E.i. Dupont De Nemours and Company

The Chemours Company Fc, LLC

Hollis Thomas Warren

Peter Michael Murphy

Stephen James Getty

Alexander Borisovich Shtarov

Romain Severac

Axel Hans-Joachim Herzog

Brent Ryan Gonska

A process to prepare fluorinated sulfobetaine compounds of formula (I)   

Process to produce fluorinated betaines

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 CF(CF)(CH)I (an iodo-fluoroalkyl) with HS&#x2014;CHCH&#x2014;NH(an aminoalkyl thiol) to make CF(CF)(CH)&#x2014;S&#x2014;CHCH&#x2014;NH(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. 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.

Sulfur containing fluoroalkyl amines and isocyanates

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Newark, DE, United States of America

Hollis Thomas Warren