GB1093884A - Method of recovering polyol and amine derivatives by the decomposition of polyurethane substances - Google Patents
Method of recovering polyol and amine derivatives by the decomposition of polyurethane substancesInfo
- Publication number
- GB1093884A GB1093884A GB1171165A GB1171165A GB1093884A GB 1093884 A GB1093884 A GB 1093884A GB 1171165 A GB1171165 A GB 1171165A GB 1171165 A GB1171165 A GB 1171165A GB 1093884 A GB1093884 A GB 1093884A
- Authority
- GB
- United Kingdom
- Prior art keywords
- decomposition
- polyurethane
- preparation
- amine
- polyol
- 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.)
- Expired
Links
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
- 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
-
- 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
- C08J2375/04—Polyurethanes
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Sustainable Development (AREA)
- Polyurethanes Or Polyureas (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
Polyurethane foams and elastomers are thermally decomposed, in the presence of an amine, to yield a polyol, which is the polyether or polyester from which the polyurethane was formed, and the amine derivative of the polyisocyanate. The amine also serves as solvent. Suitable amines include aliphatic e.g. di-n-butylamine, ethylenediamine, and triethanolamine, cycloaliphatic e.g. cyclohexylamine, piperazine and piperidine, aromatic e.g. aniline, benzylamine, the toluidines, anisidines and p-phetidine, o-phenylenediamine, and a -naphthylamine and heterocyclic e.g. pyridine, a - and b -picolines, N - methyl and N - ethyl morpholine, and pyrazole. After the decomposition, one or more layers appear, and each layer is distilled under reduced pressure, the polyol being obtained as the residue. The amine derivative is isolated by recrystallization of the distillate. In the examples, the preparation and decomposition of polyurethane foams is described together with tests to establish the identical nature of the products of decomposition and the reactants of preparation. A mixture of 2,4- and 2,6-tolylene diisocyanate is used for the preparation of the polyurethane in examples (1-8) and 2,4 and 2,6-diaminotoluene are obtained from the ensuing decomposition. Similarly 1,5-naphthylenediamine in Example (9) and 4,41-diamino diphenyl methane in Example (10) are also obtained from the decomposition. The polyols recovered by the above methods are reconverted to polyurethanes. The reformed polyurethanes are cured using 4,41-methylene bis (2-chloroaniline) in Example (8) and butanediol in Example (9). The polyols used are: (1) the product of polymerization of propylene oxide with glycerol; (3) the product of polymerization of propylene oxide with sorbitol; (4) a polyester obtained from adipic acid and diethylene glycol; (8) polytetramethylene ether glycol; and (9) a polyester obtained from adipic acid and ethylene glycol.ALSO:Polyurethane foams and elastomers are thermally decomposed, in the presence of an amine to yield a polyol, which is the polyether or polyester from which the polyurethane was formed, and the amine derivative of the polyisocyanate. The amine also serves as solvent. Suitable amines include aliphatic, e.g. di-n-butylamine, ethylenediamine and triethanolamine, cycloaliphatic, e.g. cyclohexylamine, piperazine and piperidine, aromatic, e.g. aniline, benzylamine, the toluidines, anisidines, and p-phenetidine, o-phenylene-diamine, and a -naphthylamine, and heterocyclic, e.g. pyridine a - and b -picolines, N-methyl and N-ethyl morpholine, and pyrazole. After the decomposition, one or more layers appear, and each layer is distilled under reduced pressure, the polyol being obtained as the residue. The amine derivative is isolated by recrystallization of the distillate. In the examples, the preparation and decomposition of polyurethane foams is described together with tests to establish the identical nature of the products of decomposition and the reactants of the preparation. A mixture of 2,4- and 2,6-tolylenediisocyanates is used for the preparation of the polyurethane in Examples (1-8) and 2,4- and 2,6-diamino toluene are obtained from the ensuing decomposition. Similarly, 1,5-naphthylene-diamine in Example (9) and 4,41-diamino diphenylamine in Example (10) are also obtained from the decomposition. The polyols used are:-(1) the product of polymerization of propylene oxide with glycerol, (3) the product of polymerization of propylene oxide with sorbitol, (4) a polyester obtained from adipic acid and diethylene glycol, (8) polytetramethylene ether glycol, and (9) a polyester obtained from adipic acid and ethylene glycol.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1737064 | 1964-03-30 | ||
JP6766664 | 1964-12-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1093884A true GB1093884A (en) | 1967-12-06 |
Family
ID=26353878
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1171165A Expired GB1093884A (en) | 1964-03-30 | 1965-03-19 | Method of recovering polyol and amine derivatives by the decomposition of polyurethane substances |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE673069A (en) |
DE (1) | DE1570249B2 (en) |
GB (1) | GB1093884A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2442387A1 (en) * | 1974-09-04 | 1976-03-18 | Bayer Ag | PROCESS FOR CONTINUOUS DEGRADATION OF PLASTICS |
EP0507426A1 (en) * | 1991-04-01 | 1992-10-07 | Texaco Chemical Company | Process for dissolving polyurethane foams or removing them from substrates |
US6515036B2 (en) | 2000-04-04 | 2003-02-04 | Mitsui Takeda Chemicals Inc. | Method of decomposing a polyurethane |
-
1965
- 1965-03-19 GB GB1171165A patent/GB1093884A/en not_active Expired
- 1965-03-29 DE DE19651570249 patent/DE1570249B2/en active Pending
- 1965-11-30 BE BE673069D patent/BE673069A/xx unknown
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2442387A1 (en) * | 1974-09-04 | 1976-03-18 | Bayer Ag | PROCESS FOR CONTINUOUS DEGRADATION OF PLASTICS |
EP0507426A1 (en) * | 1991-04-01 | 1992-10-07 | Texaco Chemical Company | Process for dissolving polyurethane foams or removing them from substrates |
US5183514A (en) * | 1991-04-01 | 1993-02-02 | Texaco Chemical Company | Process for dissolving or removing rigid polyurethane foam by contacting with 1,2-dimethyl imidazole |
US6515036B2 (en) | 2000-04-04 | 2003-02-04 | Mitsui Takeda Chemicals Inc. | Method of decomposing a polyurethane |
Also Published As
Publication number | Publication date |
---|---|
DE1570249A1 (en) | 1970-03-12 |
DE1570249B2 (en) | 1972-01-05 |
BE673069A (en) | 1966-03-16 |
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