Acylation of different amino derivatives with fatty acids on UL-MFI-type catalysts*
Mariana Musteata1, Vasile Musteata1, Alina Dinu1, Mihaela Florea1, Vinh-Thang Hoang2, Do Trong-On2, Serge Kaliaguine2, and Vasile I. Parvulescu1
1Department of Chemical Technology and Catalysis, University of Bucharest, 4-12 Regina Elisabeta Bvd., Bucharest 030016, Romania; 2Laval University,Ste-Foy, Québec G1K 7P4, Canada
Abstract: Acylation of different amino derivatives (ethanol amine, diethanol amine, N-aminoethylpiperazine) was carried out under green conditions with oleic acid or tail oil fatty acids. The experiments were carried out using as heterogeneous catalysts mesoporous Al-Meso and UL-ZSM-5 with Si/Al ratios between 100 and 20, in the range of the temperatures 80-180 °C without any solvent or in octane or water. The efficiency of the catalysts for the acylation of the investigated substrates appeared to be directly dependent on the Si/Al ratio and the size of the pores. The selectivity toward esters or amides was firstly controlled by temperature, and then by the Si/Al ratios. Additionally, both the conversion and selectivity were controlled by the solvent in which the reaction was carried out. The use of water led mostly to a mixture of esters and amides.
Keywords: acylation; amino derivatives; oleic acid; mesoporous catalysts; fatty acids.
*Pure Appl. Chem. 79, 1831-2100. An issue of reviews and research papers based on lectures presented at the 1st International IUPAC Conference on Green-Sustainable Chemistry, held in Dresden, Germany, 10-15 September 2006.