Physical Sciences and Mathematics Commons^™

Synthesis And Characterization Of Novel Sf5 Containing Fluoroalkyl Iodides And Derivatives, Julia Anne Renn

Dissertations and Theses

Preparation of four SF5-containing fluoroalkyl iodides and derivatives thereof was accomplished beginning with a simplified synthesis of ICF2CF2I. Characterization of the products followed using a variety of spectroscopic and physical methods. The simplified method for preparing ICF2CF2I from iodine and tetrafluoroethylene (TFE) involved a reaction temperature of approximately 54°C and pressures of less than two atmospheres for the TFE. The synthesized ICF2CF2I was reacted with S2F1o and tetrafluoroethylene to give SF5CF2CF2I. The subsequent synthesis of the SFs containing fluoroalkyl iodides and derivatives were carried out using SFsCF2CF2I as the starting material in a Carius tube reaction vessel. The synthesized SFs …

Fluorinated Polymer Films - Synthesis And Characterization, Anja Ulrike Schnurer

Dissertations and Theses

Three polyfluoroalkyl epoxides, (I OCH2CHCH20CF2CF2S02F, II OCH2CHCH2(CF2)gF and III OCH2CHCH20(CF2)CF(CF3)S02F) were photopolymerized with a cycloaliphatic diepoxide (Cyracure UVR-6110) to form highly crosslinked glassy films. Depth-dependent surface analysis with XPS show that these films are highly enriched with sulfonyl fluoride groups in the outer molecular surface. Film compositions of 17 % wt and more of the fluorinated I and III show surface characteristics of a film composed of 100 % wt of the polymerized sulfonyl fluoride epoxide monomer (at depths for 50 A for each sample). Even films that are prepared with only 1 % wt or less (compound III) of …

Studies In Fluorine Chemistry: 13c Nmr Investigation Of Sf5/So2f Fluorinated Systems, Yoon S. Choi

Dissertations and Theses

The purpose of this thesis was two fold: (i) The synthesis and characterization of SF5 containing dienes. (ii) The characterization of hydro/fluorocarbon compounds containing SF5/S02F groups via their 13C NMR spectra. A new SF5CH2CHBrCH2CF=CF2 was prepared and characterized as a precursor to new dielectric polymers. This new adduct was made from the reaction of pentafluorothio bromide with l,l,2-trifluoro-1,4-pentadiene. A SF5-diene was prepared from the reaction of pentafluorothio chloride with acetylene. This reaction involves a radical addition mechanism. The SF5 group is bonded to the carbon atom carrying the most hydrogens. SF5 - dienes are capable of undergoing different reactions, such …

Chemistry Of Pentafluorothio (Sf5) Alkyl Derivatives, Rolf Walter Winter

Dissertations and Theses

Part I describes the preparation of a number of useful intermediates from the sultone F₅SCHCF₂OSO₂ (1). These intermediates include the following: the ketene F₅SC(SO₂)=C=O (21), the unique sultone F₄S=CCF₂OSO₂ (23), and various ionic intermediates of the form Y⁺ [F₅SC(SO₂F) COX]^-. These intermediates play an important role in providing new pathways for preparing fluorosulfonic acid precursors. Fluorosulfonic acids are excellent candidates to improve the efficiency of environmentally safe fuel cells. It was possible to obtain new derivatives of 1 by …

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 …

Fluorinated Esters : Synthesis And Identification, Jilla Schaff

Dissertations and Theses

Reactions of different alcohols with 2-hydroxy - 1- trifluoromethyl -1,2,2-trifluoroethanesulfonic acid sultone were studied. Six new esters were prepared: C₆F₅OC(O)CF(CF₃)SO₂F, CH₃CH_2OC(O)CF(CF₃)SO₂F, CF₃CH₂OC(O)CF(CF₃)SO₂F, (CF₃)₂CHOC(O)CF(CF₃)SO₂F, CH2=CHCH20C(O)CF(CF3)SO₂F, (CH₂OC(O)CF(CF₃)SO₂F)₂. Analytical data, infrared, nmr and mass spectra are presented supporting the proposed structures for these new compounds.

The Chemistry Of Sf₅Br And Sf₅Cf=Cf₂ - Addition Reactions, Robin J. Debuhr

Dissertations and Theses

Addition reactions of pentafluorosulfur bromide (SF₅Br) with fluoroolefins were studied. Three new adducts were prepared, SF₅CHFCHC1Br, SF₅CH₂CH(CF₃)Br, SF₅CHFCFC1Br. SF₅Br and CFC1=CHC1 yielded a small amount of product but attempts to add SF₅Br to CF₂₌FCOF were unsuccessful.

The mechanism for these addition reactions seems to involve a free radical addition pathway. Steric factors seem to be important in determining whether SF₅Br will add to fluoroolefins.

The new compounds, SF₅CF(CF₃)COF and SF₅CF(CF₃ )CONH₂ have …