WO2016101938A1 - Procédé pour la production de polyols secondaires et leur utilisation - Google Patents

Procédé pour la production de polyols secondaires et leur utilisation Download PDF

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Publication number
WO2016101938A1
WO2016101938A1 PCT/CZ2015/000152 CZ2015000152W WO2016101938A1 WO 2016101938 A1 WO2016101938 A1 WO 2016101938A1 CZ 2015000152 W CZ2015000152 W CZ 2015000152W WO 2016101938 A1 WO2016101938 A1 WO 2016101938A1
Authority
WO
WIPO (PCT)
Prior art keywords
foams
pir
waste
polyol
polyols
Prior art date
Application number
PCT/CZ2015/000152
Other languages
English (en)
Inventor
Jaroslav PETRŮJ
Silvestr FIGALLA
Original Assignee
Vysoké učeni technické v Brně
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 Vysoké učeni technické v Brně filed Critical Vysoké učeni technické v Brně
Priority to EP15834632.0A priority Critical patent/EP3259309A1/fr
Publication of WO2016101938A1 publication Critical patent/WO2016101938A1/fr

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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
    • C08J11/22—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
    • C08J11/24—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 containing hydroxyl groups
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4202—Two or more polyesters of different physical or chemical nature
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
    • C08G18/4208—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
    • C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
    • C08G18/4213—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols from terephthalic acid and dialcohols
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
    • C08G18/794—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aromatic isocyanates or isothiocyanates
    • 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
    • C08J11/16—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 inorganic material
    • 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
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0025—Foam properties rigid
    • 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
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • 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

Abstract

La présente invention concerne un procédé de production de polyols secondaires par recyclage de matières premières secondaires contenant des déchets de mousses de polyisocyanurate (PIR), comprenant le mélange de déchets de mousses de polyisocyanurate (PIR) broyés avec des polymères à base de polyester et une glycérolyse contrôlée dans un champ de micro-ondes où il est soumis à une dépolymérisation catalytique mixte et du polyol secondaire est formé sous la forme de produit liquide homogène. Une dépolymérisation catalytique mixte est effectuée en deux phases et avec un catalyseur à base de carboxylate de métal alcalin ayant une longueur de chaîne C6-C20, de préférence C6-C12, et/ou avec des superbases de guanidine et d'amidine organiques et leurs mélanges présents dans du glycérol, à des concentrations entre 0,1 et 1,0 mol.r1. Dans la première phase le polyester est dépolymérisé dans du glycérol-agent d'alcoolyse et dans la deuxième phase des mousses PIR sont dépolymérisées dans le mélange d'agent résiduel et d'oligoesters et de polyols formé lors de la première étape. Le mélange réactionnel soumis à une dépolymérisation catalytique mixte contient 15 à 30 % en poids de déchets de mousses PIR possédant un indice isocyanurate supérieur à 2, 20 à 40 % en poids de polyesters, de préférence des déchets polyéthylèneteréphtalates, et de 40 à 60 % en poids % de glycérol. Des polyols secondaires peuvent être utilisés pour préparer de nouvelles mousses de polyisocyanurate dans le mélange de polyol vierge (primaire) et recyclé (secondaire). La teneur en polyol secondaire dans le mélange de polyol vierge (primaire) et de polyol (secondaire) recyclé est comprise entre 5 et 25 % en poids.
PCT/CZ2015/000152 2014-12-22 2015-12-18 Procédé pour la production de polyols secondaires et leur utilisation WO2016101938A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP15834632.0A EP3259309A1 (fr) 2014-12-22 2015-12-18 Procédé pour la production de polyols secondaires et leur utilisation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CZ2014-945A CZ2014945A3 (cs) 2014-12-22 2014-12-22 Způsob výroby sekundárních polyolů a jejich použití
CZPV2014-945 2014-12-22

Publications (1)

Publication Number Publication Date
WO2016101938A1 true WO2016101938A1 (fr) 2016-06-30

Family

ID=55352976

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CZ2015/000152 WO2016101938A1 (fr) 2014-12-22 2015-12-18 Procédé pour la production de polyols secondaires et leur utilisation

Country Status (3)

Country Link
EP (1) EP3259309A1 (fr)
CZ (1) CZ2014945A3 (fr)
WO (1) WO2016101938A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113354863A (zh) * 2021-07-08 2021-09-07 山东东特环保科技有限公司 一种废旧聚氨酯的降解方法、一种聚氨酯保温材料
ES2958484A1 (es) * 2022-07-14 2024-02-09 Univ Murcia Procedimiento de despolimerizacion de poliuretano
EP4353774A1 (fr) * 2022-10-10 2024-04-17 Polykey Polymers, S.L. Dépolymérisation de polytéréphtalate d'éthylène par catalyse organique à basse température

Citations (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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US4048104A (en) 1976-08-05 1977-09-13 Freeman Chemical Corporation Polyisocyanate prepolymers from scrap polyester and polyurethane foam products obtained therefrom
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US4559370A (en) 1984-05-25 1985-12-17 Blanpied Robert H Copolyester polyol resins, polyol blends comprising the same, and resultant polyisocyanurate foams
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JPH07126343A (ja) 1993-11-01 1995-05-16 Mitsui Toatsu Chem Inc 硬質ポリイソシアヌレートフォーム廃棄物からポリオールを得る方法
EP0837092A2 (fr) * 1996-10-18 1998-04-22 Basf Aktiengesellschaft Procédé de préparation de mousses de polyisocyanurate ayant une conductivité thermique réduite
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3708440A (en) * 1972-02-14 1973-01-02 Upjohn Co Reclaiming scrap polyisocyanurate foam with an aliphatic diol and a dialkanolamine
US4048104A (en) 1976-08-05 1977-09-13 Freeman Chemical Corporation Polyisocyanate prepolymers from scrap polyester and polyurethane foam products obtained therefrom
US4159972A (en) 1977-10-17 1979-07-03 Ford Motor Company Dissolution of polyurethane foams and re-use of the products therefrom
US4316992A (en) 1981-02-23 1982-02-23 Ford Motor Company Process for polyol recovery from polyurethane foam comprising alcohol and steam hydrolysis
US4439550A (en) 1982-11-22 1984-03-27 Texaco Inc. Aromatic polyols made from recycled polyethylene terephthalate waste streams, alkylene glycol and dibasic acid waste streams
JPS59105015A (ja) 1982-11-22 1984-06-18 アルコ・ケミカル・カンパニー ポリオ−ル増量剤としてポリエチレンテレフタレ−ト廃流を用いる硬質ポリウレタン及びポリイソシアヌレ−トフオ−ムの製造方法
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JPH07126343A (ja) 1993-11-01 1995-05-16 Mitsui Toatsu Chem Inc 硬質ポリイソシアヌレートフォーム廃棄物からポリオールを得る方法
EP0837092A2 (fr) * 1996-10-18 1998-04-22 Basf Aktiengesellschaft Procédé de préparation de mousses de polyisocyanurate ayant une conductivité thermique réduite
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EP2565226A1 (fr) 2011-06-23 2013-03-06 Institutul National de Cercetare Dezvoltare Pentru Chimie si Petrochimie - Icechim Procédé permettant d'obtenir des polyols de polyester-éther à partir de poly(éthylène téréphthalate) de déchets et polyols de polyester-éther aromatiques incorporant des déchets de poly(éthylène téréphthalate) et de nouveaux matériaux, obtenus par la procédure respective

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113354863A (zh) * 2021-07-08 2021-09-07 山东东特环保科技有限公司 一种废旧聚氨酯的降解方法、一种聚氨酯保温材料
ES2958484A1 (es) * 2022-07-14 2024-02-09 Univ Murcia Procedimiento de despolimerizacion de poliuretano
EP4353774A1 (fr) * 2022-10-10 2024-04-17 Polykey Polymers, S.L. Dépolymérisation de polytéréphtalate d'éthylène par catalyse organique à basse température
WO2024079023A1 (fr) * 2022-10-10 2024-04-18 Polykey Polymers, S.L. Dépolymérisation organocatalysée à basse température de polyéthylène téréphtalate

Also Published As

Publication number Publication date
EP3259309A1 (fr) 2017-12-27
CZ305739B6 (cs) 2016-02-24
CZ2014945A3 (cs) 2016-02-24

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