KR101972385B1 - 다관능 티오(메타)아크릴레이트 수지, 이것을 함유하는 활성 에너지선 경화형 하드코팅 수지조성물과 이것을 경화해서 얻어진 경화막, 경화막이 적층된 플라스틱 필름, 플라스틱 필름을 사용한 플라스틱 사출 성형품 및 가공제품 - Google Patents
다관능 티오(메타)아크릴레이트 수지, 이것을 함유하는 활성 에너지선 경화형 하드코팅 수지조성물과 이것을 경화해서 얻어진 경화막, 경화막이 적층된 플라스틱 필름, 플라스틱 필름을 사용한 플라스틱 사출 성형품 및 가공제품 Download PDFInfo
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- KR101972385B1 KR101972385B1 KR1020130029553A KR20130029553A KR101972385B1 KR 101972385 B1 KR101972385 B1 KR 101972385B1 KR 1020130029553 A KR1020130029553 A KR 1020130029553A KR 20130029553 A KR20130029553 A KR 20130029553A KR 101972385 B1 KR101972385 B1 KR 101972385B1
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- acrylate
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- plastic film
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- 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
- C08F220/38—Esters containing sulfur
-
- 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
-
- 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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- C—CHEMISTRY; METALLURGY
- 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
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
-
- C—CHEMISTRY; METALLURGY
- 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
- C09D133/00—Coating compositions 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; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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KR (1) | KR101972385B1 (zh) |
CN (1) | CN103360289B (zh) |
TW (1) | TWI582117B (zh) |
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KR101771774B1 (ko) * | 2014-03-21 | 2017-08-28 | 주식회사 엘지화학 | 점착 필름용 광경화성 수지 조성물 및 점착 필름 |
CN104529845A (zh) * | 2015-01-15 | 2015-04-22 | 北京极易化工有限公司 | 一种四(3-r烷基硫代丙酸)季戊四醇酯的制备方法 |
WO2018092785A1 (ja) * | 2016-11-17 | 2018-05-24 | 東亞合成株式会社 | 活性エネルギー線硬化型組成物 |
JP6811938B2 (ja) * | 2017-02-13 | 2021-01-13 | 日油株式会社 | チオエーテル含有イソシアネートおよび硬化性樹脂組成物 |
KR102560202B1 (ko) | 2017-05-10 | 2023-07-26 | 리껭테크노스 가부시키가이샤 | 하드 코트 적층 필름 |
KR102164614B1 (ko) | 2017-11-24 | 2020-10-12 | 주식회사 엘지화학 | 포토레지스트 조성물 및 이를 이용한 포토레지스트 필름 |
US20200123408A1 (en) * | 2017-12-15 | 2020-04-23 | Rohm And Haas Electronic Materials Llc | Uv-curing acrylic resin compositions for thermoformable hard coat applications |
KR20200124672A (ko) * | 2018-02-22 | 2020-11-03 | 리껭테크노스 가부시키가이샤 | 눈부심 방지 하드 코트 다층 필름 |
EP3795597A4 (en) * | 2018-08-21 | 2022-02-23 | Mitsui Chemicals, Inc. | (METH)ACRYLATE, MONOMER COMPOSITION FOR DENTAL MATERIAL, MOLDING, COMPOSITION FOR DENTAL MATERIAL, DENTAL MATERIAL AND PROCESS FOR PRODUCTION OF (METH)ACRYLATE |
JP7275748B2 (ja) * | 2019-03-28 | 2023-05-18 | 三菱ケミカル株式会社 | 活性エネルギー線硬化性樹脂組成物、およびこれを含有してなるコート剤 |
CN112920097B (zh) * | 2021-03-08 | 2022-02-01 | 华南农业大学 | 多官能度植物油基丙烯酸酯及其制备方法和应用 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008174515A (ja) | 2007-01-22 | 2008-07-31 | Sekisui Chem Co Ltd | 塩基増殖剤及び感光性樹脂組成物 |
WO2009123013A1 (ja) | 2008-03-31 | 2009-10-08 | ダイキン工業株式会社 | 多官能含フッ素化合物及び該化合物の製造方法 |
JP2010031238A (ja) | 2008-06-23 | 2010-02-12 | Hakuto Co Ltd | 多分岐化合物及びその製造方法並びに感光性樹脂組成物及びその硬化物 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4222909A (en) * | 1977-07-26 | 1980-09-16 | E. I. Du Pont De Nemours And Company | Coating compositions comprising isocyanate-functional polymers containing a terminal thioalkyl group |
US4952640A (en) * | 1989-04-21 | 1990-08-28 | Minnesota Mining And Manufacturing Co. | Nonlinear optically active polymers |
WO2000073365A1 (fr) * | 1999-05-27 | 2000-12-07 | Nof Corporation | Composition monomere pour matiere plastique optique, matiere plastique optique et lentille |
AU2003251678A1 (en) * | 2002-08-13 | 2004-03-11 | Akzo Nobel Coatings International B.V. | Multilayer coating system comprising thiol-funcitonal compounds |
JP2004123780A (ja) | 2002-09-30 | 2004-04-22 | Dainippon Ink & Chem Inc | 活性エネルギー線硬化型樹脂組成物 |
US8044235B2 (en) * | 2005-03-15 | 2011-10-25 | Showa Denko K.K. | (Meth) acryloyl group-containing aromatic isocyanate compound and production process thereof |
JP5311744B2 (ja) * | 2007-01-29 | 2013-10-09 | 地方独立行政法人 大阪市立工業研究所 | 紫外線硬化性樹脂組成物、当該硬化物、およびこれらから誘導される各種物品 |
JP5151179B2 (ja) | 2007-02-23 | 2013-02-27 | 東洋インキScホールディングス株式会社 | 活性エネルギー線硬化型組成物および該組成物を用いてなる印刷物および成型加工された加飾シート成型物 |
JP5159175B2 (ja) * | 2007-06-04 | 2013-03-06 | 日本合成化学工業株式会社 | ウレタン(メタ)アクリレート系化合物、及び活性エネルギー線硬化性組成物、並びにその用途 |
JP2008296539A (ja) * | 2007-06-04 | 2008-12-11 | Mitsubishi Rayon Co Ltd | 熱成形用ハードコートアクリル樹脂フィルム、その製造方法、およびそれを含む成形品 |
US20100210812A1 (en) * | 2007-07-13 | 2010-08-19 | Showa Denko K.K. | Curable composition and cured product thereof |
JP2009098658A (ja) * | 2007-09-25 | 2009-05-07 | Fujifilm Corp | 光学フィルム、偏光板、及び画像表示装置 |
WO2009154042A1 (ja) * | 2008-06-18 | 2009-12-23 | 東洋紡績株式会社 | 成型用ハードコートフィルム |
JP2010126569A (ja) * | 2008-11-26 | 2010-06-10 | Hakuto Co Ltd | 感光性樹脂組成物 |
JP5068793B2 (ja) * | 2009-09-24 | 2012-11-07 | リンテック株式会社 | 粘着シート |
JP2011148964A (ja) | 2009-12-22 | 2011-08-04 | Toyobo Co Ltd | 成型用ハードコートフィルム |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008174515A (ja) | 2007-01-22 | 2008-07-31 | Sekisui Chem Co Ltd | 塩基増殖剤及び感光性樹脂組成物 |
WO2009123013A1 (ja) | 2008-03-31 | 2009-10-08 | ダイキン工業株式会社 | 多官能含フッ素化合物及び該化合物の製造方法 |
JP2010031238A (ja) | 2008-06-23 | 2010-02-12 | Hakuto Co Ltd | 多分岐化合物及びその製造方法並びに感光性樹脂組成物及びその硬化物 |
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KR20130112746A (ko) | 2013-10-14 |
CN103360289B (zh) | 2017-05-24 |
TWI582117B (zh) | 2017-05-11 |
TW201348267A (zh) | 2013-12-01 |
JP6103480B2 (ja) | 2017-03-29 |
CN103360289A (zh) | 2013-10-23 |
JP2013231167A (ja) | 2013-11-14 |
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