Aqueous dispersion compositions

• US 4,477,610 A
• Filed: 12/22/1981
• Issued: 10/16/1984
• Est. Priority Date: 12/23/1980
• Status: Expired due to Term

• Current Assignee: Asahi Kasei Kogyo Kabushiki Kaisha (Asahi Kasei Corporation)
• Original Assignee: Asahi Kasei Kogyo Kabushiki Kaisha (Asahi Kasei Corporation)
• Inventors: Ishimura, Hidekazu, Kakutani, Yoshimi, Aoyagi, Naohisa
• Primary Examiner(s): Michl, Paul R.
• Application Number:
  US06/333,506
• Time in Patent Office: 1,029 Days
• Field of Search: 523/406, 523/407, 523/409, 523/410, 523/414, 526/273
• US Class Current: 523/414
• CPC Class Codes: C08F 220/00 Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
• CPC Class Codes: C08F 220/26 Esters containing oxygen in addition to the carboxy oxygen
• CPC Class Codes: C08F 299/026 from the reaction products of polyepoxides and unsaturated monocarboxylic acids, their anhydrides, halogenides or esters with low molecular weight
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 63/10 Epoxy resins modified by unsaturated compounds
• CPC Class Codes: C09D 4/00 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 Class Codes: C09J 4/00 Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16

Abstract

An aqueous dispersion composition is described, which is prepared by uniformly mixing (A) a mixture of aromatic compounds having an average of at least 0.5 epoxy groups and from 0.1 to 1.5 acryloyl or methacryloyl groups in the molecule, and (B) at least one ethylenic monomer, and then polymerizing the mixture. In other embodiments, the composition can contain a polyamine-based hardener, and additionally, a resin, e.g., a phenol resin and a terpene resin. This composition has excellent storage stability and can provide a coating film having excellent water resistance, heat resistance, and adhesiveness.

Claims

1. An aqueous dispersion composition which is prepared by uniformly mixing

(A) a mixture of aromatic compounds having epoxy groups and/or acryloyl or methacryloyl groups, said mixture containing an average of at least 0.5 epoxy groups and an average of from 0.1 to 1.5 acryloyl or methacryloyl groups per molecule, which mixture is prepared by reacting an aromatic epoxy resin with at least one of acrylic acid and methacrylic acid, and

(B) at least one ethylenic monomer, and then polymerizing the mixture;

wherein the epoxy groups remain in said dispersion composition in an amount sufficient to cause a cross-linking reaction, wherein the weight ratio of (A) to (B) is from 90/10 to 10/90.

2. A composition as in claim 1, wherein (B) contains acrylic acid or methacrylic acid.

3. A composition as in claim 2, wherein the mixture is polymerized by a solution polymerization method.

4. A composition as in claim 3, wherein the epoxy equivalent of (A) is from 100 to 10,000.

5. A composition as in claim 1, wherein the aromatic epoxy resin is a condensate of bisphenol A and epichlorohydrin.

6. A composition as in claim 3, wherein the solution polymerization is performed at a temperature of from 70°

C. to 100°

C.

7. A composition as in claim 2, wherein the polymerization is an emulsion polymerization.

8. A composition as in claim 7, wherein the epoxy equivalent of (A) is from 100 to 10,000.

9. A composition as in claim 1, wherein (A) is a condensate of bisphenol A and epichlorohydrin.

20. A composition as in claim 1, 14, or 19, wherein the mixture of aromatic compounds has an average of from 0.4 to 0.8 acryloyl or methacryloyl groups per molecule.

21. A composition as in claim 1, 14, or 19, wherein the ethylenic monomer contains about 1% to 60% by weight of acrylic acid or methacrylic acid.

10. An aqueous dispersion composition comprising:

(I) an aqueous dispersion which is prepared by uniformly mixing

(A) a mixture of aromatic compounds having epoxy groups and/or acryloyl or methacryloyl groups, said mixture containing an average of at least 0.5 epoxy groups and from 0.1 to 1.5 acryloyl or methacryloyl groups per molecule, which mixture is prepared by reacting an aromatic epoxy resin with at least one of acrylic acid and methacrylic acid, and

(B) at least one ethylenic monomer, and then polymerizing the mixture; and

(II) a polyamine-based or polysulfide-based hardener;

wherein the epoxy groups remain in said dispersion composition in an amount sufficient to cause a crosslinking reaction, wherein the weight ratio of (A) to (B) is fromm 90/10 to 10/90.

11. A composition as in claim 10, wherein the mixture is polymerized by an emulsion polymerization method.

12. A composition as in claim 11, wherein the epoxy equivalent of (A) is from 100 to 2,000.

13. A composition as in claim 10, wherein the aromatic epoxy resin is a condensate of bisphenol A and epichlorohydrin.

14. A composition as in claim 11, wherein the polyamine-based hardener is added in such an amount that the active hydrogen of the polyamine-based hardener is from 0.1 to 2.0 equivalents per equivalent of epoxy group in the aqueous dispersion (I).

15. An aqueous dispersion composition comprising:

(I) an aqueous dispersion which is prepared by uniformly mixing

(A) a mixture of aromatic compounds having epoxy groups and/or acryloyl or methacryloyl groups, said mixture having an average of at least 0.5 epoxy groups and from 0.1 to 1.5 acryloyl or methacryloyl groups per molecule, which mixture is prepared by reacting an aromatic epoxy resin with at least one of acrylic acid and methacrylic acid, and

(B) at least one ethylenic monomer, and then polymerizing the mixture, wherein the weight ratio of (A) and (B) is from 90/10 to 10/90;

(II) at least one resin selected from the group consisting of a phenol resin, a terpene resin, a rosin gum, a rosin ester resin, and a xylene resin; and

(III) a polyamine-based hardener;

wherein the epoxy groups remain in said dispersion composition in an amount sufficient to cause a crosslinking reaction.

16. A composition as in claim 15, wherein the mixture is polymerized by an emulsion polymerization method.

17. A composition as in claim 16, wherein the epoxy equivalent of the aromatic compound is from 100 to 2,000.

18. A composition as in claim 15, wherein the aromatic epoxy compound is a condensate of bisphenol A and epichlorohydrin.

19. A composition as in claim 15, wherein the polyamine-based hardener is added in such an amount that the active hydrogen of the polyamine-based hardener is from 0.1 to 2.0 equivalents per equivalent of the epoxy group in the aqueous dispersion (I).