화학공학소재연구정보센터
Chemical Engineering and Processing, Vol.99, 197-204, 2016
Hydroesterification of methyl 10-undecenoate in thermomorphic multicomponent solvent systems-Process development for the synthesis of sustainable polymer precursors
In this paper, we present a process concept for the atom economic hydroesterification of renewable methyl 10-undecenoate in thermomorphic multicomponent solvent (TMS) systems. Resulting dimethyl dodecanedioate is a polymer building block used e.g. in Nylon 6,12. As a suitable recycling technique a thermomorphic multicomponent solvent system consisting of methanol and dodecane is employed to recycle the palladium/1,2-bis(di-tert-butylphosphino)methyl)benzene/methanesulfonic acid catalyst. Product yields up to 79% and a high regioselectivtiy of 94% to the linear product are obtained. Low leaching of the catalyst into the product phase with 1% in respect of palladium and phosphorous is observed. Robustness and stability of the catalyst is shown in eight recycling runs without any loss of selectivity in the reaction. (C) 2015 Elsevier B.V. All rights reserved.