Patent US4331574A successfully refreshed from Google Patents.
US4331574A
Expired / Lapsed
US
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Process for preparation of water-thinnable epoxy resins
Assignee: Resolution Performance Products LLC
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Filing: 1981-03-06
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Granted: 1982-05-25
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Expires: 2001-03-06
Abstract
Abstract Resinous compounds suitable for aqueous thermosetting coating dispersions or solutions after neutralization, are prepared by reacting a diglycidyl ether of a dihydric phenol with a hydroxyalkane monocarboxylic acid and dimerized unsaturated fatty acids, with epoxy equal to or in slight excess over carboxyl, below 150° C. in the presence of an epoxy/carboxyl esterification catalyst to produce a non-acidic intermediate, and then reacting the intermediate at a temperature below 150° C. with a polycarboxylic acid anhydride in amounts to provide an acid value from 5 to 35. Aqueous dispersions are prepared by at least 50% neutralization of such compounds having acid value 5-15.
Inventors
- 👤 Jurrianus Bekooij
- 👤 Werner T. Raudenbusch
- 👤 Stephen A. Stachowiak
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:55
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/14; C08G59/1433; C08G59/1438; C08G59/1455; C08G59/18; C08G59/40; C08G59/42; C08G59/4292; C09; C09D; C09D163/00; Y; Y10; Y10S; Y10S524/00; Y10S524/901
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
174 words
A process for the preparation of carboxyl-containing resinous compounds, suitable for making water-dilutable coating compositions after at least partial neutralization with a base, which comprises reacting a non-acidic hydroxyl-containing resinous intermediate with a polycarboxylic acid anhydride at a temperature up to about 150° C., wherein said resinous intermediate is prepared by reacting below about 150° C. in the presence of an esterification catalyst, in at least one step (a) a diglycidyl ether of a dihydric phenol having a weight per epoxide (WPE) not exceeding 600 with (b) a hydroxylalkane monocarboxylic acid and (c) dimerized unsaturated fatty acids in an epoxy or acidic equivalent ratio of (a), (b) and (c) from x/2/(x-2) to (x+0.1x)/2/(x-2), wherein x=4 for a diglycidyl ether having a WPE of from about 400 to 550 and x=6 to 8 for a diglycidyl ether having a WPE of from about 170 to 250, said resinous intermediate being reacted with said polycarboxylic acid anhydride in an amount to produce a half-ester having an acid value of from about 5 to 35 mg KOH/g.
Claim 2
Dependent Claim
174 words
A process for the preparation of carboxyl-containing resinous compounds, suitable for making water-dilutable coating compositions after at least partial neutralization with a base, which comprises reacting a non-acidic hydroxyl-containing resinous intermediate with a polycarboxylic acid anhydride at a temperature up to about 150° C., wherein said resinous intermediate is prepared by reacting below about 150° C. in the presence of an esterification catalyst, in at least one step (a) a diglycidyl ether of a dihydric phenol having a weight per epoxide (WPE) not exceeding 600 with (b) a hydroxylalkane monocarboxylic acid and (c) dimerized unsaturated fatty acids in an epoxy or acidic equivalent ratio of (a), (b) and (c) from x/2/(x-2) to (x+0.1x)/2/(x-2), wherein x=4 for a diglycidyl ether having a WPE of from about 400 to 550 and x=6 to 8 for a diglycidyl ether having a WPE of from about 170 to 250, said resinous intermediate being reacted with said polycarboxylic acid anhydride in an amount to produce a half-ester having an acid value of from about 5 to 35 mg KOH/g.
Claim 3
Dependent Claim
17 words
The process of claim 1, wherein the hydroxyalkane monocarboxylic acid is dimethylol propionic acid or lactic acid.
Claim 4
Dependent Claim
13 words
The process of claim 1, wherein the polycarboxylic acid anhydride is trimellitic anhydride.
Claim 5
Dependent Claim
13 words
The process of claim 1, wherein the esterification catalyst is a tertiary amine.
Claim 6
Dependent Claim
13 words
The process of claim 4, wherein the tertiary amine is triethanolamine or benzyldimethylamine.
Claim 7
Dependent Claim
28 words
The process of claim 1, wherein the amount of polycarboxylic acid anhydride is calculated to produce a resinous compound having an acid value of from 5 to 15.
Claim 8
Dependent Claim
28 words
The process of claim 1, wherein the amount of polycarboxylic acid anhydride is calculated to produce a resinous compound having an acid value of from 20 to 30.
Claim 9
Dependent Claim
30 words
A process for the preparation of water-dilutable coating compositions, wherein at least 50% of the carboxyl groups of a resinous compound prepared by the process of claim 1 are neutralized.
Claim 10
Dependent Claim
13 words
The process of claim 8, wherein the neutralizing agent is a nitrogen base.
Claim 11
Dependent Claim
13 words
The process of claim 9, wherein the nitrogen base is 2-amino-2-methyl-1-propanol or 2-dimethylamine-2-methyl-1-propanol.
Claim 12
Dependent Claim
34 words
A thermosetting coating composition comprising a resinous compound prepared by the process of claim 1 and a cross-linking compound in the weight ratio of from about 95:5 to about 70:30, before or after neutralization.
Claim 13
Dependent Claim
13 words
The composition of claim 11 wherein the cross-linking compound is an amino-coating compound.
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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) | 1985-05-24 | 1985-11-23 | 1986-05-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-05-24 | 1989-11-23 | 1990-05-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-05-24 | 1993-11-23 | 1994-05-25 | $7700.00 | Window Closed / Lapsed |