Fluorochemical sulfonamide surfactants
Assignee3M Innovative Properties Company
InventorsPatricia M. Savu, Sandra A. Etienne
Life of this patent
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Abstract
Described are fluorochemical surfactants derived from nonafluorobutanesulfonyl fluoride that contain polyalkyleneoxy side chains and may be copolymerized with acrylic acid or methacrylic acid to form polyacrylates or polymethacrylates. The surfactants surprisingly lower the surface tension of water and other liquids in the same or similar low values achieved by premier surfactants such as those derived from perfluorooctane sulfonyl fluoride.
Claims19
A surfactant mixture comprising:
- (a) polymeric surfactant of the formula
- wherein represent a bond in a polymerizable or polymer chain;
- R, R1 and R2 are each independently hydrogen or alkyl of 1 to 4 carbon atoms;
- R3 is at least one or more straight or branched alkylene-oxy groups, linked together and having 2 to 6 carbon atoms, or a straight or branched alkylene group having 12 to 20 carbon atoms;
- n is an integer from 2 to 10;
- and
- x,y and z are integers of at least 1, and
- (b) a compound of the formula
- wherein R is hydrogen or alkyl of 1-4 carbon atoms;
- Ra is hydrogen or alkyl of 1 to 4 carbon atoms;
- and
- r is an integer of 2 to 20.
A polymeric surfactant comprising the reaction product of:
- (a) a compound of the formula
- (b) a compound selected from the group consisting of
- or
- mixtures thereof;
- and
- (c) a compound of the formula
- wherein R, R1, R2, R′ are hydrogen or alkyl of 1 to 4 carbon atoms;
- p is an integer of 1 to about 128;
- q is an integer of 0 to about 55;
- n is an integer of 2 to about 10;
- n′ is an integer of 1 to about 10;
- and
- M is hydrogen or a cation.
A polymeric surfactant comprising the reaction product of:
- (a) a compound of the formula
- (b) a compound selected from the group consisting of
- mixtures thereof;
- and
- (c) a compound of the formula M-O—C(═O)—C(R2)═CH2
- wherein R, R1, R2, and R′ are independently hydrogen or alkyl of 1 to 4 carbons atoms;
- n is an integer of 2 to about 10;
- and
- M is H, potassium, sodium, ammonium, or protonated tertiary amine.
A method of reducing the surface tension of a liquid comprising adding to said liquid a polymeric surfactant comprising the reaction product of:
- (a) a compound of the formula
- and
- (b) a compound selected from the group consisting of
- or
- mixtures thereof,
- wherein R, R1 and R2 are each independently hydrogen or alkyl of 1 to 4 carbon atoms;
- n is an integer from 2 to 10;
- p is an integer of 1 to about 128;
- and
- q is an integer of 0 to about 54.
A method of reducing the surface tension of a liquid comprising adding to said liquid a polymeric surfactant of the formula:
- wherein represents a bond in a polymerizable or polymer chain;
- R, R1 and R2 are each independently hydrogen or alkyl of 1 to 4 carbon atoms;
- R3 is at least one or more straight or branched alkylene-oxy groups, linked together and having 2 to 6 carbon atoms, or a straight or branched alkylene group having 12 to 20 carbon atoms;
- n is an integer from 2 to 10;
- and x, y and z are integers of at least 1.
A method of reducing the surface tension of a liquid that comprises adding a surface-active agent to the liquid of the formula
A method of reducing the surface tension of a liquid comprising adding a mixture of:
- (a) polymeric surfactant of the formula
- wherein represents a bond in a polymerizable or polymer chain;
- R, R1 and R2 are each independently hydrogen or alkyl of 1 to 4 carbon atoms;
- R3 is at least one or more straight or branched alkylene-oxy groups, linked together and having 2 to 6 carbon atoms, or a straight or branched alkylene group having 12 to 20 carbon atoms;
- n is an integer from 2 to 10;
- and
- x, y and z are integers of at least 1;
- and
- (b) a compound of the formula
- where R is hydrogen or alkyl of 1-4 carbons;
- Ra is hydrogen or alkyl of 1-4 carbon atoms;
- and
- r is an integer from 2 to 20.
Dependencies are inferred from the claim text.