Abstract
Fluorine-containing organosilicon monomers and polymers are of great importance for manufacturing anti-adhesive hydrophobic coatings, heat resistant lubricants, etc. We have worked out a process for manufacturing a new class of polyfluoroorganosilicon compounds, (polyfluoroorganoxy- alkyl)trialkoxysilanes. (Polyfluorophenoxyalkyl)trialkoxysilanes are synthesized by the reaction of (haloalkyl)trialkoxysilanes with alkali polyfluorophenoxides in a medium of aromatic hydrocarbons and dimethylsulfoxide at 80–90°C: ▪ M = Na, K; Ar F = C 6F 5, C 6F 4OMe, C 6F 4Cl, C 6F 3Cl 2, C 6F 4H; n = 1, 3; R = Me, Et The reaction of (haloalkyl)trialkoxysilanes with polyfluorinated alkoxides is carried out in a similar way. This reaction, however, is accompanied by some side-processes due to which the yield of (polyfluoroalkoxyalkyl)trialkoxysilanes does not exceed 20%. Besides, the products of transetherificcation and SiC bond cleavage are formed. The reaction of (polyfluoroorganoxyalkyl)trialkoxysilanes with triethanolamine leads to the corresponding 1-substituted silatranes, R FO(CH 2) n Si(OCH 2CH 2) 3N (I) with R F = C 6F 5, C 6F 4Cl, C 6F 3Cl 2, CH 2CF 2CF 2H, CH 2(CF 2CF 2) 2H, CH 2(CF 2) 3CF 3. The toxicity of (I) ranges within LD 50 = 16–9OO mg/kg. Some of these compounds display a bacteriostatic activity with respect to Staphylococcus aureus .
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