WO2005048866A3 - Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds - Google Patents

Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds Download PDF

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Publication number
WO2005048866A3
WO2005048866A3 PCT/US2004/037807 US2004037807W WO2005048866A3 WO 2005048866 A3 WO2005048866 A3 WO 2005048866A3 US 2004037807 W US2004037807 W US 2004037807W WO 2005048866 A3 WO2005048866 A3 WO 2005048866A3
Authority
WO
WIPO (PCT)
Prior art keywords
self
reaction products
multifunctional acrylates
epoxy compounds
cycloaliphatic epoxy
Prior art date
Application number
PCT/US2004/037807
Other languages
French (fr)
Other versions
WO2005048866A2 (en
Inventor
Laurence G Dammann
Robert B Fechter
Sridevi Narayan-Sarathy
Original Assignee
Ashland Inc
Laurence G Dammann
Robert B Fechter
Sridevi Narayan-Sarathy
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
Priority claimed from US10/712,044 external-priority patent/US7041749B2/en
Application filed by Ashland Inc, Laurence G Dammann, Robert B Fechter, Sridevi Narayan-Sarathy filed Critical Ashland Inc
Priority to JP2006539903A priority Critical patent/JP2007511641A/en
Priority to CA002545998A priority patent/CA2545998A1/en
Priority to BRPI0416519-5A priority patent/BRPI0416519A/en
Priority to EP04810830A priority patent/EP1685193A4/en
Publication of WO2005048866A2 publication Critical patent/WO2005048866A2/en
Publication of WO2005048866A3 publication Critical patent/WO2005048866A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • C08L63/10—Epoxy resins modified by unsaturated compounds
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22—Di-epoxy compounds
    • C08G59/24—Di-epoxy compounds carbocyclic
    • 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
    • C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • 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
    • C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • 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
    • C08F222/103—Esters of polyhydric alcohols or polyhydric phenols of trialcohols, e.g. trimethylolpropane tri(meth)acrylate
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10—Definition of the polymer structure
    • C08G2261/13—Morphological aspects
    • C08G2261/135—Cross-linked structures
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/334—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing heteroatoms
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/70—Post-treatment
    • C08G2261/76—Post-treatment crosslinking

Abstract

Photopolymerizable liquid oligomeric compositions are disclosed. The oligomeric compositions are formed from cycloaliphatic epoxides and Michael addition polyacrylate resins, synthesized from multifunctional acrylates and β-dicarbonyl Michael donors, specifically β-keto esters, β-diketones, β-ketoamides or β-ketoanilides or combinations thereof. The oligomeric compositions are provided along with uses thereof and methods of fabricating.
PCT/US2004/037807 2003-11-14 2004-11-12 Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds WO2005048866A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2006539903A JP2007511641A (en) 2003-11-14 2004-11-12 Binary curing reaction product of self-initiated polyfunctional acrylate and alicyclic epoxy compound
CA002545998A CA2545998A1 (en) 2003-11-14 2004-11-12 Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds
BRPI0416519-5A BRPI0416519A (en) 2003-11-14 2004-11-12 liquid oligomeric composition, cured polymerized product, method for making and using a liquid oligomeric composition, and, substrate
EP04810830A EP1685193A4 (en) 2003-11-14 2004-11-12 Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10/712,044 2003-11-14
US10/712,044 US7041749B2 (en) 2002-12-17 2003-11-14 Dual cure reaction products of self-photoinitiating multifunction acrylates with cycloaliphatic epoxy compounds

Publications (2)

Publication Number Publication Date
WO2005048866A2 WO2005048866A2 (en) 2005-06-02
WO2005048866A3 true WO2005048866A3 (en) 2005-09-15

Family

ID=34619849

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2004/037807 WO2005048866A2 (en) 2003-11-14 2004-11-12 Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds

Country Status (7)

Country Link
EP (1) EP1685193A4 (en)
JP (1) JP2007511641A (en)
KR (1) KR20070097294A (en)
CN (1) CN1910234A (en)
BR (1) BRPI0416519A (en)
CA (1) CA2545998A1 (en)
WO (1) WO2005048866A2 (en)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4888766B2 (en) * 2006-07-11 2012-02-29 日東電工株式会社 Method for producing polyfunctional compound
GB0700960D0 (en) * 2007-01-18 2007-02-28 3M Innovative Properties Co High strength epoxy adhesive and uses thereof
CN102159534B (en) 2008-07-23 2014-05-07 3M创新有限公司 Reactive liquid modifiers
US8491749B2 (en) 2008-07-23 2013-07-23 3M Innovative Properties Company Two-part epoxy-based structural adhesives
WO2010011710A2 (en) 2008-07-23 2010-01-28 3M Innovative Properties Company Two-part epoxy-based structural adhesives
CN102311520A (en) * 2011-08-05 2012-01-11 大连方盛塑料有限公司 Thermoplastic
CN103998493B (en) 2011-10-07 2017-11-24 欧尼克斯荷兰有限公司 Cross-linkable composition
CA2866262C (en) * 2012-03-05 2020-06-16 Archer Daniels Midland Company Microemulsions and uses thereof as delivery systems
JP6183642B2 (en) 2012-08-10 2017-08-23 株式会社リコー Actinic ray curable composition, actinic ray curable ink composition for inkjet printing using the same, and actinic ray curable adhesive composition
EP2984133B1 (en) 2013-04-08 2018-03-28 Allnex Netherlands B.V. Composition crosslinkable by real michael addition (rma) reaction
CN107001654B (en) * 2014-10-01 2020-11-20 巴斯夫欧洲公司 Method for curing curable composition
JP6837991B2 (en) 2015-04-17 2021-03-03 オールネックス・ネザーランズ・ビー．ブイ．Ａｌｌｎｅｘ Ｎｅｔｈｅｒｌａｎｄｓ Ｂ．Ｖ． Floor coating composition
US10759962B2 (en) 2015-04-17 2020-09-01 Allnex Netherlands B.V. Method for applying RMA crosslinkable coating on modified epoxy primer coating
CN107667146B (en) 2015-04-17 2021-01-01 欧尼克斯荷兰有限公司 Process for producing crosslinkable compositions
CN107660228B (en) 2015-04-17 2021-07-06 欧尼克斯荷兰有限公司 Method for curing RMA crosslinkable resin coatings, RMA crosslinkable compositions and resins for use therein
EP3115381A1 (en) 2015-07-10 2017-01-11 Université de Haute Alsace Polymerization system using double click michael addition and photopolymerization
CN105082669B (en) * 2015-09-23 2016-09-28 李会录 A kind of production method of epoxy glass-fiber-fabric copper-clad plate
BR112018014491A2 (en) * 2016-02-26 2018-12-11 Amcor Flexibles Selestat Sas flexible packaging substrate, method for forming a printed packaging substrate and packaging
KR102065717B1 (en) * 2016-12-26 2020-01-13 주식회사 엘지화학 Polarizer protecting film, polarizer plate comprising the same, liquid crystal display comprising the polarizer plate, and coating composition for polarizer protecting film
CN108641550A (en) * 2018-05-25 2018-10-12 广州惠利电子材料有限公司 A kind of curing insulation protection glue and its preparation method and application
US20220056171A1 (en) * 2018-12-18 2022-02-24 Arxada Ag Isocyanate Free Binder
CN112552483B (en) * 2020-11-16 2023-06-30 新丰见微化工实业有限公司 Self-photosensitive epoxy methacrylate resin and synthetic method thereof
WO2024064659A1 (en) * 2022-09-20 2024-03-28 Ppg Industries Ohio, Inc. A multi-layer coating system

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5218018A (en) * 1989-12-29 1993-06-08 Kansai Paint Co., Ltd. Hydroxyl and carboxyl groups-containing resin with alicyclic polyepoxide
US5565525A (en) * 1993-10-27 1996-10-15 Nippon Paint Co., Ltd. Unsaturated carbonyl and active hydrogen components with onium salt and epoxy compound
US5667901A (en) * 1993-10-22 1997-09-16 Eastman Chemical Company Crosslinkers based on 2-acetylglutarate esters of polyols
JPH1192546A (en) * 1997-09-22 1999-04-06 Toyo Ink Mfg Co Ltd Curable resin composition
US5945489A (en) * 1997-09-19 1999-08-31 Ashland, Inc. Liquid oligomers containing unsaturation
US6025410A (en) * 1997-09-19 2000-02-15 Ashland Inc. Liquid oligomers containing acrylate unsaturation
EP1245655A2 (en) * 2001-03-27 2002-10-02 Nippon Paint Co., Ltd. Thermosetting coating composition and coating film forming method using the same
US6576297B1 (en) * 1997-12-09 2003-06-10 International Coatings Ltd. Curable resin compositions
US6706414B1 (en) * 2002-09-26 2004-03-16 Ashland Inc. Liquid uncrosslinked Michael addition oligomers prepared in the presence of a catalyst having both an epoxy moiety and a quaternary salt

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0748472A (en) * 1993-08-06 1995-02-21 Mitsubishi Rayon Co Ltd Crosslinking agent
TWI329105B (en) * 2002-02-01 2010-08-21 Rigel Pharmaceuticals Inc 2,4-pyrimidinediamine compounds and their uses
JP2005041923A (en) * 2003-07-23 2005-02-17 Dainippon Ink & Chem Inc Ultraviolet-curable composition
US7169825B2 (en) * 2003-07-29 2007-01-30 Ashland Licensing And Intellectual Property Llc Dual cure reaction products of self-photoinitiating multifunctional acrylates with thiols and synthetic methods

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5218018A (en) * 1989-12-29 1993-06-08 Kansai Paint Co., Ltd. Hydroxyl and carboxyl groups-containing resin with alicyclic polyepoxide
US5667901A (en) * 1993-10-22 1997-09-16 Eastman Chemical Company Crosslinkers based on 2-acetylglutarate esters of polyols
US5565525A (en) * 1993-10-27 1996-10-15 Nippon Paint Co., Ltd. Unsaturated carbonyl and active hydrogen components with onium salt and epoxy compound
US5945489A (en) * 1997-09-19 1999-08-31 Ashland, Inc. Liquid oligomers containing unsaturation
US6025410A (en) * 1997-09-19 2000-02-15 Ashland Inc. Liquid oligomers containing acrylate unsaturation
JPH1192546A (en) * 1997-09-22 1999-04-06 Toyo Ink Mfg Co Ltd Curable resin composition
US6576297B1 (en) * 1997-12-09 2003-06-10 International Coatings Ltd. Curable resin compositions
EP1245655A2 (en) * 2001-03-27 2002-10-02 Nippon Paint Co., Ltd. Thermosetting coating composition and coating film forming method using the same
US6706414B1 (en) * 2002-09-26 2004-03-16 Ashland Inc. Liquid uncrosslinked Michael addition oligomers prepared in the presence of a catalyst having both an epoxy moiety and a quaternary salt

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1685193A4 *

Also Published As

Publication number Publication date
CN1910234A (en) 2007-02-07
BRPI0416519A (en) 2007-03-06
KR20070097294A (en) 2007-10-04
JP2007511641A (en) 2007-05-10
EP1685193A2 (en) 2006-08-02
WO2005048866A2 (en) 2005-06-02
EP1685193A4 (en) 2006-12-13
CA2545998A1 (en) 2005-06-02

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