US4089804A — Method of improving fluorinated surfactants

Claim 1

Independent Claim 266 words

A method of improving the surface tension property of cationic, anionic, non-ionic, amphoteric or mixed function fluorinated surfactant by employing in conjunction with said surfactants an effective amount, to increase the surface tension reducing property of said surfactant, of a fluorinated synergist of the formula (R.sub.f).sub.n T.sub.m Z wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, n is an integer of 1 or 2, T is a divalent group --R 3 -- or a group --R 3 --SCH 2 CHR 1 -- wherein R 3 is straight or branched chain alkylene or haloalkylene of 1 to 12 carbons, arylene of 6 to 12 carbons, alkylenethioalkylene or alkyleneiminoalkylene of 2 to 12 carbons where in said imino group the nitrogen is secondary or tertiary and R 1 is hydrogen or alkyl of 1 to 12 carbons, Z is a polar group selected from --CONR 1 R 2 , --CN, --CONR 1 COR 2 , --SO 2 NR 1 R 2 , --R 3 (O 2 CR 1 ) and --CO 2 R 1 where R 1 and R 2 are independently hydrogen, alkyl of 1 to 12 carbons or alkyl of 1 to 12 carbons substituted with 1 or more --OH, --COCH 3 , --SH, --CONH(CH 3 ), and R 3 is as defined above, with the proviso that said synergist is neutral, m is an integer from 0 to 2, and said fluorinated synergist having a solubility in water at 25° C. below 0.01% by weight.

Claim 2

Independent Claim 266 words

A method of improving the surface tension property of cationic, anionic, non-ionic, amphoteric or mixed function fluorinated surfactant by employing in conjunction with said surfactants an effective amount, to increase the surface tension reducing property of said surfactant, of a fluorinated synergist of the formula (R.sub.f).sub.n T.sub.m Z wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, n is an integer of 1 or 2, T is a divalent group --R 3 -- or a group --R 3 --SCH 2 CHR 1 -- wherein R 3 is straight or branched chain alkylene or haloalkylene of 1 to 12 carbons, arylene of 6 to 12 carbons, alkylenethioalkylene or alkyleneiminoalkylene of 2 to 12 carbons where in said imino group the nitrogen is secondary or tertiary and R 1 is hydrogen or alkyl of 1 to 12 carbons, Z is a polar group selected from --CONR 1 R 2 , --CN, --CONR 1 COR 2 , --SO 2 NR 1 R 2 , --R 3 (O 2 CR 1 ) and --CO 2 R 1 where R 1 and R 2 are independently hydrogen, alkyl of 1 to 12 carbons or alkyl of 1 to 12 carbons substituted with 1 or more --OH, --COCH 3 , --SH, --CONH(CH 3 ), and R 3 is as defined above, with the proviso that said synergist is neutral, m is an integer from 0 to 2, and said fluorinated synergist having a solubility in water at 25° C. below 0.01% by weight.

Claim 3

Dependent Claim 89 words

A method of claim 1 wherein said fluorinated surfactant is of the formula (R.sub.f).sub.n AmQ wherein R f , n and m are as defined above, Q is a water solubilizing group which is an anionic, cationic, non-ionic or amphoteric moiety or a combination of such moieties, A is a multivalent linking group, preferably alkylene of 1 to 12 carbon atoms; phenylene; alkyl substituted phenylene; or the group C 6 H 5 YC 6 H 5 where Y is alkylene of carbon atoms, oxygen or sulfur; sulfonamidoalkylene; or carbonamidoalkylene.

Claim 4

Dependent Claim 25 words

A method of claim 1 wherein the R f groups in both the synergist and the surfactants are perfluoralkyl of 5 to 12 carbon atoms.

Claim 5

Dependent Claim 26 words

The method according to claim 1, wherein said fluorinated surfactant in conjunction with said fluorinated synergist exhibits an aqueous solubility of at least 0.1% by weight.

Claim 6

Dependent Claim 263 words

A surfactant composition having improved surface tension properties containing a mixture of cationic, anionic, non-ionic, amphoteric or mixed function fluorinated surfactant and an effective amount to increase the surface tension reducing property of said surfactant, of a fluorinated synergist of the formula (R.sub.f).sub.n T.sub.m Z wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, n is an integer of 1 or 2, T is a divalent group --R 3 -- or a group --R 3 --SCH 2 CHR 1 -- wherein R 3 is straight or branched chain alkylene or haloalkylene of 1 to 12 carbons, arylene of 6 to 12 carbons, alkylenethioalkylene or alkyleneiminoalkylene of 2 to 12 carbons where in said imino group the nitrogen is secondary or tertiary and R 1 is hydrogen or alkyl of 1 to 12 carbons, Z is a polar group selected from --CONR 1 R 2 , --CN, --CONR 1 COR 2 , --SO 2 NR 1 R 2 , --R 3 (O 2 CR 1 ) and --CO 2 R 1 where R 1 and R 2 are independently hydrogen, alkyl of 1 to 12 carbons or alkyl of 1 to 12 carbons substituted with 1 or more --OH, --COCH 3 , --SH, --CONH(CH 3 ), and R 3 is as defined above, with the proviso that said synergist is neutral, m is an integer from 0 to 2, and said fluorinated synergist having a solubility in water at 25° C. below 0.01% by weight.

Claim 7

Dependent Claim 263 words

A surfactant composition having improved surface tension properties containing a mixture of cationic, anionic, non-ionic, amphoteric or mixed function fluorinated surfactant and an effective amount to increase the surface tension reducing property of said surfactant, of a fluorinated synergist of the formula (R.sub.f).sub.n T.sub.m Z wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, n is an integer of 1 or 2, T is a divalent group --R 3 -- or a group --R 3 --SCH 2 CHR 1 -- wherein R 3 is straight or branched chain alkylene or haloalkylene of 1 to 12 carbons, arylene of 6 to 12 carbons, alkylenethioalkylene or alkyleneiminoalkylene of 2 to 12 carbons where in said imino group the nitrogen is secondary or tertiary and R 1 is hydrogen or alkyl of 1 to 12 carbons, Z is a polar group selected from --CONR 1 R 2 , --CN, --CONR 1 COR 2 , --SO 2 NR 1 R 2 , --R 3 (O 2 CR 1 ) and --CO 2 R 1 where R 1 and R 2 are independently hydrogen, alkyl of 1 to 12 carbons or alkyl of 1 to 12 carbons substituted with 1 or more --OH, --COCH 3 , --SH, --CONH(CH 3 ), and R 3 is as defined above, with the proviso that said synergist is neutral, m is an integer from 0 to 2, and said fluorinated synergist having a solubility in water at 25° C. below 0.01% by weight.

Claim 8

Dependent Claim 90 words

A surfactant composition according to claim 5, wherein said fluorinated surfactant is of the formula (R.sub.f).sub.n A.sub.m Q wherein R f , n and m are as defined above, Q is a water solubilizing group which is an anionic, cationic, non-ionic or amphoteric moiety or a combination of such moieties, A is alkylene of 1 to 12 carbon atoms; phenylene; alkyl substituted phenylene; or the group C 6 H 5 YC 6 H 5 where Y is alkylene of 1 to 4 carbon atoms, oxygen or sulfur; sulfonaminoalkylene; or carbonamidoalkylene.

Claim 9

Dependent Claim 27 words

The surfactant composition according to claim 6, wherein the R f groups in both the synergistic and the surfactants are perfluoroalkyl of 5 to 12 carbon atoms.

Claim 10

Dependent Claim 22 words

The surfactant composition according to claim 5, wherein fluorinated surfactant-fluorinated synergistic composition exhibits an aqueous solubility of at least 0.1% by weight.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1981-05-15	1981-11-14	1982-05-16	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1985-05-15	1985-11-14	1986-05-16	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1989-05-15	1989-11-14	1990-05-16	$7700.00	Window Closed / Lapsed

Method of improving fluorinated surfactants

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