Partial hydrogenation of benzene to cyclohexene

被引:155
|
作者
Nagahara, H
Ono, M
Konishi, M
Fukuoka, Y
机构
[1] ASAHI CHEM IND CO LTD,TENAC DEV DEPT,KURASHIKI,OKAYAMA 711,JAPAN
[2] ASAHI CHEM IND CO LTD,PETROCHEM INTERMEDIATES DEV DEPT,KURASHIKI,OKAYAMA 711,JAPAN
[3] ASAHI CHEM IND CO LTD,CHEM & CHEM PROC LAB,KURASHIKI,OKAYAMA 711,JAPAN
[4] NOGUCHI INST,ITABASHI KU,TOKYO 173,JAPAN
关键词
partial hydrogenation; cyclohexene; ruthenium catalyst; co-catalyst;
D O I
10.1016/S0169-4332(97)00325-5
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We (Asahi Chemical Industy Co., Ltd.) have developed a technology for a highly selective partial hydrogenation of benzene to cyclohexene and succeeded in the commercialization of a new production process for producing cyclohexanol from benzene through cyclohexene. The process has been considered to be difficult for a long time in the industry, Several innovative technologies made the partial hydrogenation reaction possible, A catalyst that consists of specific metallic ruthenium particles exhibited excellent high selectivity of cyclohexene, The catalyst was obtained by reducing a ruthenium compound which contains a zinc compound, The use of a zinc salt of strong acid as a co-catalyst exhibited a remarkable effect to enhance selectivity. Dispersing agents of metal oxides were found to extend the life of the metallic ruthenium catalyst and some dispersing agents had the effect of enhancing the selectivity in the partial hydrogenation reaction, One of the remarkable features of the reaction was the reaction field. This comprises four phases: vapor (hydrogen), oil, aqueous and solid (ruthenium catalyst), The catalyst was used in the aqueous phase, and the reactants (benzene and hydrogen) were dissolved in the aqueous phase where the reaction proceeded. Therefore the products and reactants transfer between four phases through dissolution, diffusion and extraction, rendering quick transfer was a very important factor in enhancing reaction selectivity. The catalyst system and the reaction field described above made the selectivity for cyclohexene very high, and a yield of 60% for cyclohexene was obtained. (C) 1997 Elsevier Science B.V.
引用
收藏
页码:448 / 451
页数:4
相关论文
共 50 条
  • [41] Benzene partial hydrogenation: advances and perspectives
    Foppa, Lucas
    Dupont, Jairton
    CHEMICAL SOCIETY REVIEWS, 2015, 44 (07) : 1886 - 1897
  • [42] Partial hydrogenation of benzene to cyclohexene on ruthenium catalysts supported on La2O3-ZnO binary oxides
    Hu, SC
    Chen, YW
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1997, 36 (12) : 5153 - 5159
  • [43] Study on Ru-B/MIL-53(AlxCr1) Catalysts for Partial Hydrogenation of Benzene to Cyclohexene
    Dou Rongfei
    Tan Xiaohe
    Fan Yiqiu
    Pei Yan
    Qiao Minghua
    Fan Kangnian
    Sun Bin
    Zong Baoning
    ACTA CHIMICA SINICA, 2016, 74 (06) : 503 - 512
  • [44] Partial liquid-phase hydrogenation of benzene to cyclohexene on SiO2-immobilized lanthanide (Eu and Yb) catalysts
    Imamura, H
    Kumai, T
    Nishimura, K
    Nuruyu, T
    Sakata, Y
    CATALYSIS LETTERS, 2002, 82 (1-2) : 69 - 71
  • [45] MECHANISM OF HYDROGENATION OF CYCLOHEXENE AND BENZENE ON NICKEL-TUNGSTEN SULFIDE CATALYSTS
    VOORHOEVE, RJ
    STUIVER, JCM
    JOURNAL OF CATALYSIS, 1971, 23 (02) : 243 - +
  • [46] Hydrogenation of benzene to cyclohexene over polymer-supported ruthenium catalysts
    Hronec, M
    Cvengrosova, Z
    Kralik, M
    Palma, G
    Corain, B
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 105 (1-2) : 25 - 30
  • [47] Kinetic equations for liquid-phase selective hydrogenation of benzene to cyclohexene
    Liu, SC
    Guo, YQ
    Yang, XL
    Ji, YL
    Luo, G
    CHINESE JOURNAL OF CATALYSIS, 2003, 24 (01) : 42 - 46
  • [48] The role of La in improving the selectivity to cyclohexene of Ru catalyst for hydrogenation of benzene
    Sun, Hai-Jie
    Dong, Ying-Ying
    Li, Shuai-Hui
    Jiang, Hou-Bing
    Zhang, Yuanxin
    Liu, Zhong-Yi
    Liu, Shou-Chang
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2013, 368 : 119 - 124
  • [49] H-D EXCHANGE DURING SELECTIVE BENZENE HYDROGENATION TO CYCLOHEXENE
    RICHARD, MA
    TAUBE, DJ
    YEE, DK
    DURIEUX, DO
    DEDEKEN, J
    ALCALA, P
    MORENO, H
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 100 - FUEL
  • [50] HYDROGENATION OF CYCLOHEXENE AND BENZENE OVER AN AMORPHOUS PD-ZR ALLOY
    TAKAHASHI, T
    NISHI, Y
    OTSUJI, N
    KAI, T
    MASUMOTO, T
    KIMURA, H
    CANADIAN JOURNAL OF CHEMICAL ENGINEERING, 1987, 65 (02): : 274 - 279