US4339369A
Expired / Lapsed
US
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Cationic epoxide-amine reaction products
Assignee: Hi Tek Polymers Inc
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Filing: 1981-04-23
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Granted: 1982-07-13
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Expires: 2001-04-23
Abstract
Abstract Tertiary amine terminated resinous compositions are prepared by reacting a molar excess of a polyepoxide compound with a dihydric phenol in a large excess of a monoamine which contains one tertiary amine group and one primary hydroxyl group. The resinous composition can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can be formulated into primer coatings for metal objects.
Inventors
- 👤 Darrell D. Hicks
- 👤 David A. Shimp
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 22:35
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/56; C08G59/62; C08G59/64; C09; C09D; C09D163/00; C09D5/00; C09D5/44; C09D5/4419; C09D5/443; C09D5/4434
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
130 words
A process for preparing a resinous composition which comprises: (A) reacting (a) a polyepoxide compound derived from a dihydric phenol and an epihalohydrin, said polyepoxide compound having a 1,2-epoxide equivalent weight of about 110 to about 250; (b) a dihydric phenol; and (c) a monoamine which contains one tertiary amine group and one primary hydroxyl group at a temperature of about 25° C. to about 150° C. for a time sufficient to react all of the epoxide groups of the polyepoxide, wherein (a), (b) and (c) are reacted in the mole ratios of X moles of (b) to X+1 moles of (a) to Y moles of (c) wherein X has a value of 1 to 5 and Y is at least 8; and (B) removing the excess monoamine by distillation.
Claim 2
Dependent Claim
130 words
A process for preparing a resinous composition which comprises: (A) reacting (a) a polyepoxide compound derived from a dihydric phenol and an epihalohydrin, said polyepoxide compound having a 1,2-epoxide equivalent weight of about 110 to about 250; (b) a dihydric phenol; and (c) a monoamine which contains one tertiary amine group and one primary hydroxyl group at a temperature of about 25° C. to about 150° C. for a time sufficient to react all of the epoxide groups of the polyepoxide, wherein (a), (b) and (c) are reacted in the mole ratios of X moles of (b) to X+1 moles of (a) to Y moles of (c) wherein X has a value of 1 to 5 and Y is at least 8; and (B) removing the excess monoamine by distillation.
Claim 3
Dependent Claim
34 words
The process of claim 1 wherein the polyepoxide compound is a glycidyl polyether of Bisphenol A having an epoxide equivalent weight of about 170 to about 210, and the dihydric phenol is Bisphenol A.
Claim 4
Dependent Claim
29 words
The process of claim 1 wherein the monoamine has the formula: ##STR2## wherein R 1 and R 2 are alkyl groups having a combined total of 6 carbon atoms.
Claim 5
Dependent Claim
10 words
The process of claim 3 wherein the monoamine is diethylethanolamine.
Claim 6
Dependent Claim
11 words
The process of claim 1 wherein the monoamine is hydroxyethyl morpholine.
Claim 7
Dependent Claim
17 words
The process of claim 1 wherein the reaction temperature is about 60° C. to about 120° C.
Claim 8
Dependent Claim
23 words
The process of claim 1 wherein X has a value of 2 to 3 and Y has a value of 12 to 22.
Claim 9
Dependent Claim
61 words
The process of claim 1 wherein, after removing the excess monoamine, the resinous composition is esterified with a monocarboxylic acid having 8 to 24 carbon atoms at a temperature of about 150° C. to about 250° C. wherein the amount of monocarboxylic acid is about 0 to about 25 weight percent based on total weight of resinous composition and monocarboxylic acid.
Claim 10
Dependent Claim
28 words
The process of claim 8 wherein the acid contains 8 to 12 carbon atoms and is present in the amount of about 5 to about 15 weight percent.
Claim 11
Dependent Claim
58 words
The process of claim 1 wherein, after removing the excess monoamine, the resinous composition is etherified with a monoepoxide having 8 to 24 carbon atoms at a temperature of about 75° C. to about 230° C. wherein the amount of monoepoxide is about 0 to about 25 weight percent based on total weight of resinous composition and monoepoxide.
Claim 12
Dependent Claim
29 words
The process of claim 10 wherein the monoepoxide contains from 8 to 12 carbon atoms and is present in the amount of about 5 to about 15 weight percent.
Claim 13
Dependent Claim
93 words
A resinous composition comprising the reaction product of: (A) a polyepoxide compound derived from a dihydric phenol and an epihalohydrin, said polyepoxide compound having a 1,2-epoxide equivalent weight of about 110 to about 250; (B) a dihydric phenol; and (C) a moonoamine which contains one tertiary amine group and one primary hydroxyl group, wherein (A), (B) and (C) are in the mole ratios of X moles of (B) to X+1 moles of (A) to Y moles of (C) wherein X has a value of 1 to 5 and Y is at least 8.
Claim 14
Dependent Claim
93 words
A resinous composition comprising the reaction product of: (A) a polyepoxide compound derived from a dihydric phenol and an epihalohydrin, said polyepoxide compound having a 1,2-epoxide equivalent weight of about 110 to about 250; (B) a dihydric phenol; and (C) a moonoamine which contains one tertiary amine group and one primary hydroxyl group, wherein (A), (B) and (C) are in the mole ratios of X moles of (B) to X+1 moles of (A) to Y moles of (C) wherein X has a value of 1 to 5 and Y is at least 8.
Claim 15
Dependent Claim
34 words
The composition of claim 12 wherein the polyepoxide compound is a glycidyl polyether of Bisphenol A having an epoxide equivalent weight of about 170 to about 210, and the dihydric phenol is Bisphenol A.
Claim 16
Dependent Claim
29 words
The composition of claim 12 wherein the monoamine has the formula: ##STR3## wherein R 1 and R 2 are alkyl groups having a combined total of 6 carbon atoms.
Claim 17
Dependent Claim
10 words
The composition of claim 14 wherein the monoamine is diethylethanolamine.
Claim 18
Dependent Claim
10 words
The composition of claim 12 wherein the monoamine is hydroxyethylmorpholine.
Claim 19
Dependent Claim
23 words
The composition of claim 12 wherein X has a value of 2 to 3 and Y has a value of 12 to 22.
Claim 20
Dependent Claim
45 words
The composition of claim 12 which, after removal of the excess monoamine, is esterified with a monocarboxylic acid having 8 to 24 carbon atoms in the amount of about 0 to about 25 weight percent based on total weight of resinous composition and monocarboxylic acid.
Claim 21
Dependent Claim
28 words
The composition of claim 18 wherein the acid contains 8 to 12 carbon atoms and is reacted in the amount of about 5 to about 15 weight percent.
Claim 22
Dependent Claim
44 words
The composition of claim 12 which, after removal of the excess monoamine, is etherified with a monoepoxide having 8 to 24 carbon atoms in the amount of about 0 to about 25 weight percent based on total weight of resinous composition and monocarboxylic acid.
Claim 23
Dependent Claim
29 words
The composition of claim 20 wherein the monoepoxide contains from 8 to 12 carbon atoms and is reacted in the amount of about 5 to about 15 weight percent.
Claim 24
Dependent Claim
19 words
An aqueous composition comprising the composition of claim 18 salted with an acid and dissolved or dispersed in water.
Claim 25
Dependent Claim
10 words
The aqueous composition of claim 22 plus a crosslinking agent.
Claim 26
Dependent Claim
21 words
The aqueous composition of claim 23 wherein the crosslinking agent is an aminoplast resin, a phenolplast resin, or a blocked polyisocyanate.
Claim 27
Dependent Claim
19 words
An aqueous composition comprising the composition of claim 20 salted with an acid and dissolved or dispersed in water.
Claim 28
Dependent Claim
10 words
The aqueous composition of claim 25 plus a crosslinking agent.
Claim 29
Dependent Claim
21 words
The aqueous composition of claim 26 wherein the crosslinking agent is an aminoplast resin, a phenolplast resin, or a blocked polyisocyanate.
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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) | 1985-07-12 | 1986-01-11 | 1986-07-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-07-12 | 1990-01-11 | 1990-07-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-07-12 | 1994-01-11 | 1994-07-13 | $7700.00 | Window Closed / Lapsed |