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US4087481A
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Amorphous copolyamide from aliphatic/aromatic dicarboxylic acid and arylene diisocyanate mixture
Assignee: Pharmacia and Upjohn Co
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Filing: 1977-01-21
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Granted: 1978-05-02
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Expires: 1997-01-21
Abstract
Abstract Novel copolyamides having the recurring unit <IMAGE> are disclosed wherein, in about 30 percent to about 60 percent of the recurring units, R is -CH2)x wherein x is an integer from 7 to 12 inclusive, and, in about 40 percent to about 70 percent of the recurring units, R is m-phenylene; Ar in about 70 percent to about 95 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 5 to 30 percent is a tolylene radical; and provided that when at least about 50 percent of R is m-phenylene Ar is at least 10 percent tolylene and further provided that said tolylene radicals are present in said copolyamide substantially as polyamide blocks with at least said m-phenylene radicals.
Inventors
- 👤 Kemal B. Onder
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 14:11
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/34; C08G18/341; C08G18/70; C08G18/72; C08G18/74; C08G18/76; C08G18/7607; C08G69/00; C08G69/02; C08G69/26; C08G69/265; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31725
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
127 words
A solid copolyamide consisting essentially of the recurring unit ##STR15## wherein, in about 30 percent to about 60 percent of the recurring units, R is --CH 2 ) x wherein x represents an integer from 7 to 12 inclusive and in about 40 percent to about 70 percent of the recurring units R is m-phenylene, and Ar in about 70 percent to about 95 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 5 to 30 percent is a tolylene radical having the formula ##STR16## and provided that when R is at least 50 percent m-phenylene Ar is at least 10 percent tolylene and further provided that said tolylene radicals are present in said copolyamide substantially as polyamide blocks with at least said m-phenylene radicals.
Claim 2
Dependent Claim
127 words
A solid copolyamide consisting essentially of the recurring unit ##STR15## wherein, in about 30 percent to about 60 percent of the recurring units, R is --CH 2 ) x wherein x represents an integer from 7 to 12 inclusive and in about 40 percent to about 70 percent of the recurring units R is m-phenylene, and Ar in about 70 percent to about 95 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 5 to 30 percent is a tolylene radical having the formula ##STR16## and provided that when R is at least 50 percent m-phenylene Ar is at least 10 percent tolylene and further provided that said tolylene radicals are present in said copolyamide substantially as polyamide blocks with at least said m-phenylene radicals.
Claim 3
Dependent Claim
36 words
A copolyamide according to claim 1 wherein R is --CH 2 ) x in from about 40 percent to about 50 percent of the recurring units and m-phenylene in the remaining 50 percent to 60 percent.
Claim 4
Dependent Claim
13 words
A copolyamide according to claim 1 wherein x = 7 to 10 inclusive.
Claim 5
Dependent Claim
108 words
A solid copolyamide consisting essentially of the recurring unit ##STR17## wherein, in about 40 percent to about 50 percent of the recurring units, R is --CH 2 ) x wherein x represents an integer from 7 to 10 inclusive and in about 50 percent to about 60 percent of the recurring units R is m-phenylene, and Ar in about 70 percent to about 90 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 10 to 30 percent is a tolylene radical having the formula ##STR18## and provided that said tolylene radicals are present in said copolyamide substantially as polyamide blocks with at least said m-phenylene radicals.
Claim 6
Dependent Claim
108 words
A solid copolyamide consisting essentially of the recurring unit ##STR17## wherein, in about 40 percent to about 50 percent of the recurring units, R is --CH 2 ) x wherein x represents an integer from 7 to 10 inclusive and in about 50 percent to about 60 percent of the recurring units R is m-phenylene, and Ar in about 70 percent to about 90 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 10 to 30 percent is a tolylene radical having the formula ##STR18## and provided that said tolylene radicals are present in said copolyamide substantially as polyamide blocks with at least said m-phenylene radicals.
Claim 7
Dependent Claim
61 words
A copolyamide according to claim 4 wherein R is --CH 2 ) 7 in about 50 percent of the recurring units and m-phenylene in the remaining 50 percent and Ar in about 90 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 10 percent is 2,4-tolylene and said tolylene radicals are present as polyamide blocks with said m-phenylene radicals.
Claim 8
Dependent Claim
61 words
A copolyamide according to claim 4 wherein R is --CH 2 ) 7 in about 50 percent of the recurring units and m-phenylene in the remaining 50 percent and Ar in about 85 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 15 percent is 2,4-tolylene and said tolylene radicals are present as polyamide blocks with said m-phenylene radicals.
Claim 9
Dependent Claim
61 words
A copolyamide according to claim 4 wherein R is --CH 2 ) 7 in about 40 percent of the recurring units and m-phenylene in the remaining 60 percent and Ar in about 80 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 20 percent is 2,4-tolylene and said tolylene radicals are present as polyamide blocks with said m-phenylene radicals.
Claim 10
Dependent Claim
68 words
A copolyamide according to claim 4 wherein R is --CH 2 ) 7 in about 50 percent of the recurring units and m-phenylene in the remaining 50 percent and Ar in about 80 percent of the recurring units is 4,4'-methylenebis(phenylene) and in the remaining 20 percent is 2,4-tolylene and said tolylene radicals are present as copolyamide blocks with said m-phenylene radicals and said --CH 2 ) 7 radicals.
Claim 11
Dependent Claim
164 words
A process for the preparation of a copolyamide as defined in claim 1 said process comprising bringing together under anhydrous conditions and in an inert solvent, A. a dicarboxylic acid HOOC-R-COOH comprising a mixture of, (i) from about 0.30 mole to about 0.60 mole of a dicarboxylic acid wherein R represents --CH 2 ) x wherein x represents an integer from 7 to 12 inclusive, and (ii) from about 0.40 mole to about 0.70 mole of isophthalic acid; and B. a diisocyanate OCN-Ar-NCO comprising a mixture of, (i) from about 0.70 mole to about 0.95 mole of 4,4'-methylenebis(phenylisocyanate), and (ii) from about 0.05 mole to about 0.30 mole of a tolylene diisocyanate wherein Ar has the formula ##STR19## provided that when the dicarboxylic acid (A) is at least 0.50 mole of isophthalic acid, and diisocyanate (B) is at least 0.10 mole of said tolylene diisocyanate and further provided that said tolylene diisocyanate is reacted in a first step with at least said isophthalic acid.
Claim 12
Dependent Claim
152 words
A process for the preparation of a copolyamide as defined in claim 4 said process comprising bringing together under anhydrous conditions and in an inert solvent A. a dicarboxylic acid HOOC-R-COOH comprising a mixture of, (i) from about 0.40 mole to about 0.50 mole of a dicarboxylic acid wherein R is --CH 2 ) x , wherein x represents an integer from 7 to 10 inclusive, and (ii) from about 0.50 mole to about 0.60 mole of isophthalic acid; and B. a diisocyanate OCN-Ar-NCO comprising a mixture of, (i) from about 0.70 mole to about 0.90 mole of 4,4'-methylenebis(phenylisocyanate), and (ii) from about 0.10 mole to about 0.30 mole of a tolylene diisocyanate wherein Ar has the formula ##STR20## and provided that said tolylene diisocyanate is reacted in a first step with at least said isophthalic acid; and C. a catalyst for the reaction of an organic isocyanate with a carboxylic acid.
Claim 13
Dependent Claim
11 words
A process according to claim 10 wherein said solvent is tetramethylenesulfone.
Claim 14
Dependent Claim
63 words
A process according to claim 11 wherein said catalyst is 1,3-dimethyl-3-phospholene-1-oxide and wherein the dicarboxylic acid (A) comprises about 0.50 mole of azelaic acid and about 0.50 mole of isophthalic acid and the diisocyanate (B) comprises about 0.90 mole of 4,4'-methylenebis(phenylisocyanate) and about 0.10 mole of 2,4-tolylene diisocyanate and provided said 2,4-tolylene diisocyanate is reacted in a first step with said isophthalic acid.
Claim 15
Dependent Claim
58 words
A process according to claim 11 wherein said catalyst is 1,3-dimethyl-3-phospholene-1-oxide and wherein (A) comprises about 0.50 mole of azelaic acid and about 0.50 mole of isophthalic acid and (B) comprises about 0.85 mole of 4,4'-methylenebis(phenylisocyanate) and about 0.15 mole of 2,4-tolylene diisocyanate and provided said 2,4-tolylene diisocyanate is reacted in a first step with said isophthalic acid.
Claim 16
Dependent Claim
58 words
A process according to claim 11 wherein said catalyst is 1,3-dimethyl-3-phospholene-1-oxide and wherein (A) comprises about 0.40 mole of azelaic acid and about 0.60 mole of isophthalic acid and (B) comprises about 0.80 mole of 4,4'-methylenebis(phenylisocyanate) and about 0.20 mole of 2,4-tolylene diisocyanate and provided said 2,4-tolylene diisocyanate is reacted in a first step with said isophthalic acid.
Claim 17
Dependent Claim
62 words
A process according to claim 11 wherein said catalyst is 1,3-dimethyl-3-phospholene-1-oxide and wherein (A) comprises about 0.50 mole of azelaic acid and about 0.50 mole of isophthalic acid and (B) comprises about 0.80 mole of 4,4'-methylenebis(phenylisocyanate) and about 0.20 mole of 2,4-tolylene diisocyanate and provided said 2,4-tolylene diisocyanate is reacted in a first step with said azelaic acid and said isophthalic acid.
References Cited (Backward Citations)
US4018746A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-01 | 1981-10-31 | 1982-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-01 | 1985-10-31 | 1986-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-01 | 1989-10-31 | 1990-05-02 | $7700.00 | Window Closed / Lapsed |