Volume 41, Issue 9 pp. 1842-1846
Research Article

Effect of Isomerization on the Reversible Reaction of Hydrogenation-Dehydrogenation of ortho-Terphenyl on a Pt/C Catalyst

Alexander N. Kalenchuk

Corresponding Author

Alexander N. Kalenchuk

Russian Academy of Sciences, N.D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prospect, 119991 Moscow, Russia

Moscow State University, Chemistry Department, Leninskie Gory 1, bldg. 3, 119992 Moscow, Russia

Correspondence: Alexander N. Kalenchuk ([email protected]), Russian Academy of Sciences, N.D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prospect, 119991 Moscow, Russia.Search for more papers by this author
Victor I. Bogdan

Victor I. Bogdan

Russian Academy of Sciences, N.D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prospect, 119991 Moscow, Russia

Moscow State University, Chemistry Department, Leninskie Gory 1, bldg. 3, 119992 Moscow, Russia

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Sergei Dunaev

Sergei Dunaev

Moscow State University, Chemistry Department, Leninskie Gory 1, bldg. 3, 119992 Moscow, Russia

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Leonid M. Kustov

Leonid M. Kustov

Russian Academy of Sciences, N.D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prospect, 119991 Moscow, Russia

Moscow State University, Chemistry Department, Leninskie Gory 1, bldg. 3, 119992 Moscow, Russia

National University of Science and Technology MISiS, Leninsky prosp. 4, 119991 Moscow, Russia

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First published: 11 July 2018
Citations: 13

Abstract

Reversible catalytic hydrogenation-dehydrogenation reactions of ortho-terphenyl (o-terphenyl) as one of the most promising materials for hydrogen storage were investigated. The conversion of o-terphenyl is 100 % and the selectivity to perhydro-o-terphenyl reaches 99 % in the first cycle of hydrogenation on a commercial Pt/C catalyst. The dehydrogenation process in a flow reactor is accompanied by the formation of isomerization products of o-terphenyl, in particular, exhaustively and partially hydrogenated compounds formed from meta-terphenyl (m-terphenyl) and triphenylene. These substrates are subject to hydrogenation independently during the second hydrogenation cycle, which reduces the selectivity of recyclization of o-terphenyl. Dodecahydrotriphenylene demonstrates a higher reactivity during the second cycle of dehydrogenation compared to perhydro-o-terphenyl. The amount of generated hydrogen is consistent with the kinetic data.

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