US 7,582,777 B2 · Long chain (C22-C50) polyunsaturated hydrocarbons, derivatives, synthesis and uses thereof

Abstract

The present invention is directed to unsaturated or derivatized long chain (C22-C50) polyunsaturated hydrocarbons and a method of preparing the long chain hydrocarbons via electrocoupling of C12-C26 fatty acids. It has been found that soapstock is an inexpensive source of starting materials for the present method. The present invention is also directed to compositions comprising the long chain polyunsaturated hydrocarbons, which can be used as reactive diluents and modifiers in latex, epoxy, alkyd and polymer compositions. In another aspect, the present invention is directed to derivitization or ozonolysis of the long chain polyunsaturated hydrocarbons. The present method is also useful for preparing C12-26 alkyl esters and C12-26 carbon chain compounds containing a terminal olefin.

Claims8

Dependent claims

A compound of formula I:

wherein
A, B, C, D, E and F are each independently selected from the group consisting of:
wherein, one of R2 and R3 is a carbonyl and the other of R2 and R3 is CR4R5, and wherein R4 and R5 are independently selected from the group consisting of hydrogen, C1-26 alkyl, C3-26 alkenyl, C1-26 alkoxy, C6-10 aryl, hydroxy, hydroxy(C1-26)alkyl, amino(C1-26)alkyl, amino(C6-10)aryl, heteroaryl, C3-6 cycloalkyl and phenyl(C1-26)alkyl;
R is in each instance independently selected from the group consisting of:
hydrogen, C1-26 alkyl, C3-26 alkenyl, C1-26 alkoxy, C6-10 aryl, hydroxy, hydroxy(C1-26)alkyl, amino(C1-26)alkyl, amino(C6-10)heteroaryl, C3-6 cycloalkyl and phenyl(C1-26)alkyl;
n is an integer between about 1 and about 6;
o is an integer between about 10 and about 20;
and
p is an integer between about 1 and about 6.

6 more elements

Dependencies are inferred from the claim text.

Long chain (C22-C50) polyunsaturated hydrocarbons, derivatives, synthesis and uses thereof

Life of this patent

Long chain (C22-C50) polyunsaturated hydrocarbons, derivatives, synthesis and uses thereof

Life of this patent

Abstract

Claims8