- Polymerisable di- and triesters from Tall Oil Fatty Acids and related compounds
-
Tall Oil Fatty Acids, a low value side product from the paper industry containing mainly oleic and linoleic acids, are used for producing the polyester precursor, dimethyl 1,19-nonadecanedioate by methoxycarbonylation in the presence of [Pd2(dba)3], 1,2- bis(ditertiarybutylphosphinomethyl)benzene and methanesulfonic acid in methanol. The methoxycarbonylation of methyl linoleate has been used to identify other products formed and approaches to their minimisation have been developed. It has also been used for the production of trimethyl heptadecanetricarboxylates. Finally, conjugated unsaturated esters of different chain length (up to 16 C atoms), some of them available from plant oils, are subjected to methoxycarbonylation to give α,ω-diesters.
- Furst, Marc R. L.,Seidensticker, Thomas,Cole-Hamilton, David J.
-
p. 1218 - 1225
(2013/06/27)
-
- Properties of unusual phospholipids. III: Synthesis, monolayer investigations and DSC studies of hydroxy octadeca(e)noic acids and diacylglycerophosphocholines derived therefrom
-
Diacylglycerophosphocholines containing (R)-3-, (R)-12-, (R)-17-hydroxy octadeca(e)noic acids and the corresponding racemates were synthesized and purified to homogeneity. The influence of the position of the hydroxy group on the monolayer packing properties of these fatty acids and their phosphatidylcholines was studied by Langmuir techniques and 1,2-di-[(R)-12-hydroxy-octadec-cis-9-enyl]-sn-glycero-3-phosphocholine displayed the largest lift-off area (330 A2/molecule). This result was in line with the thermotropic phase behavior of these phospholipids, as measured by differential scanning calorimetry (DSC): the gel- to liquid-crystalline phase transition temperature (T(m))passed through a minimum of -15.1°C for 1,2-di-[(R)-12-hydroxy-octadec-cis-9-enyl]-sn-glycero-3-phosphocholine.
- Negelmann, Lars,Pisch, Sandra,Bornscheuer, Uwe,Schmid, Rolf D.
-
p. 117 - 134
(2007/10/03)
-
- Conversion of Oleic Acid to 17- and 18-Substituted Stearic Acid Derivatives by Way of the "Acetylene Zipper"
-
Stearolic acid (2) was prepared from oleic acid (1) and converted to 4, 5, and 7 by way of the "acetylene zipper" reaction.Compounds 5 and 7 were transformed to the (ω - 1) ketones 8 and 9 and dimerized by way of the Glaser coupling reaction to 11 and 12.At daylight, 12 polymerizes to a blue polymer. Key Words: Fatty acid / Oleic acid / Stearic acid, 17- and 18-substituted / Acetylene zipper
- Augustin, Kim E.,Schaefer, Hans J.
-
p. 1037 - 1040
(2007/10/02)
-