The isopropylation of naphthalene with propene over H-mordenite: The catalysis at the internal and external acid sites

被引:15
|
作者
Sugi, Yoshihiro [1 ,2 ]
Anand, Chokkalingam [1 ]
Subramaniam, Vishnu Priya [1 ]
Stalin, Joseph [1 ]
Choy, Jin-Ho [1 ,3 ]
Cha, Wang Soo [1 ,3 ]
Elzatahry, Ahmed A. [4 ]
Tamada, Hiroshi [2 ]
Komura, Kenichi [2 ]
Vinu, Ajayan [1 ]
机构
[1] Univ Queensland, Australian Inst Bioengn & Nanotechnol, Brisbane, Qld 4072, Australia
[2] Gifu Univ, Fac Engn, Dept Mat Sci & Technol, Gifu 5011193, Japan
[3] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea
[4] King Saud Univ, Dept Chem, Riyadh 11451, Saudi Arabia
关键词
Mordenite; Naphthalene; Shape-selective catalysis; Isomerization; External acid sites; SHAPE-SELECTIVE ISOPROPYLATION; ALKYLATION; ZEOLITES; 2,6-DIISOPROPYLNAPHTHALENE; ISOPROPANOL; BIPHENYL; ISOMERIZATION; PRODUCTS;
D O I
10.1016/j.molcata.2014.08.035
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
The isopropylation of naphthalene (NP) with propene over H-Mordenite (MOR) was studied under a wide range of reaction parameters: temperature, propene pressure, period, and NP/MOR ratio. Selective formation of 2,6-diisopropylnaphthalene (2,6-DIPN) was observed at reaction conditions, such as at low reaction temperature, under high propene pressure, and/or with high NP/MOR ratio. However, the decrease in the selectivities for 2,6-DIPN was observed at reaction conditions such as at high temperature, under low propene pressure, and/or with low NP/MOR ratio. The selectivities for 2,6-DIPN in the encapsulated products were remained high and constant under all reaction conditions. These results indicate that the selective formation of 2,6-DIPN occurs through the least bulky transition state due to the exclusion of the bulky isomers by the MOR channels. The decrease in the selectivities for 2,6-DIPN are due to the isomerization of 2,6-DIPN to 2,7-DIPN at the external acid sites, directing towards thermodynamic equilibrium of DIPN isomers. (C) 2014 Elsevier BA,. All rights reserved.
引用
收藏
页码:543 / 552
页数:10
相关论文
共 50 条
  • [1] THE ISOPROPYLATION OF NAPHTHALENE OVER CERIUM-MODIFIED H-MORDENITE
    SUGI, Y
    KIM, JH
    MATSUZAKI, T
    HANAOKA, T
    KUBOTA, Y
    TU, X
    MATSUMOTO, M
    ZEOLITES AND RELATED MICROPOROUS MATERIALS: STATE OF THE ART 1994, 1994, 84 : 1837 - 1844
  • [2] Deactivation of external acid sites of H-mordenite, with ceria modification in the isopropylation of biphenyl
    Nakajima, K
    Tawada, S
    Sugi, Y
    Kubota, Y
    Hanaoka, T
    Matsuzaki, T
    Kunimori, K
    CHEMISTRY LETTERS, 1999, (03) : 215 - 216
  • [3] Deactivation of external acid sites of H-mordenite by silica-modification in the isopropylation of biphenyl
    Masahiro Hayashi
    Shogo Tawada
    Yoshihiro Kubota
    Yoshihiro Sugi
    Jong Ho Kim
    Reaction Kinetics and Catalysis Letters, 2004, 83 : 329 - 335
  • [4] Deactivation of external acid sites of H-mordenite by silica-modification in the isopropylation of biphenyl
    Hayashi, M
    Tawada, S
    Kubota, Y
    Sugi, Y
    Kim, SH
    REACTION KINETICS AND CATALYSIS LETTERS, 2004, 83 (02): : 329 - 335
  • [5] CERIUM IMPREGNATED H-MORDENITE AS A CATALYST FOR SHAPE-SELECTIVE ISOPROPYLATION OF NAPHTHALENE - SELECTIVE DEACTIVATION OF ACID SITES ON THE EXTERNAL SURFACE
    KIM, JH
    SUGI, Y
    MATSUZAKI, T
    HANAOKA, T
    KUBOTA, Y
    TU, X
    MATSUMOTO, M
    NAKATA, S
    KATO, A
    SEO, G
    PAK, C
    APPLIED CATALYSIS A-GENERAL, 1995, 131 (01) : 15 - 32
  • [6] The isomerization of 4,4′-diisopropylbiphenyl at external acid sites of H-mordenite during the isopropylation of biphenyl
    Sugi, Yoshihiro
    Toyama, Ikuyo
    Tamada, Hiroshi
    Tawada, Shogo
    Komura, Kenichi
    Kubota, Yoshihiro
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 304 (1-2) : 22 - 27
  • [7] The isopropylation of diphenyl ether over H-mordenite catalysts
    Sugi, Yoshihiro
    Kamiya, Masateru
    Tamada, Hiroshi
    Kobayashi, Natsuko
    Toyama, Ikuyo
    Tawada, Shogo
    Komura, Kenichi
    Kubota, Yoshihiro
    Chokkalingam, Anand
    Vinu, Ajayan
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 355 : 113 - 122
  • [8] Effects of ceria-modification of H-mordenite on the isopropylation of naphthalene and biphenyl
    Sugi, Y
    Nakajima, K
    Tawada, S
    Kim, JH
    Hanaoka, T
    Matsuzaki, T
    Kubota, Y
    Kunimori, K
    POROUS MATERIALS IN ENVIRONMENTALLY FRIENDLY PROCESSES, 1999, 125 : 359 - 366
  • [9] Effects of reaction temperature on the isopropylation of biphenyl over H-mordenite
    S. Tawada
    Y. Kubota
    Y. Sugi
    T. Hanaoka
    T. Matsuzaki
    Catalysis Letters, 1999, 57 : 217 - 220
  • [10] Effects of reaction temperature on the isopropylation of biphenyl over H-mordenite
    Tawada, S
    Kubota, Y
    Sugi, Y
    Hanaoka, T
    Matsuzaki, T
    CATALYSIS LETTERS, 1999, 57 (04) : 217 - 220