Pentafluoro-λ⁶-sulfanyl-Terminated Chlorosilanes:  New SF₅-Containing Films and Polysiloxane Materials

Abstract

Two new SF5-terminated perfluoroalkylsilanesSF5(CF2CF2) n CH2CH2SiCl3 (n = 1 and 2)were synthesized by addition of trichlorosilane to the corresponding synthetic SF5-terminated perfluoroalkenes by hydrosilylation. Thin films of these SF5-silanes on clean silicon oxide substrates were characterized by ellipsometry, aqueous contact angle, and X-ray photoelectron spectroscopy (XPS) methods. The shorter SF5-silane film shows a hydrophobic interface with minimal angle dependence in depth-dependent XPS analysis, suggesting a poorly organized film. The longer SF5-silane exhibits a high aqueous static contact angle (106°) and angular-dependent XPS compositional variance consistent with improved film assembly (fewer defects and more vertical chain orientation). Bulk SF5-bearing materials were fabricated by silane hydrolysis, producing SF5-polymers and cross-linked networks bearing the unique SF5 perfluoroalkyl chemistry.

Pentafluoro-λ6-sulfanyl (SF5) perfluoroalkyl iodides-synthesis and reaction with ethylene and tetrafluoroethylene

“…The axial fluorine (A) appears as a distorted pentet (or nine-line pattern) and the equatorial fluorines (B) as a doublet of multiplets. GC-MS analysis was performed on compounds (3), (4), (5) and (8). The fragmentation pattern for all new compounds were consistent with their proposed structure.…”

“…The compound (8) was crystallized in a sealed vial at room temperature. The compound is very temperature sensitive and the solid melted and recrystallized constantly (melting point $20 8C).…”

“…A pressure measurement indicated 25.7 mmol of ethylene was consumed during the reaction. Distillation at reduced pressure gave 8.48 g (80% yield) of compound (8); boiling point (bp), 74-75 8C at 10 mm Hg.…”

“…The reaction parameters for the addition of the SF 5 (CF 2 ) n I (where n ¼ 2, 4 and 6) to ethylene were also investigated. Previously, we have shown that the iodides can be used to produce several SF 5 (CF 2 ) n -alkenes, alcohols, acrylates, silanes, silicone, aromatic derivatives; films with a low surface-energy were formed from the SF 5 -acrylate and SF 5 -silanes/silicones [5][6][7][8][9][10][11][12]. Recently, SF 5 -polyfluoroalkyl iodides, SF 5 (CF 2 ) n (CH 2 ) m I (n ¼ 2; 4 and m ¼ 2, 4), were used to create new ionic liquid systems [13].…”

Site directed synthesis of mono and disubstituted SF5-polyfluoroalkyl benzenes

“…Polymeric F 5 S-containing imides with low dielectric constants (2.51-3.00) have potential use in the electronics industry [10]. When the surfactant properties of the F 5 S-group have been compared to similar F 3 C-containing analogs, the F 5 S-group has been found to be superior for lowering aqueous surface tension [11], and polymers containing the F 5 S-moiety have exhibited fluorinated surfaces with low wettability [12,13].…”