This thesis is concerned with the free-radical addition of nitrogen, silicon and oxygen containing compounds to fluoroalkenes and the chemistry of some of the adducts produced. Free-radical adducts of many amines cannot be produced directly since nucleophilic attack on the fluoroalkene is often the preferred reaction pathway. An alternative route to primary and secondary mono-amine adducts via N-trimethylsilylamines has been developed. An alternative synthesis of di-amine adducts via amides has met with some success. Free-radical additions of organosilicon compounds to fluoroalkenes have produced a variety of fluorosilicon adducts. The chemistry of some of these adducts has been investigated. Work with mono- and di-oxygen functional compounds has provided information on the scope and limitations of this type of free-radical addition reaction. The dehydrofluorination of ether/hexafluoropropene mono- and di-adducts has been investigated and some novel dienes have been produced. Polymers containing amide or ether groups added to hexafluoropropene under free-radical conditions. The use of a solvent dramatically increased the degree of this incorporation. The electrochemical fluorination of cyclic ether/hexafluoropropene di-adducts has been investigated. Good recoveries of highly fluorinated products were obtained, indicating that these types of adducts are good starting materials for electrochemical fluorination.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:386379 |
| Date | January 1989 |
| Creators | Swales, Alan Peter |
| Publisher | Durham University |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Source | http://etheses.dur.ac.uk/6555/ |
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