Dirt pick up resistant latex resin

Patent metadata

Field	Value
Publication number	US-11945967-B2
Application number	US-202016919686-A
Country	US
Kind code	B2
Filing date	Jul 2, 2020
Priority date	Jul 2, 2020
Publication date	Apr 2, 2024
Grant date	Apr 2, 2024

Abstract

A method for forming a benzophenone-containing emulsion is provided. The method includes a step of forming a pre-emulsion by combining a monomer composition with a benzophenone or a benzophenone derivative in water, the monomer composition including one or more monomers selected from the group consisting of (meth)acrylic acid monomers and (meth)acrylic monomers, vinyl acetate, aromatic monomers, vinyl neodecanoate, and combinations thereof. The pre-emulsion is polymerized by combining the pre-emulsion with a radical initiator in a reactor to form a reaction mixture that polymerizes to form an emulsion polymer. This procedure implements novel and easily polymerizable benzophenone (meth)acrylates) into the polymer backbone preventing them from leaching out of finished coatings. Advantageously, the benzophenone-containing emulsions can be used to form paint coatings with dirt pick-up resistance while maintaining the excellent flexibility of paint finishes to limit cracking of the final film.

First claim

What is claimed is:

1. A method comprising:
a) dissolving a polymerizable benzophenone monomer in a reactive monomer composition to form a pre-emulsion, the polymerizable benzophenone monomer formed by reacting a diphenyl ketone having functional groups and a polymerizable component having one or more acrylate or vinyl moieties; and
b) emulsifying the pre-emulsion by combining the pre-emulsion with a radical initiator in a reactor to form a reaction mixture that polymerizes to form an emulsion polymer, wherein the polymerizable benzophenone monomer is described by structure 2:

wherein:
m is 0, 1, 2, 3, 4, or 5;
n is 0, 1, 2, 3, or 4;
R 1 , R 2 are each independently C 1-10 alkyl, C 6-14 aryl, C 6-15 heteroaryl, —OH, —NH 2 , —R 3 —OH, —R 3 —NH 2 , epoxy group, carbonyl group, vinyl group, or acylate group;
R 3 is a C 1-10 alkenylene group; and
R 4 is C 1-10 alkyl.

2. The method of claim 1 wherein the radical initiator is selected from the group consisting of organic peroxides, azo-compounds, metal iodides, metal alkyls, persulfates, and combinations thereof.

3. The method of claim 1 wherein the reactive monomer composition includes one or more monomers selected from the group consisting of acrylic acid, methacrylic acid, vinyl acetate, aromatic monomers, vinyl neodecanoate, and combinations thereof.

4. The method of claim 1 wherein the reactive monomer composition includes one or more monomers selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate, decyl acrylate, lauryl methacrylate, methyl methacrylate, butyl methacrylate, stearyl methacrylate, isobornyl methacrylate, cyclohexyl methacrylate, isodecyl methacrylate, lauryl methacrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, and combinations thereof.

5. The method of claim 1 wherein the reactive monomer composition includes butyl acrylate, ethyl hexyl acrylate, methyl methacrylate, acrylic acid, and methacrylic acid.

6. The method of claim 1 wherein step b) includes a seeding step in which a portion of the pre-emulsion and a predetermined amount of initiator are added to the reaction mixture and allowed to react for a first predetermined time period at a first predetermined temperature.

7. The method of claim 6 wherein the first predetermined time period is from about 10 minutes to 2 hours and the first predetermined temperature is from about 70° C. to about 100° C.

8. The method of claim 6 wherein an additional amount of the pre-emulsion and the radical initiator is added to the reaction mixture over a second predetermined time period at a second predetermined temperature with mixing, the second predetermined time period being after the first predetermined time period.

9. The method of claim 8 wherein the second predetermined time period is from about 1 hour to 10 hours and the second predetermined temperature is from about 70° C. to about 100° C.

10. The method of claim 8 further comprising adding a neutralizing agent to the reaction mixture.

11. The method of claim 1 wherein a final emulsion composition is a composition that includes all of components that have been added to the reaction mixture such that the reactive monomer composition is present in an amount from about 25 to 65 weight percent of the final emulsion composition, the polymerizable benzophenone monomer is present in an amount from about 0.05 to 15 weight percent of the total weight of the final emulsion composition, and the radical initiator is present in an amount from about 0.05 to 2 weight percent of the total weight of the final emulsion composition with the balance being water.

12. A paint composition comprising the emulsion polymer made by the method of claim 1 , the paint composition able to form a coating with dirt pick up resistance and cracking resistance.

13. The method of claim 1 , wherein R 1 , R 2 are each independently —OH, —NH 2 , —R 3 —OH, —R 3 —NH 2 vinyl group, or acylate group.

14. The method of claim 1 , wherein glycidyl methacrylate reacts with a hydroxyl or amino benzophenone derivative to form the polymerizable benzophenone monomer.

Assignees

• Behr Process Corp

Inventors

• Li Jigui
• Ziehm Christopher
• Hicken Ryan

Classifications

• C09D5/00 Primary

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title

• C08F220/14

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• C08F220/1804

  C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate · CPC title

• C08F220/343

  in the form of urethane links · CPC title

• C09D133/08

  Homopolymers or copolymers of acrylic acid esters · CPC title