Thermochemical properties of 6,7-benzindole and its perhydrogenated derivative: A model component for liquid organic hydrogen carriers

Kondratev SO, Zaitsau DH, Vostrikov SV, Li S, Bösmann A, Wasserscheid P, Müller K, Verevkin SP (2022)

Publication Type: Journal article

Publication year: 2022

Journal

Fuel Elsevier

Book Volume: 324

Article Number: 124410

DOI: 10.1016/j.fuel.2022.124410

Abstract

Liquid Organic Hydrogen Carriers are substances that store hydrogen by reversible hydrogenation of aromatic compounds. A major advantage is the fact that they enable the safe and dense storage of large amounts of hydrogen. Nitrogen-containing heterocycles, particularly with five-membered rings, have demonstrated the advantage of lower heats of reaction for dehydrogenation compared to homocyclic systems. In this work, 6,7-benzindole and its hydrogenated form, dodecahydro-6,7–benzindole, have been analyzed regarding their thermodynamic properties. The results have been obtained via high-precision combustion calorimetry and accompanied by quantum-chemical calculations to validate the results. The enthalpy of reaction for dehydrogenation has been determined as ΔrHm^o(gas) = +348.9 ± 3.5 kJ·mol⁻¹ in the gas phase and ΔrHm^o(liq) = +325.7 ± 3.7 kJ·mol⁻¹ in the liquid phase (ΔrHm^o(gas) = +58.2 ± 0.6 kJ·molH2^–1 and ΔrHm^o(liq) = +54.3 ± 0.6 kJ·molH2^–1, respectively). This reaction enthalpy is similar to values for other heterocyclic systems like indole and about 11 kJ·molH2^–1 lower than that of homocyclic systems, such as perhydro dibenzyl toluene. As a consequence, it can be expected that the temperature needed thermodynamically to enable hydrogen release from dodecahydro-6,7–benzindole will be lower than for the dehydrogenation of perhydro dibenzyl toluene.

Authors with CRIS profile

Shao Li Lehrstuhl für Chemische Reaktionstechnik Andreas Bösmann Lehrstuhl für Chemische Reaktionstechnik Peter Wasserscheid Lehrstuhl für Chemische Reaktionstechnik

Involved external institutions

Universität Rostock

Germany (DE) Samara State Technical University (SSTU) / Samara Polytech / Сама́рский госуда́рственный техни́ческий университе́т (СамГТУ)

Russian Federation (RU)

How to cite

APA:

Kondratev, S.O., Zaitsau, D.H., Vostrikov, S.V., Li, S., Bösmann, A., Wasserscheid, P.,... Verevkin, S.P. (2022). Thermochemical properties of 6,7-benzindole and its perhydrogenated derivative: A model component for liquid organic hydrogen carriers. Fuel, 324. https://dx.doi.org/10.1016/j.fuel.2022.124410

MLA:

Kondratev, Stanislav O., et al. "Thermochemical properties of 6,7-benzindole and its perhydrogenated derivative: A model component for liquid organic hydrogen carriers." Fuel 324 (2022).

BibTeX: Download