 필름 |
US20040134603A1 (en) * | 2002-07-18 | 2004-07-15 | Hideo Kobayashi | Method and apparatus for curing adhesive between substrates, and disc substrate bonding apparatus |
JP2004175866A (ja) * | 2002-11-26 | 2004-06-24 | Nippon Kayaku Co Ltd | 光ディスク用接着剤組成物、硬化物および物品 |
KR100587322B1 (ko) * | 2003-01-14 | 2006-06-08 | 엘지전자 주식회사 | 고강성 광 디스크의 제조 방법 |
US9079762B2 (en) | 2006-09-22 | 2015-07-14 | Ethicon Endo-Surgery, Inc. | Micro-electromechanical device |
US7713265B2 (en) | 2006-12-22 | 2010-05-11 | Ethicon Endo-Surgery, Inc. | Apparatus and method for medically treating a tattoo |
US8273015B2 (en) | 2007-01-09 | 2012-09-25 | Ethicon Endo-Surgery, Inc. | Methods for imaging the anatomy with an anatomically secured scanner assembly |
US8801606B2 (en) | 2007-01-09 | 2014-08-12 | Ethicon Endo-Surgery, Inc. | Method of in vivo monitoring using an imaging system including scanned beam imaging unit |
EP2112660A4 (en) * | 2007-02-13 | 2010-12-29 | Dainippon Ink & Chemicals | ULTRAVIOLET-CURABLE COMPOSITION FOR OPTICAL DISK AND OPTICAL DISK USING THE SAME |
US8216214B2 (en) | 2007-03-12 | 2012-07-10 | Ethicon Endo-Surgery, Inc. | Power modulation of a scanning beam for imaging, therapy, and/or diagnosis |
US8626271B2 (en) | 2007-04-13 | 2014-01-07 | Ethicon Endo-Surgery, Inc. | System and method using fluorescence to examine within a patient's anatomy |
US7995045B2 (en) | 2007-04-13 | 2011-08-09 | Ethicon Endo-Surgery, Inc. | Combined SBI and conventional image processor |
US8160678B2 (en) | 2007-06-18 | 2012-04-17 | Ethicon Endo-Surgery, Inc. | Methods and devices for repairing damaged or diseased tissue using a scanning beam assembly |
US7982776B2 (en) | 2007-07-13 | 2011-07-19 | Ethicon Endo-Surgery, Inc. | SBI motion artifact removal apparatus and method |
US9125552B2 (en) | 2007-07-31 | 2015-09-08 | Ethicon Endo-Surgery, Inc. | Optical scanning module and means for attaching the module to medical instruments for introducing the module into the anatomy |
US7983739B2 (en) | 2007-08-27 | 2011-07-19 | Ethicon Endo-Surgery, Inc. | Position tracking and control for a scanning assembly |
US7925333B2 (en) | 2007-08-28 | 2011-04-12 | Ethicon Endo-Surgery, Inc. | Medical device including scanned beam unit with operational control features |
US8050520B2 (en) | 2008-03-27 | 2011-11-01 | Ethicon Endo-Surgery, Inc. | Method for creating a pixel image from sampled data of a scanned beam imager |
US8332014B2 (en) | 2008-04-25 | 2012-12-11 | Ethicon Endo-Surgery, Inc. | Scanned beam device and method using same which measures the reflectance of patient tissue |
US9962430B2 (en) | 2012-02-15 | 2018-05-08 | Chirhoclin, Inc. | Methods for treating pain associated with chronic pancreatitis |
WO2013134104A2 (en) | 2012-03-08 | 2013-09-12 | Microchem Corp. | Photoimageable compositions and processes for fabrication of relief patterns on low surface energy substrates |
US11406718B2 (en) | 2012-05-29 | 2022-08-09 | Chirhoclin, Inc. | Methods of detecting pancreobiliary ductal leaks |
JP6122337B2 (ja) | 2013-04-26 | 2017-04-26 | 日東電工株式会社 | 偏光フィルムおよびその製造方法、光学フィルムおよび画像表示装置 |
KR102492572B1 (ko) * | 2016-12-02 | 2023-01-30 | 쓰리엠 이노베이티브 프로퍼티즈 캄파니 | 다층 접착 물품 |
US11744878B2 (en) | 2020-08-19 | 2023-09-05 | Chirhoclin, Inc. | Methods for treatment of COVID-19 syndrome |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61139953A (ja) * | 1984-12-12 | 1986-06-27 | Fuji Photo Film Co Ltd | 情報記録媒体 |
DE3879742D1 (de) * | 1987-04-14 | 1993-05-06 | Ciba Geigy Ag | Klebstoffe. |
DE3909688A1 (de) | 1989-03-23 | 1990-09-27 | Espe Stiftung | Verfahren zum kleben oder vergiessen von substraten und vorrichtung zur seiner durchfuehrung |
JP2815659B2 (ja) * | 1990-03-06 | 1998-10-27 | 株式会社リコー | 光記録媒体 |
JP2786311B2 (ja) * | 1990-05-09 | 1998-08-13 | オイレス工業株式会社 | 摺動材料 |
JPH0781114B2 (ja) * | 1990-05-10 | 1995-08-30 | 東亞合成株式会社 | 光硬化型接着剤 |
RU2091385C1 (ru) * | 1991-09-23 | 1997-09-27 | Циба-Гейги АГ | Бисацилфосфиноксиды, состав и способ нанесения покрытий |
JPH05125330A (ja) * | 1991-11-08 | 1993-05-21 | Toagosei Chem Ind Co Ltd | 光硬化型接着剤 |
JPH05144086A (ja) * | 1991-11-18 | 1993-06-11 | Pioneer Electron Corp | 光記録デイスク |
JPH06228217A (ja) * | 1992-11-12 | 1994-08-16 | Japan Synthetic Rubber Co Ltd | 光硬化性組成物 |
TW312700B (zh) | 1994-05-17 | 1997-08-11 | Sony Co Ltd | |
JPH08127760A (ja) | 1994-11-01 | 1996-05-21 | Sony Corp | 陰極線管用接着剤及びその硬化物 |
US6017603A (en) * | 1995-04-28 | 2000-01-25 | Nippon Kayaku Kabushiki Kaisha | Ultraviolet-curing adhesive composition and article |
US5698285A (en) * | 1995-10-19 | 1997-12-16 | Three Bond Co., Ltd. | Adhesive for optical disk |
TW430672B (en) * | 1997-07-03 | 2001-04-21 | Sumitomo Chemical Co | A photo-curing resin composition for DVD |
-
1996
- 1996-04-25 KR KR1019960707324A patent/KR100491543B1/ko not_active IP Right Cessation
- 1996-04-25 EP EP96912241A patent/EP0768353A4/en not_active Withdrawn
- 1996-04-25 TW TW085105031A patent/TW330945B/zh not_active IP Right Cessation
- 1996-04-25 WO PCT/JP1996/001134 patent/WO1996034065A1/ja active Application Filing
- 1996-04-25 CN CN96190410A patent/CN1076378C/zh not_active Expired - Lifetime
-
2000
- 2000-05-12 US US09/569,668 patent/US6294239B1/en not_active Expired - Fee Related
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100387631C (zh) * | 1997-10-17 | 2008-05-14 | 三菱重工业株式会社 | 树脂固化方法及所用光聚合引发剂和树脂组合物、模塑制品以及模塑方法 |
CN1839187B (zh) * | 2003-08-20 | 2010-05-26 | 皇家飞利浦电子股份有限公司 | 无浸出的粘合剂体系及其在液体浸没物镜中的用途 |
US10684498B2 (en) | 2006-07-14 | 2020-06-16 | Dexerials Corporation | Resin composition and display unit |
US11982890B2 (en) | 2006-07-14 | 2024-05-14 | Dexerials Corporation | Resin composition and display unit |
US10989944B2 (en) | 2006-07-14 | 2021-04-27 | Dexerials Corporation | Resin composition and display unit |
US10989943B2 (en) | 2006-07-14 | 2021-04-27 | Dexerials Corporation | Resin composition and display unit |
US11467438B2 (en) | 2006-07-14 | 2022-10-11 | Dexerials Corporation | Resin composition and display unit |
US11740501B2 (en) | 2007-04-09 | 2023-08-29 | Dexerials Corporation | Image display device that can display high brightness and high contrast images and includes a cured resin layer |
US10216026B2 (en) | 2007-04-09 | 2019-02-26 | Dexerials Corporation | Image display device that can display high brightness and high contrast images and includes a cured resin layer |
US10725329B2 (en) | 2007-04-09 | 2020-07-28 | Dexerials Corporation | Image display device that can display high brightness and high contrast images and includes a cured resin layer |
US11237423B2 (en) | 2007-04-09 | 2022-02-01 | Dexerials Corporation | Image display device that can display high brightness and high contrast images and includes a cured resin layer |
US10876013B2 (en) | 2007-04-10 | 2020-12-29 | Dexerials Corporation | Method for producing image display apparatus |
US11614647B2 (en) | 2007-04-10 | 2023-03-28 | Dexerials Corporation | Method for producing image display apparatus |
CN105842896A (zh) * | 2007-07-17 | 2016-08-10 | 迪睿合电子材料有限公司 | 图像显示装置及其制造方法 |
CN102464952B (zh) * | 2010-11-08 | 2014-07-09 | 日东电工株式会社 | 紫外线固化型光学树脂粘接剂组合物 |
CN102464952A (zh) * | 2010-11-08 | 2012-05-23 | 日东电工株式会社 | 紫外线固化型光学树脂粘接剂组合物 |
CN104114359A (zh) * | 2012-01-13 | 2014-10-22 | 日本化药株式会社 | 光学构件及用于制造该光学构件的紫外线固化型胶粘剂 |
US9663688B2 (en) | 2012-03-21 | 2017-05-30 | Nipponkayaku Kabushikikaisha | Optical member and ultraviolet-curable adhesive to be used for producing the same |
CN114994953A (zh) * | 2015-09-29 | 2022-09-02 | 视觉缓解公司 | Uv和高能可见吸收验眼透镜 |
CN112724842A (zh) * | 2016-02-08 | 2021-04-30 | 三菱化学株式会社 | 透明两面粘合片及粘合片层叠体 |
Also Published As
Publication number | Publication date |
---|---|
KR100491543B1 (ko) | 2005-12-29 |
EP0768353A1 (en) | 1997-04-16 |
US6294239B1 (en) | 2001-09-25 |
TW330945B (en) | 1998-05-01 |
EP0768353A4 (en) | 1998-10-14 |
WO1996034065A1 (fr) | 1996-10-31 |
CN1076378C (zh) | 2001-12-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1076378C (zh) | 紫外线固化型粘合剂组合物 | |
JP3775760B2 (ja) | 紫外線硬化型接着剤組成物、硬化物、物品及び接着方法 | |
CN1132889C (zh) | 紫外线固化性粘合剂组合物及其物品 | |
US6284185B1 (en) | Ultraviolet-curable adhesive composition for bonding opaque substrates | |
CN101449325B (zh) | 光盘和光盘用紫外线固化型组合物 | |
CN1208056A (zh) | 用于dvd的光固化树脂组合物 | |
JP4033224B2 (ja) | 紫外線硬化型樹脂組成物および光情報記録媒体 | |
CN101218643B (zh) | 紫外线固化型树脂组合物和光信息记录介质 | |
JPH1046109A (ja) | ディジタルビデオディスクの保護コート兼接着用樹脂組成物 | |
CN100482460C (zh) | 光学媒体用保护性uv可固化覆盖层 | |
JPH11241055A (ja) | 接着剤組成物、接着体、接着方法及び光ディスクの製造方法 | |
JP2775905B2 (ja) | コンパクトディスクの金属膜保護用紫外線硬化型樹脂組成物及びコンパクトディスク | |
JPH1161078A (ja) | 接着剤組成物、接着体、接着方法及び光ディスクの製造方法 | |
JPH108018A (ja) | 接着剤組成物、硬化物、物品及び接着方法 | |
JP3228432B2 (ja) | 光デイスク用材料及びその硬化物 | |
JP2004359779A (ja) | 光ディスク用接着剤組成物 | |
KR100735810B1 (ko) | 광디스크용 자외선 경화 수지 조성물 | |
JP2007042241A (ja) | 光ディスク用光硬化型組成物、及び光ディスク | |
JP3886956B2 (ja) | 紫外線硬化型接着剤組成物、硬化物、物品及び接着方法 | |
JP4050274B2 (ja) | 光学記録媒体、これに使用される光透過性保護シートおよびそれらの製造方法 | |
JP2000290598A (ja) | 光ディスク用接着剤及び物品 | |
JPH0425614B2 (zh) | ||
JP2001131518A (ja) | 貼り合わせ形式光ディスク用紫外線硬化型接着剤組成物及びこれを用いた光ディスク | |
JP3715704B2 (ja) | 光記録媒体及びその製造方法 | |
JP3975806B2 (ja) | 光ディスクのスペーサー形成用感光性エレメント及び光ディスク |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
CX01 | Expiry of patent term |
Granted publication date: 20011219 |
|
EXPY | Termination of patent right or utility model |