FR3116532B1 - Procede ameliore de recyclage de pet par methanolyse - Google Patents

Procede ameliore de recyclage de pet par methanolyse Download PDF

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Publication number
FR3116532B1
FR3116532B1 FR2012085A FR2012085A FR3116532B1 FR 3116532 B1 FR3116532 B1 FR 3116532B1 FR 2012085 A FR2012085 A FR 2012085A FR 2012085 A FR2012085 A FR 2012085A FR 3116532 B1 FR3116532 B1 FR 3116532B1
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FR
France
Prior art keywords
pet
recycling
methanolysis
relates
present
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
FR2012085A
Other languages
English (en)
Other versions
FR3116532A1 (fr
Inventor
Raouf Medimagh
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.)
Recycelit SAS
Original Assignee
Recycelit SAS
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 FR2012085A priority Critical patent/FR3116532B1/fr
Application filed by Recycelit SAS filed Critical Recycelit SAS
Priority to JP2023531578A priority patent/JP2023553315A/ja
Priority to CN202180078952.3A priority patent/CN116685572A/zh
Priority to EP21823983.8A priority patent/EP4251603A1/fr
Priority to CA3199380A priority patent/CA3199380A1/fr
Priority to KR1020237021316A priority patent/KR20230129010A/ko
Priority to PCT/FR2021/052085 priority patent/WO2022112715A1/fr
Priority to US18/253,439 priority patent/US20230399485A1/en
Publication of FR3116532A1 publication Critical patent/FR3116532A1/fr
Application granted granted Critical
Publication of FR3116532B1 publication Critical patent/FR3116532B1/fr
Priority to ZA2023/05504A priority patent/ZA202305504B/en
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
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • C08J11/18—Recovery 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 treatment with organic material
    • C08J11/28—Recovery 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 treatment with organic material by treatment with organic compounds containing nitrogen, sulfur or phosphorus
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/80—Phthalic acid esters
    • C07C69/82—Terephthalic acid esters
    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/181—Acids containing aromatic rings
    • C08G63/183—Terephthalic acids
    • 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
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • C08J11/14—Recovery 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 treatment with steam or water
    • 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
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • C08J11/18—Recovery 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 treatment with organic material
    • C08J11/22—Recovery 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 treatment with organic material by treatment with organic oxygen-containing 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
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/62—Plastics recycling; Rubber recycling

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention a trait au domaine du recyclage des plastiques de type PET couramment utilisés pour la fabrication de bouteilles en plastiques jetables, barquettes alimentaires, textile... Plus particulièrement, elle concerne un procédé permettant le recyclage du PET en dimethyl téréphtalate ou téréphtalate de diméthyle (DMT) en quelques heures (moins de 5h) par la mise en œuvre d’une réaction complète résultant en un produit dénué d’impuretés. L’étape de dépolymérisation a lieu en présence de méthanol, ainsi que d’une base organique à motif guanidine et d’une deuxième base qui peut être soit inorganique, soit un éther oxyde. Ces deux bases sont présentes en quantités catalytiques par rapport à la quantité de PET à traiter.
FR2012085A 2020-11-24 2020-11-24 Procede ameliore de recyclage de pet par methanolyse Active FR3116532B1 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
FR2012085A FR3116532B1 (fr) 2020-11-24 2020-11-24 Procede ameliore de recyclage de pet par methanolyse
CN202180078952.3A CN116685572A (zh) 2020-11-24 2021-11-24 通过醇解法回收pet的改进方法
EP21823983.8A EP4251603A1 (fr) 2020-11-24 2021-11-24 Procede ameliore de recyclage de pet par alcoolyse
CA3199380A CA3199380A1 (fr) 2020-11-24 2021-11-24 Procede ameliore de recyclage de pet par alcoolyse
JP2023531578A JP2023553315A (ja) 2020-11-24 2021-11-24 アルコール分解によってペットをリサイクルするための改良された方法
KR1020237021316A KR20230129010A (ko) 2020-11-24 2021-11-24 알코올 분해에 의한 pet를 재활용하는 개선된 방법
PCT/FR2021/052085 WO2022112715A1 (fr) 2020-11-24 2021-11-24 Procede ameliore de recyclage de pet par alcoolyse
US18/253,439 US20230399485A1 (en) 2020-11-24 2021-11-24 Improved method for recycling pet by alcoholysis
ZA2023/05504A ZA202305504B (en) 2020-11-24 2023-05-22 Improved method for recycling pet by alcoholysis

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2012085A FR3116532B1 (fr) 2020-11-24 2020-11-24 Procede ameliore de recyclage de pet par methanolyse
FR2012085 2020-11-24

Publications (2)

Publication Number Publication Date
FR3116532A1 FR3116532A1 (fr) 2022-05-27
FR3116532B1 true FR3116532B1 (fr) 2022-10-28

Family

ID=74095899

Family Applications (1)

Application Number Title Priority Date Filing Date
FR2012085A Active FR3116532B1 (fr) 2020-11-24 2020-11-24 Procede ameliore de recyclage de pet par methanolyse

Country Status (9)

Country Link
US (1) US20230399485A1 (fr)
EP (1) EP4251603A1 (fr)
JP (1) JP2023553315A (fr)
KR (1) KR20230129010A (fr)
CN (1) CN116685572A (fr)
CA (1) CA3199380A1 (fr)
FR (1) FR3116532B1 (fr)
WO (1) WO2022112715A1 (fr)
ZA (1) ZA202305504B (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114890892B (zh) * 2022-06-04 2023-09-15 浙江理工大学 一种降膜流动醇解聚酯的方法
CN116425621B (zh) * 2023-04-18 2026-04-14 四川大学 一种废旧涤纶解聚及其混纺纺织品的温和选择性解聚的回收方法
KR20250132832A (ko) * 2024-02-29 2025-09-05 에스케이케미칼 주식회사 테레프탈산의 제조방법 및 이로부터 제조된 테레프탈산
KR20250132982A (ko) * 2024-02-29 2025-09-05 에스케이케미칼 주식회사 폴리에스테르 수지의 제조방법 및 이로부터 제조된 폴리에스테르 수지
CN119059903B (zh) * 2024-11-04 2025-08-08 浙江大学 一种酸碱协同催化废弃聚酯甲醇解回收的方法
CN120329526B (zh) * 2025-04-30 2026-03-27 浙江建信佳人新材料有限公司 一种甲醇醇解法制备再生阻燃高收缩聚酯方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004250414A (ja) * 2003-02-21 2004-09-09 Masaaki Yoshida ポリエステル類のモノマー回収方法
US8541477B2 (en) * 2011-03-04 2013-09-24 International Business Machines Corporation Methods of depolymerizing terephthalate polyesters
US9550713B1 (en) * 2015-07-09 2017-01-24 Loop Industries, Inc. Polyethylene terephthalate depolymerization
US10252976B1 (en) 2017-09-15 2019-04-09 9449710 Canada Inc. Terephthalic acid esters formation
UY38276A (es) 2018-06-25 2019-12-31 9449710 Canada Inc Formación de ésteres de ácido tereftálico
JP7162743B2 (ja) * 2018-09-21 2022-10-28 プレミア プラスティックス インコーポレイテッド プラスチックを解重合するためのプロセスおよびシステム
FR3089983B1 (fr) 2018-12-18 2021-11-05 Raouf Medimagh Procédé de recyclage de déchets de plastiques PET
US11248103B2 (en) 2019-03-20 2022-02-15 9449710 Canada Inc. Process for the depolymerization of polyethylene terephthalate (PET)

Also Published As

Publication number Publication date
ZA202305504B (en) 2024-02-28
WO2022112715A1 (fr) 2022-06-02
JP2023553315A (ja) 2023-12-21
CA3199380A1 (fr) 2022-06-02
CN116685572A (zh) 2023-09-01
EP4251603A1 (fr) 2023-10-04
KR20230129010A (ko) 2023-09-05
US20230399485A1 (en) 2023-12-14
FR3116532A1 (fr) 2022-05-27

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