US4342841A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyamide polyurethane prepared by reaction of polyisocyanate with a 1,1-diamino ethylene
Assignee: Dow Chemical Co
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Filing: 1981-08-14
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Granted: 1982-08-03
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Expires: 2001-08-14
Abstract
Abstract Polyamide polyurethane polymers are disclosed that are derived from the reaction of (A) an organic polyisocyanate; (B) at least one organic polyol; and (C) a ketene-aminal having the formula ##STR1## wherein R 1 , R 2 , R 3 , and R 4 , when taken separately, are independently selected from the group consisting of lower alkyl, aralkyl, and cycloalkyl and, when taken together as R 1 with R 2 and R 3 with R 4 with the respective nitrogen atoms to which they are attached, represent independently heterocyclic groups having from 5 to 7 ring atoms, wherein the equivalent proportions of said polyol component (B) to said ketene-aminal component (C) fall within the range of about 1:4 to about 1:80 and the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is within the range of about 0.95:1 to 6:1. The polymers find particular utility in the preparation of RIM parts which parts have essentially attained their optimum physical properties without the need of a thermal curing step.
Inventors
- 👤 Louis M. Alberino
- 👤 Dale F. Regelman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 13:34
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/675; C08G18/677; C08G18/678; C08G2120/00
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
147 words
A polyamide polyurethane which comprises the product of reaction of A. an organic polyisocyanate; B. at least one organic polyol; and C. a ketene-aminal having the formula ##STR5## wherein R 1 , R 2 , R 3 , and R 4 , when taken separately, are independently selected from the group consisting of lower alkyl, aralkyl, and cycloalkyl and, when taken together as R 1 with R 2 and R 3 with R 4 with the respective nitrogen atoms to which they are attached, represent independently a heterocyclic group having from 5 to 7 ring atoms wherein the equivalent proportions of said polyol component (B) to said ketene-aminal component (C) fall within the range of about 1:4 to about 1:80 and the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is within the range of about 0.95:1 to 6:1.
Claim 2
Dependent Claim
147 words
A polyamide polyurethane which comprises the product of reaction of A. an organic polyisocyanate; B. at least one organic polyol; and C. a ketene-aminal having the formula ##STR5## wherein R 1 , R 2 , R 3 , and R 4 , when taken separately, are independently selected from the group consisting of lower alkyl, aralkyl, and cycloalkyl and, when taken together as R 1 with R 2 and R 3 with R 4 with the respective nitrogen atoms to which they are attached, represent independently a heterocyclic group having from 5 to 7 ring atoms wherein the equivalent proportions of said polyol component (B) to said ketene-aminal component (C) fall within the range of about 1:4 to about 1:80 and the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is within the range of about 0.95:1 to 6:1.
Claim 3
Dependent Claim
15 words
A polyamide polyurethane according to claim 1 wherein said polyisocyanate (A) comprises an aromatic polyisocyanate.
Claim 4
Dependent Claim
44 words
A polyamide polyurethane according to claim 1 wherein in said ketene-aminal R 1 with R 2 and R 3 with R 4 with the respective nitrogen atoms to which they are attached form the same heterocyclic groups having from 5 to 7 ring atoms.
Claim 5
Dependent Claim
12 words
A polyamide polyurethane according to claim 3 wherein said ketene-aminal comprises 1,1-bis(N-piperidinyl)ethylene.
Claim 6
Dependent Claim
12 words
A polyamide polyurethane according to claim 3 wherein said ketene-aminal comprises 1,1-bis(N-morpholinyl)ethylene.
Claim 7
Dependent Claim
34 words
A polyamide polyurethane according to claim 1 wherein the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is within the range of about 0.95:1 to 1.10:1.
Claim 8
Dependent Claim
36 words
A polyamide polyurethane according to claim 1 wherein the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is at least 1.10:1 and an isocyanate trimerization catalyst is present.
Claim 9
Dependent Claim
86 words
A polyamide polyurethane according to claim 1 wherein there is also present a difunctional extender having a molecular weight falling within a range of from about 60 to about 400 and the extender is present within a weight range of from about 5 to about 95 percent by weight of the combined weight of ketene-aminal and said extender and that the equivalent proportions of said extender are included with (C) in calculating the range of equivalent proportions of (B) to (C) set forth in claim 1.
Claim 10
Dependent Claim
13 words
A polyamide polyurethane according to claim 8 wherein said extender is a diol.
Claim 11
Dependent Claim
14 words
A polyamide polyurethane according to claim 8 wherein said extender is an aromatic diamine.
Claim 12
Dependent Claim
27 words
A polyamide polyurethane according to claim 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 wherein said reaction is carried out in an organic solvent.
Claim 13
Dependent Claim
140 words
A polyamide polyurethane which comprises the product of reaction of A. an aromatic polyisocyanate; B. at least one polyol having a molecular weight of from about 1500 to about 8000 and a primary hydroxyl functionality of from about 2 to about 4; C. a ketene-aminal as set forth in claim 1 wherein R 1 with R 2 and R 3 with R 4 with the respective nitrogen atoms to which they are attached form the same heterocyclic groups having from 5 to 7 ring atoms; and D. a urethane catalyst, wherein the equivalent proportions of said polyol component (B) to said component (C) fall within the range of about 1:5 to about 1:40 and the ratio of equivalents of said isocyanate to total equivalents of isocyanate reactive ingredients (B) plus (C) is within the range of about 0.95:1 to 3:1.
Claim 14
Dependent Claim
26 words
A polyamide polyurethane according to claim 12 wherein said polyisocyanate comprises a carbodiimide-containing methylenebis(phenyl isocyanate) having an isocyanate equivalent weight of about 130 to about 180.
Claim 15
Dependent Claim
20 words
A polyamide polyurethane according to claim 12 wherein said polyol (B) comprises a polyoxypropylene-polyoxyethylene triol of molecular weight about 6000.
Claim 16
Dependent Claim
34 words
A polyamide polyurethane product according to claim 12 wherein the ratio of equivalents of isocyanate to said polyol (B) plus said component (C) is at least 1.0:1 and an isocyanate trimerization catalyst is present.
Claim 17
Dependent Claim
30 words
A polyamide polyurethane according to claim 12 wherein the equivalent proportions of said polyol component (B) to said component (C) fall within the range of about 1:5 to about 1:20.
Claim 18
Dependent Claim
18 words
A polyamide polyurethane according to claim 12, 13, 14, 15, or 16 wherein said component (C) is 1,1-bis(N-morpholinyl)ethylene.
Claim 19
Dependent Claim
14 words
A polyamide polyurethane according to claim 12 prepared by the reaction injection molding method.
References Cited (Backward Citations)
US2948691A
Cited
US4218543A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-08-02 | 1986-02-01 | 1986-08-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-02 | 1990-02-01 | 1990-08-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-02 | 1994-02-01 | 1994-08-03 | $7700.00 | Window Closed / Lapsed |