US4018849A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethane polyol compositions modified with an alkylenimine
Assignee: PPG Industries Inc
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Filing: 1975-08-07
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Granted: 1977-04-19
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Expires: 1995-08-07
Abstract
Abstract Compositions useful as coating compositions comprise the reaction product of a polyurethane polyol which contains acidic carboxyl groups with an alkylenimine. Particularly desirable coatings are produced by further combining the imine-modified polyurethane polyols with aminoplast resins. The compositions are characterized by improved pigment wetting properties and provide coatings having improved low temperature, flexibility and increased adhesion.
Inventors
- 👤 Wen-Hsuan Chang
- 👤 Roger L. Scriven
- 👤 Paul J. Prucnal
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:16
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C08G18/833; C09; C09D; C09D175/00; C09D175/04
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
82 words
A coating composition comprising: A. the reaction product of: 1. an ungelled, carboxyl-hydroxyl-containing urethane reaction product having an acid value of at least 1, and having an intrinsic viscosity of 1.0 deciliter per gram or less; and 2. an alkylenimine, wherein said alkylenimine was 2 or 3 carbon atoms per alkylenimine ring; whereby at least about 0.03 percent by weight of acidic groups based on total weight of the urethane reaction product are reacted with the alkylenimine; and B. an aminoplast resin.
Claim 2
Dependent Claim
82 words
A coating composition comprising: A. the reaction product of: 1. an ungelled, carboxyl-hydroxyl-containing urethane reaction product having an acid value of at least 1, and having an intrinsic viscosity of 1.0 deciliter per gram or less; and 2. an alkylenimine, wherein said alkylenimine was 2 or 3 carbon atoms per alkylenimine ring; whereby at least about 0.03 percent by weight of acidic groups based on total weight of the urethane reaction product are reacted with the alkylenimine; and B. an aminoplast resin.
Claim 3
Dependent Claim
67 words
A coating composition according to claim 1 wherein said alkylenimine is of the formula: ##STR2## where R 1 , R 2 , R 3 , R 4 and R 5 are each selected from the group consisting of hydrogen, alkyl, aryl, alkaryl, hydroxyalkyl and aralkyl, R 6 is selected from the group consisting of hydrogen and lower alkyl and n is an integer from 0 to 1.
Claim 4
Dependent Claim
22 words
A coating composition according to claim 2 wherein said alkylenimine is selected from the group consisting of ethylenimine, 1,2-propylenimine, and N-hydroxyethyl ethylenimine.
Claim 5
Dependent Claim
74 words
A coating composition according to claim 2 wherein said urethane reaction product is the reaction product of an organic polyisocyanate and a polyhydric material with the major portion of said polyhydric material being selected from the group consisting of polyether polyols, polyester polyols, and mixtures thereof and wherein said polyhydric material contains no more than about 1 gram mole of compounds having a functionality of 3 or more per 500 grams of polyhydric material.
Claim 6
Dependent Claim
21 words
A coating composition according to claim 4, further including a polymeric polyol having a glass transition temperature below about 25° C.
Claim 7
Dependent Claim
68 words
A coating composition according to claim 4, wherein the major portion of said polyhydric material is a polyester polyol formed from an alcohol component having an average functionality of at least about 1.9, and an acid component consisting essentially of one or more monomeric carboxylic acids or anhydrides having 2 to 14 carbon atoms per molecule, said acid component having an average functionality of at least about 1.9.
Claim 8
Dependent Claim
28 words
A coating composition according to claim 4 wherein the major portion of said polyhydric material is a polyether polyol having a hydroxyl equivalent of at least about 100.
Claim 9
Independent Claim
134 words
A method of producing a coating composition of improved pigment wetting properties comprising: A. forming an ungelled, hydroxyl-containing urethane reaction product having an intrinsic viscosity of 1.0 deciliter per gram or less; B. reacting the urethane reaction product with an acidic carboxyl source material, with said source material being present in an amount sufficient to yield a hydroxyl-containing urethane reaction product containing at least 0.075 percent by weight of acidic carboxyl groups; C. reacting the thus-formed carboxyl-hydroxyl containing urethane reaction product with an alkylenimine, said alkylenimine having 2 or 3 carbon atoms per alkylenimine ring; whereby at least about 0.03 percent by weight of the acidic groups based on total weight of the carboxyl-hydroxyl containing urethane reaction product are reacted with the imine; D. adding an aminoplast resin to the imine-modified urethane reaction product.
Claim 10
Independent Claim
134 words
A method of producing a coating composition of improved pigment wetting properties comprising: A. forming an ungelled, hydroxyl-containing urethane reaction product having an intrinsic viscosity of 1.0 deciliter per gram or less; B. reacting the urethane reaction product with an acidic carboxyl source material, with said source material being present in an amount sufficient to yield a hydroxyl-containing urethane reaction product containing at least 0.075 percent by weight of acidic carboxyl groups; C. reacting the thus-formed carboxyl-hydroxyl containing urethane reaction product with an alkylenimine, said alkylenimine having 2 or 3 carbon atoms per alkylenimine ring; whereby at least about 0.03 percent by weight of the acidic groups based on total weight of the carboxyl-hydroxyl containing urethane reaction product are reacted with the imine; D. adding an aminoplast resin to the imine-modified urethane reaction product.
Claim 11
Dependent Claim
29 words
The method of claim 8 in which the acidic carboxyl source material is selected from the group consisting of tartaric acid, glycolic acid, dimethylol propionic acid and acid-containing polyesters.
Claim 12
Dependent Claim
33 words
The composition of claim 1 which contains from 40 to 95 percent by weight of the imine-modified hydroxyl-containing urethane reaction product and from about 5 to 60 percent by weight of aminoplast resin.
Claim 13
Dependent Claim
31 words
The method of claim 8 which contains from 40 to 95 percent by weight of the imine-modified polyurethane polyol and from about 5 to 60 percent by weight of aminoplast resin.
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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) | 1980-04-18 | 1980-10-18 | 1981-04-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-04-18 | 1984-10-18 | 1985-04-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-04-18 | 1988-10-18 | 1989-04-19 | $7700.00 | Window Closed / Lapsed |