Photoinduced cycloaddition of biomass derivatives to obtain high-performance spiro-fuel

Xie, Junjian; Pan, Lun; Nie, Genkuo; Xie, Jiawei; Liu, Yakun; Ma, Chi; Zhang, Xiangwen; Zou, Ji‐Jun

doi:10.1039/c9gc02790d

Cited by 31 publications

(13 citation statements)

References 45 publications

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“…Preparation of high density and low freezing point biomass-based jet fuels from lignin is still to be developed. 164 Dai et al 165 applied Foucault alkylation reaction by utilizing lignin phenolic monomers, aldehydes and ketones intermediate small molecules (guaiacol and propionaldehyde) as raw materials, nally obtained long-chain alkane fuels. Nie et al 166 performed acid-catalyzed alkylation of lignin-derived phenols (phenol, anisole, guaiacol) with benzyl ether or benzyl alcohol.…”

Section: Applications Of Depolymerization Monomersmentioning

confidence: 99%

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Review on the preparation of fuels and chemicals based on lignin

Ren

Jiang

et al. 2022

RSC Adv.

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Section: Applications Of Depolymerization Monomersmentioning

confidence: 99%

“…Preparation of high density and low freezing point biomass-based jet fuels from lignin is still to be developed. 164 …”

Section: Applications Of Depolymerization Monomersmentioning

confidence: 99%

Review on the preparation of fuels and chemicals based on lignin

Ren

Jiang

et al. 2022

RSC Adv.

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“…[17] Ryan et al [289] generated a cyclobutane containing fuel blend via [2 + 2]-cycloaddition [290][291][292][293][294] of isophorone. Previous work on photochemical [2 + 2]-cycloaddition of isophorone with bio-derived olefins [295] demonstrated the benefit of isophorone's enone functionality, which allows it to absorb long wavelengths (> 310 nm), circumventing the need for a photosensitizer. Aqueous phase photochemical [2 + 2]-coupling of isophorone resulted in the selective formation of the headto-head isomer (Scheme 32).…”

Section: Photochemical [2 + 2]-cycloadditionmentioning

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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“…Zou's group [18] synthesized spiro-fuel through a photoinduced self-sensitized [2 + 2] cycloaddition and hydrodeoxygenation process. Biomass-derived β-pinene and isophorone with no extra photosensitizer were irradiated under a high-pressure mercury lamp for 9 h; here, isophorone functions not only as a reactant but also as a photosensitizer because of the carbonyl group in its molecular structure.…”

Section: Spiro-fuelsmentioning

confidence: 99%

Photocatalytic Synthesis of High-Energy-Density Fuel: Catalysts, Mechanisms, and Challenges

Xiao

Zhang

Pan

et al. 2021

Trans. Tianjin Univ.

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High-energy-density liquid hydrocarbon fuels are generally synthesized using various chemical reactions to improve the performance (e.g., range, load, speed) of aerospace vehicles. Compared with conventional fuels, such as aviation kerosene and rocket kerosene, these liquid hydrocarbon fuels possess the advantages of high-energy-density and high volumetric calorific value; therefore, the fuels have important application value. The photocatalytic process has shown great potential for the synthesis of a diverse range of fuels on account of its unique properties, which include good efficiency, clean atomic economy, and low energy consumption. These characteristics have led to the emergence of the photocatalytic process as a promising complement and alternative to traditional thermocatalytic reactions for fuel synthesis. Extensive effort has been made toward the construction of catalysts for the multiple photocatalytic syntheses of high-energy-density fuels. In this review, we aim to summarize the research progress on the photocatalytic synthesis of high-energy-density fuel by using homogeneous and heterogeneous catalytic reactions. Specifically, the synthesis routes, catalysts, mechanistic features, and future challenges for the photocatalytic synthesis of high-energy-density fuel are described in detail. The highlights of this review not only promote the development of the photocatalytic synthesis of high-energy-density fuel but also expand the applications of photocatalysis to other fields. Graphic abstract

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Photoinduced cycloaddition of biomass derivatives to obtain high-performance spiro-fuel

Abstract: A self-sensitized [2 + 2] cycloaddition process is developed to convert biomass-derived β-pinene and isophorone to high-performance spiro-fuel, which possesses high density and excellent cryogenic properties.

Cited by 31 publications

References 45 publications

Review on the preparation of fuels and chemicals based on lignin

Review on the preparation of fuels and chemicals based on lignin

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

Photocatalytic Synthesis of High-Energy-Density Fuel: Catalysts, Mechanisms, and Challenges

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