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Frontiers of Chemical Science and Engineering >> 2017, Volume 11, Issue 2 doi: 10.1007/s11705-016-1604-0

A comparison of the catalytic hydrogenation of 2-amylanthraquinone and 2-ethylanthraquinone over a Pd/Al

. Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China.. Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, China.. School of Science, Tianjin University, Tianjin 300072, China

Accepted: 2016-12-30 Available online: 2017-05-12

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The hydrogenation of 2-ethylanthraquinone (eAQ), 2- -amylanthraquinone (taAQ) and their mixtures with molar ratios of 1:1 and 1:2 to the corresponding hydroquinones (eAQH and taAQH ) were studied over a Pd/Al O catalyst in a semi-batch slurry reactor at 60 °C and at 0.3 MPa. Compared to eAQ, TaAQ exhibited a significantly slower hydrogenation rate (about half) but had a higher maximum yield of H O and a smaller amount of degradation products. This can be ascribed to the longer and branched side chain in taAQ, which limits its accessibility to the Pd surface and its diffusion through the pores of the catalyst. Density functional theory calculations showed that it is more difficult for taAQ to adsorb onto a Pd (111) surface than for eAQ. The hydrogenation of the eAQ/taAQ mixtures had the slowest rates, lowest H O yields and the highest amounts of degradation products.

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