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WO2021058923A3 - Procede de recyclage conjoint d'articles composites a base de matrice de polymere thermoplastique - Google Patents

Procede de recyclage conjoint d'articles composites a base de matrice de polymere thermoplastique Download PDF

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Publication number
WO2021058923A3
WO2021058923A3 PCT/FR2020/051677 FR2020051677W WO2021058923A3 WO 2021058923 A3 WO2021058923 A3 WO 2021058923A3 FR 2020051677 W FR2020051677 W FR 2020051677W WO 2021058923 A3 WO2021058923 A3 WO 2021058923A3
Authority
WO
WIPO (PCT)
Prior art keywords
recycling
thermoplastic polymer
thermoplastic
polymer matrix
items based
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.)
Ceased
Application number
PCT/FR2020/051677
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English (en)
Other versions
WO2021058923A2 (fr
Inventor
Jean-Luc Dubois
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
Original Assignee
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
Application filed by Arkema France SA filed Critical Arkema France SA
Priority to KR1020227008783A priority Critical patent/KR20220068995A/ko
Priority to BR112022003483A priority patent/BR112022003483A2/pt
Priority to EP20792469.7A priority patent/EP4034592A2/fr
Priority to JP2022519397A priority patent/JP7713132B2/ja
Priority to US17/642,369 priority patent/US12330343B2/en
Priority to CN202080067028.0A priority patent/CN114402015B/zh
Priority to MX2022003198A priority patent/MX2022003198A/es
Publication of WO2021058923A2 publication Critical patent/WO2021058923A2/fr
Publication of WO2021058923A3 publication Critical patent/WO2021058923A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00Recovery or working-up of waste materials
    • C08J11/04Recovery or working-up of waste materials of polymers
    • C08J11/10Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02Separating plastics from other materials
    • B29B17/0206Selectively separating reinforcements from matrix material by destroying the interface bound before disintegrating the matrix to particles or powder, e.g. from tires or belts
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B13/00Conditioning or physical treatment of the material to be shaped
    • B29B13/10Conditioning or physical treatment of the material to be shaped by grinding, e.g. by triturating; by sieving; by filtering
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02Separating plastics from other materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/04Disintegrating plastics, e.g. by milling
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00Recovery or working-up of waste materials
    • C08J11/04Recovery or working-up of waste materials of polymers
    • C08J11/10Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • C08J11/12Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by dry-heat treatment only
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02Separating plastics from other materials
    • B29B2017/0213Specific separating techniques
    • B29B2017/0217Mechanical separating techniques; devices therefor
    • B29B2017/0224Screens, sieves
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02Separating plastics from other materials
    • B29B2017/0213Specific separating techniques
    • B29B2017/0217Mechanical separating techniques; devices therefor
    • B29B2017/0231Centrifugating, cyclones
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02Separating plastics from other materials
    • B29B2017/0213Specific separating techniques
    • B29B2017/0255Specific separating techniques using different melting or softening temperatures of the materials to be separated
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02Separating plastics from other materials
    • B29B2017/0213Specific separating techniques
    • B29B2017/0255Specific separating techniques using different melting or softening temperatures of the materials to be separated
    • B29B2017/0258Specific separating techniques using different melting or softening temperatures of the materials to be separated using heated surfaces for selective softening or melting of at least one plastic ingredient
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/04Disintegrating plastics, e.g. by milling
    • B29B2017/0424Specific disintegrating techniques; devices therefor
    • B29B2017/0468Crushing, i.e. disintegrating into small particles
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING 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
    • B29K2033/00Use of polymers of unsaturated acids or derivatives thereof as moulding material
    • B29K2033/04Polymers of esters
    • B29K2033/12Polymers of methacrylic acid esters, e.g. PMMA, i.e. polymethylmethacrylate
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING 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
    • B29K2105/00Condition, form or state of moulded material or of the material to be shaped
    • B29K2105/0002Condition, form or state of moulded material or of the material to be shaped monomers or prepolymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2333/00Characterised 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
    • C08J2333/04Characterised 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
    • C08J2333/06Characterised 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2333/00Characterised 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
    • C08J2333/04Characterised 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
    • C08J2333/06Characterised 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
    • C08J2333/10Homopolymers or copolymers of methacrylic acid esters
    • C08J2333/12Homopolymers or copolymers of methyl methacrylate
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02WCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00Technologies for solid waste management
    • Y02W30/50Reuse, recycling or recovery technologies
    • Y02W30/62Plastics recycling; Rubber recycling

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Environmental & Geological Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
  • Lining Or Joining Of Plastics Or The Like (AREA)
  • Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)

Abstract

Procédé de recyclage conjoint d'articles composites à base de matrice de polymère thermoplastique L'invention porte sur un procédé de recyclage (100) d'un premier article (10) à recycler comportant un matériau composite à base de renfort fibreux et d'une matrice de polymère thermoplastique, de préférence (méth)acrylique, caractérisé en ce que ledit procédé de recyclage comprend les étapes suivantes : - introduction (130) du premier article (10) dans un système (1) adapté pour le recyclage de polymère thermoplastique, - introduction (140), dans le système (1) adapté pour le recyclage de polymère thermoplastique, d'un deuxième article (20) à recycler comportant une résine de polymère thermoplastique, et ne comportant pas de renfort fibreux, - chauffage (150) des articles (10,20) à recycler à une température donnée, dans ledit système (1) adapté pour le recyclage de polymère thermoplastique, afin de dépolymériser les polymères thermoplastiques, de préférence (méth)acrylique, et former des monomères de base desdits polymères thermoplastiques, et - récupération (160) des monomères de base constitutifs desdits polymères thermoplastiques.
PCT/FR2020/051677 2019-09-26 2020-09-25 Procede de recyclage conjoint d'articles composites a base de matrice de polymere thermoplastique Ceased WO2021058923A2 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
KR1020227008783A KR20220068995A (ko) 2019-09-26 2020-09-25 열가소성 중합체 매트릭스에 기초한 복합 물품들의 조인트 재활용을 위한 프로세스
BR112022003483A BR112022003483A2 (pt) 2019-09-26 2020-09-25 Processo de reciclagem conjunta de artigos compósitos à base de matriz de polímero termoplástico
EP20792469.7A EP4034592A2 (fr) 2019-09-26 2020-09-25 Procede de recyclage conjoint d'articles composites a base de matrice de polymere thermoplastique
JP2022519397A JP7713132B2 (ja) 2019-09-26 2020-09-25 熱可塑性ポリマーマトリックスをベースとする複合品の統合リサイクルのための方法
US17/642,369 US12330343B2 (en) 2019-09-26 2020-09-25 Process for joint recycling of composite items based on a thermoplastic polymer matrix
CN202080067028.0A CN114402015B (zh) 2019-09-26 2020-09-25 基于热塑性聚合物基体的复合材料联合再循环方法
MX2022003198A MX2022003198A (es) 2019-09-26 2020-09-25 Proceso de reciclaje conjunto de articulos compuestos basados en una matriz polimerica termoplastica.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1910659A FR3101351B1 (fr) 2019-09-26 2019-09-26 Procédé de recyclage conjoint d’articles composites à base de matrice de polymère thermoplastique
FR1910659 2019-09-26

Publications (2)

Publication Number Publication Date
WO2021058923A2 WO2021058923A2 (fr) 2021-04-01
WO2021058923A3 true WO2021058923A3 (fr) 2021-06-24

Family

ID=69104697

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2020/051677 Ceased WO2021058923A2 (fr) 2019-09-26 2020-09-25 Procede de recyclage conjoint d'articles composites a base de matrice de polymere thermoplastique

Country Status (9)

Country Link
US (1) US12330343B2 (fr)
EP (1) EP4034592A2 (fr)
JP (1) JP7713132B2 (fr)
KR (1) KR20220068995A (fr)
CN (1) CN114402015B (fr)
BR (1) BR112022003483A2 (fr)
FR (1) FR3101351B1 (fr)
MX (1) MX2022003198A (fr)
WO (1) WO2021058923A2 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023069089A1 (fr) * 2021-10-20 2023-04-27 Timeplast Llc Procédé de transformation d'un système d'extrusion de plastique en un réacteur de dépolymérisation dynamique
KR102762033B1 (ko) * 2022-05-31 2025-02-04 주식회사 루소 폐인조대리석으로부터 고순도 mma를 회수하는 방법
US12043725B1 (en) * 2023-04-27 2024-07-23 United Arab Emirates University Process to recycle and produce pet/carbon fiber composites
CN116715974A (zh) * 2023-06-17 2023-09-08 杭州恒峰塑料制品有限公司 一种高耐热性能塑料瓶制备工艺
DE102023132759A1 (de) * 2023-11-23 2025-05-28 Pyrum Innovations International S.A. Verfahren zur Aufbereitung von carbonfaserverstärkten Kunststoffen
CN120607744A (zh) * 2024-05-20 2025-09-09 郑州中科新兴产业技术研究院 一种pmma热塑性树脂/纤维增强复合材料的回收方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0522235A1 (fr) * 1991-06-21 1993-01-13 Basf Corporation Procédé de récupération d'epsilon-caprolactame à partir de tapis de nylon-6
US5536831A (en) * 1994-12-12 1996-07-16 Basf Aktiengesellschaft Obtaining caprolactam by cleavage of molten polycaprolactam
DE19843112A1 (de) * 1998-09-21 2000-04-20 Metallgesellschaft Ag Verfahren zur Depolymerisation von Polymethylmethacrylat
WO2014135815A1 (fr) * 2013-03-08 2014-09-12 Arkema France 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
WO2015177580A2 (fr) * 2014-05-23 2015-11-26 Jáger Invest Kereskedelmi, Szolgáltató És Ingatlanhasznosító Kft. Mélange de polymères et agglomérat polymère contenant un déchet de film multicouche recyclé et un déchet de plastique renforcé de fibres et procédé de préparation dudit agglomérat

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4120693A1 (de) * 1991-06-22 1992-12-24 Bayer Ag Verfahren zur herstellung von granulaten und formteilen
JP5347056B2 (ja) * 2011-08-30 2013-11-20 カーボンファイバーリサイクル工業株式会社 再生炭素繊維の製造装置及び再生炭素繊維の製造方法
FR2981652B1 (fr) * 2011-10-21 2015-03-27 Arkema France Composites via la polymerisation in-situ de resines thermoplastiques methacryliques
BR102012003417A2 (pt) * 2012-02-15 2014-04-22 Flexoprint Etiquetas Ltda Processo de reciclagem
FR3007412B1 (fr) * 2013-06-20 2015-07-17 Centre Nat Rech Scient Procede de recuperation de fibres organiques a partir d'un materiau composite
AU2017247711B2 (en) * 2016-04-05 2019-05-16 Composite Tech Holdings Limited Recycling of polymer matrix composite

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0522235A1 (fr) * 1991-06-21 1993-01-13 Basf Corporation Procédé de récupération d'epsilon-caprolactame à partir de tapis de nylon-6
US5536831A (en) * 1994-12-12 1996-07-16 Basf Aktiengesellschaft Obtaining caprolactam by cleavage of molten polycaprolactam
DE19843112A1 (de) * 1998-09-21 2000-04-20 Metallgesellschaft Ag Verfahren zur Depolymerisation von Polymethylmethacrylat
WO2014135815A1 (fr) * 2013-03-08 2014-09-12 Arkema France 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
WO2015177580A2 (fr) * 2014-05-23 2015-11-26 Jáger Invest Kereskedelmi, Szolgáltató És Ingatlanhasznosító Kft. Mélange de polymères et agglomérat polymère contenant un déchet de film multicouche recyclé et un déchet de plastique renforcé de fibres et procédé de préparation dudit agglomérat

Also Published As

Publication number Publication date
MX2022003198A (es) 2022-04-11
WO2021058923A2 (fr) 2021-04-01
BR112022003483A2 (pt) 2022-05-24
US20220324140A1 (en) 2022-10-13
EP4034592A2 (fr) 2022-08-03
JP7713132B2 (ja) 2025-07-25
JP2022549715A (ja) 2022-11-28
FR3101351A1 (fr) 2021-04-02
FR3101351B1 (fr) 2022-08-19
CN114402015B (zh) 2024-05-28
KR20220068995A (ko) 2022-05-26
CN114402015A (zh) 2022-04-26
US12330343B2 (en) 2025-06-17

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