E.i. Dupont De Nemours and Company

Centre National De La Recherche Scientifique

Universitéde Montreal

Acep Inc.

Institute of Organic Chemistry National Academy of Sciences of Ukraine

Other

Institute of Organic Chemistry

Lev Moiseevich Yagupolskii

Yurii Lvovich Yagupolskii

Christophe Michot

Natalya V Kondratenko

Andrej Bezdudny

Michel Armand

Mario Joseph Nappa

Xuehui Sun

Andrey Anatolievich Filatov

Vladimir Nikolaevich Boiko

Described herein is a process for the manufacture of hydrofluoroalkanols of the structure RCFClCHROH. Also described herein are methods of manufacturing hydrofluoroalkenes of the structure RCF&#x2550;CHR from halofluorocarbons of the structure RCFX. In particular, 2,3,3,3,-tetrafluoro-1-propene may be manufactured with this process. Also described are compounds of the formula RCFClCHROC(&#x2550;O)R'.

Synthesis of hydrofluoroalkanols and hydrofluoroalkenes

Described herein is a process for the manufacture of hydrofluoroalkanols of the structure RCFClCHROH, comprising reacting a halofluorocarbon of the structure RCFX, wherein each X is independently selected from Cl, Br, and I, with an aldehyde and a reactive metal in a reaction solvent to generate a reaction product comprising a metal hydrofluoroalkoxide, neutralizing said metal hydrofluoroalkoxide to produce a hydrofluoroalkanol, and recovering the hydrofluoroalkanol. Also described herein are methods of manufacturing hydrofluoroalkenes of the structure RCF&#x2550;CHR from halofluorocarbons of the structure RCFX, wherein each X is independently selected from Cl, Br, and I, comprising (1) reacting halofluorocarbons of the structure RCFX, wherein each X is independently selected from Cl, Br, and I, with an aldehyde and a reactive metal to generate a reaction product comprising a metal hydrofluoroalkoxide, and reductively dehydroxyhalogenating said metal hydrofluoroalkoxide to produce a hydrofluoroalkene or (2) reacting a hydrofluoroalkanol of the structure RCFXCHROH or a hydrofluoroalkoxide of the structure RCFXCHROMX, wherein M is a reactive metal in the +2 oxidation state, with a carboxylic acid anhydride and a reactive metal in a reaction solvent to form a hydrofluoroalkene and isolating the hydrofluoroalkene. In particular, 2,3,3,3,-tetrafluoro-1-propene may be manufactured with this process. Also described are compounds of the formula RCFClCHROC(&#x2550;O)R'.

The invention relates to an ionic compound corresponding to the formula [RX(Z)-Q-X(Z)-R]Min which Mis a cation of valency m, each of the groups Xis S=Z, S=Z, P&#x2014;Ror P&#x2014;R; Q is N, CR, CCN or CSOR, each of the groups Zis &#x2550;O, &#x2550;NC&#x2261;N, &#x2550;C(C&#x2261;N), &#x2550;NS(=Z)Ror &#x2550;C[S(=Z)R], each of the groups R, is Y, YO&#x2014;, YS&#x2014;, YN&#x2014; or F, Y represents a monovalent organic radical or alternatively Y is a repeating unit of a polymeric frame. The compounds are useful for producing ion conducting materials or electrolytes, as catalysts and for doping polymers.

Ionic compounds with a delocalized anionic charge, and their use as ion conducting components or as catalysts

The invention relates to an ionic compound corresponding to the formula [RX(Z)&#x2014;Q&#x2014;X(Z)&#x2014;R]Min which Mis a cation of valency m, each of the groups Xis S&#x2550;Z, S&#x2550;Z, P&#x2014;Ror P&#x2014;R; Q is N, CR, CCN or CSOR, each of the groups Zis &#x2550;O, &#x2550;NC&#x2261;N, &#x2550;C(C&#x2261;N), &#x2550;NS (&#x2550;Z)Ror &#x2550;C[S(&#x2550;Z)R], each of the groups R, is Y, YO&#x2014;, YS&#x2014;, YN&#x2014; or F, Y represents a monovalent organic radical or alternatively Y is a repeating unit of a polymeric frame. The compounds are useful for producing ion conducting materials or electrolytes, as catalysts and for doping polymers.

Ionic compounds with delocalized anionic charge, and their use as ion conducting components or as catalysts

The invention relates to an ionic compound corresponding to the formula &lsqb;R X (Z )&mdash;Q &mdash;X (Z )&mdash;R &rsqb; M in which M is a cation of valency m, each of the groups X is S&boxH;Z , S&boxH;Z , P&mdash;R or P&mdash;R ; Q is N, CR , CCN or CSO R , each of the groups Z is &boxH;O, &boxH;NC&equiv;N, &boxH;C(C&equiv;N) , &boxH;NS(&boxH;Z) R or &boxH;C&lsqb;S(&boxH;Z) R &rsqb; , each of the groups R , is Y, YO&mdash;, YS&mdash;, Y N&mdash; or F, Y represents a monovalent organic radical or alternatively Y is a repeating unit of a polymeric frame. The compounds are useful for producing ion conducting materials or electrolytes, as catalysts and for doping polymers.

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Kyiv, Ukraine

Lev Moiseevich Yagupolskii