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WO2008146685A1 - エーテル結合を有する反応性ウレタン化合物、硬化性組成物および硬化物 - Google Patents

エーテル結合を有する反応性ウレタン化合物、硬化性組成物および硬化物 Download PDF

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Publication number
WO2008146685A1
WO2008146685A1 PCT/JP2008/059370 JP2008059370W WO2008146685A1 WO 2008146685 A1 WO2008146685 A1 WO 2008146685A1 JP 2008059370 W JP2008059370 W JP 2008059370W WO 2008146685 A1 WO2008146685 A1 WO 2008146685A1
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WO
WIPO (PCT)
Prior art keywords
reactive urethane
group
urethane compound
compound
cured product
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2008/059370
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English (en)
French (fr)
Inventor
Katsumi Murofushi
Nobuaki Ishii
Miyuki Tomita
Yotaro Hattori
Yoshifumi Urakawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Resonac Holdings Corp
Original Assignee
Showa Denko KK
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Showa Denko KK filed Critical Showa Denko KK
Priority to US12/600,794 priority Critical patent/US8399569B2/en
Priority to KR1020097026753A priority patent/KR101117899B1/ko
Priority to EP08753047.3A priority patent/EP2154162B1/en
Priority to CN2008800170024A priority patent/CN101679555B/zh
Priority to JP2009516269A priority patent/JPWO2008146685A1/ja
Publication of WO2008146685A1 publication Critical patent/WO2008146685A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
    • 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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09D175/16—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
    • 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
    • C08F220/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (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
    • 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
    • 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3206—Polyhydroxy compounds aliphatic
    • 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3212—Polyhydroxy compounds containing cycloaliphatic 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3215—Polyhydroxy compounds containing aromatic groups or benzoquinone 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3802—Low-molecular-weight compounds having heteroatoms other than oxygen having halogens
    • C08G18/3804—Polyhydroxy compounds
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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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3842—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
    • C08G18/3851—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing three nitrogen atoms in the ring
    • C08G18/3853—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing three nitrogen atoms in the ring containing cyanurate and/or isocyanurate 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3876—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/81—Unsaturated isocyanates or isothiocyanates
    • C08G18/8108—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group
    • C08G18/8116—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polyethers (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

　本発明の課題は、硬化性、基材への密着性、透明性、分子の柔軟性、機械的特性に優れた反応性ウレタン化合物、該化合物を含む硬化性組成物及び該組成物から得られる硬化物を提供することにある。本発明のエチレン性不飽和基含有反応性ウレタン化合物は下記式（Ｉ）で表される。 ［R1、R2は水素原子又はアルキレン基、R3は水素原子、アルキル基又はアリール基、R4は単結合又はアルキレン基、R5は水素原子又はメチル基、R6は酸素原子、硫黄原子又はイミノ基、nは2～12、mは1～300、Xは脂肪族化合物、芳香族化合物又は複素環式化合物の残基を表す。］
PCT/JP2008/059370 2007-05-23 2008-05-21 エーテル結合を有する反応性ウレタン化合物、硬化性組成物および硬化物 Ceased WO2008146685A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US12/600,794 US8399569B2 (en) 2007-05-23 2008-05-21 Reactive urethane compound having ether bond, curable composition, and cured material
KR1020097026753A KR101117899B1 (ko) 2007-05-23 2008-05-21 에테르 결합을 갖는 반응성 우레탄 화합물, 경화성 조성물 및 경화물
EP08753047.3A EP2154162B1 (en) 2007-05-23 2008-05-21 Reactive urethane compound having ether bond, curable composition and cured material
CN2008800170024A CN101679555B (zh) 2007-05-23 2008-05-21 具有醚键的反应性氨基甲酸酯化合物、固化性组合物及固化物
JP2009516269A JPWO2008146685A1 (ja) 2007-05-23 2008-05-21 エーテル結合を有する反応性ウレタン化合物、硬化性組成物および硬化物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-136665 2007-05-23
JP2007136665 2007-05-23

Publications (1)

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WO2008146685A1 true WO2008146685A1 (ja) 2008-12-04

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ID=40316827

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PCT/JP2008/059370 Ceased WO2008146685A1 (ja) 2007-05-23 2008-05-21 エーテル結合を有する反応性ウレタン化合物、硬化性組成物および硬化物

Country Status (7)

Country Link
US (1) US8399569B2 (ja)
EP (1) EP2154162B1 (ja)
JP (2) JPWO2008146685A1 (ja)
KR (1) KR101117899B1 (ja)
CN (1) CN101679555B (ja)
TW (1) TWI431020B (ja)
WO (1) WO2008146685A1 (ja)

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JP2009223253A (ja) * 2008-03-19 2009-10-01 Jsr Corp 着色層形成用感放射線性組成物、カラーフィルタおよびカラー液晶表示素子
WO2009128302A1 (ja) * 2008-04-17 2009-10-22 コニカミノルタエムジー株式会社 平版印刷版材料および平版印刷版の作製方法
WO2012060204A1 (ja) * 2010-11-01 2012-05-10 株式会社キーエンス インクジェット光造形法における、光造形品形成用モデル材、光造形品の光造形時の形状支持用サポート材および光造形品の製造方法
US20130303655A1 (en) * 2011-01-31 2013-11-14 3M Innovative Properties Company Dental composition, method of producing and use thereof
US20140220512A1 (en) * 2011-02-15 2014-08-07 3M Innovative Properties Company Dental compositions comprising mixture of isocyanurate monomer and tricyclodecane monomer
JP2018119135A (ja) * 2016-12-23 2018-08-02 奇美實業股▲分▼有限公司 熱可塑性樹脂組成物およびそれから形成された成形品
JP2019513172A (ja) * 2016-03-15 2019-05-23 アルケマ フランス 改善された表面硬化特性を有するフリーラジカル硬化性コーティング及び封止剤組成物
JP2022538528A (ja) * 2019-06-13 2022-09-05 スリーエム イノベイティブ プロパティズ カンパニー 架橋剤及びそれを含む硬化性組成物
JP2022158352A (ja) * 2021-04-01 2022-10-17 株式会社Adeka 化合物、重合体、重合性組成物、接着剤、コーティング剤、硬化物及び硬化物の製造方法
JP2023047573A (ja) * 2021-09-27 2023-04-06 株式会社Adeka ウレタン化合物、重合体、重合性組成物、接着剤、コーティング剤、硬化物及び硬化物の製造方法
JP7805168B2 (ja) 2019-06-13 2026-01-23 スリーエム イノベイティブ プロパティズ カンパニー 架橋剤及びそれを含む硬化性組成物

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JP5756604B2 (ja) 2009-07-21 2015-07-29 リー ヘイル ダニー ネイル用の除去可能なゲル適用向けの組成物、及びそれらの使用方法
US9237990B2 (en) 2010-03-31 2016-01-19 3M Innovative Properties Company Polymerizable isocyanurate monomers and dental compositions
US9156931B2 (en) * 2011-05-18 2015-10-13 Dic Corporation Radical polymerizable composition, cured product, and plastic lens
CN110083010A (zh) * 2011-08-10 2019-08-02 日立化成株式会社 感光性树脂组合物、感光性薄膜、永久抗蚀剂以及永久抗蚀剂的制造方法
US8691915B2 (en) 2012-04-23 2014-04-08 Sabic Innovative Plastics Ip B.V. Copolymers and polymer blends having improved refractive indices
KR20130130928A (ko) * 2012-05-23 2013-12-03 동우 화인켐 주식회사 아크릴계 공중합체 및 이를 함유하는 점착제 조성물
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JP6897667B2 (ja) * 2016-03-31 2021-07-07 昭和電工マテリアルズ株式会社 感光性樹脂組成物、感光性樹脂フィルム、硬化物及びその製造方法、積層体、並びに、電子部品
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WO2019107323A1 (ja) * 2017-11-28 2019-06-06 三井化学株式会社 （メタ）アクリレートおよびその用途
CH714729B1 (de) * 2018-03-08 2023-02-28 Saremco Dental Ag Dentalmaterialien mit erhöhter Degradationsstabilität.
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EP3883984A4 (en) 2018-11-21 2022-08-10 The Regents of The University of California DEGRADABLE AND RECYCLABLE HEAT SETTING EPOXY RESINS
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JP2009223253A (ja) * 2008-03-19 2009-10-01 Jsr Corp 着色層形成用感放射線性組成物、カラーフィルタおよびカラー液晶表示素子
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WO2012060204A1 (ja) * 2010-11-01 2012-05-10 株式会社キーエンス インクジェット光造形法における、光造形品形成用モデル材、光造形品の光造形時の形状支持用サポート材および光造形品の製造方法
JP2012111226A (ja) * 2010-11-01 2012-06-14 Keyence Corp インクジェット光造形法における、光造形品形成用モデル材、光造形品の光造形時の形状支持用サポート材および光造形品の製造方法
US20130303655A1 (en) * 2011-01-31 2013-11-14 3M Innovative Properties Company Dental composition, method of producing and use thereof
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JP7317502B2 (ja) 2016-03-15 2023-07-31 アルケマ フランス 改善された表面硬化特性を有するフリーラジカル硬化性コーティング及び封止剤組成物
JP2019513172A (ja) * 2016-03-15 2019-05-23 アルケマ フランス 改善された表面硬化特性を有するフリーラジカル硬化性コーティング及び封止剤組成物
JP2018119135A (ja) * 2016-12-23 2018-08-02 奇美實業股▲分▼有限公司 熱可塑性樹脂組成物およびそれから形成された成形品
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JP7805168B2 (ja) 2019-06-13 2026-01-23 スリーエム イノベイティブ プロパティズ カンパニー 架橋剤及びそれを含む硬化性組成物
JP2022158352A (ja) * 2021-04-01 2022-10-17 株式会社Adeka 化合物、重合体、重合性組成物、接着剤、コーティング剤、硬化物及び硬化物の製造方法
JP2023047573A (ja) * 2021-09-27 2023-04-06 株式会社Adeka ウレタン化合物、重合体、重合性組成物、接着剤、コーティング剤、硬化物及び硬化物の製造方法
JP7755428B2 (ja) 2021-09-27 2025-10-16 株式会社Adeka ウレタン化合物、重合体、重合性組成物、接着剤、コーティング剤、硬化物及び硬化物の製造方法

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