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US4167499A Expired / Lapsed US ⏱️ 0.0 years remaining

Graft copolymer useful in electrodeposition

Assignee: EIDP Inc
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Filing: 1978-05-09
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Granted: 1979-09-11
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Expires: 1998-05-09
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Abstract

Abstract A polyamine/epoxy ester graft copolymer having an acrylic polyamine backbone with secondary amine and hydroxy functionality, part of which is terminal primary hydroxy groups, onto which is grafted an epoxy-fatty acid ester. The ester is an epoxy resin reacted with a fatty acid resulting in a monoepoxide ester with one or less epoxy group per acid group. The ester is reacted with part of the secondary amine on the acrylic backbone. This system can be formulated to a nearly-neutral pH cathodic dispersion with good cure response at 150°-175° C. using conventional aminoplast crosslinkers.

Inventors

  • 👤 Isidor Hazan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 12:30
CPC Classifications
C; C09; C09D; C09D187/00; C09D187/005; C08; C08G; C08G81/00; C08G81/02; C08G81/024; C08G81/025; C09D5/00; C09D5/44; C09D5/4488

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 142 words
As a composition of matter, a graft copolymer comprising a mono-epoxide portion grafted onto an acrylic-amine backbone portion, which portions consist essentially of, by weight based on the graft copolymer, about: (a) 25-60% of an acrylic-amine backbone copolymer contributing: 14.7-35% of secondary amine acrylate or methacrylate, giving 0.08 to 0.2 equivalent of tertiary amine per 100 grams of graft copolymer, 7-17% of hydroxy-functional acrylate or methacrylate, 3-7.3% ethyl acrylate or methyl methacrylate, and 0.3-0.7% mercaptoethanol, giving primary terminal hydroxy functionality, graft polymerized with (b) and (c): (b) 33-60% of an epoxy-fatty acid copolymer of a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A and reacted with fatty acid in a mole ratio of epoxy resin to fatty acid in the range of 1/1.4-1.7, and (c) 7-15% of a glycidyl ester of a tertiary carboxylic acid containing 7 to 9 carbon atoms.
Claim 2
Dependent Claim 142 words
As a composition of matter, a graft copolymer comprising a mono-epoxide portion grafted onto an acrylic-amine backbone portion, which portions consist essentially of, by weight based on the graft copolymer, about: (a) 25-60% of an acrylic-amine backbone copolymer contributing: 14.7-35% of secondary amine acrylate or methacrylate, giving 0.08 to 0.2 equivalent of tertiary amine per 100 grams of graft copolymer, 7-17% of hydroxy-functional acrylate or methacrylate, 3-7.3% ethyl acrylate or methyl methacrylate, and 0.3-0.7% mercaptoethanol, giving primary terminal hydroxy functionality, graft polymerized with (b) and (c): (b) 33-60% of an epoxy-fatty acid copolymer of a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A and reacted with fatty acid in a mole ratio of epoxy resin to fatty acid in the range of 1/1.4-1.7, and (c) 7-15% of a glycidyl ester of a tertiary carboxylic acid containing 7 to 9 carbon atoms.
Claim 3
Dependent Claim 37 words
A graft copolymer of claim 1 comprising a mono-epoxide portion grafted onto an acrylic-amine backbone portion, which portions consist essentially of, by weight based on the graft copolymer, about: (a) 28-37% of an acrylic-amine backbone copolymer contributing:
Claim 4
Dependent Claim 100 words
5-21.8% of secondary amine acrylate or methacrylate, giving 0.08 to 0.2 equivalent of tertiary amine per 100 grams of graft copolymer, 7.8-10.4% of hydroxy-functional acrylate or methacrylate, 3.4-4.4% ethyl acrylate or methyl methacrylate, and 0.3-0.4% mercaptoethanol, giving primary terminal hydroxy functionality, graft polymerized with (b) and (c): (b) 54-59% of an epoxy-fatty acid copolymer of a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A and reacted with fatty acid in a mole ratio of epoxy resin to fatty acid of 1/1.4-1.7, and (c) 9-13% of a glycidyl ester of a tertiary carboxylic acid containing 7 to 9 carbon atoms.
Claim 5
Dependent Claim 100 words
5-21.8% of secondary amine acrylate or methacrylate, giving 0.08 to 0.2 equivalent of tertiary amine per 100 grams of graft copolymer, 7.8-10.4% of hydroxy-functional acrylate or methacrylate, 3.4-4.4% ethyl acrylate or methyl methacrylate, and 0.3-0.4% mercaptoethanol, giving primary terminal hydroxy functionality, graft polymerized with (b) and (c): (b) 54-59% of an epoxy-fatty acid copolymer of a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A and reacted with fatty acid in a mole ratio of epoxy resin to fatty acid of 1/1.4-1.7, and (c) 9-13% of a glycidyl ester of a tertiary carboxylic acid containing 7 to 9 carbon atoms.
Claim 6
Dependent Claim 26 words
The graft copolymer of claim 1 wherein the secondary amine is a methacrylate obtained by polymerization with the other backbone ingredients of tertiary butyl aminoethyl methacrylate.
Claim 7
Dependent Claim 31 words
The graft copolymer of claim 3 wherein the fatty acid of the epoxy-fatty acid copolymer is at least one selected from dehydrated castor oil fatty acid and 1,2-hydroxy stearic fatty acid.
Claim 8
Dependent Claim 45 words
The graft copolymer of claim 4 consisting essentially of, by weight based on the graft copolymer, about: (a) 33% of an acrylic amine backbone copolymer contributing: 19.4% of tertiary butyl aminoethyl methacrylate, giving about 0.1 equivalent of tertiary amine per 100 grams of graft copolymer,
Claim 9
Dependent Claim 62 words
3% hydroxyethyl methacrylate, 4% ethyl acrylate, and 0.3% mercaptoethanol, graft polymerized with (b) and (c): (b) 55% of an epoxy-fatty acid copolymer of a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A reacted with dehydrated castor oil fatty acid at a molar ratio of epoxy resin to fatty acid of 1/1.7, and (c) 12% of the glycidyl ester of versatic acid.
Claim 10
Dependent Claim 62 words
3% hydroxyethyl methacrylate, 4% ethyl acrylate, and 0.3% mercaptoethanol, graft polymerized with (b) and (c): (b) 55% of an epoxy-fatty acid copolymer of a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A reacted with dehydrated castor oil fatty acid at a molar ratio of epoxy resin to fatty acid of 1/1.7, and (c) 12% of the glycidyl ester of versatic acid.
Claim 11
Dependent Claim 110 words
The graft copolymer of claim 4 consisting essentially of, by weight based on the graft copolymer, about: (a) 25% of an acrylic-amine backbone copolymer contributing: 14.7% of tertiary butyl aminoethyl methacrylate, giving about 0.1 equivalent of tertiary amine per 100 grams of graft copolymer, 7.7% hydroxyethyl methacrylate, 3% ethyl acrylate, and 0.3% mercaptoethanol graft polymerized with (b) and (c): (b) 70% of an epoxy-fatty acid copolymer of equimolar proportions of (1) a condensation polymer of equimolar proportions of epichlorohydrin and bisphenol-A reacted with dehydrated castor oil fatty acid at at molar ratio of epoxy resin to fatty acid of 1/1.7, and (c) 5% of the glycidyl ester of versatic acid.
Claim 12
Dependent Claim 47 words
A coating composition comprising a. graft copolymer of claims 1, 2, 3, 4, 5 or 6 mixed with b. as an ionizing agent, organic acid volatile at the curing temperature, present in an amount to give a pH of 6.0 to 7.0, and c. a liquid carrier.
Claim 13
Dependent Claim 58 words
A coating composition comprising a. graft copolymer of claims 1, 2, 3, 4, 5 or 6 mixed with b. as an ionizing agent, organic acid volatile at temperatures used to crosslink the paint selected from lactic, acetic, succinic and citric acids, present in amounts to give a pH of 6.0 to 7.0, and c. an aqueous liquid carrier.
Claim 14
Dependent Claim 52 words
A coating composition comprising a. graft copolymer of claims 1, 2, 3, 4, 5 or 6 mixed with b. a nitrogen resin crosslinker, c. as an ionizing agent, organic acid volatile at the curing temperature, present in an amount to give a pH of 6.0 to 7.0, and d. a liquid carrier.
Claim 15
Dependent Claim 68 words
A coating composition comprising a. graft copolymer of claims 1, 2, 3, 4, 5 or 6 mixed with b. nitrogen resin crosslinker selected from benzoguanamine-formaldehyde and ureaformaldehyde resins, c. as an ionizing agent, organic acid volatile at temperatures used to crosslink the paint selected from lactic, acetic, succinic and citric acids, present in amounts to give a pH of 6.0 to 7.0, and d. an aqueous liquid carrier.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-09-10 1983-03-12 1983-09-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-09-10 1987-03-12 1987-09-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-09-10 1991-03-12 1991-09-11 $7700.00 Window Closed / Lapsed

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