US4113737A
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Polyamines with imide groups
Assignee: Rhone Poulenc SA
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Filing: 1972-10-16
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Granted: 1978-09-12
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Expires: 1992-10-16
Abstract
Abstract Polyamines possessing imide groups are obtained by heating at least one unsaturated polyimide of the general formula: ##STR1## WITH AT LEAST ONE POLYAMINE OF THE GENERAL FORMULA: Z(NH.sub.2).sub.b in which a and b each independently represents a number ranging from 2 to 6, Y represents an organic radical of valency a and Z represents an organic radical of valency b, in amounts such that the ratio of the number of NH 2 groups introduced by the polyamine to the number of imide groups introduced by the polyimide is greater than 1 and at most equal to 5. These polyamines are useful for curing epoxy resins.
Inventors
- 👤 Maurice Balme
- 👤 Max Gruffaz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 10:08
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/34; C07D207/36; C07D207/40; C07D207/416; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4042; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/121; C08L; C08L63/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
278 words
A polyamine obtained by heating at least one unsaturated polyimide of the formula: ##STR22## with at least one polyamine of the formula: Z(NH.sub.2).sub.b in bulk at a temperature sufficient to initiate a reaction, said temperature being between 50° and 200° C., in which a and b each independently represents a number ranging from 2 to 4 corresponding to the valency of Y and Z, respectively, Y and Z, which may be identical or different represents either: a divalent organic radical which is a straight or branched chain alkylene radical with less than 13 carbon atoms, a phyenylene radical or cyclohexylene radical, a radical of one of the formulae: ##STR23## wherein n represents an integer from 1 to 3, or a plurality of phenylene or cyclohexylene radicals joined to one another either by a valency bond or by a group which is one of the following --O--, --S--, an alkylene group with 1 to 3 carbon atoms, --CO--, --SO 2 --, --CONH--, --COO--, --P(O)R 1 --, --CONH--X--NHCO--, ##STR24## wherein R 1 represents a hydrogen atom, an alkyl radical with 1 to 4 carbon atoms, phenyl or cyclohexyl and X represents an alkylene radical with less than 13 carbon atoms, the phenylene or cyclohexylene radical being unsubstituted or substituted by methyl groups; or a 2 to 4 valent radical of formula: ##STR25## in which x is a number from 0.1 to 2, A and B, which may be identical or different, represents a hydrogen atom, a methyl group or a chlorine atom, the ratio of the number of NH 2 groups introduced by the polyamine to the number of imide groups introduced by the polyimide being from 1.05 to 2.
Claim 2
Dependent Claim
278 words
A polyamine obtained by heating at least one unsaturated polyimide of the formula: ##STR22## with at least one polyamine of the formula: Z(NH.sub.2).sub.b in bulk at a temperature sufficient to initiate a reaction, said temperature being between 50° and 200° C., in which a and b each independently represents a number ranging from 2 to 4 corresponding to the valency of Y and Z, respectively, Y and Z, which may be identical or different represents either: a divalent organic radical which is a straight or branched chain alkylene radical with less than 13 carbon atoms, a phyenylene radical or cyclohexylene radical, a radical of one of the formulae: ##STR23## wherein n represents an integer from 1 to 3, or a plurality of phenylene or cyclohexylene radicals joined to one another either by a valency bond or by a group which is one of the following --O--, --S--, an alkylene group with 1 to 3 carbon atoms, --CO--, --SO 2 --, --CONH--, --COO--, --P(O)R 1 --, --CONH--X--NHCO--, ##STR24## wherein R 1 represents a hydrogen atom, an alkyl radical with 1 to 4 carbon atoms, phenyl or cyclohexyl and X represents an alkylene radical with less than 13 carbon atoms, the phenylene or cyclohexylene radical being unsubstituted or substituted by methyl groups; or a 2 to 4 valent radical of formula: ##STR25## in which x is a number from 0.1 to 2, A and B, which may be identical or different, represents a hydrogen atom, a methyl group or a chlorine atom, the ratio of the number of NH 2 groups introduced by the polyamine to the number of imide groups introduced by the polyimide being from 1.05 to 2.
Claim 3
Dependent Claim
283 words
A polyamine obtained by heating at least one unsaturated polyimide of the formula: ##STR26## with at least one polyamine of the formula: Z(NH.sub.2).sub.b in a solvent for the reactants, at a temperature sufficient to initiate a reaction, said temperature being between 20° C. and 150° C., in which a and b each independently represents a number ranging from 2 to 4 corresponding to the valency of Y and Z, respectively, Y and Z, which may be identical or different represents either: a divalent organic radical which is a straight or branched chain alkylene radical with less than 13 carbon atoms, a phenylene radical or cyclohexylene radical, a radical of one of the formulae: ##STR27## wherein n represents an integer from 1 to 3, or a plurality of phenylene or cyclohexylene radicals joined to one another either by a valency bond or by a group which is one of the following --O--, --S--, an alkylene group with 1 to 3 carbon atoms, --CO--, --SO 2 --, --CONH--, --COO--, --P(O)R 1 --, --CONH--X--NHCO--, ##STR28## wherein R 1 represents a hydrogen atom, an alkyl radical with 1 to 4 carbon atoms, phenyl or cyclohexyl and X represents an alkylene radical with less than 13 carbon atoms, the phenylene or cyclohexylene radical being unsubstituted or substituted by methyl groups; or a 2 to 4 valent radical of formula: ##STR29## in which x is a number from 0.1 to 2, A and B, which may be identical or different, represents a hydrogen atom, a methyl group or a chlorine atom, the ratio of the number of NH 2 groups introduced by the polyamine to the number of imide groups introduced by the polyimide being from 1.05 to 2.
Claim 4
Dependent Claim
283 words
A polyamine obtained by heating at least one unsaturated polyimide of the formula: ##STR26## with at least one polyamine of the formula: Z(NH.sub.2).sub.b in a solvent for the reactants, at a temperature sufficient to initiate a reaction, said temperature being between 20° C. and 150° C., in which a and b each independently represents a number ranging from 2 to 4 corresponding to the valency of Y and Z, respectively, Y and Z, which may be identical or different represents either: a divalent organic radical which is a straight or branched chain alkylene radical with less than 13 carbon atoms, a phenylene radical or cyclohexylene radical, a radical of one of the formulae: ##STR27## wherein n represents an integer from 1 to 3, or a plurality of phenylene or cyclohexylene radicals joined to one another either by a valency bond or by a group which is one of the following --O--, --S--, an alkylene group with 1 to 3 carbon atoms, --CO--, --SO 2 --, --CONH--, --COO--, --P(O)R 1 --, --CONH--X--NHCO--, ##STR28## wherein R 1 represents a hydrogen atom, an alkyl radical with 1 to 4 carbon atoms, phenyl or cyclohexyl and X represents an alkylene radical with less than 13 carbon atoms, the phenylene or cyclohexylene radical being unsubstituted or substituted by methyl groups; or a 2 to 4 valent radical of formula: ##STR29## in which x is a number from 0.1 to 2, A and B, which may be identical or different, represents a hydrogen atom, a methyl group or a chlorine atom, the ratio of the number of NH 2 groups introduced by the polyamine to the number of imide groups introduced by the polyimide being from 1.05 to 2.
Claim 5
Dependent Claim
27 words
A polyamine according to claim 1 in which Y and Z, which may be the same or different, each contains 2 to 4 phenylene or cyclohexylene radicals.
Claim 6
Dependent Claim
27 words
A polyamine according to claim 2 in which Y and Z, which may be the same or different, each contains 2 to 4 phenylene or cyclohexylene radicals.
Claim 7
Dependent Claim
35 words
A polyamine according to claim 1 in which Y and Z, which may be the same or different, represent a radical of the formula: ##STR30## in which x is a number from 0.1 to 2.
Claim 8
Dependent Claim
37 words
A polyamine according to claim 2 in which Y and Z, which may be the same or different, represent a radical of the formula: r1 ? ##STR31## in which x is a number from 0.1 to 2.
Claim 9
Dependent Claim
91 words
A polyamine according to claim 1 in which Y and Z, which may be identical or different, represents either: a divalent organic radical which is a straight or branched chain alkylene radical with less than 13 carbon atoms, a phenylene radical or cyclohexylene radical, a radical of one of the formulae: ##STR32## wherein n represents an integer from 1 to 3, or a plurality of phenylene or cyclohexylene radicals joined to one another by a valency bond or by --O--, --S--, or an alkylene group with 1 to 3 carbon atoms.
Claim 10
Dependent Claim
91 words
A polyamine according to claim 2 in which Y and Z, which may be identical or different, represents either: a divalent organic radical whic is a straight or branched chain alkylene radical with less than 13 carbon atoms, a phenylene radical or cyclohexylene radical, a radical of one of the formulae: ##STR33## wherein n represents an integer from 1 to 3, or a plurality of phenylene or cyclohexylene radicals joined to one another by a valency bond or by --O--, --S--, or an alkylene group with 1 to 3 carbon atoms.
Claim 11
Dependent Claim
18 words
A polyamine according to claim 2 in which the solvent is dimethylformamide, N-methylpyrrolidone, dimethylacetamide, N-methylcaprolactam, N-acetylpyrrolidone or cresol.
Claim 12
Dependent Claim
17 words
A polyamine according to claim 1 in which Y or Z represents a radical or formula: ##STR34##
Claim 13
Dependent Claim
17 words
A polyamine according to claim 2 in which Y or Z represents a radical of formula: ##STR35##
Claim 14
Dependent Claim
25 words
A polyamine according to claim 1 in which the polyamine has the general formula: ##STR36## in which x is a number from 0.1 to 2.
Claim 15
Dependent Claim
25 words
A polyamine according to claim 1 in which the polyamine has the general formula: ##STR37## in which x is a number from 0.1 to 2.
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) | 1981-09-11 | 1982-03-13 | 1982-09-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-11 | 1986-03-13 | 1986-09-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-11 | 1990-03-13 | 1990-09-12 | $7700.00 | Window Closed / Lapsed |