FR3098815B1 - Procédé de polymérisation avec un complexe de borane-amine - Google Patents

Procédé de polymérisation avec un complexe de borane-amine Download PDF

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Publication number
FR3098815B1
FR3098815B1 FR1908159A FR1908159A FR3098815B1 FR 3098815 B1 FR3098815 B1 FR 3098815B1 FR 1908159 A FR1908159 A FR 1908159A FR 1908159 A FR1908159 A FR 1908159A FR 3098815 B1 FR3098815 B1 FR 3098815B1
Authority
FR
France
Prior art keywords
borane
complex
amine
composition
polymerization process
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.)
Active
Application number
FR1908159A
Other languages
English (en)
Other versions
FR3098815A1 (fr
Inventor
Guillaume Michaud
Frédéric Simon
STéPHANE FOUQUAY
Virginie Liautard
Mathieu Pucheault
Boris Colin
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
Bostik SA
Universite de Bordeaux
Institut Polytechnique de Bordeaux
Original Assignee
Centre National de la Recherche Scientifique CNRS
Bostik SA
Universite de Bordeaux
Institut Polytechnique de Bordeaux
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, Bostik SA, Universite de Bordeaux, Institut Polytechnique de Bordeaux filed Critical Centre National de la Recherche Scientifique CNRS
Priority to FR1908159A priority Critical patent/FR3098815B1/fr
Priority to JP2022502895A priority patent/JP2022540933A/ja
Priority to US17/626,311 priority patent/US20220289873A1/en
Priority to PCT/FR2020/051239 priority patent/WO2021009448A1/fr
Priority to EP20750345.9A priority patent/EP3999557A1/fr
Priority to CN202080052082.8A priority patent/CN114585653A/zh
Publication of FR3098815A1 publication Critical patent/FR3098815A1/fr
Application granted granted Critical
Publication of FR3098815B1 publication Critical patent/FR3098815B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • C08F4/00—Polymerisation catalysts
    • C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
    • C08F4/12—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of boron, aluminium, gallium, indium, thallium or rare earths
    • 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
    • C08F112/00—Homopolymers 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 an aromatic carbocyclic ring
    • C08F112/02—Monomers containing only one unsaturated aliphatic radical
    • C08F112/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F112/06—Hydrocarbons
    • C08F112/08—Styrene
    • 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
    • C08F120/00—Homopolymers 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
    • C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F120/10—Esters
    • C08F120/12—Esters of monohydric alcohols or phenols
    • C08F120/14—Methyl esters, e.g. methyl (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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/002—Priming paints
    • 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
    • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • 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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/10—Adhesives in the form of films or foils without carriers
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
    • 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
    • C09J2423/00—Presence of polyolefin
    • C09J2423/16—Presence of ethen-propene or ethene-propene-diene copolymers
    • C09J2423/166—Presence of ethen-propene or ethene-propene-diene copolymers in the substrate
    • 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
    • C09J2427/00—Presence of halogenated polymer
    • C09J2427/006—Presence of halogenated polymer in the substrate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polymerisation Methods In General (AREA)
  • Polymerization Catalysts (AREA)
  • Paints Or Removers (AREA)

Abstract

L’invention concerne un procédé de polymérisation d’au moins un composé polymérisable par voie radicalaire comprenant au moins une liaison éthylénique, en présence d’un complexe de borane BH3 avec une amine en tant qu’initiateur radicalaire comprenant les étapes de : - fournir un complexe de borane BH3 avec une amine ; et - mettre en contact le complexe avec une composition comprenant au moins un composé polymérisable par voie radicalaire comprenant au moins une liaison éthylénique ; la polymérisation étant effectuée en absence d’agent oxydant et/ou d’initiateur radicalaire additionnel autre que le complexe de borane BH3 avec une amine. L’invention concerne également une composition comprenant au moins un composé polymérisable par voie radicalaire comprenant au moins une liaison éthylénique et un complexe de borane BH3 avec une amine, la composition étant dépourvue d’agent oxydant et/ou d’initiateur radicalaire additionnel autre que le complexe de borane BH3 avec une amine, ainsi que l’utilisation de cette composition comme adhésif pour lier deux substrats entre eux. Pas de figure.
FR1908159A 2019-07-18 2019-07-18 Procédé de polymérisation avec un complexe de borane-amine Active FR3098815B1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
FR1908159A FR3098815B1 (fr) 2019-07-18 2019-07-18 Procédé de polymérisation avec un complexe de borane-amine
JP2022502895A JP2022540933A (ja) 2019-07-18 2020-07-09 ボラン－アミン錯体による重合方法
US17/626,311 US20220289873A1 (en) 2019-07-18 2020-07-09 Polymerization process with a borane-amine complex
PCT/FR2020/051239 WO2021009448A1 (fr) 2019-07-18 2020-07-09 Procédé de polymérisation avec un complexe de borane-amine
EP20750345.9A EP3999557A1 (fr) 2019-07-18 2020-07-09 Procédé de polymérisation avec un complexe de borane-amine
CN202080052082.8A CN114585653A (zh) 2019-07-18 2020-07-09 使用硼烷-胺络合物的聚合工艺

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1908159 2019-07-18
FR1908159A FR3098815B1 (fr) 2019-07-18 2019-07-18 Procédé de polymérisation avec un complexe de borane-amine

Publications (2)

Publication Number Publication Date
FR3098815A1 FR3098815A1 (fr) 2021-01-22
FR3098815B1 true FR3098815B1 (fr) 2021-06-25

Family

ID=69104521

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1908159A Active FR3098815B1 (fr) 2019-07-18 2019-07-18 Procédé de polymérisation avec un complexe de borane-amine

Country Status (6)

Country Link
US (1) US20220289873A1 (fr)
EP (1) EP3999557A1 (fr)
JP (1) JP2022540933A (fr)
CN (1) CN114585653A (fr)
FR (1) FR3098815B1 (fr)
WO (1) WO2021009448A1 (fr)

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1067215B (de) 1957-08-02 1959-10-15 Farbenfabriken Bayer Aktiengesellschaft, Leverkusen-Bayerwerk Verfahren zur Polymerisation von ungesättigten Verbindungen
BE599646A (fr) 1960-02-02
US5286821A (en) * 1992-03-17 1994-02-15 National Starch And Chemical Investment Holding Corporation Acrylic adhesive composition and organoboron initiator system
US6479602B1 (en) * 2000-03-15 2002-11-12 3M Innovative Properties Polymerization initiator systems and bonding compositions comprising vinyl aromatic compounds
EP1201722A1 (fr) * 2000-10-23 2002-05-02 Loctite (R & D) Limited Initiateurs de polymérisation, compositions polymérisables et leurs utilisations
US6420502B1 (en) * 2000-10-23 2002-07-16 The Penn State Research Foundation Living free radical initiators based on alkylperoxydiarylborane derivatives and living free radical polymerization process
US6632908B1 (en) 2002-03-12 2003-10-14 Henkel Loctite Corporation Bonding system having adherence to low energy surfaces
US8202932B2 (en) 2004-12-03 2012-06-19 Loctite (R&D) Limited Adhesive bonding systems having adherence to low energy surfaces
US8742050B2 (en) 2008-03-28 2014-06-03 Henkel US IP LLC Two part hybrid adhesive
EP2189463B1 (fr) 2008-11-25 2012-07-04 Rohm and Haas Company Synthèse d'amine boranes
EP2463095B1 (fr) * 2009-08-07 2020-01-15 Kuraray Co., Ltd. Stratifié de poly(acétal de vinyle) et son utilisation
CN104870573A (zh) * 2012-12-20 2015-08-26 3M创新有限公司 三有机硼烷-氨基官能化纳米粒子、组合物和方法
GB2511818B (en) * 2013-03-14 2015-09-02 Henkel Ireland Ltd Organoborane curable (meth) acrylate compositions
US10513583B2 (en) * 2014-03-27 2019-12-24 3M Innovative Properties Company Organoborane-containing compositions, and methods of using same
WO2017205445A1 (fr) * 2016-05-27 2017-11-30 Ips Corporation Compositions adhésives de réseau polymère d'interpénétration de polyurée-poly(méth)acrylate et procédé d'utilisation desdites compositions

Also Published As

Publication number Publication date
EP3999557A1 (fr) 2022-05-25
FR3098815A1 (fr) 2021-01-22
CN114585653A (zh) 2022-06-03
JP2022540933A (ja) 2022-09-20
US20220289873A1 (en) 2022-09-15
WO2021009448A1 (fr) 2021-01-21

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