The Dow Chemical Company

Harold E Doorenbos

Giffin D Jones

Hughie R Frick

Included are monoadduct monomers made from divinyl ketones wherein only one vinyl bond therein has added to it a nucleophilic precursor. Nucleophilic precursors include phenols, thiols, secondary amines, amino acids, hydrocarbyl phosphites and phosphite esters, organic bis(phosphonites, the bisulfite anion and others. Polyadduct polymers made from the monoadduct monomers. The polyadduct polymers may be homo- or copolymers and may contain a pendant nucleophile residue.

Monoadduct monomers and polyadduct polymers from divinyl ketones

Eneynols are prepared from terminal acetylenes and propargylic alcohols using a Cu.sup.+, Ag.sup.+ and/or Au.sup.+ halide catalyst.

Eneynols from acetylenes and propargylic alcohols

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 ##STR1## wherein R is a divalent radical selected from the group consisting of ##STR2## wherein X is a halogen selected from the group consisting of fluorine, chlorine, bromine, iodine, or any stable combination thereof within the same molecule;

Perfluorinated para-diketone polymers

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

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Midland, MI, United States of America

Harold E Doorenbos