Long chain (C22-C50) polyunsaturated hydrocarbons, derivatives, synthesis and uses thereof
申请人:Archer-Daniels-Midland Company
公开号:US07582777B2
公开(公告)日:2009-09-01
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.
作者:Derek H.R. Barton、Dominique Bridon、Isabel Fernandaz-Picot、Samir Z. Zard
DOI:10.1016/s0040-4020(01)86878-2
日期:1987.1
Esters (mixed anhydrides) derived from aliphatic or alicyclic carboxylic acids (RCO2H) and thiohydroxamic acids or undergo a thermally or photochemically induced radical chain reaction to give sulphides with loss of carbon dioxide. On irradiation at low-temperature however, the chain reaction is essentially supressed. Under these conditions moderate to good yields of dimers R-R are obtained from primary
Electroorganic Synthesis. 65. Anodic Homocoupling of Carboxylic Acids Derived from Fatty Acids.
作者:Andreas Weiper-Idelmann、Martin aus dem Kahmen、Hans J. Schäfer、Marianne Gockeln、Per Halfdan Nielsen、Ask Püschl、Kurt V. Mikkelsen、Alexander Senning
DOI:10.3891/acta.chem.scand.52-0672
日期:——
Fatty acid derived carboxylic acids with double bonds, hydroxy-, amino-, keto-, ester- and epoxy groups are anodically coupled to dimers (Kolbe electrolysis) in 29 to 81% yield and up to a 2.5 mol scale. Problems due to the low conductivity of fatty acid salts were overcome by the use of a how cell with a narrow electrode gap. Fatty acids with branched alkyl chains gave dimers with interesting emulsifying properties. Dimethyl hexadecanedioate, accessible from methyl azelate, could be cyclized and further converted into homomuscone and muscone in a few steps. A commercial mixture of dimeric fatty acids (C-36-dicarboxylic acids) has been coupled to give C-70-diesters.
Bounds et al., Journal of the Chemical Society, 1953, p. 2393,2397
作者:Bounds et al.
DOI:——
日期:——
BUCHBAUER, GERHARD;SPREITZER, HELMUT;POHL, SUSANNE, CHEM.-ZTG, 114,(1990) N0, C. 315-321