JP6597310B2 - 紫外線硬化型樹脂組成物および積層体 - Google Patents
紫外線硬化型樹脂組成物および積層体 Download PDFInfo
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- JP6597310B2 JP6597310B2 JP2015554734A JP2015554734A JP6597310B2 JP 6597310 B2 JP6597310 B2 JP 6597310B2 JP 2015554734 A JP2015554734 A JP 2015554734A JP 2015554734 A JP2015554734 A JP 2015554734A JP 6597310 B2 JP6597310 B2 JP 6597310B2
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- Prior art keywords
- meth
- compound
- resin composition
- curable resin
- acrylate
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- 239000011342 resin composition Substances 0.000 title claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 74
- -1 acrylate compound Chemical class 0.000 claims description 61
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 45
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 43
- 229920000642 polymer Polymers 0.000 claims description 40
- UWCWUCKPEYNDNV-LBPRGKRZSA-N 2,6-dimethyl-n-[[(2s)-pyrrolidin-2-yl]methyl]aniline Chemical compound CC1=CC=CC(C)=C1NC[C@H]1NCCC1 UWCWUCKPEYNDNV-LBPRGKRZSA-N 0.000 claims description 39
- 230000009477 glass transition Effects 0.000 claims description 34
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- 239000007788 liquid Substances 0.000 claims description 19
- 239000003999 initiator Substances 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 14
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 9
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 8
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical group C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 claims description 6
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- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
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- 239000005020 polyethylene terephthalate Substances 0.000 description 10
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- PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 5
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- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
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- 125000001931 aliphatic group Chemical group 0.000 description 3
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- 229910052753 mercury Inorganic materials 0.000 description 3
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- OXPDQFOKSZYEMJ-UHFFFAOYSA-N 2-phenylpyrimidine Chemical class C1=CC=CC=C1C1=NC=CC=N1 OXPDQFOKSZYEMJ-UHFFFAOYSA-N 0.000 description 2
- ROWKJAVDOGWPAT-UHFFFAOYSA-N Acetoin Chemical compound CC(O)C(C)=O ROWKJAVDOGWPAT-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
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- 125000000217 alkyl group Chemical group 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
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- 125000003118 aryl group Chemical group 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 2
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- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F290/06—Polymers provided for in subclass C08G
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F299/06—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyurethanes
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- C08F299/065—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyurethanes from polyurethanes with side or terminal unsaturations
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- B32B2457/00—Electrical equipment
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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
- C08F120/00—Homopolymers 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
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/10—Esters
- C08F120/12—Esters of monohydric alcohols or phenols
- C08F120/14—Methyl esters, e.g. methyl (meth)acrylate
-
- 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
- C08F220/00—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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
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- Polymers & Plastics (AREA)
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- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Laminated Bodies (AREA)
- Polymerisation Methods In General (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
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JP2013273316 | 2013-12-27 | ||
JP2013273316 | 2013-12-27 | ||
PCT/JP2014/082858 WO2015098549A1 (fr) | 2013-12-27 | 2014-12-11 | Composition de résine durcissable par ultraviolets et stratifié |
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JPWO2015098549A1 JPWO2015098549A1 (ja) | 2017-03-23 |
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JP (1) | JP6597310B2 (fr) |
KR (1) | KR20160102986A (fr) |
CN (1) | CN106029702A (fr) |
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WO2016002670A1 (fr) * | 2014-06-30 | 2016-01-07 | 横浜ゴム株式会社 | Composition de résine durcissable aux ultraviolets et stratifié l'utilisant |
FR3040707B1 (fr) * | 2015-09-04 | 2019-08-30 | Arkema France | Composition adhesive photopolymerisable |
JP6771715B2 (ja) * | 2015-09-29 | 2020-10-21 | 協立化学産業株式会社 | 相溶組成物、接着剤組成物、複合構造物並びに複合構造物の製造方法及び解体方法 |
JP6612154B2 (ja) * | 2016-03-08 | 2019-11-27 | 富士フイルム株式会社 | 転写シート、転写シートの製造方法、光学積層体、および光学積層体の製造方法 |
JP6193427B1 (ja) * | 2016-03-14 | 2017-09-06 | アイカ工業株式会社 | テープ用光硬化性樹脂組成物 |
CN106800376A (zh) * | 2016-12-29 | 2017-06-06 | 武汉华星光电技术有限公司 | 一种滤蓝光抗眩手机盖板及其制备方法 |
KR102346673B1 (ko) * | 2017-08-09 | 2022-01-04 | 삼성디스플레이 주식회사 | 유기 발광 표시 장치 |
KR102378356B1 (ko) | 2017-08-09 | 2022-03-25 | 삼성디스플레이 주식회사 | 유기 발광 소자 및 이를 포함한 전자 장치 |
KR101953367B1 (ko) | 2017-12-07 | 2019-05-24 | 삼성디스플레이 주식회사 | 광경화성 수지 조성물 및 이를 이용한 윈도우 부재의 제조 방법 |
CN110305286B (zh) * | 2019-07-08 | 2021-08-31 | 东华大学 | 一种基于1,8-萘酰亚胺取代均三嗪二醇衍生物的水性聚氨酯及其制备和应用 |
JP7355559B2 (ja) * | 2019-08-28 | 2023-10-03 | 住友理工株式会社 | 燃料電池用ラジカル硬化性シール部材 |
WO2023171546A1 (fr) * | 2022-03-10 | 2023-09-14 | 株式会社クラレ | Composition de résine thermoplastique, article moulé et structure stratifiée |
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NZ244718A (en) * | 1991-11-19 | 1995-04-27 | Grace W R & Co | Photosensitive composition comprising an aba triblock polymer, a photosensitive initiator and a photosensitive unsaturated compound; use in a flexographic printing plate |
JP4619848B2 (ja) * | 2005-03-31 | 2011-01-26 | 株式会社クラレ | 硬化性樹脂組成物及びそれを用いた造形物 |
JP2007199532A (ja) * | 2006-01-27 | 2007-08-09 | Fujifilm Corp | パターン形成方法 |
TWI595037B (zh) * | 2009-04-30 | 2017-08-11 | 電化股份有限公司 | 硬化性樹脂組成物、接著劑組成物、硬化體或複合體 |
JP2010222591A (ja) * | 2010-07-09 | 2010-10-07 | Kuraray Co Ltd | 硬化性樹脂組成物および該硬化性樹脂組成物を用いたフレキソ印刷版材 |
JP2013043907A (ja) | 2011-08-23 | 2013-03-04 | Aica Kogyo Co Ltd | 紫外線硬化型樹脂組成物及びハードコートフィルム |
JP5458215B1 (ja) * | 2013-03-11 | 2014-04-02 | 太陽インキ製造株式会社 | 光硬化性樹脂組成物、そのドライフィルムおよび硬化物、並びにそれらを用いて形成された硬化皮膜を有するプリント配線板 |
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- 2014-12-11 KR KR1020167015417A patent/KR20160102986A/ko not_active Application Discontinuation
- 2014-12-11 CN CN201480075434.6A patent/CN106029702A/zh active Pending
- 2014-12-11 JP JP2015554734A patent/JP6597310B2/ja not_active Expired - Fee Related
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KR20160102986A (ko) | 2016-08-31 |
TWI665252B (zh) | 2019-07-11 |
WO2015098549A1 (fr) | 2015-07-02 |
TW201529693A (zh) | 2015-08-01 |
JPWO2015098549A1 (ja) | 2017-03-23 |
CN106029702A (zh) | 2016-10-12 |
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