# US 7,411,020 B2 · Water-based release coating containing fluorochemical

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- Number: US 7,411,020 B2
- Document ID: US7411020B2
- Status: Granted
- Kind: B2
- Application number: 11/027,606
- Filed: 2004-12-28
- Published: 2006-06-29
- Granted: 2008-08-12
- Earliest claimed: 2004-12-28
- Assignees: 3M Innovative Properties Company
- Inventors: James G. Carlson; John C. Clark; James P. DiZio; David J. Kinning; Ramesh C. Kumar; Chetan P. Jariwala
- Web page: https://patentgrep.com/patent/US7411020B2

## CPC

- C09D 133/02: Homopolymers or copolymers of acids; Metal or ammonium salts thereof
- Y10S 525/902: Core-shell
- Y10T 428/14: Layer or component removable to expose adhesive
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

In one aspect, the invention provides a water-based release coating composition comprising a mixture of: A. from 0.1 to about 5 wt % of a fluoro(meth)acrylate (co)polymer or a fluorochemical urethane compound containing at least one fluorinated group having the formula —CF2)nCF3, wherein n is an integer from 1 to 3; B. from about 5 to about 99.9 wt % of a copolymer comprising the reaction product of a. from about 40 to about 70 wt % of an alkyl (meth)acrylate, wherein the alkyl group contains from 16 to 22 carbon atoms, b. from about 3 to about 20 wt % of (meth)acrylic acid, c. from about 20 to about 40 wt % acrylonitrile, and d. from 0 to about 15 wt % of vinyl monomer, other than acrylonitrile, wherein the sum of a. through d. equals 100%; and C. from 0 to about 94.9 wt % of an extender polymer, wherein the sum of A., B., and C. is 100% and wt % is based on the total amount of solids in the composition.

## Claims

### Claim 1

A water-based release coating composition comprising water and solids, wherein the solids comprise a mixture of
(A) from 0.1 to about 5 wt % of a fluoro(meth)acrylate (co)polymer or a fluorochemical urethane compound containing at least one fluorinated group having the formula —CF2)nCF3, wherein n is an integer from 1 to 3;
(B) from about 15 to about 50 wt % of a copolymer consisting of the reaction product of
(a) from about 40 to about 70 wt % of an alkyl (meth)acrylate, wherein the alkyl group contains from 16 to 22 carbon atoms,
(b) from about 3 to about 20 wt % of (meth)acrylic acid,
(c) from about 20 to about 40 wt % acrylonitrile, and
(d) from 0 to about 15 wt % of vinyl monomer, other than those monomers of a. through c. above; and
(C) from 0 to about 84.5 wt % of an extender polymer wherein the wt %'s in said mixture are based on the total weight of solids in the release composition.

### Claim 2 (depends on 1)

The composition according to claim 1 wherein (A) is a fluorochemical urethane compound wherein n is 3.

### Claim 3 (depends on 1)

The composition according to claim 1 wherein (A) is a fluoro(meth)acrylate (co)polymer consisting of the reaction product of
(i) a fluorinated monomer having the formula: Rf—X—OC(O)—C(R)═CH2, wherein Rf represents a perfluorinated aliphatic group having 3 or 4 carbon atoms, X is an organic divalent linking group and R represents hydrogen or a lower alkyl group having 1 to 4 carbon atoms;
(ii) a chlorine containing comonomer selected from the group consisting of vinylidene chloride, vinyl chloride and mixtures thereof; and
(iii) monomers other than a fluorinated monomer and said chlorine containing comonomers.

### Claim 4 (depends on 1)

The composition according to claim 1 wherein (A) is a fluoro(meth)acrylate (co)polymer comprising a monomer having the formula:

### Claim 5 (depends on 1)

The composition according to claim 1 wherein (A) is a fluorochemical urethane compound, wherein the fluorochemicals urethane compound is a reaction product of:
one or more polyfunctional isocyanate compounds;
one or more hydrophilic polyoxyalkylene compounds;
one or more fluorochemical monofunctional compounds; and
one or more isocyanate-reactive silane compounds.

### Claim 6 (depends on 1)

The composition according to claim 1 wherein the alkyl (meth)acrylate is selected from the group consisting of octadecyl acrylate, octadecyl methacrylate, behenyl acrylate and combinations thereof.

### Claim 7 (depends on 1)

The composition according to claim 1 wherein the vinyl monomer is selected from the group consisting of methyl (meth)acrylate, butyl (meth)acrylate, iso-octyl meth)acrylate, 2-ethylhexyl (meth)acrylate, styrene, vinyl acetate, and combinations thereof.

### Claim 8 (depends on 1)

The composition according to claim 1 wherein the extender polymer is an emulsion containing a material selected from the group consisting of polyvinyl acetate, vinyl acetate/ethylene copolymers, acrylic polymers, styrene/acrylic copolymers, and combinations thereof.

### Claim 9 (depends on 1)

The water-based release coating composition of claim 1, wherein the solids comprise 0.5 to 2.5 wt % (A) and 15 to 50 wt % (B).

### Claim 10 (depends on 9)

The water-based release coating composition of claim 9, wherein the solids comprise 50 to 84.5 wt % (C).

### Claim 11 (depends on 1)

The water-based release coating composition of claim 1, further comprising additives, optionally wherein the additives are selected from the group consisting of defoamers, wetting agents, and combinations thereof.

### Claim 12 (depends on 1)

The water-based release coating composition of claim 1, wherein the sum of the weight percents of(A), (B), and (C) in the solids is 100%.

### Claim 13

An adhesive article comprising
a backing having first and second surfaces;
an adhesive on at least a portion of the first surface of the backing; and
a release composition on at least a portion of the second surface of the backing, wherein the release composition comprises a mixture of
(A) from 0.1 to about 5 wt % of a fluoro(meth)acrylate (co)polymer or a fluorochemical urethane compound containing at least one fluorinated group having the formula —(CF2)nCF3, wherein n is an integer from 1 to 3;
(B) from about 15 to about 50 wt % of a copolymer consisting of the reaction product of
(a) from about 40 to about 70 wt % of an alkyl (meth)acrylate, wherein the alkyl group contains from 16 to 22 carbon atoms,
(b) from about 3 to about 20 wt % of (meth)acrylic acid,
(c) from about 20 to about 40 wt % acrylonitrile, and
(d) from 0 to about 15 wt % of vinyl monomer, other than those monomers of (a) through (c) above; and
(C) from 0 to about 84.5 wt % of an extender polymer wherein the wt %'s in said mixture are based on the total weight of solids in the release composition.

### Claim 14 (depends on 13)

The adhesive article according to claim 13 wherein the adhesive article is in the form of a multi-layer sheet or a roll.

### Claim 15 (depends on 13)

The adhesive article according to claim 13 wherein the backing comprises a material selected from the group consisting of treated paper, untreated paper, cotton, rayon, polyester, glass, nylon, cellophane, acetate, polyester, vinyl, polyvinyl chloride, polypropylene, polyethylene, and polyimide, aluminum, stainless steel, lead, open and closed cell polyethylene, open and closed cell polyvinyl chloride, open and closed cell polyurethane, open and closed cell polychloroprene, rubber, metallized film, and combinations thereof.

### Claim 16 (depends on 13)

The adhesive article according to claim 13 wherein the adhesive comprises a material selected from the group consisting of polyacrylates, polyvinyl ether, natural rubber, isoprene, polychloroprene, butyl rubber, polyisobutylene, butadiene-acrylonitrile polymer, thermoplastic elastomer, styrene-butadiene polymer, poly-alpha-olefin, amorphous polyolefin, silicone, ethylene vinyl acetate, polyurethane, polyamide, epoxy, polyvinylpyrrolidone, vinylpyrrolidone copolymers, polyesters, and mixtures thereof.

### Claim 17 (depends on 13)

The adhesive article according to claim 13 in the form of a tape.

### Claim 18 (depends on 17)

The tape according to claim 17 wherein the backing comprises crepe paper.

### Claim 19 (depends on 18)

The tape according to claim 18 wherein the adhesive is a pressure sensitive adhesive.

### Claim 20 (depends on 19)

The tape according to claim 19 wherein the backing has a primer layer on the first surface of the backing.

### Claim 21 (depends on 18)

The tape according to claim 18 wherein the fluoro(meth)acrylate copolymer is a terpolymer of octadecylmethacrylate, vinylidene chloride, and N— methyl perfluorobutanesulfonamidoethyl methacrylate.

### Claim 22 (depends on 13)

The adhesive article according to claim 13, wherein the release composition comprises 0.5 to 2.5 wt % (A) and 15 to 50 wt % (B).

### Claim 23 (depends on 22)

The adhesive article according to claim 22, wherein the release composition comprises 50 to 84.5 wt % (C).

### Claim 24 (depends on 23)

The adhesive article according to claim 23, wherein the sum of the weight percents of(A), (B), and (C) in the release composition is 100%.