TWI572691B - 紫外線硬化型樹脂組成物、硬化物及物品 - Google Patents
紫外線硬化型樹脂組成物、硬化物及物品 Download PDFInfo
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- TWI572691B TWI572691B TW101138594A TW101138594A TWI572691B TW I572691 B TWI572691 B TW I572691B TW 101138594 A TW101138594 A TW 101138594A TW 101138594 A TW101138594 A TW 101138594A TW I572691 B TWI572691 B TW I572691B
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- meth
- acrylate
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- resin composition
- compound
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- 239000011342 resin composition Substances 0.000 title claims description 140
- 239000000126 substance Substances 0.000 title description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 243
- -1 acrylate compound Chemical class 0.000 claims description 215
- 229920001451 polypropylene glycol Polymers 0.000 claims description 77
- 230000003287 optical effect Effects 0.000 claims description 70
- 239000000758 substrate Substances 0.000 claims description 62
- 150000001875 compounds Chemical class 0.000 claims description 56
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 47
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 29
- 239000004698 Polyethylene Substances 0.000 claims description 26
- 229920000573 polyethylene Polymers 0.000 claims description 26
- 229920000642 polymer Polymers 0.000 claims description 26
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 239000000047 product Substances 0.000 claims description 22
- 230000001681 protective effect Effects 0.000 claims description 21
- IBTLFDCPAJLATQ-UHFFFAOYSA-N 1-prop-2-enoxybutane Chemical compound CCCCOCC=C IBTLFDCPAJLATQ-UHFFFAOYSA-N 0.000 claims description 17
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- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 claims description 16
- 150000002148 esters Chemical class 0.000 claims description 15
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 14
- 239000003999 initiator Substances 0.000 claims description 14
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims description 13
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 12
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- 229920000570 polyether Polymers 0.000 claims description 11
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 10
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- 125000005907 alkyl ester group Chemical group 0.000 claims description 9
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 claims description 7
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 4
- 230000001678 irradiating effect Effects 0.000 claims description 4
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 230000000977 initiatory effect Effects 0.000 claims description 3
- UUMMRCPHTPAHQC-UHFFFAOYSA-N C(CCCCCCCCC)N1CCOCC1.C=CC Chemical compound C(CCCCCCCCC)N1CCOCC1.C=CC UUMMRCPHTPAHQC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims description 2
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 claims description 2
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 claims description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 2
- 229920001155 polypropylene Polymers 0.000 claims description 2
- 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 claims description 2
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- JMIZWXDKTUGEES-UHFFFAOYSA-N 2,2-di(cyclopenten-1-yloxy)ethyl 2-methylprop-2-enoate Chemical compound C=1CCCC=1OC(COC(=O)C(=C)C)OC1=CCCC1 JMIZWXDKTUGEES-UHFFFAOYSA-N 0.000 claims 1
- ZDCJQCVGIDDPNF-UHFFFAOYSA-N 2-sulfanyltetradecyl prop-2-enoate Chemical compound C(C=C)(=O)OCC(CCCCCCCCCCCC)S ZDCJQCVGIDDPNF-UHFFFAOYSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
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- 239000011347 resin Substances 0.000 description 14
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- 239000002904 solvent Substances 0.000 description 13
- 238000002834 transmittance Methods 0.000 description 13
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- 239000005062 Polybutadiene Substances 0.000 description 10
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- 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 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 8
- 229920000058 polyacrylate Polymers 0.000 description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 7
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 7
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- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000004060 quinone imines Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229910052596 spinel Inorganic materials 0.000 description 1
- 239000011029 spinel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl 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])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])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- MZLGASXMSKOWSE-UHFFFAOYSA-N tantalum nitride Chemical compound [Ta]#N MZLGASXMSKOWSE-UHFFFAOYSA-N 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- UJJLJRQIPMGXEZ-UHFFFAOYSA-N tetrahydro-2-furoic acid Chemical compound OC(=O)C1CCCO1 UJJLJRQIPMGXEZ-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 239000005341 toughened glass Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- XOALFFJGWSCQEO-UHFFFAOYSA-N tridecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C=C XOALFFJGWSCQEO-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 230000000007 visual effect Effects 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
- 238000004383 yellowing Methods 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/067—Polyurethanes; Polyureas
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- 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
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
- C08F222/106—Esters of polycondensation macromers
- C08F222/1065—Esters of polycondensation macromers of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polymerisation Methods In General (AREA)
- Devices For Indicating Variable Information By Combining Individual Elements (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011231464 | 2011-10-21 | ||
| JP2012149206 | 2012-07-03 |
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| TW201323559A TW201323559A (zh) | 2013-06-16 |
| TWI572691B true TWI572691B (zh) | 2017-03-01 |
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| JP (5) | JP5980223B2 (ja) |
| CN (3) | CN105385405A (ja) |
| TW (1) | TWI572691B (ja) |
| WO (1) | WO2013057957A1 (ja) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI572691B (zh) * | 2011-10-21 | 2017-03-01 | 日本化藥股份有限公司 | 紫外線硬化型樹脂組成物、硬化物及物品 |
| JP6620092B2 (ja) * | 2014-06-11 | 2019-12-11 | 日本化薬株式会社 | タッチパネル用紫外線硬化型樹脂組成物、それを用いた貼り合せ方法及び物品 |
| JP6499406B2 (ja) * | 2014-06-30 | 2019-04-10 | 日本化薬株式会社 | 光学部材の製造方法及びそれに用いる硬化性樹脂組成物 |
| JP6898715B2 (ja) * | 2016-08-01 | 2021-07-07 | デクセリアルズ株式会社 | 光硬化性樹脂組成物、画像表示装置、及び画像表示装置の製造方法 |
| CN110088159A (zh) * | 2016-12-14 | 2019-08-02 | 电化株式会社 | 组合物 |
| TW201823413A (zh) * | 2016-12-20 | 2018-07-01 | 日商荒川化學工業股份有限公司 | 紫外線硬化型黏著劑、硬化物、及黏著片材 |
| KR101814098B1 (ko) | 2017-01-18 | 2018-01-02 | 동우 화인켐 주식회사 | 광경화성 조성물 및 이로부터 형성된 광경화 막 |
| CN110582709A (zh) * | 2017-05-11 | 2019-12-17 | 日本化药株式会社 | 滤蓝光膜用紫外线硬化型树脂组合物及使用此组合物的滤蓝光膜 |
| CN108048006A (zh) * | 2017-08-14 | 2018-05-18 | 无锡海特新材料研究院有限公司 | 一种适用于粘接tpu的溶剂型丙烯酸酯压敏胶及其制备方法 |
| CN107502246B (zh) * | 2017-08-25 | 2020-10-27 | 无锡海特新材料研究院有限公司 | 美纹纸用溶剂型丙烯酸酯压敏胶及其制备方法 |
| JP6360605B1 (ja) * | 2017-08-30 | 2018-07-18 | リンテック株式会社 | 表示体の製造方法 |
| JP7105443B2 (ja) * | 2018-08-10 | 2022-07-25 | 三菱鉛筆株式会社 | 化合物、加飾材、加飾品、及びインク組成物 |
| JP2020196829A (ja) * | 2019-06-04 | 2020-12-10 | デクセリアルズ株式会社 | 光硬化性樹脂組成物及び画像表示装置の製造方法 |
| JP7452206B2 (ja) * | 2020-04-06 | 2024-03-19 | 東亞合成株式会社 | 活性エネルギー線硬化型接着剤組成物 |
| JP7752315B2 (ja) * | 2020-09-29 | 2025-10-10 | パナソニックIpマネジメント株式会社 | 紫外線硬化性樹脂組成物、光学部品、光学部品の製造方法、発光装置、及び発光装置の製造方法 |
| KR20220097640A (ko) | 2020-12-30 | 2022-07-08 | 삼성디스플레이 주식회사 | 수지 조성물 및 수지 조성물로부터 형성된 접착층을 포함하는 표시 장치 |
| JP7679716B2 (ja) * | 2021-07-15 | 2025-05-20 | Dic株式会社 | 活性エネルギー線硬化型樹脂組成物、硬化物及び光学シート |
| CN115838452B (zh) * | 2021-09-18 | 2024-09-06 | 华为技术有限公司 | 树脂及制备方法、树脂组合物、光学膜、胶粘剂、聚合物 |
| KR20230077781A (ko) | 2021-11-25 | 2023-06-02 | 삼성디스플레이 주식회사 | 접착 부재 제조 방법, 이를 포함하는 표시 장치 제조 방법, 및 표시 장치 제조 방법으로 제조된 표시 장치 |
| CN116444719B (zh) * | 2023-03-24 | 2025-03-18 | 五邑大学 | 一种具有负泊松比性质的复合材料及其制备方法与应用 |
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| JPS61103908A (ja) * | 1984-10-26 | 1986-05-22 | Nitto Electric Ind Co Ltd | エマルジヨン型光硬化性粘着剤の製造方法 |
| JPS61103574A (ja) * | 1984-10-26 | 1986-05-22 | Nitto Electric Ind Co Ltd | 表面保護層形成方法 |
| JPH09160237A (ja) * | 1995-12-07 | 1997-06-20 | Sanyo Chem Ind Ltd | フォトソルダーレジスト組成物 |
| TW200909505A (en) * | 2007-06-19 | 2009-03-01 | Hitachi Chemical Co Ltd | Resin composition for optical use and resin material for optical use using the same |
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| JPS62244627A (ja) * | 1986-04-17 | 1987-10-26 | 電気化学工業株式会社 | ガラス積層体 |
| JP2000309618A (ja) * | 1999-02-26 | 2000-11-07 | Asahi Glass Co Ltd | 硬化性組成物 |
| JP2003246826A (ja) * | 2002-02-19 | 2003-09-05 | Dsm Nv | 液状硬化性樹脂組成物 |
| US7829605B2 (en) * | 2005-05-31 | 2010-11-09 | Denki Kagaku Kogyo Kabushiki Kaisha | Energy ray-curable resin composition and adhesive using same |
| TWI485214B (zh) * | 2008-09-05 | 2015-05-21 | Kyoritsu Chemical Co Ltd | And a photohardenable resin composition for bonding an optical functional material |
| JP2010072471A (ja) * | 2008-09-19 | 2010-04-02 | Three M Innovative Properties Co | 透明粘着シート、それを含む画像表示装置及び、その画像表示装置の作製方法 |
| JP4428470B1 (ja) * | 2009-06-08 | 2010-03-10 | 東洋インキ製造株式会社 | 偏光板及び偏光板形成用接着剤組成物 |
| JP5521689B2 (ja) * | 2009-07-22 | 2014-06-18 | 東洋インキScホールディングス株式会社 | 導電性部材用感圧式接着剤組成物、及びそれを用いてなる積層体 |
| JP4820443B2 (ja) * | 2009-11-20 | 2011-11-24 | 日東電工株式会社 | 光学フィルム用粘着剤組成物、光学フィルム用粘着剤層、粘着型光学フィルムおよび画像表示装置 |
| JP2011111572A (ja) * | 2009-11-30 | 2011-06-09 | Toray Advanced Film Co Ltd | 粘着シート及び表示装置 |
| JP5544853B2 (ja) * | 2009-12-09 | 2014-07-09 | サイデン化学株式会社 | 光学用粘着剤組成物 |
| CN102212317A (zh) * | 2010-04-02 | 2011-10-12 | 素塔电子科技(上海)有限公司 | 一种偏光片的胶粘剂和使用该胶粘剂的偏光片制备方法 |
| JP2012126839A (ja) * | 2010-12-16 | 2012-07-05 | Nippon Shokubai Co Ltd | 光学用紫外線硬化型樹脂組成物、硬化物及び表示装置 |
| TWI572691B (zh) * | 2011-10-21 | 2017-03-01 | 日本化藥股份有限公司 | 紫外線硬化型樹脂組成物、硬化物及物品 |
-
2012
- 2012-10-19 TW TW101138594A patent/TWI572691B/zh not_active IP Right Cessation
- 2012-10-19 CN CN201510791254.4A patent/CN105385405A/zh active Pending
- 2012-10-19 JP JP2013539541A patent/JP5980223B2/ja not_active Expired - Fee Related
- 2012-10-19 CN CN201710073183.3A patent/CN106947033A/zh active Pending
- 2012-10-19 CN CN201280051831.0A patent/CN103890028B/zh not_active Expired - Fee Related
- 2012-10-19 WO PCT/JP2012/006707 patent/WO2013057957A1/ja not_active Ceased
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2016
- 2016-07-25 JP JP2016145107A patent/JP6185122B2/ja not_active Expired - Fee Related
- 2016-07-25 JP JP2016145089A patent/JP2017020025A/ja active Pending
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2017
- 2017-07-25 JP JP2017143278A patent/JP6391195B2/ja not_active Expired - Fee Related
- 2017-08-21 JP JP2017158447A patent/JP2018031002A/ja active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61103908A (ja) * | 1984-10-26 | 1986-05-22 | Nitto Electric Ind Co Ltd | エマルジヨン型光硬化性粘着剤の製造方法 |
| JPS61103574A (ja) * | 1984-10-26 | 1986-05-22 | Nitto Electric Ind Co Ltd | 表面保護層形成方法 |
| JPH09160237A (ja) * | 1995-12-07 | 1997-06-20 | Sanyo Chem Ind Ltd | フォトソルダーレジスト組成物 |
| TW200909505A (en) * | 2007-06-19 | 2009-03-01 | Hitachi Chemical Co Ltd | Resin composition for optical use and resin material for optical use using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2017020025A (ja) | 2017-01-26 |
| WO2013057957A1 (ja) | 2013-04-25 |
| JP2017222876A (ja) | 2017-12-21 |
| JP2018031002A (ja) | 2018-03-01 |
| JP6185122B2 (ja) | 2017-08-23 |
| CN105385405A (zh) | 2016-03-09 |
| JP2016188386A (ja) | 2016-11-04 |
| CN103890028B (zh) | 2017-03-15 |
| JPWO2013057957A1 (ja) | 2015-04-02 |
| JP5980223B2 (ja) | 2016-08-31 |
| CN103890028A (zh) | 2014-06-25 |
| CN106947033A (zh) | 2017-07-14 |
| TW201323559A (zh) | 2013-06-16 |
| JP6391195B2 (ja) | 2018-09-19 |
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