USRE28541E
Expired / Lapsed
US
⏱️ 0.0 years remaining
Diamine-curable polyurethane compositions
Assignee: —
•
Filing: 1973-10-15
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Granted: 1975-09-02
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Expires: 1993-10-15
Abstract
Abstract Diamine cured polyurethane compositions having unusually long pot life while rapidly curing at elevated temperatures and having remarkable storage stability at -40* F. are prepared by combining a prepolymer of a di or poly isocyanate and a hydroxy terminated polyether or polyester having a molecular weight in the 150 to 3,000 range, said prepolymer containing about 2.5 to 10% by weight -NCO, with a lower alkylene bis anthranilic acid ester or a suspension of a lower alkylene bis anthranilic acid ester in an anhydrous diluent selected from the group consisting of plasticizers and co-curing glycols, the proportions of said prepolymer and hardener being such as to provide an NH2:NCO ratio of about 0.9:1 to 1.0:1, and oleic acid as a polyurethane catalyst. The prepolymer and hardener, if degassed to remove air and moisture, provide stable two-component resin systems having excellent shelf life. One component systems with exceptional storage stability are prepared by mixing the prepolymer and hardener, freezing the mixture at -40*F. and storing the resulting composition at -40* F.
Inventors
No inventors recorded.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 13:38
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/16; C08G18/166; C08G18/168; C08G18/10
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
175 words
A HEAT CURABLE POLYURETHANE COMPOSITION CONSISTING ESSENTIALLY OF A PREPOLYMER OF AN ORGANIC DIISOCYANATE AND A HYDROXY TERMINATED POLYETHER OR POLYESTER HAVING A MOLECULAR WEEGHT OF FROM ABOUT 150 TO 30,000, SAID PREPOLYMER CONTAINING FORM ABOUT 2.5 TO 10% BY WEIGHT - NCO, A DIAMINE HARDENER FOR SAID POLYURETHANE COMPOSITION SELECTED FROM THE GROUP CONSISTING LOWER ALKYLENE BIS ANTHRANILIC ACID ESTERS AND SUSPENSIONS CONTAINING UP TO ABOUT 65% BY WEIGHT THEREOF IN AN ANHYDROUS DILUENT SELECTED FROM THE GROUP CONSISTING OF PLASTICEZERS AND CO-CURING GYCOLS, SAID PREPOLYMER AND HARDENER BEING PRESENT IN AN AMOUNT TO PROVIDE A RATIO OF NH2:NCO OF FROM ABOUT 0.9:1 TO 1:1: AND FROM ABOUT 1 TO 3% BY WEIGHT OF OLEIC ACID AS A POLYURETHANE CATALYST, SAID POLYURETHANE COMPOSITION BEING CHARACTERIZED IN THAT IT EXHIBITS PROLONGED, IMPROVED POT LIFE AT A ROOM TEMPERATURE OF AT LEAST ABOUT 3 HOURS, WHICH IS AT LEAST FIVE TIMES LONGER THAN THE POT LIFE OF IDENTICAL POLYURETHANE COMPOSITIONS USING 4,4''-METHYLENE BIS-ORTHO CHLOROANILINE AS A HARDENER COMPARED TO LOWER ALKYLENE BIS ANTHRANILIC ACID ESTER HARDENERS.
Claim 2
Dependent Claim
175 words
A HEAT CURABLE POLYURETHANE COMPOSITION CONSISTING ESSENTIALLY OF A PREPOLYMER OF AN ORGANIC DIISOCYANATE AND A HYDROXY TERMINATED POLYETHER OR POLYESTER HAVING A MOLECULAR WEEGHT OF FROM ABOUT 150 TO 30,000, SAID PREPOLYMER CONTAINING FORM ABOUT 2.5 TO 10% BY WEIGHT - NCO, A DIAMINE HARDENER FOR SAID POLYURETHANE COMPOSITION SELECTED FROM THE GROUP CONSISTING LOWER ALKYLENE BIS ANTHRANILIC ACID ESTERS AND SUSPENSIONS CONTAINING UP TO ABOUT 65% BY WEIGHT THEREOF IN AN ANHYDROUS DILUENT SELECTED FROM THE GROUP CONSISTING OF PLASTICEZERS AND CO-CURING GYCOLS, SAID PREPOLYMER AND HARDENER BEING PRESENT IN AN AMOUNT TO PROVIDE A RATIO OF NH2:NCO OF FROM ABOUT 0.9:1 TO 1:1: AND FROM ABOUT 1 TO 3% BY WEIGHT OF OLEIC ACID AS A POLYURETHANE CATALYST, SAID POLYURETHANE COMPOSITION BEING CHARACTERIZED IN THAT IT EXHIBITS PROLONGED, IMPROVED POT LIFE AT A ROOM TEMPERATURE OF AT LEAST ABOUT 3 HOURS, WHICH IS AT LEAST FIVE TIMES LONGER THAN THE POT LIFE OF IDENTICAL POLYURETHANE COMPOSITIONS USING 4,4''-METHYLENE BIS-ORTHO CHLOROANILINE AS A HARDENER COMPARED TO LOWER ALKYLENE BIS ANTHRANILIC ACID ESTER HARDENERS.
Claim 3
Dependent Claim
16 words
A polyurethane composition as defined in claim 1 wherein said prepolymer is formed from toluene diisocyanate.
Claim 4
Dependent Claim
26 words
A polyurethane composition as defined in claim 1 wherein said prepolymer is formed from commercial grade toluene diisocyanate comprising at least 65% of the 2,4 isomer.
Claim 5
Dependent Claim
17 words
A polyurethane composition as defined in claim 1 wherein the prepolymer is formed from 4,4''-methylene bis-(phenyl isocyanate).
Claim 6
Dependent Claim
20 words
A polyurethane composition as defined in claim 1 wherein the prepolymer is formed from the methyl ester of 2,6-diisocyanato-caproic acid.
Claim 7
Dependent Claim
16 words
A polyurethane composition as defined in claim 1 wherein said prepolymer is formed from polypropylene glycol.
Claim 8
Dependent Claim
17 words
A polyurethane composition as defined in claim 1 wherein said prepolymer is formed from a polybutylene glycol.
Claim 9
Dependent Claim
20 words
A polyurethane composition as defined in claim 1 wherein said prepolymer is formed from a hydroxyterminated glycol dicarboxylic acid ester.
Claim 10
Dependent Claim
114 words
A heat curable polyurethane composition consisting essentially of polyurethane prepolymers containing from about 2.5 to 10% by weight NCO, and a diamine hardener for said polyurethane composition consisting of a lower alkylene bis anthranilic acid ester, said prepolymer and hardener being present in an amount to provide a ratio of NH2:NCO of from about 0.9:1 to 1.1; and from about 1 to about 3% by weight of a polyurethane catalyst, said polyurethane composition being characterized in that it exhibits prolonged, improved pot life, which is at least five times longer than the pot life of identical polyurethane compositions using 4,4''-methylene bis-ortho chloroaniline as a hardener compared to lower alkylene bis anthranilic acid ester hardeners.
Claim 11
Dependent Claim
114 words
A heat curable polyurethane composition consisting essentially of polyurethane prepolymers containing from about 2.5 to 10% by weight NCO, and a diamine hardener for said polyurethane composition consisting of a lower alkylene bis anthranilic acid ester, said prepolymer and hardener being present in an amount to provide a ratio of NH2:NCO of from about 0.9:1 to 1.1; and from about 1 to about 3% by weight of a polyurethane catalyst, said polyurethane composition being characterized in that it exhibits prolonged, improved pot life, which is at least five times longer than the pot life of identical polyurethane compositions using 4,4''-methylene bis-ortho chloroaniline as a hardener compared to lower alkylene bis anthranilic acid ester hardeners.
Claim 12
Dependent Claim
18 words
A heat curable polyurethane composition as set forth in claim 9 wherein said polyurethane catalyst is oleic acid.
Claim 13
Dependent Claim
18 words
A heat curable polyurethane composition as set forth in claim 9 wherein said polyurethane catalyst is stannous octoate.
Claim 14
Dependent Claim
19 words
A heat curable polyurethane composition as set forth in claim 9 wherein said hardener is methylene bis methyl anthranilate.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-09-01 | 1979-03-03 | 1979-09-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-01 | 1983-03-03 | 1983-09-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-01 | 1987-03-03 | 1987-09-02 | $7700.00 | Window Closed / Lapsed |