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Primary Examiner: Morgenstern, Norman
Assistant Examiner:
Attorney: Korfhage; Glenn H.

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Title: Perfluorocyclohexene-1,4-dione

Abstract: Two new organic compounds are disclosed, perfluorocyclohexane-1,4-dione and perfluorocyclohexene-1,4-dione, which are obtained concurrently or alternatively by reacting fluoranil with substantially pure anhydrous cobalt trifluoride. These compounds are clear, colorless liquids which are useful as monomers in the synthesis of thermally stable elastomeric polymers. Also disclosed is the dihydrate of said perfluorocyclohexane-1,4-dione, namely, octafluoro-1,1,4,4-cyclohexanetetraol. Another aspect of this invention is a series of polyethers formed by reacting said perfluorocyclohexane-1,4-dione with cesium fluoride and a cyclic or noncyclic aliphatic perhaloalkene having from 2 to 12 carbon atoms and a fluorine atom on at least each of the carbon atoms connected by the double bond, said polymer having as a repeating unit ##SPC1## Wherein R is a divalent radical selected from the group consisting of ##EQU1## WHEREIN X is a halogen selected from the group consisting of fluorine, chlorine, bromine, iodine, or any stable combination thereof within the same molecule; n is an integer of from 1 to 4; y is an integer of from 0 to 10; and Z is an integer of from 0 to (10-y). When of sufficiently high molecular weight or when lightly cross-linked, these polymers are elastomers having high thermal stability.


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Inventors: Doorenbos, Harold E. (Midland, MI, US)
Frick, Hughie R. (Bay County, MI, US)

Application Number: 448135
Filing Date: 1974-03-04
Publication_date: 1976-01-06
Assignee: The Dow Chemical Company (Midland, MI)
Primary Class(es): 568/377 526/309, 526/316, 528/220, 568/376, 568/833
Other Classes:
US Patent Ref:
3306936Feb, 1967Anello et al.260/586.
3379765Apr, 1968Anello et al.260/586.

Other Refs: Other References: Ogden, et al., "J. Chem. Soc.," (C) 1971, pp. 2920-2926, (C.A. 95:118293Z).
Jida et al., "Chem. Abstracts," 66:8650m (1967).