Theoretical study on vapour phase Beckmann rearrangement of cyclohexanone oxime over a high silica MFI zeolite

被引：34
|
作者：
Ishida, M
Suzuki, T
Ichihashi, H
Shiga, A
机构：
[1] Sumitomo Chem Co Ltd, Tsukuba Res Lab, Tsukuba, Ibaraki 3003294, Japan
[2] Sumitomo Chem Co Ltd, Basic Chem Res Lab, Sobiraki, Niihama 7925821, Japan
来源：
CATALYSIS TODAY | 2003年 / 87卷 / 1-4期
关键词：
cyclohexanone; Beckmann rearrangement; double numerical polarization;
D O I：
10.1016/j.cattod.2003.10.021
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
We have studied an activation mechanism of cyclohexanone oxime in a cavity of high silica MFI zeolite by using PIO analysis proposed by Fujimoto et al. DFT calculation reveals that the bond length of N-OH becomes longer when water coordinates on oxygen of oxime. The PIO clearly shows out-of-phase interaction between N and O. This out-of-phase interaction is also observed in the PIO of oxime/MFI zeolite cluster model and weakens the N-O bond. Hydrogen bond of Si-OH of nest silanols to oxime is a trigger of vapour phase Beckmann rearrangement. (C) 2003 Elsevier B.V. All rights reserved.
引用
收藏
页码：187 / 194
页数：8
相关论文
共 50 条
  • [11] Development of advanced zeolite catalysts for the vapor phase Beckmann rearrangement of cyclohexanone oxime
    Dai, LX
    Iwaki, Y
    Koyama, K
    Tatsumi, T
    APPLIED SURFACE SCIENCE, 1997, 121 : 335 - 338
  • [12] VAPOR-PHASE BECKMANN REARRANGEMENT OF CYCLOHEXANONE OXIME OVER AN HY ZEOLITE CATALYST CALCINED AT HIGH-TEMPERATURE
    SATO, S
    TAKEMATSU, K
    SODESAWA, T
    NOZAKI, F
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (06) : 1486 - 1490
  • [13] Beckmann rearrangement of cyclohexanone oxime over Hβ zeolite and Hβ zeolite-supported boride
    Zhang, YJ
    Wang, YQ
    Bu, YF
    Mi, ZT
    Wu, W
    Min, E
    Han, S
    Fu, SB
    CATALYSIS COMMUNICATIONS, 2005, 6 (01) : 53 - 56
  • [14] BECKMANN REARRANGEMENT OF CYCLOHEXANONE OXIME ON THE EXTERNAL SURFACE OF ZEOLITE CRYSTALS
    YASHIMA, T
    MIURA, K
    KOMATSU, T
    ZEOLITES AND RELATED MICROPOROUS MATERIALS: STATE OF THE ART 1994, 1994, 84 : 1897 - 1904
  • [15] Silicalite-1 deactivation in vapour phase Beckmann rearrangement of cyclohexanone oxime to caprolactam
    Cesana, Alberto
    Palmery, Stefano
    Buzzoni, Roberto
    Spano, Guido
    Rivetti, Franco
    Carnelli, Lino
    CATALYSIS TODAY, 2010, 154 (3-4) : 264 - 270
  • [16] Catalyst deactivation in the Beckmann rearrangement of cyclohexanone oxime over HSZM-5 zeolite and silica-alumina catalysts
    Takahashi, T
    Kai, T
    Nakao, E
    APPLIED CATALYSIS A-GENERAL, 2004, 262 (02) : 137 - 142
  • [17] Vapor phase Beckman rearrangement over a high silica MFI zeolite
    Ichihashi, H
    SCIENCE AND TECHNOLOGY IN CATALYSIS 2002, 2003, 145 : 73 - 78
  • [18] Vapor phase Beckmann rearrangement of cyclohexanone oxime over MCM-22
    Tsai, CC
    Zhong, CY
    Wang, I
    Liu, SB
    Chen, WH
    Tsai, TC
    APPLIED CATALYSIS A-GENERAL, 2004, 267 (1-2) : 87 - 94
  • [19] Vapor phase beckmann rearrangement of cyclohexanone oxime over rare earth pyrophosphates
    Zhang, Zhen
    Li, Jing
    Yang, Xiangguang
    CATALYSIS LETTERS, 2007, 118 (3-4) : 300 - 305
  • [20] Vapor phase Beckmann rearrangement of cyclohexanone oxime over metal pillared ilerite
    Kim, MH
    Ko, Y
    Kim, SJ
    Uh, YS
    APPLIED CATALYSIS A-GENERAL, 2001, 210 (1-2) : 345 - 353
12345