Coatings containing fluorinated esters
AssigneeE. I. Du Pont de Nemours and Company
InventorsJack Robert Kirchner, William Wesley Bennett, Jr.
Life of this patent
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Abstract
Coating compositions containing an alkyd, urethane or unsaturated polyester resin and an ester of an unsaturated alcohol and fluorinated acid wherein the cured coating has an advancing hexadecane contact angle of at least about 40 degrees and improved oil and water repellency is disclosed.
Claims7
A coating composition comprising
- A. an ester of an unsaturated alcohol and a fluorinated acid of the formula
- R.sub.f -X-CO-O-R
- wherein
- R.sub.f is a C.sub.2 -C.sub.20 perfluoroalkyl radical or a C.sub.5 -C.sub.38 perfluoroalkyl radical having at least one ether oxygen atom;
- R is a C.sub.3 to C.sub.21 unsaturated aliphatic hydrocarbon radical, optionally aryl substituted, or a mixture thereof;
- X is --(CH.sub.2).sub.m --, --C.sub.6 H.sub.4 --, --CON(R.sub.1)R.sub.2 --, --SO.sub.2 N(R.sub.1)R.sub.2 --, --(CH.sub.2).sub.s SO.sub.y (CH.sub.2).sub.t --,--(CH.sub.2).sub.s SO.sub.y -CH(CH.sub.3)CH.sub.2 -- or --(CH.sub.2).sub.s SO.sub.y -CH.sub.2 -CH(CH.sub.3)--wherein m is 2 to about 20;
- s is 1 to about 12;
- t is 1 to about 17;
- y is 0, 1 or 2;
- R.sub.1 is hydrogen or alkyl of 1 to about 12 carbon atoms;
- and R.sub.2 is alkylene having 1 to about 12 carbon atoms;
- and
- B. an alkyd, urethane or unsaturated polyester resin;
- wherein a cured coating resulting from said coating composition has an advancing hexadecane contact angle of at least about 40 degrees.
A cured coating composition comprising
- A. an ester of an unsaturated alcohol and a fluorinated acid of the formula
- R.sub.f X-CO-O-R
- wherein
- R.sub.f is a C.sub.2 -C.sub.20 perfluoroalkyl radical or a C.sub.5 -C.sub.38 perfluoroalkyl radical having at least one ether oxygen atom;
- R is a C.sub.3 to C.sub.21 unsaturated aliphatic hydrocarbon radical, optionally aryl substituted, or a mixture thereof;
- X is --(CH.sub.2).sub.m --, --C.sub.6 H.sub.4 --, --CON (R.sub.1)R.sub.2 --, --SO.sub.2 N(R.sub.1)R.sub.2 --, --(CH.sub.2).sub.s SO.sub.y (CH.sub.2).sub.t --, --(CH.sub.2).sub.s SO.sub.y -CH(CH.sub.3)CH.sub.2 -- or --(CH.sub.2).sub.s SO.sub.y -CH.sub.2 -CH(CH.sub.3)--wherein m is 2 to about 20;
- s is 1 to about 12;
- t is 1 to about 17;
- y is 0, 1 or 2;
- R.sub.1 is hydrogen or alkyl of 1 to about 12 carbon atoms;
- and R.sub.2 is alkylene having 1 to about 12 carbon atoms;
- and
- B. an alkyd, urethane or unsaturated polyester resin;
- wherein said cured coating has an advancing hexadecane contact angle of at least about 40 degrees.
A method of improving the oil and water repellency of an alkyd, urethane or unsaturated polyester coating composition comprising adding to said coating composition an effective amount of an ester of an unsaturated alcohol and a fluorinated acid of the formula
- R.sub.f -X-CO-O-R
- wherein
- R.sub.f is a C.sub.2 -C.sub.20 perfluoroalkyl radical or a C.sub.5 -C.sub.38 perfluoroalkyl radical having at least one ether oxygen atom;
- R is a C.sub.3 to C.sub.21 unsaturated aliphatic hydrocarbon radical, optionally aryl substituted, or a mixture thereof;
- and
- X is --(CH.sub.2).sub.m --, --C.sub.6 H.sub.4 --, --CON(R.sub.1)R.sub.2 --, --SO.sub.2 N(R.sub.1)R.sub.2 --, --(CH.sub.2).sub.s SO.sub.y (CH.sub.2).sub.t --, --(CH.sub.2).sub.s SO.sub.y -CH(CH.sub.3)CH.sub.2 -- or --(CH.sub.2).sub.s SO.sub.y -CH.sub.2 -CH(CH.sub.3)-- wherein m is 2 to about 20;
- s is 1 to about 1 to about 17;
- y is 0, 1 or 2;
- R.sub.1 is hydrogen or alkyl of 1 to about 12 carbon atoms;
- and R.sub.2 is alkylene having 1 to about 12 carbon atoms.
Dependencies are inferred from the claim text.