Abstract: A process to prepare fluorinated sulfobetaine compounds of formula (I) wherein Rf is C2 to C10 fluoroalkyl optionally interrupted by one or more of O, CH2, CHF, or combinations thereof; R1 is C1 to C10 alkylene; R2 is C1 to C6 alkylene or a chemical bond; R3 is H or CH3; R4 is C1 to C6 alkylene containing at least one hydroxyl group; R5 is H or CH3; and R6 is H or CH3; comprising contacting a fluorinated sulfonamide amine of formula (II) with an aliphatic chlorosulfonic acid or salt thereof of formula (III) in the presence of water and at least one alkylene glycol, and optionally at least one alkyl carbonate, said fluorinated sulfobetaine having reduced free chloride content and reduced flammability without the need for additional purification steps.

Abstract: A process to prepare fluorinated sulfobetaine compounds of formula (I) wherein Rf is C2 to C10 fluoroalkyl optionally interrupted by one or more of O, CH2, CHF, or combinations thereof; R1 is C1 to C10 alkylene; R2 is C1 to C6 alkylene or a chemical bond; R3 is H or CH3; R4 is C1 to C6 alkylene containing at least one hydroxyl group; R5 is H or CH3; and R6 is H or CH3; comprising contacting a fluorinated sulfonamide amine of formula (II) with an aliphatic chlorosulfonic acid or salt thereof of formula (III) in the presence of water and at least one alkylene glycol, and optionally at least one alkyl carbonate, said fluorinated sulfobetaine having reduced free chloride content and reduced flammability without the need for additional purification steps.

Abstract: The present invention provides a method of making sulfur containing fluoroalkyl amines which overcomes the problems of previously known methods. Sulfur containing fluoroalkyl amines are useful as intermediates for compounds which are in turn useful for imparting water and oil repellency to textiles. Sulfur containing fluoroalkyl amines used in this manner may be found in Example 8 of Rondestvedt et al. (U.S. Pat. No. 3,655,732) wherein they are made by reacting an iodo-fluoroalkyl with an aminoalkyl thiol. Specifically, Rondestvedt et al. teaches reacting CF3(CF2)5(CH2)2I (an iodo-fluoroalkyl) with HS—CH2CH2—NH2 (an aminoalkyl thiol) to make CF3(CF2)5(CH2)2—S—CH2CH2—NH2 (a sulfur containing fluoroalkyl amine). Unlike previously known methods, the method of the present invention can achieve higher yields of sulfur containing fluoroalkyl amines without resorting to costly solvents.

Abstract: The present invention provides a method of making sulfur containing fluoroalkyl amines which overcomes the problems previously known methods. Unlike previously known methods, the method of the present invention can achieve higher yields of sulfur containing fluoroalkyl amines without resorting to costly solvents. Furthermore, unlike previously known methods, the method of the present invention can produce oxidized forms of sulfur containing fluoroalkyl amines wherein the sulfur atom thereof is oxidized.