Synthesis of Perfluoroaliphatic Ether Monomers. Part II.
Abstract
Monoester-acyl chlorides were obtained by partial esterification of hexafluoroglutaryl chloride with methanol and trifluoroethanol. The monoester-acyl chlorides were converted to the corresponding ester-acyl fluorides by reaction with potassium fluoride in diglyme. Substitution of tetraglyme for diglyme as a solvent drastically alters the course of the reaction. Monofunctional and difunctional acyl fluoride oligomers of HFPO were converted to the corresponding perfluoroiodides by reaction with a slurry of sodium carbonate and iodine in diglyme or tetraglyme. The reaction is general for perfluoroalkyl acyl halides and anhydrides. Monofunctional and difunctional nitrile oligomers of HFPO were converted to the corresponding perfluoroalkyl iminoethers by base catalyzed addition of an alcohol. The reaction is general for perfluoroalkyl nitriles. Difluorocarbene, generated by thermal decomposition of HFPO and trimethyltrifluoromethyltin, did not add to the carbonyl group of pentafluorobenzoyl fluoride or perfluoroacetophenone. Hexafluoropropylene-1,2-episulfide was prepared in low yield, by two published routes. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 01, 1972
- Accession Number
- AD0901875
Entities
People
- Theodore Psarras