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Dissertations and Theses

1989

Fluorine compounds

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Full-Text Articles in Physical Sciences and Mathematics

The Chemistry Of Sulfonyl Fluorides: Sf5 And/Or So2f Containing Compounds As Precursors To Sulfonic Acids, Robin Joyce Terjeson Jan 1989

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 Jan 1989

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 …