US3957709A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Water-soluble ester intermediates and water-insoluble coatings made therefrom
Assignee: Morton Coatings Inc
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Filing: 1974-09-20
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Granted: 1976-05-18
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Expires: 1994-09-20
Abstract
Abstract Water-soluble ester intermediates characterized by having 2 and 3 ester groups per molecule are made by condensing (a) a polyol having 2 to 3 hydroxyl groups per mol and a carbon/oxygen ratio between 5:3 and 7:3 with (b) a polycarboxylic acid having a carboxyl functionality of 2 to 3, using an equivalents ratio of polyol to polycarboxylic acid so that the ester intermediate has a hydroxyl functionality of about 3 and using a ratio of 1 mol of polyol per carboxyl group.
Inventors
- 👤 Edward J. Holzrichter
- 👤 Edward A. Lasher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 08:51
CPC Classifications
C; C09; C09D; C09D163/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
229 words
A method of making a water-based coatings composition comprising the steps of: admixing an amount of (a) an aliphatic polyol having a hydroxyl functionality of 2 to 3 with an amount of (b) a polycarboxylic acid having a carboxyl functionality of 2 to 3 to provide a molar ratio of said (a) to said (b) of one mol of said (a) per carboxyl group of said (b) and an equivalents ratio of said (a) to said (b) so that said ester intermediate has a hydroxyl functionality of about 3, said polyol having a hydroxyl functionality of 3 also having a carbon/oxygen ratio between about 5:3 and 7:3; heating the admixture of said (a) and (b) to esterify said (a) and (b); continuing said heating until an acid number below about 20 is obtained to produce a water-soluble ester intermediate; admixing said ester intermediate with an amount of a water-soluble aminoplast resin sufficient to produce a substantially water-insoluble cured coating and with a solvent for said ester resin and said aminoplast resin with water comprising at least a substantial portion of said solvent, to produce a heat-curable solution; and dissolving an epoxy resin in said ester intermediate before esterification of said ester intermediate with said aminoplast resin, with said epoxy resin comprising up to about 10% by weight of the total weight of said ester intermediate and said aminoplast resin.
Claim 2
Independent Claim
229 words
A method of making a water-based coatings composition comprising the steps of: admixing an amount of (a) an aliphatic polyol having a hydroxyl functionality of 2 to 3 with an amount of (b) a polycarboxylic acid having a carboxyl functionality of 2 to 3 to provide a molar ratio of said (a) to said (b) of one mol of said (a) per carboxyl group of said (b) and an equivalents ratio of said (a) to said (b) so that said ester intermediate has a hydroxyl functionality of about 3, said polyol having a hydroxyl functionality of 3 also having a carbon/oxygen ratio between about 5:3 and 7:3; heating the admixture of said (a) and (b) to esterify said (a) and (b); continuing said heating until an acid number below about 20 is obtained to produce a water-soluble ester intermediate; admixing said ester intermediate with an amount of a water-soluble aminoplast resin sufficient to produce a substantially water-insoluble cured coating and with a solvent for said ester resin and said aminoplast resin with water comprising at least a substantial portion of said solvent, to produce a heat-curable solution; and dissolving an epoxy resin in said ester intermediate before esterification of said ester intermediate with said aminoplast resin, with said epoxy resin comprising up to about 10% by weight of the total weight of said ester intermediate and said aminoplast resin.
Claim 3
Dependent Claim
14 words
The method of claim 1 wherein said polyol has from 2 to 10 carbons.
Claim 4
Dependent Claim
16 words
The method of claim 2 wherein said polycarboxylic acid has from 3 to about 10 carbons.
Claim 5
Dependent Claim
36 words
The method of claim 1 wherein said polyol is selected from the group consisting of ethylene glycol, neopentyl glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, butane diols, pentane diols, and dipropylene and tripropylene glycol.
Claim 6
Dependent Claim
51 words
The method of claim 4 wherein said polycarboxylic acid is selected from the group consisting of orthophthalic acid, isophthalic acid, terephthalic acid, tetrahydrophthalic and hexahydrophthalic acids, endomethylene tetrahydrophthalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, suberic acid, azelaic acid, trimethyl adipic acid, trimellitic acid, trimesic acid, and sebasic acid.
Claim 7
Dependent Claim
35 words
The method of claim 1 wherein said heat-curable solution is coated on a surface and heated to cure the mixture of said ester intermediate, epoxy resin and aminoplast resin to produce said substantially water-insoluble coating.
Claim 8
Dependent Claim
19 words
The method of claim 1 wherein said epoxy resin is a low molecular weight diglycidyl ether of bisphenol A.
Claim 9
Independent Claim
267 words
A method of making a waterbased coatings composition comprising the steps of: admixing a reflux solvent with an amount of (a) an aliphatic polyol having from 2 to 10 carbon atoms and a hydroxyl functionality of 2 to 3 with an amount of (b) a polycarboxylic acid having from 3 to 10 carbon atoms and a carboxyl functionality of 2 to 3 to provide a molar ratio of said (a) to said (b) of one mol of said (a) per carboxyl group of said (b) and an equivalents ratio of said (a) to said (b) so that said ester intermediate has a hydroxyl functionality of about 3, said polyol having a hydroxyl functionality of 3 also having a carbon/oxygen ratio between about 5:3 and 7:3; heating the admixture of said (a) and (b) to esterify said (a) and (b); continuing said heating until an acid number below about 20 is obtained to produce a water-soluble ester intermediate; admixing said ester intermediate with (1) an amount of a water-soluble aminoplast resin sufficient to ensure reaction of said aminoplast resin with substantially all of the hydroxyl groups of said ester intermediate to produce a substantially water-insoluble cured coating and with (2) a solvent for said ester resin and said aminoplst resin with water comprising at least a major portion of said solvent, to produce a heat-curable solution; and dissolving an epoxy resin in said ester intermediate before esterification of said ester intermediate with said aminoplast resin, with said epoxy resin comprising up to about 10% by weight of the total weight of said ester intermediate and said aminoplast resin.
Claim 10
Independent Claim
267 words
A method of making a waterbased coatings composition comprising the steps of: admixing a reflux solvent with an amount of (a) an aliphatic polyol having from 2 to 10 carbon atoms and a hydroxyl functionality of 2 to 3 with an amount of (b) a polycarboxylic acid having from 3 to 10 carbon atoms and a carboxyl functionality of 2 to 3 to provide a molar ratio of said (a) to said (b) of one mol of said (a) per carboxyl group of said (b) and an equivalents ratio of said (a) to said (b) so that said ester intermediate has a hydroxyl functionality of about 3, said polyol having a hydroxyl functionality of 3 also having a carbon/oxygen ratio between about 5:3 and 7:3; heating the admixture of said (a) and (b) to esterify said (a) and (b); continuing said heating until an acid number below about 20 is obtained to produce a water-soluble ester intermediate; admixing said ester intermediate with (1) an amount of a water-soluble aminoplast resin sufficient to ensure reaction of said aminoplast resin with substantially all of the hydroxyl groups of said ester intermediate to produce a substantially water-insoluble cured coating and with (2) a solvent for said ester resin and said aminoplst resin with water comprising at least a major portion of said solvent, to produce a heat-curable solution; and dissolving an epoxy resin in said ester intermediate before esterification of said ester intermediate with said aminoplast resin, with said epoxy resin comprising up to about 10% by weight of the total weight of said ester intermediate and said aminoplast resin.
Claim 11
Dependent Claim
35 words
The method of claim 8 wherein said heat-curable solution is coated on a surface and heated to cure the mixture of said ester intermediate, epoxy resin and aminoplast resin to produce said substantially water-insoluble coating.
Claim 12
Dependent Claim
19 words
The method of claim 8 wherein said epoxy resin is a low molecular weight diglycidyl ether of bisphenol A.
References Cited (Backward Citations)
US3862072A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-18 | 1979-11-17 | 1980-05-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-18 | 1983-11-17 | 1984-05-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-18 | 1987-11-17 | 1988-05-18 | $7700.00 | Window Closed / Lapsed |