JP6563341B2 - 繊維性基材を含浸するための液体（メタ）アクリルシロップ及びこれらの製造方法、繊維性基材を含浸するための方法、及びこのプレ含浸基材の重合の後に製造された複合材料 - Google Patents

繊維性基材を含浸するための液体（メタ）アクリルシロップ及びこれらの製造方法、繊維性基材を含浸するための方法、及びこのプレ含浸基材の重合の後に製造された複合材料 Download PDF

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JP6563341B2
JP6563341B2 JP2015560753A JP2015560753A JP6563341B2 JP 6563341 B2 JP6563341 B2 JP 6563341B2 JP 2015560753 A JP2015560753 A JP 2015560753A JP 2015560753 A JP2015560753 A JP 2015560753A JP 6563341 B2 JP6563341 B2 JP 6563341B2
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meth
acrylic
liquid
syrup
base material
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JP2016512269A5 (enExample
JP2016512269A (ja
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ピエール ジェラール，
ピエール ジェラール，
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Arkema France SA
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • 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
    • B29C70/28—Shaping operations therefor
    • B29C70/40—Shaping or impregnating by compression not applied
    • B29C70/42—Shaping or impregnating by compression not applied for producing articles of definite length, i.e. discrete articles
    • B29C70/46—Shaping or impregnating by compression not applied for producing articles of definite length, i.e. discrete articles using matched moulds, e.g. for deforming sheet moulding compounds [SMC] or prepregs
    • B29C70/48—Shaping or impregnating by compression not applied for producing articles of definite length, i.e. discrete articles using matched moulds, e.g. for deforming sheet moulding compounds [SMC] or prepregs and impregnating the reinforcements in the closed mould, e.g. resin transfer moulding [RTM], e.g. by vacuum
    • 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
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • 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
    • C08J5/241—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres
    • C08J5/244—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres using glass fibres
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00—Compositions of, homopolymers or 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 an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02—Homopolymers or copolymers of hydrocarbons
    • C08L25/04—Homopolymers or copolymers of styrene
    • C08L25/08—Copolymers of styrene
    • C08L25/14—Copolymers of styrene with unsaturated esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions 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; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions 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; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C08L33/12—Homopolymers or copolymers of methyl methacrylate
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/203—Unsaturated carboxylic acids; Anhydrides, halides or salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • B29K2033/08—Polymers of acrylic acid esters, e.g. PMA, i.e. polymethylacrylate
    • 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
    • B29K2105/00—Condition, form or state of moulded material or of the material to be shaped
    • B29K2105/06—Condition, form or state of moulded material or of the material to be shaped containing reinforcements, fillers or inserts
    • B29K2105/08—Condition, form or state of moulded material or of the material to be shaped containing reinforcements, fillers or inserts of continuous length, e.g. cords, rovings, mats, fabrics, strands or yarns
    • B29K2105/0809—Fabrics
    • 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
    • C08F2438/00—Living radical polymerisation
    • C08F2438/02—Stable Free Radical Polymerisation [SFRP]; Nitroxide Mediated Polymerisation [NMP] for, e.g. using 2,2,6,6-tetramethylpiperidine-1-oxyl [TEMPO]
    • 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

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Textile Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Inorganic Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Composite Materials (AREA)
  • Reinforced Plastic Materials (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
  • Polymerisation Methods In General (AREA)
  • Graft Or Block Polymers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
JP2015560753A 2013-03-08 2014-03-07 繊維性基材を含浸するための液体（メタ）アクリルシロップ及びこれらの製造方法、繊維性基材を含浸するための方法、及びこのプレ含浸基材の重合の後に製造された複合材料 Active JP6563341B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1352077A FR3002940B1 (fr) 2013-03-08 2013-03-08 Sirop (meth)acrylique liquide d'impregnation d'un substrat fibreux et son procede de fabrication, procede d'impregnation d'un substrat fibreux, materiau composite obtenu apres polymerisation dudit substrat pre-impregne.
FR1352077 2013-03-08
PCT/FR2014/050531 WO2014135815A1 (fr) 2013-03-08 2014-03-07 Sirop (meth) acrylique liquide d'impregnation d'un substrat fibreux et son procede de fabrication, procede d'impregnation d'un substrat fibreux, materiau composite obtenu apres polymerisation dudit substrat pre-impregne

Publications (3)

Publication Number Publication Date
JP2016512269A JP2016512269A (ja) 2016-04-25
JP2016512269A5 JP2016512269A5 (enExample) 2018-09-13
JP6563341B2 true JP6563341B2 (ja) 2019-08-21

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JP2015560753A Active JP6563341B2 (ja) 2013-03-08 2014-03-07 繊維性基材を含浸するための液体（メタ）アクリルシロップ及びこれらの製造方法、繊維性基材を含浸するための方法、及びこのプレ含浸基材の重合の後に製造された複合材料

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Country Link
US (1) US10040934B2 (enExample)
EP (1) EP2964692B1 (enExample)
JP (1) JP6563341B2 (enExample)
ES (1) ES2712733T3 (enExample)
FR (1) FR3002940B1 (enExample)
WO (1) WO2014135815A1 (enExample)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3002941B1 (fr) 2013-03-08 2015-04-10 Arkema France Sirop (meth)acrylique liquide d'impregnation d'un substrat fibreux, procede d'impregnation d'un substrat fibreux, materiau composite obtenu apres polymerisation dudit substrat pre-impregne
FR3002943B1 (fr) 2013-03-11 2015-03-27 Arkema France Sirop (meth)acrylique liquide d'impregnation d'un substrat fibreux, procede d'impregnation d'un substrat fibreux, materiau composite obtenu apres polymerisation dudit substrat pre-impregne.
FR3002942B1 (fr) 2013-03-11 2016-01-22 Arkema France Sirop (meth)acrylique liquide d'impregnation d'un substrat fibreux, procede d'impregnation d'un substrat fibreux, materiau composite obtenu apres polymerisation dudit substrat pre-impregne.
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
FR3046605B1 (fr) * 2016-01-11 2019-09-06 Arkema France Composition liquide comprenant un polymere a phases multiples, son procede de preparation et son utilisation
FR3046606B1 (fr) * 2016-01-11 2019-09-06 Arkema France Composition (meth)acrylique liquide comprenant un polymere a phases multiples et un monomere (meth)acrylique, son procede de preparation et son utilisation
FR3053350B1 (fr) * 2016-06-29 2020-03-27 Arkema France Composition liquide ou sirop comprenant un polymere a phases multiples et un polymere (meth)acrylique, sirop pour procede d'impregnation, procede d'impregnation pour un substrat fibreux, procede depolymerisation et article structure obtenu de celui-ci
FR3053348B1 (fr) * 2016-06-29 2020-03-27 Arkema France Composition comprenant un polymere a phases multiples et deux polymeres (meth)acryliques differents, son procede de preparation et article la compenant
FR3063774B1 (fr) * 2017-03-13 2021-06-11 Arkema France Pale d’eolienne en composite polymere thermoplastique, piece de ladite pale et methode de fabrication
WO2019011982A1 (en) 2017-07-12 2019-01-17 Hexcel Composites Limited RESIN 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
FR3075212B1 (fr) * 2017-12-18 2020-11-20 Arkema France Composition de polymere (meth)acrylique, son procede de preparation et utilisation
FR3075211B1 (fr) 2017-12-18 2020-11-20 Arkema France Composition de polymere (meth)acrylique, son procede de preparation et utilisation
FR3078683A1 (fr) 2018-03-07 2019-09-13 Francois Geli Option a bas cout d’une deuxieme aile pour rendre ultra-sobre un avion de ligne
FR3101351B1 (fr) * 2019-09-26 2022-08-19 Arkema France Procédé de recyclage conjoint d’articles composites à base de matrice de polymère thermoplastique

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Publication number Priority date Publication date Assignee Title
JPS55147514A (en) 1979-04-27 1980-11-17 Sumitomo Chem Co Ltd Continuous preparation of rubber-modified methyl methacrylate syrup
US5910549A (en) 1996-08-22 1999-06-08 Carnegie-Mellon University Method for preparation of alkoxyamines from nitroxyl radicals
EP1468029B1 (fr) * 2002-01-22 2010-06-30 Arkema France Procede de fabrication et utilisation de materiaux renforces au choc contenant des copolymeres blocs obtenus par polymerisation radicalaire controlee en presence de nitroxydes
JP2003261359A (ja) * 2002-03-11 2003-09-16 Mitsubishi Rayon Co Ltd ガラス繊維用集束剤、ガラス繊維束、（メタ）アクリル系樹脂組成物、および（メタ）アクリル系樹脂成形品
JP2005048059A (ja) * 2003-07-29 2005-02-24 Kuraray Co Ltd 炭素繊維強化複合材用メタクリル系重合体組成物
FR2879205B1 (fr) * 2004-12-10 2007-09-21 Arkema Sa Procede de preparation de plaques renforcees a l'impact par polymerisation radiculaire controlee
JP2009001950A (ja) * 2007-06-25 2009-01-08 Kaneka Corp 合成皮革
WO2009076069A1 (en) * 2007-12-10 2009-06-18 Arkema Inc. Acrylic-based rubber modified thermoset composition
JP5649117B2 (ja) * 2008-06-04 2015-01-07 株式会社ブリヂストン 芳香族ビニル化合物−共役ジエン化合物共重合体及びその製造方法、並びにゴム組成物及びタイヤ
FR2969633B1 (fr) 2010-12-23 2015-02-06 Arkema France Composition pour des plaques coulees nanostructurees reticulees
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

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Publication number Publication date
EP2964692A1 (fr) 2016-01-13
EP2964692B1 (fr) 2018-12-05
US10040934B2 (en) 2018-08-07
WO2014135815A1 (fr) 2014-09-12
US20160017138A1 (en) 2016-01-21
ES2712733T3 (es) 2019-05-14
FR3002940B1 (fr) 2016-01-22
JP2016512269A (ja) 2016-04-25
FR3002940A1 (fr) 2014-09-12

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