Abstract
Some perfluorinated ethers have been prepared containing both alkyl and aryl groups and either one or two oxygen atoms. Pentafluorophenylmagnesium bromide, with octafluoroadipoyl chloride, perfluoro-oxydiacetyl chloride and perfluoro-oxydipropionyl chloride, gave the corresponding diketones which, upon treatment with sulphur tetrafluoride, afforded perfluoro-1,6-diphenylhexane, perfluoro-bis(2-phenylethyl)ether and perfluoro-bis(3-phenylpropyl)ether, respectively. Pentafluorophenylmagnesium bromide with perfluoro-2-methyl-3-oxanonanedioyl fluoride (prepared from octafluoroadipoyl fluoride and hexafluoropropene oxide) gave a diketone which was treated with sulphur tetrafluoride to give perfluoro-2-methyl-1,9-diphenyl-3-oxanonane. Reactions between octafluoroadipoyl chloride and pentafluorophenol, nonafluoro-4-hydroxybiphenyl and perfluoro-3-hydroxy-4,4′-dimethylbiphenyl gave the corresponding diester which were then each treated with sulphur tetrafluoride and hydrogen fluoride. The first two diesters gave perfluoro-1,6-diphenoxyhexane and perfluoro-1,6-bis(4-phenylphenoxy)hexane, but the corresponding diether was not isolated from the third diester. The effect of structure upon the liquid ranges of the ethers is discussed.
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