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Issue 7, 2016
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Synthesis of 1,6-hexanediol from HMF over double-layered catalysts of Pd/SiO2 + Ir–ReOx/SiO2 in a fixed-bed reactor

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Abstract

1,6-Hexanediol (1,6-HDO) was effectively prepared from 5-hydroxymethylfurfural (HMF) over double-layered catalysts of Pd/SiO2 + Ir–ReOx/SiO2 in a fixed-bed reactor. Under optimal reaction conditions (373 K, 7.0 MPa H2, in solvent mixtures of 40% water and 60% tetrahydrofuran (THF)), 57.8% yield of 1,6-HDO was obtained. The double-layered catalysts loaded in double-layered beds showed much superior performance compared to that of a single catalyst of Pd–Ir–ReOx/SiO2, even when the same amount of active components were used in the catalysts. The reaction solvent significantly affected product distributions, giving a volcano-shape plot for the 1,6-HDO yield as a function of the ratio of water to THF. Brønsted acidic sites were generated on the catalyst in the presence of water which played determining roles in 1,6-HDO formation. A high pressure of H2 contributed to 1,6-HDO formation by depressing the over-hydrogenolysis of reaction intermediates and products to form hexane and hexanol. The reaction route was proposed for HMF conversion to 1,6-HDO on the basis of conditional experiments.

Graphical abstract: Synthesis of 1,6-hexanediol from HMF over double-layered catalysts of Pd/SiO2 + Ir–ReOx/SiO2 in a fixed-bed reactor

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Supplementary files

Article information


Submitted
17 Sep 2015
Accepted
27 Nov 2015
First published
27 Nov 2015

Green Chem., 2016,18, 2175-2184
Article type
Paper
Author version available

Synthesis of 1,6-hexanediol from HMF over double-layered catalysts of Pd/SiO2 + Ir–ReOx/SiO2 in a fixed-bed reactor

B. Xiao, M. Zheng, X. Li, J. Pang, R. Sun, H. Wang, X. Pang, A. Wang, X. Wang and T. Zhang, Green Chem., 2016, 18, 2175
DOI: 10.1039/C5GC02228B

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