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US 6,271,289 B1Granted
Stain resistant compositions
AssigneeE. I. Du Pont de Nemours and Company
InventorsJohn Mark Longoria, Michael Joseph Michalczyk, John J. Fitzgerald
Life of this patent
Estimating the term…
Abstract
A composition providing stain resistance to stone, masonry and other surfaces is provided comprising a mixture of a fluoroalkyl phosphate and a fluoroacrylate polymer.
Claims13
A composition comprising a mixture of a fluoroalkyl phosphate and a fluoroacrylate polymer wherein the fluoroalkyl phosphate is of Formula 1A or 1B
- wherein:
- Rf is selected from the group consisting of
- F(CF2CF2)d(CH2)a—,
- F(CF2CF2)dCH2CH2(OCH2CH2)b—,
- F(CF2CF2)d—,
- F(CF2CF2)dCH═CH(CH2)c—, and
- C8F17SO2N(R)CH2CH2—,
- Rf′ is a fluoroaliphatic group having a linear or branched perfluorocarbon chain having from 2 to 20 carbon atoms,
- x is from about 1 to about 2,
- j is 1 or 0 or a mixture thereof,
- d is 1 to about 8, or a mixture thereof,
- X is hydrogen or M,
- M is an ammonium ion, an alkali metal ion, or an alkanolammonium ion,
- R3 is an alkylene group having from 1 to about 8 carbon atoms,
- Z is —O—, —S—, or —NH—,
- a is from about 2 to about 10,
- b is from about 3 to about 20,
- c is from about 2 to about 20, and
- R is H or an aliphatic group containing 1 to about 4 carbon atoms;
- and the fluoroacrylate polymer has the five repeating units 1 to 5 as shown in Formula 2, said repeating units occurring in random distribution,
- wherein:
- each R2 is independently hydrogen or an aliphatic group having from 1 to about 4 carbon atoms,
- each R3 is independently an alkylene group having from 1 to about 8 carbon atoms,
- each R4 is independently an aliphatic group having from 1 to about 20 carbon atoms,
- each R5 is independently a short chain alkylene group having from 1 to about 4 carbon atoms,
- Rf′ is a fluoroaliphatic group having a linear or branched perfluorocarbon chain having from 2 to 20 carbon atoms,
- ROA is a group of the formula
- —(C2H4O)e(C3H6O)g(C4H8O)hR1
- wherein R1 is hydrogen or alkyl having 1 to about 4 carbon atoms, e is 0 to about 20, and g and h are each individually zero or a positive integer, provided that the value of (e+g+h) is equal to or greater than 1,
- each Z is independently —O—, —S—, or —NH—,
- Y is —N(R)SO2— wherein R is H or an aliphatic group containing 1 to about 4 carbon atoms,
- M is an ainmonium ion, an alkali metal ion, or an alkanolammonium ion,
- s and t are each independently 0 or 1, and
- m, n, p, q, and r are each integers such that m and n are each independently at least 1, and p, q, and r are each independently zero or a positive integer.
31 more elements
A method of improving stain resistance of substrate surfaces comprising application of a composition comprising a mixture of a fluoroalkyl phosphate and a fluoroacrylate polymer wherein the fluoroalkyl phosphate is of Formula 1A or 1B
- wherein:
- Rf is selected from the group consisting of
- F(CF2CF2)d(CH2)a—,
- F(CF2CF2)dCH2CH2(OCH2CH2)b—,
- F(CF2CF2)d—,
- F(CF2CF2)dCH═CH(CH2)c—, and
- C8F17SO2N(R)CH2CH2—,
- Rf′ is a fluoroaliphatic group having a linear or branched perfluorocarbon chain having from 2 to 20 carbon atoms,
- x is from about 1 to about 2,
- j is 1 or 0 or a mixture thereof,
- d is 1 to about 8, or a mixture thereof,
- X is hydrogen or M,
- M is an ammonium ion, an alkali metal ion, or an alkanolammonium ion,
- R3 is an alkylene group having from 1 to about 8 carbon atoms,
- Z is —O—, —S—, or —NH—,
- a is from about 2 to about 10,
- b is from about 3 to about 20,
- c is from about 2 to about 20, and
- R is H or an aliphatic group containing 1 to about 4 carbon atoms;
- and the fluoroacrylate polymer has the five repeating units 1 to 5 as shown in Formula 2, said repeating units occurring in random distribution,
- wherein:
- each R2 is independently hydrogen or an aliphatic group having from 1 to about 4 carbon atoms,
- each R3 is independently an alkylene group having from 1 to about 8 carbon atoms,
- each R4 is independently an aliphatic group having from 1 to about 20 carbon atoms,
- each R5 is independently a short chain alkylene group having from 1 to about 4 carbon atoms,
- Rf′ is a fluoroaliphatic group having a linear or branched perfluorocarbon chain having from 2 to 20 carbon atoms,
- ROA is a group of the formula
- —(C2H4O)e(C3H6O)g(C4H8OhR1
- wherein R1 is hydrogen or alkyl having 1 to about 4 carbon atoms, e is 0 to about 20, and g and h are each individually zero or a positive integer, provided that the value of (e+g+h) is equal to or greater than 1,
- each Z is independently —O—, —S—, or —NH—,
- Y is —(R)SO2— wherein R is H or an aliphatic group containing 1 to about 4 carbon atoms,
- M is an ammonium ion, an alkali metal ion, or an anolammonium ion,
- s and t are each independently 0 or 1, and
- m, n, p, q, and r are each integers such that m and n are each independently at least 1, and p, q, and r are each independently zero or a positive integer.
31 more elements
A substrate having a surface to which has been applied a composition comprising a mixture of a fluoroalkyl phosphate and a fluoroacrylate polymer wherein the fluoroalkyl phosphate is of Formula 1A or 1B
- wherein:
- Rf is selected from the group consisting of
- F(CF2CF2)d(CH2)a—,
- F(CF2CF2)dCH2CH2(OCH2CH2)b—,
- F(CF2CF2)d—,
- F(CF2CF2)dCH═CH(CH2)c—, and
- C8F17SO2N(R)CH2CH2—,
- Rf′ is a fluoroaliphatic group having a linear or branched perfluorocarbon chain having from 2 to 20 carbon atoms,
- x is from about 1 to about 2,
- j is 1 or 0 or a mixture thereof,
- d is 1 to about 8, or a mixture thereof,
- X is hydrogen or M,
- M is an ammonium ion, an alkali metal ion, or an alkanolammonium ion,
- R3 is an alkylene group having from 1 to about 8 carbon atoms,
- Z is —O—, —S—, or —NH—,
- a is from about 2 to about 10,
- b is from about 3 to about 20,
- c is from about 2 to about 20, and
- R is H or an aliphatic group containing 1 to about 4 carbon atoms;
- and the fluoroacrylate polymer has the five repeating units 1 to 5 as shown in Formula 2, said repeating units occurring in random distribution,
- wherein:
- each R2 is independently hydrogen or an aliphatic group having from 1 to about 4 carbon atoms,
- each R3 is independently an alkylene group having from 1 to about 8 carbon atoms,
- each R4 is independently an aliphatic group having from 1 to about 20 carbon atoms,
- each R5 is independently a short chain alkylene group having from 1 to about 4 carbon atoms,
- Rf′ is a fluoroaliphatic group having a linear or branched perfluorocarbon chain having from 2 to 20 carbon atoms,
- ROA is a group of the formula
- —(C2H4O)e(C3H6O)g(C4H8O)hR1
- wherein R1 is hydrogen or alkyl having 1 to about 4 carbon atoms, e is 0 to about 20, and g and h are each individually zero or a positive integer, provided that the value of (e+g+h) is equal to or greater than 1,
- each Z is independently —O—, —S—, or —NH—,
- Y is —N(R)SO2— wherein R is H or an aliphatic group containing 1 to about 4 carbon atoms,
- M is an ammonium ion, an alkali metal ion, or an alkanolammonium ion,
- s and t are each independently 0 or 1, and
- m, n, p, q, and r are each integers such that m and n are each independently at least 1, and p, q, and r are each independently zero or a positive integer.
31 more elements
Dependencies are inferred from the claim text.