64018-25-3Relevant academic research and scientific papers
A rationally designed perfluorinated host for the extraction of PFOA from water utilising non-covalent interactions
Omorodion, Harrison,Palenzuela, Miguel,Ruether, Manuel,Twamley, Brendan,Platts, James A.,Baker, Robert J.
, p. 7956 - 7968 (2018/05/24)
Perfluorooctanoic acid (PFOA) is a persistent organic pollutant and widespread in the environment. Three hosts have been synthesized based upon the formation of a fluorous cavity and hydrogen bonding receptors with the aim of extracting PFOA from water into organic solvents. The hosts based upon a calix[4]arene functionalized at the lower rim with amide groups and fluorous ponytails are effective for the quantitative removal of PFOA. Modification to a partial cone or a trisaminoamine framework reduces the conformational rigidity and lowers the extraction efficiency. A comprehensive NMR spectroscopic analysis both in solution and the solid state, along with other characterization techniques, has elucidated the stoichiometry of the host:guest species and the binding constants have been measured. A computational study has given further insight into the binding modes and corroborated the spectroscopic measurements.
Light-fluorous TEMPO: reagent, spin trap and stable free radical
Dobbs, Adrian P.,Jones, Peter,Penny, Mark J.,Rigby, Stephen E.
supporting information; experimental part, p. 5271 - 5277 (2009/11/30)
The synthesis of two light-fluorous TEMPO derivatives is reported, along with their fluorous-organic solvent partition coefficients and their ESR spectra. Applications of the fluorous-TEMPO reagents in oxidation reactions and as radical traps are discussed.
Novel light-fluorous TEMPO reagents and their application in oxidation reactions
Dobbs, Adrian P.,Penny, Mark J.,Jones, Peter
scheme or table, p. 6955 - 6958 (2009/04/07)
The synthesis of two light-fluorous TEMPO derivatives is reported, along with their application in oxidation reactions.
Synthesis of 2H,2H-perfluoroalkyl and 2H-perfluoroalkenyl carboxylic acids and amides
Achilefu, Samuel,Mansuy, Laurence,Selve, Claude,Thiebaut, Sylvie
, p. 19 - 26 (2007/10/02)
An efficient and convenient procedure for the synthesis of 2-perfluoroalkyl ethanoic acids by direct oxidation of 2-perfluoroalkyl ethanols with Jones' reagent (CrO3/H2SO4) is described.Treatment of the acids with aqueous sodium hydroxide gave 3-perfluoroalkyl, 3-fluoro-2,3-propenyl carboxylic acids wich may be used for the preparation of the corresponding chlorides and amides. - Keywords: Synthesis; 2-Perfluoroalkyl ethanoic acids; Jones' reagent; NMR spectroscopy; IR spectroscopy
Yield improvement in the electrochemical production of pefluorooctanoic acid
Napoli, M.,Scipioni, A.,Gambaretto, G. P.,Carlini, F. M.,Bertola, M.
, p. 261 - 264 (2007/10/02)
The possibility of obtaining real yield improvements in the industrial electrochemical production of perfluorooctanoic acid is discussed on the basis of recent experimental data obtained using perfluorohexyl acetyl chloride in place of octanoyl chloride as a starting material.In particular, the effect of the non-formation of cyclic byproducts on the yield of perfluoro-octanoic acid has been examined, as well as considering previous results obtained starting from a different partially fluorinated precursor, 4-perfluorobutyl butanoyl chloride.The yield of perfluoro-octanoic acid from perfluorohexyl acetyl chloride was less than expected, because of an accompanying increase in perfluoro-n-heptane formation.
Etude du comportement de benzoxazinones, substituees en position 2 par des groupements (per)halogenes, vis-a-vis de l'aniline
Boutevin, B.,Rasoloarijao, L. Ranjalahy,Rouseau, A.,Garapon, J.,Sillion, B.
, p. 29 - 41 (2007/10/02)
This study describes firstly the synthesis of benzoxazinones substituted in position 2 by halogenated groups such as -(CH2)n-RF,Cl where n=0, 1 and 2 and RF,Cl is a perhalogenated group, and secondly the reaction of these new benzoxazinones with aniline in different media.Thus it is shown that the behaviour of trifluoromethyl-2-benzoxazinone towards aniline is different, in most cases, in comparison with benzoxazinones substituted by perfluorinated groups CnF2n+1 with n=2, 3 and 7.Under certain conditions (hot ethanol and aniline with triphenyl phosphite), it is observed that nucleophilic attack of aniline only occurs on the carbonyl group when benzoxazinones are substituted by an electron-withdrawing group such as C2F5, C3F7 and C7F15.
(17)O AND (13)C NUCLEAR MAGNETIC RESONANCE STUDY OF POLYFLUORINATED CARBONYL COMPOUNDS
Wrackmeyer, Bernd,Werner, Konrad Von,Wehowsky, Frank
, p. 359 - 372 (2007/10/02)
δ(17)O- and δ(13)C values are reported for 15 polyfluorinated carbonyl compounds.If the Rf group is separated from the carbonyl group by less than two carbon atoms a marked increase in the nuclear shielding of (13)C(C=O) and a marked decrease in the nuclear shielding of the (17)O(C=O) nucleus is observed.This is ascribed to the differing effects of the Rf group on the ? and the ? system of the carbonyl unit.The effect on the ?-manifold leads to increase in shielding but it may be offset (as in the case of the (17)O nucleus) by destabilization of the ? system.UV spectroscopic data for some polyfluorinated carbonyl compounds support these arguments.
