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Title: Efficient alkene epoxidation catalyzed by molybdenyl acetylacetonate supported on aminated UiO-66 metal−organic framework

Abstract

Metal–organic frameworks (MOFs) containing Mo Schiff base complexes were prepared by post-synthesis method and applied as efficient catalysts in the epoxidation of alkenes with tert-BuOOH. In this manner, UiO-66-NH{sub 2} (UiO=University of Oslo) MOF was reacted with salicylaldehyde and thiophene-2-carbaldehyde to produce bidentate Schiff bases. Then, the Schiff base ligands were used for immobilization of molybdenyl acetylacetonate. These new catalysts were characterized by FT-IR, UV–vis spectroscopic techniques, X-ray diffraction (XRD), BET, inductively coupled plasma atomic emission spectroscopy (ICP-AES) and field emission scanning electron microscopy (FE-SEM). These catalytic systems showed excellent activity in the epoxidation of alkenes such as cyclic and linear ones with tert-butyl hydroperoxide (TBHP) in 1,2-dichloroethane, and reused several times without any appreciable loss of their activity. - Graphical abstract: Efficient alkene epoxidation with TBHP catalyzed by heterogeneous and reusable molybdenum base catalysts is reported. - Highlights: • UiO-66-NH{sub 2} was modified with salicylaldehyde and thiophene-2-carbaldehyde. • The Schiff base groups were used for immobilization of MoO{sub 2}(acac){sub 2}. • The heterogeneous catalysts were prepared. • The prepared catalysts were used for epoxidation of alkenes. • Compared to other catalyst, our catalysts were more efficient and forceful.

Authors:
 [1];  [1];  [1];  [1]; ;  [1]
  1. Department of Chemistry, Catalysis Division, University of Isfahan, Isfahan 81746-73441 (Iran, Islamic Republic of)
Publication Date:
OSTI Identifier:
22475664
Resource Type:
Journal Article
Resource Relation:
Journal Name: Journal of Solid State Chemistry; Journal Volume: 226; Other Information: Copyright (c) 2014 Elsevier Science B.V., Amsterdam, The Netherlands, All rights reserved.; Country of input: International Atomic Energy Agency (IAEA)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; ALKENES; AUGER ELECTRON SPECTROSCOPY; CATALYSTS; EMISSION SPECTROSCOPY; FIELD EMISSION; FOURIER TRANSFORMATION; INFRARED SPECTRA; LIGANDS; MOLYBDENUM OXIDES; ORGANIC CHLORINE COMPOUNDS; POLYCYCLIC SULFUR HETEROCYCLES; SCANNING ELECTRON MICROSCOPY; SCHIFF BASES; SYNTHESIS; THIOPHENE; X-RAY DIFFRACTION

Citation Formats

Kardanpour, Reihaneh, Tangestaninejad, Shahram, E-mail: stanges@sci.ui.ac.ir, Mirkhani, Valiollah, E-mail: mirkhani@sci.ui.ac.ir, Moghadam, Majid, E-mail: moghadamm@sci.ui.ac.ir, Mohammadpoor-Baltork, Iraj, and Zadehahmadi, Farnaz. Efficient alkene epoxidation catalyzed by molybdenyl acetylacetonate supported on aminated UiO-66 metal−organic framework. United States: N. p., 2015. Web. doi:10.1016/J.JSSC.2014.11.020.
Kardanpour, Reihaneh, Tangestaninejad, Shahram, E-mail: stanges@sci.ui.ac.ir, Mirkhani, Valiollah, E-mail: mirkhani@sci.ui.ac.ir, Moghadam, Majid, E-mail: moghadamm@sci.ui.ac.ir, Mohammadpoor-Baltork, Iraj, & Zadehahmadi, Farnaz. Efficient alkene epoxidation catalyzed by molybdenyl acetylacetonate supported on aminated UiO-66 metal−organic framework. United States. doi:10.1016/J.JSSC.2014.11.020.
Kardanpour, Reihaneh, Tangestaninejad, Shahram, E-mail: stanges@sci.ui.ac.ir, Mirkhani, Valiollah, E-mail: mirkhani@sci.ui.ac.ir, Moghadam, Majid, E-mail: moghadamm@sci.ui.ac.ir, Mohammadpoor-Baltork, Iraj, and Zadehahmadi, Farnaz. Sun . "Efficient alkene epoxidation catalyzed by molybdenyl acetylacetonate supported on aminated UiO-66 metal−organic framework". United States. doi:10.1016/J.JSSC.2014.11.020.
@article{osti_22475664,
title = {Efficient alkene epoxidation catalyzed by molybdenyl acetylacetonate supported on aminated UiO-66 metal−organic framework},
author = {Kardanpour, Reihaneh and Tangestaninejad, Shahram, E-mail: stanges@sci.ui.ac.ir and Mirkhani, Valiollah, E-mail: mirkhani@sci.ui.ac.ir and Moghadam, Majid, E-mail: moghadamm@sci.ui.ac.ir and Mohammadpoor-Baltork, Iraj and Zadehahmadi, Farnaz},
abstractNote = {Metal–organic frameworks (MOFs) containing Mo Schiff base complexes were prepared by post-synthesis method and applied as efficient catalysts in the epoxidation of alkenes with tert-BuOOH. In this manner, UiO-66-NH{sub 2} (UiO=University of Oslo) MOF was reacted with salicylaldehyde and thiophene-2-carbaldehyde to produce bidentate Schiff bases. Then, the Schiff base ligands were used for immobilization of molybdenyl acetylacetonate. These new catalysts were characterized by FT-IR, UV–vis spectroscopic techniques, X-ray diffraction (XRD), BET, inductively coupled plasma atomic emission spectroscopy (ICP-AES) and field emission scanning electron microscopy (FE-SEM). These catalytic systems showed excellent activity in the epoxidation of alkenes such as cyclic and linear ones with tert-butyl hydroperoxide (TBHP) in 1,2-dichloroethane, and reused several times without any appreciable loss of their activity. - Graphical abstract: Efficient alkene epoxidation with TBHP catalyzed by heterogeneous and reusable molybdenum base catalysts is reported. - Highlights: • UiO-66-NH{sub 2} was modified with salicylaldehyde and thiophene-2-carbaldehyde. • The Schiff base groups were used for immobilization of MoO{sub 2}(acac){sub 2}. • The heterogeneous catalysts were prepared. • The prepared catalysts were used for epoxidation of alkenes. • Compared to other catalyst, our catalysts were more efficient and forceful.},
doi = {10.1016/J.JSSC.2014.11.020},
journal = {Journal of Solid State Chemistry},
number = ,
volume = 226,
place = {United States},
year = {Sun Mar 15 00:00:00 EDT 2015},
month = {Sun Mar 15 00:00:00 EDT 2015}
}