TY - JOUR

T1 - Solvent-free “green” amidation of stearic acid for synthesis of biologically active alkylamides over iron supported heterogeneous catalysts

AU - Mäki-Arvela, Päivi

AU - Zhu, Jeanne

AU - Kumar, Narendra

AU - Eränen, Kari

AU - Aho, Atte

AU - Linden, Johan

AU - Salonen, Jarno

AU - Peurla, Markus

AU - Mazur, Anton

AU - Matveev, Vladimir

AU - Murzin, Dmitry Yu

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Stearoyl ethanolamine was synthesized by amidation of stearic acid with ethanolamine in solventless conditions. Iron containing heterogeneous catalysts supported on SiO2, Al2O3, Beta (BEA), ZSM-12 (MTW) and Ferrierite (FER) were used in this work. Sn-modified Ferrierite and H-Ferrierite were also studied for comparison. Fe-modified catalysts synthesized using solid state ion-exchange and evaporation impregnation methods, were thoroughly characterized with X-ray powder diffraction, scanning electron microscope, FTIR with pyridine, nitrogen adsorption, energy dispersive X-ray microanalysis and Mössbauer spectroscopy. The highest conversion was obtained with Fe-H-FER-20 at 140 °C in 1 h giving 61% conversion and 98% selectivity towards the desired amide. The catalytic performance in terms of turnover frequency per mole of iron was achieved with the catalyst exhibiting the largest amount of Fe3+ species, optimum acidity and a relatively low Brønsted to Lewis acid site ratio.

AB - Stearoyl ethanolamine was synthesized by amidation of stearic acid with ethanolamine in solventless conditions. Iron containing heterogeneous catalysts supported on SiO2, Al2O3, Beta (BEA), ZSM-12 (MTW) and Ferrierite (FER) were used in this work. Sn-modified Ferrierite and H-Ferrierite were also studied for comparison. Fe-modified catalysts synthesized using solid state ion-exchange and evaporation impregnation methods, were thoroughly characterized with X-ray powder diffraction, scanning electron microscope, FTIR with pyridine, nitrogen adsorption, energy dispersive X-ray microanalysis and Mössbauer spectroscopy. The highest conversion was obtained with Fe-H-FER-20 at 140 °C in 1 h giving 61% conversion and 98% selectivity towards the desired amide. The catalytic performance in terms of turnover frequency per mole of iron was achieved with the catalyst exhibiting the largest amount of Fe3+ species, optimum acidity and a relatively low Brønsted to Lewis acid site ratio.

KW - Amidation

KW - Fatty acid

KW - Zeolite

UR - http://www.scopus.com/inward/record.url?scp=85020667201&partnerID=8YFLogxK

U2 - 10.1016/j.apcata.2017.06.006

DO - 10.1016/j.apcata.2017.06.006

M3 - Article

AN - SCOPUS:85020667201

VL - 542

SP - 350

EP - 358

JO - Applied Catalysis A: General

JF - Applied Catalysis A: General

SN - 0926-860X

ER -