IP Library Granted Patent US 7,258,925
Granted Patent B2
US 7,258,925 · App. 10/866,055 · Granted Aug 21, 2007

Fluorochemical finishes for paint applicators

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Quick Facts
Patent No.
US 7,258,925
App. No.
10/866,055
Granted
Aug 21, 2007
Kind
B2
Abstract

Paint applicator having improved cleanability and paint-carrying capacity wherein the paint-carrying surface is coated or treated with a fluoroacrylate polymer or copolymer, a fluorourethane polymer or copolymer, or a mixture thereof, and a method for treating such paint applicators are disclosed.

Claims (52)

1. A paint applicator comprising a paint-carrying substrate surface comprising a fabric, fibers, or filaments which is coated or treated with a fluoroacrylate polymer or copolymer, a fluorourethane polymer or copolymer, or a mixture thereof, said surface carrying a water based latex paint.

2. The paint applicator of claim 1 wherein the fluoroacrylate polymer or copolymer contains at least 50% by weight of an alkyl (meth)acrylate group having a perfluoroalkyl group of from 2 to about 20.

3. The paint applicator of claim 1 wherein the fluoroacrylate polymer or copolymer comprises monomers copolymerized in the following percentages by weight

(a) from about 50% to about 85% of a monomer of formula I:

R f —CH 2 CH 2 —OC(O)—C(R)═CH 2   I

(b) from about 10% to about 25% of a monomer of formula II:

R 2 —OC(O)—C(R)═CH 2   II

(c) from 0.1% to about 5% of a monomer of the formula III

HO—CH 2 CH 2 —OC(O)—C (R)═CH 2   III

(d) from 0.1% to about 5% of a monomer of the formula IV:

H—(OCH 2 CH 2 ) m —O—C(O)—C(R)═CH 2   IV

(e) from 0.1% to about 3% of a monomer of the formula V:

HO—CH 2 —NH—C(O)—C(R)═CH 2   V

wherein R f is a straight or branched-chain perfluoroalkyl group of from 2 to about 20 carbon atoms, each R is independent H or CH 3 ; R 2 is an alkyl chain with 2 to about 18 carbon atoms; and m is 2 to about 10.

4. The paint applicator of claim 3 further comprising from 0% to about 10% of vinylidene chloride of formula VI

CH 2 ═CCl 2   VI

or vinyl acetate of formula VII

CH 3 —(O)COCH═CH 2   VII

or a mixture thereof.

5. The paint applicator of claim 1 wherein the fluorourethane polymer has at least one urea group and is the reaction product of

(A) at least one organic polyisocyanate or mixture of organic polyisocyanates which contains at least three isocyanate groups per molecule,

(B) at least one fluorochemical compound of the following composition:

R f —X—Y—H, wherein R f is a C 2 -C 20 linear or branched fluoroalkyl group, X is —(CH 2 ) n — or —SO 2 N(R 2 )CH 2 CH 2 —, Y is —O—, —S—, or —N(R 2 )—, n is 2; and R 2 is H or an alkyl group containing 1-6 carbons,

(C) one or more hydrophilic, water-solvatable reagents which contain a single functional group which has at least one reactive H, and thereafter

(D) water in an amount to react with from about 5% to 100% of the remainder of the said isocyanate groups.

6. The paint applicator of claim 1 wherein the paint-carrying surface has been coated or treated with from about 0.05% to about 20% fluoroacrylate or fluorourethane on weight of substrate.

7. A method of treating a paint applicator comprising application to its paint-carrying surface, or the precursor of said surface, of a fluoroacrylate polymer or copolymer, a fluorourethane polymer or copolymer, or a mixture thereof wherein a water based latex paint is subsequently applied to the paint-carrying substrate surface said surface comprising a fabric, fibers, or filaments.

8. The method of claim 7 wherein the fluoroacrylate polymer or copolymer comprises monomers copolymerized in the following percentages by weight

(a) from about 50% to about 85% of a monomer of formula I:

R f —CH 2 CH 2 —OC(O)—C(R)═CH 2   I

(b) from about 10% to about 25% of a monomer of formula II:

R 2 —OC(O)—C(R)═CH 2   II

(c) from 0.1% to about 5% of a monomer of the formula III

HO—CH 2 CH 2 —OC(O)—C(R)═CH 2   III

(d) from 0.1% to about 5% of a monomer of the formula IV:

H—(OCH 2 CH 2 ) m —O—C(O)—C(R)═CH 2   IV

(e) from 0.1% to about 3% of a monomer of the formula V:

HO—CH 2 —NH—C(O)—C(R)═CH 2   V

wherein R f is a straight or branched-chain perfluoroalkyl group of from 2 to about 20 carbon atoms, each R is independently H or CH 3 ; R 2 is an alkyl chain with 2 to about 18 carbon atoms; and m is 2 to about 10.

9. The method of claim 8 further comprising from 0% to about 10% of vinylidene chloride of formula VI

CH 2 ═CCl 2   VI

or vinyl acetate of formula VII

CH 3 —(O)COCH═CH 2   VII

or a mixture thereof.

10. The method of claim 7 wherein the fluorourethane polymer or copolymer has at least one urea group and is the reaction product of:

(A) at least one organic polyisocyanate or mixture of organic polyisocyanates which contains at least three isocyanate groups per molecule,

(B) at least one fluorochemical compound of the following composition:

R f —X—Y—H, wherein R f is a C 2 -C 20 linear or branched fluoroalkyl group, X is —(CH 2 ) n — or —SO 2 N(R 2 )CH 2 CH 2 —; Y is —O—, —S—, or —N(R 2 )—; n is 2; and R 2 is H or an alkyl group containing 1-6 carbons,

(C) one or more hydrophilic, water-solvatable reagents which contains a single functional group which has at least one reactive H, and thereafter

(D) water in an amount to react with from about 5% to 100% of the said isocyanate groups.

11. The method of claim 7 wherein the paint-carrying surface has been coated or treated with from about 0.05% to about 20% fluoroacrylate or fluorourethane on weight of substrate.

12. A paint applicator treated by the method of claim 7 .

Assignments (5)
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2004
From: FRANCHINA, JUSTINE GABRIELLE; SELF, AARON FRANK; MURPHY, PETER M.; THOMPSON, RICHARD WAYNE
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 014963/0081 →