TY - JOUR
T1 - Methylbenzyl Naphthalene
T2 - Liquid Organic Hydrogen Carrier for Facile Hydrogen Storage and Release
AU - Rao, Purna Chandra
AU - Kim, Yongseok
AU - Kim, Hyeonsu
AU - Son, Younghu
AU - Choi, Yuyeol
AU - Na, Kyungsu
AU - Yoon, Minyoung
N1 - Publisher Copyright:
© 2023 American Chemical Society
PY - 2023/8/28
Y1 - 2023/8/28
N2 - A new homocyclic methylbenzyl naphthalene (MBN) compound has been developed as a novel liquid organic hydrogen carrier (LOHC) medium with a high gravimetric hydrogen storage capacity of 6.44 wt % and good dehydrogenation ability. According to the results of theoretical calculations of designed MBN, MBN media possesses one of the lowest dehydrogenation enthalpies (<56 kJ molH2-1) among homocyclic LOHC media. The Friedel-Craft alkylation reaction allows the formation of an MBN regioisomeric mixture, which minimizes the production cost for practical applications. This mixture exists as a liquid with a high boiling point (>623 K) at ambient temperature. The H2 storage efficiency of MBN was optimized to achieve a yield of greater than 99% using a new Ru-based catalyst. The reaction monitoring study suggests the stepwise hydrogenation reaction of aromatic rings, which allows the proposed hydrogenation mechanism. The extraction of H2 from hydrogen-rich H16-MBN was conducted via a dehydrogenation reaction (yield > 99%) using a Pt/CeO2 catalyst, which enabled fast H2 release. The faster and facile dehydrogenation of MBN compared to the other reported homocyclic LOHC media coincides with the theoretical calculation results.
AB - A new homocyclic methylbenzyl naphthalene (MBN) compound has been developed as a novel liquid organic hydrogen carrier (LOHC) medium with a high gravimetric hydrogen storage capacity of 6.44 wt % and good dehydrogenation ability. According to the results of theoretical calculations of designed MBN, MBN media possesses one of the lowest dehydrogenation enthalpies (<56 kJ molH2-1) among homocyclic LOHC media. The Friedel-Craft alkylation reaction allows the formation of an MBN regioisomeric mixture, which minimizes the production cost for practical applications. This mixture exists as a liquid with a high boiling point (>623 K) at ambient temperature. The H2 storage efficiency of MBN was optimized to achieve a yield of greater than 99% using a new Ru-based catalyst. The reaction monitoring study suggests the stepwise hydrogenation reaction of aromatic rings, which allows the proposed hydrogenation mechanism. The extraction of H2 from hydrogen-rich H16-MBN was conducted via a dehydrogenation reaction (yield > 99%) using a Pt/CeO2 catalyst, which enabled fast H2 release. The faster and facile dehydrogenation of MBN compared to the other reported homocyclic LOHC media coincides with the theoretical calculation results.
KW - Friedel−Crafts alkylation
KW - homocyclic aromatics
KW - hydrogen storage
KW - Liquid organic hydrogen carrier
KW - Regioisomeric mixture
UR - http://www.scopus.com/inward/record.url?scp=85168467659&partnerID=8YFLogxK
U2 - 10.1021/acssuschemeng.3c02689
DO - 10.1021/acssuschemeng.3c02689
M3 - Article
AN - SCOPUS:85168467659
SN - 2168-0485
VL - 11
SP - 12656
EP - 12666
JO - ACS Sustainable Chemistry and Engineering
JF - ACS Sustainable Chemistry and Engineering
IS - 34
ER -