B - Operations – Transporting – 01 – J
Patent
B - Operations, Transporting
01
J
252/124, 402/387
B01J 31/24 (2006.01) C07C 5/05 (2006.01) C07C 45/50 (2006.01) C07C 209/52 (2006.01) C07F 9/145 (2006.01) C07F 9/50 (2006.01) C08F 38/00 (2006.01)
Patent
CA 2278572
The invention relates to the use of phosphorus compounds containing one or more perfluoroalkyl chains of the general formula R1 [R1 = -(CH2)x(CF2)yE (E=F, H, x = 0-4, y = 2-12)] as catalysts or constituents of catalysts in a reaction mixture consisting essentially of the reactants, the catalyst and carbon dioxide in the supercritical state (scCO2). It was found in particular that the introduction of perfluoroalkyl side chains R1 into the aryl radicals of insoluble or poorly soluble arylphosphorus compounds markedly improves their solubility in scCO2, so that, surprisingly, it even surpasses the solubility of alkylphosphorus compounds known to be soluble. The invention also relates to the use of such reaction mixtures for the chemoselective hydrogenation of polyenes to monoenes for the hydroformylation of olefins, for the enantioselective hydrogenation of imines and for C-C cross-linking reactions.
L'invention concerne l'utilisation de composés phosphorés renfermant une ou plusieurs chaînes perfluoroalkyle, de formule générale R?1¿ [R?1¿ = (CH¿2?)¿x?(CF¿2?)¿y?E (E = F, H, x = 0 - 4, y = 2 - 12)], comme catalyseurs ou constituants de catalyseurs dans un mélange réactionnel contenant essentiellement des produits en réaction, le catalyseur et du dioxyde de carbone à l'état sur-critique (scCO¿2?). En particulier, on a trouvé que l'introduction de chaînes latérales perfluoroalkyle R?1¿ dans le reste alkyle de composés arylphosphorés insolubles ou difficilement solubles conduisait à une amélioration notable de leur solubilité dans scCO¿2?, laquelle dépasse même, de façon surprenante, la solubilité des composés alkylphosphorés solubles connus. L'invention concerne en outre l'utilisation de tels mélanges réactionnels pour l'hydrogénation chimio-sélective des polyènes en monoènes pour l'hydroformylation des oléfines, pour l'hydrogénation énantio-sélective des imines et pour des réactions de liaison C-C.
Kainz Sabine
Koch Daniel
Leitner Walter
Six Christian
Wittmann Klaus
Bereskin & Parr Llp/s.e.n.c.r.l.,s.r.l.
Studiengesellschaft Kohle Mbh
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