Synthesis of high-density aviation fuels with methyl benzaldehyde and cyclohexanone

Xu, Jilei; Li, Ning; Li, Guangyi; Han, Fengan; Wang, Aiqin; Ye, Cong; Wang, Xiaodong; Zhang, Tao

doi:10.1039/c8gc01628c

Cited by 32 publications

(28 citation statements)

References 62 publications

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“…The densities and volumetric neat heat of combustion (VNHOC) values of the predicted final products were calculated using Advanced Development (ACD Labs) and Gaussian 09 software, respectively. Among these products, nine cycloalkanes (each of them containing three C—C rings) show high densities of 0.919–0.964 g cm −3 , which are among the highest densities of the current reported state‐of‐the‐art biofuels (0.82–0.99 g cm −3 ) . The VNHOC values are increased up to 39.06 MJ L −1 , which are comparable to the most widely used jet and diesel fuels, such as RJ‐4 (39.0 MJ L −1 ), JP‐4 (32.9 MJ L −1 ), W‐5(34.8 MJ L −1 ), JP‐10 (39.6 MJ L −1 ), RF‐1 (38.9 MJ L −1 ), and RJ‐41(38.5 MJ L −1 ).…”

Section: Optimization Studiesmentioning

confidence: 89%

Development of Intermediates for High‐Energy Content New Biomass‐Derived Jet and Diesel Fuels with a Robust Rapid Green Reaction

Wang

Hong

2019

Energy Tech

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Biofuel, as a renewable energy, has gained much attention due to the threat of exhaustion of fossil sources and the enormous pressure of environmental pollution. However, biofuels often suffer from low densities and high volatilities, which limit their application in important liquid transportation fuels, for example, jet and diesel fuels. At present, the conversion of lignocellulosic biomass‐derived chemicals has become a promising approach to produce high‐density jet and diesel biofuels. Herein a rapid, green Michael addition reaction is developed for constructing intermediates of a series of new high‐density biofuels with volumetric neat heat of combustion (VNHOC) values. The reactions are performed under solvent‐free conditions with commercially cheap tetrabutylammonium bromide (0.05 eq) and K3PO4·3H2O (0.03 eq) as a catalyst and a base, respectively, to afford products with good to excellent yields of 89%–99%. The theoretical calculation indicates that the VNHOC values of the potential biofuels (up to 39.06 MJ L−1) are comparable to those of most state‐of‐the‐art biofuels and commercial jet fuels that are obtained from fossil sources. This method may pave a new way of investigating high‐density biofuels with accurate structures and high‐energy contents.

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Section: Optimization Studiesmentioning

confidence: 89%

Development of Intermediates for High‐Energy Content New Biomass‐Derived Jet and Diesel Fuels with a Robust Rapid Green Reaction

Wang

Hong

2019

Energy Tech

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“…demonstrated the solvent‐free aldol condensation of 2‐methyl benzaldehyde and cyclohexanone in an acetic acid based ionic liquid (EAOAc, Scheme 16). [171] In the proposed reaction scheme, fermentation of cellulosic, hemicellulosic, starch, and simple sugar feedstocks yielded bioethanol, which was then converted to acetaldehyde through selective oxidation [172–174] . Self‐terminated cascade reactions between ethanol and acetaldehyde, over a calcium hydroxyapatite catalyst, then generated the platform chemical methyl benzaldehyde [175,176] .…”

Section: Cyclic Ketones (Cyclopentanone and Cyclohexanone)mentioning

confidence: 99%

Bio‐Based Cycloalkanes: The Missing Link to High‐Performance Sustainable Jet Fuels

Muldoon

Harvey

2020

ChemSusChem

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David Glueck, with an emphasis on the synthesis of P-stereogenic phosphine ligands for asymmetric catalysis. He is currently a National Research Council (NRC) postdoctoral fellow with Dr. Benjamin Harvey at the Naval Air Warfare Center Weapons Division (NAWCWD) in China Lake, CA, USA. His research interests include the synthesis of small molecules with applications in fuels, materials, and catalysis. Benjamin G. Harvey received his Ph.D. in inorganic chemistry from the University of Utah, USA, in 2005, studying with Professor Richard D. Ernst. He is now a Senior Research Chemist at the Naval Air Warfare Center, Weapons Division located in China Lake, CA. His current research focuses on the utilization of bio-based substrates for the preparation of advanced materials and the development of hybrid synthetic routes that combine chemical catalysis with synthetic biology. Specific interests include advanced alternative fuels for jet, missile, and rocket propulsion, bio-based high-temperature thermosetting resins, biocomposites, lubricants, and green solvents.

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“…Nowadays, jet fuel accounts for ca . 12 % among the current liquid transportation fuels . In recent years, production of jet fuel is being paid more and more attention owing to the rapid evolution of aviation industry.…”

Section: F‐t Synthesis For Jet Fuel Productionmentioning

confidence: 99%

“…Another method is from catalytic conversion of biomass, mainly including the F‐T reaction of bio‐syngas, hydro‐processes of bio‐derived esters and fatty acids, and hydrogenation of farnesene from the fermentation of sugars . Very recently, a two‐step process was developed for the synthesis of high‐density jet fuel range tricyclic alkanes with methyl benzaldehydes and cyclohexanone that was derived from lignocellulose …”

Section: F‐t Synthesis For Jet Fuel Productionmentioning

confidence: 99%

Beyond Cars: Fischer‐Tropsch Synthesis for Non‐Automotive Applications

et al. 2019

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As a century-old classical reaction, Fischer-Tropsch (F-T) synthesis is undergoing new developments especially in its applications of producing jet fuel, olefins, aromatics and oxygenated chemicals, which are completely different from the conventional F-T product, gasoline, diesel and wax. Producing above new products is not obeying famous ASF distribution law, requiring revolutionary design of new F-T catalysts and reaction pathways. A mass of new research directions on F-T synthesis for these liquid fuels and high-value chemicals are successfully proposed. This review spotlights recent new advances based on F-T synthesis for non-automotive applications, and discusses its new possible directions in future.Jet fuel, composed by hydrocarbons with a carbon number range from 8 to 16, is employed for driving gas-turbine engines in aircraft. It offers the propulsive energy for flight, and primary [a] Dr.

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Synthesis of high-density aviation fuels with methyl benzaldehyde and cyclohexanone

Abstract: Jet fuel range tricyclic alkanes were first selectively synthesized with methyl benzaldehyde and cyclohexanone which can be derived from lignocellulose.

Cited by 32 publications

References 62 publications

Development of Intermediates for High‐Energy Content New Biomass‐Derived Jet and Diesel Fuels with a Robust Rapid Green Reaction

Development of Intermediates for High‐Energy Content New Biomass‐Derived Jet and Diesel Fuels with a Robust Rapid Green Reaction

Bio‐Based Cycloalkanes: The Missing Link to High‐Performance Sustainable Jet Fuels

Beyond Cars: Fischer‐Tropsch Synthesis for Non‐Automotive Applications

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