Use of sulfur tetrafluoride to produce perfluorinated monomers

CHED 699

Stefanie Marie Gardner, smg05004@cub.uca.edu, Chemistry, University of Central Arkansas, 201 Donaghey Avenue, Laney Hall 203D, Conway, AR 72035 and Kyle W. Felling, kfelling@uca.edu, Department of Chemistry, University of Central Arkansas, 201 Donaghey Avenue, Conway, AR 72035.
A perfluorinated ketone, C6F5CO(CF2)6CF3, has been synthesized by the Grignard alkylation of pentafluorophenylmagnesium bromide with perfluorooctanoyl chloride. Subsequent fluorination with sulfur tetrafluoride produces the perfluorinated alkylbenzene, C6F5CF2(CF2)6CF3, in near quantitative yield. Complete characterization by FTIR, GC/MS, and NMR is presented. This compound will be used to produce fluorinated monomers suitable for Diels-Alder polymerizations. Synthesized polymers will resemble fluorinated versions of Dow's commercially available hydrocarbon “SiLK” materials.
 

Undergraduate Research Poster Session: Polymer Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster

Division of Chemical Education

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008