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FR3082845B1 - Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau obtenu apres polymerisation de la composition - Google Patents

Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau obtenu apres polymerisation de la composition Download PDF

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Publication number
FR3082845B1
FR3082845B1 FR1855539A FR1855539A FR3082845B1 FR 3082845 B1 FR3082845 B1 FR 3082845B1 FR 1855539 A FR1855539 A FR 1855539A FR 1855539 A FR1855539 A FR 1855539A FR 3082845 B1 FR3082845 B1 FR 3082845B1
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FR
France
Prior art keywords
liquid composition
invention further
further relates
polymerization
initiators
Prior art date
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Application number
FR1855539A
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English (en)
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FR3082845A1 (fr
Inventor
Alexander Zoller
Pierre Gerard
Pierre Escale
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.)
Arkema France SA
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Arkema France 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
Priority to FR1855539A priority Critical patent/FR3082845B1/fr
Application filed by Arkema France SA filed Critical Arkema France SA
Priority to EP19730828.1A priority patent/EP3810668A1/fr
Priority to BR112020025345-6A priority patent/BR112020025345B1/pt
Priority to CA3102489A priority patent/CA3102489A1/fr
Priority to JP2020570507A priority patent/JP2021527740A/ja
Priority to KR1020207035661A priority patent/KR20210021979A/ko
Priority to MX2020013060A priority patent/MX2020013060A/es
Priority to US17/253,151 priority patent/US11879030B2/en
Priority to PCT/EP2019/066293 priority patent/WO2019243469A1/fr
Priority to CN201980041444.0A priority patent/CN112585180A/zh
Publication of FR3082845A1 publication Critical patent/FR3082845A1/fr
Application granted granted Critical
Publication of FR3082845B1 publication Critical patent/FR3082845B1/fr
Priority to JP2024135854A priority patent/JP2024174878A/ja
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
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
    • B29C70/003—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts characterised by the matrix material, e.g. material composition or physical properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
    • B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
    • B29C70/06—Fibrous reinforcements only
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • 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
    • C08F4/28—Oxygen or compounds releasing free oxygen
    • C08F4/32—Organic compounds
    • C08F4/38—Mixtures of peroxy-compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
    • C08J5/0405—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/249—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs characterised by the additives used in the prepolymer mixture
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2033/00—Use of polymers of unsaturated acids or derivatives thereof as moulding material
    • B29K2033/04—Polymers of esters
    • B29K2033/12—Polymers of methacrylic acid esters, e.g. PMMA, i.e. polymethylmethacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2333/00—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2333/04—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2333/06—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C08J2333/10—Homopolymers or copolymers of methacrylic acid esters
    • C08J2333/12—Homopolymers or copolymers of methyl methacrylate
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F05—INDEXING SCHEMES RELATING TO ENGINES OR PUMPS IN VARIOUS SUBCLASSES OF CLASSES F01-F04
    • F05B—INDEXING SCHEME RELATING TO WIND, SPRING, WEIGHT, INERTIA OR LIKE MOTORS, TO MACHINES OR ENGINES FOR LIQUIDS COVERED BY SUBCLASSES F03B, F03D AND F03G
    • F05B2280/00—Materials; Properties thereof
    • F05B2280/60—Properties or characteristics given to material by treatment or manufacturing
    • F05B2280/6003—Composites; e.g. fibre-reinforced

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Composite Materials (AREA)
  • Manufacturing & Machinery (AREA)
  • Mechanical Engineering (AREA)
  • Mathematical Physics (AREA)
  • Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Reinforced Plastic Materials (AREA)
  • Polymerization Catalysts (AREA)
  • Graft Or Block Polymers (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
  • Moulding By Coating Moulds (AREA)

Abstract

La présente invention concerne une composition liquide comprenant un monomère, un polymère (méth) acrylique et au moins trois initiateurs. En particulier, la présente invention concerne une composition liquide comprenant un monomère, un polymère (méth) acrylique et au moins trois initiateurs qui ont des temps de demi-vie différents. Cette composition liquide peut être utilisée sous la forme d'un sirop et, en particulier, sous la forme d'un sirop pour l'imprégnation de fibres ou de matériau fibreux. L'invention concerne en outre un matériau thermoplastique obtenu après polymérisation de la composition liquide. L'invention concerne en outre un procédé de fabrication d'une telle composition liquide. L'invention concerne en outre un procédé d'imprégnation d'un substrat fibreux de fibres longues avec ladite composition liquide. L'invention concerne en outre un substrat fibreux imprégné avec ladite composition liquide qui est utile pour fabriquer des pièces en composite. La présente invention concerne en outre un procédé de fabrication de pièces mécaniques ou d'éléments structuraux constitués de matériau composite et de pièces mécaniques ou éléments structuraux constitués de matériau composite obtenu par un procédé utilisant une telle composition liquide.
FR1855539A 2018-06-21 2018-06-21 Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau obtenu apres polymerisation de la composition Active FR3082845B1 (fr)

Priority Applications (11)

Application Number Priority Date Filing Date Title
FR1855539A FR3082845B1 (fr) 2018-06-21 2018-06-21 Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau obtenu apres polymerisation de la composition
PCT/EP2019/066293 WO2019243469A1 (fr) 2018-06-21 2019-06-19 Composition liquide comprenant trois initiateurs, son procédé de polymérisation, son utilisation et matériau ou composition obtenu(e) suite à la polymérisation de la composition
CA3102489A CA3102489A1 (fr) 2018-06-21 2019-06-19 Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau ou composition obtenu(e) suite a la polymerisation de la composition
JP2020570507A JP2021527740A (ja) 2018-06-21 2019-06-19 ３つの開始剤を含む液体組成物、その重合プロセス、使用、及び組成物の重合後に得られる材料又は組成物
KR1020207035661A KR20210021979A (ko) 2018-06-21 2019-06-19 세 가지 개시제를 포함하는 액체 조성물, 그 중합 공정, 용도 및 조성물의 중합 이후 수득된 재료 또는 조성물
MX2020013060A MX2020013060A (es) 2018-06-21 2019-06-19 Composicion liquida que comprende tres iniciadores, su proceso de polimerizacion, uso y material o composicion obtenida despues de la polimerizacion de la composicion.
EP19730828.1A EP3810668A1 (fr) 2018-06-21 2019-06-19 Composition liquide comprenant trois initiateurs, son procédé de polymérisation, son utilisation et matériau ou composition obtenu(e) suite à la polymérisation de la composition
BR112020025345-6A BR112020025345B1 (pt) 2018-06-21 2019-06-19 Composição líquida compreendendo três iniciadores, processo para preparar uma composição líquida, uso da composição líquida, processo de impregnação, processo de fabricação de partes termoplásticas, processo de fabricação de partes compósitas, material compósito polimérico e parte mecânica ou elemento estrutural
CN201980041444.0A CN112585180A (zh) 2018-06-21 2019-06-19 包含三种引发剂的液体组合物、其聚合方法、用途和在组合物聚合后获得的材料或组合物
US17/253,151 US11879030B2 (en) 2018-06-21 2019-06-19 Liquid composition comprising three initiators, its process of polymerization, use and material or composition obtained following polymerization of composition
JP2024135854A JP2024174878A (ja) 2018-06-21 2024-08-16 ３つの開始剤を含む液体組成物、その重合プロセス、使用、及び組成物の重合後に得られる材料又は組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1855539A FR3082845B1 (fr) 2018-06-21 2018-06-21 Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau obtenu apres polymerisation de la composition
FR1855539 2018-06-21

Publications (2)

Publication Number Publication Date
FR3082845A1 FR3082845A1 (fr) 2019-12-27
FR3082845B1 true FR3082845B1 (fr) 2021-01-15

Family

ID=65031280

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1855539A Active FR3082845B1 (fr) 2018-06-21 2018-06-21 Composition liquide comprenant trois initiateurs, son procede de polymerisation, son utilisation et materiau obtenu apres polymerisation de la composition

Country Status (9)

Country Link
US (1) US11879030B2 (fr)
EP (1) EP3810668A1 (fr)
JP (2) JP2021527740A (fr)
KR (1) KR20210021979A (fr)
CN (1) CN112585180A (fr)
CA (1) CA3102489A1 (fr)
FR (1) FR3082845B1 (fr)
MX (1) MX2020013060A (fr)
WO (1) WO2019243469A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114853366A (zh) * 2022-05-30 2022-08-05 中海油天津化工研究设计院有限公司 一种海洋工程复合管道用玄武岩连续纤维浸润剂及其制备方法
CN116063599B (zh) * 2023-02-07 2025-08-29 安徽秀朗新材料科技有限公司 一种窄分子量分布的phs类树脂的合成方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6045209B2 (ja) 1976-07-20 1985-10-08 住友化学工業株式会社 連続重合方法
US4328329A (en) 1980-12-11 1982-05-04 E. I. Du Pont De Nemours And Company Process for polymerizing methyl methacrylate syrup using a dual initiator system
US4588798A (en) 1985-02-01 1986-05-13 E. I. Du Pont De Nemours And Company Process for preparing acrylic polymer sheets using a dual peroxide initiator system
US4605717A (en) 1985-06-21 1986-08-12 E. I. Du Pont De Nemours And Company Preparation of acrylic polymer sheets using a ternary peroxide initiator system
JP2567726B2 (ja) * 1990-09-04 1996-12-25 三菱レイヨン株式会社 メタクリル樹脂板の製造方法
JP2004067789A (ja) * 2002-08-05 2004-03-04 Sumitomo Chem Co Ltd 耐衝撃性メタクリル樹脂キャスト成形体の製造方法
US7691437B2 (en) * 2003-10-31 2010-04-06 3M Innovative Properties Company Method for preparing a pressure-sensitive adhesive
FR2981652B1 (fr) 2011-10-21 2015-03-27 Arkema France Composites via la polymerisation in-situ de resines thermoplastiques methacryliques
FR2993581B1 (fr) * 2012-07-18 2016-01-22 Arkema France Procede d'impregnation pour un substrat fibreux, sirop (meth)acrylique liquide pour le procede d'impregnation, son procede de polymerisation et produit structure obtenu a partir de celui-ci
FR3005057B1 (fr) * 2013-04-25 2015-05-15 Arkema France Sirop liquide (meth)acrylique, son procede de polymerisation, son utilisation et objet moule obtenu a partir de celui-ci
FR3016642B1 (fr) 2014-01-22 2020-02-21 Arkema France Procede d'impregnation pour un substrat fibreux, sirop monomere liquide pour le procede d'impregnation, sa methode de polymerisation et article structurel obtenu
FR3060577B1 (fr) * 2016-12-21 2020-11-06 Arkema France Composition liquide comprenant deux initiateurs, son procede de polymerisation, utilisation et materiau ou composition obtenu apres polymerisation de la composition
FR3073855B1 (fr) * 2017-11-21 2020-12-18 Arkema France Composition liquide adaptee a des applications de composites thermoplastiques moulees a base de smc
JP6490850B1 (ja) * 2018-03-02 2019-03-27 株式会社有沢製作所 プリプレグ及びプリプレグ成形品の製造方法
FR3078537B1 (fr) * 2018-03-05 2021-01-01 Arkema France Composition de precurseur pour composites thermoplastiques acryliques et ses procedes de preparation et utilisation

Also Published As

Publication number Publication date
KR20210021979A (ko) 2021-03-02
WO2019243469A1 (fr) 2019-12-26
FR3082845A1 (fr) 2019-12-27
BR112020025345A2 (pt) 2021-03-09
US11879030B2 (en) 2024-01-23
EP3810668A1 (fr) 2021-04-28
CA3102489A1 (fr) 2019-12-26
JP2024174878A (ja) 2024-12-17
MX2020013060A (es) 2021-03-02
US20210246249A1 (en) 2021-08-12
CN112585180A (zh) 2021-03-30
JP2021527740A (ja) 2021-10-14

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