FR3084367B1 - Procede de preparation de composes a groupement alkoxysilyl - Google Patents

Procede de preparation de composes a groupement alkoxysilyl Download PDF

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Publication number
FR3084367B1
FR3084367B1 FR1857003A FR1857003A FR3084367B1 FR 3084367 B1 FR3084367 B1 FR 3084367B1 FR 1857003 A FR1857003 A FR 1857003A FR 1857003 A FR1857003 A FR 1857003A FR 3084367 B1 FR3084367 B1 FR 3084367B1
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FR
France
Prior art keywords
alkoxysilyl group
compound
formula
compounds
preparation
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.)
Expired - Fee Related
Application number
FR1857003A
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English (en)
Other versions
FR3084367A1 (fr
Inventor
Stephane Fouquay
Frederic Simon
Guillaume Michaud
Cyril Chauveau
Jean-Francois Carpentier
Sophie Guillaume
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.)
Centre National de la Recherche Scientifique CNRS
Universite de Rennes 1
Bostik SA
Original Assignee
Centre National de la Recherche Scientifique CNRS
Universite de Rennes 1
Bostik SA
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 Centre National de la Recherche Scientifique CNRS, Universite de Rennes 1, Bostik SA filed Critical Centre National de la Recherche Scientifique CNRS
Priority to FR1857003A priority Critical patent/FR3084367B1/fr
Priority to US17/263,475 priority patent/US20210163671A1/en
Priority to EP19753179.1A priority patent/EP3830202A1/fr
Priority to PCT/FR2019/051814 priority patent/WO2020021187A1/fr
Publication of FR3084367A1 publication Critical patent/FR3084367A1/fr
Application granted granted Critical
Publication of FR3084367B1 publication Critical patent/FR3084367B1/fr
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • 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
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
    • 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
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
    • C08G18/4845—Polyethers containing oxyethylene units and other oxyalkylene units containing oxypropylene or higher oxyalkylene end 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
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • 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
    • 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
    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds

Abstract

1) Procédé de préparation d'un composé ayant un groupement alkoxysilyl de formule: dans laquelle X représente -O- ou -NR4- avec R4 = H ou C1-C4 alkyle ; R1 est un radical de 1 à 20 atomes de carbone ; R2 et R3 sont un radical C1-C4 alkyle; p est un nombre entier égal à 0, 1 ou 2 ; comprenant une réaction de métathèse croisée en présence (i) d'un composé ayant un groupement de type acrylate et de formule : -X(C=O)-CH=CH2, (ii) d'un silane α-oléfinique de formule: H2C?CH?R1?Si(R2)p(OR3)(3-p) et (iii) catalyseur de métathèse choisi parmi les catalyseurs de GRUBBS et de HOVEYDA-GRUBBS de 2ème génération (HG2). 2) Composé ayant ledit groupement alkoxysilyl, obtenu par le procédé 1).
FR1857003A 2018-07-27 2018-07-27 Procede de preparation de composes a groupement alkoxysilyl Expired - Fee Related FR3084367B1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FR1857003A FR3084367B1 (fr) 2018-07-27 2018-07-27 Procede de preparation de composes a groupement alkoxysilyl
US17/263,475 US20210163671A1 (en) 2018-07-27 2019-07-19 Method for preparing compounds with an alkoxysilyl group
EP19753179.1A EP3830202A1 (fr) 2018-07-27 2019-07-19 Procede de preparation de composes a groupement alkoxysilyl
PCT/FR2019/051814 WO2020021187A1 (fr) 2018-07-27 2019-07-19 Procede de preparation de composes a groupement alkoxysilyl

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1857003A FR3084367B1 (fr) 2018-07-27 2018-07-27 Procede de preparation de composes a groupement alkoxysilyl
FR1857003 2018-07-27

Publications (2)

Publication Number Publication Date
FR3084367A1 FR3084367A1 (fr) 2020-01-31
FR3084367B1 true FR3084367B1 (fr) 2020-09-18

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FR1857003A Expired - Fee Related FR3084367B1 (fr) 2018-07-27 2018-07-27 Procede de preparation de composes a groupement alkoxysilyl

Country Status (4)

Country Link
US (1) US20210163671A1 (fr)
EP (1) EP3830202A1 (fr)
FR (1) FR3084367B1 (fr)
WO (1) WO2020021187A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022181545A1 (fr) * 2021-02-24 2022-09-01 株式会社カネカ Procédé de fabrication d'un polymère comprenant un groupe silyle hydrolysable, et polymère, composition durcissable et produit durci

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2593888A (en) 1945-10-16 1952-04-22 Gen Aniline & Film Corp Production of hydroxyalkyl amides of acrylic acids
DE2455127C2 (de) 1974-11-21 1986-02-27 Shell Internationale Research Maatschappij B.V., Den Haag Verfahren zum Ausschleusen von Rückständen aus einem unter erhöhtem Druck stehenden Vergasungsraum
JPS53135934A (en) 1977-04-28 1978-11-28 Shin Etsu Chem Co Ltd Preparation of alkenylsilane
US4658062A (en) 1985-06-24 1987-04-14 Atlantic Richfield Company Amine terminated polybutadiene compositions and preparation thereof
AU639240B2 (en) 1989-06-28 1993-07-22 Ajinomoto Co., Inc. Polyether acrylamide derivatives and active energy ray curable resin composition
JP3128192B2 (ja) 1995-12-06 2001-01-29 信越化学工業株式会社 アリルトリアルコキシシラン化合物の製造方法
US6464850B1 (en) 1998-07-31 2002-10-15 Biowhittaker Molecular Applications, Inc. Method for producing hydrophilic monomers and uses thereof
US6175037B1 (en) 1998-10-09 2001-01-16 Ucb, S.A. Process for the preparation of (meth)acrylate esters and polyester (meth)acrylates using microwave energy as a heating source
US6943213B2 (en) 2003-08-13 2005-09-13 Acushnet Company Polyalkylacrylate compounds for use in golf balls
DE10101387A1 (de) 2001-01-13 2002-07-18 Merck Patent Gmbh Polyester mit Methacrylatendgruppen
EP1314744B1 (fr) 2001-11-21 2013-09-18 Cray Valley USA, LLC Polybutadienes à groupes aminés terminaux
US6878839B2 (en) 2002-10-11 2005-04-12 Dow Corning Corporation Method for preparing organofunctional silanes
US6831136B2 (en) 2003-01-14 2004-12-14 Sartomer Technology Company, Inc. Amino-terminated polybutadienes
WO2007026798A1 (fr) 2005-09-02 2007-03-08 Mitsui Chemicals Polyurethanes, Inc. Polyéther polyol greffé d’un (méth)acrylate et son procédé de production et son utilisation
WO2007090634A1 (fr) 2006-02-09 2007-08-16 Sartomer Technology Co., Inc. Compositions de polybutadiene, procedes et articles
FR2925517B1 (fr) 2007-12-21 2010-01-08 Bostik Sa Adhesifs sensibles a la pression a pouvoir adhesif stable en temperature.
FR2981657B1 (fr) 2011-10-21 2013-12-27 Bostik Sa Composition adhesive de polyurethanne pour la fabrication d'agglomeres
CN103127955B (zh) 2013-03-11 2015-04-22 北京理工大学 一种合成双季戊四醇六丙烯酸酯的催化剂、制备方法及应用
JP6638930B2 (ja) * 2015-05-08 2020-02-05 国立大学法人福井大学 アルケニルエーテル−ビニルエステル共重合体
FR3053341B1 (fr) * 2016-06-29 2018-08-17 Bostik Sa Nouveaux polymeres hydrocarbones a deux groupements terminaux alcoxysilanes

Also Published As

Publication number Publication date
US20210163671A1 (en) 2021-06-03
WO2020021187A1 (fr) 2020-01-30
FR3084367A1 (fr) 2020-01-31
EP3830202A1 (fr) 2021-06-09

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