Synthesis of jet fuel additive with cyclopentanone

doi:10.1016/j.jechem.2018.01.017

能源化学(英文) ›› 2019, Vol. 28 ›› Issue (2): 23-30.DOI: 10.1016/j.jechem.2018.01.017

Synthesis of jet fuel additive with cyclopentanone

Hao Tang^a,b, Fang Chen^a,b, Guangyi Li^a, Xiaofeng Yang^a, Yancheng Hu^a, Aiqin Wang^a,c, Yu Cong^a, Xiaodong Wang^a, Tao Zhang^a,c, Ning Li^a,c

a State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China;
b University of Chinese Academy of Sciences, Beijing 100049, China;
c iChEM(Collaborative Innovation Center of Chemistry for Energy Materials), Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China

收稿日期:2017-11-17 修回日期:2018-01-17 出版日期:2019-02-15 发布日期:2019-02-15
通讯作者: Ning Li
基金资助:
This work was funded by the National Natural Science Foundation of China (nos. 21776273; 21721004; 21690080; 21690082), the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB17020100), the National Key Projects for Fundamental Research and Development of China (2016YFA0202801), Dalian Science Foundation for Distinguished Young Scholars (no. 2015R005), Department of Science and Technology of Liaoning Province (under contract of 2015020086-101) and 100-talent project of Dalian Institute of Chemical Physics (DICP).

Synthesis of jet fuel additive with cyclopentanone

Hao Tang^a,b, Fang Chen^a,b, Guangyi Li^a, Xiaofeng Yang^a, Yancheng Hu^a, Aiqin Wang^a,c, Yu Cong^a, Xiaodong Wang^a, Tao Zhang^a,c, Ning Li^a,c

a State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China;
b University of Chinese Academy of Sciences, Beijing 100049, China;
c iChEM(Collaborative Innovation Center of Chemistry for Energy Materials), Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China

Received:2017-11-17 Revised:2018-01-17 Online:2019-02-15 Published:2019-02-15
Contact: Ning Li
Supported by:
This work was funded by the National Natural Science Foundation of China (nos. 21776273; 21721004; 21690080; 21690082), the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB17020100), the National Key Projects for Fundamental Research and Development of China (2016YFA0202801), Dalian Science Foundation for Distinguished Young Scholars (no. 2015R005), Department of Science and Technology of Liaoning Province (under contract of 2015020086-101) and 100-talent project of Dalian Institute of Chemical Physics (DICP).

摘要/Abstract

摘要： A new route was developed for the synthesis of renewable decalin with cyclopentanone which can be derived from lignocellulose. It was found that 1,2,3,4,5,6,7,8-octahydronaphthalene could be selectively produced by the hydrogenation/dehydration/rearrangement of[1,1 -bi(cyclopentylidene)]-2-one (i.e. the selfaldol condensation product of cyclopentanone) over a dual-bed catalyst system. Among the investigated catalysts, the Ru/C and Amberlyst-15 resin exhibited the highest activities for the hydrogenation of[1,1-bi(cyclopentylidene)]-2-one to[1,1 -bi(cyclopentan)]-2-ol and the dehydration/rearrangement of[1,1-bi(cyclopentan)]-2-ol to 1,2,3,4,5,6,7,8-octahydronaphthalene, respectively. Using Ru/C and Amberlyst-15 resin as the first bed and the second bed catalysts, 1,2,3,4,5,6,7,8-octahydronaphthalene was directly produced in high carbon yield (83.7%) under mild conditions (393 K, 1 MPa). After being hydrogenated, the 1,2,3,4,5,6,7,8-octahydronaphthalene was converted to decalin which can be used as additive to improve the thermal stability and volumetric heat value of jet fuel.

关键词: Lignocellulose, Jet fuel additive, Aldol condensation, Dehydration/rearrangement, Hydrogenation

Abstract: A new route was developed for the synthesis of renewable decalin with cyclopentanone which can be derived from lignocellulose. It was found that 1,2,3,4,5,6,7,8-octahydronaphthalene could be selectively produced by the hydrogenation/dehydration/rearrangement of[1,1 -bi(cyclopentylidene)]-2-one (i.e. the selfaldol condensation product of cyclopentanone) over a dual-bed catalyst system. Among the investigated catalysts, the Ru/C and Amberlyst-15 resin exhibited the highest activities for the hydrogenation of[1,1-bi(cyclopentylidene)]-2-one to[1,1 -bi(cyclopentan)]-2-ol and the dehydration/rearrangement of[1,1-bi(cyclopentan)]-2-ol to 1,2,3,4,5,6,7,8-octahydronaphthalene, respectively. Using Ru/C and Amberlyst-15 resin as the first bed and the second bed catalysts, 1,2,3,4,5,6,7,8-octahydronaphthalene was directly produced in high carbon yield (83.7%) under mild conditions (393 K, 1 MPa). After being hydrogenated, the 1,2,3,4,5,6,7,8-octahydronaphthalene was converted to decalin which can be used as additive to improve the thermal stability and volumetric heat value of jet fuel.

Key words: Lignocellulose, Jet fuel additive, Aldol condensation, Dehydration/rearrangement, Hydrogenation

Hao Tang, Fang Chen, Guangyi Li, Xiaofeng Yang, Yancheng Hu, Aiqin Wang, Yu Cong, Xiaodong Wang, Tao Zhang, Ning Li. Synthesis of jet fuel additive with cyclopentanone[J]. 能源化学(英文), 2019, 28(2): 23-30.

Hao Tang, Fang Chen, Guangyi Li, Xiaofeng Yang, Yancheng Hu, Aiqin Wang, Yu Cong, Xiaodong Wang, Tao Zhang, Ning Li. Synthesis of jet fuel additive with cyclopentanone[J]. Journal of Energy Chemistry, 2019, 28(2): 23-30.

×
扫码分享

导出引用管理器 EndNote|Ris|BibTeX

链接本文: https://www.jenergychem.com/CN/10.1016/j.jechem.2018.01.017

https://www.jenergychem.com/CN/Y2019/V28/I2/23

[1]	Weiwei Wang, Zhenping Qu, Lixin Song, Qiang Fu. An investigation of Zr/Ce ratio influencing the catalytic performance of CuO/Ce_1-xZr_xO₂ catalyst for CO₂ hydrogenation to CH₃OH[J]. 能源化学(英文版), 2020, 47(8): 18-28.
[2]	Zhong-Pan Hu, Yansu Wang,dandan Yang, Zhong-Yong Yuan. CrO_x supported on high-silica HZSM-5 for propane dehydrogenation[J]. 能源化学(英文版), 2020, 47(8): 225-233.
[3]	Munjeong Jang, Byeong Soo Shin, Young Suk Jo, Jeong Won Kang, Sang Kyu Kwak, Chang Won Yoon, Hyangsoo Jeong. A study on hydrogen uptake and release of a eutectic mixture of biphenyl and diphenyl ether[J]. 能源化学(英文版), 2020, 42(3): 11-16.
[4]	Qinqin Yu, Tie Yu, Hongyu Chen, Guangzong Fang, Xiulian Pan, Xinhe Bao. The effect of Al³⁺ coordination structure on the propane dehydrogenation activity of Pt/Ga/Al₂O₃ catalysts[J]. 能源化学(英文版), 2020, 41(2): 93-99.
[5]	Ming Yang, Xile Xing, Ting Zhu, Xuedi Chen, Yuan Dong, Hansong Cheng. Fast hydrogenation kinetics of acridine as a candidate of liquid organic hydrogen carrier family with high capacity[J]. 能源化学(英文版), 2020, 41(2): 115-119.
[6]	Yujun Zhao, Huanhuan Zhang, Yuxi Xu, Shengnian Wang, Yan Xu, Shengping Wang, Xinbin Ma. Interface tuning of Cu⁺/Cu⁰ by zirconia for dimethyl oxalate hydrogenation to ethylene glycol over Cu/SiO₂ catalyst[J]. 能源化学(英文版), 2020, 49(10): 248-256.
[7]	Weiwei Wang, Zhenping Qu, Lixin Song, Qiang Fu. CO₂ hydrogenation to methanol over Cu/CeO₂ and Cu/ZrO₂ catalysts: Tuning methanol selectivity via metal-support interaction[J]. 能源化学(英文版), 2020, 40(1): 22-30.
[8]	Hongen Yu, Xue Yang, Yong Wu, Yanru Guo, Shuan Li, Wei Lin, Xingguo Li, Jie Zheng. Bimetallic Ru-Ni/TiO₂ catalysts for hydrogenation of N-ethylcarbazole: Role of TiO₂ crystal structure[J]. 能源化学(英文版), 2020, 40(1): 188-195.
[9]	Igor Orlowski, Mark Douthwaite, Sarwat Iqbal, James S. Hayward, Thomas E. Davies, Jonathan K. Bartley, Peter J. Miedziak, Jun Hirayama, David J. Morgan, David J. Willock, Graham J. Hutchings. The hydrogenation of levulinic acid to γ-valerolactone over Cu-ZrO₂ catalysts prepared by a pH-gradient methodology[J]. 能源化学(英文版), 2019, 36(9): 15-24.
[10]	Lingling Shui, Guoxiu Zhang, Bin Hu, Xingxing Chen, Mingliang Jin, Guofu Zhou, Nan Li, Martin Muhler, Baoxiang Peng. Photocatalytic one-step synthesis of Ag nanoparticles without reducing agent and their catalytic redox performance supported on carbon[J]. 能源化学(英文版), 2019, 36(9): 37-46.
[11]	Jiping Ma, Song Shi, Xiuquan Jia, Fei Xia, Hong Ma, Jin Gao, Jie Xu. Advances in catalytic conversion of lignocellulose to chemicals and liquid fuels[J]. 能源化学(英文版), 2019, 36(9): 74-86.
[12]	Maryam Kiani, Jie Zhang, Yan Luo, Yihan Chen, Jinwei Chen, Jinlong Fan, Gang Wang, Ruilin Wang. Facile synthesis and enhanced catalytic activity of electrochemically dealloyed platinum-nickel nanoparticles towards formic acid electro-oxidation[J]. 能源化学(英文), 2019, 28(8): 9-16.
[13]	Adhitya G. Saputro, Refaldi I. D. Putra, Arifin L. Maulana, Muhammad U. Karami, Mochamad R. Pradana, Mohammad K. Agusta, Hermawan K. Dipojono, Hideaki Kasai. Theoretical study of CO₂ hydrogenation to methanol on isolated small Pd_x clusters[J]. 能源化学(英文), 2019, 28(8): 79-87.
[14]	Joby Sebastian, Mingyuan Zheng, Xinsheng Li, Jifeng Pang, Chan Wang, Tao Zhang. Catalytic conversion of glucose to small polyols over a binary catalyst of vanadium modified beta zeolite and Ru/C[J]. 能源化学(英文), 2019, 28(7): 88-95.
[15]	Fei Huang, Zhimin Jia, Jiangyong Diao, Hua Yuan, Dangsheng Su, Hongyang Liu. Palladium nanoclusters immobilized on defective nanodiamondgraphene core-shell supports for semihydrogenation of phenylacetylene[J]. 能源化学(英文), 2019, 28(6): 31-36.

Synthesis of jet fuel additive with cyclopentanone

Synthesis of jet fuel additive with cyclopentanone

可视化

摘要/Abstract

引用本文

使用本文

扫码分享

参考文献

相关文章 15

编辑推荐

Metrics