Epoxy silane oligomer and coating composition containing same

• US 7,595,372 B2
• Filed: 12/08/2005
• Issued: 09/29/2009
• Est. Priority Date: 04/07/2005
• Status: Active Grant

• Current Assignee: Momentive Performance Materials Incorporated (Momentive Performance Materials Holdings LLC)
• Original Assignee: Momentive Performance Materials Incorporated (Momentive Performance Materials Holdings LLC)
• Inventors: Gentil, Yves, Lejeune, Alain
• Primary Examiner(s): PENG, KUO LIANG
• Application Number:
  US11/297,714
• Publication Number:
  US 20060225612A1
• Time in Patent Office: 1,391 Days
• Field of Search: 528/12, 524/588
• US Class Current: 528/12
• CPC Class Codes: C08K 3/08 Metals
• CPC Class Codes: C08L 2666/54 Inorganic substances
• CPC Class Codes: C09D 183/06 containing silicon bound to oxygen-containing groups C09D183/12 takes precedence
• CPC Class Codes: C09D 5/028 Pigments; Filters
• CPC Class Codes: C09D 5/10 containing metal dust
• CPC Class Codes: C09D 7/61 inorganic
• CPC Class Codes: C09D 7/70 characterised by shape, e.g. fibres, flakes or microspheres

Abstract

A process for producing an epoxy silane oligomer including a reaction glycidoxy silane and/or cycloaliphatic epoxy silane having 2 or 3 alkoxy groups and, optionally, a copolymerizable silane other than glycidoxy and cycloaliphatic epoxy silane, with less than 1.5 equivalents of water in the presence of a catalyst, wherein said water is continuously fed during the reaction.

Claims

1. A waterborne composition which comprises:

i) a water soluble epoxy silane oligomer composition containing from 7.46 to 23.5 weight percent residual monomer, wherein the epoxy silane oligomer is produced by the reaction of glycidoxy silane having 3 alkoxy groups with water, wherein the molar ratio of water to silane monomer is from 0.1 to 1.5, in the presence of a catalyst, wherein said water is continuously fed during the reaction and the by-product alcohol is continuously removed during the reaction;

ii) at least one particulate metal selected from the group consisting of aluminum, manganese, cadmium, nickel, tin, magnesium, zinc, alloys thereof and ferroalloys thereof; and

,

iii) one or more optional ingredients selected from the group consisting of a surfactant, pH adjusting agent, co-solvent, monomeric silane, binder, crosslinker and pigment paste dispersion.

2. The waterborne composition of claim 1 wherein the epoxy silane oligomer composition is pre-solubilized in an aqueous solution.

3. The composition of claim 1 wherein optional pH adjusting agent is at least one member selected from the group consisting of boric acid, orthophosporic acid, acetic acid, ascorbic acid and citric acid;

optional co-solvent is at least one member of the group consisting of dipropylene glycol methyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, ethylene glycol monomethyl ether acetate, ethylene glycol monohexyl ether, ethylene glycol mono-2-ethylhexyl ether, ethylene glycol monophenyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monobutyl ether, butyl carbitol, dipropylene glycol dimethyl ether, butyl glycol, butyldiglycol, ethylene glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, n-propyl acetate, n-butyl acetate, isobutyl acetate, methoxypropylacetate, butyl cellosolve actetate, butylcarbitol acetate, propylene glycol n-butyl ether acetate, t-butyl acetate, n-butanol, n-propanol, isopropanol and ethanol.

4. The composition of claim 1 wherein the surfactant is at least one member selected from the group consisting of alkyl-phenol-ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.

5. The composition of claim 1 wherein the surfactant has a hydrophilic-lipophilic balance value of from about 5 to about 15.

6. The composition of claim 1 wherein the binder is selected from the group consisting organic or inorganic binders.

7. The composition of claim 6 wherein the inorganic binder is selected from the group consisting of silicates, ethyl silicates, silica nano particles solutions and silicone resins.

8. The composition of claim 6 wherein the organic binder is selected from the group consisting of non-ionic stabilized resins, anionic stabilized emulsions and cationic stabilized emulsions.

9. The composition of claim 8 wherein the organic binder is selected from the group consisting of vinylic resins, polyvinyl chlorides, vinyl chloride copolymers, vinylacetate copolymers, acrylics copolymers, styrene butadiene copolymers, acrylate copolymer, polyacrylate, styrene acrylate copolymers, phenolic resins, melamine resins, epoxy resins, polyurethane resins, alkyd resins, polyvinyl butyral resins, polyamides, polyamidoamines resins, polyvinyl ethers, polybutadienes, polyester resins, organosilicone resins, organopolysiloxane resins, nitrocellulosic resins, carboxymethyl cellulose, cellulose esters of organic acids, cellulose ethers, modified natural rubbers, natural gums, a solution of said polymers and copolymers, and any combination thereof.

10. The composition of claim 1 wherein the crosslinker is selected from the group consisting of isocyanates, epoxy curing agents, amino agents, aminoamido agents, epoxy amino adducts, carbodiimides, melamines anhydrides, polycarboxylic anhydrides, carboxylic acid resins, aziridines, titanates, organofunctional titanates and organofunctional silanes.

11. The composition of claim 10 wherein the organofunctional silane is selected from the group consisting of epoxy silanes, aminosilanes, isocyanatosilanes, methacryl silanes and vinylsilanes.

12. The composition of claim 1 wherein the pigment paste dispersion is selected from the group consisting of organic pigment dispersions and inorganic pigment dispersions.

13. The composition of claim 1 wherein the epoxy silane oligomer composition is present in the range of about 0.05 to about 40 weight percent of the composition.

14. The cured composition of claim 1.

15. An adhesive, sealant or coating composition which comprises the waterborne composition of claim 1.

16. The composition of claim 1 wherein the particulate metal is selected from the group consisting of zinc dust, zinc flake, aluminum dust, aluminum flake, zinc aluminum alloy dust, zinc aluminum alloy flakes and any combination thereof.

17. The composition of claim 1 wherein the particulate metal is in a powder or paste dispersion form.

18. A waterborne composition which comprises:

i) an epoxy silane oligomer, composition containing from 15 to 23.5 weight percent residual monomer, wherein the epoxy silane oligomer is produced by the reaction of glycidoxy silane and/or cycloaliphatic epoxy silane having 3 alkoxy groups with water wherein the ratio of water to silane monomer is from 0.1 to 1.5 in the presence of a catalyst, wherein said water is continuously fed during the reaction and wherein the epoxy silane oligomer composition is pre- solubilized in an aqueous solution; and

,

ii) one or more optional ingredients selected from the group consisting of a surfactant, pH adjusting agent, co-solvent, monomeric silane, binder, crosslinker and pigment paste dispersion, and,

iii) at least one particulate metal selected from the group consisting of zinc chromate, zinc potassium chromate, zinc phosphates, alumino triphosphates, calcium magnesium phosphates, barium phosphates, aluminum zinc phosphates, molybdates, wolframates, zirconates, vanadates, zinc salts of 5-nitrophthalic acid and iron phosphide.

19. A coating composition which comprises the composition of claim 18.

20. The cured product of claim 19.