Waterborne acrylic dispersions with high biorenewable content

Patent metadata

Field	Value
Publication number	US-10662273-B2
Application number	US-201615383943-A
Country	US
Kind code	B2
Filing date	Dec 19, 2016
Priority date	Dec 19, 2016
Publication date	May 26, 2020
Grant date	May 26, 2020

Abstract

An aqueous copolymer dispersion is formed by emulsion polymerization of a monomer mixture comprising (a) 20 to 80 wt. % of one or more (meth)acrylic acid esters A, whose homopolymer(s) have a Tg>25° C. and at least one has a biorenewable carbon content of at least 50 wt. % of the total carbon content of the ester; (b) 19 to 79 wt. % of one or more (meth)acrylic acid esters B whose homopolymer(s) have a Tg<25° C.; (c) 0.5 to 10 wt. % of at least one monomer selected from unsaturated sulfonic, phosphoric and phosphonic acids, and unsaturated carboxylic acids, anhydrides and amides thereof; (d) up to 10% by weight of one or more functional monomers selected from hydrolysable silane compounds, epoxy-containing compounds, ureido-containing compounds and carbonyl-containing compounds, and (e) less than 5 wt. % of one or more further monomers, wherein the total percentages of comonomers (a) to (e) equals 100%.

First claim

The invention claimed is:

1. An aqueous copolymer dispersion comprising at least one copolymer formed by emulsion polymerization of a monomer mixture consisting of:
(a) 20 to 80% by weight of one or more acrylic and/or methacrylic acid esters A, whose homopolymer(s) have a glass transition temperature, T g , greater than 25° C. and at least one of which has a biorenewable carbon content of at least 50% by weight of the total carbon content of the ester, wherein the acrylic and/or methacrylic acid ester A having a biorenewable carbon content of at least 50% is selected from the group consisting of isobornyl acrylate, isobornyl methacrylate and mixtures thereof;
(b) 19 to 79% by weight of one or more acrylic and/or methacrylic acid esters B whose homopolymer(s) have a glass transition temperature, T g , less than 25° C.;
(c) 0.5 to 10% by weight of at least one monomer selected from the group consisting of ethylenically unsaturated sulfonic acids, ethylenically unsaturated phosphonic acids, ethylenically unsaturated phosphoric acids, ethylenically unsaturated carboxylic acids, ethylenically unsaturated carboxylic amides, ethylenically unsaturated carboxylic anhydrides and mixtures thereof;
(d) up to 10% by weight of one or more functional monomers selected from the group of hydrolysable silane compounds, epoxy-containing compounds, ureido-containing compounds and carbonyl-containing compounds, and
(e) optionally one or more further monomers selected from the group consisting of vinyl esters of C1-C18 alkanoic acids, vinyl esters of aromatic acids, esters of ethylenically unsaturated acids other than acrylic or methacrylic acid, olefins, dienes, (meth)acrylonitrile and vinylhalogenides, copolymerizable with the (meth)acrylic esters A and B in an amount less than 5% by weight.

2. The dispersion of claim 1 , wherein the acrylic and/or methacrylic acid ester A has a biorenewable carbon content of at least 50% by weight of the total carbon content of the ester.

3. The dispersion of claim 1 , wherein at least one of the acrylic and/or methacrylic acid ester(s) B has a biorenewable carbon content of at least 50% by weight of the total carbon content of the ester.

4. The dispersion of claim 3 , wherein the acrylic and/or methacrylic ester B having a biorenewable carbon content of at least 50% is selected from the group consisting of 2-octyl acrylate, n-dodecyl methacrylate, n-dodecyl acrylate, tridecyl methacrylate methacrylic ester, and mixtures thereof.

5. The dispersion of claim 3 , wherein the acrylic and/or methacrylic ester B having a biorenewable carbon content of at least 50% comprises 2-octyl acrylate.

6. The dispersion of claim 1 , wherein the acrylic and/or methacrylic acid ester B has a biorenewable carbon content of at least 50% by weight of the total carbon content of the ester.

7. The dispersion of claim 1 , wherein the copolymer dispersion has a biorenewable carbon content of at least 30% by weight of the total carbon content of the copolymer dispersion according to ISO 16620.

8. The dispersion of claim 1 , wherein the mixture comprises 25 to 75% by weight of the acrylic and/or methacrylic acid ester(s) A.

9. The dispersion of claim 1 , wherein the total percentages of the comonomers (a) to (d) add up to 100%.

10. The dispersion of claim 1 , wherein the at least one copolymer has a glass transition temperature, T g , from −10° C. to +50° C. as determined by differential scanning calorimetry (DSC) according to ISO 16805.

11. The dispersion of claim 1 wherein the copolymer dispersion comprises at least two different copolymer phases 1 and 2 with T g1 and T g2 , where the difference between T g1 and T g2 is at least 10° C. as determined by differential scanning calorimetry (DSC) according to ISO 16805.

12. A water redispersible powder comprising a dried form of the dispersion of claim 1 .

13. A coating composition comprising the dispersion of claim 1 .

14. The coating composition of claim 13 and further comprising at least one inorganic filler.

15. The coating composition of claim 13 and comprising less than 0.5% of coalescent agents or organic solvents.

16. The coating composition of claim 13 , whose film exhibits a weight increase of less than 10% after immersion in water for 24 hours.

17. An interior paint comprising the dispersion of claim 1 and at least one inorganic filler.

18. An exterior paint comprising the dispersion of claim 1 and at least one inorganic filler.

19. An exterior plaster comprising the dispersion of claim 1 and at least one inorganic filler.

20. The exterior plaster of claim 19 with a copolymer content of 8 to 20 wt. % based on a 50% solids dispersion.

21. An exterior insulation finishing system (EIFS) comprising a plaster according to claim 19 as a top coat.

22. An aqueous copolymer dispersion comprising at least one copolymer formed by emulsion polymerization of a monomer mixture comprising:
(a) 20 to 80% by weight of one or more acrylic and/or methacrylic acid esters A, whose homopolymer(s) have a glass transition temperature, T g , greater than 25° C. and at least one of which has a biorenewable carbon content of at least 50% by weight of the total carbon content of the ester, wherein the acrylic and/or methacrylic acid ester A having a biorenewable carbon content of at least 50% is selected from the group consisting of isobornyl acrylate, isobornyl methacrylate and mixtures thereof;
(b) 19 to 79% by weight of one or more acrylic and/or methacrylic acid esters B whose homopolymer(s) have a glass transition temperature, T g , less than 25° C.;
(c) 0.5 to 10% by weight of at least one monomer selected from the group consisting of ethylenically unsaturated sulfonic acids, ethylenically unsaturated phosphonic acids, ethylenically unsaturated phosphoric acids, ethylenically unsaturated carboxylic acids, ethylenically unsaturated carboxylic amides, ethylenically unsaturated carboxylic anhydrides and mixtures thereof; and
(d) up to 10% by weight of one or more functional monomers selected from the group of hydrolysable silane compounds, epoxy-containing compounds, ureido-containing compounds and carbonyl-containing compounds,
wherein the total percentages of the comonomers (a) to (d) in the monomer mixture add up to 100%.

Assignees

• Celanese Int Corp

Inventors

• Junk Matthias
• Krieger Stephan
• Fichtner Thomas

Classifications

• C08K3/34

  Silicon-containing compounds · CPC title

• C08F220/1808

  C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate · CPC title

• C09D7/61

  inorganic · CPC title

• C08K2003/267

  Magnesium carbonate · CPC title

• C09D133/068

  containing glycidyl groups · CPC title