Burnish and mar resistant resin for clear and pigmented coatings

Patent metadata

Field	Value
Publication number	US-12410321-B2
Application number	US-202016917029-A
Country	US
Kind code	B2
Filing date	Jun 30, 2020
Priority date	May 28, 2020
Publication date	Sep 9, 2025
Grant date	Sep 9, 2025

Abstract

A method for forming an emulsion polymer includes a step of forming a pre-emulsion by combining a monomer composition with a siloxane-containing composition in water and polymerizing the pre-emulsion by combining the pre-emulsion with a radical initiator in a reactor to form a reaction mixture. Characteristically, the monomer composition includes one or more monomers selected from the group consisting of (meth)acrylic acid monomers, (meth)acrylic monomers, styrene monomers, vinyl acetate monomers, vinyl ester monomers, and combinations thereof. A paint composition that includes the emulsion polymer is also provided. This invention describes a method to provide excellent burnish and mar resistance while avoiding problems with film appearance that can result from siloxane addition.

First claim

What is claimed is:

1. A method comprising:
a) forming a pre-emulsion by combining a monomer composition with a siloxane-containing composition in water, the monomer composition including one or more monomers selected from the group consisting of (meth)acrylic acid monomers, (meth)acrylic monomers, vinyl functional monomers, and combinations thereof; and
b) polymerizing the pre-emulsion by combining the pre-emulsion with a radical initiator in a reactor to form a reaction mixture that polymerizes into an emulsion polymer,
wherein the siloxane-containing composition includes a siloxane having structure 1, 2, or 3:

wherein:
a, b, and m are each independently 1 to 100;
R 1 , R 3 are each independently C 1-10 alkyl, C 6-14 aryl, C 6-15 heteroaryl, —NH 2 , —R 4 —OH, —R 4 —NH 2 , epoxy group, vinyl group, hydrogen, or acrylate group;
R 2 is C 1-10 alkyl, C 6-14 aryl, C 6-15 heteroaryl, —NH 2 , —R 4 —OH, —R 4 —NH 2 , hydrogen, or acrylate group; and
R 4 is a C 1-10 alkenylene group and wherein the siloxane having structure 1 or 3 is functionalized with amino, hydroxyl, epoxy, vinyl, or acrylate groups and the siloxane having structure 2 is functionalized with amino, hydroxyl, or acrylate groups.

2. The method of claim 1 wherein the vinyl functional monomers are selected from the group consisting of styrene, vinyl acetate monomers, vinyl ester monomers, and combinations thereof.

3. The method of claim 1 wherein the siloxane-containing composition includes siloxanes and polysiloxanes functionalized with amino, hydroxyl, epoxy, vinyl, or acrylate groups.

4. The method of claim 1 wherein R 1 , R 2 , R 3 are each independently methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, octyl, ethenyl, propenyl, butenyl, pentenyl, hexenyl, octenyl, butadienyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, or allenyl groups.

5. The method of claim 1 wherein the siloxane-containing composition includes a compound having structure 4, 5, 6, 7, or 8:

6. 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 combination thereof.

7. The method of claim 1 wherein the monomer composition includes one or more monomers selected from the group consisting of acrylic acid, methacrylic acid, and combinations thereof.

8. The method of claim 1 wherein the 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.

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

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

11. The method of claim 1 wherein the siloxane-containing composition includes a compound having structure 1:

12. A method comprising:
a) forming a pre-emulsion by combining a monomer composition with a siloxane-containing composition in water, the monomer composition including one or more monomers selected from the group consisting of (meth)acrylic acid monomers, (meth)acrylic monomers, vinyl functional monomers, and combinations thereof; and
b) polymerizing the pre-emulsion by combining the pre-emulsion with a radical initiator in a reactor to form a reaction mixture that polymerizes into an emulsion polymer,
wherein the siloxane-containing composition includes a siloxane having structure 1, 2, or 3:

wherein:
a, b are each independently 1 to 100;
R 1 is C 1-10 alkyl, C 6-14 aryl, C 6-15 heteroaryl, —NH 2 , —R 4 —OH, —R 4 —NH 2 , epoxy group, vinyl group, hydrogen, or acrylate group; and
R 4 is a C 1-10 alkenylene group and wherein the siloxane is functionalized with amino, hydroxyl, epoxy, vinyl, or acrylate groups.

13. The method of claim 12 wherein the vinyl functional monomers are selected from the group consisting of styrene, vinyl acetate monomers, vinyl ester monomers, and combinations thereof.

14. The method of claim 12 wherein the siloxane-containing composition includes siloxanes and polysiloxanes functionalized with amino, hydroxyl, epoxy, vinyl, or acrylate groups.

15. The method of claim 12 wherein R 1 , R 2 , R 3 are each independently methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, octyl, ethenyl, propenyl, butenyl, pentenyl, hexenyl, octenyl, butadienyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, or allenyl groups.

16. The method of claim 12 wherein the radical initiator is selected from the group consisting of organic peroxides, azo-compounds, metal iodides, metal alkyls, persulfates, and combination thereof.

17. The method of claim 12 wherein the monomer composition includes one or more monomers selected from the group consisting of acrylic acid, methacrylic acid, and combinations thereof.

18. The method of claim 12 wherein the 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.

19. The method of claim 12 wherein the monomer composition includes butyl acrylate, ethyl hexyl acrylate, methyl methacrylate, acrylic acid, and methacrylic acid.

20. The method of claim 12 wherein a final siloxane-containing resin emulsion is a composition that includes all of components that have been added to the reaction mixture such that the monomer composition is present in an amount from about 25 to 65 weight percent of the final siloxane-containing resin emulsion, the siloxane-containing composition is present in an amount from about 0.05 to 25 weight percent of the total weight of the final siloxane-containing resin emulsion, and the radical initiator is present in an amount fr

Assignees

• Behr Process Corp

Inventors

• Li Jigui
• Ziehm Christopher
• Hicken Ryan
• Tarng Ming-Ren

Classifications

• C09D133/12

  Homopolymers or copolymers of methyl methacrylate · CPC title

• C09D5/00

  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

• C08L33/12

  Homopolymers or copolymers of methyl methacrylate · CPC title

• C08F220/14

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

• C09D151/085

  on to polysiloxanes · CPC title