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Title: Highly efficient conversion of terpenoid biomass to jet-fuel range cycloalkanes in a biphasic tandem catalytic process

Abstract

The demand for bio-jet fuels to reduce carbon emissions is increasing substantially in the aviation sector, while the scarcity of high-density jet fuel components limits the use of bio-jet fuels in high-performance aircrafts compared with conventional jet fuels. In this paper, we report a novel biphasic tandem catalytic process (biTCP) for synthesizing cycloalkanes from renewable terpenoid biomass, such as 1,8-cineole. Multistep tandem reactions, including C–O ring opening by hydrolysis, dehydration, and hydrogenation, were carried out in the “one-pot” biTCP. 1,8-Cineole was efficiently converted to p-menthane at high yields (>99%) in the biTCP under mild reaction conditions. Finally, the catalytic reaction mechanism is discussed.

Authors:
ORCiD logo [1];  [2];  [2];  [1];  [1];  [1];  [1];  [1]; ORCiD logo [2]
  1. Univ. of Nevada, Reno, NV (United States)
  2. Washington State Univ., Pullman, WA (United States)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE), Bioenergy Technologies Office (EE-3B)
OSTI Identifier:
1394368
DOE Contract Number:
AC05-00OR22725
Resource Type:
Journal Article
Resource Relation:
Journal Name: Green Chemistry; Journal Volume: 19; Journal Issue: 15
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Yang, Xiaokun, Li, Teng, Tang, Kan, Zhou, Xinpei, Lu, Mi, Ounkham, Whalmany L., Spain, Stephen M., Frost, Brian J., and Lin, Hongfei. Highly efficient conversion of terpenoid biomass to jet-fuel range cycloalkanes in a biphasic tandem catalytic process. United States: N. p., 2017. Web. doi:10.1039/C7GC00710H.
Yang, Xiaokun, Li, Teng, Tang, Kan, Zhou, Xinpei, Lu, Mi, Ounkham, Whalmany L., Spain, Stephen M., Frost, Brian J., & Lin, Hongfei. Highly efficient conversion of terpenoid biomass to jet-fuel range cycloalkanes in a biphasic tandem catalytic process. United States. doi:10.1039/C7GC00710H.
Yang, Xiaokun, Li, Teng, Tang, Kan, Zhou, Xinpei, Lu, Mi, Ounkham, Whalmany L., Spain, Stephen M., Frost, Brian J., and Lin, Hongfei. Mon . "Highly efficient conversion of terpenoid biomass to jet-fuel range cycloalkanes in a biphasic tandem catalytic process". United States. doi:10.1039/C7GC00710H.
@article{osti_1394368,
title = {Highly efficient conversion of terpenoid biomass to jet-fuel range cycloalkanes in a biphasic tandem catalytic process},
author = {Yang, Xiaokun and Li, Teng and Tang, Kan and Zhou, Xinpei and Lu, Mi and Ounkham, Whalmany L. and Spain, Stephen M. and Frost, Brian J. and Lin, Hongfei},
abstractNote = {The demand for bio-jet fuels to reduce carbon emissions is increasing substantially in the aviation sector, while the scarcity of high-density jet fuel components limits the use of bio-jet fuels in high-performance aircrafts compared with conventional jet fuels. In this paper, we report a novel biphasic tandem catalytic process (biTCP) for synthesizing cycloalkanes from renewable terpenoid biomass, such as 1,8-cineole. Multistep tandem reactions, including C–O ring opening by hydrolysis, dehydration, and hydrogenation, were carried out in the “one-pot” biTCP. 1,8-Cineole was efficiently converted to p-menthane at high yields (>99%) in the biTCP under mild reaction conditions. Finally, the catalytic reaction mechanism is discussed.},
doi = {10.1039/C7GC00710H},
journal = {Green Chemistry},
number = 15,
volume = 19,
place = {United States},
year = {Mon Jun 12 00:00:00 EDT 2017},
month = {Mon Jun 12 00:00:00 EDT 2017}
}