Voided latex particles containing functionalized outer shells

Patent metadata

Field	Value
Publication number	US-11161990-B2
Application number	US-201615748668-A
Country	US
Kind code	B2
Filing date	Aug 1, 2016
Priority date	Aug 4, 2015
Publication date	Nov 2, 2021
Grant date	Nov 2, 2021

Abstract

The wet adhesion of a coating composition may be improved through the use of voided latex particles as opacifying agents which contain a hollow interior as well as an outer shell of a polymer containing functional groups such as amino, 1,3-diketo, urea or ureido. Other types of functional groups may be introduced to the outer shell polymer in order to vary other desired characteristics of the coating. The voided latex particles are non-film-forming.

First claim

The invention claimed is:

1. A voided latex particle comprising a hollow interior and an outer shell, wherein the outer shell is comprised of an outer shell copolymer having a Tg above 45° C. and bearing 0.5 to 5 weight % of one or more ureido functional groups, wherein the outer shell copolymer is a copolymer of a vinyl aromatic monomer and a free radical polymerizable ethylenically unsaturated monomer containing said ureido functional group(s), the copolymer comprising 0.1 to 10 weight % of the free radical polymerizable ethylenically unsaturated monomer containing said functional groups, wherein the voided latex particle is an opacifier which is opaque and non-film-forming at temperatures at or above 15° C., and at or below 45° C., and wherein only the outer shell of said voided latex particle is functionalized with said one or more ureido functional groups.

2. The voided latex particle of claim 1 , wherein the vinyl aromatic monomer is styrene.

3. The voided latex particle of claim 1 , wherein the free radical polymerizable ethylenically unsaturated monomer contains a (meth)acrylate or (meth)acrylamide group.

4. The voided latex particle of claim 1 , wherein the free radical polymerizable ethylenically unsaturated monomer is an imidazolidinone (meth)acrylic monomer.

5. The voided latex particle of claim 1 , wherein the free radical polymerizable ethylenically unsaturated monomer is selected from the group consisting of 2-(2-oxo-1- imidazolidinyl)ethyl (meth)acrylates and N-(2-(2-oxo-1-imidazolidinyl)ethyl (meth)acrylamides.

6. The voided latex particle of claim 1 , wherein the outer shell polymer is a copolymer of a vinyl aromatic monomer and a free radical polymerizable ethylenically unsaturated monomer selected from the group consisting of acetoacetoxy(meth)acrylates, allyl acetoacetate, methylolated diacetone (meth)acrylamides, aminoalkyl(meth)acrylates, and ethylenically unsaturated polymerizable aziridinyl monomers, and optionally comonomer selected from the group consisting of alkyl(meth)acrylates, (meth)acrylamides, and imidazolidinone (meth)acrylics.

7. The voided latex particle of claim 1 , wherein the functional groups are introduced to the outer shell polymer by polymerization of one or monomers bearing the functional groups.

8. The voided latex particle of claim 1 , wherein the functional groups are introduced to the outer shell polymer by reacting a precursor polymer with a functionalization agent capable of forming the functional groups.

9. The voided latex particles of claim 1 which are capable of providing opacity to an aqueous coating composition comprising film-forming acrylic and/or vinyl acrylic latex polymers and said voided latex particles, when said voided latex particles are present in said coating composition at from 0.5 to 10 weight % based on the total weight of said coating composition.

10. The voided latex particle of claim 1 , wherein the voided latex particle further comprises at least one intermediate encapsulating polymer between the hollow interior and the outer shell.

11. The voided latex particle of claim 10 , wherein the intermediate encapsulating polymer comprises at least one non-ionic monoethylenically unsaturated monomer and at least one crosslinking agent.

12. The voided latex particle of claim 1 , wherein the outer shell polymer has a glass transition temperature of at least 60° C.

13. A coating composition comprising the voided latex particles in accordance with claim 1 .

14. The coating composition of claim 13 , further comprising at least one non-polymeric compound bearing two or more functional groups per molecule capable of interacting with functional groups present in the outer shell polymer.

15. The coating composition of claim 13 , further comprising film-forming latex particles.

16. The coating composition of claim 15 , wherein at least a portion of the film-forming latex particles bear functional groups capable of interacting with the functional groups present in the outer shell polymer.

17. The coating composition of claim 15 , wherein said latex is an acrylic or vinyl acrylic latex.

18. A paint comprising the coating composition of claim 15 .

19. The paint composition of claim 18 , wherein said latex is an acrylic, styrene acrylic or vinyl acrylic latex.

20. The paint composition of claim 18 , further comprising one or more of coalescing solvents, biocides, pigments, fillers, titanium dioxide, calcium carbonate, thickeners, leveling agents, pH adjusting agents, surfactants, or antifreeze agents.

21. The paint composition of claim 20 , wherein said voided latex particles comprise 0.5 to 10 weight % of the paint.

22. A process for forming the voided latex particles of claim 1 , wherein the process comprises contacting multi-stage emulsion polymer particles comprising a core and an outer shell with a swelling agent, wherein:
the core comprises a hydrophilic component;
the outer shell comprises an outer shell copolymer having a Tg of above 45° C. and bearing one or more ureido functional groups; and
the swelling agent is capable of swelling the core.

23. The process of claim 22 , wherein the free radical polymerizable ethylenically unsaturated monomer contains a (meth)acrylate or (meth)acrylamide group.

24. The process of claim 22 , wherein the free radical polymerizable ethylenically unsaturated monomer is an imidazolidinone (meth)acrylic monomer.

25. The process of claim 22 , wherein the free radical polymerizable ethylenically unsaturated monomer is selected from the group consisting of 2-(2-oxo-1- imidazolidinyl)ethyl (meth)acrylates and N-(2-(2-oxo-1-imidazolidinyl)ethyl (meth)acrylamides.

26. The process of claim 22 , wherein the functional groups are introduced to the outer shell polymer by polymerization of one or monomers bearing the functional groups.

27. The process of claim 22 , wherein the multi-stage emulsion polymer particles further comprise at least one intermediate encapsulating polymer comprised of at least one non-ionic monoethylenically unsaturated monomer and at least one hydrophilic monoethylenically unsaturated monomer.

Assignees

• Arkema Inc

Inventors

• Olesen Keith R
• Boudreaux Matthew F
• Liu Lily

Classifications

• B01J13/16

  Interfacial polymerisation · CPC title

• C09D7/65

  macromolecular (C09D7/41-C09D7/48 take precedence) · CPC title

• C09D133/08

  Homopolymers or copolymers of acrylic acid esters · CPC title

• C08F265/02

  on to polymers of acids, salts or anhydrides · CPC title

• C08F265/04

  on to polymers of esters · CPC title