Back to results
US 9,328,317 B2Granted
Fluorophosphate surfactants
AssigneeThe Chemours Company Fc, LLC
InventorsSheng Peng, Allison Mary Yake, Xianjun Meng
Life of this patent
Estimating the term…
Abstract
This invention is directed to a composition capable of imparting surface effects to a liquid by contacting the liquid with a partially fluorinated phosphate with an ammonium cation (NH2R1R2)+ wherein R1 and R2 are independently linear or branched organic groups containing at least one carboxylate moiety and one amino moiety, and optionally be substituted, interrupted, or both with oxygen, sulfur, or nitrogen-containing moieties, or with cyclic alkyl or aryl moieties containing up to 10 carbon atoms.
Claims15
A composition comprising formula I, formula II, or formula
- wherein
- Rf is a C1 to C6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms;
- x is 1 to 2;
- A is (CH2)k, (CH2CF)m(CH2)n, (CH2)OSO2N(CH3)(CH2)p, O(CF2)2(CH2)r, or OCHFCF2OE;
- Z is O or S;
- m is 1 to 4;
- k, n, o, p, and r are each independently 1 to 20;
- E is a C2 to C20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms;
- a cyclic alkyl group, or a C6 to C10 aryl group;
- R is a C2 to C60 linear or branched alkyl group optionally interrupted by hetero atoms selected from the group consisting of an oxygen, sulfur, or nitrogen atom;
- a cyclic alkyl;
- or a C6 to C10 aryl;
- provided that when R is greater than 8 carbons, the ratio of hetero atoms to carbon atoms is at least 1:2;
- and
- M is an ammonium cation (NH2R1R2)+ wherein R1 and R2 are linear or branched organic groups which, collectively as R1R2, contain at least one carboxylate moiety and one amino moiety, said linear or branched organic groups being optionally substituted, interrupted, or both with sulfur-containing moieties, nitrogen-containing moieties, cyclic alkyl moieties, or aryl moieties, where said cyclic alkyl or aryl moieties contain up to 10 carbon atoms.
12 more elements
A composition comprising formula I, formula II, or formula III
- wherein
- Rf is a C1 to C6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms;
- x is 1 to 2;
- A is (CH2)k, (CH2CF2)m(CH2)n, (CH2)OSO2N(CH3)(CH2)p, O(CF2)2(CH2)r, or OCHFCF2OE;
- Z is O or S;
- m is 1 to 4;
- k, n, o, p, and r are each independently 1 to 20;
- E is a C2 to C20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms;
- a cyclic alkyl group, or a C6 to C10 aryl group;
- R is a C2 to C10 linear or branched alkyl group optionally interrupted by hetero atoms selected from the group consisting of an oxygen, sulfur, or nitrogen atom;
- a cyclic alkyl;
- or a C6 to C10 aryl;
- provided that when R is greater than 8 carbons, the ratio of hetero atoms to carbon atoms is at least 1:2;
- and
- wherein M is
12 more elements
A composition comprising formula I, formula II, or formula III
- wherein
- Rf is a C1 to C6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms;
- x is 1 to 2;
- A is (CH2)k, (CH2CF2)m(CH2)n, (CH2)OSO2N(CH3)(CH2)p, O(CF2)2(CH2)r, or OCHFCF2OE;
- Z is O or S;
- m is 1 to 4;
- k, n, o, p, and r are each independently 1 to 20;
- E is a C2 to C20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms;
- a cyclic alkyl group, or a C6 to C10 aryl group;
- R is a C2 to C10 linear or branched alkyl group optionally interrupted by hetero atoms selected from the group consisting of an oxygen, sulfur, or nitrogen atom:
- a cyclic alkyl;
- or a C6 to C10 aryl;
- provided that when R is greater than 8 carbons, the ratio of hetero atoms to carbon atoms is at least 1:2;
- and
- where M is an ammonium cation (NH3R)4 wherein R is linear or branched organic group containing at least one carboxylate moiety and one amino moiety, said linear or branched organic groups being optionally substituted, interrupted, or both with sulfur-containing moieties, nitrogen-containing moieties, cyclic alkyl moieties, or aryl moieties, where said cyclic alkyl or aryl moieties contain up to 10 carbon atoms.
12 more elements
A method of lowering the surface tension of a liquid comprising contacting a liquid to a composition comprising formula I, formula II, or formula III
- wherein
- Rf is a C1 to C6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms;
- x is 1 to 2;
- A is (CH2)k, (CH2CF2)m(CH2)n, (CH2)OSO2N(CH3)(CH2)p, O(CF2)2(CH2)r, or OCHFCF2OE;
- Z is O or S;
- m is 1 to 4;
- k, n, o, p, and r are each independently 1 to 20;
- E is a C2 to C20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms;
- a cyclic alkyl group, or a C6 to C10 aryl group;
- R is a C2 to C60 linear or branched alkyl group optionally interrupted by hetero atoms selected from the group consisting of an oxygen, sulfur, or nitrogen atom;
- a cyclic alkyl;
- or a C6 to C10 aryl;
- provided that when R is greater than 8 carbons, the ratio of hetero atoms to carbon atoms is at least 1:2;
- and
- M is an ammonium cation (NH2R1R2)+ wherein R1 and R2 are linear or branched organic groups which, collectively as R1R2, contain at least one carboxylate moiety and one amino moiety, said linear or branched organic groups being optionally substituted, interrupted, or both with sulfur-containing moieties, nitrogen-containing moieties, cyclic alkyl moieties, or aryl moieties, where said cyclic alkyl or aryl moieties contain up to 10 carbon atoms.
12 more elements
A composition comprising a liquid treated by contacting the liquid with a phosphate composition comprising formula I, formula II, or formula III
- wherein
- Rf is a C1 to C6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms;
- x is 1 to 2;
- A is (CH2)k, (CH2CF2)m(CH2)n, (CH2)OSO2N(CH3)(CH2)p, O(CF2)2(CH2)r, or OCHFCF2OE;
- Z is O or S;
- m is 1 to 4;
- k, n, o, p, and r are each independently 1 to 20;
- E is a C2 to C20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms;
- a cyclic alkyl group, or a C6 to C10 aryl group;
- R is a C2 to C60 linear or branched alkyl group optionally interrupted by hetero atoms selected from the group consisting of an oxygen, sulfur, or nitrogen atom;
- a cyclic alkyl;
- or a C6 to C10 aryl;
- provided that when R is greater than 8 carbons, the ratio of hetero atoms to carbon atoms is at least 1:2;
- and
- M is an ammonium cation (NH2R1R2)+ wherein R1 and R2 are linear or branched organic groups which, collectively as R1R2, contain at least one carboxylate moiety and one amino moiety, said linear or branched organic groups being optionally substituted, interrupted, or both with sulfur-containing moieties, nitrogen-containing moieties, cyclic alkyl moieties, or aryl moieties, where said cyclic alkyl or aryl moieties contain up to 10 carbon atoms.
12 more elements
A method of imparting surface effects to a substrate comprising contacting at least a portion of a surface of the substrate with a coating composition containing a composition comprising formula I, formula II, or formula III
- wherein
- Rf is a C1 to C6 linear or branched perfluoroalkyl optionally interrupted by one, two or three ether oxygen atoms;
- x is 1 to 2;
- A is (CH2)k, (CH2CF2)m(CH2)n, (CH2)OSO2N(CH3)(CH2)p, O(CF2)2(CH2)r, or OCHFCF2OE;
- Z is O or S;
- m is 1 to 4;
- k, n, o, p, and r are each independently 1 to 20;
- E is a C2 to C20 linear or branched alkyl group optionally interrupted by oxygen, sulfur, or nitrogen atoms;
- a cyclic alkyl group, or a C6 to C10 aryl group;
- R is a C2 to C60 linear or branched alkyl group optionally interrupted by hetero atoms selected from the group consisting of an oxygen, sulfur, or nitrogen atom;
- a cyclic alkyl;
- or a C6 to C10 aryl;
- provided that when R is greater than 8 carbons, the ratio of hetero atoms to carbon atoms is at least 1:2;
- and
- M is an ammonium cation (NH2R1R2)+ wherein R1 and R2 are linear or branched organic groups which, collectively as R1R2, contain at least one carboxylate moiety and one amino moiety, said linear or branched organic groups being optionally substituted, interrupted, or both with sulfur-containing moieties, nitrogen-containing moieties, cyclic alkyl moieties, or aryl moieties, where said cyclic alkyl or aryl moieties contain up to 10 carbon atoms.
12 more elements
Dependencies are inferred from the claim text.