CN102822895A - Optical disc, ultraviolet-ray curing-type resin composite therefor, hardened material and article - Google Patents
Optical disc, ultraviolet-ray curing-type resin composite therefor, hardened material and article Download PDFInfo
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- CN102822895A CN102822895A CN2011800155774A CN201180015577A CN102822895A CN 102822895 A CN102822895 A CN 102822895A CN 2011800155774 A CN2011800155774 A CN 2011800155774A CN 201180015577 A CN201180015577 A CN 201180015577A CN 102822895 A CN102822895 A CN 102822895A
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- China
- Prior art keywords
- methyl
- acrylic ester
- ultraviolet
- resin composition
- curing resin
- 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.)
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- 230000003287 optical effect Effects 0.000 title claims abstract description 21
- 239000000463 material Substances 0.000 title claims description 43
- 239000000805 composite resin Substances 0.000 title abstract 4
- -1 poly(tetramethylene glycol) Polymers 0.000 claims abstract description 289
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 57
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 30
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims abstract description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 201
- 239000011342 resin composition Substances 0.000 claims description 86
- 239000011347 resin Substances 0.000 claims description 77
- 229920005989 resin Polymers 0.000 claims description 77
- 239000000203 mixture Substances 0.000 claims description 72
- 238000012986 modification Methods 0.000 claims description 41
- 230000004048 modification Effects 0.000 claims description 41
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 36
- 239000004593 Epoxy Substances 0.000 claims description 21
- 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 claims description 21
- 239000000178 monomer Substances 0.000 claims description 21
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 20
- 239000000758 substrate Substances 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 239000012860 organic pigment Substances 0.000 claims description 17
- 229930185605 Bisphenol Natural products 0.000 claims description 12
- 229920000570 polyether Polymers 0.000 claims description 12
- 229920005906 polyester polyol Polymers 0.000 claims description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 9
- 239000011248 coating agent Substances 0.000 claims description 9
- 238000000576 coating method Methods 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 8
- 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 8
- 239000005056 polyisocyanate Substances 0.000 claims description 8
- 229920001228 polyisocyanate Polymers 0.000 claims description 8
- 125000004386 diacrylate group Chemical group 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 238000013459 approach Methods 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 9
- 238000012360 testing method Methods 0.000 abstract description 5
- 239000010410 layer Substances 0.000 description 85
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 31
- 150000001875 compounds Chemical class 0.000 description 20
- 238000000034 method Methods 0.000 description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- 125000002947 alkylene group Chemical group 0.000 description 15
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 12
- 239000000700 radioactive tracer Substances 0.000 description 11
- 238000004528 spin coating Methods 0.000 description 11
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 10
- 239000000049 pigment Substances 0.000 description 10
- 229920001451 polypropylene glycol Polymers 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 239000004417 polycarbonate Substances 0.000 description 6
- 229920000515 polycarbonate Polymers 0.000 description 6
- 239000011435 rock Substances 0.000 description 6
- CZZVAVMGKRNEAT-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol;3-hydroxy-2,2-dimethylpropanoic acid Chemical compound OCC(C)(C)CO.OCC(C)(C)C(O)=O CZZVAVMGKRNEAT-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 230000005540 biological transmission Effects 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 150000002148 esters Chemical group 0.000 description 5
- 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 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 229910052724 xenon Inorganic materials 0.000 description 5
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 5
- CSUFEOXMCRPQBB-UHFFFAOYSA-N 1,1,2,2-tetrafluoropropan-1-ol Chemical compound CC(F)(F)C(O)(F)F CSUFEOXMCRPQBB-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- DUXYWXYOBMKGIN-UHFFFAOYSA-N trimyristin Chemical compound CCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC DUXYWXYOBMKGIN-UHFFFAOYSA-N 0.000 description 4
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 3
- YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229940106691 bisphenol a Drugs 0.000 description 3
- DDPAAMHROJBRGE-UHFFFAOYSA-N butane-1,4-diol;propane-1,2-diol Chemical compound CC(O)CO.OCCCCO DDPAAMHROJBRGE-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000004767 nitrides Chemical class 0.000 description 3
- 238000010422 painting Methods 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 239000012749 thinning agent Substances 0.000 description 3
- VUHMIPWBDMGTNL-MHCZMQLOSA-N 1,2-dimethoxy-4-[(e)-prop-1-enyl]benzene;1,2,4-trimethoxy-5-[(e)-prop-1-enyl]benzene Chemical compound COC1=CC=C(\C=C\C)C=C1OC.COC1=CC(OC)=C(\C=C\C)C=C1OC VUHMIPWBDMGTNL-MHCZMQLOSA-N 0.000 description 2
- XUIXZBXRQFZHIT-UHFFFAOYSA-N 1-[1-(1-hydroxypropan-2-yloxy)propan-2-yloxy]-3-methoxypropan-2-ol Chemical compound COCC(O)COC(C)COC(C)CO XUIXZBXRQFZHIT-UHFFFAOYSA-N 0.000 description 2
- 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 2
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 description 2
- VMKYTRPNOVFCGZ-UHFFFAOYSA-N 2-sulfanylphenol Chemical compound OC1=CC=CC=C1S VMKYTRPNOVFCGZ-UHFFFAOYSA-N 0.000 description 2
- ULYIFEQRRINMJQ-UHFFFAOYSA-N 3-methylbutyl 2-methylprop-2-enoate Chemical compound CC(C)CCOC(=O)C(C)=C ULYIFEQRRINMJQ-UHFFFAOYSA-N 0.000 description 2
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 2
- 229910001316 Ag alloy Inorganic materials 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- KQBTUOVABZLXGP-UHFFFAOYSA-N butane-1,4-diol;ethane-1,2-diol Chemical compound OCCO.OCCCCO KQBTUOVABZLXGP-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- HANKSFAYJLDDKP-UHFFFAOYSA-N dihydrodicyclopentadiene Chemical compound C12CC=CC2C2CCC1C2 HANKSFAYJLDDKP-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
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- 125000005843 halogen group Chemical group 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 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
- 239000011707 mineral Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- 239000004033 plastic Substances 0.000 description 2
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
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- 239000000243 solution Substances 0.000 description 2
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- 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 2
- 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 2
- NWPIOULNZLJZHU-UHFFFAOYSA-N (1,2,2,6,6-pentamethylpiperidin-4-yl) 2-methylprop-2-enoate Chemical compound CN1C(C)(C)CC(OC(=O)C(C)=C)CC1(C)C NWPIOULNZLJZHU-UHFFFAOYSA-N 0.000 description 1
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- 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
- OTKCEEWUXHVZQI-UHFFFAOYSA-N 1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(=O)CC1=CC=CC=C1 OTKCEEWUXHVZQI-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 1
- SDXHBDVTZNMBEW-UHFFFAOYSA-N 1-ethoxy-2-(2-hydroxyethoxy)ethanol Chemical compound CCOC(O)COCCO SDXHBDVTZNMBEW-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- 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 description 1
- JTTIOYHBNXDJOD-UHFFFAOYSA-N 2,4,6-triaminopyrimidine Chemical compound NC1=CC(N)=NC(N)=N1 JTTIOYHBNXDJOD-UHFFFAOYSA-N 0.000 description 1
- BRKORVYTKKLNKX-UHFFFAOYSA-N 2,4-di(propan-2-yl)thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC(C(C)C)=CC(C(C)C)=C3SC2=C1 BRKORVYTKKLNKX-UHFFFAOYSA-N 0.000 description 1
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 description 1
- RNOTULNEVWPXCY-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid;methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate;n-methylmethanamine Chemical compound CNC.OC(=O)C(C)OC1=CC=C(Cl)C=C1C.C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 RNOTULNEVWPXCY-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
- 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 description 1
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 description 1
- HSDVRWZKEDRBAG-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COC(CCCCC)OCC1CO1 HSDVRWZKEDRBAG-UHFFFAOYSA-N 0.000 description 1
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 description 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
- RLOIVWPKZYTEIK-UHFFFAOYSA-N 2-[2-[2-[2-[2-[4-[2-[4-[2-[2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]propan-2-yl]phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C(=O)(C=C)OCCOCCOCCOCCOCCOC1=CC=C(C(C)(C)C2=CC=C(OCCOCCOCCOCCOCCOC(=O)C=C)C=C2)C=C1 RLOIVWPKZYTEIK-UHFFFAOYSA-N 0.000 description 1
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- 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
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-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
- BXAVKNRWVKUTLY-UHFFFAOYSA-N 4-sulfanylphenol Chemical compound OC1=CC=C(S)C=C1 BXAVKNRWVKUTLY-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- 229910000763 AgInSbTe Inorganic materials 0.000 description 1
- VCDFOPROQKIYIW-UHFFFAOYSA-N C(C)(=O)OCCOCC.C1=CC=CC1.C1=CC=CC1.CC(C(=O)O)=C Chemical compound C(C)(=O)OCCOCC.C1=CC=CC1.C1=CC=CC1.CC(C(=O)O)=C VCDFOPROQKIYIW-UHFFFAOYSA-N 0.000 description 1
- NOAHDRRLJOCQGN-UHFFFAOYSA-N C(C1CO1)OCC(=S)OCCO Chemical compound C(C1CO1)OCC(=S)OCCO NOAHDRRLJOCQGN-UHFFFAOYSA-N 0.000 description 1
- QYGNWDWNZBZHMD-UHFFFAOYSA-N CN(C)C(=NO)C(C1=CC=CC=C1)=O Chemical compound CN(C)C(=NO)C(C1=CC=CC=C1)=O QYGNWDWNZBZHMD-UHFFFAOYSA-N 0.000 description 1
- 229910005872 GeSb Inorganic materials 0.000 description 1
- 229910000618 GeSbTe Inorganic materials 0.000 description 1
- 229910005900 GeTe Inorganic materials 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 101100154785 Mus musculus Tulp2 gene Proteins 0.000 description 1
- AYDQIZKZTQHYIY-UHFFFAOYSA-N OC(=O)C1(C)CC(C(O)=O)=CC=C1 Chemical compound OC(=O)C1(C)CC(C(O)=O)=CC=C1 AYDQIZKZTQHYIY-UHFFFAOYSA-N 0.000 description 1
- 229910018321 SbTe Inorganic materials 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- GTTSNKDQDACYLV-UHFFFAOYSA-N Trihydroxybutane Chemical compound CCCC(O)(O)O GTTSNKDQDACYLV-UHFFFAOYSA-N 0.000 description 1
- YNTQTLGBCMXNFX-UHFFFAOYSA-N [5-ethyl-2-(2-methyl-1-prop-2-enoyloxypropan-2-yl)-1,3-dioxan-5-yl]methyl prop-2-enoate Chemical compound C=CC(=O)OCC1(CC)COC(C(C)(C)COC(=O)C=C)OC1 YNTQTLGBCMXNFX-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 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
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 238000006298 dechlorination reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-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
- 238000004090 dissolution Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- PSGCQDPCAWOCSH-BOURZNODSA-N exo-1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acrylate Chemical compound C1C[C@]2(C)C(OC(=O)C=C)C[C@H]1C2(C)C PSGCQDPCAWOCSH-BOURZNODSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-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
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- ZJTLZYDQJHKRMQ-UHFFFAOYSA-N menadiol Chemical compound C1=CC=CC2=C(O)C(C)=CC(O)=C21 ZJTLZYDQJHKRMQ-UHFFFAOYSA-N 0.000 description 1
- OTRIMLCPYJAPPD-UHFFFAOYSA-N methanol prop-2-enoic acid Chemical compound OC.OC.OC(=O)C=C.OC(=O)C=C OTRIMLCPYJAPPD-UHFFFAOYSA-N 0.000 description 1
- QPCCFOGFUGARRV-UHFFFAOYSA-N nonane-1,1,1-triol Chemical compound CCCCCCCCC(O)(O)O QPCCFOGFUGARRV-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WKGDNXBDNLZSKC-UHFFFAOYSA-N oxido(phenyl)phosphanium Chemical compound O=[PH2]c1ccccc1 WKGDNXBDNLZSKC-UHFFFAOYSA-N 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 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
- 150000003077 polyols Chemical class 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 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
- G11B7/254—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
- G11B7/26—Apparatus or processes specially adapted for the manufacture of record carriers
Landscapes
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polymerisation Methods In General (AREA)
- Polyurethanes Or Polyureas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The present invention relates to an optical disc having as a light-transmissive layer an ultraviolet-ray curing-type resin composite containing (A) poly(tetramethylene glycol) di (meth) acrylate as a (meth) acrylate, or poly(C2 or C2 alkylene glycol - tetramethylene glycol) di (meth) acrylate that has a structure represented by forumula (1) (n indicating an integer of 1-30), (B) a photoinitiator, and (meth) acrylate (C) other than (A); and an ultraviolet-ray curing-type resin composite for an optical disc including (A), and a (meth) acrylate (C) other than (B) and (A), that are useful in an optical disc wherein the resin composite particularly has an organic dye recording layer. The optical disc showed desirable jitter values after endurance tests.
Description
Technical field
The present invention relates to the ultraviolet-curing resin composition that has the CD of recording layer and be used for this CD.
Background technology
At present, as the optical disc recording medium of practicability, exist: the polycarbonate substrate laminated at 1.2mm has recording layer, reflection horizon, comprises CD-R, the CD-RW of the protective seam of ultraviolet curing resin; The DVD-R, DVD+R, DVD-RW, DVD+RW, the DVD-RAM that the polycarbonate substrate stickup of the polycarbonate substrate of 0.6mm and the 0.6mm with recording layer and reflection horizon are obtained with ultraviolet curing resin.
In addition, in recent years, selling the Blu-ray Disc (BD-R) of about 5 times of recording capacities of the DVD with single-layer type.Blu-ray Disc is meant; Have and on the transparent of 1.1mm or plastic opaque system substrate, form reflection horizon, recording layer and contact bed (being also referred to as dielectric layer); Follow structure, and see through the CD that photic zone carries out recording/reproducing at the photic zone (being also referred to as overlayer) of the about 0.1mm of contact bed laminated.Recording layer uses organic pigment or mineral compound, and contact bed uses the inorganics of light transmission.In addition, photic zone uses the solidfied material layer of ultraviolet curing resin.
For the Blu-ray Disc with the recording layer that comprises organic pigment, to the recording layer irradiating laser, and record is carried out in the distortion that utilizes the volume change of organic pigment to cause.Volume change for accessory pigments; (for example obtain good tracer signal characteristic; Jittering characteristic), proposed a kind of optical information recording medium, it is characterized in that; Form the light transmission overlayer with curable resin, and the elastic modulus of the interface zone relative with recording layer is (patent documentation 1) below the 40MPa down at 25 ℃; A kind of optical information recording medium is the resin cured matter layer (patent documentation 2) of 34 ~ 96MPa at the elastic modulus that has on the recording layer of organic pigment under 25 ℃.But, in these documents, do not disclose the solidfied material layer of the resin combination of which kind of composition fully and can reach so elastic modulus.
In addition, as the evaluation index of the reliability of described optical disc recording medium, carry out 100 hours environmental test of environment held at 80 ℃/relative humidity 80%RH of temperature.For the degradation that makes the tracer signal before and after this environmental test is in the scope of regulation; Proposed be formed on the contact bed elastic modulus under 5 ℃ and 55 ℃ be below the 100MPa and the ratio of 5 ℃ elastic modulus and 55 ℃ elastic modulus be below 10, contain the flexibility urethane acrylate as principal ingredient, contain the hardening thing layer of monofunctional acrylate as the hardening resin of thinning agent, or contain urethane acrylate as principal ingredient, contain monofunctional acrylate and polyfunctional acrylic ester technology (patent documentation 3) as the hardening thing layer of the hardening resin of thinning agent.But; In the document, as stated, only having disclosed principal ingredient is urethane acrylate; Thinning agent is independent monofunctional acrylate or makes up the technical scheme of using monofunctional acrylate and polyfunctional acrylic ester, do not disclose concrete one-tenth and be grouped into.
The prior art document
Patent documentation
Patent documentation 1: TOHKEMY 2008-123631 communique
Patent documentation 2: TOHKEMY 2008-269703 communique
Patent documentation 3: TOHKEMY 2009-026379 communique
Summary of the invention
The object of the present invention is to provide have recording layer, the CD of the solidfied material layer of organic pigment recording layer and ultraviolet-curing resin composition of the present invention particularly, and can give the good tracer signal characteristic and the ultraviolet-curing resin composition of permanance.
The inventor etc. study intensively in order to solve said problem; The result finds; Have solidfied material layer and the recording layer of ultraviolet-curing resin composition, the CD of preferred organic pigment recording layer; Demonstrate good tracer signal characteristic and permanance, said ultraviolet-curing resin composition contains (methyl) acrylic ester of the structure of tool general formula (1), and has accomplished the present invention.
That is, the present invention relates to following (1) to (15).
(1) a kind of CD; It has the solidfied material layer and the recording layer of ultraviolet-curing resin composition; Said ultraviolet-curing resin composition contains: (A) have formula (1) expression structure (methyl) acrylic ester (wherein; Do not comprise butylene glycol (methyl) acrylic ester), (B) Photoepolymerizationinitiater initiater and (C) above-mentioned (A) (methyl) acrylic ester in addition
In the formula, n representes 1 to 30 integer.
(2) a kind of CD with recording layer is used ultraviolet-curing resin composition; Wherein, Contain: (A) have formula (1) expression structure (methyl) acrylic ester (wherein; Do not comprise butylene glycol (methyl) acrylic ester), (B) Photoepolymerizationinitiater initiater and (C) above-mentioned (A) (methyl) acrylic ester in addition
In the formula, n representes 1 to 30 integer.
(3) above-mentioned (2) described CD is used ultraviolet-curing resin composition; Wherein, Above-mentioned (A) has (methyl) acrylic ester (wherein, not comprising butylene glycol (methyl) acrylic ester) of structure of general formula (1) expression for gathering (tetramethylene glycol) two (methyl) acrylic ester or gathering (C2 or C3 aklylene glycol-tetramethylene glycol) two (methyl) acrylic ester.
(4) above-mentioned (2) described CD is used ultraviolet-curing resin composition, and wherein, said (methyl) acrylic ester (A) is (methyl) acrylic ester with structure of formula (2) expression,
In the formula, R representes hydrogen atom or methyl, and n representes 2 to 10 integer.
(5) each described CD is used ultraviolet-curing resin composition in above-mentioned (2) to (4), wherein, with respect to composition in its entirety, contains said (methyl) acrylic ester (A) of 20 to 95 weight %.
(6) each described CD is used ultraviolet-curing resin composition in above-mentioned (2) to (5); Wherein, (A) in addition (methyl) acrylic ester (C) for being selected from by epoxy (methyl) acrylic ester (C-1), carbamate (methyl) acrylic ester (C-2) and said (A), (C-1) and (C-2) at least a in the group formed of in addition (methyl) acrylate monomer (C-3).
(7) each described CD is used ultraviolet-curing resin composition in above-mentioned (2) to (6); Wherein, (A) in addition (methyl) acrylic ester (C) does, any one in the urethane acrylate that polyester polyol or polyether glycol and polyisocyanates and 2-Hydroxy ethyl acrylate reaction obtain or the bisphenol A-type diacrylate of polyethylene oxide modification or both.
(8) each described CD is used ultraviolet-curing resin composition in above-mentioned (2) to (7); Wherein, With respect to composition in its entirety; Said (methyl) acrylic ester (A) is 20 to 95 weight %, and (B) content of Photoepolymerizationinitiater initiater is 1 to 10 weight %, and all the other are (A) (methyl) acrylic ester (C) in addition.
(9) each described CD is used ultraviolet-curing resin composition in above-mentioned (2) to (8), and wherein, the elastic modulus of the solidfied material after the curing under 25 ℃ is 0.01 to 100MPa.
(10) a kind of solidfied material is through obtaining each described ultraviolet-curing resin composition irradiation active energy beam in above-mentioned (2) to (9).
(11) manufacturing approach of a kind of above-mentioned (1) described CD; It is characterized in that; Each described ultraviolet-curing resin composition in coating above-mentioned (2) to (9) on having the optical disc substrate of recording layer; And the irradiation active energy beam, thereby on this optical disc substrate, form the solidfied material layer of this resin combination.
(12) in above-mentioned (2) to (9) each described ultraviolet-curing resin composition be used to form the euphotic purposes in the CD with recording layer.
(13) above-mentioned (1) described CD wherein, has the organic pigment recording layer.
(14) each described ultraviolet-curing resin composition in above-mentioned (2) to (9), wherein, CD is the CD with organic pigment recording layer.
(15) each described ultraviolet-curing resin composition in above-mentioned (2) to (9) and (14); Wherein, With respect to the total amount of resin combination, contain carbamate (methyl) acrylic ester (C-2) as above-mentioned (A) (methyl) acrylic ester (C) in addition with 20 to 60 weight %.
The invention effect
Has the CD of recording layer; Especially; In the photic zone of CD with organic pigment recording layer; When use contains the ultraviolet-curing resin composition of (methyl) acrylic ester of the structure with general formula (1) expression of the present invention, when record and in the long-time use under hot and humid, can provide reliability high CD.
Embodiment
Ultraviolet-curing resin composition of the present invention (below be also referred to as resin combination of the present invention or composition of the present invention) contains (methyl) acrylic ester and Photoepolymerizationinitiater initiater with ad hoc structure.
As (methyl) acrylic ester of the structure that in composition of the present invention, contains (wherein with general formula (1) expression; Do not comprise butylene glycol (methyl) acrylic ester) (A); Except butylene glycol list or two (methyl) acrylic ester, can use (methyl) acrylic ester of the structure that has general formula (1) expression arbitrarily.Preferred simple function or polyfunctional polytetramethylene glycol (methyl) acrylic ester; More preferably polytetramethylene glycol two (methyl) acrylic ester of two senses can be enumerated usually and gather (tetramethylene glycol) two (methyl) acrylic ester or gather (C2 or C3 aklylene glycol-tetramethylene glycol) two (methyl) acrylic ester.N is generally 1 to 30 scope, and above-mentioned " gathering " is the scope of " 2 to 30 ".Preferred range is about 2 to about 20, and preferred scope is about 3 to about 20, and further preferred range is about 3 to about 15.Most preferred scope is 2 to 10 or 3 to 10.
As above-mentioned two (methyl) acrylic ester, can enumerate and gather (tetramethylene glycol) two (methyl) acrylic ester or gather (monoethylene glycol or propylene glycol-tetramethylene glycol) two (methyl) acrylic ester etc.
Particularly can enumerate and (for example gather (monoethylene glycol-tetramethylene glycol) diacrylate; The system Block レ of Japan Oil Co Application マ-ADET series), (for example gather (propylene glycol-tetramethylene glycol) diacrylate; Japan Oil Co system Block レ Application マ one ADPT series), the polytetramethylene glycol diacrylate (for example Japan Oil Co's system Block レ Application マ-ADT-250), (for example gather (monoethylene glycol-tetramethylene glycol) dimethylacrylate; The system Block レ of Japan Oil Co Application マ one PDET series), gather (propylene glycol-tetramethylene glycol) dimethylacrylate (for example, Japan Oil Co's system Block レ Application マ one PDPT series), polytetramethylene glycol dimethylacrylate (for example Japan Oil Co's system Block レ Application マ one PDT-650 series) etc.
In above-mentioned two (methyl) acrylic ester, preferred polytetramethylene glycol two (methyl) acrylic ester, (methyl) acrylic ester that more preferably has the structure of general formula (2) expression.
(in the formula, R representes hydrogen atom or methyl, and n representes 2 to 10 integer.)
(methyl) acrylic ester with structure of general formula (2) expression can be through polytetramethylene glycol with (methyl) acrylic acid dehydration esterification, make with the ester exchange reaction of lower alkyl acrylate, the dechlorination reaction of use acryloyl chloride.As the commercial compound; For example can obtain; R is the system Block レ of Japan Oil Co Application マ one ADT-250, the system ラ イ ト ア of Kyoeisha Chemical Co., Ltd. Network リ レ one ト PTMGA-250 of the compound of hydrogen atom, n=3 in the general formula (2), and R is the system NK エ ス テ of the Xin Zhong village KCC Le A-PTMG-65 of the compound of hydrogen atom, n=9 in the general formula (2).
(A) content of composition in ultraviolet-curing resin composition is generally 10 to 95 weight %, preferred 20 to 95 weight %, more preferably 20 to 80 weight %, further preferred 40 to 80 weight %, most preferably 50 to 80 weight %.When being lower than 10 weight %, volume change that can not accessory pigments is as jitter value (%) variation of the index of tracer signal characteristic.
As the Photoepolymerizationinitiater initiater that in the present composition, contains (B), do not have special restriction, for example can enumerate: (IRGACURE 184 for the 1-hydroxycyclohexylphenylketone; Ciba system), 2-hydroxy-2-methyl-[4-(1-methyl ethylene) phenyl] propyl alcohol oligomer (ONE-Rifned), 1-[4-(2-hydroxyl-oxethyl)-phenyl]-2-hydroxy-2-methyl-1-propane-1-ketone (IRGACURE2959; Ciba system), 2-hydroxyl-1-{4-[4-(2-hydroxy-2-methyl-propiono)-benzyl]-phenyl }-(IRGACURE 127 for 2-methyl-propane-1-ketone; Ciba system), 2, the 2-dimethoxy-(IRGACURE 651 for 2-phenyl acetophenone; Ciba system), the 2-hydroxy-2-methyl-(DAROCUR 1173 for 1-phenyl-propane-1-ketone; Ciba system), the 2-methyl isophthalic acid-propane-(IRGACURE 907 for 1-ketone for [4-(methyl mercapto) phenyl]-2-(N-morpholinyl); Ciba system), 2-benzyl-2-dimethylamino-1-(4-morpholino phenyl)-butane-1-ketone, 2-clopenthixal ketone, 2,4-dimethyl thioxanthones, 2,4-diisopropyl thioxanthones, isopropyl thioxanthone, 2; 4,6-trimethylbenzoyl diphenyl phosphine oxide, two (2,4; The 6-trimethylbenzoyl) phenylphosphine oxide, two (2; 6-dimethoxy benzoyl)-2,4,4-tri-methyl-amyl phosphine oxide etc.
In the ultraviolet-curing resin composition of the present invention, these (B) compositions can use a kind of or mix two or more and use with arbitrary proportion.(B) content of composition in ultraviolet-curing resin composition is generally 0.5 to 20 weight %, preferred 1 to 10 weight %.
In addition, also can be with using with above-mentioned Photoepolymerizationinitiater initiater combination as the amine etc. that photopolymerization causes auxiliary agent.Can enumerate as operable amine etc.: benzoic acid-2-dimethylamino ethyl ester, dimethylamino benzoylformaldoxime, ESCAROL 507 ethyl ester or ESCAROL 507 isopentyl ester etc.When using photopolymerization such as this amine to cause auxiliary agent, gluingly be generally 0.005 to 5 weight % with the content in the resin combination, preferred 0.01 to 3 weight % of the present invention.
As (A) that in resin combination of the present invention, contain (methyl) acrylic ester (C) in addition, can use (methyl) acrylic ester with (methyl) acryloyl group more than.In addition, (methyl) acrylic ester is meant the meaning of methacrylate or acrylic ester in the present invention, and its kind does not have special qualification.
As preferred (A) (methyl) acrylic ester (C) in addition; Can use (C-1) epoxy (methyl) acrylic ester and/or (C-2) carbamate (methyl) acrylic ester, and (C-3) (methyl) acrylate monomer ((methyl) acrylic ester beyond said (A) composition, (C-1) composition, (C-2) composition) etc.
Operable epoxy (methyl) acrylic ester (C-1) among the present invention has the curable of making and improves, makes the hardness of solidfied material or the function that curing rate improves.In addition, among the present invention, as epoxy (methyl) acrylic ester, as long as, then can use arbitrarily for through glycidyl ether type epoxy compound and the compound that the reaction of (methyl) acrylic acid obtains.Operable preferred glycidyl ether type epoxy compound can be enumerated: the diglycidyl ether of the diglycidyl ether of the diglycidyl ether of the diglycidyl ether of bisphenol-A or its alkylene oxide addition product, Bisphenol F or its alkylene oxide addition product, hydrogenated bisphenol A or its alkylene oxide addition product, A Hydrogenated Bisphenol A F or its alkylene oxide addition product, ethylene glycol bisthioglycolate glycidyl ether, propylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, butanediol diglycidyl ether, hexanediol diglycidyl ether, cyclohexanedimethanol diglycidyl ether, polypropylene glycol diglycidyl ether etc. as being used to obtain this epoxy (methyl) acrylic ester.
Epoxy (methyl) acrylic ester can be through with these glycidyl ether type epoxy compounds and (methyl) acrylic acid, for example reacts with following condition and obtain.
With respect to epoxy radicals 1 equivalent of glycidyl ether type epoxy compound, (methyl) acrylic acid reacts with 0.9 to 1.5 mole, preferred 0.95 to 1.1 mole ratio.Preferred 80 to 120 ℃ of temperature of reaction, the reaction time is about 10 to about 35 hours.In order to promote reaction, preferably use for example catalyzer such as triphenylphosphine, TAP, triethanolamine, etamon chloride.In addition, in order to prevent polymerization, also can use for example MEHQ, methylnaphthohydroquinone etc. in the reaction as polymerization inhibitor.
Among the present invention, as epoxy (methyl) acrylic ester (C-1), bisphenol type epoxy (methyl) acrylic ester that more preferably obtains by the epoxy compound of bisphenol A-type.As the epoxy compound of bisphenol A-type, can enumerate: the diglycidyl ether of the diglycidyl ether of above-mentioned bisphenol-A or its alkylene oxide addition product, hydrogenated bisphenol A or its alkylene oxide addition product etc.
Among the present invention, the molecular weight of epoxy (methyl) acrylic ester (C-1) preferred 500 to 10000.
Operable carbamate (methyl) acrylic ester (C-2) among the present invention; Have viscosity of regulating resin combination of the present invention and the elastic modulus of regulating in the solidfied material; And when the cured layer of this resin combination uses as photic zone; Improve the function of mechanical property (reducing warpage, strain etc.), and improve the tracer signal characteristic in the CD.
Carbamate (methyl) acrylic ester obtains through making the reaction of polyvalent alcohol, polyisocyanates and hydroxyl (methyl) acrylate compounds.
More specifically, can obtain oligourethane, hydroxyl (methyl) acrylate compounds and resulting oligourethane are reacted and obtain through making the reaction of polyvalent alcohol and polyisocyanates.
As polyvalent alcohol, for example can enumerate following polyvalent alcohol.
(i) aliphatic polyol; Like neopentyl glycol, 3-methyl isophthalic acid; 5-pentanediol, monoethylene glycol, propylene glycol, 1; 4-butylene glycol, 1,6-hexanediol, trimethylolpropane, pentaerythrite, tristane dimethanol, two (hydroxymethyl) cyclohexane etc., the aliphatic polyol of preferred carbon number 2 to 10.
The polyester polyol that (ii) obtains through a kind of and reaction polyprotonic acid in the aliphatic polyol of above-mentioned (i) record.
In addition, as above-mentioned polyprotonic acid, for example can enumerate: succinic acid, phthalic acid, hexahydrophthalic anhydride, m-phthalic acid, hexane diacid, azelaic acid, tetrabydrophthalic anhydride etc.
The caprolactone alcohol that (iii) obtains through above-mentioned polyvalent alcohol and 6-caprolactone reaction.
(iv) polycarbonate polyol.For example through 1, the PCDL that the reaction of polyvalent alcohol such as 6-hexanediol and diphenyl carbonate obtains etc.
(v) polyether glycol.For example: polyglycol, polypropylene glycol or polytetramethylene glycol etc. are gathered the bisphenol-A of C2 to C4 aklylene glycol, oxirane modification etc.
In above-mentioned, as polyvalent alcohol, preferred, polyethers polyvalent alcohol or polyester polyol.Their mean molecular weight preferably about 200 is to about 8000, and more preferably from about 200 to about 3000, and further preferred about 300 to about 1800, and most preferably from about 400 to about 1500.More preferably gather C2 to C4 aklylene glycol.
In addition, consider special preferred, polyethers polyvalent alcohol from the viewpoint that improves compatibility.
Polyisocyanates (organic multiple isocyanate) as use in carbamate (methyl) acrylic ester (C-2) synthetic; Preferred diisocyanate; For example can enumerate: IPDI, hexamethylene diisocyanate, toluene diisocyanate, XDI, diphenyl methane-4,4'-diisocyanate or tetrahydrochysene dicyclopentadiene group diisocyanate etc.Further preferred IPDI or toluene diisocyanate in these compounds.
Hydroxyl (methyl) acrylate compounds as use in carbamate (methyl) acrylic ester (C-2) synthetic; For example can enumerate: hydroxyl C2 to C8 aliphatic alkyl (methyl) acrylic ester such as (methyl) Hydroxyethyl Acrylate, (methyl) acrylic acid hydroxy propyl ester, (methyl) acrylic acid hydroxyl butyl ester, dihydroxymethyl cyclohexyl list (methyl) acrylic ester, hydroxyl caprolactone (methyl) acrylic ester etc.Wherein, preferred alkyl (methyl) acrylic ester is hydroxyl C2 to C8 aliphatic alkyl (methyl) acrylic ester, more preferably hydroxyl C2 to C4 alkyl (methyl) acrylic ester, most preferably (methyl) Hydroxyethyl Acrylate.
Said reaction is for example carried out in such a way.Promptly; In polyvalent alcohol, mix organic multiple isocyanate, so that with respect to per 1 equivalent hydroxyl of polyvalent alcohol, the NCO of organic multiple isocyanate is preferably 1.1 to 2.0 equivalents; Temperature of reaction is preferably reacted under 70 to 90 ℃, the synthesis of carbamates oligomer.Then; Oligourethane is mixed with hydroxyl (methyl) acrylate compounds; Feasible per 1 equivalent NCO with respect to oligourethane; The hydroxyl of hydroxyl (methyl) acrylic ester is preferably 1 to 1.5 equivalent, under 70 to 90 ℃, reacts, thereby can obtain purpose carbamate (methyl) acrylic ester.
As preferred carbamate (methyl) acrylic ester (C-2), be to use polyester polyol or polyether glycol as polyvalent alcohol, use above-mentioned diisocyanate as organic multiple isocyanate, use hydroxyl (methyl) acrylic ester enumerated as above-mentioned preferred hydroxyl (methyl) acrylic ester, carbamate (methyl) acrylic ester that obtains as hydroxyl (methyl) acrylic ester of (methyl) acrylic acid 2-hydroxy methacrylate most preferably; More preferably can enumerate carbamate (methyl) acrylic ester (c-2a) that obtains by polyester polyol or polyether glycol, diisocyanate and this three of (methyl) acrylic acid 2-hydroxy methacrylate.
In addition, use above-mentioned in carbamate (methyl) acrylic ester that obtains of the polyester polyol or the polyether glycol of molecular weight about 200 to about 3000 (preferred molecular weight 300 to 1800) also be one of preferred carbamate (methyl) acrylic ester (C-2).
In addition; According to circumstances; Through about 300 to about 1800 gather C2 to C6 aklylene glycol, more preferably carbamate (methyl) acrylic ester that obtains of the reaction of molecular weight about 300 to about 1800 C3 to C5 aklylene glycol, IPDI and hydroxyl C2 to C4 (methyl) acrylic ester also is one of preferred carbamate (methyl) acrylic ester (C-2).
In addition, UX-0937: polyethers urethane acrylate (Japanese chemical drug (Co., Ltd.) system) etc. also can be obtained from market.The molecular weight of carbamate (methyl) acrylic ester (C-2) is generally about 400 to about 10000, preferred about 400 to about 2000, further preferred about 400 to about 1000.
In the resin combination of the present invention; The mode that contains carbamate (methyl) acrylic ester (C-2) is one of optimal way; As (C) composition, can be the mode that contains carbamate (methyl) acrylic ester (C-2) separately, also can be the mode of using with other (C) composition combination.
In the resin combination of the present invention, when containing carbamate (methyl) acrylic ester (C-2), with respect to the total amount of resin combination, its content is generally below 80% greater than 0%, below the preferred 70 weight %, further below the preferred 60 weight %.For example, containing carbamate (methyl) acrylic ester (C-2) as in the mode of (C) composition, with respect to the total amount of resin combination; Preferred about 20 to about 80 weight %; More preferably below 20 to the 70 weight %, further preferred 20 to 60 weight %, most preferably 20 to 50 weight %.Can contain carbamate (methyl) acrylic ester (C-2) as (C) composition in these content separately, in addition, also can with (C-1) composition or (C-3) the composition combination use.
As (methyl) acrylate monomer (C-3), can use any (methyl) acrylate monomer the composition except described (A), (C-1) composition, (C-2).For example can enumerate following simple function or multifunctional (preferred 2 to 6 officials ability) (methyl) acrylic ester.
For example; As (methyl) acrylate monomer with (methyl) acryloyl group; Can enumerate: (methyl) acrylic acid nonyl phenyl ester of (methyl) Hydroxyethyl Acrylate of the phenol of oxirane modification (methyl) acrylic ester, (methyl) Isooctyl acrylate monomer, (methyl) acrylic acid isopentyl ester, (methyl) lauryl acrylate, (methyl) isodecyl acrylate, (methyl) stearyl acrylate ester, (methyl) acrylic acid hexadecane ester, the different myristin of (methyl) acrylic acid, (methyl) acrylic acid tridecane ester, methoxyl tripropylene glycol (methyl) acrylic ester, caprolactone modification, (methyl) acrylic acid hydroxyl butyl ester of caprolactone modification, (methyl) benzyl acrylate, tetrahydrofuran (methyl) acrylic ester, morpholine (methyl) acrylic ester, phenyl glycidyl base (methyl) acrylic ester, (methyl) acrylic acid 2-hydroxy propyl ester, ethoxy diethylene glycol (methyl) acrylic ester, tristane (methyl) acrylic ester, polypropylene glycol (methyl) acrylic ester, polypropyleneoxide modification, (methyl) IBOA, (methyl) acrylic acid dicyclopentadiene 2-ethoxyethyl acetate, acrylic acid dihydro dicyclopentadiene ester are (for example; The system FANCRYL FA-511A of Hitachi Chemical Co., Ltd.), acrylic acid dihydro dicyclopentadiene 2-ethoxyethyl acetate (for example; The system FANCRYL FA-512A of Hitachi Chemical Co., Ltd.), metering system acid dihydride dicyclopentadiene 2-ethoxyethyl acetate (for example; The system FANCRYL FA-512M of Hitachi Chemical Co., Ltd.), acrylic acid tetrahydrochysene dicyclopentadiene ester (for example; The system FANCRYL FA-513A of Hitachi Chemical Co., Ltd.), methacrylic acid tetrahydrochysene dicyclopentadiene ester (for example; The system FANCRYL FA-513M of Hitachi Chemical Co., Ltd.), acrylic acid 1-diamantane ester (for example; The system Adamantate AA of Idemitsu Kosen Co., Ltd.), acrylic acid 2-methyl-2-diamantane ester (for example; The system Adamantate MA of Idemitsu Kosen Co., Ltd.), acrylic acid 2-ethyl-2-diamantane ester (for example; Idemitsu Kosen Co., Ltd. system Adamantate EA), phosphoric acid (methyl) acrylic ester of the octyloxyization of phosphoric acid (methyl) acrylic ester of the butoxyization of phosphoric acid (methyl) acrylic ester of the phenoxy groupization of methacrylic acid 1-diamantane ester (for example, Idemitsu Kosen Co., Ltd.'s system Adamantate AM), oxirane modification, oxirane modification and oxirane modification etc.
(methyl) acrylate monomer with (methyl) acryloyl group has the function that the mechanical property (reducing warpage, strain etc.) that makes the CD that forms as photic zone with ultraviolet-curing resin composition of the present invention improves.
At this; From giving the how viewpoint consideration of good signal record characteristic under the wet condition of when record and high temperature, especially preferably use phenol (methyl) acrylic ester, (methyl) isooctyl acrylate ester, (methyl) acrylic acid isopentyl ester, (methyl) lauryl acrylate, (methyl) isodecyl acrylate, (methyl) stearyl acrylate ester, (methyl) acrylic acid hexadecane ester, the different myristin of (methyl) acrylic acid, (methyl) acrylic acid tridecane ester, methoxyl tripropylene glycol (methyl) acrylic ester, (methyl) Hydroxyethyl Acrylate of caprolactone modification, (methyl) acrylic acid hydroxyl butyl ester of caprolactone modification, polypropylene glycol (methyl) acrylic ester, (methyl) acrylic acid nonyl phenyl ester of polypropyleneoxide modification, the acrylic acid dihydro dicyclopentadiene 2-ethoxyethyl acetate of oxirane modification.
(methyl) acrylate monomer as (C-3) composition with two (methyl) acryloyl groups; Can enumerate: 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylic ester of caprolactone modification, 2-ethyl-2-butyl-propylene glycol two (methyl) acrylic ester, 1; 9-nonanediol two (methyl) acrylic ester, 1; 10-decanediol two (methyl) acrylic ester, cyclohexane-1; 4-dimethanol two (methyl) acrylic ester, cyclohexane-1; 3-dimethanol two (methyl) acrylic ester, tristane dimethanol two (methyl) acrylic ester are (for example; Nippon Kayaku K. K's system, KAYARAD R-684, tristane dimethanol diacrylate etc.), dioxane glycol two (methyl) acrylic ester (for example; Nippon Kayaku K. K's system; KAYARAD R-604, dioxane glycol diacrylate etc.), neopentyl glycol two (methyl) acrylic ester, tetrahydrochysene dicyclopentadiene base two (methyl) acrylic ester, 1,1 of 6-hexanediol two (methyl) acrylic ester, oxirane modification; 1 of 6-hexanediol two (methyl) acrylic ester, polypropyleneoxide modification, bisphenol A-type two (methyl) acrylic ester of neopentyl glycol two (methyl) acrylic ester of 6-hexanediol two (methyl) acrylic ester, neopentyl glycol two (methyl) acrylic ester, alkylene oxide modification, 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylic ester, polyglycol two (methyl) acrylic ester, polypropylene glycol two (methyl) acrylic ester, alkylene oxide modification and di(2-ethylhexyl)phosphate (methyl) acrylic ester of oxirane modification etc.
At this; From giving the how viewpoint consideration of good signal record characteristic under the wet condition of when record and high temperature; Preferred 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylic ester, the 2-ethyl-2-butyl-propylene glycol two (methyl) acrylic ester, 1 that uses caprolactone modification; 9-nonanediol two (methyl) acrylic ester, 1; 1 of 10-decanediol two (methyl) acrylic ester, oxirane modification; 1 of 6-hexanediol two (methyl) acrylic ester, polypropyleneoxide modification; Bisphenol A-type two (methyl) acrylic ester of neopentyl glycol two (methyl) acrylic ester of 6-hexanediol two (methyl) acrylic ester, alkylene oxide modification, polyglycol two (methyl) acrylic ester, polypropylene glycol two (methyl) acrylic ester, alkylene oxide modification, 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylic ester of further preferred caprolactone modification or C6 to C15 alkane glycol two (methyl) acrylic ester of (gathering) C2 to C4 alkylene oxide modification.According to circumstances, bisphenol A-type two (methyl) acrylic ester of further preferred (gathering) C2 to C4 alkylene oxide modification.
As (methyl) acrylate monomer with three (methyl) acryloyl groups of (C-3) composition, can enumerate: three (acrylyl oxy-ethyl) isocyanuric acid ester of caprolactone modification, trimethylolpropane tris (methyl) acrylic ester, trihydroxy methyl octane three (methyl) acrylic ester, the many ethoxys three of trimethylolpropane (methyl) olefin(e) acid ester, the many propoxyl group three of trimethylolpropane (methyl) acrylic ester, the many propoxyl group three of the many ethoxys of trimethylolpropane (methyl) acrylic ester, three [(methyl) acrylyl oxy-ethyl] isocyanuric acid ester, pentaerythrite three (methyl) acrylic ester, trimethylolpropane tris (methyl) acrylic ester of oxirane modification, trimethylolpropane tris (methyl) acrylic ester of epoxy pronane modification etc.
At this,, especially preferably use three (acrylyl oxy-ethyl) isocyanuric acid ester of caprolactone modification from giving the how viewpoint consideration of good signal record characteristic under the wet condition of when record and high temperature.
As (methyl) acrylate monomer with four (methyl) acryloyl groups of (C-3) composition, can enumerate: the many ethoxys four of pentaerythrite (methyl) acrylic ester, the many propoxyl group four of pentaerythrite (methyl) acrylic ester, pentaerythrite four (methyl) acrylic ester, two (trihydroxy methyl) propane four (methyl) acrylic ester, dipentaerythritol four (methyl) acrylic ester etc.
As (methyl) acrylate monomer with five (methyl) acryloyl groups of (C-3) composition, can enumerate: dipentaerythritol five (methyl) acrylic ester etc.
As (methyl) acrylate monomer with six (methyl) acryloyl groups of (C-3) composition, can enumerate: dipentaerythritol six (methyl) acrylic ester of caprolactone modification, dipentaerythritol six (methyl) acrylic ester etc.In addition, (methyl) acrylate monomer that can use in the present invention also can be the polyfunctional monomer with (methyl) acryloyl group more than seven.
At this,, preferably use dipentaerythritol six (methyl) acrylic ester of caprolactone modification from giving the how viewpoint consideration of good signal record characteristic under the wet condition of when record and high temperature.
In the ultraviolet-curing resin composition of the present invention, these (C) compositions can use a kind of or mix the back use with two or more with arbitrary proportion.(C) content (with respect to the total amount of resin combination) of composition in ultraviolet-curing resin composition is generally 4 to 80 weight %, preferred 10 to 50 weight %, further preferred 10 to 40 weight %.
In addition; When in the scope of 15 to 35 weight %, preferred 20 to 30 weight %, using carbamate (methyl) acrylic ester (C-2) with respect to the total amount of resin combination; Also can make up and use said epoxy (methyl) acrylic ester (C-1) or said (methyl) acrylate monomer (C-3) composition; But as (C) composition, using the mode of (C-2) composition separately also is one of optimal way.In addition, not containing (C-2) composition or its content is 25 weight % when following with respect to the total amount of resin combination, and using said epoxy (methyl) acrylic ester (C-1) or said (methyl) acrylate monomer (C-3) also is preferred as the mode of (C) composition.
Considering not contain (C-2) composition or making its content is that above-mentioned with respect to the total amount of resin combination, (C) content of composition is 30 to 80 weight % generally after a little while, preferred 40 to 70 weight %.
In addition, combination use (C-1) with (C-2) as under the situation of (C) composition, (C-1) and/or (C-2) be about 5 to about 50 weight portions usually with respect to (C) composition 100 weight portions, preferably about 10 to about 30 weight portions, all the other are (C-3) composition.In addition, one of optimal way during as use (C-3) composition conduct (C) composition, mode also can be listed below; With respect to (C) composition 100 weight portions; With about 10 to about 80 weight portions, preferred about 20 to about 80 weight portions, and preferred about 25 ratios to about 75 weight portions contain (C-3) composition.
About more preferably one of mode of the present invention; Total amount with respect to resin combination; As (C) composition; (C-2) content of composition for greater than 0 and be below the 80 weight %, preferred 20 to 70 weight %, further preferred 20 to 60 weight %, (C-1) composition or (C-3) content of composition (more preferably (C-3) composition) be 0 to 40 weight %, (C) total amount of composition for greater than 0 and be below the 80 weight %, preferred 20 to 70 weight %, further preferred 20 to 60 weight %.In addition, as one of optimal way of this moment, with respect to the total amount of (C) composition, (C-2) content of composition be about 40 to about 100 weight %, more preferably 60 to 100 weight %, further preferred 80 to 100 weight %.
In addition, with respect to the total amount of resin combination, (A) composition and (C) preferred 80 to the 99 weight % of total amount of composition, further preferred 90 to 99 weight %.
CD of the present invention with ultraviolet-curing resin composition in; Also can add adjuvants such as rust preventive, anti-oxidant, organic solvent, silane coupling agent, polymerization inhibitor, levelling agent, anti-live agent, surface lubricant, fluorescer, light stabilizer (for example, bulky amine compound), filling agent such as mercapto-phenol as required.
As the concrete example of bulky amine compound, for example, can enumerate: 1,2,2; 6,6-pentamethyl-4-piperidines alcohol, 2,2,6,6-tetramethyl-4-piperidines alcohol, (methyl) acrylic acid 1; 2,2,6, and 6-pentamethyl-4-piperidyl ester (ア デ カ (Co., Ltd.) system, LA-82) etc.
Through adding the bulky amine compound or/and mercapto-phenols etc. are realized preferred effects such as permanance raising sometimes.
With respect to the total amount of resin combination, these adjuvants can use in the scope of 0 to 20 weight %, preferred 0 to 10 weight % usually.
In addition; Among the present invention; Use any one or both in said (A) composition and (C) composition, preferred carbamate (methyl) acrylic ester (C-2) or said (methyl) acrylate monomer (C-3) through combination, also can make the elastic modulus of the solidfied material of resin combination of the present invention be preferred elastic modulus (25 ℃) among the present invention, for example 0.01 to 100MPa; Preferred 0.01 to 30MPa, further preferred 0.01 to 20MPa scope.When the elastic modulus of this solidfied material layer under 25 ℃ was adjusted to this scope, the CD that on contact bed, has this solidfied material layer had good permanance and recording characteristic simultaneously.
As preferred carbamate (methyl) acrylic ester (C-2) this moment, can enumerate aforementioned preferred carbamate (methyl) acrylic ester, carbamate (methyl) acrylic ester of further preferably enumerating as said (C-2a).
In addition; As preferred said (methyl) acrylate monomer (C-3); Can enumerate: (methyl) acrylic acid C5 to C18 Arrcostab, carbon number 7 to 18 aklylene glycol two (methyl) acrylic ester, gather (C2 to C4 aklylene glycol) two (methyl) acrylic ester (need to prove " gathering " preferred about 2 to about 20), gather bisphenol A-type two (methyl) acrylic ester (need to prove " gathering " preferred about 2 to about 20) of (C2 to C3 alkylene oxide) modification etc., more preferably (most preferably 10 moles of modifications) bisphenol A-type two (methyl) acrylic ester of 5 to 15 moles of modifications of oxirane.
The optimal way of the illustration that is described below resin combination of the present invention.
(I) have the organic pigment recording layer and use ultraviolet-curing resin composition as the CD of recording layer, it contains: (A) gathering (tetramethylene glycol) two (methyl) acrylic ester or gathering (C2 or C3 aklylene glycol-tetramethylene glycol) two (methyl) acrylic ester, (B) Photoepolymerizationinitiater initiater and (A) in addition (methyl) acrylic ester (C) as (methyl) acrylic ester of the structure with above-mentioned general formula (1) expression.
(II) above-mentioned (I) ultraviolet-curing resin composition of being put down in writing, wherein, above-mentioned (A) composition is for gathering (tetramethylene glycol) two (methyl) acrylic ester.
(III) above-mentioned (II) ultraviolet-curing resin composition of being put down in writing, wherein, " the gathering " in above-mentioned (A) composition is 2 to 30 scope.
(IV) above-mentioned (III) ultraviolet-curing resin composition of being put down in writing, wherein, " gathering " is 2 to 10 scope.
(V) above-mentioned (III) ultraviolet-curing resin composition of being put down in writing, wherein, " gathering " is 3 to 10 scope.
(VI) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (I) to (V); Wherein, above-mentioned (C) composition is for being selected from by epoxy (methyl) acrylic ester (C-1), carbamate (methyl) acrylic ester (C-2) and said (A), (C-1) and (C-2) at least a in the group formed of in addition (methyl) acrylate monomer (C-3).
(VII) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (I) to (VI) wherein, as above-mentioned (C) composition, contains carbamate (methyl) acrylic ester (C-2) at least.
(VIII) above-mentioned (VI) or (VII) in the ultraviolet-curing resin composition put down in writing, wherein, the molecular weight of carbamate (methyl) acrylic ester (C-2) is 400 to 10000.
(IX) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (VI) to (VIII); Wherein, carbamate (methyl) acrylic ester that obtains for the reaction through polyvalent alcohol, polyisocyanates and hydroxyl (methyl) acrylate compounds of carbamate (methyl) acrylic ester (C-2).
(X) above-mentioned (IX) ultraviolet-curing resin composition of being put down in writing, wherein, polyvalent alcohol is polyester polyol or polyether glycol.
(XI) above-mentioned (X) ultraviolet-curing resin composition of being put down in writing, wherein, polyvalent alcohol is a polyether glycol.
(XII) above-mentioned (X) or the ultraviolet-curing resin composition (XI) put down in writing, wherein, the molecular weight of polyester polyol or polyether glycol is 200 to 3000.
(XIII) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (X) to (XII), wherein, polyester polyol is for gathering C2 to C6 aklylene glycol.
(XIV) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (IX) to (XIII), wherein, polyisocyanates is a diisocyanate.
(XV) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (IX) to (XIII), wherein, polyisocyanates is an IPDI.
(XVI) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (IX) to (XIII), wherein, hydroxyl (methyl) acrylate compounds is (methyl) Hydroxyethyl Acrylate.
(XVII) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (VI) to (XVI); Wherein, (methyl) acrylate monomer (C-3) is 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylic ester of caprolactone modification, or C6 to C15 alkyl diol two (methyl) acrylic ester of (gathering) C2 to C4 alkylene oxide modification.
(XVIII) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (VI) to (XVI), wherein, (methyl) acrylate monomer (C-3) is for gathering bisphenol A-type two (methyl) acrylic ester of C2 to C4 alkylene oxide modification.
(XIX) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (I) to (XVIII); Wherein, with respect to the total amount of resin combination, above-mentioned (A) component content is 10 to 95 weight %; Above-mentioned (B) component content is 1 to 10 weight %, and above-mentioned (C) component content is 4 to 89 weight %.
(XX) above-mentioned (XIX) ultraviolet-curing resin composition of being put down in writing, wherein, above-mentioned (A) component content is 20 to 80 weight %, and above-mentioned (C) component content is 10 to 70 weight %.
(XXI) above-mentioned (XIX) ultraviolet-curing resin composition of being put down in writing, wherein, above-mentioned (A) component content is 40 to 80 weight %, and above-mentioned (C) component content is 20 to 60 weight %, (A) component content and (C) component content adds up to 90 to 99 weight %.
(XXII) above-mentioned (XXI) ultraviolet-curing resin composition of being put down in writing, wherein, above-mentioned (A) component content is 50 to 80 weight %, and above-mentioned (C) component content is 20 to 50 weight %.
(XXIII) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (I) to (XXII), wherein, with respect to the total amount of resin combination, the content of carbamate (methyl) acrylic ester (C-2) is greater than 0% and is below the 80 weight %.
(XXIV) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (I) to (XXII), wherein, with respect to the total amount of resin combination, the content of carbamate (methyl) acrylic ester (C-2) is greater than 20 weight % and is below the 60 weight %.
(XXV) above-mentioned (XXIV) ultraviolet-curing resin composition of being put down in writing wherein, as carbamate (methyl) acrylic ester (C-2) of (C) composition, with respect to the total amount of (C) composition, contains 80 to 100 weight %.
(XXVI) each ultraviolet-curing resin composition of putting down in writing in above-mentioned (I) to (XXV) wherein, with respect to the total amount of resin combination, contains adjuvant 0 to 20 weight % arbitrarily.
(XXVII) each CD of putting down in writing is used ultraviolet-curing resin composition in above-mentioned (I) to (XXVI), and wherein, the elastic modulus of the solidfied material after the curing under 25 ℃ is 0.01 to 100MPa.
(XXVIII) above-mentioned (XXVII) CD of being put down in writing is used ultraviolet-curing resin composition, and wherein, the elastic modulus of the solidfied material after the curing under 25 ℃ is 0.01 to 30MPa.
(XXIX) above-mentioned (XXVII) CD of being put down in writing is used ultraviolet-curing resin composition, and wherein, the elastic modulus of the solidfied material after the curing under 25 ℃ is 0.01 to 20MPa.
CD of the present invention is used ultraviolet-curing resin composition, can also can wait operation to remove through filtering snotter as required through said each composition is obtained at normal temperature to 80 a ℃ following mixed dissolution.Consider coating, of the present invention gluing with the preferred match ratio of suitably regulating composition of resin combination etc., preferred 50 to 2000mPas so that the viscosity 25 ℃ under is the scope 30 to 2000mPas, further preferred 80 to 1600mPas.Particularly when one deck of the solidfied material layer of photic zone being made resin combination of the present invention, preferred about 500 to about 1600mPas.
At this,, therefore preferably suitably regulate viscosity according to the thickness that will form because viscosity is difficult to form thin layer when too high.
CD of the present invention is used ultraviolet-curing resin composition, and the photic zone that can be suitable as the laser light incident side of Blu-ray Disc etc. uses with the smears.Particularly, use any means for example spin-coating method, 2P method, rolling method, screen painting method etc. resin combination of the present invention is applied to the resin thickness that makes coating on the optical disc substrate is 1 to 100 μ m, preferred 10 to 100 μ m.Preferably be applied on this contact bed of optical disc substrate of the contact bed that has the organic pigment recording layer and form above that.After the coating, shine the light of ultraviolet near ultraviolet (wavelength about 200 is to about 400nm) and make its curing from one-sided or two sides.Exposure preferably about 50 is to about 1500mJ/cm
2, preferred about 100 to about 1000mJ/cm especially
2When solidifying near ultraviolet light, as long as for shining the lamp of ultraviolet near ultraviolet light, then to not restriction of light source through the irradiation ultraviolet.For example can enumerate: low pressure, high pressure or ultrahigh pressure mercury lamp, metal halid lamp, (pulse) xenon lamp or electrodeless lamp etc.
Photic zone serve as reasons first resin bed that forms on recording layer or the formed above that contact bed and when first resin bed is observed under the situation that second resin bed that forms with recording layer or the opposite face of contact bed side constitutes; Ultraviolet-curing resin composition of the present invention can be suitable for said first resin bed.
In this case, the thickness of said first resin bed is generally 1 μ m to 50 μ m, preferred 5 μ m to 40 μ m, further preferred 10 μ m to 30 μ m.
In addition, the thickness of said second resin bed is generally 50 μ m to 100 μ m, preferred 60 μ m to 95 μ m, further preferred 70 μ m to 90 μ m.
Photic zone (protective seam) is by two-layer when constituting; Formation method as photic zone (protective seam); Particularly, use any means for example spin-coating method, 2P method, rolling method, screen painting method etc. is applied to composition on the optical disc substrate, makes the thickness of the resin that is coated with as first resin bed (resin combination layer of the present invention) be for example 1 μ m to 50 μ m; Preferred 1 to 30 μ m, further preferred 10 to 30 μ m.After the coating, behind the light of one-sided or two sides irradiation ultraviolet near ultraviolet (wavelength about 200 is to about 400nm) and make its curing.Exposure preferably about 50 is to about 1500mJ/cm
2, preferred about 100 to about 1000mJ/cm especially
2After first resin bed solidifies; Use any means photic zone that for example spin-coating method, 2P method, rolling method, screen painting method etc. will be different with resin combination of the present invention to be applied on the optical disc substrate with resin combination; Make thickness be for example 50 μ m to 100 μ m as second resin bed; Preferred 70 to 100 μ m, further preferred 70 to 90 μ m.After the coating, behind the light of one-sided or two sides irradiation ultraviolet near ultraviolet (wavelength about 200 is to about 400nm) and make its curing.Exposure preferably about 50 is to about 1500mJ/cm
2, preferred about 100 to about 1000mJ/cm especially
2In addition, when solidifying near ultraviolet light, as long as for shining the lamp of ultraviolet near ultraviolet light, then to not restriction of light source through the irradiation ultraviolet.For example can enumerate: low pressure, high pressure or ultrahigh pressure mercury lamp, metal halid lamp, (pulse) xenon lamp or electrodeless lamp etc.
In addition, resin combination of the present invention also can form photic zone by solidfied material layer one deck of resin combination of the present invention.Removing and making thickness is 50 μ m to 100 μ m, preferred 70 to 100 μ m, and do not form outside the second layer aspect, the formation of this solidfied material layer also can be carried out according to the formation of the ground floor in the resin combination of the invention described above.
By the photic zone that the solidfied material of resin combination of the present invention forms, good in the penetrability of about 400nm, and be suitable as the photic zone that Blu-ray Disc is used.
At least have through the above-mentioned CD preferred of the present invention that obtains: have the plastic support substrate of the carbonic ester etc. of guiding groove, in the reflection horizon that forms on this guiding groove, at the recording layer that forms on this reflection horizon { inorganic or organic recording layer, preferred organic pigment (being generally azopigment etc.) recording layer }, at the solidfied material layer (photic zone) of the contact bed that forms on this recording layer (dielectric layer), the resin combination of the present invention that on this contact bed, forms.The solidfied material layer (photic zone) of resin combination of the present invention according to circumstances, can form photic zone with the single layer that it is only arranged, and in addition, also can on the solidfied material layer of resin combination of the present invention, also have the solidfied material layer of other photic zone with resin combination.Under the latter's the situation, photic zone is by the solidfied material layer of resin combination of the present invention and other photic zone this two-layer formation of solidfied material layer with resin combination.
About CD of the present invention,, when directly forming the solidfied material layer of resin combination of the present invention, can reach preferred effect of the present invention being formed on the contact bed of recording layer on { preferably containing the recording layer of organic pigment (being generally azopigment etc.) }.
Especially; CD with solidfied material layer of the resin combination of record in the said optimal way (I) to (XXIX); Especially; Jitter value and the jitter value after the long duration test before the Blu-ray Disc with organic pigment recording layer, long duration test all show very good value, also have high reliability during record and in the long-time use under hot and humid condition.
As known in those skilled in the art, the contact bed layer that the containing metal atom mineral compounds such as compound that contain metallic atoms such as Zn form of serving as reasons.
In addition, the recording layer in the CD of the present invention is meant the recording layer that can write through laser light.
The recorded information face of CD substrate of the present invention is provided with recording layer.This recording layer can suitably use existing known recording layer material as used by optical recording medium.For example can enumerate: pigment, amorphous semiconductor, part nitride film, partial oxide film (inoranic membrane) etc.
Optical recording media of the present invention can have a plurality of recording layers, and at this moment, each layer can use same material to form, and also can form by other material of combination in any.Can change optical properties such as transmitance at each layer thus.
As the concrete example of the amorphous semiconductor material of using in the recording layer, for example can enumerate: materials such as SbTe system, GeTe system, GeSbTe system, InSbTe system, AgSbTe system, AgInSbTe system, GeSb system, GeSbSn system, InGeSbTe system, InGeSbSnTe system.Wherein, in order to improve crystallization speed, preferably use the composition as principal ingredient with Sb.In addition, these amorphous semiconductor material can be used a kind of separately, also can use two or more with combination and ratio combination arbitrarily.
As the concrete example of part nitride film, partial oxide film, for example can enumerate: part nitride films such as BiGeN, SnNbN, partial oxide films such as TeOx, BiFOx.
Embodiment
Below, according to embodiment the present invention is described more specifically, but the present invention does not receive any restriction of these embodiment.
Embodiment 1 to 3 and comparative example 1 and 2
With the composition shown in the table 1 each composition is evenly mixed, prepare the ultraviolet-curing resin composition of embodiment 1 to 3, comparative example 1 and 2 thus.
[table 1]
In addition, be described below with each composition that is called for short expression in the table 1.
A-PTMG-65: polytetramethylene glycol diacrylate (Xin Zhong village KCC system, the R of formula (2) is the compound of hydrogen atom, n=9)
ADT-250: polytetramethylene glycol diacrylate (Japan Oil Co's system, the R of formula (2) is the compound of hydrogen atom, n=3)
TPGDA: tripropylene glycol diacrylate (サ one ト マ one corporate system, the compound of formula (3))
FA-124AS:1,4-butanediol diacrylate (Hitachi Chemical Co., Ltd.'s system, the R of formula (2) is the compound of hydrogen atom, n=1)
UA-1: urethane acrylate (urethane acrylate that polytetramethylene glycol (molecular weight 850), IPDI, these three kinds of compositions of acrylic acid 2-hydroxy methacrylate obtain with mol ratio 1:2:2 reaction)
BPE-10: the bisphenol A-type diacrylate of 10 moles of modifications of oxirane (Di-ichi Kogyo Seiyaku Co., Ltd.'s system)
LA-82: methacrylic acid 1,2,2,6,6-pentamethyl-4-piperidyl ester (rising sun electrification Co., Ltd. system)
The PMP:4-mercapto-phenol
Use resulting ultraviolet-curing resin composition of the present invention to make Blu-ray Disc with pigment recording layer through the method for following (i) or (ii) record; And carrying out the recording characteristic evaluation of resulting Blu-ray Disc with following (iii) described method, the result puts down in writing in said table 1.In addition, the elastic modulus of the solidfied material of resin combination of the present invention carries out with following (iv) described method, and the result puts down in writing in said table 1.
(i) use the resin combination of embodiment 1 and 2 to make Blu-ray Disc
(photic zone comprises resin cured matter layer of the present invention and other photic zone with the two-layer Blu-ray Disc with pigment recording layer of resin combination solidfied material layer)
1. on the polycarbonate substrate of the diameter 12cm of guiding groove, thickness 1.1mm, carry out sputter, form the reflection horizon so that silver alloy is the thickness mode of 100nm with track pitch 0.32um.Then, the pigment solution that will in TFP (tetrafluoropropanol) solvent, be dissolved with azopigment formed the pigment recording layer through the spin-coating method coating down in dry 30 minutes at 80 ℃.Again with ZnS-SiO
2(mol ratio 80:20) is that the mode of about 15nm is carried out sputter with thickness, forms contact bed, thereby makes the Blu-ray Disc substrate.
2. be that last mode is carried and put on the universal stage with the Blu-ray Disc substrate with contact bed, carry out circular cap rock and handle and make internal diameter cover 11.5mm, then 2.0g ultraviolet-curing resin composition of the present invention is supplied on the cap rock of central part.
3. with reference to the viscosity of ultraviolet-curing resin composition of the present invention, with the velocity range spin coating 4 seconds to 7 seconds of 1000rpm to 1500rpm and the mode that respectively is coated with thickness 25 μ m is coated with.Carry out twice xenon flash lamp irradiation when spin coating will finish, make it be cured to the no mobile degree in surface.
4. use high-pressure sodium lamp, from upside with 400mJ/cm
2Shone 3 seconds, and made ultraviolet-curing resin composition full solidification of the present invention.
5. be that last mode is carried and put on the universal stage with the ultraviolet-curing resin composition of the present invention after solidifying; Carry out circular cap rock processing and make internal diameter cover 11.5mm, then 3.0gBRD-864 (Japanese chemical drug (Co., Ltd.) system Blu-ray Disc is used resin with photic zone) is supplied on the cap rock of central part.
6. with the velocity range spin coating 4 seconds to 7 seconds of 1500rpm and make and be coated with thickness 75 μ m modes and be coated with.Carry out twice xenon flash lamp irradiation when spin coating will finish, make it be cured to the no mobile degree in surface.
7. use high-pressure sodium lamp, from upside with 400mJ/cm
2Shone for 3 seconds, make the BRD-864 full solidification, thereby make Blu-ray Disc of the present invention.
(ii) use the resin combination of embodiment 3 to make Blu-ray Disc
(photic zone comprises the Blu-ray Disc with pigment recording layer of independent resin cured matter layer of the present invention)
1. on the polycarbonate substrate of the diameter 12cm of guiding groove, thickness 1.1mm, carry out sputter, form the reflection horizon so that silver alloy is the thickness mode of 100nm with track pitch 0.32um.Then, the pigment solution that will in TFP (tetrafluoropropanol) solvent, be dissolved with azopigment formed the pigment recording layer through the spin-coating method coating down in dry 30 minutes at 80 ℃.Again with ZnS-SiO
2(mol ratio 80:20) is that the mode of about 15nm is carried out sputter with thickness, forms contact bed, thereby makes the Blu-ray Disc substrate.
2. be that last mode is carried and put on the universal stage with the Blu-ray Disc substrate with contact bed, carry out circular cap rock and handle and make internal diameter cover 11.5mm, then 2.0g ultraviolet-curing resin composition of the present invention is supplied on the cap rock of central part.
3. with reference to the viscosity of ultraviolet-curing resin composition of the present invention, thickness is that the mode of 100 μ m is coated with the velocity range spin coating 4 seconds to 7 seconds of 800rpm to 1300rpm and after making the curing that is coated with thickness.Carry out twice xenon flash lamp irradiation when spin coating will finish, make it be cured to the no mobile degree in surface.
4. use high-pressure sodium lamp, from upside with 400mJ/cm
2Shone 3 seconds, and made ultraviolet-curing resin composition full solidification of the present invention.
The (iii) tracer signal characteristic before and after the endurancing of Blu-ray Disc
CD of the present invention under 80 ℃, 85%RH environment, was placed 250 hours.Use the ODU-1000 of Blu-ray Disc information signal determinator パ Le ス テ Star Network manufactured; On-line velocity 4.92m/s; Regenerating power 0.30mW, recording power 6.0mW carries out record under T continuous recording (1T length=0.08 μ m) condition; Measure the tracer signal characteristic (jitter value) of the Blu-ray Disc of endurancing front and back, and estimate with following benchmark.Jitter value is one of electric signal of CD, and their numerical value is high more, and the signal data of expression Blu-ray Disc is poor more, is that 10% reading and writing data when above is difficult.
The evaluation of jitter value
Zero jitter value is lower than 10.0%.
The X jitter value is more than 10.0%.
The Determination of Modulus of resin cured matter layer (iv) of the present invention
Elastic modulus is according to measuring based on the determination of viscoelasticity method of JIS K 7244-5.That is, use resin combination of the present invention to form as the mode of 1mm and film, use Fusion lamp D bulb, at 1J/cm with the thickness after solidifying
2The accumulation light quantity under it is solidified after, make the sample strip of length 5cm, width 1cm, thickness 1mm size, and measure through the determination of viscoelasticity device DMS 6100 of エ ス ア イ ア イ Na ノ テ Network ノ ロ ジ one manufactured.Be determined under the beam mode and carry out, and at amplitude load 10mN, frequency 1Hz measures in-50 ℃ to 200 ℃ scope under the condition of 2 ℃/minute programming rate.
(the v) mensuration of the transmission of blue light (light of about 400nm)
Use the resin combination that obtains in the foregoing description 1 to 3; Thickness after making is solidified is each sample that the light transmission measurement of 100 μ m is used, and uses spectrophotometer (U-3310, new and high technology Co., Ltd. of Hitachi system); Measure the absorbance of the light of 405nm in each sample, obtain the optical transmission degree.Penetrability in any sample is all more than 85%.
Result by table 1 can know, contains the embodiment 1 and 2 resin combination of the present invention of (methyl) acrylic ester of the structure of (1) expression that has general formula, can obtain good tracer signal characteristic in the endurancing front and back.On the other hand, comparative example 1 and the R that contains formula (2) that contains the compound of formula (3) is that the comparative example 2 of the compound of hydrogen atom, n=1 can't obtain good tracer signal characteristic before and after endurancing.
Industrial applicability
When resin combination of the present invention uses with resin combination as the photic zone of CD; Because resulting solidfied material layer is good at the photopermeability of about 400nm of blue light; And the tracer signal characteristic good of resulting CD, permanance is also good, therefore; Resin combination of the present invention and CD of the present invention, particularly have the CD of organic pigment recording layer, useful in the manufacturing of CDs such as Blu-ray Disc.
Claims (15)
1. CD; It has the solidfied material layer and the recording layer of ultraviolet-curing resin composition; Said ultraviolet-curing resin composition contains: (A) have formula (1) expression structure (methyl) acrylic ester (wherein; Do not comprise butylene glycol (methyl) acrylic ester), (B) Photoepolymerizationinitiater initiater and (C) above-mentioned (A) (methyl) acrylic ester in addition
In the formula, n representes 1 to 30 integer.
2. the CD with recording layer is used ultraviolet-curing resin composition; Wherein, Contain: (A) have formula (1) expression structure (methyl) acrylic ester (wherein; Do not comprise butylene glycol (methyl) acrylic ester), (B) Photoepolymerizationinitiater initiater and (C) above-mentioned (A) (methyl) acrylic ester in addition
In the formula, n representes 1 to 30 integer.
3. CD as claimed in claim 2 is used ultraviolet-curing resin composition; Wherein, (A) (methyl) acrylic ester (wherein, not comprising butylene glycol (methyl) acrylic ester) of structure that has general formula (1) expression is for gathering (tetramethylene glycol) two (methyl) acrylic ester or gathering (C2 or C3 aklylene glycol-tetramethylene glycol) two (methyl) acrylic ester.
4. CD as claimed in claim 2 is used ultraviolet-curing resin composition, and wherein, said (methyl) acrylic ester (A) is (methyl) acrylic ester with structure of formula (2) expression,
In the formula, R representes hydrogen atom or methyl, and n representes 2 to 10 integer.
5. CD as claimed in claim 2 is used ultraviolet-curing resin composition, wherein, with respect to composition in its entirety, contains said (methyl) acrylic ester (A) of 20 to 95 weight %.
6. CD as claimed in claim 2 is used ultraviolet-curing resin composition; Wherein, (A) in addition (methyl) acrylic ester (C) for being selected from by epoxy (methyl) acrylic ester (C-1), carbamate (methyl) acrylic ester (C-2) and said (A), (C-1) and (C-2) at least a in the group formed of in addition (methyl) acrylate monomer (C-3).
7. CD as claimed in claim 2 is used ultraviolet-curing resin composition; Wherein, (A) in addition (methyl) acrylic ester (C) does, any one in the urethane acrylate that polyester polyol or polyether glycol and polyisocyanates and 2-Hydroxy ethyl acrylate reaction obtain or the bisphenol A-type diacrylate of polyethylene oxide modification or both.
8. CD as claimed in claim 2 is used ultraviolet-curing resin composition; Wherein, with respect to composition in its entirety, said (methyl) acrylic ester (A) is 20 to 95 weight %; (B) content of Photoepolymerizationinitiater initiater is 1 to 10 weight %, and all the other are (A) (methyl) acrylic ester (C) in addition.
9. CD as claimed in claim 2 is used ultraviolet-curing resin composition, and wherein, the elastic modulus of the solidfied material after the curing under 25 ℃ is 0.01 to 100MPa.
10. a solidfied material obtains through each described ultraviolet-curing resin composition in the claim 2 to 9 is shone active energy beam.
11. the manufacturing approach of the described CD of claim 1; It is characterized in that; Each described ultraviolet-curing resin composition in the coating claim 2 to 9 on having the optical disc substrate of recording layer; And the irradiation active energy beam, thereby on this optical disc substrate, form the solidfied material layer of this resin combination.
12. each described ultraviolet-curing resin composition is used to form the euphotic purposes in the CD with recording layer in the claim 2 to 9.
13. CD as claimed in claim 1 wherein, has the organic pigment recording layer.
14. like each described ultraviolet-curing resin composition in the claim 2 to 9, wherein, CD is the CD with organic pigment recording layer.
15. like each described ultraviolet-curing resin composition in the claim 2 to 9 and 14; Wherein, With respect to the total amount of resin combination, contain carbamate (methyl) acrylic ester (C-2) as said (A) (methyl) acrylic ester (C) in addition with 20 to 60 weight %.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010069225 | 2010-03-25 | ||
| JP2010-069225 | 2010-03-25 | ||
| PCT/JP2011/001604 WO2011118174A1 (en) | 2010-03-25 | 2011-03-18 | Optical disc, ultraviolet-ray curing-type resin composite therefor, hardened material and article |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102822895A true CN102822895A (en) | 2012-12-12 |
| CN102822895B CN102822895B (en) | 2016-06-29 |
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| CN201180015577.4A Expired - Fee Related CN102822895B (en) | 2010-03-25 | 2011-03-18 | CD and this CD ultraviolet-curing resin composition, solidfied material and article |
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| Country | Link |
|---|---|
| JP (1) | JP5054843B2 (en) |
| CN (1) | CN102822895B (en) |
| SG (1) | SG184054A1 (en) |
| TW (1) | TWI546803B (en) |
| WO (1) | WO2011118174A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1531726A (en) * | 2001-05-17 | 2004-09-22 | �ձ���ҩ��ʽ���� | Adhesive for optical disk and optical disk |
| CN101064141A (en) * | 2006-04-25 | 2007-10-31 | 日本胜利株式会社 | Optical storage medium |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP4756606B2 (en) * | 2006-04-25 | 2011-08-24 | ビクターアドバンストメディア株式会社 | Optical recording medium |
| JP2008059730A (en) * | 2006-09-04 | 2008-03-13 | Matsushita Electric Ind Co Ltd | Cured product and method for producing the same, optical recording medium and method for producing the same |
-
2011
- 2011-03-18 JP JP2011546459A patent/JP5054843B2/en not_active Expired - Fee Related
- 2011-03-18 CN CN201180015577.4A patent/CN102822895B/en not_active Expired - Fee Related
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- 2011-03-18 WO PCT/JP2011/001604 patent/WO2011118174A1/en active Application Filing
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1531726A (en) * | 2001-05-17 | 2004-09-22 | �ձ���ҩ��ʽ���� | Adhesive for optical disk and optical disk |
| CN101064141A (en) * | 2006-04-25 | 2007-10-31 | 日本胜利株式会社 | Optical storage medium |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011118174A1 (en) | 2011-09-29 |
| TWI546803B (en) | 2016-08-21 |
| JP5054843B2 (en) | 2012-10-24 |
| TW201212022A (en) | 2012-03-16 |
| JPWO2011118174A1 (en) | 2013-07-04 |
| SG184054A1 (en) | 2012-10-30 |
| CN102822895B (en) | 2016-06-29 |
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