Citation: HUANG Xiao-ming, ZHANG Qing, WANG Tie-jun, MA Long-long, ZHANG Qi, ZHANG Xing-hua, YU Yu-xiao, ZUO Hua-liang, LIU Jian-guo, YANG Yong. Catalytic performance of Raney Ni in the hydrogenation of di-furfural-acetone for producing long-chain alkane precursors[J]. Journal of Fuel Chemistry and Technology, ;2013, 41(1): 79-84. shu

Catalytic performance of Raney Ni in the hydrogenation of di-furfural-acetone for producing long-chain alkane precursors

HUANG Xiao-ming ^1,2 ,
ZHANG Qing ¹ ,
WANG Tie-jun ^1,, ,
MA Long-long ¹ ,
ZHANG Qi ¹ ,
ZHANG Xing-hua ^1,2 ,
YU Yu-xiao ^1,2 ,
ZUO Hua-liang ^1,2 ,
LIU Jian-guo ^1,2 ,
YANG Yong ^1,2

1.
1. Key Laboratory of Renewable Energy and Gas Hydrate, Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou 510640, China;

Corresponding author: WANG Tie-jun,
Received Date: 29 May 2012
Available Online: 5 August 2012
Fund Project: 国家高技术研究发展计划(863计划, 2012AA101806) (863计划, 2012AA101806) 国家自然科学基金(51161140331) (51161140331) 国家重点基础研究发展规划(973计划, 2012CB215304)。 (973计划, 2012CB215304)

The hydrogenation of di-furfural-acetone for producing long-chain alkane precursors was carried out over Raney Ni catalyst; the effects of reaction temperature, pressure and time on the product distribution were investigated. The results indicated that Raney Ni exhibits excellent catalytic performance at low temperature. The hydrogenation can be enhanced by increasing temperature and pressure; at 50℃, 2.5 MPa and after 2 h reaction, the di-furfural-acetone is completely converted with 80.8% of the selectivity to the saturated hydrogenated products. However, excessive high temperature may be harmful to the hydrogenation. It was found that the hydrogenation activity towards three double bonds in di-furfural-acetone follows the order of ethylenic bond > furan ring double bond > C=O. Various solvents (water, methanol, tetrahydrofuran and cyclohexane) are also different in their effects on the catalytic performance; Raney Ni exhibits much higher hydrogenation activity in methanol than in other solvents.
- di-furfural-acetone,
- Raney Ni,
- hydrogenation,
- long-chain alkane
1. [1]
  [1] HUBER G W, CHHEDA J N, BARRETT C J, DUMESIC J A. Production of liquid alkanes by aqueous-phase processing of biomass-derived carbohydrates[J]. Science, 2005, 308(5727): 1446-1450.
2. [2]
  [2] ALIEV Z G, ATOVMYAN L O, MUIDINOV M R, VARLAMOV G D, MADALIEV S K. Thermal polymerization of difurfurylideneacetone-X-ray structural and calorimetric studies[J]. Bull Acad Sci USSR Div Chem Sci, 1991, 40(3): 525-529.
3. [3]
  [3] HUBER G W, DUMESIC J A. An overview of aqueous-phase catalytic processes for production of hydrogen and alkanes in a biorefinery [J]. Catal Today, 2006, 111(1/2): 119-132.
4. [4]
  [4] XING R, SUBRAHMANYAM A V, OLCAY H, QI W, WALSUM G P V, PENDSE H, HUBER G W. Production of jet and diesel fuel range alkanes from waste hemicellulose-derived aqueous solutions[J]. Green Chem, 2010, 12(11): 1933-1946.
5. [5]
  [5] CHHEDA J N, HUBER G W, DUMESIC J A. Liquid-phase catalytic processing of biomass-derived oxygenated hydrocarbons to fuels and chemicals[J]. Angew Chim Int Ed, 2007, 46(38): 7164-7183.
6. [6]
  [6] CHHEDA J N, DUMESIC J A. An overview of dehydration, aldol-condensation and hydrogenation processes for production of liquid alkanes from biomass-derived carbohydrates[J]. Catal Today, 2007, 123(1/4): 59-70.
7. [7]
  [7] XU W, LIU X, REN J, ZHANG P, WANG Y, GUO Y, GUO Y, LU G. A novel mesoporous Pd/cobalt aluminate bifunctional catalyst for aldol condensation and following hydrogenation[J]. Catal Commun, 2010, 11(8): 721-726.
8. [8]
  [8] ZAPATA P A, FARIA J, RUIZ M P, RESASCO D E. Condensation/hydrogenation of biomass-derived oxygenates in water/oil emulsions stabilized by nanohybrid catalysts[J]. Top Catal, 2012, 55(1/2), 38-52.
9. [9]
  [9] PETRÓ J, BÓTA A, LÁSZLÓ K, BEYER H, KÁLMÁN E,DÓDONY I. A new alumina-supported, not pyrophoric Raney-type Ni-catalyst[J]. Appl Catal A, 2000, 190(1/2):73-86.
10. [10]
  [10] RAJADHYAKSHA R A, KARWA S L. Solvent effects in catalytic-hydrogenation[J]. Chem Eng Sci, 1986, 41(7): 1765-1770.
11. [11]
  [11] 赵会吉, 白锐, 刘晨光. 新型固定床 Raney催化剂的制备进展[J]. 现代化工, 2004, 24(11):15-23. ( ZHAO Hui-ji, BAI Rui, LIU Chen-guang. Advances in preparation of novel fixed-bed Raney catalysts[J]. Modern Chemical Industry, 2004, 24(11):15-23.
1. [1]
  Hailian Tang , Siyuan Chen , Qiaoyun Liu , Guoyi Bai , Botao Qiao , Liu Fei . Stabilized Rh/hydroxyapatite Catalyst for Furfuryl Alcohol Hydrogenation: Application of Oxidative Strong Metal-Support Interactions in Reducing Conditions. Acta Physico-Chimica Sinica, 2025, 41(4): 100036-0. doi: 10.3866/PKU.WHXB202408004
2. [2]
  Rui HUANG , Shengjie LIU , Qingyuan WU , Nanfeng ZHENG . Enhanced selectivity of catalytic hydrogenation of halogenated nitroaromatics by interfacial effects. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 201-212. doi: 10.11862/CJIC.20240356
3. [3]
  Liuyun Chen , Wenju Wang , Tairong Lu , Xuan Luo , Xinling Xie , Kelin Huang , Shanli Qin , Tongming Su , Zuzeng Qin , Hongbing Ji . Soft template-induced deep pore structure of Cu/Al₂O₃ for promoting plasma-catalyzed CO₂ hydrogenation to DME. Acta Physico-Chimica Sinica, 2025, 41(6): 100054-0. doi: 10.1016/j.actphy.2025.100054
4. [4]
  Xiaorui Chen , Xuan Luo , Tongming Su , Xinling Xie , Liuyun Chen , Yuejing Bin , Zuzeng Qin , Hongbing Ji . Ga-doped Cu/γ-Al₂O₃ bifunctional interface sites promote the direct hydrogenation of CO₂ to DME. Acta Physico-Chimica Sinica, 2025, 41(10): 100126-0. doi: 10.1016/j.actphy.2025.100126
5. [5]
  Wenlong LI , Xinyu JIA , Jie LING , Mengdan MA , Anning ZHOU . Photothermal catalytic CO₂ hydrogenation over a Mg-doped In₂O_3-x catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 919-929. doi: 10.11862/CJIC.20230421
6. [6]
  Weihan Zhang , Menglu Wang , Ankang Jia , Wei Deng , Shuxing Bai . Surface Sulfur Species Influence Hydrogenation Performance of Palladium-Sulfur Nanosheets. Acta Physico-Chimica Sinica, 2024, 40(11): 2309043-0. doi: 10.3866/PKU.WHXB202309043
7. [7]
  Jilei LIANG , Mengmeng WU , Lü QI , Yunqi LIU , Chenguang LIU . In-situ preparation of mesoporous carbon-encapsulated NiMoS hydrodesulfurization catalyst. Chinese Journal of Inorganic Chemistry, 2026, 42(10): 2127-2137. doi: 10.11862/CJIC.20260127
8. [8]
  Wei LI , Jianjie XU , Linlin WANG , Chuanbing HOU , Hongliang HAN , Qionghua JIN . Synthesis, structure, and photocatalytic properties of {PMo₁₂}-based rare-earth tetraisopropyl ethylenediphosphonate complexes. Chinese Journal of Inorganic Chemistry, 2026, 42(10): 2077-2091. doi: 10.11862/CJIC.20260220
9. [9]
  Jiahe Peng , Dongxiao Wen , Jizhou Jiang . Sustainable production of aviation fuel cycloalkanes from plastic waste under ambient-pressure conditions. Acta Physico-Chimica Sinica, 2026, 42(9): 100341-0. doi: 10.1016/j.actphy.2026.100341
10. [10]
  Feifei Yang , Wei Zhou , Chaoran Yang , Tianyu Zhang , Yanqiang Huang . Enhanced Methanol Selectivity in CO₂ Hydrogenation by Decoration of K on MoS₂ Catalyst. Acta Physico-Chimica Sinica, 2024, 40(7): 2308017-0. doi: 10.3866/PKU.WHXB202308017
11. [11]
  Qinhui Guan , Yuhao Guo , Na Li , Jing Li , Tingjiang Yan . Molecular sieve-mediated indium oxide catalysts for enhancing photocatalytic CO₂ hydrogenation. Acta Physico-Chimica Sinica, 2025, 41(11): 100133-0. doi: 10.1016/j.actphy.2025.100133
12. [12]
  Baitong Wei , Jinxin Guo , Xigong Liu , Rongxiu Zhu , Lei Liu . Theoretical Study on the Structure, Stability of Hydrocarbon Free Radicals and Selectivity of Alkane Chlorination Reaction. University Chemistry, 2025, 40(3): 402-407. doi: 10.12461/PKU.DXHX202406003
13. [13]
  Zhicheng JU , Wenxuan FU , Baoyan WANG , Ao LUO , Jiangmin JIANG , Yueli SHI , Yongli CUI . MOF-derived nickel-cobalt bimetallic sulfide microspheres coated by carbon: Preparation and long cycling performance for sodium storage. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 661-674. doi: 10.11862/CJIC.20240363
14. [14]
  Yongqing Xu , Yuyao Yang , Mengna Wu , Xiaoxiao Yang , Xuan Bie , Shiyu Zhang , Qinghai Li , Yanguo Zhang , Chenwei Zhang , Robert E. Przekop , Bogna Sztorch , Dariusz Brzakalski , Hui Zhou . Review on Using Molybdenum Carbides for the Thermal Catalysis of CO₂ Hydrogenation to Produce High-Value-Added Chemicals and Fuels. Acta Physico-Chimica Sinica, 2024, 40(4): 2304003-0. doi: 10.3866/PKU.WHXB202304003
15. [15]
  Zhipeng Bao , Yilin Wang , Yu Chen , Beirui Jia , Congcong Wang , Zean Xie , Xuehua Yu , Zhen Zhao . Digital and Intelligent Integration under the “Dual Carbon” Strategy: Plasma Reaction-Separation Coupling for CO₂ Hydrogenation to Methanol. University Chemistry, 2026, 41(1): 29-40. doi: 10.12461/PKU.DXHX202506009
16. [16]
  Beibei Gao , Lipeng Zhou , Dexin Yang . Integrating the “Dual Carbon” Concept into Teaching Reform of Physical Chemistry: A Case of CO₂ Hydrogenation to CH₃OH. University Chemistry, 2026, 41(3): 248-253. doi: 10.12461/PKU.DXHX202504011
17. [17]
  Kexin Feng , Jie Zhang , Yujia Sun , Qiong Ai , Longchun Li . 乙酰二茂铁和二茂铁甲酰丙酮的合成、纯化及表征. University Chemistry, 2025, 40(8): 307-314. doi: 10.12461/PKU.DXHX202409045
18. [18]
  Dan Li , Hui Xin , Xiaofeng Yi . Comprehensive Experimental Design on Ni-based Catalyst for Biofuel Production. University Chemistry, 2024, 39(8): 204-211. doi: 10.3866/PKU.DXHX202312046
19. [19]
  Houjin Li , Huimin Nie , Xiaoyu Zhou , Hao Liu , Wenjian Lan . 长霉的食物可以吃吗？. University Chemistry, 2026, 41(10): 203-215. doi: 10.12461/PKU.DXHX202510031
20. [20]
  Jiaxuan Zuo , Kun Zhang , Jing Wang , Xifei Li . Nucleation Regulation and Mechanism of Precursors for Nickel Cobalt Manganese-based Cathode Materials in Lithium-Ion Batteries. Acta Physico-Chimica Sinica, 2025, 41(1): 100009-0. doi: 10.3866/PKU.WHXB202404042

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(1490)
HTML views(152)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142