Patent US4698141A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4698141A Expired / Lapsed US ⏱️ 0.0 years remaining

Cationic, advanced epoxy resin compositions

Assignee: Dow Chemical Co
•
Filing: 1986-07-18
•
Granted: 1987-10-06
•
Expires: 2006-07-18
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A method for preparing an advanced epoxy cationic resin from an epoxy-based resin containing oxirane groups by converting at least some of the oxirane groups to cationic groups, wherein the improvement is using as the epoxy-based resin an advanced epoxy resin obtained by reacting in the presence of a suitable catalyst (1) a diglycidylether of a polyetherpolyol, such as a condensation product of dipropylene glycol and epichlorohydrin having an epoxy equivalent weight of 185, (2) a diglycidylether of a dihydric phenol, for example a diglycidyl ether of bisphenol A and (3) a dihydric phenol such as bisphenol A and optionally a capping agent such as p-nonylphenol. Coating compositions suitable for electrodeposition are prepared from the product obtained by the process.

Inventors

  • 👤 Kenneth W. Anderson
  • 👤 Richard A. Hickner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 22:36
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/066; C08G59/14; C08G59/1433; C08G59/18; C08G59/20; C08G59/22; C08G59/226; C09; C09D; C09D163/00; C09D5/00; C09D5/44; C09D5/4419; C09D5/443; C09D5/4434

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 210 words
In a process for preparation of an advanced epoxy cationic resin from an epoxy resin composition having terminal oxirane groups which includes the step of converting oxirane groups to cationic groups by reacting a nucleophile with at least some of the oxirane groups of the epoxy resin composition wherein an organic acid and water are added during some part of this conversion, the improvement of using as the epoxy resin composition an advanced epoxy resin obtained by reacting in the presence of a suitable catalyst (A) a composition comprising (1) at least one diglycidylether of a polyetherpolyol, and (2) a diglycidylether of a dihydric phenol, with (B) at least one dihydric phenol wherein (A-1) and (A-2) are employed in such quantities that about 10 to about 75 weight percent of the glycidyl ethers contained in component (A) are contributed by (A-1) and from about 25 weight percent to about 90 weight percent of the glycidyl ethers are contributed by (A-2), and components (A) and (B) are employed in such quantities that the resultant epoxide equivalent weight is from about 350 to about 10,000; whereby there is obtained a cationic, advanced epoxy resin having a charge density of from about 0.2 to about 0.6 milliequivalent of charge per gram of resin.
Claim 2
Dependent Claim 210 words
In a process for preparation of an advanced epoxy cationic resin from an epoxy resin composition having terminal oxirane groups which includes the step of converting oxirane groups to cationic groups by reacting a nucleophile with at least some of the oxirane groups of the epoxy resin composition wherein an organic acid and water are added during some part of this conversion, the improvement of using as the epoxy resin composition an advanced epoxy resin obtained by reacting in the presence of a suitable catalyst (A) a composition comprising (1) at least one diglycidylether of a polyetherpolyol, and (2) a diglycidylether of a dihydric phenol, with (B) at least one dihydric phenol wherein (A-1) and (A-2) are employed in such quantities that about 10 to about 75 weight percent of the glycidyl ethers contained in component (A) are contributed by (A-1) and from about 25 weight percent to about 90 weight percent of the glycidyl ethers are contributed by (A-2), and components (A) and (B) are employed in such quantities that the resultant epoxide equivalent weight is from about 350 to about 10,000; whereby there is obtained a cationic, advanced epoxy resin having a charge density of from about 0.2 to about 0.6 milliequivalent of charge per gram of resin.
Claim 3
Dependent Claim 25 words
The process of claim 1 in which the amount of diglycidylether of a polyetherpolyol is from about 10 weight percent to about 50 weight percent.
Claim 4
Dependent Claim 25 words
The process of claim 1 in which the amount of diglycidylether of a polyetherpolyol is from about 15 weight percent to about 35 weight percent.
Claim 5
Dependent Claim 45 words
The process of claim 1 in which the diglycidylether of a polyetherpolyol has the approximate formula ##STR9## wherein R is hydrogen or lower alkyl, m is a number having an average of from 2 to 50 and n is a number from 1 to 3.
Claim 6
Dependent Claim 23 words
The process of claim 1 in which the epoxide equivalent weight of the advanced epoxy resin is from about 600 to about 3,000.
Claim 7
Dependent Claim 64 words
The process of claim 1 in which the diglycidylether of a dihydric phenol has the formula ##STR10## wherein each R independently is hydrogen or a hydrocarbyl group having from 1 to 3 carbon atoms, each R' independently is hydrogen, a hydrocarbyl or a hydrocarbyloxy group having from 1 to 4 carbon atoms or a halogen and n' has a value from zero to 40.
Claim 8
Dependent Claim 15 words
The process of claim 6 in which n' has a value from 0.1 to 5.
Claim 9
Dependent Claim 84 words
The process of claim 1 in which the diglycidylether of a dihydric phenol has the formula ##STR11## wherein A is a divalent hydrocarbon group having from 1 to 12 carbon atoms; ##STR12## each R' is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to 4 carbon atoms, or a halogen, R is independently hydrogen or a hydrocarbyl group having from 1 to 3 carbon atoms; n has a value from zero to 1; and n' has a value from zero to 40.
Claim 10
Dependent Claim 50 words
The process of claim 1 in which the amount of component (A) is from about 60 percent to about 90 percent and the amount of component (B) is from about 40 percent to about 10 percent, the percentages being based on the total weight of component (A) and component (B).
Claim 11
Dependent Claim 36 words
The improvement of claim 1 wherein the advanced epoxy resin, before conversion to a cationic resin, has an oxirane content of from about 1 to about 5 percent based on the total weight of the resin.
Claim 12
Dependent Claim 36 words
The improvement of claim 1 wherein the advanced epoxy resin, before conversion to a cationic resin, has an oxirane content of from about 2 percent to about 4 percent, based on the total weight of resin.
Claim 13
Dependent Claim 19 words
The improvement of claim 1 in which component (C), a capping agent, is combined with components (A) and (B).
Claim 14
Dependent Claim 14 words
The improvement of claim 12 in which the capping agent is a monofunctional phenol.
Claim 15
Dependent Claim 29 words
The improvement of claim 12 in which the amount of capping agent is from about 1 percent to about 15 percent based on the total weight of diglycidyl ethers.
Claim 16
Dependent Claim 258 words
In a process of coating a cationic, epoxy resin-based composition onto an object having an electroconductive surface by steps comprising immersing the electroconductive object into a coating bath comprising an aqueous dispersion of cationic particles of the epoxy-based composition, passing an electric current through said bath sufficient to electrodeposit a coating of said composition on the object by providing a difference of electrical potential between the object and an electrode that is (a) spaced apart from said object (b) in electrical contact with said bath and (c) electrically positive in relation to said object, the improvement which comprises using as the cationic resin composition a composition comprising a cationic, advanced epoxy-based resin having a charge density of from about 0.2 to about 0.6 milliequivalent of cationic charge per gram of resin obtained by reacting in the presence of a suitable catalyst (A) a composition comprising (1) at least one diglycidylether of a polyetherpolyol, and (2) a diglycidylether of a dihydric phenol, with (B) at least one dihydric phenol wherein (A-1) and (A-2) are employed in such quantities that about 10 to about 75 percent of the diglycidylethers contained in component (A) are contributed by (A-1) and from about 25 percent to about 90 percent of the diglycidylethers are contributed by (A-2), and components (A) and (B) are employed in such quantities that the resultant epoxide equivalent weight is from about 350 to about 10,000; whereby, there is formed an advanced epoxy resin having terminal oxirane groups and converting at least some of the oxirane groups to cationic groups.
Claim 17
Dependent Claim 258 words
In a process of coating a cationic, epoxy resin-based composition onto an object having an electroconductive surface by steps comprising immersing the electroconductive object into a coating bath comprising an aqueous dispersion of cationic particles of the epoxy-based composition, passing an electric current through said bath sufficient to electrodeposit a coating of said composition on the object by providing a difference of electrical potential between the object and an electrode that is (a) spaced apart from said object (b) in electrical contact with said bath and (c) electrically positive in relation to said object, the improvement which comprises using as the cationic resin composition a composition comprising a cationic, advanced epoxy-based resin having a charge density of from about 0.2 to about 0.6 milliequivalent of cationic charge per gram of resin obtained by reacting in the presence of a suitable catalyst (A) a composition comprising (1) at least one diglycidylether of a polyetherpolyol, and (2) a diglycidylether of a dihydric phenol, with (B) at least one dihydric phenol wherein (A-1) and (A-2) are employed in such quantities that about 10 to about 75 percent of the diglycidylethers contained in component (A) are contributed by (A-1) and from about 25 percent to about 90 percent of the diglycidylethers are contributed by (A-2), and components (A) and (B) are employed in such quantities that the resultant epoxide equivalent weight is from about 350 to about 10,000; whereby, there is formed an advanced epoxy resin having terminal oxirane groups and converting at least some of the oxirane groups to cationic groups.
Claim 18
Dependent Claim 46 words
The process of claim 15 wherein a capping agent, component (C), is combined with components (A) and (B) of the resin in an amount of from about 1 percent to about 15 percent based on the total weight of diglycidylethers in the cationic, advanced epoxy-based resin.
Claim 19
Dependent Claim 25 words
The process of claim 15 in which the amount of diglycidylether of polyetherpolyol in the resin is from about 10 percent to about 50 percent.
Claim 20
Dependent Claim 25 words
The process of claim 15 in which the amount of diglycidylether of polyol in the resin is from about 15 percent to about 35 percent.
Claim 21
Dependent Claim 15 words
The improvement of claim 15 in which the coating bath also contains a curing agent.
Claim 22
Dependent Claim 28 words
The improvement of claim 19 in which the curing agent is selected from a blocked polyisocyanate, an amine aldehyde resin, a phenol aldehyde resin and a polyester resin.
Claim 23
Dependent Claim 14 words
The improvement of claim 20 in which the curing agent is a ketoxime-blocked polyisocyanate.
Claim 24
Dependent Claim 14 words
The improvement of claim 15 in which the coating bath also contains a pigment.
Claim 25
Dependent Claim 14 words
A composition of matter comprising the product obtained by the process of claim 1.
Claim 26
Dependent Claim 14 words
A composition of matter comprising the product obtained by the process of claim 2.
Claim 27
Dependent Claim 14 words
A composition of matter comprising the product obtained by the process of claim 3.
Claim 28
Dependent Claim 14 words
A composition of matter comprising the product obtained by the process of claim 12.
Claim 29
Dependent Claim 39 words
A coating composition suitable for electrodeposition comprising an aqueous dispersion of the composition of claim 23 in combination with a curing agent selected from a blocked polyisocyanate, an amine aldehyde resin, a phenol aldehyde resin and a polyester resin.
Claim 30
Dependent Claim 15 words
The coating composition of claim 27 in which the curing agent is a blocked polyisocyanate.
Claim 31
Dependent Claim 15 words
The coating composition of claim 28 in which the blocked polyisocyanate is a ketoxime-blocked polyisocyanate.
Claim 32
Dependent Claim 11 words
The coating composition of claim 27 which also contains a pigment.

References Cited (Backward Citations)

US4048179A Cited
US4182831A Cited
US4419467A Cited
US4608313A Cited
US4610769A Cited
US4552814A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-10-05 1991-04-06 1991-10-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-10-05 1995-04-06 1995-10-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-10-05 1999-04-06 1999-10-06 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag