Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor

A series of vanadium doped cryptomelane-type manganese oxide (V-OMS-2) catalysts were prepared by a simple, low-cost reflux method, and investigated for one-pot imine synthesis from oxidative coupling of benzyl alcohol and aniline with air. The physicochemical properties of the V-OMS-2 catalysts wer...

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Main Authors: Xiaohui Guo, Mengke Li, Peizheng Zhao, Xiaoxing Wang, Qinghu Tang
Format: Article
Language:English
Published: Elsevier 2022-12-01
Series:Catalysis Communications
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1566736722001455
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author Xiaohui Guo
Mengke Li
Peizheng Zhao
Xiaoxing Wang
Qinghu Tang
author_facet Xiaohui Guo
Mengke Li
Peizheng Zhao
Xiaoxing Wang
Qinghu Tang
author_sort Xiaohui Guo
collection DOAJ
description A series of vanadium doped cryptomelane-type manganese oxide (V-OMS-2) catalysts were prepared by a simple, low-cost reflux method, and investigated for one-pot imine synthesis from oxidative coupling of benzyl alcohol and aniline with air. The physicochemical properties of the V-OMS-2 catalysts were characterized by various techniques including XRD, BET, SEM, TEM, XPS, H2-TPR and NH3-TPD. It was found that the surface area, Lewis acid sites, the amount of Mn3+ component and active surface oxygen species were much improved with vanadium doping. Consequently, the activity of V-OMS-2 catalyst for oxidative coupling of benzyl alcohol and aniline to imine was enhanced. The highest conversion and the imine yield were obtained over the 3 mol% V-OMS-2 catalyst, being ∼99% and 92%, respectively. Higher vanadium doping (≥ 6 mol%), however, hindered the preservation of OMS-2 crystal structure, leading to a drop in the catalytic performance. The high specific surface area was suggested to be the key contributor to the high catalytic activity of 3% V-OMS-2(1) catalyst. Among the vanadium precursors studied, the catalyst prepared with vanadium pentoxide exhibited a much higher catalytic activity, which can be attributed to its larger surface area, unique mesoporous structure, increased Lewis acid sites and more readily available surface oxygen species. In addition, the stability and recyclability of the catalyst were also studied, and the reaction mechanism was discussed.
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spelling doaj.art-22b94292411943cab67f65c94e2467092022-12-22T04:35:42ZengElsevierCatalysis Communications1873-39052022-12-01172106540Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursorXiaohui Guo0Mengke Li1Peizheng Zhao2Xiaoxing Wang3Qinghu Tang4Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan 453007, PR ChinaCollaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan 453007, PR ChinaCollaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan 453007, PR ChinaClean Fuels & Catalysis Program, EMS Energy Institute, Department of Energy and Mineral Engineering, The Pennsylvania State University, University Park, PA 16802, USA; Corresponding authors at: 46 Jianshe East Road, Xinxiang, Henan 453007, PR China.Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan 453007, PR China; Corresponding authors at: 46 Jianshe East Road, Xinxiang, Henan 453007, PR China.A series of vanadium doped cryptomelane-type manganese oxide (V-OMS-2) catalysts were prepared by a simple, low-cost reflux method, and investigated for one-pot imine synthesis from oxidative coupling of benzyl alcohol and aniline with air. The physicochemical properties of the V-OMS-2 catalysts were characterized by various techniques including XRD, BET, SEM, TEM, XPS, H2-TPR and NH3-TPD. It was found that the surface area, Lewis acid sites, the amount of Mn3+ component and active surface oxygen species were much improved with vanadium doping. Consequently, the activity of V-OMS-2 catalyst for oxidative coupling of benzyl alcohol and aniline to imine was enhanced. The highest conversion and the imine yield were obtained over the 3 mol% V-OMS-2 catalyst, being ∼99% and 92%, respectively. Higher vanadium doping (≥ 6 mol%), however, hindered the preservation of OMS-2 crystal structure, leading to a drop in the catalytic performance. The high specific surface area was suggested to be the key contributor to the high catalytic activity of 3% V-OMS-2(1) catalyst. Among the vanadium precursors studied, the catalyst prepared with vanadium pentoxide exhibited a much higher catalytic activity, which can be attributed to its larger surface area, unique mesoporous structure, increased Lewis acid sites and more readily available surface oxygen species. In addition, the stability and recyclability of the catalyst were also studied, and the reaction mechanism was discussed.http://www.sciencedirect.com/science/article/pii/S1566736722001455Cryptomelane-type manganese oxide (OMS-2)VanadiumOxidative couplingImineAerobic oxidation
spellingShingle Xiaohui Guo
Mengke Li
Peizheng Zhao
Xiaoxing Wang
Qinghu Tang
Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor
Catalysis Communications
Cryptomelane-type manganese oxide (OMS-2)
Vanadium
Oxidative coupling
Imine
Aerobic oxidation
title Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor
title_full Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor
title_fullStr Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor
title_full_unstemmed Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor
title_short Vanadium doped OMS-2 catalysts for one-pot synthesis of imine from benzyl alcohol and aniline: Effects of vanadium content and precursor
title_sort vanadium doped oms 2 catalysts for one pot synthesis of imine from benzyl alcohol and aniline effects of vanadium content and precursor
topic Cryptomelane-type manganese oxide (OMS-2)
Vanadium
Oxidative coupling
Imine
Aerobic oxidation
url http://www.sciencedirect.com/science/article/pii/S1566736722001455
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AT peizhengzhao vanadiumdopedoms2catalystsforonepotsynthesisofiminefrombenzylalcoholandanilineeffectsofvanadiumcontentandprecursor
AT xiaoxingwang vanadiumdopedoms2catalystsforonepotsynthesisofiminefrombenzylalcoholandanilineeffectsofvanadiumcontentandprecursor
AT qinghutang vanadiumdopedoms2catalystsforonepotsynthesisofiminefrombenzylalcoholandanilineeffectsofvanadiumcontentandprecursor