Patent US3891601A successfully refreshed from Google Patents.
US3891601A
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Process for producing water soluble polyamide resins
Assignee: Valspar Inc
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Filing: 1973-06-04
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Granted: 1975-06-24
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Expires: 1993-06-04
Abstract
Abstract This invention relates to an improved process for producing water soluble polyamide resins at a given reaction location by providing a substantially anhydrous solvent, an aromatic tetracarboxylic dianhydride which is added in excess of its solubility rate within the organic solvent and immediately following is added a quantity of aromatic diamine to produce a polyamide acid precursor which has a greater solubility rate within the organic solvent than the dianhydride; an irreversible formation of aromatic anhydride precipitate is thereby prevented. After formation of the polyamide precursor acid, the precursor is then treated with additional aromatic diamine to form a polymer of controlled imidization, molecular weight and molecular weight distribution. The reaction mass is continuously monitored for viscosity and temperature, and the viscosity of the reaction mass approaches the order of 1,000,000 centipoises. The polymer may thereafter be treated with ammonium hydroxide and other material to render the product water soluble and therefore storable and more advantageous to use all in situ.
Inventors
- 👤 Marvin A Peterson
- 👤 Adrian J Good
- 👤 Thaddeus P Kurek
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 22:57
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1003; C08G73/1007; C08G73/1028; C08G73/1032
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
201 words
A PROCESS FOR PRODUCING A POLYAMIDE RESIN FROM AN AROMATIC DIANHYDRIDE AND AN AROMATIC DIAMINE COMPRISING THE STEPS OF ADDING TO A REACTION VESSEL AN ESSENTIALLY ANHYDROUS ORGANIC SOLVENT HAVING FUNCTIONAL GROUPS WHICH ARE NONREACTIVE WITH THE POLYMER-FORMING REACTANTS AND A SOLVENT FOR AT LEAST SAID AROMATIC DIANHYDIDE; ADDING TO THE SOLVENT AN ANHYDROUS AROMATIC DIANHYDRIDE IN POWDER FORM; AND THEREBY FORMING A SLURRY OF SUCH AROMATIC DIANHYDRIDE WITHIN SAID SOLVENT BY COMBINING THEREWITH A MEASURED AMOUNT OF THE AROMATIC DIANHYDRIDE WHICH IS IN EXCESS OF ITS SOLUBILITY LIMITS WITHIN SAID SOLVENT; CHARGING TO SAID VESSEL A QUANTITY OF AROMATIC DIAMINE IN CLOSE SUCCESSION TO THE FORMATION OF SAID SLURRY BEFORE SAID SLURRY PRECIPITATES INTO AN INSOLUBLE MASS; CONVERTING BY CONDENSATION REACTION A DIFUNCTIONAL DIPRIMARY DIAMINE AND AROMATIC CARBOCYCLIC DIANHYDRIDE TO FORM A DIORTHOAMIC ACID PRECRUSOR COMPOUND HAVING A GREATER SOLUBILITY IN SAID SOLVENT THAN EITHER OF SAID RECTANTS; SAID COMPOUND BEING OF MOLAR PROPORTIONS CONSISTING OF TWO PARTS OF ONE OF SAID REACTANTS TO ONE PART OF THE OTHER OF SAID REACTANTS; AND CONTROLLING THE TEMPERATURE OF THE MIXTURE WITHIN SAID REACTION VESSEL BY COOLING THE REACTION MASS TO MAINTAIN A TEMPERATURE BELOW THE IMIDIZATION TEMPERATURE OF SUCH REACTION PRODUCT.
Claim 2
Dependent Claim
201 words
A PROCESS FOR PRODUCING A POLYAMIDE RESIN FROM AN AROMATIC DIANHYDRIDE AND AN AROMATIC DIAMINE COMPRISING THE STEPS OF ADDING TO A REACTION VESSEL AN ESSENTIALLY ANHYDROUS ORGANIC SOLVENT HAVING FUNCTIONAL GROUPS WHICH ARE NONREACTIVE WITH THE POLYMER-FORMING REACTANTS AND A SOLVENT FOR AT LEAST SAID AROMATIC DIANHYDIDE; ADDING TO THE SOLVENT AN ANHYDROUS AROMATIC DIANHYDRIDE IN POWDER FORM; AND THEREBY FORMING A SLURRY OF SUCH AROMATIC DIANHYDRIDE WITHIN SAID SOLVENT BY COMBINING THEREWITH A MEASURED AMOUNT OF THE AROMATIC DIANHYDRIDE WHICH IS IN EXCESS OF ITS SOLUBILITY LIMITS WITHIN SAID SOLVENT; CHARGING TO SAID VESSEL A QUANTITY OF AROMATIC DIAMINE IN CLOSE SUCCESSION TO THE FORMATION OF SAID SLURRY BEFORE SAID SLURRY PRECIPITATES INTO AN INSOLUBLE MASS; CONVERTING BY CONDENSATION REACTION A DIFUNCTIONAL DIPRIMARY DIAMINE AND AROMATIC CARBOCYCLIC DIANHYDRIDE TO FORM A DIORTHOAMIC ACID PRECRUSOR COMPOUND HAVING A GREATER SOLUBILITY IN SAID SOLVENT THAN EITHER OF SAID RECTANTS; SAID COMPOUND BEING OF MOLAR PROPORTIONS CONSISTING OF TWO PARTS OF ONE OF SAID REACTANTS TO ONE PART OF THE OTHER OF SAID REACTANTS; AND CONTROLLING THE TEMPERATURE OF THE MIXTURE WITHIN SAID REACTION VESSEL BY COOLING THE REACTION MASS TO MAINTAIN A TEMPERATURE BELOW THE IMIDIZATION TEMPERATURE OF SUCH REACTION PRODUCT.
Claim 3
Dependent Claim
28 words
The process in accordance with claim 1 including the step of: heating aromatic dianhydride prior to its introduction into said reaction vessel to render it substantially water free.
Claim 4
Dependent Claim
39 words
The process in accordance with claim 1 including the step of rendering the organic solvent substantially anhydrous by passing such solvent through a 3A molecular sieve to lower the water content to a range of between about 100-200 ppm.
Claim 5
Dependent Claim
50 words
The process in accordance with claim 1 including the step of regulating the temperature of the reaction mass which is heated by the heat of reaction of: a. the reactants, and b. in the formation of the precursor to determine the degree of imidization of said polyamic (amide-imide) reaction product.
Claim 6
Dependent Claim
63 words
The process in accordance with claim 1 including the step of forming the slurry and precursor to a viscosity of approximately 1,000 centipoise or less, coupling the precursor to a viscosity of 4,000,000 centipoise and thereafter reducing the vIscosity by the addition of ammonia water and alcohol, and continuing to agitate the reaction mass at a substantially greater rate with additional agitation means.
Claim 7
Dependent Claim
24 words
The process in accordance with claim 1 wherein the steps are performed sequentially, and in situ while maintaining the reaction product within said vessel.
Claim 8
Dependent Claim
86 words
The process in accordance with claim 1 wherein said aromatic diamine is selected from the group consisting of m - phenylenediamine, 4,4'' oxydianiline 4,4'' - sulfonylolaniline, 4,4'' methylenedianiline 4,4'' - diamino-diphenyl sulfide 3,3 - diamino-diphenyl sulfone 4,4'' -diamino-diphenyl ether 2,6'' - diamino pyridine bis - (4 amino-phenyl) diethyl silane bis - (4 amino-phenyl)-N-methylamine 1,5 - diamino naphthalene 3,3'' - dimethyl-4,4''-diamino-biphenyl 3,3'' - dimethoxy benzidine m xylylene diamine p - xylylene diamine 1,3 - bis-delta-amino butyltetramethyl disiloxane and, 1,3 - bis-gamma-amino propyl tetraphenyl disoloxane and mixtures thereof
Claim 9
Dependent Claim
17 words
The process in accordance with claim 1 wherein said aromatic dianhydride is represented by the general formula
Claim 10
Dependent Claim
46 words
A process in accordance with claim 1 wherein said solvent is selected from the group consisting of: dimethylsulfoxide, N-methyl-2-pyrrolidone, N,N-dimethylmethoxyacetamide, N-caprolactam, tetramethylene urea, pyridine, dimethylsulfone, hexamethylphosphoramide, tetramethylenesulfone, formamide, N-methylformamide, butyrolactone, N-acetyl-2-pyrrolidone, and mixtures thereof in combination with benzene, toluene, cresylic acid, xylene, dioxane, cyclohexane, and benzonitrile.
Claim 11
Dependent Claim
28 words
The process in accordance with claim 1 wherein the extent of aromatic dianhydride addition within said solvent produces a viscosity in the order of 1,000 centipoises or less.
Claim 12
Dependent Claim
52 words
The process in accordance with claim 1 including the step of initially stirring the mixture of aromatic dianhydride and solvent at a relatively low speed and stirring the mixture of aromatic dianhydride and aromatic diamine at a substantially faster speed when such mixture is converted to a precursor of substantially less viscosity.
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) | 1978-06-23 | 1978-12-23 | 1979-06-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-06-23 | 1982-12-23 | 1983-06-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-06-23 | 1986-12-23 | 1987-06-24 | $7700.00 | Window Closed / Lapsed |