Patent US4024088A successfully refreshed from Google Patents.
US4024088A
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Compositions and methods useful in forming polyether polyurethanes having release properties
Assignee: Lyondell Chemical Technology LP
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Filing: 1974-12-23
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Granted: 1977-05-17
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Expires: 1994-12-23
Abstract
Abstract A typical phosphatide is lecithin. This invention relates to compositions and methods for forming polyether polyurethanes utilizing organophosphorus compounds selected from the class consisting of phosphatides and compounds of the formulas: ; (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, to impart the property of self-release from metal substrates, e.g., the walls of mold cavities in which they are formed and molded.
Inventors
- 👤 Robert E. Godlewski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 16:54
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/0014; C08J9/0038; B; B29; B29C; B29C33/00; B29C33/56; B29C33/60; C08K; C08K5/00; C08K5/49; C08K5/51; C08J2375/00; C08J2375/04; C08J2375/08
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
111 words
In a composition consisting essentially of an organic polyisocyanate and an organic polyether having at least two active hydrogen atoms reactive with said polyisocyanate, that improvement imparting to said composition the property of self-release from the walls of a mold cavity comprising an organophosphorus compound selected from the class consisting of compounds of the formulas: (RO.sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed in said composition in an amount effective to impart said self-release property.
Claim 2
Dependent Claim
111 words
In a composition consisting essentially of an organic polyisocyanate and an organic polyether having at least two active hydrogen atoms reactive with said polyisocyanate, that improvement imparting to said composition the property of self-release from the walls of a mold cavity comprising an organophosphorus compound selected from the class consisting of compounds of the formulas: (RO.sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed in said composition in an amount effective to impart said self-release property.
Claim 3
Dependent Claim
121 words
In an organic composition reactive with an organic polyisocyanate in a mold to form a molded polyurethane plastic, said composition consisting essentially of an organic polyether having at least two active hydrogen atoms reactive with said polyisocyanate, that improvement imparting the property of self-release from the cavity walls of said mold comprising an organophosphorus compound selected from the class consisting of compounds of the formulas: (RO).sub.n R'.sub.3-n P(0) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed with said composition in an amount effective to impart said self-release property.
Claim 4
Dependent Claim
121 words
In an organic composition reactive with an organic polyisocyanate in a mold to form a molded polyurethane plastic, said composition consisting essentially of an organic polyether having at least two active hydrogen atoms reactive with said polyisocyanate, that improvement imparting the property of self-release from the cavity walls of said mold comprising an organophosphorus compound selected from the class consisting of compounds of the formulas: (RO).sub.n R'.sub.3-n P(0) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed with said composition in an amount effective to impart said self-release property.
Claim 5
Dependent Claim
14 words
A composition as claimed in claim 2 wherein the organophosphorus compound is phosphatidyl inositol.
Claim 6
Dependent Claim
13 words
A composition as claimed in claim 2 wherein the organophosphorus compound is dilaurylhydrogenphosphate.
Claim 7
Dependent Claim
13 words
A composition as claimed in claim 2 wherein the organophosphorus compound is trilaurylphosphate.
Claim 8
Dependent Claim
278 words
An organic composition reactive with an organic polyisocyanate in a mold to form a molded polyurethane plastic elastomer wherein said composition consists essentially of a mixture of: a. a polymer polyol comprising a major amount of a normally liquid polyoxyalkylene polyol that has a molecular weight of at least 1,500 and a hydroxyl number from 20 to 120 and that contains therein a minor amount of a film-forming organic polymer having a molecular weight of at least 5,000, b. an aromatic polyamine having at least two primary amine groups attached to carbon atoms of the same or different aromatic rings, at least one of such carbon atoms being adjacent to a carbon atom having a substituent other than hydrogen, c. an aromatic glycol, said composition containing from 97 to 65 parts by weight of (a) and from 3 to 35 parts by weight of (b) per 100 parts by weight of (a) and (b) and said composition containing from 1 to 35 parts by weight of (c) per 100 parts by weight of (a) and (c), with the proviso that the composition contains no more than 35 parts by weight of (b) and (c) per 100 parts by weight of (a), (b) and (c) and d. an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed in said composition in an amount effective to impart self-release properties to said elastomer.
Claim 9
Dependent Claim
278 words
An organic composition reactive with an organic polyisocyanate in a mold to form a molded polyurethane plastic elastomer wherein said composition consists essentially of a mixture of: a. a polymer polyol comprising a major amount of a normally liquid polyoxyalkylene polyol that has a molecular weight of at least 1,500 and a hydroxyl number from 20 to 120 and that contains therein a minor amount of a film-forming organic polymer having a molecular weight of at least 5,000, b. an aromatic polyamine having at least two primary amine groups attached to carbon atoms of the same or different aromatic rings, at least one of such carbon atoms being adjacent to a carbon atom having a substituent other than hydrogen, c. an aromatic glycol, said composition containing from 97 to 65 parts by weight of (a) and from 3 to 35 parts by weight of (b) per 100 parts by weight of (a) and (b) and said composition containing from 1 to 35 parts by weight of (c) per 100 parts by weight of (a) and (c), with the proviso that the composition contains no more than 35 parts by weight of (b) and (c) per 100 parts by weight of (a), (b) and (c) and d. an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed in said composition in an amount effective to impart self-release properties to said elastomer.
Claim 10
Dependent Claim
190 words
A mixture as claimed in claim 6 wherein (a) is a polymer polyol comprising a liquid polyoxypropylene triol that has terminal --OC 2 H 4 OH groups, that has a molecular weight from 2,000 to 8,400, that has a hydroxyl number from 25 to 150 and that contains therein a film-forming acrylonitile polymer having a molecular weight of at least 5,000, said polymer polyol containing 85 to 60 parts by weight of the polyol and from 15 to 40 parts by weight of the polymer per 100 parts by weight of the polymer polyol; (b) is 4,4'-methylene bis(2-chloroaniline); and (c) is the reaction product of an alkylene oxide and primary aromatic amine, said mixture containing from 97 to 85 parts by weight of (a) and from 3 to 15 parts by weight of (b) per 100 parts by weight of (a) and (b) and from 1 to 20 parts by weight of (c) per 100 parts by weight of (a) and (c), with the proviso that the mixture contains no more than 35 parts by weight of (b) and (c) per 100 parts by weight of (a), (b) and (c).
Claim 11
Dependent Claim
27 words
A composition as claimed in claim 6 containing a catalytic amount of catalyst for reacting the active hydrogen compounds with said organic polyisocyanate to produce an elastomer.
Claim 12
Dependent Claim
35 words
A composition as claimed in claim 6 containing a blowing agent in an amount sufficient to produce a cellular structure upon reaction of the active hydrogen compounds with said organic polyisocyanate to produce an elastomer.
Claim 13
Dependent Claim
13 words
A composition as claimed in claim 6 wherein said organophosphorus compound is lecithin.
Claim 14
Dependent Claim
14 words
A composition as claimed in claim 6 wherein said organophosphorus compound is phosphatidyl inositol.
Claim 15
Dependent Claim
13 words
A composition as claimed in claim 6 wherein said organophosphorus compound is dilaurylhydrogenphosphate.
Claim 16
Dependent Claim
13 words
A composition as claimed in claim 6 wherein said organophosphorus compound is trilaurylphosphate.
Claim 17
Independent Claim
113 words
A method for molding polyurethane plastics in a mold cavity having metal walls comprising inserting into the mold cavity a polyurethane reaction mixture containing an organophosphorus compound selected from the class consisting of compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, in an amount effective to impart to said mixture the property of self-release from the walls of said cavity, allowing the reaction mixture to react and releasing the resulting polyurethane from said mold.
Claim 18
Independent Claim
113 words
A method for molding polyurethane plastics in a mold cavity having metal walls comprising inserting into the mold cavity a polyurethane reaction mixture containing an organophosphorus compound selected from the class consisting of compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, in an amount effective to impart to said mixture the property of self-release from the walls of said cavity, allowing the reaction mixture to react and releasing the resulting polyurethane from said mold.
Claim 19
Independent Claim
343 words
A method for producing a cellular polyurethane-polyurea elastomer which comprises forming in a mold cavity having metal walls and curing a reaction mixture containing: a. a polymer polyol comprising a major amount of liquid polyoxyalkylene polyol that has a molecular weight of at least 1,500 and a hydroxyl number from 20 to 120 and that contains therein a minor amount of a film-forming organic polymer having a molecular weight of at least 5,000, b. an aromatic polyamine having at least two primary amine groups attached to carbon atoms of the same or different aromatic rings, at least one of such carbon atoms being adjacent to a carbon atom having a substituent other than hydrogen, c. an aromatic glycol, d. an organic polyisocyanate in an amount that provides from 0.8 to 1.3 isocyanato groups per active-hydrogen group in the reaction mixture, e. a catalytic amount of catalyst for the curing of the reaction mixture to produce the elastomer, and f. a blowing agent in an amount sufficient to produce a cellular structure in the elastomer, g. an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(0) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, said reaction mixture containing from 97 to 65 parts by weight of (a) and from 3 to 35 parts by weight of (b) per 100 parts by weight of (a) and (b) and said reaction mixture containing from 1 to 35 parts by weight of (c) per 100 parts by weight of (a) and (c), with the proviso that the reaction mixture contains no more than 35 parts by weight of (b) and (c) per 100 parts by weight of (a), (b) and (c) and said reaction mixture containing (g) in an amount effective to impart to said elastomer the property of self-release from the walls of said mold cavity.
Claim 20
Independent Claim
343 words
A method for producing a cellular polyurethane-polyurea elastomer which comprises forming in a mold cavity having metal walls and curing a reaction mixture containing: a. a polymer polyol comprising a major amount of liquid polyoxyalkylene polyol that has a molecular weight of at least 1,500 and a hydroxyl number from 20 to 120 and that contains therein a minor amount of a film-forming organic polymer having a molecular weight of at least 5,000, b. an aromatic polyamine having at least two primary amine groups attached to carbon atoms of the same or different aromatic rings, at least one of such carbon atoms being adjacent to a carbon atom having a substituent other than hydrogen, c. an aromatic glycol, d. an organic polyisocyanate in an amount that provides from 0.8 to 1.3 isocyanato groups per active-hydrogen group in the reaction mixture, e. a catalytic amount of catalyst for the curing of the reaction mixture to produce the elastomer, and f. a blowing agent in an amount sufficient to produce a cellular structure in the elastomer, g. an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(0) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, said reaction mixture containing from 97 to 65 parts by weight of (a) and from 3 to 35 parts by weight of (b) per 100 parts by weight of (a) and (b) and said reaction mixture containing from 1 to 35 parts by weight of (c) per 100 parts by weight of (a) and (c), with the proviso that the reaction mixture contains no more than 35 parts by weight of (b) and (c) per 100 parts by weight of (a), (b) and (c) and said reaction mixture containing (g) in an amount effective to impart to said elastomer the property of self-release from the walls of said mold cavity.
Claim 21
Dependent Claim
34 words
Method as claimed in claim 15 wherein said organophosphorus compound is lecithin and it is present in an amount of 0.25 to 10% by weight based on the total weight of (a) through (g).
Claim 22
Dependent Claim
32 words
Method as claimed in claim 15 wherein said organophosphorus compound is phosphatidyl inositol present in an amount of 0.25 to 10% by weight based on the total weight of (a) through (g).
Claim 23
Dependent Claim
9 words
An elastomer produced by the process of claim 15.
Claim 24
Dependent Claim
157 words
In a method for producing a molded polyurethane plastic wherein a stream containing an organic polyisocyanate and a stream containing an organic polyether having at least two active hydrogen atoms reactive with said polyisocyanate are impinged against one another to intimately mix same and then are introduced into a mold cavity having metal walls where the resulting mixture is cured to form said molded polyurethane, that improvement providing to said molded polyurethane the property of self-release from the cavity walls of said mold comprising mixing with one of said streams an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3 in an amount effective to impact said self-release property.
Claim 25
Dependent Claim
157 words
In a method for producing a molded polyurethane plastic wherein a stream containing an organic polyisocyanate and a stream containing an organic polyether having at least two active hydrogen atoms reactive with said polyisocyanate are impinged against one another to intimately mix same and then are introduced into a mold cavity having metal walls where the resulting mixture is cured to form said molded polyurethane, that improvement providing to said molded polyurethane the property of self-release from the cavity walls of said mold comprising mixing with one of said streams an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.n R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3 in an amount effective to impact said self-release property.
Claim 26
Dependent Claim
146 words
An organic composition reactive with an organic polyisocyanate in a mold to form a molded polyurethane plastic, said composition containing: a. an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.3 R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed in said composition in an amount effective to impart self-release properties to said elastomer, and b. a polymer polyol comprising a major amount of a normally liquid polyoxyalkylene polyol that has a molecular weight of at least 1,500 and a hydroxyl number from 20 to 120 and that contains therein a minor amount of a film-forming organic polymer having a molecular weight of at least 5,000.
Claim 27
Dependent Claim
146 words
An organic composition reactive with an organic polyisocyanate in a mold to form a molded polyurethane plastic, said composition containing: a. an organophosphorus compound selected from the class consisting of phosphatides and compounds of the formulas: (RO).sub.n R'.sub.3-n P(O) and (RO).sub.3 R'.sub.3-n P wherein R is a monovalent hydrocarbon group of at least 8 carbon atoms, R' is selected from the class consisting of hydrogen, hydroxyl and monovalent hydrocarbon groups, and n is an integer of 1 to 3, mixed in said composition in an amount effective to impart self-release properties to said elastomer, and b. a polymer polyol comprising a major amount of a normally liquid polyoxyalkylene polyol that has a molecular weight of at least 1,500 and a hydroxyl number from 20 to 120 and that contains therein a minor amount of a film-forming organic polymer having a molecular weight of at least 5,000.
Claim 28
Dependent Claim
15 words
A composition as claimed in claim 20 wherein the organophosphorus compound of (a) is lecithin.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-16 | 1980-11-15 | 1981-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-16 | 1984-11-15 | 1985-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-16 | 1988-11-15 | 1989-05-17 | $7700.00 | Window Closed / Lapsed |