Durable architectural coatings containing crosslinkable polymeric additives

Patent metadata

Field	Value
Publication number	US-10442952-B2
Application number	US-201615569104-A
Country	US
Kind code	B2
Filing date	Apr 27, 2016
Priority date	Apr 30, 2015
Publication date	Oct 15, 2019
Grant date	Oct 15, 2019

Abstract

The present invention comprises a composition and method of use for providing durable dirt pickup resistance to architectural coatings. Such compositions comprise a coating base and a post-modified crosslinkable fluoropolymer additive, such that the coatings additive is allowed to migrate to the coating surface and further cure once applied to a substrate. The compositions of the present invention provide durability to coating compositions, while also providing surface effects such as increased water and oil contact angles, enhanced dirt pickup resistance, and enhanced cleanability to the coating films.

First claim

What is claimed is:

1. A composition comprising
a. a coating base selected from a water-dispersed coating, an epoxy polymer coating, an alkyd coating, a Type I urethane coating, or an unsaturated polyester coating; and
b. a crosslinkable polymer made by reacting:
i. a fluoropolymer comprising the repeat Unit A, at least one of repeat Units B or C, and optionally one or more of repeat Units D or E, in any order; with

ii. a hydroxy-reactive compound or carboxylic acid-reactive compound selected from the group consisting of a polyamine compound having at least 2 amine groups, an isocyanate-terminated silane, an isocyanate-terminated vinylic or (meth)acrylic compound, a glycidyl group-containing vinylic or (meth)acrylic compound, a carbodiimide compound, a blend of polyisocyanate with a hydroxyl-terminated vinylic or (meth)acrylic compound, and mixtures thereof;

wherein
the composition comprises (a) the coating base in an amount of from about 95 to 99.98% and (b) the crosslinkable polymer in an amount of from about 0.02 to 5% by weight, based on the total weight of (a) and (b);
R f is a straight or branched-chain perfluoroalkyl group of 2 to 20 carbon atoms, optionally interrupted by one or more ether oxygens —O—, —CH 2 —, —CFH—, or combinations thereof;
A is O, S, or N(R 2 );
Q is a straight chain, branched chain or cyclic structure of alkylene, alkoxy, arylene, aralkylene, sulfonyl, sulfoxy, sulfonamido, carbonamido, carbonyloxy, urethanylene, ureylene, or combinations thereof;
v is 0 or 1;
R 1 is H or CH 3 ;
R 2 is independently selected from H or a linear or branched alkyl of 1 to about 4 carbon atoms;
Z is a hydrophilic group selected from a hydroxy-terminated straight or branched alkyl of 1 to 10 carbons; hydroxy-terminated straight or branched alkoxylate having 2 to 20 alkoxylate repeat units; or hydroxyalkyl-terminated straight or branched alkoxylate having 2 to 20 alkoxylate repeat units;
R 3 is a straight or branched alkyl chain of 2 to 30 carbons having 1 to 15 olefinic units, or mixtures thereof;
Y is selected from CH 2 O—, —C(O)O—, —OC(O)—, —R 5 OC(O)—, —C(O)O(CH 2 CH 2 O) m (CH 2 CH(CH 3 )O) n —, or —C(O)OR 5 O—;
R 5 is a straight or branched alkylene of 1 to 10 carbons;
m and n are independently integers of 0 to 20, provided that m+n>0;
R 4 is a straight chain, branched chain, or cyclic structure alkyl group of 1 to 30 carbons;
R 6 is H, Na, Li, Cs, K, HN(R 2 ) 3 , or mixtures thereof;
Unit A is present in an amount of about 10 to 60 mol %;
Unit B is present in an amount of about 0 to 40 mol %;
Unit C is present in an amount of about 0 to 40 mol %;
Unit D is present in an amount of about 0 to 50 mol %; and
Unit E is present in an amount of about 0 to 50 mol %;

wherein the sum of Units B and C amounts is a positive mol %, and
wherein the sum of monomer repeat units is equal to 100%.

2. The composition of claim 1 , where the crosslinkable polymer has a number average molecular weight Mn of about 1500 to about 50,000 Daltons.

3. The composition of claim 1 , where the amount of Unit C is a positive mol %.

4. The composition of claim 3 , where the crosslinkable polymer is made by reacting Unit C with a carboxylic acid-reactive compound selected from a polyamine compound having at least 2 amine groups, a glycidyl group-containing vinylic or (meth)acrylic compound, or a carbodiimide compound.

5. The composition of claim 1 , where the amount of Unit B is a positive mol %.

6. The composition of claim 5 , where the crosslinkable polymer is made by reacting Unit B with a hydroxyl-reactive compound selected from an isocyanate-terminated vinylic or (meth)acrylic compound, an isocyanate-terminated silane, or a blend of polyisocyanate with a hydroxyl-terminated vinylic or (meth)acrylic compound.

7. The composition of claim 1 , where the fluoropolymer further comprises a residue from a hydrophilic chain transfer agent of formula (I)
(V—X—S) g H 2-g   (I),

wherein
g is 1 or 2
X is a linear or branched alkylene of 1 to about 4 carbon atoms, optionally substituted with one or more hydrophilic functional groups selected from hydroxyl, carboxyl, or amine; and
V is a hydrophilic functional group selected from hydroxyl, carboxyl, thiol, or amine.

8. The composition of claim 1 , where the coating base is a water-dispersed coating selected from an aqueous acrylic latex paint.

9. The composition of claim 1 , where the coating base comprises an additive selected from TiO 2 , clays, asbestos, calcium carbonate, zinc oxide, chromium oxide, barium sulfate, iron oxide, tin oxide, calcium sulfate, talc, mica, silicas, dolomite, zinc sulfide, antimony oxide, zirconium dioxide, silicon dioxide, cadmium sulfide, cadmium selenide, lead chromate, zinc chromate, nickel titanate, diatomaceous earth, glass fibers, glass powders, glass spheres, blue pigments, red pigments, yellow pigments, orange pigments, process aggregated crystals, brown pigments, or green pigments.

10. A process for forming a coating with improved dirt pickup resistance comprising
a. contacting a coating base selected from a water-dispersed coating, an epoxy polymer coating, an alkyd coating, a Type I urethane coating, or an unsaturated polyester coating; with a crosslinkable polymer to form a coating composition;
b. applying the coating composition to a substrate to form a coating;
c. allowing the crosslinkable polymer to migrate to the coating surface to form a crosslinkable surface coating, and
d. subsequently reacting the crosslinkable surface coating; wherein
the coating comprises the coating base in an amount of from about 95 to 99.98% and the crosslinkable polymer in an amount of from about 0.02 to 5% by weight, based on the total weight of the coating base and the crosslinkable polymer;
the crosslinkable polymer is the reaction product of
i. a fluoropolymer comprising the repeat Unit A, at least one of repeat Units B or C, and optionally one or more of repeat Units D or E, in any order; with

ii. a hydroxyl-reactive compound or carboxylic acid-reactive compound selected from the group consisting of a polyamine compound having at least 2 amine groups, an isocyanate-terminated silane, an isocyanate-terminated vinylic or (meth)acrylic compound, a glycidyl group-containing vinylic or (meth)acrylic compound, a carbodiimide compound, a blend of polyisocyanate with a hydroxyl-terminated vinylic or (meth)acrylic compound, and mixtures thereof;

wherein
R f is a straight or branched-chain perfluoroalkyl group of 2 to 20 carbon atoms, optionally interrupted by one or more ether oxygens —O—, —CH 2 —, —CFH—, or combinations thereof;
A is O, S, or N(R 2 );
Q is a straight chain, branched chain or cyclic structure of alkylene, alkoxy, arylene, aralkylene, sulfonyl, sulfoxy, sulfonamido, carbonamido, carbonyloxy, urethanylene, ureylene, or combinations thereof;
v is 0 or 1;
R 1 is H or CH 3 ;
R 2 is independently selected from H or a linear or branched alkyl of 1 to about 4 carbon atoms;
Z is a hydrophilic group selected from a hydroxy-terminated straight or branched alkyl of 1 to 10 carbons; hydroxy-terminated straight or branched alkoxylate having 2 to 20 alkoxylate repeat units; or hydroxyalkyl-terminated straight or branched alkoxylate having 2 to 20 alkoxylate repeat units;
R 3 is a straight or branched alkyl chain of 2 to 30 carbons having 1 to 15 olefinic units, or mixtures thereof;
Y is selected from —CH 2 O—, —C(O)O—, —OC(O)—, —R

Assignees

• Chemours Co Tt Llc
• Chemours Co Fc Llc

Inventors

• Raghavanpillai Anilkumar
• Rosen Brad M
• Hughes James J
• Franco Vincent
• Crompton Jr John Russell
• Qi Kai
• Ober Michael Henry

Classifications

• C09D163/00

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C09D167/08

  Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids · CPC title

• C09D167/06

  Unsaturated polyesters having carbon-to-carbon unsaturation · CPC title

• C09D5/1687 Primary

  Use of special additives · CPC title

• C08L33/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title