89373-67-1Relevant articles and documents
Synthese et polymerisation de monomeres fluores acryliques substitues en position α. Partie I. Synthese et polymerisation de l'α-(perfluorooctylmethyl) acrylate d'ethyle
Bessiere, J. M.,Bachiri, A. El,Boutevin, B.
, p. 295 - 303 (1992)
The synthesis of ethyl, α-perfluorooctylmethylacrylate (1), has been performed in three steps starting from perfluorooctylpropionic acid, with an overal yield of 82percent.Esterification of the acid by ethanol was followed by ethoxalylation in the α position (92percent yield).The last step involved the addition of formaldehyde on to the keto ester to produce an α-keto-γ-lactone which could be hydrolyzed in an aqueous basic medium to give the monomer 1 in 90percent yield.The homopolymerization of 1 is difficult but copolymerization with styrene and N-vinylp yrrolidone can be readily carried out.Elemental analysis and 1H NMR spectral data provide information on the copolymer composition.
Fluorous derivatives of (1R,2R)-diaminocyclohexane as chiral ligands for metal-catalyzed asymmetric reactions
Bayardon, Jerome,Sinou, Denis,Holczknecht, Orsolya,Mercs, Laszlo,Pozzi, Gianluca
, p. 2319 - 2327 (2007/10/03)
Perfluoroalkyl-substituted, enantiopure diamines derived from (1R,2R)-diaminocyclohexane were conveniently prepared from readily available precursors. In situ generated metal complexes of these ligands were tested as chiral catalysts in three standard asymmetric reactions (cyclopropanation of styrene, hydrogen transfer reduction of acetophenone, and allylic alkylation of 1,3-diphenyl-2-propenyl acetate) affording enantioselectivities of up to 47% in the copper-catalyzed cyclopropanation of styrene.
Synthesis and preliminary biochemical assessment of ethyl-terminated perfluoroalkylamine oxide surfactants
Chaudier, Yann,Zito, Francesca,Barthélémy, Philippe,Stroebel, David,Améduri, Bruno,Popot, Jean-Luc,Pucci, Bernard
, p. 1587 - 1590 (2007/10/03)
The synthesis and usefulness in membrane biochemistry of a new class of surfactants have been investigated. 1-Ethyl-2-dimethylamine oxide polar heads were grafted onto a hydrocarbon, a fluorocarbon or an ethyl-capped fluorocarbon hydrophobic tail. The ability of the resulting surfactants to extract and/or to stabilize in aqueous solution a test membrane protein, cytochrome b6 f, was evaluated. While it is not a detergent, the hemifluorinated derivative efficiently kept purified cytochrome b6 f soluble, native and functional. The data suggest that alkyl-capped fluorocarbon surfactants provide an interesting alternative to classical detergents for handling membrane proteins in aqueous solutions under non-dissociating conditions.
Synthese et polymerisation de monomeres fluores acryliques substitues en position α. Partie III. Synthese et polymerisation de l'α-heptadecafluoro-undecanoyloxyacrylate d'ethyle
Bessiere, J. M.,Boutevin, B.,El Bachiri, A.,El Harfi, A.
, p. 91 - 96 (2007/10/02)
The synthesis of ethyl α-heptadecafluoro-undecanoyloxyacrylate (3), H2C=C(O-CO-CH2CH2C8F17)CO2CH2CH3, has been performed in three steps starting from ethyl bromopyruvate and heptadecafluoro-undecanoic acid, with an overall yield of c. 70percent.The homopolymerization and copolymerization of 3 have been easily carried out.From the kinetic study of homopolymerization and copolymerization of monomer 3 with styrene, kp2/kTe and r1, r2, the reactivity ratios of the two monomers, can be determined.
