Patent US4110266A successfully refreshed from Google Patents.
US4110266A
Expired / Lapsed
US
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Process for converting the decomposition products of polyurethane and novel compositions thereby obtained
Assignee: McDonnell Douglas Corp
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Filing: 1976-07-09
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Granted: 1978-08-29
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Expires: 1996-07-09
Abstract
Abstract Decomposing polyurethane foams and converting the depolymerized reaction product containing amines, both aromatic and aliphatic, into polyols suitable for reaction with polyisocyanate to produce fresh polyurethane foam, by first reacting polyurethane foam with ammonia or an amine such as diethylene triamine or ethanolamine, or with a polyol such as polypropylene glycol, and reacting the resulting decomposition product containing a mixture of polyols, ureas, and amines, which can include primary and secondary amines, with an alkylene oxide such as ethylene oxide or propylene oxide, at elevated temperature, preferably about 120 DEG to about 140 DEG C., in an autoclave under autogenous pressure, to convert such amines to polyols. The resulting reaction mixture containing polyol fragments from the decomposition of the polyurethane, and additional polyols from the reaction with alkylene oxide can be incorporated with fresh polyurethane reactants, including polyisocyanate, or additional polyol and polyisocyanate, thus permitting efficient recovery and re-use of otherwise useless scrap polyurethane materials.
Inventors
- 👤 Martin B. Sheratte
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:30
CPC Classifications
C; C08; C08J; C08J11/00; C08J11/04; C08J11/10; C08G; C08G65/00; C08G65/02; C08G65/26; C08J2375/00; C08J2375/04; Y; Y02; Y02W; Y02W30/00; Y02W30/50; Y02W30/62
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
149 words
A process for decomposing polyurethane and converting the depolymerized decomposition mixture into a product substantially free of primary and secondary amines and containing an increased amount of polyols suitable for reaction with polyisocyanate for producing fresh polyurethane foam, which comprises reacting a polyurethane foam with a decomposing agent at elevated temperature, and forming a depolymerized decomposition mixture containing polyols, ureas and a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and reacting said decomposition mixture with alkylene oxide, employing an excess of alkylene oxide with respect to active hydrogen atoms of the amines, at elevated temperature ranging from about 100° to about 180° C and at elevated pressure, for a period sufficient to convert said amines to polyols, and forming a product mixture having an increased amount of polyols, as compared to said decomposition mixture, and substantially free of primary and secondary amines.
Claim 2
Dependent Claim
149 words
A process for decomposing polyurethane and converting the depolymerized decomposition mixture into a product substantially free of primary and secondary amines and containing an increased amount of polyols suitable for reaction with polyisocyanate for producing fresh polyurethane foam, which comprises reacting a polyurethane foam with a decomposing agent at elevated temperature, and forming a depolymerized decomposition mixture containing polyols, ureas and a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and reacting said decomposition mixture with alkylene oxide, employing an excess of alkylene oxide with respect to active hydrogen atoms of the amines, at elevated temperature ranging from about 100° to about 180° C and at elevated pressure, for a period sufficient to convert said amines to polyols, and forming a product mixture having an increased amount of polyols, as compared to said decomposition mixture, and substantially free of primary and secondary amines.
Claim 3
Dependent Claim
45 words
The process as defined in claim 1, said decomposing agent for said polyurethane foam being selected from the group consisting of glycols, polyols, polyethers, amines and ammonia, and said foam decomposing reaction carried out at elevated temperature ranging from about 100° to about 300° C.
Claim 4
Dependent Claim
38 words
The process as defined in claim 2, said temperature of said last mentioned reaction ranging from about 120° to about 140° C. at autogenous pressure and for a period ranging from about 15 minutes to about 3 hours.
Claim 5
Dependent Claim
37 words
The process as defined in claim 2, said excess alkylene oxide ranging from more than 1 to about 3 moles of alkylene oxide per mole of active hydrogen atom of the amines present in said decomposition mixture.
Claim 6
Dependent Claim
23 words
The process as defined in claim 4, said alkylene oxide containing an alkylene group of from about 2 to about 7 carbon atoms.
Claim 7
Dependent Claim
45 words
The process as defined in claim 5, said temperature of said last mentioned reaction ranging from about 120° to about 140° C at autogenous pressure ranging from about 25 to about 200 psi and for a period ranging from about 1 to about 3 hours.
Claim 8
Dependent Claim
35 words
The process as defined in claim 6, said alkylene oxide being selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide, pentene oxide, hexylene oxide, cyclohexene oxide, styrene oxide, epichlorohydren and trichlorobutylene oxide.
Claim 9
Dependent Claim
18 words
The process as defined in claim 1, said amines in said decomposition mixture including aliphatic and aromatic amines.
Claim 10
Dependent Claim
29 words
The process as defined in claim 1, employing a glycol as decomposing agent for said polyurethane, said first mentioned elevated temperature ranging from about 150° to about 250° C.
Claim 11
Dependent Claim
26 words
The process as defined in claim 1, employing an amine as decomposing agent, said first mentioned elevated temperature ranging from about 150° to about 250° C.
Claim 12
Dependent Claim
16 words
The process as defined in claim 10, said amine employed as decomposing agent being an alkanolamine.
Claim 13
Dependent Claim
28 words
The process as defined in claim 1, employing as decomposing agent, ammonia or ammonium hydroxide, said first mentioned elevated temperature ranging from about 100° to about 300° C.
Claim 14
Dependent Claim
29 words
The process as defined in claim 10, said amine decomposing agent being employed in combination with a solvent selected from the group consisting of a glycol, polyol or polyether.
Claim 15
Dependent Claim
44 words
The process as defined in claim 6, employing ammonia or concentrated ammonium hydroxide as decomposing agent, in a solvent selected from the group consisting of a glycol, polyol and polyether solvent, said first mentioned elevated temperature ranging from about 150° to about 230° C.
Claim 16
Dependent Claim
43 words
The process as defined in claim 14, the concentration of ammonia or ammonium hydroxide ranging from about 0.1 to about 40% by weight of solution, the proportion of ammonia or ammonium hydroxide to polyurethane ranging from about 0.1 to about 30% by weight.
Claim 17
Dependent Claim
26 words
The process as defined in claim 6, employing a glycol as decomposing agent, said first mentioned elevated temperature ranging from about 150° to about 250° C.
Claim 18
Dependent Claim
26 words
The process as defined in claim 6, employing an amine as decomposing agent, said first mentioned elevated temperature ranging from about 150° to about 250° C.
Claim 19
Dependent Claim
28 words
The process as defined in claim 6, employing as decomposing agent, ammonia or ammonium hydroxide, said first mentioned elevated temperature ranging from about 150° to about 250° C.
Claim 20
Dependent Claim
29 words
The process as defined in claim 17, said amine decomposing agent being employed in combination with a solvent selected from the group consisting of a glycol, polyol or polyether.
Claim 21
Dependent Claim
44 words
The process as defined in claim 7, employing ammonia or concentrated ammonium hydroxide as decomposing agent, in a solvent selected from the group consisting of a glycol, polyol and polyether solvent, said first mentioned elevated temperature ranging from about 150° to about 230° C.
Claim 22
Dependent Claim
43 words
The process as defined in claim 20, the concentration of ammonia or ammonium hydroxide ranging from about 0.1 to about 40% by weight of solution, the proportion of ammonia or ammonium hydroxide to polyurethane ranging from about 0.1 to about 30% by weight.
Claim 23
Dependent Claim
153 words
A process for decomposing polyurethane and converting the depolymerized decomposition mixture into a product substantially free of primary and secondary amines and containing an increased amount of polyols suitable for reaction with polyisocyanate for producing fresh polyurethane foam, which comprises reacting a polyurethane foam with a decomposing agent at elevated temperature, completely liquefying said polyurethane and forming a depolymerized decomposition mixture containing polyols, ureas and a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and reacting said decomposition mixture with alkylene oxide, employing an excess of alkylene oxide with respect to active hydrogen atoms of the amines, at elevated temperature ranging from about 100° to about 180° C and at elevated pressure, for a period sufficient to convert said amines to polyols, and forming a product mixture having an increased amount of polyols, as compared to said decomposition mixture, and substantially free of primary and secondary amines.
Claim 24
Dependent Claim
153 words
A process for decomposing polyurethane and converting the depolymerized decomposition mixture into a product substantially free of primary and secondary amines and containing an increased amount of polyols suitable for reaction with polyisocyanate for producing fresh polyurethane foam, which comprises reacting a polyurethane foam with a decomposing agent at elevated temperature, completely liquefying said polyurethane and forming a depolymerized decomposition mixture containing polyols, ureas and a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and reacting said decomposition mixture with alkylene oxide, employing an excess of alkylene oxide with respect to active hydrogen atoms of the amines, at elevated temperature ranging from about 100° to about 180° C and at elevated pressure, for a period sufficient to convert said amines to polyols, and forming a product mixture having an increased amount of polyols, as compared to said decomposition mixture, and substantially free of primary and secondary amines.
Claim 25
Dependent Claim
32 words
The process as defined in claim 12, said ammonia or ammonium hydroxide decomposing agent being employed in combination with a solvent selected from the group consisting of a glycol, polyol or polyether.
Claim 26
Dependent Claim
37 words
The process as defined in claim 1, including adding a solvent to said decomposition mixture prior to reaction with said alkylene oxide, said solvent being an organic compound having a boiling point greater than about 120° C.
Claim 27
Dependent Claim
21 words
The process as defined in claim 24, said solvent being an amine carrying at least one primary or secondary amine group.
Claim 28
Dependent Claim
42 words
The process as defined in claim 25, said amine solvent being selected from the group consisting of ethanolamine, ethylene diamine, diethylene triamine, triethylene tetramine, dibutyl amine, dihexyl amine, octyl amine, diamino toluene, methylene dianiline, bis anilino xylyl amine, diethanolamine, propanolamine and dipropanolamine.
Claim 29
Dependent Claim
30 words
The process as defined in claim 1, including extending the alkylene oxide chain of the resulting polyols in said product mixture by addition of a catalyst to said product mixture.
Claim 30
Dependent Claim
18 words
The process as defined in claim 27, said catalyst being a tertiary amine or an alkali metal hydroxide.
Claim 31
Dependent Claim
28 words
The process as defined in claim 28, said catalyst being a tertiary amine selected from the group consisting of tetramethyl ethylene diamine, tributyl amine and tetramethyl butane diamine.
Claim 32
Dependent Claim
96 words
A process for decomposing polyurethane and converting the depolymerized decomposition mixture into a product substantially free of primary and secondary amines and containing an increased amount of polyols suitable for reaction with polyisocyanate for producing fresh polyurethane foam, which comprises reacting a polyurethane foam with a decomposing agent at elevated temperature, and forming a depolymerized decomposition mixture containing polyols, ureas and a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and reacting said decomposition mixture with an alkylene oxide at elevated temperature and pressure, and converting said amines to polyols.
Claim 33
Dependent Claim
96 words
A process for decomposing polyurethane and converting the depolymerized decomposition mixture into a product substantially free of primary and secondary amines and containing an increased amount of polyols suitable for reaction with polyisocyanate for producing fresh polyurethane foam, which comprises reacting a polyurethane foam with a decomposing agent at elevated temperature, and forming a depolymerized decomposition mixture containing polyols, ureas and a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and reacting said decomposition mixture with an alkylene oxide at elevated temperature and pressure, and converting said amines to polyols.
Claim 34
Dependent Claim
98 words
A composition suitable for reaction with polyisocyanate to obtain polyurethane, and containing polyols and ureas and substantially free of primary or secondary amines, said composition produced by reacting the decomposition product of polyurethane, said decomposition product of polyurethane being produced by reacting a polyurethane foam with a decomposing agent selected from the group consisting of glycols, polyols, polyethers, amines and ammonia at elevated temperature ranging from about 100° to about 300° C., said decomposition product containing polyols, ureas and amines containing active hydrogen, with an alkylene oxide at elevated temperature and pressure, and converting said amines to polyols.
Claim 35
Dependent Claim
98 words
A composition suitable for reaction with polyisocyanate to obtain polyurethane, and containing polyols and ureas and substantially free of primary or secondary amines, said composition produced by reacting the decomposition product of polyurethane, said decomposition product of polyurethane being produced by reacting a polyurethane foam with a decomposing agent selected from the group consisting of glycols, polyols, polyethers, amines and ammonia at elevated temperature ranging from about 100° to about 300° C., said decomposition product containing polyols, ureas and amines containing active hydrogen, with an alkylene oxide at elevated temperature and pressure, and converting said amines to polyols.
Claim 36
Dependent Claim
24 words
The composition as defined in claim 31, employing a glycol as decomposing agent at elevated temperature ranging from about 150° to about 250° C.
Claim 37
Dependent Claim
176 words
The composition as defined in claim 31, employing ammonia or concentrated ammonium hydroxide as decomposing agent, in a solvent selected from a group consisting of a glycol, polyol and polyether at temperature ranging from about 150° to about 250° C., the concentration of ammonia or ammonium hydroxide ranging from about 0.1 to about 40% by weight of solution, the proportion of ammonia or ammonium hydroxide to polyurethane ranging from about 0.1 to about 30% by weight, said decomposition product containing a member selected from the group consisting of primary and secondary amines, and mixtures thereof, and employing an excess of alkylene oxide ranging from more than 1 to about 3 moles of alkylene oxide per mole of active hydrogen atom of the amines, said alkylene oxide selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide, pentene oxide, hexylene oxide, cyclohexene oxide, styrene oxide, epichlorohydren and trichlorobutylene oxide, said temperature of reaction with alkylene oxide ranging from about 120° to about 140° C. at autogenous pressure ranging from about 25 to about 200 psi.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-08-28 | 1982-02-27 | 1982-08-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-08-28 | 1986-02-27 | 1986-08-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-08-28 | 1990-02-27 | 1990-08-29 | $7700.00 | Window Closed / Lapsed |