CN105593293A - 粘结膜用光固化树脂组合物及粘结膜 - Google Patents
粘结膜用光固化树脂组合物及粘结膜 Download PDFInfo
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- CN105593293A CN105593293A CN201580001975.9A CN201580001975A CN105593293A CN 105593293 A CN105593293 A CN 105593293A CN 201580001975 A CN201580001975 A CN 201580001975A CN 105593293 A CN105593293 A CN 105593293A
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- methyl
- acrylate
- adhesive film
- resin composition
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- 239000002313 adhesive film Substances 0.000 title claims abstract description 47
- 239000011342 resin composition Substances 0.000 title claims abstract description 36
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- 229920005989 resin Polymers 0.000 claims abstract description 34
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 22
- -1 3-sulfydryl propionyloxy Chemical group 0.000 claims description 65
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 52
- 239000000178 monomer Substances 0.000 claims description 35
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 34
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 29
- 239000003795 chemical substances by application Substances 0.000 claims description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 28
- 230000003750 conditioning effect Effects 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 238000006116 polymerization reaction Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 6
- 238000007789 sealing Methods 0.000 claims description 6
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- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims description 3
- 235000015511 Liquidambar orientalis Nutrition 0.000 claims description 3
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- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- FPCPOLLWTJARLO-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)acetic acid Chemical compound CC(=C)C(=O)OCC(O)=O FPCPOLLWTJARLO-UHFFFAOYSA-N 0.000 claims description 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 description 2
- VCAYTEWRGFQBHY-UHFFFAOYSA-N 2-prop-2-enoyloxypentanoic acid Chemical compound CCCC(C(O)=O)OC(=O)C=C VCAYTEWRGFQBHY-UHFFFAOYSA-N 0.000 claims description 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 2
- UNFQKSYEVRWWCC-UHFFFAOYSA-N C(C=C)(=O)OC.OC(CO)O Chemical compound C(C=C)(=O)OC.OC(CO)O UNFQKSYEVRWWCC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 claims description 2
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- AJGMWBXYODHFBA-UHFFFAOYSA-N CC=CC([O])=O Chemical compound CC=CC([O])=O AJGMWBXYODHFBA-UHFFFAOYSA-N 0.000 claims 1
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- 150000007973 cyanuric acids Chemical class 0.000 claims 1
- WQDGUYZIAJKLAB-UHFFFAOYSA-N octan-2-yl nitrite Chemical compound CCCCCCC(C)ON=O WQDGUYZIAJKLAB-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- CZMAXQOXGAWNDO-UHFFFAOYSA-N propane-1,1,2-triol Chemical class CC(O)C(O)O CZMAXQOXGAWNDO-UHFFFAOYSA-N 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
- 229940048053 acrylate Drugs 0.000 description 41
- 238000001723 curing Methods 0.000 description 26
- 229940114077 acrylic acid Drugs 0.000 description 25
- 230000000694 effects Effects 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 6
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- 230000000052 comparative effect Effects 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 238000000016 photochemical curing Methods 0.000 description 4
- 229940098895 maleic acid Drugs 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 2
- JYSWMLAADBQAQX-UHFFFAOYSA-N 2-prop-2-enoyloxyacetic acid Chemical compound OC(=O)COC(=O)C=C JYSWMLAADBQAQX-UHFFFAOYSA-N 0.000 description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 2
- 241000736148 Styrax Species 0.000 description 2
- JOBBTVPTPXRUBP-UHFFFAOYSA-N [3-(3-sulfanylpropanoyloxy)-2,2-bis(3-sulfanylpropanoyloxymethyl)propyl] 3-sulfanylpropanoate Chemical compound SCCC(=O)OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS JOBBTVPTPXRUBP-UHFFFAOYSA-N 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
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- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
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- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- IMQFZQVZKBIPCQ-UHFFFAOYSA-N 2,2-bis(3-sulfanylpropanoyloxymethyl)butyl 3-sulfanylpropanoate Chemical compound SCCC(=O)OCC(CC)(COC(=O)CCS)COC(=O)CCS IMQFZQVZKBIPCQ-UHFFFAOYSA-N 0.000 description 1
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- 102100027123 55 kDa erythrocyte membrane protein Human genes 0.000 description 1
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- 101001057956 Homo sapiens 55 kDa erythrocyte membrane protein Proteins 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical class OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 1
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- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 150000002527 isonitriles Chemical class 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
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- 238000002360 preparation method Methods 0.000 description 1
- UOMUPDCRXJLVGR-UHFFFAOYSA-N propane-1,2,2-triol Chemical compound CC(O)(O)CO UOMUPDCRXJLVGR-UHFFFAOYSA-N 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
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- 239000004094 surface-active agent Substances 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
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/12—Esters of monohydric alcohols or phenols
- C08F20/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F20/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
- C08L33/12—Homopolymers or copolymers of methyl methacrylate
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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Abstract
本发明提供包含由多官能分子量调节剂封尾及交联的(甲基)丙烯酸酯类光固化树脂的粘结膜用光固化树脂组合物。
Description
技术领域
本发明涉及粘结膜用光固化树脂组合物及粘结膜。
背景技术
粘结膜广泛地利用于电子产品的部件之间的结合、室内装饰用厨房家具、厨柜或家具等的内置用品或汽车内置及外置材料的粘结用。
发明内容
技术问题
在本发明的一实例中，提供可制备耐久性得到提高的粘结膜的光固化树脂组合物。
在本发明的另一实例中，提供由上述光固化树脂组合物制备的粘结膜。
解决问题的手段
在本发明的一实例中，提供包含由多官能分子量调节剂封尾及交联的(甲基)丙烯酸酯((meth)acrylicacidester)类光固化树脂的粘结膜用光固化树脂组合物。
上述(甲基)丙烯酸酯类光固化树脂的重均分子量可以为3000000至15000000。
上述多官能分子量调节剂可以为二官能度以上。
上述多官能分子量调节剂可以为三官能度至六官能度的含有硫醇基(thiolgroup)的化合物。
上述多官能分子量调节剂可包含选自由三-[(3-巯基丙酰氧基)-乙基]异氰脲酸酯(tris-[(3-mercapto-propionyloxy)-ethyl]isocyanurate)、三羟甲基丙烷三(3-巯基丙酸酯)(trimethylolpropanetris(3-mercaptopropionate)、季戊四醇四-3-巯基丙酸酯(pentaerythritol-tetrakis-3-mercaptopropionate)、二季戊四醇六-3-巯基丙酸酯(dipentaerythritolhexa-3-mercaptopropionate)、季戊四醇四-3-巯基丁酸酯(pentaerythritol-tetrakis-3-mercaptobutyrate)及它们的组合中的至少一种。
上述(甲基)丙烯酸酯类光固化树脂能够以100重量份的(甲基)丙烯酸酯类单体及0.001至1.0重量份的多官能分子量调节剂的含量比混合而进行聚合。
上述(甲基)丙烯酸酯类单体可以为包含选自由(甲基)丙烯酸甲酯(methyl(meth)acrylate)、(甲基)丙烯酸乙酯(ethyl(meth)acrylate)、(甲基)丙烯酸正丙酯(n-propyl(meth)acrylate)、(甲基)丙烯酸异丙酯(isopropyl(meth)acrylate)、(甲基)丙烯酸正丁酯(n-butyl(meth)acrylate)、(甲基)丙烯酸叔丁酯(t-butyl(meth)acrylate)、(甲基)丙烯酸仲丁酯(sec-butyl(meth)acrylate)、(甲基)丙烯酸戊酯(pentyl(meth)acrylate)、(甲基)丙烯酸2-乙基己酯(2-ethylhexyl(meth)acrylate)、(甲基)丙烯酸2-乙基丁酯(2-ethyl-butyl(meth)acrylate)、(甲基)丙烯酸正辛酯(n-octyl(meth)acrylate)、(甲基)丙烯酸异辛酯(isooctyl(meth)acrylate)、(甲基)丙烯酸异冰片酯(isobornyl(meth)acrylate)、(甲基)丙烯酸异壬酯(isononyl(meth)acrylate)及它们的组合组成的组中的一种的丙烯酸类光固化树脂组合物或环氧丙烯酸酯类光固化树脂组合物的固化物。
上述(甲基)丙烯酸酯类光固化树脂可由上述(甲基)丙烯酸酯类单体和包含选自由含有羟基的单体、含有羧基的单体或含有氮的单体及它们的组合组成的组中的至少一种的交联单体一同进行共聚合。
上述交联单体可包含选自由2-羟基乙基(甲基)丙烯酸酯(2-hydroxyethyl(meth)acrylate)、2-羟基丙基(甲基)丙烯酸酯(2-hydroxypropyl(meth)acrylate)、4-羟基丁基(甲基)丙烯酸酯(4-hydroxybutyl(meth)acrylate)、6-羟基己基(甲基)丙烯酸酯(6-hydroxyhexyl(meth)acrylate)、8-羟基辛基(甲基)丙烯酸酯(8-hydroxyoctyl(meth)acrylate)、2-羟基乙二醇(甲基)丙烯酸酯(2-hydroxyethyleneglycol(meth)acrylate)、2-羟基丙二醇(甲基)丙烯酸酯(2-hydroxypropyleneglycol(meth)acrylate)、丙烯酸(acrylicacid)、甲基丙烯酸(methcrylicacid)、2-(甲基)丙烯酰氧基乙酸(2-(meth)acryloyloxyaceticacid)、3-(甲基)丙烯酰氧基丙酸(3-(meth)acryloyloxypropanoicacid)、4-(甲基)丙烯酰氧基丁酸(4-(meth)acryloyloxy-butyricacid)、丙烯酸(acrylicacid)二聚体、衣康酸(itaconicacid)、马来酸(maleicacid)、2-异氰酸根合乙基(甲基)丙烯酸酯(2-isocyanatoethyl(meth)acrylate)、3-异氰酸丙基(甲基)丙烯酸酯(3-isocyanatopropyl(meth)acrylate)、4-异氰酸根合丁基(甲基)丙烯酸酯(4-isocyanato-butyl(meth)acrylate)、(甲基)丙烯酰胺((meth)acrylamide)、N-乙烯基吡咯烷酮(N-vinylpyrrolidone)、N-乙烯基己内酰胺(N-vinylcaprolactam)及它们的组合组成的组中的一种。
上述粘结膜用光固化树脂组合物还可包含光引发剂。
上述光引发剂可包含选自由安息香类引发剂、羟基酮类引发剂、氨基酮类引发剂、己内酰胺类引发剂及它们的组合组成的组中的一种。
在本发明的另一实例中，提供包含上述粘结膜用光固化树脂组合物的光固化物的粘结膜。
发明的效果
上述光固化树脂组合物能够制备耐久性得到改善的粘结膜。
具体实施方式
以下，详细说明本发明的实例。但这仅作为例示而提出，本发明并不局限于此，本发明仅根据后述的发明要求保护范围来定义。
在本发明的一实例中，提供包含由多官能分子量调节剂封尾及交联的(甲基)丙烯酸酯类光固化树脂的粘结膜用光固化树脂组合物。
上述(甲基)丙烯酸酯类光固化树脂在合成树脂时使用上述多官能分子量调节剂来制备，从而具有规定的数值范围的分子量，以用于上述光固化树脂组合物。
例如，上述(甲基)丙烯酸酯类光固化树脂的重均分子量可以为约3000000至约15000000。粘结膜用光固化树脂组合物通过包含重均分子量为约3000000至约15000000的高分子量的(甲基)丙烯酸酯类光固化树脂，可提高由上述粘结膜用光固化树脂组合物制备的粘结膜的耐久性。
上述多官能分子量调节剂在封尾上述(甲基)丙烯酸酯类光固化树脂后，可由上述多官能分子量调节剂的未反应官能团在上述光固化树脂组合物进行光固化时执行额外的交联剂作用。其结果，在上述光固化树脂组合物进行光固化后，其固化物可形成三维交联结构，并且，能够更加提高固化密度。
若上述光固化树脂组合物的光固化物的固化密度变高，则提高耐久性，尤其，提高高温物性，例如，提高高温剪切强度之类的物性值。
上述多官能分子量调节剂可以为二官能度以上，具体地，可以为三官能度至六官能度的含有硫醇基的化合物。
当合成上述(甲基)丙烯酸酯类光固化树脂时，若不使用上述多官能分子量调节剂，而使用一官能分子量调节剂，则未反应的一官能分子量调节剂继续残留在粘结膜用光固化树脂组合物内，从而不能执行交联作用，而执行光固化时缩短固化物的链结构的作用，因此成为减少上述(甲基)丙烯酸酯类光固化树脂的光固化物的分子量的原因，其结果，有可能降低耐久性。
与此相反，在二官能度以上的多官能分子量调节剂的情况下，调节高分子链长度的作用比一官能的情况差，但随着在上述光固化树脂组合物内进行聚合或固化时作用为交联剂，反而提高聚合物或固化物的分子量。具体地，即使上述多官能分子量调节剂内的两种以上的官能团中的一种与单体发生反应，并与单体或聚合物末端相连接，上述多官能分子量调节剂也仍然残留有一种以上的官能团，因而剩下的一种以上的官能团可与另一单体或聚合物重新发生反应，从而执行交联作用。若上述多官能分子量调节剂只有一种官能团，则与单体或聚合物末端相连接，来仅执行封尾作用，从而执行断开聚合反应的链的作用。
若上述多官能分子量调节剂为三官能度至六官能度的含有硫醇基的化合物，则硫醇基与上述(甲基)丙烯酸酯类光固化树脂的双键发生反应，从而可作用为交联剂。
例如，上述多官能分子量调节剂可以为三-[(3-巯基丙酰氧基)-乙基]异氰脲酸酯、三羟甲基丙烷三(3-巯基丙酸酯)、季戊四醇四-3-巯基丙酸酯、二季戊四醇六-3-巯基丙酸酯、季戊四醇四-3-巯基丁酸酯等，可包含它们的组合。
为了制备上述粘结膜用光固化树脂组合物，制备预先由上述多官能分子量调节剂封尾的(甲基)丙烯酸酯类光固化树脂。上述(甲基)丙烯酸酯类光固化树脂能够以100重量份的(甲基)丙烯酸酯类单体及约0.001至约1.0重量份的多官能分子量调节剂的含量比混合而进行聚合。
当聚合上述(甲基)丙烯酸酯类光固化树脂时，以上述含量比使用多官能分子量调节剂，可合成具有所需程度的分子量的树脂，当以超过上述含量范围的方式使用过量时，发生硫醇基之间的副反应，从而具有树脂的纯度有可能下降的担忧。
例如，上述(甲基)丙烯酸酯类单体可以为(甲基)丙烯酸烷基酯，但并不局限于此。上述(甲基)丙烯酸烷基酯的烷基可以为线性或分支型C1-C14烷基，具体可以为C1-C8烷基。
具体地，上述(甲基)丙烯酸酯类单体可包含选自由(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丙酯、(甲基)丙烯酸异丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸叔丁酯、(甲基)丙烯酸仲丁酯、(甲基)丙烯酸戊酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸2-乙基丁酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸异辛酯、(甲基)丙烯酸异冰片酯、(甲基)丙烯酸异壬酯及它们的组合组成的组中的一种。
上述(甲基)丙烯酸酯类光固化树脂可由上述(甲基)丙烯酸酯类单体和交联单体一同进行共聚合。
上述交联单体意味着在分子结构内同时包含共聚合性官能团(例如，碳-碳双键)及交联性官能团的单体。
例如，上述交联单体可包含选自由含有羟基的单体、含有羧基的单体或含有氮的单体及它们的组合组成的组中的一种，但并不局限于此。
具体地，上述交联单体可包含选自由2-羟基乙基(甲基)丙烯酸酯、2-羟基丙基(甲基)丙烯酸酯、4-羟基丁基(甲基)丙烯酸酯、6-羟基己基(甲基)丙烯酸酯、8-羟基辛基(甲基)丙烯酸酯、2-羟基乙二醇(甲基)丙烯酸酯、2-羟基丙二醇(甲基)丙烯酸酯等之类的含有羟基的单体、丙烯酸、甲基丙烯酸、2-(甲基)丙烯酰氧基乙酸、3-(甲基)丙烯酰氧基丙酸、4-(甲基)丙烯酰氧基丁酸、丙烯酸二聚体、衣康酸、马来酸等之类的含有羧基的单体、2-异氰酸根合乙基(甲基)丙烯酸酯、3-异氰酸丙基(甲基)丙烯酸酯、4-异氰酸根合丁基(甲基)丙烯酸酯、(甲基)丙烯酰胺、N-乙烯基吡咯烷酮、N-乙烯基己内酰胺等之类的含有氮的单体及它们的组合组成的组中的一种。
上述粘结膜用光固化树脂组合物为了由光固化性组合物调节聚合度，还可包含光引发剂。相对于100重量份的上述(甲基)丙烯酸酯类光固化树脂，可使用约0.01至约10重量份含量的上述光引发剂，作为上述光引发剂的种类，只要是可通过光照射来产生自由基，从而引发聚合反应，那么就不受特别的限制，例如，可包含选自由安息香类引发剂、羟基酮类引发剂、氨基酮类引发剂、己内酰胺类引发剂及它们的组合组成的组中的一种。
并且，在不影响发明效果的范围内，上述粘结膜用光固化树脂组合物还可包含选自由环氧树脂、交联剂、紫外线稳定剂、抗氧化剂、调色剂、加固剂、填充剂、消泡剂、表面活性剂、增塑剂及它们的组合组成的组中的一种以上的添加剂。
在本发明的另一实例中，提供包含上述粘结膜用光固化树脂组合物的光固化物的粘结膜。
上述粘结膜能够以多种用途广泛地利用于电子产品的部件之间的结合、室内装饰用厨房家具、厨柜或家具等的内置用品或汽车内置及外置材料的粘结用等，且耐久性优秀。
在一实例中，上述粘结膜是在将上述粘结膜用光固化树脂组合物涂敷于基材上后，进行光固化来成膜的粘结膜。例如，可由基材在离型膜上形成粘结膜，当在具体用途中适用粘结膜时，可除去离型膜来使用粘结膜。
如前所述，上述粘结膜因使用具有高分子量的(甲基)丙烯酸酯类光固化树脂来制备，因而耐久性优秀。
以下，记载本发明的实施例及比较例。这种以下实施例只是本发明的一实施例，本发明并不局限于以下实施例。
实施例
实施例1
在1升的玻璃反应器中放入91重量份的2-EHA(2-丙烯酸乙基己酯)、9重量份的作为交联单体的丙烯酸及0.005重量份的作为光聚合引发剂的1-羟基环己基苯基甲酮(艳佳固(Irgacure)184，巴斯夫(BASF)公司)，添加0.005重量份的季戊四醇四-3-巯基丙酸酯(PEMP，SC有机化学)作为多官能分子量调节剂并进行混合后，利用氮气来净化30分钟，从而使溶液内部的气体取代为氮气。利用黑色荧光灯来照射紫外线(UV)，从而将(甲基)丙烯酸酯类光固化树脂进行光聚合。使用凝胶渗透色谱仪(GPC)(1260Infinity，安捷伦(Agilent)公司)来测定所聚合的(甲基)丙烯酸酯类光固化树脂的重均分子量及多分散性指数(PDI)，并在下列表1中记载了所测定的重均分子量及多分散性指数值。
在合成的上述(甲基)丙烯酸酯类光固化树脂中混合光引发剂、固化剂及其他添加剂来制备光固化树脂组合物，并在聚对苯二甲酸乙二醇酯(PET，polyethyleneterephthalate)离型膜上涂敷上述光固化树脂组合物后，利用紫外灯来照射紫外线10分钟，并进行光固化，从而制备了粘结膜。
比较例1
除了使用正十二烷基硫醇(n-DDM，n-dodecylmercaptan)作为分子量调节剂之外，以与实施例1相同的方法制备了光固化树脂组合物，并以相同的方法制备了粘结膜。
评价
测定高温动态剪切强度(Dynamicshearstrength)
相对于实施例1及比较例1的粘结带，在以使粘结带与不锈钢(SUS)板和不锈钢(SUS)板之间相接的方式层叠之后，利用6kg的载荷来加压30秒钟后，在常温条件下时效处理(aging)15分钟，并进行附着。然后，利用具有维持80℃的高温的腔室的万能试验机(UTM，universaltestingmachine)，在80℃温度下，通过以1.0mm/min的速度(crossheadspeed)拉动基材的两侧，从而测定了高温动态剪切强度。
表1
从上述表1的结果可以确认到由于实施例1的剪切强度优秀于比较例1，从而耐久性优秀。
以上，详细说明了本发明的优选实施例，但本发明的发明要求保护范围并不局限于此，利用在以下发明要求保护范围中定义的本发明的基本概念由本发明所属技术领域的普通技术人员进行的各种变形及改良方式也属于本发明的发明要求保护范围。
Claims (12)
1.一种粘结膜用光固化树脂组合物，其特征在于，包含由多官能分子量调节剂封尾及交联的(甲基)丙烯酸酯类光固化树脂。
2.根据权利要求1所述的粘结膜用光固化树脂组合物，其特征在于，所述(甲基)丙烯酸酯类光固化树脂的重均分子量为3000000至15000000。
3.根据权利要求1所述的粘结膜用光固化树脂组合物，其特征在于，所述多官能分子量调节剂为二官能度以上。
4.根据权利要求1所述的粘结膜用光固化树脂组合物，其特征在于，所述多官能分子量调节剂为三官能度至六官能度的含有硫醇基的化合物。
5.根据权利要求1所述的粘结膜用光固化树脂组合物，其特征在于，所述多官能分子量调节剂包含选自由三-[(3-巯基丙酰氧基)-乙基]异氰脲酸酯、三羟甲基丙烷三(3-巯基丙酸酯)、季戊四醇四-3-巯基丙酸酯、二季戊四醇六-3-巯基丙酸酯、季戊四醇四-3-巯基丁酸酯及它们的组合中的至少一种。
6.根据权利要求1所述的粘结膜用光固化树脂组合物，其特征在于，所述(甲基)丙烯酸酯类光固化树脂以100重量份的(甲基)丙烯酸酯类单体及0.001至1.0重量份的多官能分子量调节剂的含量比混合而进行聚合。
7.根据权利要求6所述的粘结膜用光固化树脂组合物，其特征在于，所述(甲基)丙烯酸酯类单体为包含选自由(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丙酯、(甲基)丙烯酸异丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸叔丁酯、(甲基)丙烯酸仲丁酯、(甲基)丙烯酸戊酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸2-乙基丁酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸异辛酯、(甲基)丙烯酸异冰片酯、(甲基)丙烯酸异壬酯及它们的组合组成的组中的一种的丙烯酸类光固化树脂组合物或环氧丙烯酸酯类光固化树脂组合物的固化物。
8.根据权利要求6所述的粘结膜用光固化树脂组合物，其特征在于，所述(甲基)丙烯酸酯类光固化树脂由所述(甲基)丙烯酸酯类单体和包含选自由含有羟基的单体、含有羧基的单体或含有氮的单体及它们的组合组成的组中的至少一种的交联单体一同进行共聚合而成。
9.根据权利要求8所述的粘结膜用光固化树脂组合物，其特征在于，所述交联单体包含选自由2-羟基乙基(甲基)丙烯酸酯、2-羟基丙基(甲基)丙烯酸酯、4-羟基丁基(甲基)丙烯酸酯、6-羟基己基(甲基)丙烯酸酯、8-羟基辛基(甲基)丙烯酸酯、2-羟基乙二醇(甲基)丙烯酸酯、2-羟基丙二醇(甲基)丙烯酸酯、丙烯酸、甲基丙烯酸、2-(甲基)丙烯酰氧基乙酸、3-(甲基)丙烯酰氧基丙酸、4-(甲基)丙烯酰氧基丁酸、丙烯酸二聚体、衣康酸、马来酸、2-异氰酸根合乙基(甲基)丙烯酸酯、3-异氰酸丙基(甲基)丙烯酸酯、4-异氰酸根合丁基(甲基)丙烯酸酯、(甲基)丙烯酰胺、N-乙烯基吡咯烷酮、N-乙烯基己内酰胺及它们的组合组成的组中的一种。
10.根据权利要求1所述的粘结膜用光固化树脂组合物，其特征在于，还包含光引发剂。
11.根据权利要求10所述的粘结膜用光固化树脂组合物，其特征在于，所述光引发剂包含选自由安息香类引发剂、羟基酮类引发剂、氨基酮类引发剂、己内酰胺类引发剂及它们的组合组成的组中的一种。
12.一种粘结膜，其特征在于，包含根据权利要求1至11中任一项所述的粘结膜用光固化树脂组合物的光固化物。
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