US3937673A
Expired / Lapsed
US
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Modified amide-imide resins and method of making the same
Assignee: Phelps Dodge Industries Inc
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Filing: 1974-06-03
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Granted: 1976-02-10
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Expires: 1994-06-03
Abstract
Abstract A modified completely imidized aromatic polyamide-imide resin which can be applied from conventional phenolic solvents such as cresylic acid, phenols, cresols and the like. The method of the invention includes reacting an aromatic diisocyanate and an aromatic tricarboxylic acid anhydride in an aprotic solvent, modifying the reaction product with an aliphatic dicarboxylic acid, and diluting the same to an appropriate degree with a solvent. Solutions of the resin having relatively low viscosity and a relatively high resin content can also be made by the method of the invention. The modified polyamide-imide resin of the invention has thermal stability and toughness approaching non-modified aromatic polyamide-imide resins and are fully useful as such resins as insulation materials in the electrical industry.This application is a continuation-in-part of copending application Ser. No. 399,393, filed Sept. 21, 1973.
Inventors
- 👤 Ernest C. Koerner
- 👤 Donny R. Disque
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 00:23
CPC Classifications
H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/303; H01B3/306; C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/14
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
107 words
A composition of matter comprising the reaction product of aromatic tricarboxylic acid anhydride reactant and aromatic diisocyanate reactant and aliphatic dicarboxylic acid reactant having more than 6 carbon atoms reacted in a reaction solution comprising aprotic solvent having solvency parameters within the following ranges: δd 8.0 through 10.0, δp 0.3 through 4.5, δh 0.7 through 4.0 and said reactants at a temperature ranging from about 150°C. to about 200°C., said reactants being a major portion of said reaction solution, said dicarboxylic acid reactant being present in an amount which is greater than about 10 mol percent and less than about 50 mol percent of said anhydride reactant.
Claim 2
Dependent Claim
107 words
A composition of matter comprising the reaction product of aromatic tricarboxylic acid anhydride reactant and aromatic diisocyanate reactant and aliphatic dicarboxylic acid reactant having more than 6 carbon atoms reacted in a reaction solution comprising aprotic solvent having solvency parameters within the following ranges: δd 8.0 through 10.0, δp 0.3 through 4.5, δh 0.7 through 4.0 and said reactants at a temperature ranging from about 150°C. to about 200°C., said reactants being a major portion of said reaction solution, said dicarboxylic acid reactant being present in an amount which is greater than about 10 mol percent and less than about 50 mol percent of said anhydride reactant.
Claim 3
Dependent Claim
43 words
The composition of claim 1 wherein said anhydride reactant is of the group consisting of trimellitic anhydride; hemimellitic anhydride; methyltrimellitic anhydride; 4'carboxy diphenyl 3,4 dicarboxylic anhydride; 1,2,4 benzene tricarboxylic anhydride; 3,4,6 and 1,3,8 naphthalene tricarboxylic anhydride; 1,2,7 anthracene tricarboxylic anhydride; and combinations thereof.
Claim 4
Dependent Claim
29 words
The composition of claim 1 wherein said diisocyanates reactant is of the group consisting of: 1,4-phenylenediisocyanate 2,5-tolylenediisocyanate 3,5-tolylenediisocyanate 1-methoxy-2,4-phenylenediisocyanate 1,3,5-triethyl-2,4-phenylenediisocyanate 1-methyl-3,5-diethyl-6-chloro-2,4-phenylenediisocyanate p-xylylenediisocyanate benzophenone-4,4'-diisocyanate 1,4-naphthylenediisocyanate 4,4'-diisocyanate-diphenyldimethylmethane 4,4'-diisocyanate-3,3'-dimethyldiphenylmethane 1,5-naphthylenediisocyanate 4,4'-diisocyanate-3,3'-dichlorodiphenylmethane 4.
Claim 5
Dependent Claim
34 words
4'-diisocyanate-diphenylether and 2,4-diisocyanatediphenylether 1,3-phenylenediisocyanate 3,3'-dimethoxy-4,4'-biphenylenediisocyanate 3,3'-diethoxy-4,4'-biphenylenediisocyanate 2,4-tolylenediisocyanate 2,6-tolylenediisocyanate 4-chloro-1,3-phenylenediisocyanate 4,4'-biphenylenediisocyanate 3,3'-dimethyl-4,4'-biphenylenediisocyanate m-xylylenediisocyanate 1-methyl-3,5-diethyl-2,4-phenylenediisocyanate diphenyl-4,4-diisocyanate dipehnyl methane-4,4-diisocyanate 4,4-dimethyldiphenyl methane-2,2-diisocyanate 4-methoxy-1,3-phenylene diisocyanate 4 isopropyl-1,3,phenylene diisocyanate durylene diisocyanate 3,3'-bitolylene-4,4 diisocyanate 1-methyl-3,5-diethyl-2,6-phenylenediisocyanate 4,4'-diisocyanate-2,2-diphenylpropane 4,4'-diisocyanate-diphenylmethane 4,6-dimethyl-1,3-xylylene diisocyanate 4,4'-diisocyanate-diphenyl meta-phenylenediisocyanate
Claim 6
Dependent Claim
34 words
4'-diisocyanate-diphenylether and 2,4-diisocyanatediphenylether 1,3-phenylenediisocyanate 3,3'-dimethoxy-4,4'-biphenylenediisocyanate 3,3'-diethoxy-4,4'-biphenylenediisocyanate 2,4-tolylenediisocyanate 2,6-tolylenediisocyanate 4-chloro-1,3-phenylenediisocyanate 4,4'-biphenylenediisocyanate 3,3'-dimethyl-4,4'-biphenylenediisocyanate m-xylylenediisocyanate 1-methyl-3,5-diethyl-2,4-phenylenediisocyanate diphenyl-4,4-diisocyanate dipehnyl methane-4,4-diisocyanate 4,4-dimethyldiphenyl methane-2,2-diisocyanate 4-methoxy-1,3-phenylene diisocyanate 4 isopropyl-1,3,phenylene diisocyanate durylene diisocyanate 3,3'-bitolylene-4,4 diisocyanate 1-methyl-3,5-diethyl-2,6-phenylenediisocyanate 4,4'-diisocyanate-2,2-diphenylpropane 4,4'-diisocyanate-diphenylmethane 4,6-dimethyl-1,3-xylylene diisocyanate 4,4'-diisocyanate-diphenyl meta-phenylenediisocyanate
Claim 7
Dependent Claim
33 words
and combinations thereof. 4. The composition of claim 1 wherein said acid reactant is of the group consisting of adipic, pimelic, suberic, azelaic dimerized unsaturated fatty acids and sebacic acids and combinations thereof.
Claim 8
Dependent Claim
29 words
The composition of claim 1 wherein said solvent is of the group consisting of dichlorobenzenes, ethylene glycol monoethylether acetate, acetophenone, phenetole, Bis 2-ethoxy ethylether anisole, veratrole, and combinations thereof.
Claim 9
Dependent Claim
17 words
The composition of claim 1 wherein said diisocyanate reactant is present in said reaction solution in excess.
Claim 10
Dependent Claim
27 words
The composition of claim 1 wherein the total molar amount of said anhydride and acid reactant is substantially equal to the molar amount of said diisocyanate reactant.
Claim 11
Dependent Claim
64 words
The composition of claim 1 which when applied as a magnet wire insulation on a bare AWG 18 gauge copper wire by conventional wire coating machinery in eight passes to a 3 mil build from a cresol solution thereof has the following minimum properties: flexibility, at least 20% IX; NEMA Cut-Through, at least 300°C.; Techrand OFM, at least 5; IEEE Life, at least 180°C.
Claim 12
Dependent Claim
36 words
The composition of claim 1 wherein said acid reactant is present in said solution in an amount which is greater than about 20 mol percent and less than about 40 mol percent of said anhydride reactant.
Claim 13
Independent Claim
54 words
A method comprising dissolving aromatic tricarboxylic acid anhydride and an excess of aromatic diisocyanate in aprotic solvent thereby to form a reaction solution, reacting said anhydride and diisocyanate, dissolving aliphatic dicarboxylic acid in said solution, said dicarboxylic acid having more than 6 carbon atoms, and reacting said dicarboxylic acid with said anhydride and diisocyanate.
Claim 14
Independent Claim
54 words
A method comprising dissolving aromatic tricarboxylic acid anhydride and an excess of aromatic diisocyanate in aprotic solvent thereby to form a reaction solution, reacting said anhydride and diisocyanate, dissolving aliphatic dicarboxylic acid in said solution, said dicarboxylic acid having more than 6 carbon atoms, and reacting said dicarboxylic acid with said anhydride and diisocyanate.
Claim 15
Dependent Claim
16 words
The method of claim 10 wherein said anhydride-diisocyanate reacting step is accomplished at from about 135°C.
Claim 16
Dependent Claim
18 words
The method of claim 10 wherein said acid reacting step is accomplished from about 150°C. to about 200°C.
Claim 17
Dependent Claim
27 words
The method of claim 10 wherein said acid reacting steps are accomplished at from about 150°C. for about 130 minutes to about 200°C. for about 40 minutes.
Claim 18
Dependent Claim
29 words
The method of claim 10 wherein imide groups are formed by said anhydride-diisocyanate reacting step, and both aliphatic and aromatic amide groups are formed by said acid reacting step.
Claim 19
Dependent Claim
43 words
The method of claim 10 wherein said anhydride is chosen from the group consisting of trimellitic anhydride; hemimellitic anhydride; methyltrimellitic anhydride; 4'carboxy diphenyl 3,4 dicarboxylic anhydride; 1,2,4 benzene tricarboxylic anhydride; 3,4,6 and 1,3,8 naphthalene tricarboxylic anhydride; 1,2,7 anthracene tricarboxylic anhydride; and combinations thereof.
Claim 20
Dependent Claim
44 words
The method of claim 10 wherein said diisocyanate is chosen from the group consisting of 1,4-phenylenediisocyanate 2,5-tolylenediisocyanate 3,5-tolylenediisocyanate 1-methoxy-2,4-phenylenediisocyanate 1,3,5-triethyl-2,4-phenylenediisocyanate 1-methyl-3,5-diethyl-6-chloro-2,4-phenylenediisocyanate p-xylylenediisocyanate benzophenone-4,4'-diisocyanate 1,4-naphthylenediisocyanate 4,4'-diisocyanate-diphenyldimethylmethane 4,4'-diisocyanate-3,3'-dimethyldiphenylmethane 1,5-naphthylenediisocyanate 4,4'-diisocyanate-3,3'-dichlorodiphenylmethane 4,4'-diisocyanate-diphenylether and 2,4-diisocyanate-diphenylether 1,3-phenylenediisocyanate 3,3'-dimethoxy-4,4'-biphenylenediisocyanate 3,3'-diethoxy-4,4'-biphenylenediisocyanate 2,4-tolylenediisocyanate 2,6-tolylenediisocyanate 4-chloro-1,3-phenylenediisocyanate 4,4'-biphenylenediisocyanate 3,3'-dimethyl-4,4'-biphenylenediisocyanate m-xylylenediisocyanate 1-methyl-3,5-diethyl-2,4-phenylenediisocyanate diphenyl-4,4-diisocyanate diphenyl methane-4,4-diisocyanate
Claim 21
Dependent Claim
23 words
4-dimethyldiphenyl methane-2,2-diisocyanate 4-methoxy-1,3-phenylene diisocyanate 4 isopropyl-1,3,phenylene diisocyanate durylene diisocyanate 3,3'-bitolylene-4,4 diisocyanate 1-methyl-3,5-diethyl-2,6-phenylene diisocyanate 4,4'-diisocyanate-2,2-diphenylpropane - 4,4'-diisocyanate-diphenylmethane 4,6-dimethyl-1,3-xylylene diisocyanate 4,4'-diisocyanate-diphenyl meta-phenylenediisocyanate and combinations thereof.
Claim 22
Dependent Claim
23 words
4-dimethyldiphenyl methane-2,2-diisocyanate 4-methoxy-1,3-phenylene diisocyanate 4 isopropyl-1,3,phenylene diisocyanate durylene diisocyanate 3,3'-bitolylene-4,4 diisocyanate 1-methyl-3,5-diethyl-2,6-phenylene diisocyanate 4,4'-diisocyanate-2,2-diphenylpropane - 4,4'-diisocyanate-diphenylmethane 4,6-dimethyl-1,3-xylylene diisocyanate 4,4'-diisocyanate-diphenyl meta-phenylenediisocyanate and combinations thereof.
Claim 23
Dependent Claim
27 words
The method of claim 10 wherein said acid is chosen from the group consisting of adipic, pimelic, suberic, azelaic, sebacic, dimerized unsaturated fatty acids, and combinations thereof.
Claim 24
Dependent Claim
30 words
The method of claim 10 wherein said solvent is chosen from the group consisting of dichlorobenzenes, ethylene glycol monoethylether acetate, acetophenone, phenetole, Bis 2-ethoxy ethylether, anisole, veratrole, and combinations thereof.
Claim 25
Dependent Claim
27 words
The method of claim 10 wherein the total molar amount of said anhydride and acid reactant is substantially equal to the molar amount of said diisocyanate reactant.
Claim 26
Dependent Claim
18 words
The method of claim 10 wherein said reacting steps are terminated by adding solvent to the reaction solution.
Claim 27
Dependent Claim
22 words
The method of claim 10 wherein said last mentioned solvent is chosen from the group consisting of phenolic solvents and aprotic solvents.
Claim 28
Dependent Claim
17 words
The method of claim 10 wherein said diisocyanate reactant is present in said reaction solution in excess.
References Cited (Backward Citations)
US3300420A
Cited
US3317480A
Cited
US3314923A
Cited
US3637543A
Cited
US3489696A
Cited
US3622525A
Cited
US3779996A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-02-09 | 1979-08-11 | 1980-02-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-02-09 | 1983-08-11 | 1984-02-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-02-09 | 1987-08-11 | 1988-02-10 | $7700.00 | Window Closed / Lapsed |