Fluorination of a mixture of fluorinated amines, which has the fozhalin brand name, with fluorine in a gas–fluid system in a reactor with high-speed stirrer mounted in the circulation contour was studied.

Electrochemical fluorination (hereinafter: ECF) is a method to introduce fluorine into organic or inorganic substrate through some electrode reactions. The ECF method involves passing of a direct current through a solution of some initial organic substance in anhydrous hydrogen fluoride. J.Simons (USA) developed the most part the ECF method in early 1940th [1]. ECF provides replacement of all hydrogens by fluorines, saturation of triple or double C=C bonds and aromatic systems with fluorine, and fragmentation of carbon skeletons, while functional groups and heteroatoms available in the original molecule stay untouched. ECF demonstrates a number of advantages over other methods of synthesis of perfluorinated organic substances:

Products of electrochemical fluorination of tripropylamine and triallylamine were studied by gas chromatography-mass spectrometry and high-resolution 19F NMR spectroscopy. The use of these methods allowed identification of the structures and isomeric composition of components of the electrolysis products.

Electrochemical dimerization of hexafluoropropylene oxide dimer and trimer acids on SU-2000 glassy carbon, bulk platinum, and SU-2000 electrodes modified with platinum-group metals in acetonitrile in the presence of water was studied at various concentrations of the starting substance and different degrees of neutralization of the starting acid. Also, the possibility was examined of obtaining some perfluoropolyethers in a single process by cross-condensation of several starting perfluorocarboxylic acids, followed by separation of the products by physicochemical methods.

Glassy carbon, smooth platinum, and platinum-plated glassy carbon were tested as anode materials in electrochemical trifluoromethylation of ethylene. The reaction products were identified and specific features of the process were examined.

Electrochemical fluorination of benzotrifluoride in the presence of triallylamine as depolarizer was studied. The possibility of preparing perfluoromethylcyclohexane and its isomers with high current efficiency and substance yield in combination with perfluorinated tertiary amines was examined.

Doseand time-dependent induction of cytochrome P450 1a, 2b and 2c subfamilies by novel perfluorochemical compound (TBF) was investigated. It was shown that TBF significant increases Cyp2b and Cyp2c specific activities in mouse liver, whereas it has little if any effect on Cyp1a specific activities. Results of multiplex RT-PCR have shown that TBF administration leads to 7,5-fold increase of relative Cyp2b mRNA level. Thus, our results provide evidence to support the conclusion that TBF is novel inducer of Cyp2b in mouse liver and mechanism of induction occur through transcriptional activation of Cyp2b genes.

Electrochemical fluorination of some unsaturated sulfides and sulfones and their reactions with anhydrous HF were studied.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The paper reports syntheses of partially fluorinated trialkyl-amines and ethers by the reactions of perfluoroolefins (hexafluoropropylene, its dimer and trimer) and polyfluoroaromatic compounds (C6F6, C6F5CF3) with secondary amines (diallylamine, dibutylamine, dipropylamine, diethylamine) and polyfluorinated alcohols CF3CH2OH, C6F5CH2OH, H(CF2CF2)nCH2OH [n=1−4]) under the nucleophilic catalysis conditions by bases (CsF, Net3). Optimization of the process has been carried out. The effect of reaction conditions (solvent, temperature, catalyst) on the yield of target products and isomerization processes of the starting perfluoroolefins has been found. Substitution of polyfluorinated alcohols by their trimethylsilyl ethers resulted in increased yields of target products and milder reaction conditions. The partially fluorinated tertiary amines produced were subjected to electrochemical fluorination in anhydrous fluoride, and ethers to catalytic fluorination with elementary fluorine. In the ECF of partially fluorinated trialkylamines, the yield of target product per unit quantity of the electricity passed was found to be much higher than that of hydrocarbon analogues. The fluorination products were analysed for purity by chromato-mass-spectrometry.