7268-65-7Relevant articles and documents
Linear semicrystalline polyesters from fatty acids by complete feedstock molecule utilization
Quinzler, Dorothee,Mecking, Stefan
, p. 4306 - 4308 (2010)
(Figure Presented) Complete and linear incorporation of fatty acids into polyesters is achieved by isomerizing carbonylation to give polymerization- quality diesters and their polycondensation with the corresponding diols obtained by reduction. The strictly linear and long-chain hydrocarbon nature of these polyesters results in a high degree of crystallinity and melting behavior akin to common thermoplastics.
A new route to α,ω-diamines from hydrogenation of dicarboxylic acids and their derivatives in the presence of amines
Shi, Yiping,Kamer, Paul C. J.,Cole-Hamilton, David J.
, p. 5460 - 5466 (2017/11/22)
A new and selective route for the synthesis of polymer precursors, primary diamines or N-substituted diamines, from dicarboxylic acids, diesters, diamides and diols using a Ru/triphos catalyst is reported. Excellent conversions and yields are obtained under optimised reaction conditions. The reactions worked very well using 1,4-dioxane as solvent, but the greener solvent, 2-methyl tetrahydrofuran, also gave very similar results. This method provides a potential route to converting waste biomass to value added materials. The reaction is proposed to go through both amide and aldehyde pathways.
Long-chain linear C19 and C23 monomers and polycondensates from unsaturated fatty acid esters
Stempfle, Florian,Quinzler, Dorothee,Heckler, Ilona,Mecking, Stefan
, p. 4159 - 4166 (2012/05/04)
Isomerizing alkoxycarbonylation of methyl oleate and ethyl erucate, respectively, yielded dimethyl 1,19-nonadecanedioate and diethyl 1,23-tricosanedioate in >99% purity. With [κ2-(P P)Pd(OTf)][OTf] as a defined catalyst precursor (PP = 1,2-bis[(di-tert- butylphosphino)methyl]benzene) the reaction can be carried out without the need for additional added diphosphine. Saponification of the diesters yielded 1,19-nonadecanedicarboxylic acid and 1,23-tricosanedicarboxylic acid in >99% purity. By ruthenium-catalyzed reduction of the diesters with H2, 1,19-nonadecanediole and 1,23-tricosanediole were formed in high yield and purity (>99%). From the latter, 1,19-nonadecanediamine and 1,23-tricosanediamine were generated. Polyesters with commercially available shorter-chain petrochemical or renewable diols exhibit high melting points due to the crystallizable long-chain methylene segments from the dicarboxylic acid component, e.g., poly[1,6-hexadiyl-1,23-tricosanedioate] Tm 92, Tc 75 °C. Thermal properties of novel long-chain polyamides are reported.