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US4299945A
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Thermoplastic polyamide imide copolymers and method of preparation
Assignee: Toray Industries Inc
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Filing: 1980-03-25
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Granted: 1981-11-10
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Expires: 2000-03-25
Abstract
Abstract Thermoplastic polyamide imide copolymers are provided which are excellent in both heat stability and melt viscosity characteristics at a temperature of from about 300° C. to about 400° C., and method of preparation.
Inventors
- 👤 Toshihiko Aya
- 👤 Takashi Sasagawa
- 👤 Sho Kadoi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 09:57
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/14
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
136 words
As a composition of matter, a copolymer consisting of: Unit A having the formula ##STR37## in an amount of about 50 mole %, Unit B having the formula ##STR38## in an amount of from about 15-48 mole %, and Unit C having the formula ##STR39## in an amount of from about 35-2 mole %, wherein Z is a trivalent aromatic group having two of its three carbonyl groups attached to adjacent carbon atoms, a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms, R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, c is an integer from 1 to 25, and X is a member selected from the group consisting of --SO 2 --, ##STR40##
Claim 2
Dependent Claim
136 words
As a composition of matter, a copolymer consisting of: Unit A having the formula ##STR37## in an amount of about 50 mole %, Unit B having the formula ##STR38## in an amount of from about 15-48 mole %, and Unit C having the formula ##STR39## in an amount of from about 35-2 mole %, wherein Z is a trivalent aromatic group having two of its three carbonyl groups attached to adjacent carbon atoms, a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms, R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, c is an integer from 1 to 25, and X is a member selected from the group consisting of --SO 2 --, ##STR40##
Claim 3
Dependent Claim
21 words
The copolymer of claim 1 wherein Z of Unit A has the structure ##STR41## and Unit C has the structure ##STR42##
Claim 4
Dependent Claim
21 words
The copolymer of claim 1 wherein Z of Unit A has the structure ##STR43## and Unit B has the structure ##STR44##
Claim 5
Dependent Claim
27 words
The copolymer of claim 1 wherein Z of Unit A has the structure ##STR45## Unit B has the structure ##STR46## and Unit C has the structure ##STR47##
Claim 6
Dependent Claim
41 words
The copolymer of claim 1 wherein Unit A is in an amount of 50 mole %, Unit B is in an amount of from about 25-45 mole %, and Unit C is in an amount of from about 25-5 mole %.
Claim 7
Independent Claim
196 words
A method of producing thermoplastic polyamide imide copolymers which comprises heat polymerization of aromatic diamino compounds and an aromatic tribasic carboxylic acid compound having two carboxyl groups attached to adjacent carbon atoms and/or derivative thereof, in an organic polar solvent in the presence of a dehydrating catalyst, wherein said aromatic diamino compounds are composed of from about 30 to about 95 mole % of one or more than two kinds of diamines having the formula (I) ##STR48## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR49## wherein b is 0, 1, 2, 3 or 4, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR50## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro.
Claim 8
Independent Claim
196 words
A method of producing thermoplastic polyamide imide copolymers which comprises heat polymerization of aromatic diamino compounds and an aromatic tribasic carboxylic acid compound having two carboxyl groups attached to adjacent carbon atoms and/or derivative thereof, in an organic polar solvent in the presence of a dehydrating catalyst, wherein said aromatic diamino compounds are composed of from about 30 to about 95 mole % of one or more than two kinds of diamines having the formula (I) ##STR48## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR49## wherein b is 0, 1, 2, 3 or 4, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR50## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro.
Claim 9
Dependent Claim
18 words
The method according to claim 6, wherein the polymerization temperature is from about 150° to about 350° C.
Claim 10
Dependent Claim
49 words
The method according to claim 6, wherein said organic polar solvent is selected from the group consisting of an N-substituted lactam having the formula ##STR51## and a phenol of 6-18 carbon atoms, wherein R is alkyl of 6-8 carbon atoms, and n is an integer from 3 to 11.
Claim 11
Dependent Claim
47 words
The method according to claim 5, wherein the polymerization reaction progresses with an initial concentration of reactants in the total mixture of from about 45-90% by weight, and then diluting said mixture with said solvent to less than 45% by weight of the concentration of the reactants.
Claim 12
Dependent Claim
25 words
The method according to claim 6 wherein said dehydrating catalyst is selected from the group consisting of trivalent or pentavalent inorganic or organic phosphorus compounds.
Claim 13
Independent Claim
211 words
A method of producing a thermoplastic polyamide imide composition which comprises the steps of (1) reacting 0.9-1.1 mole of a mixture of diamines composed of from about 30-95 mole % of one or more than two kinds of diamines having the formula (I) ##STR52## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR53## wherein b is 0, 1, 2, 3 or 4, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR54## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 1mole of trimellitic anhydride acid chloride in an organic polar solvent at a temperature of from -20° C. to 80° C., subsequently adding more than 0.9 mole of a hydrochloride scavenger to produce polyamide-amic acid and (2) ring closing the said polyamide-amic acid by the removal of water.
Claim 14
Independent Claim
211 words
A method of producing a thermoplastic polyamide imide composition which comprises the steps of (1) reacting 0.9-1.1 mole of a mixture of diamines composed of from about 30-95 mole % of one or more than two kinds of diamines having the formula (I) ##STR52## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR53## wherein b is 0, 1, 2, 3 or 4, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR54## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 1mole of trimellitic anhydride acid chloride in an organic polar solvent at a temperature of from -20° C. to 80° C., subsequently adding more than 0.9 mole of a hydrochloride scavenger to produce polyamide-amic acid and (2) ring closing the said polyamide-amic acid by the removal of water.
Claim 15
Dependent Claim
29 words
The method according to claim 11, wherein said diamine (I) is from about 50-90 mole % of ##STR55## and diamine (II) is from about 50-10 mole % of ##STR56##
Claim 16
Dependent Claim
29 words
The method according to claim 11, wherein said organic polar solvent is one or more than two selected from the group consisting of N-methyl pyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide and phenols.
Claim 17
Dependent Claim
26 words
The method according to claim 11, wherein ring closure of said polyamide-amic acid is at a temperature of from about 150° C. to about 350° C.
Claim 18
Dependent Claim
212 words
A thermoplastic polyamide imide copolymer made according to the method which comprises the steps of (1) reacting 0.9-1.1 mole of a mixture of diamines composed of from about 30-95 mole % of one or more than two kinds of diamines having the formula (I) ##STR57## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR58## wherein b is 0, 1, 2, 3 or 4, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR59## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 1mole of trimellitic anhydride acid chloride in an organic polar solvent at a temperature of from -20° C. to 80° C., subsequently adding more than 0.9 mole of a hydrochloride scavenger to produce polyamide-amic acid and (2) ring closing the said polyamide-amic acid by the removal of water.
Claim 19
Dependent Claim
212 words
A thermoplastic polyamide imide copolymer made according to the method which comprises the steps of (1) reacting 0.9-1.1 mole of a mixture of diamines composed of from about 30-95 mole % of one or more than two kinds of diamines having the formula (I) ##STR57## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR58## wherein b is 0, 1, 2, 3 or 4, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR59## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 1mole of trimellitic anhydride acid chloride in an organic polar solvent at a temperature of from -20° C. to 80° C., subsequently adding more than 0.9 mole of a hydrochloride scavenger to produce polyamide-amic acid and (2) ring closing the said polyamide-amic acid by the removal of water.
Claim 20
Dependent Claim
189 words
A thermoplastic polyamide imide copolymer made according to the method which comprises heat polymerization of aromatic diamino compounds and an aromatic tribasic carboxylic acid compound having two carboxyl groups attached to adjacent carbon atoms and/or derivative thereof, in an organic polar solvent in the presence of a dehydrating catalyst, wherein said aromatic diamino compounds are composed of one or more than two kinds of diamines having the formula (I) ##STR60## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR61## wherein b is 0, 1, 2, 3 or 5, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR62## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro.
Claim 21
Dependent Claim
189 words
A thermoplastic polyamide imide copolymer made according to the method which comprises heat polymerization of aromatic diamino compounds and an aromatic tribasic carboxylic acid compound having two carboxyl groups attached to adjacent carbon atoms and/or derivative thereof, in an organic polar solvent in the presence of a dehydrating catalyst, wherein said aromatic diamino compounds are composed of one or more than two kinds of diamines having the formula (I) ##STR60## wherein a is 0 or 1, b is 0, 1, 2, 3 or 4, R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro, and 7- 5mole % of one or more than two kinds of diamines having the formula (II) ##STR61## wherein b is 0, 1, 2, 3 or 5, c is an integer from 1 to 25, X is a member selected from the group consisting of --SO 2 --, ##STR62## R 1 is alkyl having 1-4 carbon atoms, and R 2 is a substituent selected from the group consisting of alkyl of 1-4 carbon atoms, halo and nitro.
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) | 1984-11-09 | 1985-05-11 | 1985-11-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-09 | 1989-05-11 | 1989-11-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-09 | 1993-05-11 | 1993-11-10 | $7700.00 | Window Closed / Lapsed |