Synthesis of high-performance jet fuel blends from biomass-derived 4-ethylphenol and phenylmethanol

Li, Zheng; Pan, Lun; Nie, Genkuo; Xie, Junjian; Xie, Jiawei; Zhang, Xiangwen; Wang, Li; Zou, Ji‐Jun

doi:10.1016/j.ces.2018.07.001

Cited by 25 publications

(12 citation statements)

References 43 publications

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“…Sulfonic acid-functionalized solid catalysts have been envisaged as interesting alternatives to classical inorganic acid solids . Normally, porous materials (such as zeolites, organic mesoporous silicon, carbons, resins, and metal–organic frameworks (MOFs)) with supported sulfonic acid exhibit considerable activity due to their large surface areas and the high accessibility of their active sites. − However, in most cases, the water in the reaction system (as a solvent or byproduct or included in commercial reagents) can partially or completely deactivate solid acid catalysts by coordinating to the acid sites and forming acid–base adducts, which reduces the catalytic activity. , In addition, water can trigger some side reactions through the coadsorption of a reactant or product at the SO 3 H sites. Typically, as a widely used platform chemical in biomass transformation, 5-hydroxymethylfurfural (HMF) plays an important role in the synthesis of biofuels (such as C9–C18 alkanes) and various fine compounds (such as 2,5-furandicarboxylic acid, 2,5-dihydroxymethyltetrahydrofuran, and linear alcohols). − The production of HMF is the key for the efficient utilization of biomass resources.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Hydrophobic Acidic Metal–Organic Frameworks and Their Application for 5-Hydroxymethylfurfural Synthesis

Zhong

Yao

Zhang

et al. 2020

Ind. Eng. Chem. Res.

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The production of 5-hydroxymethylfurfural (HMF) by the acid-catalyzed dehydration of fructose is of great significance for the comprehensive utilization of biomass resources. However, the water generated in situ not only leads to the deactivation of the active sites but also triggers the rehydration side reaction of HMF, resulting in an unsatisfactory catalytic activity and selectivity. Herein, for the first time, metal–organic frameworks (MOFs) with strong Brønsted acidity and hydrophobicity were prepared by grafting arenesulfonic acid by a diazo method. These functionalized MOFs have a large specific surface area of 1700–2600 m2/g, a high acid density of over 1.2 mmol/g, and a strong hydrophobicity with an H2O contact angle of greater than 125°. Compared with the MOF directly functionalized with sulfonic acid, the arenesulfonic acid-functionalized MOFs, which have a stronger hydrophobicity, exhibit higher activity and selectivity (up to 98.3% yield) in the transformation of fructose to HMF. Meanwhile, these arenesulfonic acid-functionalized MOFs also exhibit an excellent HMF yield for glucose and inulin reactions via the cooperative catalysis of Lewis and Brønsted acids. Furthermore, the good activity and stability of the functionalized MOFs can be maintained after recycling for five runs. The successful preparation of hydrophobic acidic MOFs provides not only an efficient catalytic system for the synthesis of HMF but also a novel, efficient route for MOF functionalization.

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Section: Introductionmentioning

confidence: 99%

Preparation of Hydrophobic Acidic Metal–Organic Frameworks and Their Application for 5-Hydroxymethylfurfural Synthesis

Zhong

Yao

Zhang

et al. 2020

Ind. Eng. Chem. Res.

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“…Dicyclohexyl methane was obtained from the above-mentioned feedstocks using Pd/C-HZSM-5, Ru@SILP (Ph 3 -p-NTf 2 ), Pd loaded (C, Al 2 O 3 , BETA, ZSM-5, MCM-41), Pt (111), Ru/Al 2 O 3 -zeolite (HY), SAA-57/Ru-CSA, and MMT-KSF/K-10 catalysts. 15−23 Hydrodeoxygenation of 2-benzyl-4-ethyl phenol 19 and alkylation of phenol with dibenzyl ether have been reported using an HZSM-5 + Pd/C catalyst system for DCM conversion. 22 , Pt/C, Ru/HZSM-5 and Hβ/Pd-C catalysts have also been reported to convert the above starting materials to bi-cyclohexane.…”

Section: Introductionmentioning

confidence: 99%

High-Density Jet-Fuel Hydrocarbons from Biomass-derived Cyclic Ketones via Vapor Phase Hydrodeoxygenation over Ru-Ni₂P/Al (10)-KIT-6

et al. 2023

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Jet-fuel range hydrocarbons such as 97.2% bi-cyclohexane, 94.1% di-cyclohexyl methane, and 95.6% trans-decalin have been produced selectively from biomass-derived cyclic ketones, namely, phenyl cyclohexanone (PCHO), benzyl cyclohexanone (BCHO), and α-tetralone (TLO), by vapor phase hydrodeoxygenation (VP-HDO). In this work, a mesoporous Ru-Ni 2 P bimetallic Al/KIT-6 catalyst was prepared hydrothermally with Si/Al = 10. Vapor phase hydrodeoxygenation over Ru-Ni 2 P/Al (10)-KIT-6 with hydrogen pressure of 50 mL/min, 300−450 °C of reaction temperature, and 2−10 h of time was carried out and attained the highest selectivity and conversion. Under optimal reaction circumstances (400 °C, 8 h, H 2 = 50 mL/min), PCHO, BCHO, and TLO conversion over Ru (2.0)-Ni 2 P(4.0)/Al(10)-KIT-6 is 94.8, 96.2, and 92.7%, respectively. Ru particles on Ni 2 P promote C−O bond cleavage and complete ketone reduction, resulting in a synergistic interaction between Ru and Ni 2 P in VP-HDO catalysis. Jet-fuel hydrocarbon invention demonstrated the elimination of oxygen from BDK.

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“…Jet fuel is one of the most demanded transportation fuels. During the past few years, great efforts have been devoted to the synthesis of jet fuel range hydrocarbons by the C–C coupling reactions (such as aldol condensation, 3 hydroxyalkylation/alkylation, 4 alkylation, 5 Michael addition, 6 olefin oligomerization, 7 benzoic condensation, 8 Robinson annulation 9 and photo-catalyzed 2 + 2 cycloaddition 10 ) of lignocellulose derived platform compounds, followed by hydrodeoxygenation (HDO) or hydrogenation. However, most of the reported work was focused on the synthesis of jet fuel with cellulose and hemicellulose derived platform compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of jet fuel range high-density polycycloalkanes with vanillin and cyclohexanone

Gao

Han

et al. 2022

Sustainable Energy Fuels

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Synthesis of high-performance jet fuel blends from biomass-derived 4-ethylphenol and phenylmethanol

Cited by 25 publications

References 43 publications

Preparation of Hydrophobic Acidic Metal–Organic Frameworks and Their Application for 5-Hydroxymethylfurfural Synthesis

Preparation of Hydrophobic Acidic Metal–Organic Frameworks and Their Application for 5-Hydroxymethylfurfural Synthesis

High-Density Jet-Fuel Hydrocarbons from Biomass-derived Cyclic Ketones via Vapor Phase Hydrodeoxygenation over Ru-Ni₂P/Al (10)-KIT-6

Synthesis of jet fuel range high-density polycycloalkanes with vanillin and cyclohexanone

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Synthesis of high-performance jet fuel blends from biomass-derived 4-ethylphenol and phenylmethanol

Cited by 25 publications

References 43 publications

Preparation of Hydrophobic Acidic Metal–Organic Frameworks and Their Application for 5-Hydroxymethylfurfural Synthesis

Preparation of Hydrophobic Acidic Metal–Organic Frameworks and Their Application for 5-Hydroxymethylfurfural Synthesis

High-Density Jet-Fuel Hydrocarbons from Biomass-derived Cyclic Ketones via Vapor Phase Hydrodeoxygenation over Ru-Ni2P/Al (10)-KIT-6

Synthesis of jet fuel range high-density polycycloalkanes with vanillin and cyclohexanone

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High-Density Jet-Fuel Hydrocarbons from Biomass-derived Cyclic Ketones via Vapor Phase Hydrodeoxygenation over Ru-Ni₂P/Al (10)-KIT-6