307-24-4Relevant articles and documents
Patton, R. H.,Simons, J. H.
, p. 2016 - 2017 (1955)
SYNTHESE D'ACIDES PERFLUOROALCANE CARBOXYLIQUE ET SULFINIQUE PAR REDUCTION ELECTROCHIMIQUE D'IODURES DE PERFLUOROALKYLE SUR CATHODE EN FIBRES DE CARBONE DANS LE SOLVANT N,N-DIMETHYLFORMAMIDE. APPLICATION A LA SYNTHESE DE PERFLUORO α,ο DIACIDES
Benefice-Malouet, Sylvie,Blancou, Hubert,Calas, Patrick,Commeyras, Auguste
, p. 125 - 140 (1988)
The electrochemical reduction of C6F13I on a carbon fibre cathode in DMF as solvent and in the presence of SO2 is studied.Depending on the water content of the solvent, perfluorohexyl sulfinic acid C6F13SO2H or perfluoropentyl carboxylic acid C5F11COOH are obtained.These reactions are applied to 1,4-diiodoperfluorobutane; by varying the composition of the solvent it has been possible to obtain the two diacidic compounds : HO2S(CF2)4SO2H and HO2S(CF2)3COOH.
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Germain,A.,Commeyras,A.
, p. 118 - 119 (1978)
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Photocatalytic amidation and esterification with perfluoroalkyl iodide
Xiao, Yelan,Chun, Yuen-Kiu,Cheng, Shun-Cheung,Ng, Chi-On,Tse, Man-Kit,Lei, Ngai-Yu,Liu, Ruoyang,Ko, Chi-Chiu
, p. 556 - 562 (2021/02/09)
The successful generation of perfluoroalkyl radicals (Rf˙) through photoredox catalysis has inspired us to investigate the preparation of various organofluorine species. In this work, visible light-induced photocatalytic reactions for the preparation of perfluoroalkyl amides and esters from the corresponding amines and alcohols using different types of triplet emitters as photocatalysts have been studied. The effects of the excited-state characteristics and redox potentials of the photocatalysts have been elucidated. Under optimized reaction conditions, these reactions can be performed successfully with different types of amines or alcohols and perfluoroalkyl iodides. Detailed mechanistic studies based on emission quenching experiments have been performed to study the photocatalytic cycles as well as the role of the different reagents. The proposed mechanism has also been examined by DFT calculations.
The effect of oxygen in the photocatalytic oxidation pathways of perfluorooctanoic acid
Sansotera, Maurizio,Persico, Federico,Rizzi, Valentina,Panzeri, Walter,Pirola, Carlo,Bianchi, Claudia L.,Mele, Andrea,Navarrini, Walter
, p. 159 - 168 (2015/11/10)
The influence of oxygen in the photocatalytic oxidation of perfluorooctanoic acid (PFOA) promoted by a commercial nano-sized titanium dioxide was studied by testing the reaction in different conditions: static air, oxygen flux, nitrogen flux and pre-saturated nitrogen flux. The reaction was monitored by Total Organic Carbon (TOC) analysis and Ionic Chromatography (IC). Shorter chain perfluorocarboxylic acids (PFCAs; Cn, n = 1-7) intermediate degradation products were quantitatively determined by High-Performance Liquid Chromatography combined with Mass Spectrometry (HPLC-MS) analysis. The presence of shorter chain PFCAs in solution was also monitored by 19F NMR. The experimental findings are in agreement with two major oxidative pathways: Cn → Cn-1 photo-redox and β-scissions routes mediated by COF2 elimination. Depending on the experimental conditions, the mutually operating mechanisms could be unbalanced up to the complete predominance of one pathway over the other. In particular, the existence of the β-scissions route with COF2 elimination was corroborated by the isolation and characterization of carbonyl difluoride, a predicted fluorinated decomposition by-product.