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US 2014/0154420 A1Published application
Partially fluorinated copolymers
AssigneeE. I. Du Pont de Nemours and Company
InventorJOHN CHRISTOPHER SWOREN
Life of this patent
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Abstract
This invention is directed to a copolymer comprising fluorinated (met)acrylates, alkyl methacrylates, ethoxylates (meth)acrylates, and alkyl amino (meth)acrylates. These copolymers are capable of providing improved oil and water repellency to hard substrates while also maintaining its stability in a mixture of organic solvents.
Claims20
A partially fluorinated copolymer comprising the reaction product of monomers copolymerized in the following percentages by weight:
- a) from about 45% to about 75% of one or more monomers of Formula (I):
- Rf-L-Q-C(O)—CR1═CH2 (I);
- b) from about 25% to about 30% of one or more monomers of Formula (II):
- RH-Q-C(O)—CR2═CH2 (II);
- c) from about 0.5% to about 15% of one or more monomers of Formula (III):
- R—(OCH2CH2)n—(OCH2CH(CH3))pQ-C(O)—CR3═CH2 (III);
- d) from about 0.1% to about 4% of one or more monomers of Formula (IV):
- e) from about 0% to about 2% of one or more monomers of Formula (V):
- HO—C(O)—CR8═CH2 (V);
- f) from about from about 0% to about 2% of one or more monomers of Formula (VI):
- HO—CH2CH2-Q-C(O)—CR9═CH2 (VI);
- g) from about from about 0% to about 2% of one or more monomers of Formula (VII):
- CH2═CR10C(O)O(CH2CH2O)x(CH2CH(CH3)O)yC(O)CR11═CH2 (VII);
- wherein
- Rf is a linear or branch fluoroalkyl of 2 to 10 carbons optionally interrupted by 1 to 4 interrupting groups —O—, —CH2—, and/or —CHF— groups;
- RH is a linear, branched, or cyclic alkyl chain of 7 to 22 carbons;
- each Q is independently —O— or —S—;
- L is —R12—, —SO2—N(R13)—R15—, —CO—N(R14)—R15—, —CH2CH(OR14)CH2—, —R6—SO2—N(R14)—R15—, or —R15—O—C(O)—N(R14)—R15—;
- R1, R3, R7, R8, R9, R10, R11 are each independently H or —CH3;
- R is —H or a linear, branched, or cyclic alkyl chain of 1 to 20 carbons;
- R2 is —CH3;
- R4 and R5 are each independently methyl or ethyl;
- R6, R12 and R15 are each independently a linear or branched divalent alkyl chain of 2 to 10 carbons;
- R13 and R14 are each independently —H, —CH3, C2 to C10 alkylene, or C1 to C4 acyl;
- n is 0 to 10 and p is 0 to 10 provided that when p is 0, n is at least 2
- and n+p is greater than 0;
- and
- x is 0 to 10 and y is 0 to 10 provided that x+y is at least 1;
- wherein the concentration of monomers of a), b), c), d), e), f), and g) is equal to 100% by weight.
26 more elements
A method for treating a hard surface substrate comprises contacting the hard surface substrate with a partially fluorinated copolymer comprising the reaction product of monomers copolymerized in the following percentages by weight:
- a) from about 45% to about 75% of one or more monomers of Formula (I):
- Rf-L-Q-C(O)—CR1═CH2 (I);
- b) from about 25% to about 30% of one or more monomers of Formula (II):
- RH-Q-C(O)—CR2═CH2 (II);
- c) from about 0.5% to about 15% of one or more monomers of Formula (III):
- R—(OCH2CH2)n—(OCH2CH(CH3))pQ-C(O)—CR3═CH2 (III);
- d) from about 0.1% to about 4% of one or more monomers of Formula (IV):
- e) from about 0% to about 2% of one or more monomers of Formula (V):
- HO—C(O)—CR8═CH2 (V);
- f) from about from about 0% to about 2% of one or more monomers of Formula (VI):
- HO—CH2CH2-Q-C(O)—CR9═CH2 (VI);
- g) from about from about 0% to about 2% of one or more monomers of Formula (VII):
- CH2═CR10C(O)O(CH2CH2O)x(CH2CH(CH3)O)yC(O)CR11═CH2 (VII);
- wherein
- Rf is a linear or branch fluoroalkyl of 2 to 10 carbons optionally interrupted by 1 to 4 interrupting groups —O—, —CH2—, and/or —CHF— groups;
- RH is a linear, branched, or cyclic alkyl chain of 7 to 22 carbons;
- each Q is independently —O— or —S—;
- L is —R12—, —SO2—N(R13)—R15—, —CO—N(R14)—R15—, —CH2CH(OR14)CH2—, —R6—SO2—N(R14)—R15—, or —R15—O—C(O)—N(R14)—R15—;
- R1, R3, R7, R8, R9, R10, R11 are each independently H or —CH3;
- R is —H or a linear, branched, or cyclic alkyl chain of 1 to 20 carbons;
- R2 is —CH3;
- R4 and R5 are each independently methyl or ethyl;
- R6, R12 and R15 are each independently a linear or branched divalent alkyl chain of 2 to 10 carbons;
- R13 and R14 are each independently —H, —CH3, C2 to C10 alkylene, or C1 to C4 acyl;
- n is 0 to 10 and p is 0 to 10 provided that when p is 0, n is at least 2
- and n+p is greater than 0;
- and
- x is 0 to 10 and y is 0 to 10 provided that x+y is at least 1;
- wherein the concentration of monomers of a), b), c), d), e), f), and g) is equal to 100% by weight.
26 more elements
A method for treating leather substrates comprises contacting the leather substrate with a partially fluorinated copolymer comprising the reaction product of monomers copolymerized in the following percentages by weight:
- a) from about 45% to about 75% of one or more monomers of Formula (I):
- Rf-L-Q-C(O)—CR1═CH2 (I);
- b) from about 25% to about 30% of one or more monomers of Formula (II):
- RH-Q-C(O)—CR2═CH2 (II);
- c) from about 0.5% to about 15% of one or more monomers of Formula (III):
- R—(OCH2CH2)n—(OCH2CH(CH3))pQ-C(O)—CR3═CH2 (III);
- d) from about 0.1% to about 4% of one or more monomers of Formula (IV):
- e) from about 0% to about 2% of one or more monomers of Formula (V):
- HO—C(O)—CR8═CH2 (V);
- f) from about from about 0% to about 2% of one or more monomers of Formula (VI):
- HO—CH2CH2-Q-C(O)—CR9═CH2 (VI);
- g) from about from about 0% to about 2% of one or more monomers of Formula (VII):
- CH2═CR10C(O)O(CH2CH2O)x(CH2CH(CH3)O)yC(O)CR11═CH2 (VII);
- wherein
- Rf is a linear or branch fluoroalkyl of 2 to 10 carbons optionally interrupted by 1 to 4 interrupting groups —O—, —CH2—, and/or —CHF— groups;
- RH is a linear, branched, or cyclic alkyl chain of 7 to 22 carbons;
- each Q is independently —O— or —S—;
- L is —R12—, —SO2—N(R13)—R15—, —CO—N(R14)—R15—, —CH2CH(OR14)CH2—, —R6—SO2—N(R14)—R15—, or —R15—O—C(O)—N(R14)—R15—;
- R1, R3, R7, R8, R9, R10, R11 are each independently H or —CH3;
- R is —H or a linear, branched, or cyclic alkyl chain of 1 to 20 carbons;
- R2 is —CH3;
- R4 and R5 are each independently methyl or ethyl;
- R6, R12 and R15 are each independently a linear or branched divalent alkyl chain of 2 to 10 carbons;
- R13 and R14 are each independently —H, —CH3, C2 to C10 alkylene, or C1 to C4 acyl;
- n is 0 to 10 and p is 0 to 10 provided that when p is 0, n is at least 2
- and n+p is greater than 0;
- and
- x is 0 to 10 and y is 0 to 10 provided that x+y is at least 1;
- wherein the concentration of monomers of a), b), c), d), e), f), and g) is equal to 100% by weight.
26 more elements
Dependencies are inferred from the claim text.