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

1,6-Hexanediol (1,6-HDO) was effectively prepared from 5-hydroxymethylfurfural (HMF) over double-layered catalysts of Pd/SiO 2 + Ir-ReO x /SiO 2 in a fixed-bed reactor. Under optimal reaction conditions (373 K, 7.0 MPa H 2 , in solvent mixtures of 40% water and 60% tetrahydrofuran (THF)), 57.8% yiel...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2016-03, Vol.18 (7), p.2175-2184
Hauptverfasser: Xiao, Bin, Zheng, Mingyuan, Li, Xinsheng, Pang, Jifeng, Sun, Ruiyan, Wang, Hua, Pang, Xiaoli, Wang, Aiqin, Wang, Xiaodong, Zhang, Tao
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Zusammenfassung:1,6-Hexanediol (1,6-HDO) was effectively prepared from 5-hydroxymethylfurfural (HMF) over double-layered catalysts of Pd/SiO 2 + Ir-ReO x /SiO 2 in a fixed-bed reactor. Under optimal reaction conditions (373 K, 7.0 MPa H 2 , 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-ReO x /SiO 2 , 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 H 2 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. 1,6-Hexanediol (1,6-HDO) was effectively prepared from 5-hydroxymethylfurfural (HMF) over double-layered catalysts of Pd/SiO 2 + Ir-ReO x /SiO 2 in a fixed-bed reactor.
ISSN:1463-9262
1463-9270
DOI:10.1039/c5gc02228b