Patent US1704411A successfully refreshed from Google Patents.
US4480083A
Expired / Lapsed
US
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Oxazolidine-blocked amine polymers
Assignee: DeSoto Inc
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Filing: 1983-03-21
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Granted: 1984-10-30
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Expires: 2003-03-21
Abstract
Abstract Adducts of oxazolidine compounds, such as the reaction product of monoethanol amine with cyclohexanone, are adducted with an organic polyepoxide and the adduct is reacted with an acid to protonate at least 50% of the amine groups in the adduct. These protonated adducts can be dispersed in water to form dispersions which cure with various curing agents. When all the epoxy groups are consumed by reaction with the oxazolidine, aqueous electrocoating baths can be formulated which may contain aminoplast resin or phenoplast curing agents.
Inventors
- 👤 Anthony J. Tortorello
- 👤 Nestor P. Hansen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 14:40
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/52; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/64; C08G18/6415; C08G59/00; C08G59/14; C08G59/1433; C08G59/1477; C09; C09D; C09D163/00; C09D5/00; C09D5/44; C09D5/4419; C09D5/443; C09D5/4434; Y; Y10; Y10S; Y10S524/00; Y10S524/901
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
117 words
A protonated adduct reaction product which is an adduct of: (1) an oxazolidine having the formula: ##STR2## where R 1 , R 2 and R 5 are selected from hydrogen and C 1 -C 10 alkyl, and R 3 and R 4 are the residue of a ketone or aldehyde used to form the oxazolidine compound by a reaction involving the removal of water; (2) an organic polyepoxide having a 1,2-epoxy equivalency of at least about 1.2; said oxazolidine being present in an amount sufficient to react with at least 10% of the 1,2-oxirane groups in said polyepoxide; and said adduct being reacted with (3) an acid to protonate at least 50% of the amine groups therein.
Claim 2
Dependent Claim
117 words
A protonated adduct reaction product which is an adduct of: (1) an oxazolidine having the formula: ##STR2## where R 1 , R 2 and R 5 are selected from hydrogen and C 1 -C 10 alkyl, and R 3 and R 4 are the residue of a ketone or aldehyde used to form the oxazolidine compound by a reaction involving the removal of water; (2) an organic polyepoxide having a 1,2-epoxy equivalency of at least about 1.2; said oxazolidine being present in an amount sufficient to react with at least 10% of the 1,2-oxirane groups in said polyepoxide; and said adduct being reacted with (3) an acid to protonate at least 50% of the amine groups therein.
Claim 3
Dependent Claim
23 words
A water dispersion of the protonated adduct of claim 1, said adduct being hydrolyzed in said dispersion to generate secondary amine groups therein.
Claim 4
Dependent Claim
21 words
A protonated adduct as recited in claim 1 in which said oxazolidine is formed by reaction of reactants including monoethanol amine.
Claim 5
Dependent Claim
20 words
A protonated adduct as recited in claim 1 in which said oxazolidine is formed by reaction of reactants including cyclohexanone.
Claim 6
Dependent Claim
17 words
A protonated adduct as recited in claim 3 in which said monoethanol amine is reacted with cyclohexanone.
Claim 7
Dependent Claim
30 words
A protonated adduct as recited in claim 1 in which said organic polyepoxide is a diglycidyl ether of a bisphenol, said ether having a 1,2-epoxy equivalency of 1.6 to 2.0.
Claim 8
Dependent Claim
23 words
A protonated adduct as recited in claim 1 in which said organic polyepoxide has an average molecular weight of from 800 to 4000.
Claim 9
Dependent Claim
23 words
A protonated adduct as recited in claim 6 in which said organic polyepoxide has an average molecular weight of from 1000 to 3000.
Claim 10
Dependent Claim
21 words
A protonated adduct as recited in claim 8 in which said oxazolidine is formed by reaction of monoethanol amine with cyclohexanone.
Claim 11
Dependent Claim
26 words
A protonated adduct as recited in claim 1 in which substantially all of the epoxy functionality in said polyepoxide is consumed by reaction with said oxazolidine.
Claim 12
Dependent Claim
26 words
A protonated adduct as recited in claim 9 in which substantially all of the epoxy functionality in said polyepoxide is consumed by reaction with said oxazolidine.
Claim 13
Dependent Claim
24 words
A water dispersion of the protonated adduct of claim 11, said protonated adduct being hydrolyzed in said dispersion to generate secondary amine groups therein.
Claim 14
Dependent Claim
27 words
An aqueous thermosetting coating dispersion comprising the dispersion of claim 2 in admixture with a curing agent selected from aminoplast resin, phenoplast resin and blocked organic polyisocyanate.
Claim 15
Dependent Claim
24 words
An aqueous thermosetting coating dispersion comprising the dispersion of claim 12 in admixture with a curing agent selected from aminoplast resin and phenoplast resin.
Claim 16
Dependent Claim
20 words
An electrocoating bath comprising the aqueous dispersion of claim 12 having a resin solids content of from 4% to 20%.
Claim 17
Dependent Claim
17 words
An electrocoating bath as recited in claim 15 in which the curing agent is etherified N-methylol melamine.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-10-30 | 1988-04-30 | 1988-10-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-30 | 1992-04-30 | 1992-10-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-30 | 1996-04-30 | 1996-10-30 | $7700.00 | Window Closed / Lapsed |