Physical Sciences and Mathematics Commons^™

The Chemistry Of Sulfonyl Fluorides: Sf5 And/Or So2f Containing Compounds As Precursors To Sulfonic Acids, Robin Joyce Terjeson

Dissertations and Theses

Sulfonyl fluoride systems and their derivatives, RS0₂F, where R represents hydrocarbon/fluorocarbon moieties continue to be of considerable interest. The incorporation of the sulfonyl fluoride group (S0₂F) into molecular systems can lead to compounds that are useful as ion-exchange resins, surface active agents, fuel cell electrolytes, and strong sulfonic acids/salts.

Interest in preparing SF₅ containing sulfonyl fluorides led to the synthesis of the ᵝ-sultone, SF₅CHCF₂0S0₂, and its rearranged product. Hydrolysis of the sultone gave SF₅CH₂S0₂F which led to the sulfonic acid and salt, SF …

Fluorinated [Beta]-Sultones As Precursors To Fluorinated Sulfonic Acids, And New Fluorosulfonyl Containing Monomers/Polymers, Javid Mohtasham

Dissertations and Theses

Sulfur trioxide (SO₃) adds to fluoroolefins of the form RCF=CF₂, (where R = F, SF₅, CF₃, CF₃OCF₂, CF₂=CF(CF₂)₂, CF₃(CF₂)₃O, CF₃O(CF₂)₂OCF₂, or CH₂ClCHClCH₂), yielding the fluorinated [beta]-sultones, RCFCF₂OSO₂. In the case of CF₃(CF₂)₃OCF=CF₂, a reverse addition occurs, giving the sultone, CF₃(CF₂)₃CF₂2OCFCF₂SO₂O. The fluoro [beta]-sultones are capable of undergoing different reactions, such as rearrangement, hydrolysis, esterification, and polymerization. These reactions, will result in the formation of compounds containing the fluorosulfonyl grouping (SO₂F); it is this group that yields the corresponding sulfonic acid upon base/acid treatment.

The addition of sodium bisulfite to CF₃CF= CF₂ and CF₃(CF₂)₄CF=CF₂ in the presence of (C₆H₅CO)₂O₂ and Na₂B₄O₇·10H₂O …

Synthesis And Characterization Of Some Sf₅- Containing Sulfonic Acids, Robert J. Willenbring

Dissertations and Theses

Pentafluorosulfur (VI) bromide (SF₅Br) adds to olefins of the form CX₂=CX₂, where X= H or F, with the pentafluorosulfur group usually adding to the carbon with more hydrogens attached to it. This series of compounds was used in an attempt to prepare the corresponding sulfonic acid hydrates of the general formula SF₅CX₂CX₂SO₃H·nH₂O, in order to have these compounds tested as possible fuel cell electrolytes. The reaction scheme involved reflux of the SF₅Br adduct with an equimolar amount of sodium sulfite in 50% …

Derivatives Of Trifluorovinylsulfur Pentafluoride And F-(Tert-Butyl) Hypochlorite, Jo Ann Marie Canich

Dissertations and Theses

Trifluorovinylsulfur pentafluoride dimerizes to (SF₅CFCF₂)₂ in the presence of cesium fluoride. Two derivatives of trifluorovinylsulfur pentafluoride, SF₅CF(CF₃)C(O)F and SF₅CF(CF₃)C(O)NH₂, were used to prepare the new compounds, SF₅CF(CF₃)CO₂H and SF₅CF(CF₃)CN, respectively. The first was prepared by reacting the SF₅-acid fluoride with water, while the second involved the abstraction of water from the SF₅-amide using P₄O₁₀. The attempted preparation of a bis-pentafluorosulfur ketone and a pentafluorosulfur containing acid anhydride …