TW201250386A - Energy ray-curable resin composition for optical lens sheet and cured product thereof, and the optical lens sheet - Google Patents
Energy ray-curable resin composition for optical lens sheet and cured product thereof, and the optical lens sheet Download PDFInfo
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- TW201250386A TW201250386A TW101116806A TW101116806A TW201250386A TW 201250386 A TW201250386 A TW 201250386A TW 101116806 A TW101116806 A TW 101116806A TW 101116806 A TW101116806 A TW 101116806A TW 201250386 A TW201250386 A TW 201250386A
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- Prior art keywords
- acrylate
- meth
- resin composition
- parts
- energy ray
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims abstract description 66
- 230000003287 optical effect Effects 0.000 title claims abstract description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 118
- 239000000758 substrate Substances 0.000 claims abstract description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 16
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims abstract description 9
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003999 initiator Substances 0.000 claims abstract description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- -1 amine decyl acrylate Chemical class 0.000 claims description 73
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims description 21
- 229920005989 resin Polymers 0.000 claims description 19
- 239000011347 resin Substances 0.000 claims description 19
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 14
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 11
- 235000010292 orthophenyl phenol Nutrition 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 9
- 239000005056 polyisocyanate Substances 0.000 claims description 9
- 229920001228 polyisocyanate Polymers 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 7
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical group CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 6
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 claims description 5
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 3
- KCPLWWMMVXVWEO-UHFFFAOYSA-N 1h-inden-1-yl prop-2-enoate Chemical compound C1=CC=C2C(OC(=O)C=C)C=CC2=C1 KCPLWWMMVXVWEO-UHFFFAOYSA-N 0.000 claims description 2
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims 2
- XTBMLAUOYNOIMZ-UHFFFAOYSA-N (2-phenylphenyl) 2-ethoxyprop-2-enoate Chemical compound C(C)OC(C(=O)OC1=C(C=CC=C1)C1=CC=CC=C1)=C XTBMLAUOYNOIMZ-UHFFFAOYSA-N 0.000 claims 1
- YSJCWBGUYPEPFZ-UHFFFAOYSA-N C(C=1C(C(=O)O)=CC=CC1)(=O)OCC.C(C=C)(=O)O Chemical compound C(C=1C(C(=O)O)=CC=CC1)(=O)OCC.C(C=C)(=O)O YSJCWBGUYPEPFZ-UHFFFAOYSA-N 0.000 claims 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical group CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 1
- WZESLRDFSNLECD-UHFFFAOYSA-N phenyl prop-2-eneperoxoate Chemical compound C=CC(=O)OOC1=CC=CC=C1 WZESLRDFSNLECD-UHFFFAOYSA-N 0.000 claims 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract description 21
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract description 3
- 238000005299 abrasion Methods 0.000 abstract description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 abstract 1
- 230000003678 scratch resistant effect Effects 0.000 abstract 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical group OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 abstract 1
- 239000010408 film Substances 0.000 description 17
- IBPADELTPKRSCQ-UHFFFAOYSA-N 9h-fluoren-1-yl prop-2-enoate Chemical compound C1C2=CC=CC=C2C2=C1C(OC(=O)C=C)=CC=C2 IBPADELTPKRSCQ-UHFFFAOYSA-N 0.000 description 15
- 239000004615 ingredient Substances 0.000 description 15
- 238000011156 evaluation Methods 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000000052 vinegar Substances 0.000 description 12
- 235000021419 vinegar Nutrition 0.000 description 12
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical class OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 8
- 229920001610 polycaprolactone Polymers 0.000 description 8
- 239000004632 polycaprolactone Substances 0.000 description 8
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 7
- BGKZULDOBMANRY-UHFFFAOYSA-N sulfanyl prop-2-enoate Chemical compound SOC(=O)C=C BGKZULDOBMANRY-UHFFFAOYSA-N 0.000 description 7
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- 229910052707 ruthenium Inorganic materials 0.000 description 6
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 125000004386 diacrylate group Chemical group 0.000 description 5
- 239000003822 epoxy resin Substances 0.000 description 5
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 5
- 229910052753 mercury Inorganic materials 0.000 description 5
- 239000012788 optical film Substances 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 229920000647 polyepoxide Polymers 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 4
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 4
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 244000028419 Styrax benzoin Species 0.000 description 4
- 235000000126 Styrax benzoin Nutrition 0.000 description 4
- 235000008411 Sumatra benzointree Nutrition 0.000 description 4
- 229960002130 benzoin Drugs 0.000 description 4
- 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 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 235000019382 gum benzoic Nutrition 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- CFGGNXFNDNQZKD-UHFFFAOYSA-N 2-(9H-fluoren-1-yl)prop-2-enoic acid Chemical compound C1C2=CC=CC=C2C2=C1C(C(=C)C(=O)O)=CC=C2 CFGGNXFNDNQZKD-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000009792 diffusion process Methods 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 description 3
- 229910052715 tantalum Inorganic materials 0.000 description 3
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 3
- GIMQKKFOOYOQGB-UHFFFAOYSA-N 2,2-diethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)(OCC)C(=O)C1=CC=CC=C1 GIMQKKFOOYOQGB-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- PSFBLJDGABVAIX-UHFFFAOYSA-N C(C=C)(=O)OC1=CC=CC=2C3=CC=CC=C3CC12.C(CCCCCCCC)C1=C(C=CC=C1)O Chemical class C(C=C)(=O)OC1=CC=CC=2C3=CC=CC=C3CC12.C(CCCCCCCC)C1=C(C=CC=C1)O PSFBLJDGABVAIX-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-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
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical group OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000005567 fluorenylene group Chemical group 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 2
- CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005990 polystyrene resin Polymers 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- BFDRQZUBFIOWOF-UHFFFAOYSA-N tridecane-1,1,1-triol Chemical class CCCCCCCCCCCCC(O)(O)O BFDRQZUBFIOWOF-UHFFFAOYSA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- DKZFIPFKXAGEBP-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) benzoate Chemical compound OCC(C)(C)COC(=O)C1=CC=CC=C1 DKZFIPFKXAGEBP-UHFFFAOYSA-N 0.000 description 1
- NNNLYDWXTKOQQX-UHFFFAOYSA-N 1,1-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OC(CC)(OC(=O)C=C)OC(=O)C=C NNNLYDWXTKOQQX-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- ILBBNQMSDGAAPF-UHFFFAOYSA-N 1-(6-hydroxy-6-methylcyclohexa-2,4-dien-1-yl)propan-1-one Chemical compound CCC(=O)C1C=CC=CC1(C)O ILBBNQMSDGAAPF-UHFFFAOYSA-N 0.000 description 1
- NKVCQMYWYHDOOF-UHFFFAOYSA-N 1-phenoxyethane-1,2-diol Chemical compound OCC(O)OC1=CC=CC=C1 NKVCQMYWYHDOOF-UHFFFAOYSA-N 0.000 description 1
- JTWYBJNQPNLQNL-UHFFFAOYSA-N 1h-inden-1-yl propanoate Chemical compound C1=CC=C2C(OC(=O)CC)C=CC2=C1 JTWYBJNQPNLQNL-UHFFFAOYSA-N 0.000 description 1
- CERJZAHSUZVMCH-UHFFFAOYSA-N 2,2-dichloro-1-phenylethanone Chemical compound ClC(Cl)C(=O)C1=CC=CC=C1 CERJZAHSUZVMCH-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- HBZHNVUMFPGVHW-UHFFFAOYSA-N 2-chloro-1h-indole Chemical compound C1=CC=C2NC(Cl)=CC2=C1 HBZHNVUMFPGVHW-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- BSMGLVDZZMBWQB-UHFFFAOYSA-N 2-methyl-1-phenylpropan-1-one Chemical compound CC(C)C(=O)C1=CC=CC=C1 BSMGLVDZZMBWQB-UHFFFAOYSA-N 0.000 description 1
- VFBREPODMPKTCC-UHFFFAOYSA-N 2-tert-butyl-9h-fluorene Chemical compound C1=CC=C2C3=CC=C(C(C)(C)C)C=C3CC2=C1 VFBREPODMPKTCC-UHFFFAOYSA-N 0.000 description 1
- VBOZFTYRQDFTKX-UHFFFAOYSA-N 3-methylbutane-1,1-diol Chemical compound CC(C)CC(O)O VBOZFTYRQDFTKX-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
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- LPJXOVKIDNAFRJ-UHFFFAOYSA-L C(C=C)(=O)[O-].C1(=CC=CC=2C3=CC=CC=C3CC12)[Ru+2].C(C=C)(=O)[O-] Chemical compound C(C=C)(=O)[O-].C1(=CC=CC=2C3=CC=CC=C3CC12)[Ru+2].C(C=C)(=O)[O-] LPJXOVKIDNAFRJ-UHFFFAOYSA-L 0.000 description 1
- OAYDYLJZVNFEES-UHFFFAOYSA-N C(CO)O.C(CC)(=O)OC Chemical compound C(CO)O.C(CC)(=O)OC OAYDYLJZVNFEES-UHFFFAOYSA-N 0.000 description 1
- YRPDDMFHZUEIQR-UHFFFAOYSA-N CC1=CC(C)=C(C=C(C=CC=C2[PH2]=O)C2=CC2=C(C)C=C(C)C=C2C)C(C)=C1 Chemical compound CC1=CC(C)=C(C=C(C=CC=C2[PH2]=O)C2=CC2=C(C)C=C(C)C=C2C)C(C)=C1 YRPDDMFHZUEIQR-UHFFFAOYSA-N 0.000 description 1
- SQLGLORWWOXUCD-UHFFFAOYSA-N CCC(=O)C1C=CC=CC1(O)S Chemical compound CCC(=O)C1C=CC=CC1(O)S SQLGLORWWOXUCD-UHFFFAOYSA-N 0.000 description 1
- DGPHMWKZJDYZSN-UHFFFAOYSA-N CCCCCCCCCC(C1=CC=CC=C1)C1=CC=CC=C1.N=C=O.N=C=O Chemical class CCCCCCCCCC(C1=CC=CC=C1)C1=CC=CC=C1.N=C=O.N=C=O DGPHMWKZJDYZSN-UHFFFAOYSA-N 0.000 description 1
- SBQJBVPWOBGEMP-UHFFFAOYSA-N CCCCCCCCCC(C1CCCCC1)C1CCCCC1.N=C=O.N=C=O Chemical compound CCCCCCCCCC(C1CCCCC1)C1CCCCC1.N=C=O.N=C=O SBQJBVPWOBGEMP-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229920002319 Poly(methyl acrylate) Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- VCFFZAQQHCLMNH-UHFFFAOYSA-N [3-(6-prop-2-enoyloxyhexanoyloxy)-2-[[3-(6-prop-2-enoyloxyhexanoyloxy)-2,2-bis(6-prop-2-enoyloxyhexanoyloxymethyl)propoxy]methyl]-2-(6-prop-2-enoyloxyhexanoyloxymethyl)propyl] 6-prop-2-enoyloxyhexanoate Chemical compound C=CC(=O)OCCCCCC(=O)OCC(COC(=O)CCCCCOC(=O)C=C)(COC(=O)CCCCCOC(=O)C=C)COCC(COC(=O)CCCCCOC(=O)C=C)(COC(=O)CCCCCOC(=O)C=C)COC(=O)CCCCCOC(=O)C=C VCFFZAQQHCLMNH-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229940059260 amidate Drugs 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- GESZVMPEQDXHHX-UHFFFAOYSA-N benzene-1,2-dicarbonyl isocyanate Chemical class O=C=NC(=O)C1=CC=CC=C1C(=O)N=C=O GESZVMPEQDXHHX-UHFFFAOYSA-N 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- DKQVJMREABFYNT-UHFFFAOYSA-N ethene Chemical group C=C.C=C DKQVJMREABFYNT-UHFFFAOYSA-N 0.000 description 1
- QPMJENKZJUFOON-PLNGDYQASA-N ethyl (z)-3-chloro-2-cyano-4,4,4-trifluorobut-2-enoate Chemical compound CCOC(=O)C(\C#N)=C(/Cl)C(F)(F)F QPMJENKZJUFOON-PLNGDYQASA-N 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- JOXVFLZWHLAZIM-UHFFFAOYSA-N ethyl prop-2-eneperoxoate;2-phenylphenol Chemical compound CCOOC(=O)C=C.OC1=CC=CC=C1C1=CC=CC=C1 JOXVFLZWHLAZIM-UHFFFAOYSA-N 0.000 description 1
- WHRIKZCFRVTHJH-UHFFFAOYSA-N ethylhydrazine Chemical compound CCNN WHRIKZCFRVTHJH-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-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
- YVZACCLFRNQBNO-UHFFFAOYSA-N pentylhydrazine Chemical compound CCCCCNN YVZACCLFRNQBNO-UHFFFAOYSA-N 0.000 description 1
- FHHJDRFHHWUPDG-UHFFFAOYSA-N peroxysulfuric acid Chemical compound OOS(O)(=O)=O FHHJDRFHHWUPDG-UHFFFAOYSA-N 0.000 description 1
- ZFACJPAPCXRZMQ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O.OC(=O)C1=CC=CC=C1C(O)=O ZFACJPAPCXRZMQ-UHFFFAOYSA-N 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- DHGFMVMDBNLMKT-UHFFFAOYSA-N propyl 3-oxobutanoate Chemical compound CCCOC(=O)CC(C)=O DHGFMVMDBNLMKT-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- RSPCKAHMRANGJZ-UHFFFAOYSA-N thiohydroxylamine Chemical compound SN RSPCKAHMRANGJZ-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
- Optical Elements Other Than Lenses (AREA)
- Liquid Crystal (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
201250386 六、發明說明： 【發明所屬之技術領域】 紫外線硬化型樹脂組成物係使用於液晶顯示裝置之背 光所使用之棱鏡透鏡膜片、投影電視等所使用之夫瑞奈 (Fresnel)透鏡、柱狀透鏡（lenticular lens)等基材上成 形之光學透鏡膜片、穿透型螢幕等。 【先前技術】 該等光學透鏡膜片因近年降低成本之要求提高故有減 少光學膜片的片數之傾向，並也要求與以往未直接接觸之 其他光學膜片接觸時的耐久性（也稱為耐擦傷性、耐刮性等） 為南水準。 樹脂層本身具有耐久性者，專利文獻i中，藉由使用 丙稀酸當量小之材料而展現耐久性，但含有㈣酸當量小 之材料之樹脂組成物其捲曲性有變強之傾向，作為光學膜 片並不佳。此外，測試丙_當量小之材料是否表現耐久 :時丄：硬化膜係硬且脆，特別是與含有有機或無機填充 物之光學膜片接觸時，會有容易留下傷痕之問題。 ^讀2巾提出㈣重魏合計為0至8之環氧乙 烧改i之一（甲基）丙稀酸酉旨、且古9 丙烯酿基之化合物、具有】個芳有杏^個芳香環及1個（甲基） :基及具有3個以上(甲基)丙輯之化合 八之有乙烯性不飽和基之化合物作為任意成 於作為光學透鏡用樹脂。經重複 數以為〇至8之環氧乙妓f之二 324097 5 201250386 擦傷性（耐刮性）不佳’不適用於要求耐擦傷性（耐刮性）之 情況。此係因環氧烷改質若短雖會變硬，但同時也會變脆。 此外，專利文獻2之實施例中僅使用硫化物骨架之二丙烯 酸酯，但一般若使用含有硫原子之樹脂，雖然則折射率會 有上昇之傾向，但臭氣過強，此外，已知耐光性也會明顯 變差。因此，近年之光學透鏡膜片用樹脂組成物有使用上 的問題。 如以上般，無法獲得兼具一般光學透鏡膜片所求特性 之高透光率、模具離型性、基材密著性以及高耐久性之樹 脂組成物。 [先前技術文獻] (專利文獻） 專利文獻1 :日本特開2010-126670公報 專利文獻2 :專利第4457960號公報 【發明内容】 (發明欲解決之課題） 本發明之目的係提供適合柱狀透鏡、稜鏡透鏡，微透 鏡等在基材上成形的光學透鏡膜片用之樹脂組成物，及透 光率、模具離型性優異且耐久性（耐擦傷性、耐刮性）高之 硬化物。 (解決課題之手段） 本發明者們為了解決前述課題而深入研究，結果發現 具有特定組成之紫外線硬化性樹脂組成物及其硬化物可解 決則述課遞’而完成本發明。 324097201250386 VI. Description of the Invention: [Technical Field] The ultraviolet curable resin composition is a prism lens used for backlighting of a liquid crystal display device, a Fresnel lens used for a projection television, and the like. An optical lens film formed on a substrate such as a lenticular lens, a transmissive screen, or the like. [Prior Art] These optical lens diaphragms have a tendency to reduce the number of optical films due to the increase in cost reduction in recent years, and also require durability when contacted with other optical films that have not been in direct contact with each other (also called For the abrasion resistance, scratch resistance, etc.) is the southern standard. The resin layer itself has durability, and in Patent Document i, durability is exhibited by using a material having a small acrylic acid equivalent, but a resin composition containing a material having a small acid equivalent () has a tendency to become curled. Optical films are not good. In addition, it is tested whether the material having a small amount of c-equivalent is durable: when the cured film is hard and brittle, especially when it comes into contact with an optical film containing an organic or inorganic filler, there is a problem that scratches are likely to be left. ^ Read 2 towel proposed (4) Heavy-duty total of 0 to 8 of Ethylene Ethylene to change one of the (methyl) acrylate acid, and the ancient 9 propylene brewing compound, with a fragrant apricot ^ aroma The ring and one (meth) group and a compound having an ethylenically unsaturated group having three or more (meth) propyl groups are optionally used as the resin for optical lenses. It is repeated that the number of epoxy oxime f to 8 is 324097 5 201250386 The scratch resistance (scratch resistance) is not suitable for the case where scratch resistance (scratch resistance) is required. This is because the alkylene oxide is hardened if it is modified, but it also becomes brittle. Further, in the examples of Patent Document 2, only the disulfide ester of the sulfide skeleton is used. However, when a resin containing a sulfur atom is used, the refractive index tends to increase, but the odor is too strong, and further, light resistance is known. Sex will also be significantly worse. Therefore, there has been a problem in use of the resin composition for optical lens diaphragms in recent years. As described above, it is not possible to obtain a resin composition having high light transmittance, mold release property, substrate adhesion, and high durability which are properties of a general optical lens sheet. [Prior Art Document] (Patent Document) Patent Document 1: Japanese Laid-Open Patent Publication No. 2010-126670 (Patent Document 2) Patent No. 4457960 (Invention) The object of the present invention is to provide a lenticular lens. A resin composition for an optical lens film formed on a substrate such as a 稜鏡 lens or a microlens, and a cured product having excellent light transmittance and mold release property and high durability (scratch resistance and scratch resistance). . (Means for Solving the Problem) The present inventors have intensively studied in order to solve the above problems, and as a result, have found that the ultraviolet curable resin composition having a specific composition and the cured product thereof can be solved by the above-described teachings. 324097
S 201250386 亦即，本發明係如下述： (1) 一種在基材上成形之光學透鏡膜片用能量線硬化型 樹脂組成物，其含有下述通式（1)所表示之聚環氧乙烷 改質雙酚A型二（曱基）丙烯酸酯（A) 30至70質量份、 具有二苯醚構造之單（曱基）丙烯酸酯（B)3至50質量 份、具有3個以上之（甲基）丙烯醯基且經己内酯 (caprolactone)或環氧乙院改質之多官能（曱基）丙烯 酸酯（C)3至20質量份、具有丁二醇（tetramethylene glycol)構造之胺曱酸乙酯（甲基）丙烯酸酯寡聚物 (D)3至20質量份、及光聚合起始劑（E)l至10質量 份。S 201250386 In other words, the present invention is as follows: (1) An energy ray-curable resin composition for an optical lens film formed on a substrate, which comprises a polyepoxy resin represented by the following formula (1) Alkyl modified bisphenol A type bis(indenyl) acrylate (A) 30 to 70 parts by mass, mono(indenyl) acrylate (B) having a diphenyl ether structure, 3 to 50 parts by mass, and 3 or more a (meth)acrylonitrile group and a polyfunctional (fluorenyl) acrylate (C) modified with caprolactone or epoxy oxime (C) 3 to 20 parts by mass, having a tetramethylene glycol structure The amine amidate (meth) acrylate oligomer (D) is 3 to 20 parts by mass, and the photopolymerization initiator (E) is 1 to 10 parts by mass.
(式中，Ri、R2分別獨立地表示氫原子或曱基，m及η 為重複數並分別獨立表示5至10之正數） (2)如（1)所記載之能量線硬化型樹脂組成物，其中，具 有二苯醚構造之（曱基）丙烯酸酯（Β)係由苯氧基乙基 (曱基）丙烯酸酯、苯氧基（甲基）聚乙氧基丙烯酸酯、 鄰苯基苯酚（甲基）丙烯酸酯、鄰苯基苯酚（〇-phenyl phenol)單乙氧基（甲基）丙烯酸酯、鄰苯基笨酚聚乙 氧基（曱基）丙烯酸酯、對苯基苯酚（甲基）丙烯酸酯、 對苯基苯酚單乙氧基（曱基）丙烯酸酯、對苯基苯酚聚 乙氧基（曱基）丙烯酸酯所成群組選出之1種以上者。 324097 7 201250386 (3) 如（1)所記載之能量線硬化型樹脂組成物，其中，具 有丁二醇構造之胺甲酸乙酯（甲基）丙烯酸酯寡聚物 (D)為使分子量500至1〇〇〇之二醇化合物、聚異氰酸 酯化合物、含有羥基之（曱基）丙烯酸酯反應所得之胺 曱酸乙酯（曱基）丙烯酸酯寡聚物。 (4) 如（1)至（3)任一項所記载之能量線硬化型樹脂組成 物，其中，聚異氰酸酯化合物具有環構造。 (5) 如（1)至（4)任一項所記載之能量線硬化型樹脂組成 物’其中，以E型黏度計在25°C測定之黏度為2000mPa • s以下 (6) —種硬化物，其係將如（1)至（5)任一項所述之能量線 硬化型樹脂組成物以能量線照射使硬化而得者。 (7) —種光學透鏡膜片，其具有如（6)所述之硬化物。 (發明之效果） 本發明樹脂組成物其安疋性佳，且由模具之離型性、 模型再現性、與基材薄膜之密著性佳。此外，耐久性（财擦 傷性、耐刮性）優異。因此特別適合柱狀透鏡、稜鏡透鏡、 微透鏡等在基材上成形之光學透鏡膜片。 【實施方式】 本發明中所使用之重複數合計（前述通式（1)中的m + η)為10至20之聚環氧乙烷改質雙型二（曱基）丙烯酸 酯（A)有提升硬化物之紂擦傷性（耐刮性）之作用。重複數合 計在10至20以外，則雖然硬，但會變成脆的硬化物。具 體例可舉出乙氧基10莫尊改質雙酚A二（曱基）丙烯酸酯、 324097(In the formula, Ri and R2 each independently represent a hydrogen atom or a fluorenyl group, and m and η are repeating numbers and each independently represent a positive number of 5 to 10) (2) The energy ray-curable resin composition as described in (1) Among them, the (fluorenyl) acrylate having a diphenyl ether structure is composed of phenoxyethyl (mercapto) acrylate, phenoxy (methyl) polyethoxy acrylate, o-phenylphenol (Meth) acrylate, o-phenyl phenol monoethoxy (meth) acrylate, o-phenyl phenol polyethoxy (fluorenyl) acrylate, p-phenyl phenol (A) One or more selected from the group consisting of acrylate, p-phenylphenol monoethoxy(fluorenyl) acrylate, and p-phenylphenol polyethoxy(fluorenyl) acrylate. (3) The energy ray-curable resin composition according to (1), wherein the urethane (meth) acrylate oligomer (D) having a butylene glycol structure has a molecular weight of 500 to 510 Å An amine oxime (meth) acrylate oligomer obtained by reacting a diol compound, a polyisocyanate compound, or a hydroxyl group-containing (mercapto) acrylate. (4) The energy ray-curable resin composition according to any one of (1) to (3) wherein the polyisocyanate compound has a ring structure. (5) The energy ray-curable resin composition as described in any one of (1) to (4) wherein the viscosity measured at 25 ° C by an E-type viscosity meter is 2000 mPa·s or less (6) The energy ray-curable resin composition according to any one of (1) to (5), which is obtained by irradiation with an energy ray and hardened. (7) An optical lens film having the cured product as described in (6). (Effects of the Invention) The resin composition of the present invention has excellent ampoule properties, and is excellent in mold release property, mold reproducibility, and adhesion to a base film. Further, it is excellent in durability (deterioration and scratch resistance). Therefore, it is particularly suitable for an optical lens diaphragm formed on a substrate such as a lenticular lens, a 稜鏡 lens, or a microlens. [Embodiment] The total number of repeats used in the present invention (m + η in the above formula (1)) is a polyethylene oxide modified di-type bis(indenyl) acrylate (A) of 10 to 20 It has the effect of improving the scratch resistance (scratch resistance) of the hardened material. The total number of repetitions is from 10 to 20, and although it is hard, it becomes a brittle hardened material. Specific examples include ethoxy 10 mo-modified bisphenol A bis(indenyl) acrylate, 324097
S 8 201250386 乙氧基18莫耳改質雙酚A二（曱基）丙烯酸酯、乙氧基20 莫耳改質雙酚A二（甲基）丙烯酸酯等，該等可由市售品輕 易獲得。具體來說可列舉：第一工業製藥股份有限公司製 NEW FRONTIER BPE-10(通式（1)中 Ri=H、R2=H、m=5、n=5)、 第一工業製藥股份有限公司製NEW FRONTIER BPEM-10 (RfCIL·，R2=CH3、m=5、n=5)、第一工業製藥股份有限公司 製 NEW FRONTIER BPE-20C通式（1)中 Ri=H、R2=H、m=10、 n=20)、日立化成工業股份有限公司製FANCRYL FA-321A (Ri=H、R2=H、m=5、n=5)、日立化成工業股份有限公司製 FANCRYL ?久-3218人（1=11、R2=H、m=9、n=9)、日立化成工 業股份有限公司製 FANCRYL FA-321MCRFCH3、R2=CH3、m=5、 n=5)、日立化成工業股份有限公司製FANCRYL FA-3218M (ΚΗ3、R2=CH3、m=9、n=9)、新中村化學工業股份有限公 司製 NK ESTER A-BPE-UKRfH、R2=H、m=5、n=5)、新中村 化學工業股份有限公司製NK ESTER A-BPE-20C通式（1)中 R^H、R2=H、m=10、n=20)、新中村化學工業股份有限公司 製 NK ESTER BPE-SOiKRFCiL·、R2=CH3、m=5、n=5)，新中村 化學工業股份有限公司製NK ESTER ΒΡΕ-900(Κ=(：Η3、 R2=CH3、m=8、η=9)、日油股份有限公司製 BLEMMER PDBE-450 (Ri=CH3、R2=CH3、m=5、n=5)、Sartomer 製 SR602(Ri=H、R2=H、 m=5、n=5)、Sartomer 製 SR480(Ri=CH3、R2=CH3、m=5、n=5)， MIWON 製 MIRAMER Μ2100(Ι^=Η、R2=H、m=5、n=5)等。 本發明樹脂組成物所使用之具有二苯醚構造之（甲基） 丙烯酸酯（B)可舉出以下者。 324097 9 201250386 對異丙本基本氧基乙一醇（甲基）丙婦酸醋（P_cumyl phenoxyethyleneglycol)、三溴苯基（甲基）丙烯酸酯、乙 氧基改質三溴苯基（曱基）丙稀酸酯、丙氧基改質三漠苯基 (甲基）丙婦酸酯、苯氧基羥基丙基（甲基）丙稀酸酯、苯氧 基聚伸乙基（甲基）丙稀酸醋、壬基苯氧基聚乙二醇（曱基） 丙烯酸酯、壬基苯氧基聚丙二醇（甲基）丙烯酸酯、苯氧基 乙基（甲基）丙稀酸酯、苯氧基聚乙氧基（曱基）丙稀酸酯、 壬基苯酚（甲基）丙烯酸酯、乙氧基改質壬基苯酚（曱基）丙 烯酸酯、聚乙氧基改質壬基苯酚（曱基）丙烯酸酯、鄰苯基 苯酚（甲基）丙烯酸酯、鄰苯基苯酚單乙氧基（甲基）丙烯酸 酉曰、鄰本基苯酚聚乙氧基（曱基）丙稀酸g旨、對苯基苯驗（甲 基）丙烯酸酯、對苯基苯酚單乙氧基（曱基）丙烯酸酯、對苯 基苯酚聚乙氧基（曱基）丙烯酸酯、鄰苯基苯酚環氧基（甲基） 丙烯酸酯、對苯基苯酚環氧基（曱基）丙烯酸酯等。尤其較 佳為苯氧基乙基（曱基）丙烯酸酯、鄰苯基苯酚單乙氧基（曱 基）丙烯酸酯、鄰苯基笨酚聚乙氧基（甲基）丙烯酸酯。該等 具有二苯醚構造之（曱基）丙烯酸酯可單獨使用或混合複數 種使用。 具有3個以上（甲基）丙烯醯基且經己内酯或環氧乙烷 改質之多官能（曱基）丙烯酸酯（C)有提升硬化物耐擦傷性 (耐刮性）之作用。使用未經己内酯或環氧乙烷改質者之情 況，硬化物雖硬，但是變脆。具有3個以上（甲基）丙烯醯 基且經己内酯或環氧乙烷改質之多官能（曱基）丙烯酸酯（C) 的具體例可列舉：聚乙氧基改質三羥曱基丙烷三（曱基）丙 324097S 8 201250386 ethoxy 18 mol modified bisphenol A bis(indenyl) acrylate, ethoxy 20 molar modified bisphenol A di(meth) acrylate, etc., which are readily available from commercial products . Specifically, NEW FRONTIER BPE-10 manufactured by First Industrial Pharmaceutical Co., Ltd. (Ri=H, R2=H, m=5, n=5 in the general formula (1)), First Industrial Pharmaceutical Co., Ltd. NEW FRONTIER BPEM-10 (RfCIL·, R2=CH3, m=5, n=5), NEW FRONTIER BPE-20C manufactured by Daiichi Kogyo Co., Ltd. In the general formula (1), Ri=H, R2=H, m=10, n=20), FANCRYL FA-321A manufactured by Hitachi Chemical Co., Ltd. (Ri=H, R2=H, m=5, n=5), FANCRYL manufactured by Hitachi Chemical Co., Ltd. Person (1=1, R2=H, m=9, n=9), FANCRYL FA-321MCRFCH3, R2=CH3, m=5, n=5) manufactured by Hitachi Chemical Co., Ltd., Hitachi Chemical Co., Ltd. FANCRYL FA-3218M (ΚΗ3, R2=CH3, m=9, n=9), NK ESTER A-BPE-UKRfH, R2=H, m=5, n=5), Xinzhongcun Chemical Industry Co., Ltd. NK ESTER A-BPE-20C manufactured by Shin-Nakamura Chemical Industry Co., Ltd. (1) R^H, R2=H, m=10, n=20), NK ESTER BPE-made by Shin-Nakamura Chemical Industry Co., Ltd. SOiKRFCiL·, R2=CH3, m=5, n=5), Xinzhongcun Chemical Industry Co., Ltd. NK ESTER ΒΡΕ-900 (Κ=(:Η3, R2=CH3, m=8, η=9), BLEMMER PDBE-450 manufactured by Nippon Oil Co., Ltd. (Ri=CH3, R2=CH3, m=5, n= 5), Sartomer system SR602 (Ri = H, R2 = H, m = 5, n = 5), Sartomer system SR480 (Ri = CH3, R2 = CH3, m = 5, n = 5), MIWON system MIRAMER Μ 2100 ( Ι^=Η, R2=H, m=5, n=5), etc. The (meth) acrylate (B) having a diphenyl ether structure used in the resin composition of the present invention may be exemplified below. 201250386 Pair of isopropyl basic ethoxyethyl phenoxyethylene glycol (P_cumyl phenoxyethyleneglycol), tribromophenyl (meth) acrylate, ethoxylated tribromophenyl (mercapto) acrylic acid Ester, propoxy modified Sankun phenyl (methyl) propionate, phenoxy hydroxypropyl (meth) acrylate, phenoxy polyethyl (meth) acrylate vinegar , nonylphenoxy polyethylene glycol (fluorenyl) acrylate, nonylphenoxy polypropylene glycol (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxy poly Oxy (mercapto) acrylate, nonylphenol (meth) acrylate, Oxygen-modified nonylphenol (fluorenyl) acrylate, polyethoxylated nonylphenol (fluorenyl) acrylate, o-phenylphenol (meth) acrylate, o-phenylphenol monoethoxy ( Methyl) yttrium acrylate, o-based phenol polyethoxy (fluorenyl) acrylic acid, p-phenyl benzene (meth) acrylate, p-phenyl phenol monoethoxy (fluorenyl) acrylate Ester, p-phenylphenol polyethoxy (fluorenyl) acrylate, o-phenylphenol epoxy (meth) acrylate, p-phenylphenol epoxy (fluorenyl) acrylate, and the like. Particularly preferred are phenoxyethyl (decyl) acrylate, o-phenylphenol monoethoxy (meth) acrylate, o-phenyl phenol polyethoxy (meth) acrylate. These (fluorenyl) acrylates having a diphenyl ether structure may be used singly or in combination of plural kinds. The polyfunctional (fluorenyl) acrylate (C) having three or more (meth) acrylonitrile groups and modified by caprolactone or ethylene oxide has an effect of improving the scratch resistance (scratch resistance) of the cured product. In the case of a person who has not been modified with caprolactone or ethylene oxide, the hardened material is hard but brittle. Specific examples of the polyfunctional (fluorenyl) acrylate (C) having three or more (meth) acryloyl fluorenyl groups modified with caprolactone or ethylene oxide include polyethoxylated trimosine Propane tris(indenyl)propene 324097
S 10 201250386 烯酸酯、聚乙氧基改質新戊四醇四（曱基）丙烯酸酯、聚乙 氧基改質甘油三（曱基）丙烯酸酯、聚乙氧基改質二新戊四 醇五（曱基）丙烯酸酯、聚乙氧基改質二新戊四醇六（甲基） 丙烯酸酯、聚己内酯改質三羥曱基丙烷三（甲基）丙烯酸 酯、聚己内酯改質二新戊四醇五（曱基）丙烯酸酯、聚己内 酯改質二新戊四醇六（曱基）丙烯酸酯，己内酯改質三（丙蝉 醯氧基乙基）異氰脲酸酯（iS0Cyanurate)、聚己内酯改質三 (丙婦醯氧基乙基）異氰脲酸酯，聚乙氧基改質三（丙烯醯氧 基乙基）異氰脲酸酯等。尤其較佳為聚乙氧基改質三羥甲基 丙烷二（曱基）丙烯酸酯、聚己内酯改質三（丙烯醯基乙基） 異氰脲酸酯、聚己内酯改質二新戊四醇五（曱基）丙烯酸 酯、聚己内酯改質二新戊四醇六（甲基）丙烯酸酯。 本發明之樹脂組成物所含有之具有丁二醇構造之胺甲 酸乙醋（甲基）丙稀酸醋寡聚物⑻也有提高硬化物耐擦傷 性（财^到性）之作用。具體例可例舉如將二醇化合物與有機 聚異氰酸醋反應，接著經加成含有經基之（甲基）丙婦酸醋 可在本發明中使用之二醇化合物可例舉如聚丁二醇、 3-甲基丁二醇等。市f有各種任意分子量之二醇化合物， 可輕易獲得，惟本發明中尤其佳為分子量5⑽ 丁二醇化合物。 炙來 可在本發明中使用之有機聚異氰酸醋例如可列舉··四 亞甲基-異氰酸酯、六亞甲基二異氰酸酯、2,2, 4 六亞甲基二異氰酸酷、2,4,4-三甲基六亞甲基二異氰心 324097 11 201250386 等鏈狀飽和烴異氰酸酯、異佛酮（is〇ph〇r〇ne)二異氰酸 酯、降莰烷（norbornane)二異氰酸酯、二環己基曱烷二異 氰酸酯、亞曱基雙（4-環己基異氰酸酯）、氫化二苯基曱烷 二異氰酸酯、氫化二曱苯二異氰酸酯、氫化曱苯二異氰酸 酯等環狀飽和烴異氰酸酯、2, 4-伸曱苯基二異氰酸酯、1>3_ 苯二曱基二異氰酸酯、對伸苯基二異氰酸酯、3,3，_二甲 基-4,4 -二異氰酸酯、6_異丙基_丨，3_苯基二異氰酸酯、 1’5-萘二異氰酸酯等芳香族聚異氰酸酯等，較佳為環狀飽 和烴異氰酸酯，其中更佳為伸甲苯基二異氰酸酯或異佛酮 二異氰酸醋。 可在本發明中使用之含有羥基之（甲基）丙烯酸酯的具 體例可列舉例如2-羥基乙基（甲基）丙烯酸酯、2_羥基丙基 (_甲基）丙烯酸酯、1，4-丁二醇（曱基）丙烯酸酯、聚乙二醇 皁（甲基）丙烯酸酯、聚丙二醇單（甲基）丙烯酸酯、新戊四 醇三（曱基）丙烯酸酯、2-羥基乙基（甲基）丙烯酸酯之ε — ^内酯加成物、2-羥基-3-苯基氧基丙基（曱基）丙烯酸酯 4，較佳為2-羥基乙基（甲基）丙烯酸酯。 本發明所使用之具有丁二醇構造之胺曱酸乙酯（甲基） 丙稀酸醋寡聚物⑻可使用前述二醇化合物、錢聚異氮酸 醋與含有經基之（甲基）丙烯酸醋以通常方法合成而得。即 例如一醇化合物與有機聚異氰酸醋藉由加成反應而得反應 物（I)’接著於反應物（丨）加成含有羥基之（甲基）丙烯酸酯， 藉此獲得胺甲酸乙酯（甲基）丙烯酸酯。 合成反應物（I)時，對於前述二醇之羥基丨當量，以有 324097S 10 201250386 enoate, polyethoxy modified pentaerythritol tetrakis(meth) acrylate, polyethoxy modified glycerol tris(decyl) acrylate, polyethoxy modified dipentaerythritol Alcohol penta(indenyl) acrylate, polyethoxy modified dipentaerythritol hexa(meth) acrylate, polycaprolactone modified trihydroxy decyl propane tri(meth) acrylate, polyhexene Ester-modified dipentaerythritol penta(indenyl) acrylate, polycaprolactone modified dipentaerythritol hexa(indenyl) acrylate, caprolactone modified tris(propenyloxyethyl) Isocyanurate (iS0Cyanurate), polycaprolactone modified tris(propylaphthaleneoxyethyl)isocyanurate, polyethoxylated modified tris(propyleneoxyethyl)isocyanuric acid Ester and the like. Particularly preferred is polyethoxy modified trimethylolpropane bis(indenyl) acrylate, polycaprolactone modified tris(propylene decylethyl) isocyanurate, polycaprolactone modified two Pentaerythritol penta(indenyl) acrylate, polycaprolactone modified dipentaerythritol hexa(meth) acrylate. The amine acetoacetate (meth) acetoacetate oligo (8) having a butane diol structure contained in the resin composition of the present invention also has an effect of improving the scratch resistance (conservation property) of the cured product. Specific examples may be exemplified by reacting a diol compound with an organic polyisocyanate, followed by addition of a diol compound containing a trans-group (meth) propyl acetoacetate, which can be used in the present invention. Butylene glycol, 3-methylbutanediol, and the like. The city f has various diol compounds of any molecular weight and can be easily obtained, but in the present invention, a molecular weight 5 (10) butanediol compound is particularly preferred. Examples of the organic polyisocyanate which can be used in the present invention include tetramethylene-isocyanate, hexamethylene diisocyanate, and 2,2,4 hexamethylene diisocyanate. , 4,4-trimethylhexamethylene diisocyanine 324097 11 201250386 iso-chain saturated hydrocarbon isocyanate, isophorone (is〇ph〇r〇ne) diisocyanate, norbornane diisocyanate, a cyclic saturated hydrocarbon isocyanate such as dicyclohexyldecane diisocyanate, fluorenylene bis(4-cyclohexyl isocyanate), hydrogenated diphenyl decane diisocyanate, hydrogenated diphenylene diisocyanate or hydrogenated phthalic acid diisocyanate; 4-extended phenyl diisocyanate, 1> 3-phenylenediguanide diisocyanate, p-phenylene diisocyanate, 3,3,-dimethyl-4,4-diisocyanate, 6-isopropyl-hydrazine, An aromatic polyisocyanate such as 3-phenylene diisocyanate or 1'5-naphthalene diisocyanate is preferably a cyclic saturated hydrocarbon isocyanate, and more preferably a tolyl diisocyanate or isophorone diisocyanate. Specific examples of the hydroxyl group-containing (meth) acrylate which can be used in the present invention include, for example, 2-hydroxyethyl (meth) acrylate, 2- hydroxypropyl (-methyl) acrylate, 1, 4 - Butanediol (decyl) acrylate, polyethylene glycol soap (meth) acrylate, polypropylene glycol mono (meth) acrylate, neopentyl alcohol tris(decyl) acrylate, 2-hydroxyethyl Ε-^ lactone adduct of (meth) acrylate, 2-hydroxy-3-phenyloxypropyl (fluorenyl) acrylate 4, preferably 2-hydroxyethyl (meth) acrylate . The amine phthalate (meth) acrylate vinegar oligomer (8) having a butane diol structure used in the present invention can be used as the above diol compound, hydroxy sulphuric acid vinegar, and a methicone containing a thiol group. Acrylic vinegar is synthesized by a usual method. That is, for example, an alcohol compound and an organic polyisocyanate are reacted by an addition reaction to obtain a reactant (I)', followed by addition of a reactant (丨) to a hydroxyl group-containing (meth) acrylate, thereby obtaining an amine formate B. Ester (meth) acrylate. When synthesizing the reactant (I), for the hydroxy group equivalent of the aforementioned diol, there is 324097
S 12 201250386 機聚異氰酸酯之異氰酸酯基丨.1至2.0當量進行一般反 應’較佳為以1. 3至2. 〇當量進行反應。反應溫度通常為 60至100°C。異氰酸_基成為反應前之5. 0質量％以下時 為反應終點。 另為了降低反應時的黏度，可添加不參與反應之化合 物作為稀釋劑。具體來說可使用不具有羥基構造之（曱基） 丙烯酸酯作為稀釋劑。 反應物（I)與含有羥基之（曱基）丙烯酸酯之反應中’反 應物（I)之異氰酸酯基每1當量，通常與含有羥基之（甲基） 丙稀酸g旨之經基〇. 95至1.丨當量反應。反應溫度通常為 60至100 C °以異氰酸酯基成為反應前之0. 1質量％以下 時為反應終點。另外為了促進該等反應，例如也會使用三 乙基胺’节基曱基胺等3級胺類、二丁基錫二月桂酸酯、 二辛基錫二月桂酸酯等二月桂酸酯化合物作為觸媒，但本 發明中，由於近年對於環境影響之憂慮漸升、法規更為嚴 格，因此不使用含有錫之觸媒。此外為了防止反應中之聚 合，例如可使用氫鲲（hydr〇quin〇ne)、氫醌單甲醚、對曱 乳基本紛、對本@昆等聚合禁止劑。對於反應混合物全體， 聚合禁止劑之添加量通常為0.001至5質量％，較佳為 0. 01至1重量％。另外，本發明之樹脂組成物中，具有丁 二醇構造之胺曱酸乙酯（甲基）丙烯酸酯寡聚物（D)可單獨 使用或混合複數種使用。 本發明樹脂組成物所含有之光聚合起始劑（E)，可列 舉：安息香（benzoin)、安息香曱喊、安息香乙醚、安息香 324097 13 201250386 丙醚、安息香異丁醚等安息香類；苯乙鲷（acetophenone)、 2,2-二乙氧基-2-苯基笨乙酮，2,2-二乙氧基-2-苯基苯乙 酮、1，1-二氯苯乙酮、2-羥基-2-曱基-苯基丙烧-1-酮、二 乙氧基笨乙酮、1-羥基環己基-苯基酮、2-曱基-1-[4-(曱 基硫基）苯基]-2-N-嗎琳基（morpholino)丙烧-1-酮，寡聚 [2-羥基-2-甲基-l-[ 4-(1-曱基乙晞基）苯基]丙酮]等苯乙 酮類；2-乙基蒽醌、2-第三丁基蒽醌、2-氯蒽醌、2-戊基 蒽醌等蒽醌（anthraquinone)類；2, 4-二乙基噻噸酮、2- 異丙基β塞嘲酮、2-氣°塞17頓酮等°塞°頓酮（thioxanthone)類； 苯乙酮二曱基縮酮、苄基二曱基縮酮等縮酮類；二苯基酮 (benzophenone)、4-苯曱醯基-4’ -曱基二苯基硫化物、 4, 4’ -雙甲基胺基二苯基酮等二苯基酮類；2, 4, 6一三曱基 苯曱醯基二苯基膦氧化物、雙（2, 4, 6-三甲基苯甲醯基）_ 笨基膦氧化物、二笨基-(2, 4, 6-三曱基笨甲醯基）膦氧化物 等膦氧化物類等。較佳為苯乙酮類，更佳可舉出2_羥基_2_ 甲基-苯基丙烷-1-酮、1-羥基環己基-苯基酮。另外，本發 明樹脂組成物中，光聚合起始劑（E)可單獨使用或混合複數 種使用。 本發明之樹脂組成物中，考慮所得本發明樹脂組成物 之黏度、折射率、密著性等，可將成分（A)、成分（B)、成 分（C)、成分（D)以外之（曱基）丙烯酸酯單獨或混合二種類 =上使用。該（曱基）丙烯酸酯可使用單官能（曱基）丙烯酸 酉曰、2官能（甲基）丙烯酸酯、分子内具有3個以上（甲基） 丙烯醯基之多官能（曱基）丙烯酸酯、聚酯（甲基）丙烯酸 324097 14 201250386 醋’環氧基（曱基）丙稀酸自旨等：。 單官能（曱基）丙烯酸酯例如可列舉：（甲基）丙烯酸異 *莰酯、（甲基）丙烯酸二環戊酯、（甲基）丙烯酸二環戊烯酯、 .(曱基）丙浠I 一 $衣戊稀氧基乙酯、（甲基）丙烯酸環己酿等 脂環式（甲基）丙烯酸酯，（甲基）丙烯酸苄酯、乙氧基改質 甲酚（甲基）丙烯酸酯、丙氧基改質甲酚（甲基）丙烯酸酯、 新戊二醇苯曱酸酯（甲基）丙烯酸酯、嗎啉（甲基）丙烯酸酯 等具有芳香環之（甲基）丙烯酸酯，己内酯（甲基）丙烯酸 酯、四氳糠基（tetrahydrofurfuryl)(甲基）丙烯酸酯、己 内酯改質四氫糠基（甲基）丙烯酸酯等具有雜環之（曱基）丙 烯酸酯，具有醯亞胺環構造之醯亞胺（曱基）丙烯酸酯、丁 二醇單（甲基）丙烯酸酯、（甲基）丙烯酸2_羥基乙酯、（曱 基）丙烯酸2-羥基丙酯、（甲基）丙烯酸2_羥基丁酯、（甲基） 丙烯酸4-羥基丁酯、二丙二醇（曱基）丙烯酸酯等具有羥基 之（曱基）丙烯酸酯，（甲基）丙烯酸二子基胺乙酯、（甲基） 丙稀酸丁氧基乙醋、（甲基）丙稀酸異丁醋、（甲基）丙稀酸 第三丁酯、（曱基）丙烯酸八氟戊酯、（曱基）丙烯酸辛酯、（甲 基）丙烯酸癸酯、（甲基）丙烯酸異癸酯、（甲基）丙烯酸異辛 醋、（曱基）丙烯酸2-乙基己g旨、（甲基）丙稀酸硬脂醋、（甲 基）丙烯酸異硬脂酯、（甲基）丙烯酸異肉豆蔻酯、（甲基） 丙烯酸月桂酯等具有烷基之（T基）丙烯酸酯’乙氧基二"乙 一醇（甲基）丙婦酸酯、2-乙基己基卡必醇（carbit〇i)(甲基） 丙烯酸酯、聚乙二醇（曱基）丙烯酸酯、聚丙二醇（甲基）丙 細酸醋等多元醇之（甲基）丙烯酸g旨等。 324097 15 201250386 2官能（曱基）丙烯酸酯可列舉：氫特戊醛（hydr〇p丨vaj 土c aldehyde)改質三羥甲基丙烷二（甲基）丙烯酸醋、乙氧基改 質雙紛A二（甲基）丙烯酸酯、丙氧基改質雙驗a二（甲基） 丙烯酸酯、乙氧基改質雙酚F二（甲基）丙烯酸酯、丙氧基 改質雙酚F二（曱基）丙烯酸醋、乙氧基改質雙酚5二（甲基）S 12 201250386 The isocyanate group of polyisocyanate is subjected to a general reaction of from 1 to 2.0 equivalents, preferably from 1.3 to 2. The reaction temperature is usually from 60 to 100 °C. The isocyanate group is the end point of the reaction when it is 5.0% by mass or less before the reaction. Further, in order to lower the viscosity at the time of the reaction, a compound which does not participate in the reaction may be added as a diluent. Specifically, a (fluorenyl) acrylate having no hydroxyl group structure can be used as a diluent. In the reaction of the reactant (I) with a hydroxyl group-containing (mercapto) acrylate, the isocyanate group of the reactant (I) is usually equivalent to the hydroxyl group-containing (meth) acrylate acid. 95 to 1. 丨 equivalent reaction. The reaction temperature is usually from 60 to 100 C. The isocyanate group is 0.1% by mass or less before the reaction. Further, in order to promote such a reaction, for example, a dibasic amine such as triethylamine 'nodal mercaptoamine, a dilaurate compound such as dibutyltin dilaurate or dioctyltin dilaurate may be used as a touch. Media, but in the present invention, since the concerns about environmental influences have increased in recent years and the regulations are more stringent, the catalyst containing tin is not used. Further, in order to prevent polymerization in the reaction, for example, hydroquinone (hydrohydrazine), hydroquinone monomethyl ether, or a hydrazine emulsion may be used, and a polymerization inhibitor such as Benzene may be used. 01至重量重量。 The addition amount of the polymerization inhibitor is usually 0.001 to 5% by mass, preferably 0.01 to 1% by weight. Further, in the resin composition of the present invention, the amine oxime (meth) acrylate oligomer (D) having a butanediol structure may be used singly or in combination of plural kinds. The photopolymerization initiator (E) contained in the resin composition of the present invention may, for example, be benzoin, benzoin, benzoin ethyl ether, benzoin 324097 13 201250386 propyl ether, benzoin isobutyl ether and the like benzoin; (acetophenone), 2,2-diethoxy-2-phenyl acetophenone, 2,2-diethoxy-2-phenylacetophenone, 1,1-dichloroacetophenone, 2- Hydroxy-2-mercapto-phenylpropan-1-one, diethoxy acetophenone, 1-hydroxycyclohexyl-phenyl ketone, 2-mercapto-1-[4-(fluorenylthio) Phenyl]-2-N-morpholino propan-1-one, oligomeric [2-hydroxy-2-methyl-l-[4-(1-decylethenyl)phenyl] Acetones such as acetone; 2-ethyl hydrazine, 2-tert-butyl fluorene, 2-chloroindole, 2-pentyl hydrazine, etc.; anthraquinone; 2, 4- 2 Thiophenone ketone, 2-isopropyl β-zegging ketone, 2-gas thiophene 17 ketone, etc.; thioxanthone; acetophenone didecyl ketal, benzyl didecyl ketal Equivalent ketals; diphenyl phenylphenone, 4-phenylmercapto-4'-mercaptodiphenyl sulfide, 4,4'-bismethylaminodiphenyl ketone 2, 4, 6-trimethylphenyl fluorenyl diphenylphosphine oxide, bis(2,4,6-trimethylbenzylidene)-phenylphosphonium oxide, dipyridyl-( 2, 4, 6-tridecyl-based fluorenyl-based phosphine oxides and the like. Preferred are acetophenones, and more preferred are 2-hydroxy-2-methyl-phenylpropan-1-one and 1-hydroxycyclohexyl-phenyl ketone. Further, in the resin composition of the present invention, the photopolymerization initiator (E) may be used singly or in combination of plural kinds. In the resin composition of the present invention, in consideration of the viscosity, refractive index, adhesion, and the like of the obtained resin composition of the present invention, the component (A), the component (B), the component (C), and the component (D) may be used ( Mercapto) acrylate alone or in combination with two types = used above. The (fluorenyl) acrylate may be a monofunctional (fluorenyl) ruthenium acrylate, a bifunctional (meth) acrylate, or a polyfunctional (fluorenyl) acrylate having three or more (meth) acrylonitrile groups in the molecule. , Polyester (meth)acrylic acid 324097 14 201250386 vinegar 'epoxy (fluorenyl) acrylic acid, etc.:. Examples of the monofunctional (fluorenyl) acrylate include isodecyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, and (indenyl) propionate. I- pentyloxyethyl ester, alicyclic (meth) acrylate such as cyclomethacrylate, benzyl (meth) acrylate, ethoxy modified cresol (meth) acrylate Ester, propoxy modified cresol (meth) acrylate, neopentyl glycol benzoate (meth) acrylate, morpholine (meth) acrylate, etc. (meth) acrylate having an aromatic ring a heterocyclic (fluorenyl) acrylic acid such as caprolactone (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, caprolactone modified tetrahydrofurfuryl (meth) acrylate Ester, quinone imine (mercapto) acrylate, butanediol mono(meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropionate Ester, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, dipropylene (fluorenyl) acrylate (hydroxy) acrylate (meth) acrylate, methyl (meth) acrylate, methyl (meth) acrylate, butyrate, (meth) acrylate Vinegar, tert-butyl (meth) acrylate, octafluoropentyl (mercapto) acrylate, octyl (meth) acrylate, decyl (meth) acrylate, isodecyl (meth) acrylate, ( Methyl acrylate isooctyl vinegar, 2-ethylhexyl acrylate (meth) acrylate, stearic acid (meth) acrylate, isostearyl (meth) acrylate, isomyristyl (meth) acrylate Ester, (meth)acrylic acid lauryl ester, etc. having an alkyl (T-based) acrylate 'ethoxy di" ethylene glycol (methyl) propionate, 2-ethylhexyl carbitol (carbit〇i (meth)acrylic acid g of a polyhydric alcohol such as (meth) acrylate, polyethylene glycol (mercapto) acrylate or polypropylene glycol (methyl) propionate vinegar. 324097 15 201250386 2-functional (fluorenyl) acrylates can be exemplified by: hydropivalaldehyde (hydr〇p丨vaj earth c aldehyde) modified trimethylolpropane di(meth)acrylic acid vinegar, ethoxylated double A di(meth) acrylate, propoxy modified double a (meth) acrylate, ethoxy modified bisphenol F di(meth) acrylate, propoxy modified bisphenol F II (曱-based) acrylic vinegar, ethoxylated bisphenol 5 di(methyl)
丙烯酸酯、丙氧基改質雙酚S二（甲基）丙烯酸酯、雙酚A 聚乙氧基二（曱基）丙烯酸酯、雙酚A聚丙氧基二（甲基）丙 烯酸酯、雙酚F聚乙氧基二（甲基）丙烯酸酯、六氫鄰苯二 甲酸二（甲基）丙稀酸酯等具有芳香環之（甲基）丙烯酸酯， 二丙烯醯化異氰脲酸酯等異氰酸酯之丙烯醯化物、丨，4_丁 二醇二（甲基）丙烯酸酯、1>6—己二醇二（甲基）丙烯酸酯、 1，9-壬二醇二（曱基）丙烯酸酯等具有直鏈亞曱基構造之 (甲基）丙烯酸酯，三環癸烷二曱醇（曱基）丙烯酸酯、二丙 烯酸二環戊酯等脂環式（曱基）丙烯酸酯，乙二醇二（甲基） 丙烯酸酯、聚乙二醇二（甲基）丙烯酸酯、丙二醇二（甲基） 丙烯酸酯、聚丙烯二（曱基）丙烯酸酯等多元醇之二（曱基） 丙稀酸酯等。 分子内具有3個以上（甲基）丙烯醯基之多官能（甲基） 丙烯酸酯可舉出三（丙烯醯氧基乙基）異氰脲酸酯等具有異 氰脲酸酯環之多官能（甲基）丙烯酸酯，新戊四醇三（甲基） 丙烯酸酯、新戊四醇四（曱基）丙烯酸酯、二新戊四醇六（甲 基）丙烯酸酯、二新戊四醇五（甲基）丙烯酸酯、三新戊四醇 /、（曱基）丙烯酸酯、三新戊四醇五（曱基）丙烯酸酯、三羥 曱基丙烷二（曱基）丙烯酸酯、二（三羥曱基丙烷）四（甲基） 324097Acrylate, propoxy modified bisphenol S di(meth) acrylate, bisphenol A polyethoxy di(indenyl) acrylate, bisphenol A polypropoxy di(meth) acrylate, bisphenol F-polyethoxy di(meth)acrylate, hexahydrophthalic acid di(methyl) acrylate such as (meth) acrylate having an aromatic ring, dipropylene sulfonated isocyanurate, etc. Isocyanate propylene telluride, hydrazine, 4-butanediol di(meth) acrylate, 1>6-hexanediol di(meth) acrylate, 1,9-nonanediol bis(indenyl) acrylate An alicyclic (fluorenyl) acrylate such as a (meth) acrylate having a linear fluorenylene structure, a tricyclodecane decyl decyl acrylate or a dicyclopentanyl diacrylate, and an ethylene glycol Di((meth)acrylic acid of a polyhydric alcohol such as di(meth) acrylate, polyethylene glycol di(meth) acrylate, propylene glycol di(meth) acrylate or polypropylene di(decyl) acrylate Ester and the like. The polyfunctional (meth) acrylate having three or more (meth) acrylonitrile groups in the molecule may be a polyfunctional having an isocyanurate ring such as tris(acryloxyethyl)isocyanurate. (Meth) acrylate, pentaerythritol tri(meth) acrylate, pentaerythritol tetrakis(meth) acrylate, dipentaerythritol hexa(meth) acrylate, dipentaerythritol (meth) acrylate, tripentenol/((mercapto) acrylate, pentaerythritol penta(indenyl) acrylate, trishydroxypropyl propane bis(indenyl) acrylate, two (three) Hydroxyalkyl propane) tetra(methyl) 324097
S 16 201250386 丙烯酸酯等多元醇之多官能（甲基）丙烯酸酯。 聚醋（曱基）丙烯酸酯可舉出聚酯二醇與（甲基）丙稀酸 酸之反應物等，該聚酯二醇係二醇化合物與二元酸或其酸 酐之反應物。 環氧基（甲基）丙烯酸酯可列舉：雙酚A型環氧樹脂、 雙齡F型環氧樹脂、酚酚醛清漆（phenol novolac)型環氧 祕月曰、雙紛a之環氧丙烷加成物之末端缩水甘油醚、第環 氧樹脂、雙酚S型環氧樹脂等環氧樹脂類與（甲基）丙烯酸 之反應物等。 本發明之樹脂組成物各成分之使用比例係考慮所求之 折射率、玻璃轉移溫度（Tg)、黏度及密著性等而決定，但 成分（A) +成分（B) +成分（C) +成分（D)為100質量份時， 成分（A)含量為30至70質量份，較佳為40至65質量份。 成刀（Β) έι為3至5〇質量份，較佳為1〇至45質量份。 成分（C)含量為3至20質量份，較佳為5至15質量份。成 分（D)含量為3至20質量份，較佳為5至15質量份。相對 於成分（A)+成分（B) +成分（C) +成分（D)總量為100質量 伤，成分（E)為i至1〇質量份，較佳為3至7質量份。 為了改善操作時之便利性等，本發明之樹脂組成物中 :了則述成分以外，可視情形併用而含有離蜜劑、消泡劑、 周平^(leveling agent)、光安定劑、抗氧化劑、聚合禁 W抗靜電劑等。再者也可視需要添加丙烯酸聚合物， 聚酯彈柚札 口 勿，胺甲酸乙酯聚合物及腈橡膠等聚合物類。亦 可加入溶劑，但較佳為未添加溶劑者。 324097 17 201250386 本發明之樹脂組成物係可藉由將各成分依照通常方法 混合溶解而調製。例如在裝有授拌農置、溫度計之圓底燒 瓶加入各成分，並於40至8(rc攪拌〇 5至6小時藉此 即可獲得。 本發明樹脂組成物之黏度係在基材上製造成形之光學 透鏡時，形狀轉印性及加工性之作業性適宜之黏度，較佳 為在使用E型黏度計（TV-200··東機産業公司製）測定 之黏度為2000mPa · s以下之組成物。 本發明之樹脂組成物係藉由能量線而可輕易硬化。在 此能置線之具體例可列舉：紫外線、可視光線、紅外線、χ 射線、7*射線、雷射光線等電磁波、α射線、沒射線、電 子射線等粒子射線等。於本發明中，該等中較佳為紫外線、 雷射光線、可視光線或電子線。 依照通常方法對本發明樹脂組成物照射前述能量線， 藉此可得本發明硬化物。本發明樹脂組成物之折射率通常 為丨.51至1. 59 ’較佳為1· 53至1. 57。折射率可藉由亞貝 (Abbe)折射計（型號·· DR-M2，ATAG0股份有限公司製）等而 測定。 本發明在基材上成形之光學透鏡係例如藉由以下方式 而獲得：在具有柱狀透鏡、棱鏡透鏡等形狀之壓模（stamper) 上塗佈並設置該樹脂組成物的層，於該層上接著為透明基 材之背膜片（back sheet)(例如聚甲基丙婦酸樹脂、聚破酸 樹脂、聚苯乙烯樹脂、聚酯樹脂或該等聚合物之混合品等 所構成的薄膜）或經易接著處理等處理之玻璃基板，接著由 324097S 16 201250386 Polyfunctional (meth) acrylate of a polyol such as acrylate. The polyacetate (mercapto) acrylate may, for example, be a reaction product of a polyester diol with (meth)acrylic acid, or a reaction product of the polyester diol diol compound with a dibasic acid or an acid anhydride thereof. Examples of the epoxy group (meth) acrylate include bisphenol A type epoxy resin, double age F type epoxy resin, phenol novolac type epoxy epoxide, and bismuth a propylene oxide plus A reaction product of an epoxy resin such as a glycidyl ether, a first epoxy resin or a bisphenol S-type epoxy resin, and a (meth)acrylic acid. The ratio of use of each component of the resin composition of the present invention is determined in consideration of the refractive index, glass transition temperature (Tg), viscosity, and adhesion, etc., but component (A) + component (B) + component (C) When the component (D) is 100 parts by mass, the content of the component (A) is from 30 to 70 parts by mass, preferably from 40 to 65 parts by mass. The knives (Β) έι are 3 to 5 parts by mass, preferably 1 to 45 parts by mass. The content of the component (C) is from 3 to 20 parts by mass, preferably from 5 to 15 parts by mass. The component (D) content is from 3 to 20 parts by mass, preferably from 5 to 15 parts by mass. The total amount of the component (A) + the component (B) + the component (C) + the component (D) is 100 mass%, and the component (E) is i to 1 part by mass, preferably 3 to 7 parts by mass. In order to improve the convenience in handling, etc., the resin composition of the present invention contains, in addition to the above-mentioned components, a medicinal agent, an antifoaming agent, a leveling agent, a light stabilizer, an antioxidant, and the like. Polymerization is prohibited by W antistatic agent. In addition, acrylic polymers, polyester popcoal, ethyl urethane polymer and nitrile rubber may be added as needed. A solvent may also be added, but it is preferably one in which no solvent is added. 324097 17 201250386 The resin composition of the present invention can be prepared by mixing and dissolving each component in accordance with a usual method. For example, in a round bottom flask equipped with a mixing plant and a thermometer, the components are added, and the mixture is stirred at 40 to 8 (rc for 5 to 6 hours). The viscosity of the resin composition of the present invention is produced on a substrate. In the case of the formed optical lens, the viscosity of the shape transfer property and the workability of the workability is preferably 2,000 mPa·s or less as measured by using an E-type viscometer (manufactured by T-Shirt Co., Ltd.). The resin composition of the present invention can be easily hardened by an energy ray. Specific examples of the wire can be exemplified by ultraviolet rays, visible light, infrared rays, xenon rays, 7* rays, laser rays, and the like. In the present invention, ultraviolet rays, laser light rays, visible light rays, or electron beams are preferable. The resin composition of the present invention is irradiated with the aforementioned energy ray according to a usual method. The hardened material of the present invention is obtained. The refractive index of the resin composition of the present invention is usually from 51.51 to 1.59', preferably from 1.53 to 1.57. The refractive index can be measured by an Abbe refractometer ( Model·· DR-M2, ATAG0 shares The optical lens formed on the substrate of the present invention is obtained, for example, by coating and setting the stamper having a shape such as a lenticular lens or a prism lens. a layer of a resin composition, which is followed by a back sheet of a transparent substrate (eg, polymethyl acrylate resin, polybroken acid resin, polystyrene resin, polyester resin, or such polymerization) a film composed of a mixture of substances or the like, or a glass substrate which is easily treated, or the like, followed by 324097
S 201250386 該透明基材側藉由高壓水銀燈等照射能量線並硬化該樹脂 組成物後，由該壓模剝離硬化物。 本發明之光學透鏡膜片包括以各種製造法所製作者， 例如在具有柱狀透鏡、棱鏡透鏡等形狀之壓模上塗佈並設 置該樹脂組成物的層，於該層上接著為透明基材之背膜片 (例如聚曱基丙烯酸樹脂、聚碳酸樹脂、聚苯乙烯樹脂、聚 酯樹脂或該等聚合物之混合品等所構成的薄膜）或經易接 著處理等處理之玻璃基板，接著由該透明基材側藉由高壓 水銀燈等照射能量線並硬化該樹脂組成物後，由該壓模剝 離硬化物而可獲得。 (實施例） 接著藉由實施例更詳細說明本發明。本發明並不限定 於以下實施例。另外，數値單位「份」表示質量份。 如以下實施例所示之組成而得本發明之紫外線硬化塑 树脂組成物及硬化物。另外’樹脂組成物及硬化膜之評價 方法及評價基準係如下。 U)黏度：使用E型黏度計（TV-200 :東機産業股份有 限公司製），在25t測定。 (2) 折射率（25。〇）：以亞貝（Abbe)折射計（DR-M2: ATAG0 叔伤有限公司製）測定硬化之紫外線硬化性樹脂層之折射 率（25。〇。 (3) 離型性.表示將硬化之樹脂由模具離型時的難易 度。 〇···由模具之離型良好 324097 19 201250386 △…離型稍微困難或離型時有剝離音 X…雜型困難或殘留於模具 (4)型再現性：於基材上塗佈/成形紫外線硬化型樹脂 層，以高壓水銀燈⑽W/cm，無臭氧（〇z〇neiess))進行 l〇〇〇mJ/em2之照射使硬彳卜觀察硬化之紫外線硬化型樹脂 層之表面形狀與模具之表面形狀。 〇…再現性良好 X…再現性不良S 201250386 The transparent substrate side is irradiated with an energy ray by a high pressure mercury lamp or the like to cure the resin composition, and then the cured product is peeled off by the stamper. The optical lens film of the present invention comprises a layer which is produced by various manufacturing methods, for example, a stamper having a shape of a lenticular lens, a prism lens or the like, and which is provided with a resin composition, and then a transparent substrate is provided on the layer. a back sheet of a material (for example, a film composed of a polyacrylic resin, a polycarbonate resin, a polystyrene resin, a polyester resin, or a mixture of such polymers) or a glass substrate which is easily treated by a subsequent treatment or the like. Then, the transparent substrate side is irradiated with an energy ray by a high pressure mercury lamp or the like to cure the resin composition, and then the cured product is peeled off from the stamper. (Embodiment) Next, the present invention will be described in more detail by way of examples. The invention is not limited to the following examples. In addition, the unit "parts" represents the parts by mass. The ultraviolet curable resin composition and cured product of the present invention were obtained as shown in the following examples. Further, the evaluation methods and evaluation criteria of the resin composition and the cured film are as follows. U) Viscosity: It was measured at 25t using an E-type viscometer (TV-200: manufactured by Toki Sangyo Co., Ltd.). (2) Refractive index (25. 〇): The refractive index of the cured ultraviolet curable resin layer was measured by an Abbe refractometer (DR-M2: manufactured by ATAG0 Co., Ltd.) (25. 〇. (3) Release property. Indicates the ease with which the hardened resin is released from the mold. 〇···Good release from the mold 324097 19 201250386 △...The release is slightly difficult or there is a peeling sound when it is released. Residual mold (4) type reproducibility: coating/forming an ultraviolet curable resin layer on a substrate, and irradiating l〇〇〇mJ/em2 with a high pressure mercury lamp (10) W/cm, no ozone (〇z〇neiess) The shape of the surface of the ultraviolet curable resin layer which hardened and the surface shape of the mold were observed. 〇...reproducible X...reproducibility
⑸密著性：以型再現性評價所使用之樣品，依昭JIS 為基準”行絲性評價1價結果以;；至2 為〇，3至5為\。 (6)耐擦傷性：在PET基材上使用模具而製作賦形為稜 鏡形狀之試驗片。於試驗片上貼合擴散膜片之光滑面，復 ；乘載1〇〇g辟碼’觀察在與稜鏡圖型垂直方向拉伸擴 散膜片時所產生之擦傷。擴散膜片使用市售品Oiaze値50 %)。 〇〜無擦傷至僅些微擦傷 X…有擦傷 [實施例1 ](5) Adhesiveness: The sample used for the evaluation of the reproducibility of the type was evaluated according to the JIS standard. The linear result was evaluated as a one-price result; to 2, 3, 3 to 5 was \. (6) Scratch resistance: A test piece shaped into a crucible shape was formed on the PET substrate by using a mold. The smooth surface of the diffusion film was attached to the test piece, and the image was taken in a vertical direction with the 稜鏡 pattern. The scratch generated when the diffusion film is stretched. The diffusion film is made of commercially available Oiaze® 50%). 〇~No scratches to only slightly scratches X... There are scratches [Example 1]
將成分（4)之NEW FRONTIER BPE-10(第一工業製藥股 份有限公司製：雙酚A聚乙氧基二丙烯酸酯（通式（1)中 H H m=5、n=5))4〇 份、成分（B)之 NEW FRONTIER PHE(第一工業製藥股份有限公司製··丙烯酸苯氧基乙酯）5 份、同樣為成分（B)之KAYARAD 0PP-1. 5(曰本化藥股份有 324097NEW FRONTIER BPE-10 (manufactured by Daiichi Kogyo Co., Ltd.: bisphenol A polyethoxy diacrylate (HH m = 5 in the general formula (1), n = 5)) 5 parts of NEW FRONTIER PHE (manufactured by Daiichi Kogyo Co., Ltd., phenoxyethyl acrylate), and KAYARAD 0PP-1. 5 (Sakamoto Chemical Co., Ltd.) There are 324097
S 20 201250386 限公司製：鄰苯基苯酚聚乙氧基丙烯酸酯）4〇份、成分 之KAYARAD THE-330(日本化藥股份有限公司製：三羥甲基 丙烧聚乙氧基三丙烯酸酯）1〇份、成分（D)之KAYARAD UX-0937(日本化藥股份有限公司製：聚醚胺甲酸乙酯丙烯 酸酯寡聚物）5份、成分（E)之Irgacure 184(BASF日本股 份有限公司製：1-羥基-環己基苯基酮）5份，於6〇。〇加溫 並混合’而得本發明之樹脂組成物。將該樹脂組成物以高 壓水銀燈照射1000m J /cm2照射量之紫外線而得硬化膜， 並測定折射率。 此外，將該樹脂組成物以膜厚約5 0以m之方式塗佈於 稜鏡透鏡模具上，並在其上接著作為基材之易接著PET薄 膜（東洋紡Cosmoshine A4300，厚度l〇〇//m)，復於其上 以高壓水銀燈照射1000m J/cm2照射量之紫外線，硬化後 剝離而得本發明之稜鏡透鏡膜片。 (評價結果） 黏度：300mPa · s、折射率：1. 557、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：〇 [實施例2] 將成分（A)之 NEWFRONTIERBPE-10 為 60 份、成分（B) 之NEW FRONTIER PHE-2(第一工業製藥股份有限公司製：苯 氧基二乙氧基丙烯酸酯）1〇份、成分（C)之KAYARADDPCA-60 (曰本化藥股份有限公司製：二新戊四醇聚己内酯六丙烯酸 酯）15份、成分（D)之KAYARAD UX-0937為15份、成分（E) 之Darocur 1173(BASF日本股份有限公司製：2-羥基-2- 324097 201250386 甲基-1-苯基-丙烷-1-酮）5份，於60°C加溫並混合，而得 本發明之樹脂組成物。此外，以實施例1同樣方式測定所 得樹脂層之折射率。 使用所得樹脂組成物以與實施例1同樣方式獲得本發 明之稜鏡透鏡膜片。 (評價結果） 黏度：800mPa · s、折射率：1.53卜離型性：〇、型再現 性：〇、密著性：·〇、耐擦傷性：〇 [實施例3] 將成分（A)之NEW FRONTIER BPE-20C第一工業製藥股 份有限公司製：雙酚A聚乙氧基二丙烯酸酯（通式（1)中 R1=H、R2=H、m=l〇、η=ι〇)30 份、成分之 new FRONTIER PHE為10份、同樣為成分（幻之KAYARA£) opp-i(日本化藥 股份有限公司製：鄰苯基苯酚單乙氧基丙烯酸酯）3〇份、 成分（C)之KAYARAD DPCA-120C日本化藥股份有限公司製： 二新戊四醇聚己内酯六丙烯酸酯）1〇份、成分（D)之KAYARAD ϋΧ_0937 為 20 份、成分（E)之 lrgacure 184 為 5 份’於 60 °C加溫並混合，而得本發明之樹脂組成物。此外，以實施 例1同樣方式測定所得樹脂層之折射率。 使用所得樹脂組成物以與實施例1同樣方式獲得本發 明之稜鏡透鏡膜片。 (評價結果） 黏度’ 850mPa · S、折射率：1. 548、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：〇 324097S 20 201250386 Limited company: o-phenylphenol polyethoxy acrylate) 4 parts, KAREARAD THE-330 (made by Nippon Kayaku Co., Ltd.: trimethylol propyl ethoxylate triacrylate) 1 part, KAYARAD UX-0937 (made by Nippon Kayaku Co., Ltd.: polyether urethane acrylate oligomer) of 5 parts, Irgacure 184 of component (E) (BASF Japan limited stock) Company made: 1-hydroxy-cyclohexyl phenyl ketone) 5 parts, at 6 〇. The resin composition of the present invention is obtained by heating and mixing. The resin composition was irradiated with ultraviolet rays having an irradiation amount of 1000 mJ/cm2 with a high pressure mercury lamp to obtain a cured film, and the refractive index was measured. Further, the resin composition was applied to a ruthenium lens mold at a film thickness of about 50 m, and an easy-to-adhere PET film (Toyobo Cosmoshine A4300, thickness l〇〇//) was attached thereto as a substrate. m), the ultraviolet ray having an irradiation dose of 1000 m J/cm 2 was irradiated thereon with a high pressure mercury lamp, and the ruthenium lens sheet of the present invention was obtained by peeling after hardening. (Evaluation results) Viscosity: 300 mPa · s, refractive index: 1. 557, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: 〇 [Example 2] Component (A) NEWFRONTIERBPE-10 is 60 parts, ingredient (B) NEW FRONTIER PHE-2 (manufactured by Daiichi Kogyo Co., Ltd.: phenoxydiethoxy acrylate) 1 part, ingredient (C) KAYARADDPCA-60 (Sakamoto Chemical Co., Ltd.: dipentaerythritol polycaprolactone hexaacrylate) 15 parts, component (D) of KAYARAD UX-0937 is 15 parts, component (E) of Darocur 1173 (BASF Japan shares Co., Ltd.: 2-hydroxy-2-324097 201250386 methyl-1-phenyl-propan-1-one) 5 parts, heated and mixed at 60 ° C to obtain the resin composition of the present invention. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. The tantalum lens sheet of the present invention was obtained in the same manner as in Example 1 using the obtained resin composition. (Evaluation result) Viscosity: 800 mPa · s, refractive index: 1.53 release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: 〇 [Example 3] The component (A) NEW FRONTIER BPE-20C First Industrial Pharmaceutical Co., Ltd.: bisphenol A polyethoxy diacrylate (R1=H, R2=H, m=l〇, η=ι〇 in general formula (1)) 30 The new FRONTIER PHE of the ingredients and ingredients is 10 parts, and the same ingredients (Kayara £) opp-i (manufactured by Nippon Kayaku Co., Ltd.: o-phenylphenol monoethoxy acrylate) 3 parts, ingredients (C ) KAYARAD DPCA-120C Nippon Kayaku Co., Ltd.: dipentaerythritol polycaprolactone hexaacrylate) 1 part, component (D) KAYARAD ϋΧ_0937 is 20 parts, component (E) lrgacure 184 is Five parts of 'heated at 60 ° C and mixed to obtain the resin composition of the present invention. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. The tantalum lens sheet of the present invention was obtained in the same manner as in Example 1 using the obtained resin composition. (Evaluation result) Viscosity '850 mPa · S, refractive index: 1. 548, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: 〇 324097
S 22 201250386 [實施例4] 將成分（A)之 NEW FRONTIER BPE-10 為 30 份、成分（B) 之NEW FRONTIER PHE為5份’同樣為成分（B)之KAYARAD 0PP-1. 5 為 45 份、成分（C)之 SR-9035(Sartomer 製：三羥 曱基丙烷聚乙氧基三丙烯酸酯）5份、成分（D)之KAYARAD UX-0937 為 15 份、成分（E)之 Darocur 1173 為 5 份於 60 °C加溫並混合，而得本發明之樹脂組成物。該樹脂組成物 之黏度（25°C )為500mPa · s。此外，以實施例1同樣方式 測定所得樹脂層之折射率。 使用所得樹脂組成物以與實施例1同樣方式獲得本發 明之稜鏡透鏡膜片。 (評價結果） 黏度：500mPa · S、折射率：1. 560、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：〇 [比較例1] 依照專利文獻1(日本特開2010-126670號公報）之實 施例3，合成該文獻製造例3之化合物（雙酚A二缩水甘油 醚之丙烯酸4莫耳加成物），之後將製造例3之化合物90 份、KAYARADDPHA(日本化藥股份有限公司製’二新戊四醇 六丙烯酸酯）1〇份、Irgacure 184(BASF日本股份有限公司 製：1-羥基-環己基苯基酮）2份，於6(TC加溫在混合’而 得比較用之樹脂組成物。該樹脂組成物之黏度（50°c)為 9400mPa · s。此外，以實施例1同樣方式測定所得樹脂層 之折射率。 324097 23 201250386 使用所得樹脂組成物，以與實施例1同樣方式而獲得 獲得稜鏡透鏡膜片。該比較例黏度非常高故加工性不佳， 離型性也不佳，因此不適合連續成形加工。 (評價結果） 黏度：9400mPa · s、折射率·· 1. 550、離型性：X、型再現 性：〇、密著性：〇、耐擦傷性：X [比較例2] 依照專利文獻2(日本專利第4457960號）之實施例1， 而合成合成例1之胺曱酸乙酯丙稀酸酯，將合成例1之化 合物22. 5份、雙（4-丙烯醯基氧基乙氧基苯基）硫化物20 份、丙烯酸鄰苯基苯酯25份、曱基丙烯酸苄酯10份、丙 烯酸四氫糠酯17.5份、三羥曱基丙烷三丙烯酸酯5份、 Irgacure 184為5份，於6(TC加溫並混合’而得比較用 之樹脂組成物。此外，以實施例1同樣方式測定所得樹脂 層之折射率。 使用所得樹脂組成物，以與實施例1同樣方式而獲得 獲得稜鏡透鏡膜片。 (評價結果） 黏度：70mPa · S、折射率：1. 560、離迆性：〇、型再現性： 〇、密著性：〇、耐擦傷性：X [比較例3]S 22 201250386 [Example 4] The NEW FRONTIER BPE-10 of the component (A) was 30 parts, the NEW FRONTIER PHE of the component (B) was 5 parts, and the KAYARAD 0PP-1. 5 of the composition (B) was also 45. 5 parts of SR-9035 (manufactured by Sartomer: trihydroxydecylpropane polyethoxy triacrylate), KAYARAD UX-0937 of component (D), 15 parts, Darocur 1173 of component (E) The resin composition of the present invention was obtained by heating and mixing 5 parts at 60 °C. The resin composition had a viscosity (25 ° C) of 500 mPa · s. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. The tantalum lens sheet of the present invention was obtained in the same manner as in Example 1 using the obtained resin composition. (Evaluation results) Viscosity: 500 mPa · S, refractive index: 1. 560, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: 〇 [Comparative Example 1] According to Patent Document 1 ( In Example 3 of JP-A-2010-126670, the compound of the literature production example 3 (acrylic acid 4 molar addition of bisphenol A diglycidyl ether) was synthesized, and then 90 parts of the compound of Production Example 3 was prepared. KAYARADDPHA (Nippon Chemical Pharmaceutical Co., Ltd.'s dipentaerythritol hexaacrylate) 1 part, Irgacure 184 (manufactured by BASF Japan Co., Ltd.: 1-hydroxy-cyclohexyl phenyl ketone) 2 parts, at 6 (TC The resin composition for comparison was heated while heating. The viscosity (50 ° C) of the resin composition was 9,400 mPa · s. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. 324097 23 201250386 The obtained resin composition was obtained in the same manner as in Example 1. The comparative example had a very high viscosity, so that the workability was poor and the release property was not good, so that it was not suitable for continuous molding. (Evaluation results) Viscosity: 9400mPa · s, refraction ·· 1. 550, release property: X, type reproducibility: 〇, adhesion: 〇, scratch resistance: X [Comparative Example 2] According to Example 1 of Patent Document 2 (Japanese Patent No. 4457960), Further, the amine acetoacetate acrylate of Synthesis Example 1 was synthesized, and the compound of Synthesis Example 1 was 22.5 parts, bis(4-propenyl methoxy ethoxy phenyl) sulfide 20 parts, and phthalic acid phthalic acid. 25 parts of phenyl phenyl ester, 10 parts of benzyl methacrylate, 17.5 parts of tetrahydrofurfuryl acrylate, 5 parts of trishydroxypropyl propane triacrylate, and 5 parts of Irgacure 184, which were obtained by heating (mixing and mixing TC) The resin composition for comparison was measured, and the refractive index of the obtained resin layer was measured in the same manner as in Example 1. Using the obtained resin composition, a ruthenium lens sheet was obtained in the same manner as in Example 1. (Evaluation results) Viscosity : 70 mPa · S, refractive index: 1. 560, detachment: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: X [Comparative Example 3]
將成分（A)之NEW FRONTIER BPE-4C第一工業製藥股份 有限公司製：雙酚A聚乙氧基二丙烯酸酯（通式（1)中 1=[1、匕=11、111=2、11=2))40 份、成分（B)之 NEWFRONTIERPHE 324097 24 201250386 為5份、同樣為成分（B)之KAYARAD OPP-l· 5為40份、成 分（C)之 KAYARAD THE-330 為 10 份、成分（D)之 KAYARAD UX-0937 為 5 份、成分（E)之 Irgacure 184 為 5 份，於 60 °C加溫並混合，而得比較用之樹脂組成物。此外，以實施 例1同樣方式測定所得樹脂層之折射率。 使用所得樹脂組成物，以與實施例1同樣方式而獲得 稜鏡透鏡膜片。 (評價結果） 黏度：300mPa · s、折射率：1. 566、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：X [比較例4 ] 將成分（A)之FANCRYL FA-328C日立化成工業股份有限 公司製：雙酚A聚乙氧基二丙烯酸酯（通式（1)中r1=h、 R2=H、m=4、n=4))30 份、成分（B)之 NEW FRONTIER PHE 為 5份、同樣為成分（B)之KAYARAD OPP-l. 5為40份、成分 (C)之 KAYARAD THE-330 為 20 份、成分（D)之 KAYARAD UX-0937 為 5 份、成分（E)之 irgacure 184 為 5 份，於 60 。(：加溫並混合，而得比較用之樹脂組成物。此外，以實施 例1同樣方式測定所得樹脂層之折射率。 使用所得樹脂組成物，以與實施例1同樣方式而獲得 稜鏡透鏡膜片。 (評價結果） 黏度：200mPa · s、折射率：1. 555、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：x 324097 25 201250386 [比較例5 ] 將成分（A)之 NEW FRONTIER BPE-10 為 60 份、成分（B) 之NEW FRONTIER PHE-2C第一工業製藥股份有限公司製：苯 氧基二乙氧基丙烯酸酯）5份、成分（C)之KAYARAD PET-30 (日本化藥股份有限公司製：新戊四醇三丙烯酸酯）20份、 成分（D)之 KAYARADUX-0937 為 15 份、成分（E)之 Darocur 1173為5份，於6、(TC加溫並混合，而得比較用之樹脂組成 物。此外，以實施例1同樣方式測定所得樹脂層之折射率。 使用所得樹脂組成物，以與實施例1同樣方式而獲得 棱鏡透鏡膜片。 (評價結果） 黏度：900mPa · s、折射率：1. 535、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：X [比較例6] 將成分（A)之 NEWFRONTIERBPE-10 為 60 份、成分（B) 之NEW FRONTIER PHE-2C第一工業製藥股份有限公司製： 苯氧基二乙氧基丙烯酸酯）10份、成分（C)之KAY ARAD DPHA (日本化藥股份有限公司製：二新戊四醇六丙婦酸醋）15份、 成分（D)之 KAYARAD UX-0937 為 15 份、成分（E)之 Darocur 1173為5份，於60°C加溫並混合，而得比較用之樹脂組成 物。此外，以實施例1同樣方式測定所得樹脂層之折射率。 使用所得樹脂組成物，以與實施例1同樣方式而獲得 稜鏡透鏡膜片^ (評價結果）Manufactured by NEW FRONTIER BPE-4C First Industrial Pharmaceutical Co., Ltd. of ingredient (A): bisphenol A polyethoxy diacrylate (1 = [1, 匕 = 1, 111 = 2 in the general formula (1) 11=2)) 40 parts, ingredient (B) of NEWFRONTIERPHE 324097 24 201250386 is 5 parts, KAYARAD OPP-l·5 of composition (B) is 40 parts, and KAYARAD THE-330 of ingredient (C) is 10 parts. The KAYARAD UX-0937 of the component (D) is 5 parts, and the Irgacure 184 of the component (E) is 5 parts, and is heated and mixed at 60 ° C to obtain a comparative resin composition. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. Using a obtained resin composition, a ruthenium lens sheet was obtained in the same manner as in Example 1. (Evaluation results) Viscosity: 300 mPa · s, refractive index: 1. 566, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: X [Comparative Example 4] Component (A) FANCRYL FA-328C manufactured by Hitachi Chemical Co., Ltd.: bisphenol A polyethoxy diacrylate (r1 = h, R2 = H, m = 4, n = 4 in the formula (1)) 30 parts, The ingredient (B) of NEW FRONTIER PHE is 5 parts, the KAYARAD OPP-l. 5 which is also the component (B) is 40 parts, the KAYARAD THE-330 of the component (C) is 20 parts, and the KAYARAD UX- of the component (D) 5 parts for 0937 and 5 parts for ingredient (E) for irgacure 184 at 60. (: The resin composition was compared and heated, and the refractive index of the obtained resin layer was measured in the same manner as in Example 1. Using the obtained resin composition, a ruthenium lens was obtained in the same manner as in Example 1. Diaphragm. (Evaluation results) Viscosity: 200 mPa · s, refractive index: 1. 555, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: x 324097 25 201250386 [Comparative Example 5 Ingredients (A), NEW FRONTIER BPE-10, 60 parts, ingredient (B), NEW FRONTIER PHE-2C, First Industrial Pharmaceutical Co., Ltd.: phenoxydiethoxy acrylate) 5 parts, ingredients ( C) KAYARAD PET-30 (manufactured by Nippon Kayaku Co., Ltd.: pentaerythritol triacrylate) 20 parts, component (D) of KAYARADUX-0937 is 15 parts, component (E) of Darocur 1173 is 5 parts, (6) (TC was heated and mixed to obtain a resin composition for comparison. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. The obtained resin composition was obtained in the same manner as in Example 1. Prism lens diaphragm (evaluation result) Viscosity: 90 0mPa · s, refractive index: 1. 535, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: X [Comparative Example 6] The composition (A) of NEWFRONTIERBPE-10 is 60份, ingredients (B), NEW FRONTIER PHE-2C, First Industrial Pharmaceutical Co., Ltd.: phenoxydiethoxy acrylate) 10 parts, component (C), KAY ARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) : 15 parts of dipentaerythritol hexa-propyl vinegar vinegar, 15 parts of KAYARAD UX-0937 of component (D), 5 parts of Darocur 1173 of component (E), heated and mixed at 60 ° C, The resin composition used for comparison. Further, the refractive index of the obtained resin layer was measured in the same manner as in Example 1. Using the obtained resin composition, a ruthenium lens sheet was obtained in the same manner as in Example 1 (evaluation result)
324097 26 S 201250386 黏度：900mPa · s、折射率：1. 539、離型性：〇、型再現 性：〇、密著性：〇、耐擦傷性：x 由實施例1至4及比較例1至6之評價結果明顯可知， 具有特定組成之本發明之樹脂組成物其離型性、型再現 性、與基板薄膜之密著性良好，且耐久性（耐擦傷性、耐刮 性）優異。因此適合於例如柱狀透鏡、棱鏡透鏡、微透鏡等 在基材上成形之光學透鏡膜片，也可抑制因與其他光學膜 片接觸而產生之形狀缺陷。 (產業上之可利用性） 本發明之紫外線硬化性樹脂組成物及其硬化物尤其適 合於主要是桂狀透鏡、棱鏡透鏡、微透鏡等在基材上成形 之光學透鏡祺片。 【圖式簡單說明】 無 【主要元件符號說明】 無 324097 27324097 26 S 201250386 Viscosity: 900 mPa · s, refractive index: 1. 539, release property: 〇, type reproducibility: 〇, adhesion: 〇, scratch resistance: x From Examples 1 to 4 and Comparative Example 1 As is apparent from the evaluation results of the above-mentioned composition, the resin composition of the present invention having a specific composition is excellent in release property, reproducibility, and adhesion to a substrate film, and is excellent in durability (scratch resistance and scratch resistance). Therefore, it is suitable for an optical lens film formed on a substrate such as a lenticular lens, a prism lens, or a microlens, and it is also possible to suppress shape defects caused by contact with other optical films. (Industrial Applicability) The ultraviolet curable resin composition of the present invention and the cured product thereof are particularly suitable for an optical lens sheet which is mainly formed on a substrate such as a lenticular lens, a prism lens, or a microlens. [Simple diagram description] None [Main component symbol description] None 324097 27
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| US10189929B2 (en) | 2013-01-31 | 2019-01-29 | Sanyo Chemical Industries, Ltd. | Active-energy-ray-curable composition for optical members, cured article, and optical lens and sheet or film for optical lenses each produced using said cured article |
| TWI784923B (en) * | 2015-02-25 | 2022-12-01 | 日商迪愛生股份有限公司 | Curable composition, cured product thereof, and optical member |
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| JP2012241127A (en) * | 2011-05-20 | 2012-12-10 | Hitachi Chemical Co Ltd | Photocurable resin composition, and photocurable resin composition varnish and photocurable resin composition cured product using the same |
| US20160123552A1 (en) * | 2013-05-23 | 2016-05-05 | Mitsubishi Rayon Co., Ltd. | Optical film, method for producing optical film, and surface light-emitting body |
| WO2015080141A1 (en) | 2013-11-28 | 2015-06-04 | Jnc株式会社 | Photocurable inkjet ink |
| CN104977633B (en) * | 2014-04-08 | 2018-07-17 | 株式会社巴川制纸所 | Protective film, film laminate and polarizer |
| CN104761679B (en) * | 2015-03-31 | 2017-10-10 | 长兴化学材料(珠海)有限公司 | Light-cured type eyeglass and its manufacture method |
| DE112017002035T5 (en) * | 2016-04-15 | 2019-02-28 | Phoseon Technology, Inc. | Method and system for emission of and curing by means of radiation of narrow width |
| JP2018135512A (en) * | 2017-02-23 | 2018-08-30 | 三洋化成工業株式会社 | Active energy ray-curable resin composition |
| JP6784720B2 (en) * | 2018-06-01 | 2020-11-11 | 上海富吉医療器械有限公司Ｓｈａｎｇｈａｉ Ｃｈａｒｔｗｅｌｌ Ｍｅｄｉｃａｌ Ｉｎｓｔｒｕｍｅｎｔ Ｃｏ．， Ｌｔｄ． | Polymer material and intraocular lens |
| WO2020203791A1 (en) * | 2019-03-29 | 2020-10-08 | 太陽インキ製造株式会社 | Photosensitive black resin composition, cured article produced from same, and display device equipped with shielding layer comprising cured article |
| JP7593042B2 (en) * | 2019-10-31 | 2024-12-03 | 味の素株式会社 | Curable Composition |
| CN112745793B (en) * | 2019-10-31 | 2025-03-14 | 味之素株式会社 | Curable composition |
| JP2021161232A (en) * | 2020-03-31 | 2021-10-11 | 三菱ケミカル株式会社 | Active energy ray-polymerizable compositions and articles |
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| JP3058749B2 (en) * | 1992-03-03 | 2000-07-04 | 日本化薬株式会社 | Resin composition, transmission screen ultraviolet curable resin composition and cured product thereof |
| JPH09230102A (en) * | 1996-02-23 | 1997-09-05 | Nippon Kayaku Co Ltd | Resin composition, resin composition for lens and its cured matter |
| JPH10324726A (en) * | 1997-05-23 | 1998-12-08 | Nippon Kayaku Co Ltd | Resin composition for optical material and its hardened material |
| JP4473364B2 (en) * | 1999-06-03 | 2010-06-02 | Ｊｓｒ株式会社 | Photocurable resin composition and optical member |
| CN100454042C (en) * | 2001-11-30 | 2009-01-21 | 株式会社尼康 | Optical resin precursor composition, optical resin, optical element, and optical article |
| CN101344599B (en) * | 2001-11-30 | 2011-02-09 | 株式会社尼康 | Optical element, and optical article and production method |
| CN101370857B (en) * | 2006-01-12 | 2012-09-05 | 3M创新有限公司 | Light-collimating film |
| US8169707B2 (en) * | 2007-03-27 | 2012-05-01 | Dai Nippon Printing Co., Ltd. | Sheet-like optical member, resin composition for optical sheet, optical sheet and method for producing the same |
| JP2010072428A (en) * | 2008-09-19 | 2010-04-02 | Dic Corp | Active energy ray-curable resin composition for optical article and cured material |
| JP2010138393A (en) * | 2008-11-13 | 2010-06-24 | Nippon Kayaku Co Ltd | Energy ray-curable resin composition for optical lens sheet, and cured product thereof |
| JP5803208B2 (en) * | 2011-03-30 | 2015-11-04 | 大日本印刷株式会社 | Optical sheet, surface light source device, and image display device |
| WO2012157200A1 (en) * | 2011-05-13 | 2012-11-22 | 日本化薬株式会社 | Ultraviolet-ray-curable resin composition |
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| US10189929B2 (en) | 2013-01-31 | 2019-01-29 | Sanyo Chemical Industries, Ltd. | Active-energy-ray-curable composition for optical members, cured article, and optical lens and sheet or film for optical lenses each produced using said cured article |
| TWI784923B (en) * | 2015-02-25 | 2022-12-01 | 日商迪愛生股份有限公司 | Curable composition, cured product thereof, and optical member |
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| CN102786640B (en) | 2017-04-12 |
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