Patent ID: 6593376
Filing Date: 2003-07-15
Classification: A61K,A61Q,B01F,C07C,C07F,C11D,Y10S

Abstract:
A one-stage process for preparing amphiphilic compounds corresponding to the following formulas I and II: comprising oxidizing compounds having hydrocarbyl groups with at least two double bonds with an organic peroxide to form a compound having an oxirane ring, opening said oxirane ring with an alcohol in the presence of a catalyst system comprising a molybdenum compound as a first catalyst component and a second catalyst component selected from the class consisting of boron trifluoride, alumina, 1,8-diazabicyclo-(5.4.0)-undec-7-ene, and 1,4-diazabicyclo-(2.2.2)-octane, wherein R1 and R3, independently of one another, are selected from the group consisting of:(A) unbranched saturated hydrocarbon radicals having from 1 to 22 carbon atoms, (B) branched saturated hydrocarbon radicals having from 1 to 22 carbon atoms, (C) partially fluorinated derivatives of (A), (D) partially fluorinated derivatives of (B), (E) perfluorinated derivatives of (A), (F) perfluorinated derivatives of (B), and mixtures thereof; R2 is a spacer selected from the group consisting of:(i) an unbranched or branched alkylene chain of formula III â€”CaH2aâ€”â€ƒâ€ƒ(III) wherein a is 2 to 18, (ii) alicyclic compounds of formula IV â€”CfH2f-cycloC6H10â€”CgH2gâ€”â€ƒâ€ƒ(IV) wherein f and g are independently from 1 to 6, (iii) a grouping of formula V -3(4),8(9)-di(methylene)-tricyclo [5.2.1.02.6]-decane-â€ƒâ€ƒ(V) (iv) a grouping of formula VI â€”CmH2mâ€”(OCnH2n)pâ€”CqH2qâ€”â€ƒâ€ƒ(VI) wherein m is 1 to 4, n is 2 to 4, p is 1 to 20, q is 1 to 4 and wherein, optionally, the alkoxide units are mixed alkoxide units, in any arbitrary sequence are present in the group, X and Y, independently of one another, are selected from the group consisting of:substituents of the formula XV: â€ƒâ€”(C2H4O)&agr;(C3H6O)&bgr;Hâ€ƒâ€ƒ(XV)wherein &agr;=0 to 50, &bgr;=0 to 60, and &agr;+&bgr;=1 to 100; and substituents of the formula XVI: â€”(C2H4O)&ggr;(C3H6O)&dgr;â€”FRâ€ƒâ€ƒ(XVI) wherein &ggr;=0 to 20, &dgr;=0 to 20, and &ggr;+&dgr;=0 to 40, and FR represents a functional radical selected from the group consisting of â€”CH2COOM, â€”SO3M, â€”P(O)(OM)2, â€”C3H6â€”SO3M, or â€”C(O)â€”C2H3(SO3M)â€”CO2Mâ€², and M, Mâ€² are alkali, ammonium, alkanol ammonium, or {fraction (1/2 )}alkaline earth metal.