催化学报 ›› 2015, Vol. 36 ›› Issue (8): 1365-1371.DOI: 10.1016/S1872-2067(15)60848-8

• 论文 • 上一篇    下一篇

Synthesis, characterization, and application of silica supported ionic liquid as catalyst for reductive amination of cyclohexanone with formic acid and triethyl amine as hydrogen source

Ashif H. Tamboli, Avinash A. Chaugule, Faheem A. Sheikh, Wook-Jin Chung, Hern Kim   

  1. Department of Energy Science and Technology, Energy and Environment Fusion Technology Center, Myongji University, Yongin, Kyonggi-do 449-728, Republic of Korea
  • 收稿日期:2014-02-24 修回日期:2015-03-26 出版日期:2015-07-29 发布日期:2015-07-30
  • 通讯作者: Hern Kim
  • 基金资助:

    This work was supported by the National Research Foundation of Korea (NRF)-Grants funded by the Ministry of Science, ICT and Future Planning (2014R1A2A2A01004352) and the Ministry of Education (2009-0093816), Republic of Korea.

Synthesis, characterization, and application of silica supported ionic liquid as catalyst for reductive amination of cyclohexanone with formic acid and triethyl amine as hydrogen source

Ashif H. Tamboli, Avinash A. Chaugule, Faheem A. Sheikh, Wook-Jin Chung, Hern Kim   

  1. Department of Energy Science and Technology, Energy and Environment Fusion Technology Center, Myongji University, Yongin, Kyonggi-do 449-728, Republic of Korea
  • Received:2014-02-24 Revised:2015-03-26 Online:2015-07-29 Published:2015-07-30
  • Supported by:

    This work was supported by the National Research Foundation of Korea (NRF)-Grants funded by the Ministry of Science, ICT and Future Planning (2014R1A2A2A01004352) and the Ministry of Education (2009-0093816), Republic of Korea.

摘要:

A silica supported ionic liquid was synthesized and characterized by scanning electron microscopy (SEM), Fourier transform infrared spectroscopy, X-ray diffraction, N2 adsorption-desorption, and thermogravimetric analysis. All these techniques, especially SEM results indicated the presence of well-defined spherical particles having diameters larger than the pristine silica particles, confirming the successful immobilization of the ionic liquid. The prepared silica supported ionic liquid was used in the reductive amination of cyclohexanone under different conditions with different azeotropic mixtures of formic acid and triethyl amine as a hydrogen source. The catalyst showed efficient catalytic performance and excellent yields of N-cyclohexyl amine derivatives in the range of 58% to 84% at 30 ℃. After completion of the reaction, the catalyst was easily recovered by simple filtration and reused for another five cycles without any significant impact on product yields. The obtained catalytic performance indicates that the present catalyst is green, very active, and reusable for the reductive amination of cyclohexanone.

关键词: Supported ionic liquid phase, Catalyst, Reductive amination, Cyclohexanone, Ionic liquids

Abstract:

A silica supported ionic liquid was synthesized and characterized by scanning electron microscopy (SEM), Fourier transform infrared spectroscopy, X-ray diffraction, N2 adsorption-desorption, and thermogravimetric analysis. All these techniques, especially SEM results indicated the presence of well-defined spherical particles having diameters larger than the pristine silica particles, confirming the successful immobilization of the ionic liquid. The prepared silica supported ionic liquid was used in the reductive amination of cyclohexanone under different conditions with different azeotropic mixtures of formic acid and triethyl amine as a hydrogen source. The catalyst showed efficient catalytic performance and excellent yields of N-cyclohexyl amine derivatives in the range of 58% to 84% at 30 ℃. After completion of the reaction, the catalyst was easily recovered by simple filtration and reused for another five cycles without any significant impact on product yields. The obtained catalytic performance indicates that the present catalyst is green, very active, and reusable for the reductive amination of cyclohexanone.

Key words: Supported ionic liquid phase, Catalyst, Reductive amination, Cyclohexanone, Ionic liquids