Biomass-derived HEDJFs are gaining attention for their high energy density and environmental benefits.
Key C-C coupling reactions like aldol condensation and Diels-Alder are crucial for synthesizing HEDJFs.
Future HEDJF research focuses on fuel molecules with fused rings, branched chains, and low symmetry structures.
| [1] | Wang F. and Rijal D. (2024). Sustainable Aviation Fuels for Clean Skies: Exploring the Potential and Perspectives of Strained Hydrocarbons. Energy Fuels 38:4904−4920. DOI:10.1021/acs.energyfuels.3c04935 |
| [2] | Li Z., Wang Y., Li Q., et al. (2023). High tension cyclic hydrocarbons synthesized from biomass-derived platform molecules for aviation fuels in two steps. Green Energy Environ. 8:331−337. DOI:10.1016/j.gee.2021.04.012 |
| [3] | Lim J. H. K., Gan Y.Y., Ong H.C., et al. (2021). Utilization of microalgae for bio-jet fuel production in the aviation sector: Challenges and perspective. Renew. Sust. Energ. Rev. 149:111396. DOI:10.1016/j.rser.2021.111396 |
| [4] | Jia T., Zhang X., Liu Y., et al. (2020). A comprehensive review of the thermal oxidation stability of jet fuels. Chem. Eng. Sci. 229:116157. DOI:10.1016/j.ces.2020.116157 |
| [5] | Kosir S., Stachler R., Heyne J., et al. (2020). High-performance jet fuel optimization and uncertainty analysis. Fuel 281:118718. DOI:10.1016/j.fuel.2020.118718 |
| [6] | Wang M., Dewil R., Maniatis K., et al. (2019). Biomass-derived aviation fuels: Challenges and perspective. Prog. Energy Combust. Sci. 74:31−49. DOI:10.1016/j.pecs.2019.04.004 |
| [7] | Hu Y.C., Zhao Y., Li N., et al. (2024). Sustainable production of high-energy-density jet fuel via cycloaddition reactions. J. Energy Chem. 95:712−722. DOI:10.1016/j.jechem.2024.04.024 |
| [8] | Zhang X., Pan L., Wang L., et al. (2018). Review on synthesis and properties of high-energy-density liquid fuels: Hydrocarbons, nanofluids and energetic ionic liquids. Chem. Eng. Sci. 180:95−125. DOI:10.1016/j.ces.2017.11.044 |
| [9] | Li G., Wang R., Pang J., et al. (2024). Production of Renewable Hydrocarbon Biofuels with Lignocellulose and Its Derivatives over Heterogeneous Catalysts. Chem. Rev. 124:2889−2954. DOI:10.1021/acs.chemrev.2c00756 |
| [10] | Fang Z., Zhang X., Zhuang X., et al. (2024). Recent advances in synthesis strategies for biomass-derived high-energy-density jet fuels. Renew. Sust. Energ. Rev. 202:114715. DOI:10.1016/j.rser.2024.114715 |
| [11] | Huang J., Chen J., Huang Z., et al. (2024). Solventless autothermic production of energy-intensive furanic biofuels expedited by photothermal effect. Fuel 359:130458. DOI:10.1016/j.fuel.2023.130458 |
| [12] | Crandall B. S., Zhang J., Stavila V., et al. (2019). Desulfurization of Liquid Hydrocarbon Fuels with Microporous and Mesoporous Materials: Metal-Organic Frameworks, Zeolites, and Mesoporous Silicas. Ind. Eng. Chem. Res. 58:19322−19352. DOI:10.1021/acs.iecr.9b03183 |
| [13] | Zhang J., Yoo E., Davison B. H., et al. (2021). Towards cost-competitive middle distillate fuels from ethanol within a market-flexible biorefinery concept. Green Chem. 23:9534−9548. DOI:10.1039/D1GC02854E |
| [14] | Cai T., Liu C., Liang J., et al. (2023). The weak interaction between polar aprotic solvent and saline water enables efficient production of furans from lignocellulosic biomass. Green Chem. 25:375−383. DOI:10.1039/D2GC03956G |
| [15] | Liu C., Wang K., Zhao X., et al. (2023). Integrated lignocellulosic biorefinery for efficient production of furans and photothermal materials. Chem. Eng. J. 453:139688. DOI:10.1016/j.cej.2022.139688 |
| [16] | Cui Y., Xu Y., Zhang X., et al. (2024). Sustainable aviation fuel: Biomass fostered future aviation. Innov. Energy 1:100007. DOI:10.59717/j.xinn-energy.2024.100007 |
| [17] | Liu C., Ca T., Yin X., et al. (2022). A sustainable and profitable biorefinery strategy for efficiently converting lignocellulose to furfural, glucose and phenolic compounds. Green Chem. 24:8494−8502. DOI:10.1039/D2GC03231G |
| [18] | Yin X., Cai T., Liu C., et al. (2022). A novel solvothermal biorefinery for production of lignocellulosic xylooligosaccharides, fermentable sugars and lignin nano-particles in biphasic system. Carbohydr. Polym. 295:119901. DOI:10.1016/j.carbpol.2022.119901 |
| [19] | Cordon M. J., Zhang J., Samad N. R., et al. (2022). Ethanol conversion to C4+ olefins over bimetallic copper-and lanthanum-containing beta zeolite catalysts. ACS Sustain. Chem. Eng. 10:5702−5707. DOI:10.1021/acssuschemeng.1c07442 |
| [20] | Yin X., Cai T., Liu C., et al. (2022). A mild biomass pretreatment process with efficiency and specificity in co-solvent of γ-valerolactone and aqueous p-toluenesulfonic acid. Chem. Eng. J. 437:135408. DOI:10.1016/j.cej.2022.135408 |
| [21] | Liu C., Wei L., Yin X., et al. (2021). Synthesis of furfural from xylan in γ-valerolactone/molten salt hydrate biphasic system. Chem. Eng. J. 425:130608. DOI:10.1016/j.cej.2021.130608 |
| [22] | Remy R. and Bochet C.G. (2016). Arene–Alkene Cycloaddition. Chem. Rev. 116:9816−9849. DOI:10.1021/acs.chemrev.6b00005 |
| [23] | Wang R., Wang K., Zhou M., et al. (2021). Efficient fractionation of moso bamboo by synergistic hydrothermal-deep eutectic solvents pretreatment. Bioresour. Technol. 328:124873. DOI:10.1016/j.biortech.2021.124873 |
| [24] | Muldoon J. A. and Harvey B. G. (2020). Bio-Based Cycloalkanes: The Missing Link to High-Performance Sustainable Jet Fuels. Chem. Sus. Chem. 13:5777−5807. DOI:10.1002/cssc.202001641 |
| [25] | Cueto J., de la Calle D., Mar Alonso-Doncel M., et al. (2024). Enhanced production of jet fuel precursors via furfural/cyclopentanone aldol condensation by synergistic pairing TiO2 with nano-ZSM-5 zeolite. Bioresour. Technol. 418:131877. DOI:10.1016/j.biortech.2024.131877 |
| [26] | Guo S., Wu Y., Jin T., et al. (2020). Controllable alkylation of benzene with mixed olefins for producing C8-C15 aromatics in jet fuel. Fuel 275:117890. DOI:10.1016/j.fuel.2020.117890 |
| [27] | Contreras-Zarazúa G., Sánchez-Ramirez E., Hernández-Vargas E.A., et al. (2023). Process intensification in bio-jet fuel production: Design and control of a catalytic reactive distillation column for oligomerization. Chem. Eng. Process. 193:109548. DOI:10.1016/j.cep.2023.109548 |
| [28] | Chen Y., Shi C., Jia T., et al. (2022). Catalytic synthesis of high-energy–density jet-fuel-range polycyclic fuel by dimerization reaction. Fuel 308:122077. DOI:10.1016/j.fuel.2021.122077 |
| [29] | Sh Y., Wang X., Jia T., et al. (2023). Acid-catalyzed rearrangement of biomass polycyclic sesquiterpene derivatives to high-performance alkyl-adamantanes. Chem. Eng. Sci. 277:118851. DOI:10.1016/j.ces.2023.118851 |
| [30] | Xiao J., Zhang J., Pan L., et al. (2021). Photocatalytic Synthesis of High-Energy-Density Fuel: Catalysts, Mechanisms, and Challenges. Trans. Tianjin Univ. 27:280−294. DOI:10.1007/s12209-021-00290-y |
| [31] | Huang X. M., Zhang Q., Wang T. J., et al. (2012). Production of jet fuel intermediates from furfural and acetone by aldol condensation over MgO/NaY. J. Fuel Chem. Technol. 40:973−978. DOI:10.1016/S1872-5813(12)60035-8 |
| [32] | Li X., Sun J., Shao S., et al. (2021). Aldol condensation/hydrogenation for jet fuel from biomass-derived ketone platform compound in one pot. Fuel Process. Technol. 215:106768. DOI:10.1016/j.fuproc.2021.106768 |
| [33] | Li Z., Shao S., Hu X., et al. (2024). Insight into the production of aviation fuel by aldol condensation of biomass-derived aldehydes and ketones followed by hydrogenation. Biomass Convers. Biorefin. 14:7915−7926. DOI:10.1007/s13399-022-03083-y |
| [34] | Baldenhofer R., Smet A., Lange J.P., et al. (2024). Furanic jet fuels – Water-free aldol condensation of furfural and cyclopentanone. Biomass Bioenergy 190:107410. DOI:10.1016/j.biombioe.2024.107410 |
| [35] | Shao S., Ye Z., Hu X., et al. (2023). Synthesis of jet fuel from biomass-derived carbonyls via aldol condensation and hydrogenation in the one-pot: Effect of solvent and catalyst. Fuel 333:126238. DOI:10.1016/j.fuel.2022.126238 |
| [36] | Su M., Li W., Ma Q., et al. (2020). Production of jet fuel intermediates from biomass platform compounds via aldol condensation reaction over iron-modified MCM-41 lewis acid zeolite. J. Bioresour. Bioprod. 5:256−265. DOI:10.1016/j.jobab.2020.10.004 |
| [37] | Yevdokimova O., Shcherban N., Martinez-Klimov M., et al. (2024). Synthesis of jet-fuel precursors from renewable biomass through aldol condensation of cyclopentanone and furfural on base catalysts. Catal. Today. 443:114962. DOI:10.1016/j.cattod.2024.114962 |
| [38] | Shao S., Ye Z., Liu C., et al. (2022). Catalytic pyrolysis of holocellulose followed by integrated aldol condensation and hydrogenation to produce aviation fuel. Energy Convers. Manag. 264:115644. DOI:10.1016/j.enconman.2022.115644 |
| [39] | Ceaser R., Montané D., Medina F., et al. (2024). Integration of Deep Eutectic Solvents and Hydrotalcites for Biomass Conversion and Aldol Condensation: Toward Platform Chemicals and Jet Fuel Synthesis—A Review. Chem. Bio. Eng. Rev. 11:e202400052. DOI:10.1002/cben.202400052 |
| [40] | Yang J., Li S., Li N., et al. (2015). Synthesis of Jet-Fuel Range Cycloalkanes from the Mixtures of Cyclopentanone and Butanal. Ind. Eng. Chem. Res. 54:11825−11837. DOI:10.1021/acs.iecr.5b03379 |
| [41] | Deng Q., Xu J., Han P., et al. (2016). Efficient synthesis of high-density aviation biofuel via solvent-free aldol condensation of cyclic ketones and furanic aldehydes. Fuel Process. Technol. 148:361−366. DOI:10.1016/j.fuproc.2016.03.016 |
| [42] | Xie J., Zhang L., Zhang X., et al. (2018). Synthesis of high-density and low-freezing-point jet fuel using lignocellulose-derived isophorone and furanic aldehydes. Sustain. Energy Fuels 2:1863−1869. DOI:10.1039/C8SE00197A |
| [43] | Shao S., Dong W., Li X., et al. (2020). Solvent-free synthesis of jet fuel by aldol condensation and hydroprocessing of cyclopentanone as biomass-derivates. J. Clean. Prod. 250:119459. DOI:10.1016/j.jclepro.2019.119459 |
| [44] | Wang W., Li N., Li G., et al. (2017). Synthesis of Renewable High-Density Fuel with Cyclopentanone Derived from Hemicellulose. ACS Sustain. Chem. Eng. 5:1812−1817. DOI:10.1021/acssuschemeng.6b02554 |
| [45] | Wang W., Zhang X., Jiang Z., et al. (2022). Controllably produce renewable jet fuel with high-density and low-freezing points from lignocellulose-derived cyclopentanone. Fuel 321:124114. DOI:10.1016/j.fuel.2022.124114 |
| [46] | Tang H., Li N., Li S., et al. (2017). Synthesis of jet fuel rang cycloalkane from isophorone with glycerol as a renewable hydrogen source. Catal. Today. 298:16−20. DOI:10.1016/j.cattod.2017.07.009 |
| [47] | Wang W., Liu Y, Li N., et al. (2017). Synthesis of renewable high-density fuel with isophorone. Sci. Rep. 7:6111. DOI:10.1038/s41598-017-06556-7 |
| [48] | Wang Y., Li Z., Li Q., et al. (2022). Tandem Reactions for the Synthesis of High-Density Polycyclic Biofuels with a Double/Triple Hexane Ring. ACS Omega. 7:19158−19165. DOI:10.1021/acsomega.1c07241 |
| [49] | Deng Q., Nie G., Pan L., et al. (2015). Highly selective self-condensation of cyclic ketones using MOF-encapsulating phosphotungstic acid for renewable high-density fuel. Green Chem. 17:4473−4481. DOI:10.1039/C5GC01287B |
| [50] | Liu Y., Nie G., Yu S., et al. (2021). Water-tolerant phosphotungstic acid catalyst for controllable synthesis of high-performance biojet fuel. Chem. Eng. Sci. 238:116592. DOI:10.1016/j.ces.2021.116592 |
| [51] | Li Q., Nie G., Wang H., et al. (2023). Synthesis of high-grade Jet fuel blending precursors by aldol condensation of lignocellulosic ketones using HfTPA/MCM-41 with strong acids and enhanced stability. Appl. Catal. B 325:122330. DOI:10.1016/j.apcatb.2022.122330 |
| [52] | Wang W., An L., Qian C., et al. (2023). Synthesis of Renewable High-Density Fuel with Vanillin and Cyclopentanone Derived from Hemicellulose. Molecules 28:5029. DOI:10.3390/molecules28135029 |
| [53] | Gao H., Ha F., Li G., et al. (2022). Synthesis of jet fuel range high-density polycycloalkanes with vanillin and cyclohexanone. Sustain. Energy Fuels 6:1616−1624. DOI:10.1039/D1SE01732B |
| [54] | Timothy A. A., Han F., Li G., et al. (2020). Synthesis of jet fuel range high-density dicycloalkanes with methyl benzaldehyde and acetone. Sustain. Energy Fuels 4:5560−5567. DOI:10.1039/D0SE01110J |
| [55] | Han F., Xu J., Li G., et al. (2021). Synthesis of renewable aviation fuel additives with aromatic aldehydes and methyl isobutyl ketone under solvent-free conditions. Sustain. Energy Fuels 5:556−563. DOI:10.1039/D0SE01544J |
| [56] | Zhang X., Han F., Lin S., et al. (2019). Synthesis of Branched Octahydro-Indene with Methyl Benzaldehyde and Methyl Isobutyl Ketone. ACS Sustain. Chem. Eng. 7:12023−12031. DOI:10.1021/acssuschemeng.9b00535 |
| [57] | Xu J., Li N., Li G., et al. (2018). Synthesis of high-density aviation fuels with methyl benzaldehyde and cyclohexanone. Green Chem. 20:3753−3760. DOI:10.1039/C8GC01628C |
| [58] | Zhang X., Song M., Liu J., et al. (2023). Synthesis of high density and low freezing point jet fuels range cycloalkanes with cyclopentanone and lignin-derived vanillins. J. Energy Chem. 79:22−30. DOI:10.1016/j.jechem.2022.12.017 |
| [59] | Liu Y., Li G., Hu Y., et al. (2019). Integrated Conversion of Cellulose to High-Density Aviation Fuel. Joule 3:1028−1036. DOI:10.1016/j.joule.2019.02.005 |
| [60] | Liu C., Yu Z., Liu Y., et al. (2024). Renewable indanone and thermal-stable aviation fuel from cellulose. Cell Rep. 1100156. DOI:10.1016/j.crsus.2024.100156. |
| [61] | Liu X., Huang L., Ma Y., et al. (2024). Enable biomass-derived alcohols mediated alkylation and transfer hydrogenation. Nat. Commun. 15:7012. DOI:10.1038/s41467-024-51307-8 |
| [62] | Miao F., Luo Z., Zhou Q., et al. (2023). Study on the reaction mechanism of C8+ aliphatic hydrocarbons obtained directly from biomass by hydropyrolysis vapor upgrading. Chem. Eng. J. 464:142639. DOI:10.1016/j.cej.2023.142639 |
| [63] | Lu Y., Zheng Y., He R., et al. (2022). Selective conversion of lignocellulosic biomass and its components into value-added furans over Al-based bimetals: Analytical Py-GC × GC/MS. J. Anal. Appl. Pyrolysis. 163:105485. DOI:10.1016/j.jaap.2022.105485 |
| [64] | Tuan H.A. and Viet P.V. (2021). 2-Methylfuran (MF) as a potential biofuel: A thorough review on the production pathway from biomass, combustion progress, and application in engines. Renew. Sust. Energ. Rev. 148:111265. DOI:10.1016/j.rser.2021.111265 |
| [65] | Sun S., Zhang X., Li Y., et al. (2022). Synthesis of renewable diesel and jet fuel range alkanes using 2-methylfuran and cyclohexanone. RSC Adv. 12:12932−12937. DOI:10.1039/d2ra01987f |
| [66] | Liu Q., Zhang X., Zhang Q., et al. (2020). Synthesis of Jet Fuel Range Cycloalkanes with Cyclopentanone and Furfural. Energy Fuels 34:7149−7159. DOI:10.1021/acs.energyfuels.0c00919 |
| [67] | Ren G., Li G., Zhang Y., et al. (2022). Synthesis of jet fuel and diesel range cycloalkanes with 2-methylfuran and benzaldehyde. Sustain. Energy Fuels. 6:1156−1163. DOI:10.1039/D1SE01752G |
| [68] | Deng Q., Han P., Xu J., et al. (2015). Highly controllable and selective hydroxyalkylation/alkylation of 2-methylfuran with cyclohexanone for synthesis of high-density biofuel. Chem. Eng. Sci. 138:239−243. DOI:10.1016/j.ces.2015.08.025 |
| [69] | Sun J., Shao S., Hu X., et al. (2022). Synthesis of Oxygen-Containing Precursors of Aviation Fuel via Carbonylation of the Aqueous Bio-oil Fraction Followed by C–C Coupling. ACS Sustain. Chem. Eng. 10:11030−11040. DOI:10.1021/acssuschemeng.2c03379 |
| [70] | Pino N., Hincapié G., López D. (2018). Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds. Energy Fuels 32:561−573. DOI:10.1021/acs.energyfuels.7b03256 |
| [71] | Nie G., Dai Y., Liu Y., et al. (2019). High yield one-pot synthesis of high density and low freezing point jet-fuel-ranged blending from bio-derived phenol and cyclopentanol. Chem. Eng. Sci. 207:441−447. DOI:10.1016/j.ces.2019.06.050 |
| [72] | Yu R., Shen Z., Liu Y., et al. (2024). Tandem hydroalkylation and deoxygenation of lignin-derived phenolics to synthesize high-density fuels. Chin. J. Chem. Eng. 66:104−109. DOI:10.1016/j.cjche.2023.10.011 |
| [73] | Nie G., Wang H., Li Q., et al. (2021). Co-conversion of lignocellulosic derivatives to jet fuel blending by an efficient hydrophobic acid resin. Appl. Catal. B. 292:120181. DOI:10.1016/j.apcatb.2021.120181 |
| [74] | Li Z., Pan L., Nie G., et al. (2018). Synthesis of high-performance jet fuel blends from biomass-derived 4-ethylphenol and phenylmethanol. Chem. Eng. Sci. 191:343−349. DOI:10.1016/j.ces.2018.07.001 |
| [75] | Kerscher M., Jander J.H., Cui J., et al. (2023). Thermophysical properties of the liquid organic hydrogen carrier system based on diphenylmethane with the byproducts fluorene or perhydrofluorene. Int. J. Hydrog. Energy. 48:29651−29662. DOI:10.1016/j.ijhydene.2023.04.103 |
| [76] | Mahayni Y., Maurer L., Auer F., et al. (2024). Structure sensitivity of the low-temperature dehydrogenation of perhydro dibenzyltoluene on supported platinum nanoparticles. Catal. Sci. Technol. 14:5464−5473. DOI:10.1039/D4CY00032C |
| [77] | Bai J., Zhang Y., Zhang X., et al. (2021). Synthesis of High-Density Components of Jet Fuel from Lignin-Derived Aromatics via Alkylation and Subsequent Hydrodeoxygenation. ACS Sustain. Chem. Eng. 9:7112−7119. DOI:10.1021/acssuschemeng.1c01339 |
| [78] | Ha P., Nie G., Xie J., et al. (2017). Synthesis of high-density biofuel with excellent low-temperature properties from lignocellulose-derived feedstock. Fuel Process. Technol. 163:45−50. DOI:10.1016/j.fuproc.2017.04.008 |
| [79] | Nie G., Zhang X., Pan L., et al. (2017). Hydrogenated intramolecular cyclization of diphenylmethane derivatives for synthesizing high-density biofuel. Chem. Eng. Sci. 173:91−97. DOI:10.1016/j.ces.2017.07.034 |
| [80] | Nie G., Zhang X., Han P., et al. (2017). Lignin-derived multi-cyclic high density biofuel by alkylation and hydrogenated intramolecular cyclization. Chem. Eng. Sci. 158:64−69. DOI:10.1016/j.ces.2016.10.003 |
| [81] | Diao X., Xiong Y., Shi Y., et al. (2024). Catalytic hydrodeoxygenation and C–C coupling of lignin and its derivatives into renewable jet-fuel-range cycloalkanes. Green Chem. 26:11406−11426. DOI:10.1039/D4GC02051K |
| [82] | Mohamed H.O., Abed O., Zambrano N., et al. (2022). A Zeolite-Based Cascade System to Produce Jet Fuel from Ethylene Oligomerization. Ind. Eng. Chem. Res. 61:15880−15892. DOI:10.1021/acs.iecr.2c02303 |
| [83] | Fuch C., Arnold U. and Sauer J. (2024). Synthesis of sustainable aviation fuels via (co–)oligomerization of light olefins. Fuel 382:133680. DOI:10.1016/j.fuel.2024.133680 |
| [84] | Tibbetts J.D., Hutchby M., Cunningham W.B., et al. (2023). Sustainable Syntheses of Paracetamol and Ibuprofen from Biorenewable β-pinene. Chem. Sus. Chem. 16:e202300670. DOI:10.1002/cssc.202300670 |
| [85] | Allenspach M. and Steuer C. (2021). α-Pinene: A never-ending story. Phytochemistry 190:112857. DOI:10.1016/j.phytochem.2021.112857 |
| [86] | Woodroffe J.D. and Harvey B.G. (2020). High-Performance, Biobased, Jet Fuel Blends Containing Hydrogenated Monoterpenes and Synthetic Paraffinic Kerosenes. Energy Fuels 34:5929−5937. DOI:10.1021/acs.energyfuels.0c00274 |
| [87] | Li M., Zhao X., Ma Z., et al. (2023). An alkylation route for developing novel liquid aviation fuels from α-pinene and mixed isobutane/isobutene. Chem. Eng. Sci. 281:119174. DOI:10.1016/j.ces.2023.119174 |
| [88] | Lapuerta M., Tobío-Pérez I., Ortiz-Alvarez M., et al. (2023). Heterogeneous Catalytic Conversion of Terpenes into Biofuels: An Open Pathway to Sustainable Fuels. Energies 16:2526. DOI:10.3390/en16062526 |
| [89] | Liu Y., Yang S., Shi C., et al. (2024). HPW/MCM-41 catalytic Simmons-Smith cyclopropanation of olefins for synthesis of high-energy–density fuel. Chem. Eng. Sci. 283:119366. DOI:10.1016/j.ces.2023.119366 |
| [90] | Yang C., Liu Y., Hu Y., et al. (2024). Highly efficient synthesis of high-density biofuels from biomass-derived α-pinene catalyzed by mesoporous H-ZSM-5. Catal. Commun. 187:106881. DOI:10.1016/j.catcom.2024.106881 |
| [91] | Raju A., Samanta D., Rajendrakumar K. (2023). A Review of Recent Advances in the Development of Superhydrophobicity over Various Substrate Surfaces Using Polymers. Chemistry Select. 8:e202204262. DOI:10.1002/slct.202204262 |
| [92] | Liu X., Zhao Y., Zhang G., et al. (2024). Diels–Alder Reaction of Biofuran Derivatives and Cycloolefin for Directional Synthesis of Fused Ring Hydrocarbon High Density Jet Fuel. Ind. Eng. Chem. Res. 63:13103−13114. DOI:10.1021/acs.iecr.4c00808 |
| [93] | Woodroffe J.D., Zhang D.D., Harvey B.G. (2024). Diels–Alder Cycloaddition of Cyclopentadiene with α-Olefins for the Synthesis of High-Performance Sustainable Aviation Fuels. Energy Fuels 38:18763−18768. DOI:10.1021/acs.energyfuels.4c03203 |
| [94] | Nakagawa Y., Tamura M., Tomishige K. (2019). Recent development of production technology of diesel- and jet-fuel-range hydrocarbons from inedible biomass. Fuel Process. Technol. 193:404−422. DOI:10.1016/j.fuproc.2019.05.028 |
| [95] | Chen F., Li N., Li S., et al. (2016). Synthesis of jet fuel range cycloalkanes with diacetone alcohol from lignocellulose. Green Chem. 18:5751−5755. DOI:10.1039/C6GC01497F |
| [96] | Liu C., Hu Y., Li G., et al. (2022). Synthesis of renewable alkylated decalins with p-quinone and 2-methyl-2,4-pentanediol. Sustain. Energy Fuels 6:834−840. DOI:10.1039/D1SE01684A |
| [97] | Luo X., Lu R., Si X., et al. (2022). Sustainable synthesis of high-density fuel via catalytic cascade cycloaddition reaction. J. Energy Chem. 69231-236. DOI:10.1016/j.jechem.2022.01.029. |
| [98] | Xu J., Li G., Wang A., et al. (2022). Synthesis of jet fuel range polycyclic alkanes and aromatics from furfuryl alcohol and isoprene. Green Chem. 24:3130−3136. DOI:10.1039/D2GC00189F |
| [99] | Xie J., Zhang X., Liu Y., et al. (2019). Synthesis of high-density liquid fuel via Diels-Alder reaction of dicyclopentadiene and lignocellulose-derived 2-methylfuran. Catal. Today 319:139−144. DOI:10.1016/j.cattod.2018.04.053 |
| [100] | Xie J., Zhang J., Wang X., et al. (2023). Synthesis of JP-10 analogues high-density fuels via one-pot Diels-Alder/hydrodeoxygenation reaction. Fuel 361:130738. DOI:10.1016/j.fuel.2023.130738 |
| [101] | Cho S.M., Kim J.C., Kim J., et al. (2024). Alkyl bicyclo[2.2.2]octanes as high-energy-density bio-aviation fuel. Fuel Process. Technol. 254:108047. DOI:10.1016/j.fuproc.2024.108047. |
| [102] | Pan L., Xie J., Nie G., et al. (2020). Zeolite catalytic synthesis of high-performance jet-fuel-range spiro-fuel by one-pot Mannich–Diels–Alder reaction. AIChE J. 66:e16789. DOI:10.1002/aic.16789 |
| [103] | Zhang W. J., Hu Y.C., Tan Y.H., et al. (2025). Catalytic production of high-energy-density spiro polycyclic jet fuel with biomass derivatives. J. Energy Chem. 101760-768. DOI:10.1016/j.jechem.2024.10.024. |
| [104] | Zhan X., Zhang W. J., Hu Y. C., et al. (2024). Catalytic production of fused tetracyclic high-energy-density fuel with biomass-derived cyclopentanone and benzoquinone. Chin. J. Catal. 67:166−175. DOI:10.1016/S1872-2067(24)60148-8 |
| [105] | Wang Q., Luo Z., Xu C., et al. (2025). Laminar burning velocity and explosion characteristics of a lignocellulose-derived bio-jet fuel at elevated pressures and temperatures. Fuel 383:133834. DOI:10.1016/j.fuel.2024.133834 |
| [106] | Meyleman H. A., Quintana R. L., Goldsmith B. R., et al. (2011). Solvent-Free Conversion of Linalool to Methylcyclopentadiene Dimers: A Route To Renewable High-Density Fuels. Chem. Sus. Chem. 4:465−469. DOI:10.1002/cssc.201100017 |
| [107] | Nie G., Shi C., Dai Y., et al. (2020). Producing methylcyclopentadiene dimer and trimer based high-performance jet fuels using 5-methyl furfural. Green Chem. 22:7765−7768. DOI:10.1039/D0GC02361B |
| [108] | Liu Y., Wang R., Qi H., et al. (2021). Synthesis of bio-based methylcyclopentadiene via direct hydrodeoxygenation of 3-methylcyclopent-2-enone derived from cellulose. Nat. Commun. 12:46. DOI:10.1038/s41467-020-20264-3 |
| [109] | Wang R., Liu Y., Li G., et al. (2021). Direct Synthesis of Methylcyclopentadiene with 2,5-Hexanedione over Zinc Molybdates. ACS Catal. 11:4810−4820. DOI:10.1021/acscatal.1c00223 |
| [110] | Yu Z., Zou Z., Wang R., et al. (2023). Synthesis of Cyclopentadiene and Methylcyclopentadiene with Xylose or Extracted Hemicellulose. Angew. Chem. Int. Ed. 62:e202300008. DOI:10.1002/anie.202300008 |
| [111] | Zou Z., Yu Z., Guan W., et al. (2024). Selective production of methylindan and tetralin with xylose or hemicellulose. Nat. Commun. 15:3723. DOI:10.1038/s41467-024-48101-x |
| [112] | Li G., Hou B., Wang A., et al. (2019). Making JP-10 Superfuel Affordable with a Lignocellulosic Platform Compound. Angew. Chem. Int. Ed. 58:12154−12158. DOI:10.1002/anie.201906744 |
| [113] | Hu Z., Li X., Sun Y., et al. (2021). Thermal-dissolution based carbon enrichment” treatment of biomass wastes: Mechanism study of biomass pyrolysis in a highly-dispersed medium. Energy Convers. Manag. 238:114151. DOI:10.1016/j.enconman.2021.114151 |
| [114] | Nie G., Dai Y., Xie J., et al. (2021). Improving low-temperature properties of lignin-derived jet-fuel-ranged hydrocarbons via hydroisomerization. Catal. Today. 365:235−240. DOI:10.1016/j.cattod.2020.01.033 |
| [115] | Al-Muntaser A. A., Varfolomeev M.A., Suwaid M.A., et al. (2022). Effect of decalin as hydrogen-donor for in-situ upgrading of heavy crude oil in presence of nickel-based catalyst. Fuel 313:122652. DOI:10.1016/j.fuel.2021.122652 |
| [116] | Día E., Rapado-Gallego P., Ordóñez S. (2023). Effect of light alkanes and aromatics on decalin dehydrogenation over noble metal catalysts: A new strategy for the development of naphthalene-based LOHCs. Fuel 353:129168. DOI:10.1016/j.fuel.2023.129168 |
| [117] | Tang H., Chen F., Li G., et al. (2019). Synthesis of jet fuel additive with cyclopentanone. J. Energy Chem. 29:23−30. DOI:10.1016/j.jechem.2018.01.017 |
| [118] | Wang R., Li G., Tang H., et al. (2019). Synthesis of Decaline-Type Thermal-Stable Jet Fuel Additives with Cycloketones. ACS Sustain. Chem. Eng. 7:17354−17361. DOI:10.1021/acssuschemeng.9b04288 |
| [119] | Chen F., Li N., Yang X., et al. (2016). Synthesis of High-Density Aviation Fuel with Cyclopentanol. ACS Sustain. Chem. Eng. 4:6160−6166. DOI:10.1021/acssuschemeng.6b01678 |
| [120] | Nie G., Zhang X., Pan L., et al. (2018). One-pot production of branched decalins as high-density jet fuel from monocyclic alkanes and alcohols. Chem. Eng. Sci. 180:64−69. DOI:10.1016/j.ces.2018.01.024 |
| [121] | Dai Y., Nie G., Gong S., et al. (2020). Reduced graphene oxide enhanced emulsification for one-pot synthesis of high-density jet fuel. Fuel 275:117962. DOI:10.1016/j.fuel.2020.117962 |
| [122] | Xie J., Zhang X., Pan L., et al. (2017). Renewable high-density spiro-fuels from lignocellulose-derived cyclic ketones. Chem. Comm. 53:10303−10305. DOI:10.1039/C7CC05101H |
| [123] | Liu Y, Ma C, Shi C., et al. (2020). Synthesis of strained high-energy rocket bio-kerosene via cyclopropanation of myrcene. Fuel Process. Technol. 201:106339. DOI:10.1016/j.fuproc.2020.106339 |
| [124] | Liu Y., Shi C., Pan L., et al. (2022). Synthesis and performance of cyclopropanated pinanes with high density and high specific impulse. Fuel 30:121906. DOI:10.1016/j.fuel.2021.12190 |
| [125] | Wang W., Liu Y., Shi C., et al. (2022). High energy density renewable fuels based on multicyclic sesquiterpene: Synthesis and performance. Fuel 318:123665. DOI:10.1016/j.fuel.2022.123665 |
| [126] | Woodroffe J. D., Lupton D. V., Garrison M. D., et al. (2021). Synthesis and fuel properties of high-energy density cyclopropanated monoterpenes. Fuel Process. Technol. 222:106952. DOI:10.1016/j.fuproc.2021.106952 |
| [127] | Ma C., Shi C., Liu Y., et al. (2021). Synthesis and Performance of Strained Multicyclic Hydrocarbons as Highly Potential High-Energy-Density Fuels. Ind. Eng. Chem. Res. 60:10978−10987. DOI:10.1021/acs.iecr.1c00734 |
| [128] | Chang Z., Wang Y., Li Y., et al. (2024). Photocatalytic [4+2] cyclization of biomass furan into a cantharidin-like skeleton. New J. Chem. 48:12348−12354. DOI:10.1039/D4NJ02228A |
| [129] | Wu C., Wang M., Fang Y. (2024). A high-performance liquid biofuel produced from biomass-derived 2-cyclopentenone as an intermediate. Renew. Energ. 236:121451. DOI:10.1016/j.renene.2024.121451 |
| [130] | Xiao J., Liu X., Pan L., et al. (2020). Heterogeneous Photocatalytic Organic Transformation Reactions Using Conjugated Polymers-Based Materials. ACS Catal. 10:12256−12283. DOI:10.1021/acscatal.0c03480 |
| [131] | Rong W., Ding M., Ma P., et al. (2024). Biomass derived ZnO/N-doped porous carbon for photo-induced CO2 cycloaddition. J. Ind. Eng. Chem. 129:682−690. DOI:10.1016/j.jiec.2023.09.021 |
| [132] | Ryan C.F., Moore C.M., Leal J.H., et al. (2020). Synthesis of aviation fuel from bio-derived isophorone. Sustain. Energy Fuels 4:1088−1092. DOI:10.1039/C9SE01014A |
| [133] | Xie J., Zhang X., Shi C., et al. (2020). Self-photosensitized [2 + 2] cycloaddition for synthesis of high-energy-density fuels. Sustain. Energy Fuels. 4:911−920. DOI:10.1039/C9SE00863B |
| [134] | Xie J., Pan L., Nie G., et al. (2019). Photoinduced cycloaddition of biomass derivatives to obtain high-performance spiro-fuel. Green Chem. 21:5886−5895. DOI:10.1039/C9GC02790D |
| [135] | Xie J., Liang Y., Yang B., et al. (2023). Photosensitized Conia reaction directed synthesis of high-performance asymmetric polycyclic hydrocarbons from biomass-derived ketones and petroleum-derived norbornene. Fuel 340:127539. DOI:10.1016/j.fuel.2023.127539 |
| [136] | Liu Y., Chen Y., Ma S., et al. (2022). Synthesis of advanced fuel with density higher than 1 g/mL by photoinduced [2 + 2] cycloaddition of norbornene. Fuel 318:123629. DOI:10.1016/j.fuel.2022.123629 |
| [137] | Hu J., Liu X., Liu Y., et al. (2024). Photoinduced transposed Paternò-Büchi reaction for effective synthesis of high-performance jet fuel. Chin. J. Chem. Eng. 67:39−48. DOI:10.1016/j.cjche.2023.09.014 |
| [138] | Liu C., Hu Y.C., Yu Z., et al. (2022). Production of Aviation Fuel Range Quadricyclane with 2,5-Hexanedione. ACS Sustain. Chem. Eng. 10:17221−17229. DOI:10.1021/acssuschemeng.2c05128 |
| [139] | Zhang J., E X. T. F., Yang B., et al. (2024). Synthesis of Highly Strained Cyclobutane Fuels via Room-Temperature-Integrated Oxidation/[2+2] Cycloaddition of Lignocellulose-Based Cyclic Ketones and Cyclic Alcohols. ACS Sustain. Chem. Eng. 12:17647−17655. DOI:10.1021/acssuschemeng.4c04927 |
| [140] | Chen Y., Shu Y., Ai M., et al. (2024). Mechanism of Brønsted-acid-promoted self-photosensitized [2+2] cycloaddition for synthesis of high-performance bio-spiral fuel. Green Energy Environ. 10:585−597. DOI:10.1016/j.gee.2024.05.006 |
| [141] | Zhang Q., Xiao J., Hao J., et al. (2022). Energy and exergy analyses of bio-jet fuel production from full components in lignocellulosic biomass via aqueous-phase conversion. Appl. Therm. Eng. 201:117723. DOI:10.1016/j.applthermaleng.2021.117723 |
| [142] | Larson E. D., Kreutz T. G., Greig C., et al. (2020). Design and analysis of a low-carbon lignite/biomass-to-jet fuel demonstration project. Appl. Energy 260:114209. DOI:10.1016/j.apenergy.2019.114209 |
| [143] | Pierobon F., Eastin I. L., Ganguly I., (2018). Life cycle assessment of residual lignocellulosic biomass-based jet fuel with activated carbon and lignosulfonate as co-products. Biotechnol. Biofuels 11:1-18. DOI:10.1186/s13068-018-1141-9. |
| [144] | Morgan T. J., Youkhana A., Turn S. Q., et al. (2019). Review of biomass resources and conversion technologies for alternative jet fuel production in Hawai’i and tropical regions. Energy Fuels 33:2699−2762. DOI:10.1021/acs.energyfuels.8b03001 |
| [145] | Budsberg E., Crawford J. T., Morgan H., et al. (2016). Hydrocarbon bio-jet fuel from bioconversion of poplar biomass: life cycle assessment. Biotechnol. Biofuels 9:1−13. DOI:10.1016/j.biombioe.2024.107338 |
| [146] | Shi J., Luo Z., Sun H., et al. (2024). Enhancing corn stover to bio-jet fuel process: Valorizing lignin-enriched residue for energy, economic, and environmental benefits. Biomass Bioenergy 188:107338. DOI:10.1016/j.biombioe.2024.107338 |
| [147] | Yang F., Yao Y. (2025). Sustainable aviation fuel pathways: Emissions, costs and uncertainty. Resour. Conserv. Recycl. 215:108124. DOI:10.1016/j.resconrec.2025.108124 |
| [148] | Vela-García N., Bolonio D., García-Martínez M. J., et al. (2021). Biojet fuel production from oleaginous crop residues: thermoeconomic, life cycle and flight performance analysis. Energy Convers. Manage. 244:114534. DOI:10.1016/j.enconman.2021.114534 |
| [149] | Okoro V., Azimov U., Munoz J. (2022). Recent advances in production of bioenergy carrying molecules, microbial fuels, and fuel design - A review. Fuel 316:123330. DOI:10.1016/j.fuel.2022.123330 |
| [150] | Yao Y., Wang Y., Li Z., et al. (2024). A multiscale graph neural network for predicting the properties of high-density cycloalkane-based diesel and jet range biofuels. Green Chem. 26:11625−11635. DOI:10.1039/D4GC02621G |
| Fang Z., Wen C., Zhang X., et al. (2025). Advance, challenge, and outlook of carbon-increasing strategies for producing sustainable high-energy-density jet fuels from lignocellulosic derivatives. The Innovation Energy 2:100093. https://doi.org/10.59717/j.xinn-energy.2025.100093 |
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The synthetic HEDJFs derived from lignocellulosic biomass.
Schematic of the framework of this review.
Production of HEDJF via aldol condensation reaction and HDO.
Production of HEDJF via alkylation/hydroxyl alkylation reaction and HDO.
Production of HEDJF via oligomerization reaction and HDO.
Production of HEDJF via Diels-Alder reaction and HDO.
Production of RJ-4, JP-10, or their monomer (methylcyclopentadiene, cyclopentadiene) from lignocellulosic derivatives.
Production of HEDJF via carbon rearrangement reaction and HDO.
Production of HEDJF via cyclopropanation reaction.
Production of HEDJF via photocatalytic cycloaddition reaction and HDO.