JP2015523452A - 硬化性樹脂組成物、その硬化方法及びそれから製造されたシート - Google Patents
硬化性樹脂組成物、その硬化方法及びそれから製造されたシート Download PDFInfo
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- JP2015523452A JP2015523452A JP2015525313A JP2015525313A JP2015523452A JP 2015523452 A JP2015523452 A JP 2015523452A JP 2015525313 A JP2015525313 A JP 2015525313A JP 2015525313 A JP2015525313 A JP 2015525313A JP 2015523452 A JP2015523452 A JP 2015523452A
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- QWVBGCWRHHXMRM-UHFFFAOYSA-N hexadecoxycarbonyloxy hexadecyl carbonate Chemical compound CCCCCCCCCCCCCCCCOC(=O)OOC(=O)OCCCCCCCCCCCCCCCC QWVBGCWRHHXMRM-UHFFFAOYSA-N 0.000 description 1
- MEVZGMVQVYWRNH-UHFFFAOYSA-N hexyl 2,2-dimethylpropaneperoxoate Chemical compound CCCCCCOOC(=O)C(C)(C)C MEVZGMVQVYWRNH-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 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
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- WPPLKRDOKPISSC-UHFFFAOYSA-N pentyl 2,2-dimethylpropaneperoxoate Chemical compound CCCCCOOC(=O)C(C)(C)C WPPLKRDOKPISSC-UHFFFAOYSA-N 0.000 description 1
- ZLAJWQIJAVXCAT-UHFFFAOYSA-N pentyl 7,7-dimethyloctaneperoxoate Chemical compound CCCCCOOC(=O)CCCCCC(C)(C)C ZLAJWQIJAVXCAT-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 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
- 235000019260 propionic acid Nutrition 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003839 salts 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
- 238000000926 separation method Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- VNJISVYSDHJQFR-UHFFFAOYSA-N tert-butyl 4,4-dimethylpentaneperoxoate Chemical compound CC(C)(C)CCC(=O)OOC(C)(C)C VNJISVYSDHJQFR-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-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
- CSKKAINPUYTTRW-UHFFFAOYSA-N tetradecoxycarbonyloxy tetradecyl carbonate Chemical compound CCCCCCCCCCCCCCOC(=O)OOC(=O)OCCCCCCCCCCCCCC CSKKAINPUYTTRW-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- JREYOWJEWZVAOR-UHFFFAOYSA-N triazanium;[3-methylbut-3-enoxy(oxido)phosphoryl] phosphate Chemical compound [NH4+].[NH4+].[NH4+].CC(=C)CCOP([O-])(=O)OP([O-])([O-])=O JREYOWJEWZVAOR-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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Abstract
Description
Claims (20)
- 硬化性化合物、光開始剤、及び開始反応温度が異なる少なくとも2種の熱開始剤を含む硬化性樹脂組成物。
- 前記硬化性樹脂組成物の硬化物の分子量分布が少なくとも2個のピークを有する、請求項1に記載の硬化性樹脂組成物。
- 前記硬化性樹脂組成物の硬化物は少なくとも2個のガラス転移温度を有する、請求項1に記載の硬化性樹脂組成物。
- 前記熱開始剤は、第1の熱開始剤及び第2の熱開始剤を含み、前記第2の熱開始剤は、前記第1の熱開始剤より高い温度で硬化反応を開始する、請求項1に記載の硬化性樹脂組成物。
- 前記第1の熱開始剤は30℃〜70℃で硬化反応を開始する、請求項4に記載の硬化性樹脂組成物。
- 前記第2の熱開始剤は60℃〜100℃で硬化反応を開始する、請求項1に記載の硬化性樹脂組成物。
- 前記硬化性化合物がアクリル系化合物である、請求項1に記載の硬化性樹脂組成物。
- 前記多官能性アクリレート架橋剤をさらに含む、請求項1に記載の硬化性樹脂組成物。
- 前記硬化性樹脂組成物は、熱伝導性添加剤、難燃剤、顔料、酸化防止剤、紫外線安定剤、分散剤、消泡剤、増粘剤、可塑剤、粘着性付与樹脂、シランカップリング剤及びこれらの組み合わせからなる群から選ばれた少なくとも一つの添加剤をさらに含む、請求項1に記載の硬化性樹脂組成物。
- 請求項1〜請求項9のいずれか1項による硬化性樹脂組成物の硬化物層を含むシート。
- 前記硬化物層は、数平均分子量104〜105で第1のピークを有し、数平均分子量105〜106で第2のピークを有する、請求項10に記載のシート。
- 前記硬化物層は、45℃〜85℃で第1のガラス転移温度を有し、100℃〜130℃で第2のガラス転移温度を有する、請求項10に記載のシート。
- 前記硬化物層は、45℃〜60℃で第1のガラス転移温度を有し、65℃〜85℃で第2のガラス転移温度を有し、100℃〜130℃で第3のガラス転移温度を有する、請求項10に記載のシート。
- 基材フィルム;及び
前記基材フィルムの一面または両面に形成された前記硬化物層;を含むシート。 - 前記硬化物層の厚さは3.0mm〜10.0mmである、請求項10に記載のシート。
- 前記硬化物層は、前記硬化性樹脂組成物に対して1次熱硬化ステップ、光照射による光硬化ステップ及び2次熱硬化ステップを順次行って得られた硬化物で形成された層である、請求項10に記載のシート。
- 硬化性化合物、光開始剤、及び開始反応温度が異なる少なくとも2種の熱開始剤を含む硬化性樹脂組成物に対して熱硬化を行う1次熱硬化ステップ;
前記熱硬化が行われた結果物に光を照射し、光硬化を行う光硬化ステップ;及び
前記光硬化が行われた結果物を昇温し、熱硬化を行う2次熱硬化ステップ;を含む硬化方法。 - 前記1次熱硬化ステップ、前記光硬化ステップ及び前記2次熱硬化ステップを順次行う、請求項17に記載の硬化方法。
- 前記1次熱硬化ステップを30℃〜70℃で行い、前記2次熱硬化ステップを60℃〜100℃で行い、
前記2次熱硬化ステップは、前記1次熱硬化ステップより高い温度で行う、請求項17に記載の硬化方法。 - 前記光硬化ステップはUV照射によって行う、請求項17に記載の硬化方法。
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PCT/KR2012/011615 WO2014021521A1 (ko) | 2012-07-30 | 2012-12-27 | 경화성 수지 조성물, 그 경화 방법 및 그로부터 제조된 시트 |
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CN112175586B (zh) * | 2020-09-28 | 2021-12-07 | 杭州应星新材料有限公司 | 一种uv固化丙烯酸导热组合物、导热片及其制备方法 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04220485A (ja) * | 1990-12-20 | 1992-08-11 | Sekisui Chem Co Ltd | 溶剤型アクリル系粘着剤の製造方法 |
JPH07324104A (ja) * | 1994-05-31 | 1995-12-12 | Sekisui Chem Co Ltd | 酢酸ビニル樹脂の製造方法 |
JPH11258552A (ja) * | 1998-03-13 | 1999-09-24 | Tokuyama Corp | 光学レンズ用重合硬化性組成物 |
JP2000007718A (ja) * | 1998-06-17 | 2000-01-11 | E I Du Pont De Nemours & Co | 揮発性モノマー含有熱硬化性成形用組成物およびその成形方法 |
CN102321424A (zh) * | 2011-08-22 | 2012-01-18 | 华南理工大学 | 光–热双重固化的木器uv清漆涂料的制备方法 |
US20120121881A1 (en) * | 2009-08-25 | 2012-05-17 | Lg Hausys, Ltd. | Method of manufacturing acrylic film, and acrylic film |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5580447A (en) * | 1978-12-14 | 1980-06-17 | Kyowa Chem Ind Co Ltd | Prevention of rust, deterioration or coloring of polyolefin and composition |
CA1331426C (en) * | 1987-12-04 | 1994-08-16 | Frank Lothar | Cast polymeric sink with high thermal cycling resistance |
WO1997016469A1 (en) | 1995-11-03 | 1997-05-09 | Dsm N.V. | A solvent-free, radiation-curable, optical glass fiber coating composition and solvent-free method for making a solvent-free, radiation-curable, optical glass fiber coating composition |
US6383530B1 (en) * | 1999-09-10 | 2002-05-07 | Ajinomoto Co., Inc. | Method for the pre-baking treatment of shaped and frozen bread dough |
JP3714061B2 (ja) * | 1999-10-15 | 2005-11-09 | 住友化学株式会社 | アンチブロッキング剤マスターバッチ |
EP1681333B1 (en) * | 2003-10-29 | 2010-04-21 | Idemitsu Kosan Co., Ltd. | Heat-storage material composition |
KR20060020098A (ko) * | 2004-08-31 | 2006-03-06 | 주식회사 코오롱 | 자외선 경화형 수지 조성물 |
US20070066698A1 (en) | 2005-09-20 | 2007-03-22 | Yang Wenliang P | Dual cure compositions, methods of curing thereof and articles therefrom |
TW200730553A (en) | 2006-01-20 | 2007-08-16 | Hitachi Chemical Co Ltd | Resin composition and optical device using hardening thereof |
DE102007028601A1 (de) | 2007-06-19 | 2008-12-24 | Evonik Röhm Gmbh | Reaktivgemisch zur Beschichtung von Formkörpern mittels Reaktionsspritzguss sowie beschichteter Formkörper |
KR101371909B1 (ko) | 2008-06-19 | 2014-03-10 | 주식회사 엘지화학 | 점착제 조성물 및 상기를 포함하는 점착 시트 |
JP2010189485A (ja) * | 2009-02-16 | 2010-09-02 | Lintec Corp | 接着剤組成物、接着シートおよび半導体装置の製造方法 |
KR100934342B1 (ko) * | 2009-06-12 | 2009-12-29 | 송기세 | 자기점착성을 갖는 양면용 아크릴 폼 테이프 조성물, 아크릴 폼을 이용하는 방향 패드 조성물 및 이를 이용한 패드의 제조방법 |
KR101126537B1 (ko) * | 2009-07-28 | 2012-03-23 | 전자부품연구원 | 폴리머 후막 저항체용 페이스트 조성물 및 이를 이용한 후막 저항체 제조방법 |
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Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04220485A (ja) * | 1990-12-20 | 1992-08-11 | Sekisui Chem Co Ltd | 溶剤型アクリル系粘着剤の製造方法 |
JPH07324104A (ja) * | 1994-05-31 | 1995-12-12 | Sekisui Chem Co Ltd | 酢酸ビニル樹脂の製造方法 |
JPH11258552A (ja) * | 1998-03-13 | 1999-09-24 | Tokuyama Corp | 光学レンズ用重合硬化性組成物 |
JP2000007718A (ja) * | 1998-06-17 | 2000-01-11 | E I Du Pont De Nemours & Co | 揮発性モノマー含有熱硬化性成形用組成物およびその成形方法 |
US6203911B1 (en) * | 1998-06-17 | 2001-03-20 | E. I. Du Pont De Nemours And Company | Thermoset volatile monomer molding compositions |
US20120121881A1 (en) * | 2009-08-25 | 2012-05-17 | Lg Hausys, Ltd. | Method of manufacturing acrylic film, and acrylic film |
JP2013503233A (ja) * | 2009-08-25 | 2013-01-31 | エルジー・ハウシス・リミテッド | アクリルフィルムの製造方法及びアクリルフィルム |
CN102321424A (zh) * | 2011-08-22 | 2012-01-18 | 华南理工大学 | 光–热双重固化的木器uv清漆涂料的制备方法 |
Cited By (1)
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WO2022163443A1 (ja) * | 2021-02-01 | 2022-08-04 | ナガセケムテックス株式会社 | 光硬化性樹脂組成物および三次元光造形物 |
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US20150183909A1 (en) | 2015-07-02 |
CN104507983B (zh) | 2017-04-12 |
JP6425229B2 (ja) | 2018-11-21 |
KR20140016665A (ko) | 2014-02-10 |
KR101545377B1 (ko) | 2015-08-18 |
WO2014021521A1 (ko) | 2014-02-06 |
CN104507983A (zh) | 2015-04-08 |
EP2881405A1 (en) | 2015-06-10 |
TWI542606B (zh) | 2016-07-21 |
EP2881405A4 (en) | 2015-07-08 |
EP2881405B1 (en) | 2016-08-31 |
TW201406800A (zh) | 2014-02-16 |
US10590217B2 (en) | 2020-03-17 |
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