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WO1998028286A3 - Esters de (meth)acrylates non satures contenant des groupes cycliques epoxydes et procede de preparation - Google Patents

Esters de (meth)acrylates non satures contenant des groupes cycliques epoxydes et procede de preparation Download PDF

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Publication number
WO1998028286A3
WO1998028286A3 PCT/EP1997/007286 EP9707286W WO9828286A3 WO 1998028286 A3 WO1998028286 A3 WO 1998028286A3 EP 9707286 W EP9707286 W EP 9707286W WO 9828286 A3 WO9828286 A3 WO 9828286A3
Authority
WO
WIPO (PCT)
Prior art keywords
meth
unsaturated
preparing
cyclic group
acrylate esters
Prior art date
Application number
PCT/EP1997/007286
Other languages
English (en)
Other versions
WO1998028286A2 (fr
Inventor
Gary W Ceska
Mingxin Fan
James Horgan
Original Assignee
Sartomer Co Inc
Cray Valley Sa
Gary W Ceska
Mingxin Fan
James Horgan
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 Sartomer Co Inc, Cray Valley Sa, Gary W Ceska, Mingxin Fan, James Horgan filed Critical Sartomer Co Inc
Priority to JP52842798A priority Critical patent/JP2001507005A/ja
Priority to EP97954470A priority patent/EP0946534A2/fr
Publication of WO1998028286A2 publication Critical patent/WO1998028286A2/fr
Publication of WO1998028286A3 publication Critical patent/WO1998028286A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/16—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Epoxy Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Procédé de fabrication de composés de la formule (I) où Z est une fraction cyclique valant n non substituée ou substituée portant au moins un groupe oxirane endocyclique; Y est O, S, NH, (Ia) ou (Ib); R2 est un groupe de liaison divalent; X est O, S, ou NH; R1 est H ou un alkyle (C¿1?-C6); et n est un entier entre 1 et 6, Z étant respectivement monovalent jusqu'à heptavalent. Il est possible que -Y-R?2¿ représente une liaison simple. Le procédé consiste à faire réagir un composé de la formule (II) (où Z est une fraction cyclique portant au moins un groupe C=C endocyclique et où Y, R?2, X, R1¿ et n sont tels que définis ci-dessus) avec du peroxyde d'hydrogène en présence (a) d'acide tungstique ou d'oxyde de tungstène ou d'acide molybdique ou d'oxyde de molybdène; (b) d'acide phosphorique ou d'un sel de cet acide; et (c) d'au moins un catalyseur de transfert de phase.
PCT/EP1997/007286 1996-12-23 1997-12-22 Esters de (meth)acrylates non satures contenant des groupes cycliques epoxydes et procede de preparation WO1998028286A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP52842798A JP2001507005A (ja) 1996-12-23 1997-12-22 エポキシ化環状基を有する不飽和（メタ）アクリル酸エステルおよびその製造方法
EP97954470A EP0946534A2 (fr) 1996-12-23 1997-12-22 Esters de (meth)acrylates non satures contenant des groupes cycliques epoxydes et procede de preparation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/773,524 US6124483A (en) 1996-12-23 1996-12-23 Process for preparing unsaturated esters containing cyclic epoxy group
US08/773,524 1996-12-23

Publications (2)

Publication Number Publication Date
WO1998028286A2 WO1998028286A2 (fr) 1998-07-02
WO1998028286A3 true WO1998028286A3 (fr) 1998-08-13

Family

ID=25098555

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/007286 WO1998028286A2 (fr) 1996-12-23 1997-12-22 Esters de (meth)acrylates non satures contenant des groupes cycliques epoxydes et procede de preparation

Country Status (4)

Country Link
US (1) US6124483A (fr)
EP (1) EP0946534A2 (fr)
JP (1) JP2001507005A (fr)
WO (1) WO1998028286A2 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6884314B2 (en) 1997-02-07 2005-04-26 Henkel Corporation Conducive, silicone-based compositions with improved initial adhesion reduced microvoiding
FR2791689B1 (fr) 1999-03-31 2001-06-08 Cray Valley Sa Microparticules reticulees, leur procede de preparation et applications
FR2791690B1 (fr) 1999-03-31 2001-06-08 Cray Valley Sa Microparticules acryliques reticulees, procede de preparation et applications dans les revetements et produits de moulage
JP2002541273A (ja) 1999-03-31 2002-12-03 クレ、バレ、ソシエテ、アノニム 向上した機械的強度を有する架橋反応性微粒子含有熱硬化性樹脂組成物
WO2001019888A1 (fr) * 1999-09-10 2001-03-22 Sartomer Company, Inc. Composition de revetement et procede de depot sur des substrats
US6916890B1 (en) * 2001-10-09 2005-07-12 Henkel Corporation Thermally reworkable epoxy resins and compositions based thereon
US7074947B2 (en) * 2002-02-08 2006-07-11 Sumitomo Chemical Company, Limited Process for producing epoxide compound
FR2849856B1 (fr) * 2003-01-13 2005-03-25 Cray Valley Sa Compositions de revetements mats ou satines

Citations (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3230202A (en) * 1960-09-13 1966-01-18 Union Carbide Corp Epoxide compositions
DE1418698A1 (de) * 1960-07-16 1968-10-10 Consortium Elektrochem Ind Verfahren zur Herstellung mischpolymerisierbarer Epoxyester
US3459775A (en) * 1964-10-16 1969-08-05 Union Carbide Corp Bicyclo(2.2.1)hept-5(6)-yl compounds
EP0109273A1 (fr) * 1982-11-10 1984-05-23 Montedison S.p.A. Compositions péroxydées contenant du tungstène et phosphore ou arsène et leur procédé de préparation
DE3602254A1 (de) * 1986-01-25 1987-07-30 Basf Ag Verfahren zur herstellung von oxiranylcarbonsaeureestern
DE3916035A1 (de) * 1988-05-17 1989-11-30 Kansai Paint Co Ltd Mit aktiven energiestrahlen haertbare ungesaettigte harzmasse
JPH02113019A (ja) * 1988-10-21 1990-04-25 Tosoh Corp 光学材料用樹脂組成物
EP0392029A1 (fr) * 1988-10-12 1990-10-17 Tosoh Corporation Derives polycycliques d'ester polyacrylique
EP0434546A1 (fr) * 1989-12-22 1991-06-26 Elf Atochem S.A. Procédé d'époxydation sélective de composés (méth)acryliques insaturés et nouveaux (méth)acrylates bifonctionnels obtenus
EP0468840A2 (fr) * 1990-07-06 1992-01-29 Elf Atochem S.A. Procédé d'époxydation sélective de (méth)acrylates insaturés, nouveaux (méth)acrylates fonctionels obtenus et leur application à la synthèse de nouveaux polymères.
EP0479166A1 (fr) * 1990-09-28 1992-04-08 Union Carbide Chemicals And Plastics Company, Inc. Procédé de transesterification pour la préparation d'époxydes cycloaliphatiques
JPH04316566A (ja) * 1991-04-15 1992-11-06 Tosoh Corp 脂環式オレフィンのエポキシ化物の製造方法
JPH05247120A (ja) * 1992-03-03 1993-09-24 Tosoh Corp ジシクロペンタジエンエポキシ（メタ）アクリレート重合体の製造方法
EP0604364A2 (fr) * 1992-12-23 1994-06-29 Ciba-Geigy Ag Composés époxy (cyclo)aliphatiques nouveaux
WO1995000560A1 (fr) * 1993-06-23 1995-01-05 JOHNSON, Karen, L. Polymeres reactifs
WO1995031512A1 (fr) * 1994-05-12 1995-11-23 Zeneca Limited Compositions aqueuses de revetement
EP0733637A1 (fr) * 1995-03-22 1996-09-25 Dow Corning Toray Silicone Company, Limited Siloxanes à jonction époxy
EP0735066A2 (fr) * 1995-03-30 1996-10-02 Dow Corning Toray Silicone Company, Limited Composition de revêtement antiadhésif au silicone durcissable par irradiation

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2833787A (en) * 1955-03-15 1958-05-06 Shell Dev Epoxidation process using hydrogen peroxide and an acid salt of a heavy metal peracid
US5274140A (en) * 1979-07-19 1993-12-28 Instituto Guido Donegani, S.P.A. Process for catalytically epoxidizing olefin with hydrogen peroxide
US5036154A (en) * 1989-11-15 1991-07-30 The Dow Chemical Company Preparation of glycidyl esters
JPH05247402A (ja) * 1992-03-10 1993-09-24 Kansai Paint Co Ltd 自動車プラスチック部材用塗料

Patent Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1418698A1 (de) * 1960-07-16 1968-10-10 Consortium Elektrochem Ind Verfahren zur Herstellung mischpolymerisierbarer Epoxyester
US3230202A (en) * 1960-09-13 1966-01-18 Union Carbide Corp Epoxide compositions
US3459775A (en) * 1964-10-16 1969-08-05 Union Carbide Corp Bicyclo(2.2.1)hept-5(6)-yl compounds
EP0109273A1 (fr) * 1982-11-10 1984-05-23 Montedison S.p.A. Compositions péroxydées contenant du tungstène et phosphore ou arsène et leur procédé de préparation
DE3602254A1 (de) * 1986-01-25 1987-07-30 Basf Ag Verfahren zur herstellung von oxiranylcarbonsaeureestern
DE3916035A1 (de) * 1988-05-17 1989-11-30 Kansai Paint Co Ltd Mit aktiven energiestrahlen haertbare ungesaettigte harzmasse
EP0392029A1 (fr) * 1988-10-12 1990-10-17 Tosoh Corporation Derives polycycliques d'ester polyacrylique
JPH02113019A (ja) * 1988-10-21 1990-04-25 Tosoh Corp 光学材料用樹脂組成物
EP0434546A1 (fr) * 1989-12-22 1991-06-26 Elf Atochem S.A. Procédé d'époxydation sélective de composés (méth)acryliques insaturés et nouveaux (méth)acrylates bifonctionnels obtenus
EP0468840A2 (fr) * 1990-07-06 1992-01-29 Elf Atochem S.A. Procédé d'époxydation sélective de (méth)acrylates insaturés, nouveaux (méth)acrylates fonctionels obtenus et leur application à la synthèse de nouveaux polymères.
US5283360A (en) * 1990-07-06 1994-02-01 Atochem Selective epoxidation of unsaturated (meth)acrylates, new functional (meth)acrylates, and polymers thereof
EP0479166A1 (fr) * 1990-09-28 1992-04-08 Union Carbide Chemicals And Plastics Company, Inc. Procédé de transesterification pour la préparation d'époxydes cycloaliphatiques
JPH04316566A (ja) * 1991-04-15 1992-11-06 Tosoh Corp 脂環式オレフィンのエポキシ化物の製造方法
JPH05247120A (ja) * 1992-03-03 1993-09-24 Tosoh Corp ジシクロペンタジエンエポキシ（メタ）アクリレート重合体の製造方法
EP0604364A2 (fr) * 1992-12-23 1994-06-29 Ciba-Geigy Ag Composés époxy (cyclo)aliphatiques nouveaux
WO1995000560A1 (fr) * 1993-06-23 1995-01-05 JOHNSON, Karen, L. Polymeres reactifs
WO1995031512A1 (fr) * 1994-05-12 1995-11-23 Zeneca Limited Compositions aqueuses de revetement
EP0733637A1 (fr) * 1995-03-22 1996-09-25 Dow Corning Toray Silicone Company, Limited Siloxanes à jonction époxy
EP0735066A2 (fr) * 1995-03-30 1996-10-02 Dow Corning Toray Silicone Company, Limited Composition de revêtement antiadhésif au silicone durcissable par irradiation

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* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 116, no. 10, 9 March 1992, Columbus, Ohio, US; abstract no. 84740, XP002066020 *
DATABASE CHEM. ABS. REGISTRY American Chemical Society; *
DATABASE CHEM. ABS. REGISTRY American Chemical Society; XP002066022 *
DATABASE WPI Week 9023, Derwent World Patents Index; AN 90-174259, XP002066023 *
DATABASE WPI Week 9251, Derwent World Patents Index; AN 92-420422, XP002066024 *
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S. TESHIGAHARA ET AL., TOSO KENKYU HOKOKU, vol. 35, no. 2, 1991, pages 47 - 56 *
Y. FORT ET AL., TETRAHEDRON, vol. 48, no. 24, 1992, OXFORD GB, pages 5099 - 5110, XP002066250 *

Also Published As

Publication number Publication date
EP0946534A2 (fr) 1999-10-06
JP2001507005A (ja) 2001-05-29
WO1998028286A2 (fr) 1998-07-02
US6124483A (en) 2000-09-26

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