TW201213459A - Photo-curable coating compositions with water vapor barrier - Google Patents
Photo-curable coating compositions with water vapor barrier Download PDFInfo
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- TW201213459A TW201213459A TW99132729A TW99132729A TW201213459A TW 201213459 A TW201213459 A TW 201213459A TW 99132729 A TW99132729 A TW 99132729A TW 99132729 A TW99132729 A TW 99132729A TW 201213459 A TW201213459 A TW 201213459A
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- composition
- coating composition
- acrylic
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- 239000008199 coating composition Substances 0.000 title claims abstract description 32
- 230000004888 barrier function Effects 0.000 title claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 22
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000178 monomer Substances 0.000 claims abstract description 16
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 7
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 5
- -1 mercaptopropenyl group Chemical group 0.000 claims description 35
- 238000000576 coating method Methods 0.000 claims description 26
- 239000011248 coating agent Substances 0.000 claims description 20
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 3
- 239000003999 initiator Substances 0.000 claims description 3
- 239000000052 vinegar Substances 0.000 claims description 3
- 235000021419 vinegar Nutrition 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 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 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 229910052805 deuterium Inorganic materials 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 125000004386 diacrylate group Chemical group 0.000 claims 2
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000005396 acrylic acid ester group Chemical group 0.000 claims 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims 1
- 238000005259 measurement Methods 0.000 claims 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims 1
- 229960003424 phenylacetic acid Drugs 0.000 claims 1
- 239000003279 phenylacetic acid Substances 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 abstract description 5
- 229920002635 polyurethane Polymers 0.000 abstract description 4
- 239000004814 polyurethane Substances 0.000 abstract description 4
- 230000009975 flexible effect Effects 0.000 abstract 1
- 239000000758 substrate Substances 0.000 description 33
- 239000007789 gas Substances 0.000 description 10
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 229920000139 polyethylene terephthalate Polymers 0.000 description 8
- 239000005020 polyethylene terephthalate Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000005022 packaging material Substances 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- 229960002130 benzoin Drugs 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 235000019382 gum benzoic Nutrition 0.000 description 3
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 239000004584 polyacrylic acid Substances 0.000 description 3
- 229920000647 polyepoxide Polymers 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
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
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- 239000008267 milk Substances 0.000 description 2
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- 230000035515 penetration Effects 0.000 description 2
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- 229920006255 plastic film Polymers 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
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- 239000011253 protective coating Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
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- 229910052707 ruthenium Inorganic materials 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- SLHXYIVFBYHMCZ-UHFFFAOYSA-N (1-cyclohexylcyclohexa-2,4-dien-1-yl)-phenylmethanone Chemical compound C1(CCCCC1)C1(C(=O)C2=CC=CC=C2)CC=CC=C1 SLHXYIVFBYHMCZ-UHFFFAOYSA-N 0.000 description 1
- RLUFBDIRFJGKLY-UHFFFAOYSA-N (2,3-dichlorophenyl)-phenylmethanone Chemical compound ClC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1Cl RLUFBDIRFJGKLY-UHFFFAOYSA-N 0.000 description 1
- IFZHGQSUNAKKSN-UHFFFAOYSA-N 1,1-diethylhydrazine Chemical compound CCN(N)CC IFZHGQSUNAKKSN-UHFFFAOYSA-N 0.000 description 1
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- ODISVHPYJICALC-UHFFFAOYSA-N 1-(2-aminophenyl)-2-hydroxy-2-phenylethanone Chemical compound NC1=CC=CC=C1C(=O)C(O)C1=CC=CC=C1 ODISVHPYJICALC-UHFFFAOYSA-N 0.000 description 1
- NBXGIIMMSBYDKU-UHFFFAOYSA-N 1-bromo-1-phenylhydrazine Chemical compound NN(Br)C1=CC=CC=C1 NBXGIIMMSBYDKU-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- RZFOAVRHEGQZRV-UHFFFAOYSA-N 2,3-diphenylthiophene Chemical compound S1C=CC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 RZFOAVRHEGQZRV-UHFFFAOYSA-N 0.000 description 1
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- ASNDUVZOIJNAGE-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol;prop-1-ene Chemical group CC=C.CC=C.CC(O)COC(C)COC(C)CO ASNDUVZOIJNAGE-UHFFFAOYSA-N 0.000 description 1
- IWBWVDYALMOCAJ-UHFFFAOYSA-N 2-benzoyloxycarbonylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1 IWBWVDYALMOCAJ-UHFFFAOYSA-N 0.000 description 1
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- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- JLNKJTJSIQKWEU-UHFFFAOYSA-N 2-cyclohexyl-2-hydroxyacetonitrile Chemical compound N#CC(O)C1CCCCC1 JLNKJTJSIQKWEU-UHFFFAOYSA-N 0.000 description 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
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- HDBQZGJWHMCXIL-UHFFFAOYSA-N 3,7-dihydropurine-2-thione Chemical compound SC1=NC=C2NC=NC2=N1 HDBQZGJWHMCXIL-UHFFFAOYSA-N 0.000 description 1
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- 239000002518 antifoaming agent Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- VVLYZBOITRUDKI-UHFFFAOYSA-N benzene 1-phenylethanone Chemical compound C1=CC=CC=C1.C(C)(=O)C1=CC=CC=C1 VVLYZBOITRUDKI-UHFFFAOYSA-N 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- WXBLLCUINBKULX-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1 WXBLLCUINBKULX-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- QDVNNDYBCWZVTI-UHFFFAOYSA-N bis[4-(ethylamino)phenyl]methanone Chemical compound C1=CC(NCC)=CC=C1C(=O)C1=CC=C(NCC)C=C1 QDVNNDYBCWZVTI-UHFFFAOYSA-N 0.000 description 1
- 150000001622 bismuth compounds Chemical class 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052956 cinnabar Inorganic materials 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- MRIZMKJLUDDMHF-UHFFFAOYSA-N cumene;hydrogen peroxide Chemical compound OO.CC(C)C1=CC=CC=C1 MRIZMKJLUDDMHF-UHFFFAOYSA-N 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- BMFYCFSWWDXEPB-UHFFFAOYSA-N cyclohexyl(phenyl)methanone Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1 BMFYCFSWWDXEPB-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005805 dimethoxy phenyl group Chemical group 0.000 description 1
- GUUVPOWQJOLRAS-UHFFFAOYSA-N diphenyl disulphide Natural products C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- WHRIKZCFRVTHJH-UHFFFAOYSA-N ethylhydrazine Chemical compound CCNN WHRIKZCFRVTHJH-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- HDZGCSFEDULWCS-UHFFFAOYSA-N monomethylhydrazine Chemical compound CNN HDZGCSFEDULWCS-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 1
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- YVZACCLFRNQBNO-UHFFFAOYSA-N pentylhydrazine Chemical compound CCCCCNN YVZACCLFRNQBNO-UHFFFAOYSA-N 0.000 description 1
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 description 1
- 229960000964 phenelzine Drugs 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- JAMNHZBIQDNHMM-UHFFFAOYSA-N pivalonitrile Chemical compound CC(C)(C)C#N JAMNHZBIQDNHMM-UHFFFAOYSA-N 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 239000004633 polyglycolic acid Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000417 polynaphthalene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- GLVAUDGFNGKCSF-UHFFFAOYSA-N purine-6-thione Natural products S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 description 1
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical compound C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003304 ruthenium compounds Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert-Butyl hydroperoxide Substances CC(C)(C)OO CIHOLLKRGTVIJN-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
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
- HNKJADCVZUBCPG-UHFFFAOYSA-N thioanisole Chemical compound CSC1=CC=CC=C1 HNKJADCVZUBCPG-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003573 thiols Chemical class 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
- 238000002834 transmittance Methods 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 150000003648 triterpenes Chemical class 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Abstract
Description
201213459 六、發明說明: 【發明所屬之技術領域】 '本發明有關一種可利用簡單塗佈製程之光固化型塗覆組 成物’由此組成物所製得之薄膜具有優異水氣阻隔性且撓曲性 優異而可使用於需要阻隔水氣之應用中,如各種容器、包裝 材、面板、太陽能電池封裝保護材等。 、 【先前技術】201213459 VI. Description of the Invention: [Technical Field According to the Invention] The present invention relates to a photocurable coating composition which can be formed by a simple coating process, and the film obtained from the composition has excellent water vapor barrier properties and scratches It has excellent curvature and can be used in applications that need to block moisture, such as various containers, packaging materials, panels, and solar cell packaging materials. [Prior Art]
塑膠基板或片材已使用於各種領域,例如各種容器、包裝 材、面板、太陽能電池封裝保護材等各種領域。例如^美國^ 利號第7,393,581號揭示一種塑膠基板,其具有多層結^。該 專利文獻關权瓣基餘縣餘液部穌胃、.有機發g 裝置及電子紙等’且該塑膠基板包括彼此附接之塑勝薄膜以及 依序堆疊在談塑膠膜兩侧之有機-無機混成之第一緩衝層、氣 體阻隔層、及械·無機混成之第二緩衝層。此歸基板雖且 ^憂良的阻水氣特性,但其結構為對稱且必須精準地對位;隹 制i國專严號第5,840,825號則揭示一種氣體阻隔塗 ’斗及由其製作之夕層封裝材料。該氣體阻隔塗料包括 胺:⑻胺與表氯醇及/或聚魏化物及(c)填充劑。且⑷該聚 版包含至少下列:(物始雜及(b)未職之聚跡成物,並 係該起始聚胺與表氣醇及/或具有複數個鍵連至芳族分子之^ 基環氧化物之反應產物,而(c)填充劑則包含具有 粒徑为布之板狀填充劑:(&)數平均粒徑在約55至15微 ^乾圍’及⑼體積平均粒徑在約8至25微米範圍。此文 獻之塗料具有大量生產與經濟價值的可能性。 巧今改善塑膠基板之不良水氣阻隔、氧氣阻隔特性,多是 基板表©鍍上歸特殊的有機無機的保護層材硬塗 體阻隔塗層)來達到低濕度敏感性與高氣體阻隔特性。 …亥專方_塗覆多層且餘較複雜,而仍有改良之空間。 201213459 =成物而可撕料笨 帮㈣人料行歧贼’魏対特定的光 的成物可改4由此所獲得之保護塗膜 透明性機能’且該保護塗膜組成物可以光士 ^聯方式以製輕相賴單之塗佈製程製造,因而完成本發 【發明内容】 固 ;=(,)之光 a ^,,. .. 00 ,、相权於傳統塗枓,可k供水氣之兩阻隔性 ‘,有製程於低溫光固化交聯而獲得保護塗 〇1 目的係提供—種細化塗覆組成物,其包括(Α) 时折ι/°之分枝狀丙烯酸聚胺酯、田)αι〜40重量%之脂 夕之對苯盼環氧丙烯酸樹脂、(C) 30〜75重量%之單或 二吕月b基之丙婦酸系單體、以及(D) 1〜2〇重量%之光聚合起始 劑0 組成^=^本發明提供一種具有水氣阻隔性之光固化塗覆 (Α)0.1 50重量。/〇之具有下述通式①之分枝狀丙烯酸聚胺酯:Plastic substrates or sheets have been used in various fields, such as various containers, packaging materials, panels, and solar cell packaging protective materials. For example, U.S. Patent No. 7,393,581 discloses a plastic substrate having a plurality of layers. The patent document is based on the sacred liquid of the Yushui Department of the Yu County, the organic device, and the electronic paper, and the plastic substrate comprises a plastic film attached to each other and organically stacked on both sides of the plastic film. The first buffer layer, the gas barrier layer, and the second buffer layer of the inorganic-inorganic hybrid. Although the substrate is a sorrowful water-blocking gas characteristic, its structure is symmetrical and must be accurately aligned; the i制国国严号 No. 5,840,825 discloses a gas barrier coating and its eve Layer packaging material. The gas barrier coating comprises an amine: (8) an amine with epichlorohydrin and/or polyweilate and (c) a filler. And (4) the polyplate comprises at least the following: (the beginning of the impurity and (b) the unsuccessful trace of the precursor, and the starting polyamine and the surface alcohol and/or having a plurality of bonds to the aromatic molecule ^ a reaction product of a base epoxide, and (c) a filler comprising a plate-like filler having a particle size: (&) number average particle diameter of about 55 to 15 micro dry squares and (9) volume average particles The diameter is in the range of about 8 to 25 microns. The coatings in this document have the potential for mass production and economic value. The improvement of the poor water vapor barrier and oxygen barrier properties of plastic substrates is mostly based on the substrate. The protective layer hard coating barrier coating) to achieve low humidity sensitivity and high gas barrier properties. ...Haifang _ coating multiple layers and the more complicated, but there is still room for improvement. 201213459=Important and tearable material (4) Personnel thief 'Wei 対 specific light of the object can be changed 4 to obtain the protective film transparency function' and the protective coating film composition can be light The joint method is manufactured by the coating process of making the light, so that the present invention [the content of the invention] solid; = (,) light a ^,, . . . 00, the right to the traditional coating, can be k The two barrier properties of the water supply gas, the process of obtaining a protective coating on the low temperature photocuring cross-linking is provided by the purpose of providing a fine coating composition comprising a branched acrylate polyurethane of (ι) , 田) αι~40% by weight of glutinous benzophenone epoxy acrylate resin, (C) 30~75% by weight of single or Erlu month b-based propylene glycol monomer, and (D) 1~ 2% by weight of photopolymerization initiator 0 Composition ^=^ The present invention provides a photocurable coating (Α) 0.1 50 by weight with water vapor barrier properties. / Branched with the branched polyacrylic acid ester of the following formula 1:
— R— R
4 (I) 201213459 其中R表示Η或CH3,R1表示四價脂肪族基,R2表示二價脂 - 肪族基或脂環基,R3表示一價脂肪族基、乙烯基、丙烯醯基 . 或甲基丙烯醯基,且n^3 ’較好為3至64間之數值; ⑻0.1〜40重量%之下述通式(II)之脂肪族改質之對笨酚環氧 • 丙烯酸樹脂:4 (I) 201213459 wherein R represents deuterium or CH3, R1 represents a tetravalent aliphatic group, R2 represents a divalent lipid-aliphatic group or an alicyclic group, and R3 represents a monovalent aliphatic group, a vinyl group, a propylene group. a methacrylic fluorenyl group, and n^3' is preferably a value between 3 and 64; (8) 0.1 to 40% by weight of an aliphatically modified phenolic epoxy resin of the following formula (II) :
R (H2 OH 〇H人 Re 卜 C' 0R (H2 OH 〇H people Re Bu C' 0
(其中x=l〜10之整數)(where x = 1 to 10 integers)
Rb表示Η或甲基;Rc表示Cm伸烷基、_si〇si_基、_c〇_基 -ΝΉ-基、-NHCO-基、-C6H4-基,:¾表示 Q-6伸烷基或 c26j 烯基,y=l〜10之整數及w=l或2 ;以及 (C) 30〜75重量%之單或多官能基之丙烯酸系單體;以及 (D) 1〜20重量%之羌聚合起始劑。 依^本發明之光固化塗覆組成物(後文有時簡稱為”塗肩 組成物),當其塗覆於基材上形成膜時,可對基材提供 且由於由本發明之細b塗覆組成物所製得^ 曲性以及透光性,故而不會隱蔽基材原本之色澤卫 可因應基材之用途而進行響折等。 f實施方式】 :酯: 成物本發8服供―種具有核阻紐之細化塗覆組 (A) 0.1〜50重罝。/。之具有下述通式①之分技狀丙烯酸聚胺纟 201213459Rb represents hydrazine or methyl; Rc represents Cm alkyl, _si〇si_yl, _c〇_yl-fluorenyl, -NHCO-yl, -C6H4-yl, :3⁄4 represents Q-6 alkyl or c26j Alkenyl group, y = an integer of 1 to 10 and w = 1 or 2; and (C) 30 to 75% by weight of a mono- or polyfunctional acrylic monomer; and (D) 1 to 20% by weight of ruthenium polymerization Starting agent. The photocurable coating composition according to the present invention (hereinafter sometimes referred to simply as "coating composition"), when applied to a substrate to form a film, can be provided to the substrate and coated by the fine b of the present invention The composition and the light transmittance of the coating composition, so that the original color of the substrate can not be concealed, and the color can be made according to the use of the substrate. f Embodiments: : ester: ― a fine coating group with a nuclear resistance (A) 0.1 to 50 罝 罝 具有 具有 具有 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟 纟
RR
(I) 其中R表示H或CH3,R1表示四價脂肪族基,R2表示二價月旨 肪族基或脂環基,R3表示一價脂肪族基、乙烯基、丙稀醯^ 或甲基丙烯酿基,且n23,較好為3至64間之數值;(I) wherein R represents H or CH3, R1 represents a tetravalent aliphatic group, R2 represents a divalent monthly aliphatic or alicyclic group, and R3 represents a monovalent aliphatic group, a vinyl group, a propylene group or a methyl group. a propylene-based base, and n23, preferably a value between 3 and 64;
(B) 0.1〜40重量%之下述通式(II)之脂肪族改質之對笨紛環氧 丙烯酸樹脂:(B) 0.1 to 40% by weight of the aliphatic modified of the following formula (II) to the cumbersome epoxy acrylic resin:
(其中x=l〜10之整數)(where x = 1 to 10 integers)
Rb表示Η或甲基;Rc表示Cm伸烷基、-SiOSi -基、_c〇-基、 姻-基、-NHC0-基、-QHr基’ :¾表示Cl.6伸烷基或C2 埽基’ y=l〜10之整數及w=l或2 ;以及 (C) 30〜75重量%之單或多官能基之丙烯酸系單體;以及 (D) 1〜2〇重量%之光聚合起始劑。 本發明讀覆域物巾成分⑷之具有下輕 ^丙烯酸聚胺酯,其比例較好為15至3〇重量%,且 舉例有例如新力歸概份有限公賴造之產品編號離抑 201213459 23〇A2、Cytec工業股份有限公司製造之產品編號Ebecryl 1290 • 以及長興化學伽mal Chemieal)x·業股份植公稍造的產品 ^ 編號 6145-100。 • 本發,之塗覆組成物中成分⑹之具有通式⑼之脂肪族 改質之對苯紛環氧丙烯酸樹脂,其量較好為】至15重量%, 且可舉例有例如新力美科技股份有限公司製造之產品編號 Ag1Syn 3051、Cytec工業股份有限公司製造之產品編號 3702、Sartomer股份有限公司製造之產品編號CN116/A31〇以 及Actllane 310(阿克蘇諾貝爾(AkzoNobel)樹脂公司) 應 本發明之塗覆組成物中成分(c)之單或多官能基之丙烯酸 · 齡體為以GPC測得之換算為聚苯乙烯之重量平均分子量為 麵以下之__單體,其重量平均分子量較好^ 60〜800:該等單或多官能基之丙烯酸系單體可舉例為例如:丙 烯酸2·經基乙g旨、甲基丙烯酸2•經基乙自旨、丙烯酸月桂醋、 丙烯酸2-(2-乙氧基乙氧基)乙醋、三丙二醇二丙烯_旨、二丙 ^醇二丙烯酸g旨、聚乙二醇(綱)二丙婦酸酯、三經甲基丙烧 =丙烯酸g旨、季戊四醇三丙烯酸g旨、二季戊四醇六丙稀酸醋 等。此等丙烯酸單體可單獨使用或混合兩種以上使用。 本發明之塗覆組成物中成分(D)之光起始劑,為可藉由埶 • ^藉由照光而分解成游離基' 陽離子、陰離子等活性位點M吏' 單體與寡雜進行聚合反應者。其中照射的光源可為可見光、 料光、遠料光、近料光、電子束與χ躲或是各種具 有溫度之熱源,如烘箱、熱風、熱輻射。所使用之光起始劑 舉例為例如酮類化合物、醯膦氧化物、膦氧化物類、三噪衍生 物丫°疋衍生物、咪嗤類化合物、蒽酿^類化合物、笨偶^烧其 醚及其烷醚類化合物、偶氮系、過氧化物等,例如舉例如下1 Ρ,Ρ -雙(二甲胺基)二苯甲_、ρ,ρ,_雙(二乙胺基)二 騎、Ρ’Ρ -雙(二丁胺基)二苯甲g同、3,3-二曱基-4-甲氧基二笨 甲酮、二苯f酮、2-羥基-2-〒基-i_苯基丙酮、卜羥基 基苯基剩、基-H4#硫基)苯基降嗎琳代_L^4:(2_ 201213459 輕基乙氧基)苯基-2-(經基-2-丙基)酮、對苯基二苯曱酮、4,4’-二乙基胺基二苯甲酮、二氯二苯甲酮、α_羥基異丁基苯酮、2_ 苯曱醯基-2-二曱胺基-1·(4·嗎淋苯基)-丁酮-1、二苯并環庚酮、 1· (4·異丙苯基)-2-經基-2-甲基-1-丙酮、2-曱基-[4-(甲硫基) 苯基]-2-嗎琳·丙酮、2-苯曱基-2-二甲胺基嗎啉代苯基)丁 烷-1-酮、1-經基環己基苯基酮、蒽酮、9,1〇_蒽酮、2_乙基_9,1〇_ 蒽嗣、一苯基乙二酮、咕嘲酮、2-曱基硫夾氧氮酿、2,4-二 乙基硫失氧氦J昆酮、二苯乙醇晒(benzoin)、縮g同(ketals)、苯乙 嗣、2,2-—曱氧基-2-苯基苯乙酮、2,2-二乙氧基-2-苯基苯乙酮、 一氯苯乙酮、1-經基環己基苯酮、2-曱基嗔嘲酮、2-乙基η塞 嘲酮、2-氣噻噸酮、2,4-二甲基噻噸酮、2,4-二乙基噻噸酮、2,4_ 二曱基噻噸酮、2,4-二乙基噻噸酮、2-氯噻噸酮、2,4·二異丙基 。塞嘴嗣、1-氣-4-丙氧基皆領嗣、苯乙嗣二曱基g同縮醇、节基二 甲基酮縮醇等之酮類化合物; 土 乙醯苯、二甲胺基乙醯苯、2,2_二甲氧基_2_苯基乙醯苯、2,2_ 二乙氧基-2-苯基乙醯苯、二氣乙醯苯、2,2_二乙氧乙醯苯、2,2_ =氣-4-苯氧基乙醯苯、丙醯苯、丨_羥基_環己基乙醯苯、乙醯 苯二甲基酮縮醇等之乙醯苯類、2,4,6-三甲基苯醯基二苯基膦 氧化物等; 2,4,,-[二(二氣曱基)]_ 1,3,5_三嗪、2,4_[雙(三氣曱基〕]_6_(七2 甲氧苯基)-1,3,5-三嗪、2,4-[雙(三氯甲基)]_6_ (4,2曱氧萘 基)-1,3,5-三嗪、2,4_[雙(三氣甲基)]·6·(胡椒基)-l,3 5-三 嗪、2,4_[雙(三氣甲基)]_6_ (4_甲氧基苯乙烯基)·〗,3,5_’三 等三。秦衍生物; 吖啶以及9-苯基吖啶等吖啶衍生物、2,2,_雙(鄰氣苯基) -4,^4’,5’-四苯基_1,2’-聯二咪嗤、2,2,_雙(鄰氯苯基)_4,5,4,,5,_ 四苯基-1,Γ-聯二咪唑、2,2,-雙(鄰氟苯基)_4,5,4,,5,-四苯基 _U ’_聯二_哇、2,2’_雙(鄰甲氧基苯基)-4,5,4,,5,书苯基-1 !, 聯二♦坐、2,2’_雙(對-甲氧基苯基)-4,5,4,,5,-四苯基-U,’-聯 二咪唾、2,4,2,,4,·雙[雙(對呷氧基苯基)]-5,5,-二苯基-U,_ 8 201213459 聯二味唾、2,2,-雙(2,4·二甲氧基苯基)_4,5,4, 5,_ 聯^峻、2,2’·雙(對_甲硫基苯基)_4,5,4,,5,’.二 二咪唾、雙(2,4,5-三苯基)_U,_聯二咪唾等 ^-聯 二苯基碘溴化物、二苯基碘氯化物等之-笨^ ^化5物, 碳、四漠化碳、氯仿、蛾仿等之有機^匕 Ϊ化it(三氣曱基M,3,5_三嘻苯并蕙嗣等之 ‘%醌、2-甲基蒽醌、2_乙基蒽醌、2_第三丁基 惠酿、2-戊基蒽醌等之蒽醌類化合物; “ 2_胺基 苯偶因、苯偶因情、苯偶因⑽、苯偶因異丙醚 正丁喊、苯偶因苯基_、苯偶因異丁越等之笨 烧醚類化合物; 況基越及其 二'氧基苯甲醯基)_2,4,4·三甲基戊基膦氧化物、雙 ! S ί Γ ?基)_甲基膦氧化物、2,4,6-三甲基苯甲酸 醯膦氧化齡化合轉;. ―化物等的 之丁Ϊ醋)、二乙基(2,2,·偶氮異丁酸酯博 之了烷基(2,2 -偶氮異丁酸酯)、2,2,_偶氮(異丁腈)(ΑΙΒ , 偶氮(2_甲基異丁腈)、2,2,鐵 一甲基戊腈)等之偶氮系起始劑;異丙苯氫過氧化物、 基過氧新癸自旨、第三_丁基縣三甲基乙§旨、第三_了基& 曰、第二·丁基過氧_2•乙基己酸g旨、二-第三-丁基二過氧 間^二甲酸酯等第三_丁基氫過氧化物、第三_己基過氧乙基 己酉曰、甲基乙基g同過氧化物、乙醯基環己基續醯過氧化物、月 化物、過氧化苯甲醯、苯醯過氧化物等之過氧化物系 ^溴苯基颯、三溴曱苯基颯、2,基_2•二甲胺基嗎琳 本土] 丁烧、a-經基異丁盼、二苯乙二酸(benzji)、硫代氧雜策 ,匕$物(thioxanthones)及嗎琳-丙嗣化合物、二苯基硫越、5 紅、苄基二苯基二硫化物、3,4_苯甲醯基_4,_甲基二苯基硫化 201213459 物二苯甲醯基苯甲酸、苯曱醯基苯曱酸甲酯、苯曱醯基甲酸酯、 二苯偶醯、二乙醯、萘醌、對_二曱胺基苯曱酸乙酯、揭示於 歐洲專利第152377號公報之鐵_芳烴配位錯合物 Complex)、揭示於日本特開昭63_22111〇號公報之二茂鈦化合 物等、特公昭45-37377號公報揭示與υ·、1,4,_、2,4,-共有結 合之互變異性體等六芳基聯二咪唑A生物;Rb represents hydrazine or methyl; Rc represents Cm alkyl, -SiOSi-yl, _c〇-yl, aryl-yl, -NHC0-yl, -QHryl: : 3⁄4 represents Cl.6 alkyl or C2 fluorenyl ' y = an integer of 1 to 10 and w = 1 or 2; and (C) 30 to 75% by weight of a mono- or polyfunctional acrylic monomer; and (D) 1 to 2% by weight of photopolymerization Starting agent. The cover material of the present invention has the lower light-polyacrylic acid polyurethane, and the proportion thereof is preferably 15 to 3% by weight, and for example, the product number of the new force is limited to 201213459 23〇A2. The product number Ebecryl 1290 manufactured by Cytec Industrial Co., Ltd. and the product of Changxing Chemical Gamal Chemieal) x·Industry Co., Ltd. No. 6145-100. In the present invention, the aliphatically modified p-benzoic epoxy resin having the formula (9) of the component (6) in the coating composition is preferably in an amount of up to 15% by weight, and may be exemplified by, for example, Xinlimei Technology Product No. Ag1Syn 3051 manufactured by Co., Ltd., product number 3702 manufactured by Cytec Industrial Co., Ltd., product number CN116/A31〇 manufactured by Sartomer Co., Ltd., and Actllane 310 (AkzoNobel Resin Co., Ltd.) The single or polyfunctional acrylic acid-containing body of the component (c) in the coating composition is a __ monomer having a weight average molecular weight of less than or equal to polystyrene measured by GPC, and the weight average molecular weight is good. ^60~800: The mono- or polyfunctional acrylic monomers can be exemplified by, for example, acrylic acid 2, thioglycol, methacrylic acid 2, methacrylic acid, acrylic laurel, acrylic acid 2-( 2-ethoxyethoxy)acetic acid, tripropylene glycol dipropylene _, di propylene glycol diacrylate g, polyethylene glycol (c) dipropionate, trimethyl propyl acrylate = acrylic acid g Purpose, pentaerythritol triacrylate g, two Pentaerythritol hexaacetic acid vinegar and the like. These acrylic monomers may be used singly or in combination of two or more. The photoinitiator of the component (D) in the coating composition of the present invention can be decomposed into a radical 'cation, an anion and the like, an active site M吏' monomer and oligomer by irradiation with light. Polymerizer. The light source to be illuminated may be visible light, material light, far-light, near-light, electron beam and chirp or various heat sources with temperature, such as oven, hot air, and heat radiation. The photoinitiator used is exemplified by, for example, a ketone compound, a ruthenium phosphine oxide, a phosphine oxide, a tri-noise derivative, a hydrazine derivative, a bismuth compound, a ruthenium compound, and a stupid The ether and its alkyl ether compound, azo type, peroxide, etc., for example, are as follows: Ρ, bis-bis(dimethylamino)benzonitrile, ρ, ρ, bis(diethylamino) Ride, Ρ'Ρ-bis(dibutylamino)benzil g, 3,3-dimercapto-4-methoxydibenzophenone, diphenyl f-ketone, 2-hydroxy-2-indenyl -i_phenylacetone, hydroxylphenyl remaining, yl-H4#thio)phenyl-lowering _L^4: (2_201213459 light ethoxy)phenyl-2-(trans-base) 2-propyl) ketone, p-phenyldibenzophenone, 4,4'-diethylaminobenzophenone, dichlorobenzophenone, α-hydroxyisobutylbenzophenone, 2_phenylhydrazine Benzyl-2-diamino-l-(4-diphenyl)-butanone-1, dibenzocycloheptanone, 1·(4·cumyl)-2-yl-2- Methyl-1-propanone, 2-mercapto-[4-(methylthio)phenyl]-2-morphinacetone, 2-phenylhydrazino-2-dimethylaminomorpholinophenyl) Alkan-1-one, 1-cyclohexyl phenyl ketone, hydrazine , 9,1〇_蒽 ketone, 2_ethyl_9,1〇_蒽嗣, phenylethylidenedione, oxime ketone, 2-mercaptosulfide oxynitride, 2,4-diethyl Sulfur oxoquinone, quinolone, benzoin, ketals, phenelzine, 2,2-methoxy-2-phenylacetophenone, 2,2-diethyl Oxy-2-phenylacetophenone, monochloroacetophenone, 1-cyclohexylbenzophenone, 2-mercaptopurine, 2-ethyl η dysone, 2-ox thioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-dithioxyl ketone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 2,4·diisopropyl. a ketone compound such as a scorpion scorpion, a 1- ox-4-propoxy group, a phenethyl hydrazide, a condensed alcohol, a benzyl ketal, and the like; Base acetophenone, 2,2-dimethoxy-2-phenyl phenyl benzene, 2,2-diethoxy-2-phenyl acetophenone, diacetophenone, 2,2_di Ethyl benzene, 2,2_ = qi-4-phenoxy acetophenone, acetophenone benzene, hydrazine _ hydroxy-cyclohexyl acetonitrile, acetophenone ketal, etc. 2,4,6-trimethylphenylnonyldiphenylphosphine oxide; etc.; 2,4,,-[bis(dioxamethyl)]_ 1,3,5-triazine, 2,4_[double (three gas thiol)]_6_(seven 2-methoxyphenyl)-1,3,5-triazine, 2,4-[bis(trichloromethyl)]_6_(4,2oxanaphthyl)- 1,3,5-triazine, 2,4_[bis(trimethylmethyl)]·6·(piperidinyl)-l,3 5-triazine, 2,4_[bis(tris)]_6_ (4_methoxystyryl)·〗, 3,5_'3, etc., Qin derivative; acridine derivative such as acridine and 9-phenyl acridine, 2, 2, _ double (ortho benzene) -4,^4',5'-tetraphenyl-1,2'-biimidine, 2,2,_bis(o-chlorophenyl)_4,5,4,,5,_ tetraphenyl Base-1, -biimidazole, 2,2,-bis(o-fluorophenyl)_4,5,4,5,-tetraphenyl_U '_ bis-wow, 2,2'-bis (o-methoxy) Phenyl)-4,5,4,5, book phenyl-1 !, 联二♦ sit, 2,2'_bis(p-methoxyphenyl)-4,5,4,,5, -tetraphenyl-U, '- 联二咪唾, 2,4,2,,4,·bis[bis(p-methoxyphenyl)]-5,5,-diphenyl-U,_ 8 201213459 联二味,2,2,-bis(2,4.dimethoxyphenyl)_4,5,4, 5,_ 联^, 2,2'·bis (p-methylthiobenzene) Base)_4,5,4,,5,'. 二二咪唾, bis(2,4,5-triphenyl)_U,_联二咪唾等^-biphenyliodobromide, diphenyl Basic iodine chloride, etc. - a compound of carbon, four desertified carbon, chloroform, moth, etc. (three gas sulfhydryl groups M, 3, 5_ triterpene benzopyrene Such as '% hydrazine, 2-methyl hydrazine, 2 _ ethyl hydrazine, 2 _ butyl butyl broth, 2-pentyl hydrazine and the like steroids; " 2 - amino benzoin, benzene Occasionally, benzoin (10), benzoin isopropyl ether, benzoin phenyl, benzoin isobutylene and other stupid ether compounds; 'oxybenzimidyl}_2,4,4·trimethylpentylphosphine oxide, bis(S ί 基 基)-methylphosphine oxide, bismuth 2,4,6-trimethylbenzoate Phosphine oxidative ageing conversion;. —— 化物 等 Ϊ ) vinegar), diethyl (2, 2, azo isobutyrate 之 之 alkyl (2, 2 - azo isobutyrate), 2 , 2,_azo (isobutyronitrile) (argon, azo (2-methylisobutyronitrile), 2, 2, iron monomethylvaleronitrile) and other azo initiators; cumene hydrogen Peroxide, oxy-peroxy oxime, third-butyl ternary trimethyl ethane, third _ ki & oxime, second butyl peroxy-2-ethylhexanoic acid a third-tert-butyl hydroperoxide such as di-t-butyldiperoxy-dicarboxylate, a third-hexylperoxyethylhexanium, a methylethylg and a peroxide, Ethyl fluorenylcyclohexyl hydrazine peroxide, monthly compound, benzamidine peroxide, benzoquinone peroxide, etc. peroxide system bromophenyl hydrazine, tribromo phenyl phenyl hydrazine, 2, yl group 2 • Dimethylamine-based phthalocyanine] Ding-burning, a-radio-isopred, benzji, thioxanthene, thioxanthones and morphine-propanoid , diphenyl thiophene, 5 red, benzyl diphenyl disulfide, 3,4 - benzhydryl _4, _ methyl diphenyl sulfide 201213459 benzoic acid benzoic acid, benzoquinone Methyl benzoate, benzoyl phthalate, diphenyl oxime, diethyl hydrazine, naphthoquinone, ethyl p-diamyl benzoate, disclosed in European Patent No. 152377 (Aromatic Hydrocarbon Coordination Complex), which is disclosed in Japanese Laid-Open Patent Publication No. SHO63-22111A, and the disclosure of Japanese Patent Publication No. Sho 45-37377, the disclosure of which is incorporated herein by reference. a hexaarylbiimidazole A organism such as a tautomer;
Ciba® Ciba® Ciba® Ciba® Ciba^ 市售品可具體舉例為:Ciba® IRGACURE® 819 IRGACURE® 369 > Ciba® IRGACURE® 2959 DAROCURE® 1173 ' Ciba® IRGACURE® 184 DAROCURE® TPO、Ciba®IRGACURE® 784, IRGACURE®2 2022、Ciba® IRGACURE®2 651、uDa' IRGACURE®21300、Ciba® DAROCURE® MBF(以上均為 Cib2 巧用化學品公司所製造及_)等光起始劑。此等光起始可以 或混合兩種以上朗,最佳添加_為本發明塗覆組 成物總1之2〜6重量%。 •ί發Γ之塗覆組成物中,亦可視情況依據錢目的添加有 S劑’其量並無特別限制且可視用途而適當調整。有機溶劑 i涂=調整組成物t各成分的分散性並用以罐至適宜操作 i塗、流紐。該等賴可使關如料烴類例如 二Γ ί4 L脂肪族烴類如戊燒、己烧、辛烧等;脂環煙類例 笨衣二二、甲環己酮等;鹵化烴類例如氣苯、二氣 四坑等,醇類如甲醇、乙醇、異丙醇等;_如乙越、 酯類如乙酸甲酯、乙酸乙酯、乙酸丙酯等;酮類 :生物例如乙二醇、丙二醇、丁二醇、己二醇、二乙二醇、: 5醇單㈣、乙二醇單丁醚等;其他如乙腈、吼咬、 ί外ίί劑可單獨使用—種,亦可混合兩_上使用。 ^外’本發明之塗覆組成物中’在不損及本發明效 二二有其他添加劑,該等添加劑可為例如消泡劑、流平劑、 、⑶、_分制、表面張力調整解本技藝中所慣常使用 201213459 • 者。 …之光·塗覆組成物可_之基材,可為任何需要 材’如可為多層或單層結構的塑膠基材、ΐ t ,、,、機或金屬積層紐、有機無機混成基材、多層 構的無機基材、多層或單層結構的金屬基材、剛性容一器等。、、’。 ,膠紐可為-般使胁包_容料之轉材-,且 為均聚物、聚合物掺合物、絲贼錢域混成㈣秦 morgue hybrid)·。當欲_核晶、麵絲性顯示器 此塑縣板宜具有健的耐舰,其制可糊為例如^ ^冰片烯(polynorbomene)、芳香族氟富勒烯聚酯類(_此c fl_fiillerenep〇lyester)、聚醚砜(p〇tyethersulf〇ne)、雙酚 A (bisphenol-Apolysulfone)、聚亞醯胺(p〇lyimide)、聚對 苯二甲酸乙二酯(polyethylene terephthalate,PET)、聚萘二甲 酸乙二酯(polyethylene naphthalate )、聚丙烯酸酯 (polyacrylate )、聚碳酸酯(p〇iycarb〇nate )、聚醚醚酮 (polyetheretherketone )、環烯烴共聚物(cyclic 〇lefm copolymer)等具有剛硬之環烯烴、芳香族、聚酯類、丙烯酸 類、醯胺類、聚砜、環氧類與環烷類以及其他上述未提及 樹脂材料。 'Ciba® Ciba® Ciba® Ciba® Ciba^ Commercially available for example: Ciba® IRGACURE® 819 IRGACURE® 369 > Ciba® IRGACURE® 2959 DAROCURE® 1173 'Ciba® IRGACURE® 184 DAROCURE® TPO, Ciba®IRGACURE® 784, IRGACURE® 2 2022, Ciba® IRGACURE® 2 651, uDa' IRGACURE® 21300, Ciba® DAROCURE® MBF (all of which are manufactured by Cib2 Chemicals and _) and other photoinitiators. These light starts may be mixed or mixed with two or more types, and the optimum addition is _ 2 to 6 wt% of the total amount of the coating composition of the present invention. • In the coating composition of the hairpin, the S agent may be added depending on the purpose of the money. The amount thereof is not particularly limited and may be appropriately adjusted depending on the use. Organic solvent i coating = adjust the dispersibility of each component of the composition t and use it for proper operation. The above-mentioned materials can be used to treat hydrocarbons such as divalent ί4 L aliphatic hydrocarbons such as pentane, hexane, cinnabar, etc.; alicyclic smog such as stupid benzene, methylcyclohexanone, etc.; halogenated hydrocarbons such as sulphur Benzene, two gas, four pits, etc., alcohols such as methanol, ethanol, isopropanol, etc.; _ such as ethylene, esters such as methyl acetate, ethyl acetate, propyl acetate, etc.; ketones: organisms such as ethylene glycol, Propylene glycol, butanediol, hexanediol, diethylene glycol, 5 alcohol mono(tetra), ethylene glycol monobutyl ether, etc.; other such as acetonitrile, biting, ί ί, can be used alone or in combination Use on _. ^External 'coating composition of the present invention' has other additives without damaging the effect of the present invention, such additives may be, for example, antifoaming agents, leveling agents, (3), _, system, surface tension adjustment solution It is customary to use 201213459 in this technique. The substrate of the light-coating composition can be any desired material, such as a plastic substrate which can be a multi-layer or single-layer structure, ΐt,,, machine or metal laminate, organic-inorganic hybrid substrate , a multi-layered inorganic substrate, a multilayer or single-layer metal substrate, a rigid container, and the like. ,,’. The glue can be a general-purpose yoke package, and it is a homopolymer, a polymer blend, and a morgue hybrid. When you want to _ nucleus crystal, silky display, this plastic county plate should have a strong resistant ship, its system can be pasted as, for example, ^ borneene (polynorbomene), aromatic fluorofullerene polyester (_ this c fl_fiillerenep〇 Lyester), polyethersulfone (p〇tyethersulf〇ne), bisphenol-Apolysulfone, p〇lyimide, polyethylene terephthalate (PET), polynaphthalene Polyethylene naphthalate, polyacrylate, polycarbonate (polyfluorene ketone), polyetheretherketone, cyclic 〇lefm copolymer, etc. Cycloolefins, aromatics, polyesters, acrylics, decylamines, polysulfones, epoxies and naphthenes, and other resin materials not mentioned above. '
Φ 舉例來說’當以本發明之塗覆組成物塗佈在聚酯類如PET 的塑膠基材上時,除具有提高阻水氣的特性外,另具有高透明 度及高於2H的硬度保護能力同時又能保有底材的撓曲性。 以下將簡述本發明的實驗方法與檢測方式。 本發明組成物之塗佈方法 本發明之塗覆組成物可使用一般塗佈方法而施加在各種 基材上,例如使用卷對卷(R〇ll-t〇-R〇ll)製程、刮刀塗佈、桿棒 塗佈、淋塗、喷塗、簾塗等,於本發明中並未特別限制。 固化方法 將本發明之塗覆組成物塗佈在基材後,為了提升經濟效 益,先經8(Tt 5分鐘預烤’再經過以真空汞燈為曝光源之 11 201213459 如鍵豪機械股份有限公司製造之™_)曝光 成具有可阻止核紐且具顺雜與抗到 光燈源波長用之驟曝光機為一般市售常見之機台,其 尤H皮長較好為20(M50nm。 分試方式(Analytical Test Methods) it # (Water Vapor Transmission Rate, WVTR) ㈣1249測試條件’在室溫及相對澄度為100% W-3/33 ^ ^ ^ " AS™ 錯筆硬度測試方式(pencil Hardness) 使用認證過的鉛筆並遵循國際標準方式測試。首先將本發 物塗佈在紐上並以上述條件魏顧,再使用 筆更度^篁測其硬度。以鉛筆對該塗膜成45〇角的角度以 7.5±0.1Ν壓力及lmm/秒之速度,分別使用不同硬度之鉛筆 (6B〜6H)在基材上刻晝,在未出現到痕的情況下,最大之錯 硬度即為塗膜之硬度。 雄、著性測試(Adhesion test)Φ For example, when the coating composition of the present invention is coated on a plastic substrate such as PET, it has high transparency and hardness protection above 2H in addition to the property of improving water-blocking gas. The ability to retain the flexibility of the substrate at the same time. The experimental methods and detection methods of the present invention will be briefly described below. Coating Method of the Composition of the Present Invention The coating composition of the present invention can be applied to various substrates by a general coating method, for example, using a roll-to-roll process (R〇ll-t〇-R〇ll) process, knife coating The cloth, the bar coating, the shower coating, the spray coating, the curtain coating, and the like are not particularly limited in the present invention. Curing method After coating the coating composition of the present invention on a substrate, in order to improve economic efficiency, it is first 8 (Tt 5 minutes pre-baked' and then passed through a vacuum mercury lamp as an exposure source 11 201213459. The TM_) manufactured by the company is exposed to a machine having a retort and anti-light source wavelength, which is a common commercially available machine. The film length is preferably 20 (M50 nm). (Analytical Test Methods) it # (Water Vapor Transmission Rate, WVTR) (4) 1249 test conditions 'at room temperature and relative accuracy is 100% W-3/33 ^ ^ ^ " ASTM wrong pen hardness test method ( Pencil Hardness) Use a certified pencil and follow the international standard test. First coat the hair on the button and use the above conditions to test the hardness of the film. The angle of 45 〇 angle is 7.5±0.1Ν pressure and lmm/sec, respectively, using different hardness pencils (6B~6H) to engrave on the substrate. In the case where no trace is present, the maximum fault hardness is For the hardness of the film. Male, sexual test (Adhesion test)
將本發明之塗覆組成物以最終塗膜厚度成為6〇μιη之方 ,,塗佈在基材上並以上述條件硬化成膜,將塗膜利用市售百 格刀刻晝,100個方格。再以專用之3Μ標準膠帶壓黏後迅速 撕起,計算殘留於基材上的方格數,取其百分比即為密著度。 例如:剩下80個方格,密著度則為8〇%,若殘留方格數越多, 則表示密著性愈佳。 撓曲性測試方式(Rollable Test Method) 以曲率半徑50mm撓曲10000次不破裂,即表示具有撓曲 性。 穿透度測試(Transparency) 依據ASTM D1003測試標準,測試範圍為可見光至紫外 光區,波長範圍380-780 nm。 本發明將以下列實施例以及調配例進一步說明本發明,惟 201213459 該等實施例以及調配例僅用以說明本發明而不用以限制本發 明之範圍。 x [實施例1] 塗覆組成物之製備: 將l〇g(占總組成物之10重量%)具有下述結構式(π)之月旨 肪族改質之苯酚Α環氧丙烯酸樹脂Agisyn 3051 (新力美科技^ 伤有限公司製造)與20g(占總組成物20重量%)具有下述枯構 式(1-1)之分枝狀丙烯酸聚胺酯Agisyn 230A2(新力美科技^份 有限公司製造)、65g(占總組成物之65重量%)之雙官能基單體 己二醇二丙稀酸酯(HDDA,hexanediol diaciylate)、5g(占總組 成物之5重量%)之光起始劑ciba®IRGACURE® 184予以^分 均勻擾拌溶解,獲得本發明之塗覆組成物。將所得組成物量取 〇.5g,再添加有機溶劑異丙醇稀釋至所需操作黏度15〇〜i7Q cps。將所得塗覆組成物,以奶Spedalities,㈤製造之線棒, 塗佈在鍍有銦錫氧化物(ITO)之PET基材(ITO/PET基材)上, 其中PET為膜厚Ι25μιη之單軸拉伸(md方向)薄臈,且IT〇 膜厚為50nm。 將、二塗佈之ito^pet基材在8〇°C預烘烤5分鐘,通過uv 巍 i it i t量200mj/cm2照射基材上之塗層並使其乾燥,獲 鲁^最〜膜厚19.5μιη。該塗膜之各·試數據概述於表 Agisyn3051 :The coating composition of the present invention is applied to a substrate and cured under the above conditions to a thickness of 6 μm, and the coating film is etched using a commercially available BaGe knife, 100 squares. grid. Then, it is quickly torn by a special 3 Μ standard tape, and the number of squares remaining on the substrate is calculated, and the percentage is the degree of adhesion. For example, the remaining 80 squares, the degree of adhesion is 8〇%, if the number of residual squares is more, it means that the adhesion is better. The Rollable Test Method flexes 10,000 times without a crack with a radius of curvature of 50 mm, which means that it has flexibility. Transparency Tests are based on the ASTM D1003 test standard and are available in the visible to ultraviolet range from 380 to 780 nm. The invention is further illustrated by the following examples and the accompanying examples, which are intended to illustrate the invention and not to limit the scope of the invention. x [Example 1] Preparation of coating composition: l〇g (10% by weight of the total composition) has the following structural formula (π), which is an aliphatic modified phenolphthalein epoxy acrylic resin Agisyn 3051 (manufactured by Xinlimei Technology Co., Ltd.) and 20g (20% by weight of the total composition) have the following branched structure (1-1) branched acrylic polyacrylate Agisyn 230A2 (manufactured by Xinlimei Technology Co., Ltd.) ), 65 g (65% by weight of the total composition) of a difunctional monomer hexanediol diisopropyl ester (HDDA, hexanediol diaciylate), 5 g (5% by weight of the total composition) of a photoinitiator The ciba® IRGACURE® 184 was uniformly dissolved and dissolved to obtain the coating composition of the present invention. The obtained composition was weighed to 〇5 g, and then diluted with an organic solvent isopropanol to a desired operating viscosity of 15 〇 to i7 Q cps. The obtained coating composition was coated on a PET substrate (ITO/PET substrate) coated with indium tin oxide (ITO) by a wire rod manufactured by Spedalities, (5), wherein PET was a film thickness of 25 μm The axial stretching (md direction) was thin, and the IT film thickness was 50 nm. The substrate coated with the two coatings was prebaked at 8 ° C for 5 minutes, and the coating on the substrate was irradiated by uv 巍i it it amount 200 mj/cm 2 and dried to obtain a film of the film. Thick 19.5 μιηη. The test data of the coating film is summarized in the table Agisyn3051:
x= 1 〜2 ; Rb=H ; 13 201213459x= 1 〜2 ; Rb=H ; 13 201213459
Rc=-OOC-基; Rd= -CH2-基; w=l ; y= 8〜9 〇Rc=-OOC-based; Rd= -CH2-based; w=l ; y= 8~9 〇
Agisyn230A2 :Agisyn230A2 :
h2cH2c
r3=人一 3<n<10 ° [實施例2] 將6.5g(占總組成物之6.5重量%)上述結構式之脂肪族改 質之苯酚A環氧丙烯酸樹脂Agisyn 3051(新力美科技股份有限 公司製造)與13.5g(占總組成物之13.5重量%)上述結構式之分 枝狀丙婦酸聚胺酯Agisyn 230A2、75g(占總組成物之75重量 %)之雙官能基單體己二醇二丙烯酸酯、5g(占總組成物之5重 量%)之光起始劑CibaSRGACURE® 184予以充分均句攪拌溶 解’獲得本發明之塗覆組成物。將所得組成物量 d加雙己二醇二丙烯酸酉旨_DA,二:; ^acrylate)稀釋至所需操作黏度3〇〜4〇 c將 物,以RDS=12的線棒塗佈在單她伸且膜厚為 14 201213459 基材上。使經塗覆之PET基板經801預烘烤5分鐘,再經過 UV曝光機以曝光量500mj/cm2照射基材上之塗層並使其乾 燥’獲得最終膜厚Π·5μηι。該塗膜之各項測試數據概述於表' ^ [實施例3] 20g(l0.3重里/ί>)上述結構式之脂肪族改質之苯齡a環氧 丙烯酸樹脂Agisyn 3051(新力美科技股份有限公司製造)<與 74g(38.14重篁%)上述結構式之分枝狀丙稀酸聚胺酯入每柳 230A2、94g(48.45重量%)多宫能基單體hdda、2g (1 〇3重旦 %) Ciba®IRGACURE® 819 ,4g (2·06 重量R3 = human - 3 < n < 10 ° [Example 2] 6.5 g (6.5% by weight of the total composition) of the aliphatically modified phenol A epoxy acrylate resin Agisyn 3051 of the above formula (Silicon Technology Co., Ltd.) Co., Ltd.) and 13.5g (13.5% by weight of the total composition) of the above-mentioned structural formula of branched polyglycolic acid polyurethane Agisyn 230A2, 75g (75% by weight of the total composition) of difunctional monomers The alcohol diacrylate, 5 g (5% by weight of the total composition) of the photoinitiator CibaSRGACURE® 184 was sufficiently stirred and dissolved to obtain the coating composition of the present invention. The amount of the obtained composition d is added with bis hexanediol diacrylate _DA _DA, 2:; ^acrylate) diluted to the desired operating viscosity of 3 〇 4 4 〇 c, coated with a wire rod of RDS = 12 in her single The film thickness is 14 201213459 on the substrate. The coated PET substrate was prebaked by 801 for 5 minutes, and then the coating on the substrate was irradiated with an exposure amount of 500 mj/cm 2 through a UV exposure machine and allowed to dry to obtain a final film thickness of Π·5 μm. The test data of the coating film are summarized in the table '^ [Example 3] 20g (l0.3 gh / ί); the above structural formula of the aliphatic modified benzene age a epoxy acrylic resin Agisyn 3051 (Xin Limei Technology) Co., Ltd.) < with 74g (38.14% by weight) of the above-mentioned structural formula of branched polyacrylic acid ester into each willow 230A2, 94g (48.45% by weight) polyglycosyl monomer hdda, 2g (1 〇 3 Heavy denier%) Ciba®IRGACURE® 819,4g (2·06 weight
Ciba®IRGACURE®1173予以充分均勻攪拌溶解,最後再添加 0.:5Phr(0.97g)有機矽球 Nissan Chemical ACR_ST-230(其中 Nissan Chemical ACR-ST-230 為 70% 四氫糠酯(thi^, Tetmhydrofimiiyl alcohol),30% Si〇2),充分攪拌獲得塗覆組成 物。取塗覆組成物〇.5g,再添加hdda予以稀釋至所需操作 黏度100〜llOcps。將所得塗覆組成物,以奶8=12的線棒塗佈 在PET基材上形成塗層,經υγ曝光機以曝光量1〇〇〇mj/cm2 照射基材上之塗層並使其乾燥硬化,獲得最終膜厚如工。該塗 膜之各項測試數據概述於表1。 亦對未塗佈本發明塗覆組成物之ΡΕΤ基材及Ιτ〇舰τ基 材進行姻試驗作為比較,其結果亦示於表i。 表1Ciba®IRGACURE®1173 was thoroughly stirred and dissolved, and finally added 0.:5Phr (0.97g) organic spheroidal Nissan Chemical ACR_ST-230 (where Nissan Chemical ACR-ST-230 is 70% tetrahydrofurfuryl ester (thi^, Tetmhydrofimiiyl alcohol), 30% Si〇2), was thoroughly stirred to obtain a coating composition. Take the coating composition 〇.5g, and then add hdda to dilute to the desired operating viscosity of 100~llOcps. The obtained coating composition was coated on a PET substrate with a bar of milk 8=12 to form a coating layer, and the coating on the substrate was irradiated with an exposure amount of 1 〇〇〇mj/cm 2 through a υγ exposure machine and allowed to be coated. Dry hardening to obtain the final film thickness as work. The test data for this film is summarized in Table 1. A comparison was also made between the ruthenium substrate and the Ιτ〇 τ base material to which the coating composition of the present invention was not applied, and the results are also shown in Table i. Table 1
由上式’〇代表通過撓曲測試,x代表未通撓曲測試 基材之水’可财了解塗佈有本發明之塗覆組成物之 乳穿透率明顯降低’具有良好的水氣阻止效果,且具From the above formula '〇 stands for the flex test, x stands for the water that does not pass the flex test substrate'. It is known that the coating of the coated composition of the present invention has a significantly reduced milk penetration rate with good moisture resistance. Effect, and
15 201213459 有良好穿透度(即良好透明度)以及良好撓曲性。 . 【圖式簡單說明】 ' 【主要元件符號說明】 1615 201213459 Good penetration (ie good transparency) and good flexibility. [Simplified illustration] ' [Main component symbol description] 16
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EP3418782B1 (en) * | 2016-12-26 | 2023-05-03 | LG Chem, Ltd. | Polarizer protection film, polarizing plate comprising the same, liquid crystal display comprising the polarizing plate, and coating composition for polarizer protecting film |
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Publication number | Priority date | Publication date | Assignee | Title |
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EP3418782B1 (en) * | 2016-12-26 | 2023-05-03 | LG Chem, Ltd. | Polarizer protection film, polarizing plate comprising the same, liquid crystal display comprising the polarizing plate, and coating composition for polarizer protecting film |
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