US4169196A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for improving thermoplastic polyurethanes
Assignee: Pharmacia and Upjohn Co
•
Filing: 1977-10-14
•
Granted: 1979-09-25
•
Expires: 1997-10-14
Abstract
Abstract An improved process for the preparation of thermoplastic polyurethane elastomers by a one-shot reaction of an organic diisocyanate, a polymeric diol, and a diol extender is disclosed wherein the diol components, either singly or together, are treated with a trivalent phosphorus compound prior to their reaction with the diisocyanate in the presence of a stannous tin urethane catalyst. The process when carried out with pure urethane grade diol components results in very efficient catalysis which in turn requires lower levels of stannous tin catalyst than would otherwise be employed. Moreover, the process can be carried out with diol components that are not urethane grade materials but which are contaminated by high levels of peroxidic impurities and which materials would otherwise be useless for the preparation of high grade elastomer products.
Inventors
- 👤 Benjamin S. Ehrlich
- 👤 Curtis P. Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 01:16
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/65; C08G18/66; C08G18/6603; C08G18/6607; C08G18/08; C08G18/16; C08G18/161; C08G18/22; C08G18/24; C08K; C08K5/00; C08K5/49; C08K5/51
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
138 words
A process for the preparation of a non-cellular thermoplastic polyurethane elastomer characterized by good heat and color stability comprising the steps of: A. heating and degassing a mixture comprising: (i) a polymeric diol having a molecular weight in the range of 500 to 3000; (ii) an aliphatic diol having from 2 to 6 carbon atoms inclusive; and (iii) a minor amount of phosphorus compound having the formula PX 3 wherein each X is a radical independently selected from the group consisting of aryl, aryloxy, and lower alkoxy, and thereafter B. reacting a sufficient amount of the mixture derived from (A) with 4,4'-methylenebis(phenyl isocyanate) in the presence of reduced amounts of a stannous tin catalyst so that the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is within the range of 0.95:1 to 1.10:1.
Claim 2
Dependent Claim
138 words
A process for the preparation of a non-cellular thermoplastic polyurethane elastomer characterized by good heat and color stability comprising the steps of: A. heating and degassing a mixture comprising: (i) a polymeric diol having a molecular weight in the range of 500 to 3000; (ii) an aliphatic diol having from 2 to 6 carbon atoms inclusive; and (iii) a minor amount of phosphorus compound having the formula PX 3 wherein each X is a radical independently selected from the group consisting of aryl, aryloxy, and lower alkoxy, and thereafter B. reacting a sufficient amount of the mixture derived from (A) with 4,4'-methylenebis(phenyl isocyanate) in the presence of reduced amounts of a stannous tin catalyst so that the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is within the range of 0.95:1 to 1.10:1.
Claim 3
Dependent Claim
20 words
A process according to claim 1 wherein said polymeric diol is a polyester diol and said diol extender is 1,4-butanediol.
Claim 4
Dependent Claim
20 words
A process according to claim 1 wherein said polymeric diol is a polyalkyleneoxy diol and said diol extender is 1,4-butanediol.
Claim 5
Dependent Claim
16 words
A process according to claim 1 wherein X in said phosphorus compound is an aryloxy radical.
Claim 6
Dependent Claim
14 words
A process according to claim 1 wherein said stannous tin catalyst is stannous octoate.
Claim 7
Dependent Claim
96 words
A process for the preparation of a non-cellular thermoplastic polyurethane elastomer characterized by good heat and color stability comprising the steps of: A. heating and degassing a mixture comprising: (i) a polypropyleneoxypolyethyleneoxy diol having a molecular weight of about 2000; (ii) 1,4-Butanediol; and (iii) a minor amount of triphenyl phosphite, and thereafter B. reacting a sufficient amount of the mixture derived from (A) with 4,4'-methylenebis(phenyl isocyanate) in the presence of a reduced catalytic amount of stannous octoate so that the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is about 1.01.
Claim 8
Dependent Claim
96 words
A process for the preparation of a non-cellular thermoplastic polyurethane elastomer characterized by good heat and color stability comprising the steps of: A. heating and degassing a mixture comprising: (i) a polypropyleneoxypolyethyleneoxy diol having a molecular weight of about 2000; (ii) 1,4-Butanediol; and (iii) a minor amount of triphenyl phosphite, and thereafter B. reacting a sufficient amount of the mixture derived from (A) with 4,4'-methylenebis(phenyl isocyanate) in the presence of a reduced catalytic amount of stannous octoate so that the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is about 1.01.
Claim 9
Dependent Claim
88 words
A process for the preparation of a thermoplastic polyurethane elastomer comprising the steps of: A. heating and degassing a mixture comprising: (i) a polycaprolactone diol having a molecular weight of about 2000; (ii) 1,4-butanediol; and (iii) a minor amount of triphenyl phosphite, and thereafter B. reacting a sufficient amount of the mixture derived from (A) with 4,4'-methylenebis(phenyl isocyanate) in the presence of a reduced catalytic amount of stannous octoate so that the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is about 1.01.
Claim 10
Dependent Claim
88 words
A process for the preparation of a thermoplastic polyurethane elastomer comprising the steps of: A. heating and degassing a mixture comprising: (i) a polycaprolactone diol having a molecular weight of about 2000; (ii) 1,4-butanediol; and (iii) a minor amount of triphenyl phosphite, and thereafter B. reacting a sufficient amount of the mixture derived from (A) with 4,4'-methylenebis(phenyl isocyanate) in the presence of a reduced catalytic amount of stannous octoate so that the overall ratio of equivalents of isocyanate to equivalents of active hydrogen containing materials is about 1.01.
References Cited (Backward Citations)
US3240730A
Cited
US3392153A
Cited
US3392128A
Cited
US3398106A
Cited
US3205269A
Cited
US3642964A
Cited
NL7511697A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-09-24 | 1983-03-26 | 1983-09-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-09-24 | 1987-03-26 | 1987-09-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-09-24 | 1991-03-26 | 1991-09-25 | $7700.00 | Window Closed / Lapsed |