Hybrid latex emulsions and coating compositions formed from hybrid latex emulsions

Patent metadata

Field	Value
Publication number	US-10865324-B2
Application number	US-201414772947-A
Country	US
Kind code	B2
Filing date	Mar 11, 2014
Priority date	Mar 14, 2013
Publication date	Dec 15, 2020
Grant date	Dec 15, 2020

Abstract

Hybrid latex emulsions are disclosed which can be used in the formation of coating compositions having good blush resistance, abrasion resistance, blister resistance, hardness and scratch resistance. In some embodiments, the coating compositions are used to coat substrates such as cans and packaging materials for the storage of food and beverages. Hybrid latex emulsions of the invention may be prepared by mixing an ethylenically unsaturated monomer component and a stabilizer in a carrier to form a monomer emulsion, and reacting the monomer emulsion with an initiator to form the hybrid latex emulsion. The ethylenically unsaturated monomer component may include an organosilane compound, which may include a reactive organic group and a hydrolysable inorganic alkoxysilane.

First claim

What is claimed is:

1. A coating composition comprising
a hybrid latex emulsion comprising the product of a reaction between an initiator and a monomer emulsion, the monomer emulsion comprising a mixture of an ethylenically unsaturated monomer component and a stabilizer;
wherein the ethylenically unsaturated monomer component comprises an organosilane compound and at least one ethylenically unsaturated monomer that is not an organosilane compound;
wherein the coating composition has a gel content of greater than 50%; and
wherein the organosilane compound comprises a methoxysilane or an ethoxysilane selected from 3-methacryloxypropyltrimethoxysilane, 3-glycidyl-oxypropyltriethoxysilane, 3-glycidyloxypropyltrimethoxysilane, amino-ethyl-aminopropyltrimethoxysilane, vinyltriethoxysilane, tetra-methoxysilane, tetraethoxysilane, or methyltrimethoxysilane.

2. The coating composition of claim 1 , wherein the organosilane compound is present in an amount from about 0.1 to about 30% based on total solids of the hybrid latex emulsion.

3. The coating composition of claim 1 , wherein the organosilane compound comprises a reactive organic group and a hydrolysable inorganic alkoxysilane.

4. The coating composition of claim 1 , wherein the stabilizer includes at least one of dodecylbenzene sulfonic acid, dinonylnaphthalene sulfonic acid, dinonylnaphthylenedisulfonic acid, or bis(2-ethylhexyl)sulfosuccinic acid.

5. The coating composition of claim 1 , wherein the hybrid latex emulsion further comprises a crosslinker.

6. The coating composition of claim 1 , wherein the ethylenically unsaturated monomer component includes at least one of tripropylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, ethyl glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, glycerol di(meth)-acrylate, glycidyl methacrylate, 1,4-butanediol di(meth)acrylate, hydroxypropyl (meth)acrylate, (meth)acrylic acid, a vinyl monomer, an acrylic monomer, an allylic monomer, an acrylamide monomer, a vinyl ester, a vinyl halide, a vinyl aromatic hydrocarbon, a vinyl aliphatic hydrocarbon monomer, a vinyl alkyl ether, an acrylic monomer, 1,3-butylene glycol (meth)acrylate, polyalkylene glycol di(meth)acrylate, diallyl phthalate, trimethylolpropane tri(meth)acrylate, divinylbenzene, divinyltoluene, trivinylbenzene, or divinylnaphthalene.

7. The coating composition of claim 1 , wherein the hybrid latex emulsion is formed using a crosslinker that includes at least one of a phenolic resin, urea-formaldehyde, phenol-formaldehyde, or benzoguanamine formaldehyde.

8. A substrate coated with the coating composition of claim 1 .

9. The substrate of claim 8 , wherein the substrate is an end of a beer or beverage container.

10. The coating composition of claim 1 , wherein the hybrid latex emulsion is a hybrid core-shell latex emulsion.

11. A method of forming a coating composition, the method comprising:
a) mixing an ethylenically unsaturated monomer component and a stabilizer in a carrier to form a monomer emulsion; and
b) reacting the monomer emulsion with an initiator to form the hybrid latex emulsion,
wherein the ethylenically unsaturated monomer component comprises an organosilane compound and at least one ethylenically unsaturated monomer which is not an organosilane compound, and wherein the coating composition has a gel content of greater than 50%; and
wherein the organosilane compound comprises a methoxysilane or an ethoxysilane selected from the group comprising 3-methacryloxypropyltrimethoxysilane, 3-glycidyl-oxypropyltriethoxysilane, 3-glycidyloxypropyltrimethoxysilane, amino-ethyl-aminopropyltrimethoxysilane, vinyltriethoxysilane, tetra-methoxysilane, tetraethoxysilane, or methyltrimethoxysilane.

12. The method of claim 11 , wherein the organosilane compound is present in an amount from about 0.1 to about 30% based on total solids of the hybrid latex emulsion.

13. The method of claim 11 , wherein the organosilane compound comprises a reactive organic group and a hydrolysable inorganic alkoxysilane.

14. The method of claim 11 , wherein the stabilizer includes at least one of dodecylbenzene sulfonic acid, dinonylnaphthalene sulfonic acid, dinonylnaphthylenedisulfonic acid, or bis(2-ethylhexyl)sulfosuccinic acid.

15. The method of claim 11 , wherein the hybrid latex emulsion further comprises a crosslinker.

16. The method of claim 11 , wherein the ethylenically unsaturated monomer component includes at least one of tripropylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, ethyl glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, glycerol di(meth)-acrylate, glycidyl methacrylate, 1,4-butanediol di(meth)acrylate, hydroxypropyl (meth)acrylate, (meth)acrylic acid, a vinyl monomer, an acrylic monomer, an allylic monomer, an acrylamide monomer, a vinyl ester, a vinyl halide, a vinyl aromatic hydrocarbon, a vinyl aliphatic hydrocarbon monomer, a vinyl alkyl ether, an acrylic monomer, 1,3-butylene glycol (meth)acrylate, polyalkylene glycol di(meth)acrylate, diallyl phthalate, trimethylolpropane tri(meth)acrylate, divinylbenzene, divinyltoluene, trivinylbenzene, or divinylnaphthalene.

17. A coating composition having a gel content of greater than 50% and including an organosilane-acrylate copolymer hybrid latex emulsion that is the product of emulsion polymerization or mini-emulsion polymerization of an initiator and a monomer emulsion formed from a mixture in a carrier of a stabilizer, an organosilane compound, and an acrylate monomer; wherein the organosilane compound comprises a methoxysilane or an ethoxysilane selected from the group comprising 3-methacryloxypropyltrimethoxysilane, 3-glycidyl-oxypropyltriethoxysilane, 3-glycidyloxypropyltrimethoxysilane, amino-ethyl-aminopropyltrimethoxysilane, vinyltriethoxysilane, tetra-methoxysilane, tetraethoxysilane, or methyltrimethoxysilane.

18. The coating composition of claim 1 , wherein the monomer emulsion mixture is prepared by consecutive emulsion polymerization through the addition of each component of the monomer emulsion mixture order of increasing hydrophilicitya to confer increased retort resistance, stabilization of latex particles, and increased wetting and adhesion to the coating composition.

19. The coating composition of claim 1 , wherein the monomer emulsion mixture is prepared by mixing each component of the monomer emulsion mixture in an order of increasing hydrophilicity prior to polymerization; and wherein the monomer emulsion mixture is polymerized to confer increased retort resistance, stabilization of latex particles, and increased wetting and adhesion to the coating composition.

Assignees

• Akzo Nobel Coatings Int Bv

Inventors

• Li Cathy
• Memmer Timothy I
• Scavuzzo Derek
• Bode Daniel

Classifications

• C09D4/00 Primary

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title

• C09D183/00

  Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers · CPC title

• C09D151/00

  Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds (based on ABS polymers C09D155/02); Coating compositions based on derivatives of such polymers · CPC title

• C09D143/04 Primary

  Homopolymers or copolymers of monomers containing silicon · CPC title

• C09D5/022

  Emulsions, e.g. oil in water · CPC title