US20170298207A1 - Processes for recycling polystyrene waste - Google Patents

Processes for recycling polystyrene waste Download PDF

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Publication number
US20170298207A1
US20170298207A1 US15/515,817 US201515515817A US2017298207A1 US 20170298207 A1 US20170298207 A1 US 20170298207A1 US 201515515817 A US201515515817 A US 201515515817A US 2017298207 A1 US2017298207 A1 US 2017298207A1
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United States
Prior art keywords
polystyrene
hydrocarbon
solvent
waste
cymene
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.)
Abandoned
Application number
US15/515,817
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English (en)
Inventor
Roland CÔTÉ
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.)
Polystyvert Inc
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Polystyvert Inc
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Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=55629222&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=US20170298207(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Polystyvert Inc filed Critical Polystyvert Inc
Priority to US15/515,817 priority Critical patent/US20170298207A1/en
Assigned to POLYSTYVERT INC. reassignment POLYSTYVERT INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: CÔTÉ, Roland
Publication of US20170298207A1 publication Critical patent/US20170298207A1/en
Abandoned 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
    • C08J11/06Recovery or working-up of waste materials of polymers without chemical reactions
    • C08J11/08Recovery or working-up of waste materials of polymers without chemical reactions using selective solvents for polymer components
    • 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
    • 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F112/00Homopolymers 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
    • C08F112/02Monomers containing only one unsaturated aliphatic radical
    • C08F112/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F112/06Hydrocarbons
    • C08F112/08Styrene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00Compositions 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
    • C08L25/02Homopolymers or copolymers of hydrocarbons
    • C08L25/04Homopolymers or copolymers of styrene
    • C08L25/06Polystyrene
    • 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
    • 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
    • B29B2017/0089Recycling systems, wherein the flow of products between producers, sellers and consumers includes at least a recycling step, e.g. the products being fed back to the sellers or to the producers for recycling purposes
    • 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
    • B29B2017/0293Dissolving the materials in gases or liquids
    • 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
    • B29B2017/0484Grinding tools, roller mills or disc mills
    • 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
    • B29K2025/00Use of polymers of vinyl-aromatic compounds or derivatives thereof as moulding material
    • B29K2025/04Polymers of styrene
    • B29K2025/06PS, i.e. polystyrene
    • 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
    • B29K2105/04Condition, form or state of moulded material or of the material to be shaped cellular or porous
    • 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
    • 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
    • C08J2325/00Characterised 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 at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
    • C08J2325/02Homopolymers or copolymers of hydrocarbons
    • C08J2325/04Homopolymers or copolymers of styrene
    • C08J2325/06Polystyrene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00Compositions 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
    • 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
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/141Feedstock
    • Y02P20/143Feedstock the feedstock being recycled material, e.g. plastics
    • 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
    • Y02W30/20Waste processing or separation
    • 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

Definitions

  • the polystyrene/p-cymene mixture can comprise polystyrene in an amount of from about 15 wt % to about 27 wt %, based on the total weight of the polystyrene/p-cymene mixture.
  • the conditions to obtain the washed polystyrene and the second portion of hydrocarbon waste solution can comprise adding the second portion of hydrocarbon polystyrene non-solvent to the precipitated polystyrene at the boiling point of the hydrocarbon polystyrene non-solvent and agitating for a time for diffusion of the p-cymene from the precipitated polystyrene into the hydrocarbon polystyrene non-solvent to proceed to a sufficient extent.
  • At least one of the first portion of hydrocarbon polystyrene non-solvent, the second portion of hydrocarbon polystyrene non-solvent and the third portion of hydrocarbon polystyrene non-solvent can comprise, consist essentially of or consist of a hydrocarbon polystyrene non-solvent having a boiling point at 1 atm of pressure of from about 98° C. to about 110° C. or about 105° C. to about 110° C.
  • the recycled polystyrene can have a filler content of less than about 5 wt %.
  • the recycled polystyrene can be obtained by any of the processes and/or methods described in the present disclosure.
  • recycling of the polystyrene or converting of the polystyrene waste into recycled polystyrene is carried out by a method as defined in the present disclosure.
  • a third washing with boiling heptane was used in order to further reduce the presence of p-cymene in the polystyrene.
  • the presence of residual solvent may, for example, affect the melt index, also called melt flow index (MFI).
  • MFI melt flow index
  • the degree of washing efficiency is inversely proportional to the MFI.
  • the washing conditions used were the same as in the second washing step.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Environmental & Geological Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
US15/515,817 2014-10-03 2015-10-05 Processes for recycling polystyrene waste Abandoned US20170298207A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US15/515,817 US20170298207A1 (en) 2014-10-03 2015-10-05 Processes for recycling polystyrene waste

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462059611P 2014-10-03 2014-10-03
US15/515,817 US20170298207A1 (en) 2014-10-03 2015-10-05 Processes for recycling polystyrene waste
PCT/CA2015/051006 WO2016049782A1 (fr) 2014-10-03 2015-10-05 Procédés de recyclage de déchets de polystyrène

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/CA2015/051006 A-371-Of-International WO2016049782A1 (fr) 2014-10-03 2015-10-05 Procédés de recyclage de déchets de polystyrène

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US16/699,386 Continuation US20200165407A1 (en) 2014-10-03 2019-11-29 Processes for recycling polystyrene waste

Publications (1)

Publication Number Publication Date
US20170298207A1 true US20170298207A1 (en) 2017-10-19

Family

ID=55629222

Family Applications (4)

Application Number Title Priority Date Filing Date
US15/515,817 Abandoned US20170298207A1 (en) 2014-10-03 2015-10-05 Processes for recycling polystyrene waste
US16/699,386 Abandoned US20200165407A1 (en) 2014-10-03 2019-11-29 Processes for recycling polystyrene waste
US17/353,395 Active US11407878B2 (en) 2014-10-03 2021-06-21 Processes for recycling polystyrene waste
US17/857,028 Pending US20230002583A1 (en) 2014-10-03 2022-07-03 Processes for recycling polystyrene waste

Family Applications After (3)

Application Number Title Priority Date Filing Date
US16/699,386 Abandoned US20200165407A1 (en) 2014-10-03 2019-11-29 Processes for recycling polystyrene waste
US17/353,395 Active US11407878B2 (en) 2014-10-03 2021-06-21 Processes for recycling polystyrene waste
US17/857,028 Pending US20230002583A1 (en) 2014-10-03 2022-07-03 Processes for recycling polystyrene waste

Country Status (10)

Country Link
US (4) US20170298207A1 (fr)
EP (2) EP3575353A1 (fr)
JP (1) JP6639508B2 (fr)
KR (4) KR102628841B1 (fr)
CN (3) CN114773665A (fr)
CA (3) CA3042919C (fr)
DE (3) DE19183601T1 (fr)
ES (1) ES2758521T3 (fr)
PL (1) PL3201246T3 (fr)
WO (1) WO2016049782A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111630094A (zh) * 2017-11-20 2020-09-04 波利斯太沃特公司 用于再循环聚苯乙烯废物的方法
WO2021084197A1 (fr) 2019-10-30 2021-05-06 Arkema France Procédé de valorisation de retardateurs de flamme bromés
US11407877B2 (en) * 2018-10-26 2022-08-09 Polystvert Inc. Processes for recycling polystyrene waste and/or polystyrene copolymer waste
US11407878B2 (en) 2014-10-03 2022-08-09 Polystyvert Inc. Processes for recycling polystyrene waste
US11408098B2 (en) 2019-03-22 2022-08-09 Global Materials Development, LLC Methods for producing polymer fibers and polymer fiber products from multicomponent fibers
WO2023211390A1 (fr) * 2022-04-26 2023-11-02 Sabanci Universitesi Procédé de récupération de polyoléfines à partir de déchets, et produit polyoléfinique ainsi récupéré

Families Citing this family (6)

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WO2021209535A1 (fr) 2020-04-15 2021-10-21 Lego A/S Briques pour jeu de construction en matériau abs recyclé
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EP4019576A1 (fr) 2020-12-28 2022-06-29 Trinseo Europe GmbH Procédé de recyclage de polymères thermoplastiques renforcés par des élastomères
WO2023082009A1 (fr) * 2021-11-11 2023-05-19 Polystyvert Inc. Procédés de recyclage d'un matériau de polystyrène comprenant des contaminants bromés
WO2024038130A1 (fr) 2022-08-17 2024-02-22 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Procédé permettant le recyclage d'au moins un polymère cible à partir de déchets plastiques contenant au moins un contaminant
WO2024061704A1 (fr) 2022-09-19 2024-03-28 Sabic Global Technologies B.V. Procédés de fabrication de cyclohexane de polyvinyle par hydrogénation de sources de polystyrène résiduaire

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