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Title: Oxidation of Cyclohexene Catalyzed by Nanoporous Au(Ag) in Liquid Phase

Abstract

Nanoporous gold with minor silver content has been identified as a new type of gold based catalyst for selective oxidation of cyclohexene with molecular oxygen in liquid. By oxidation of the leached nanoporous gold foils in ozone, the minor silver content was oxidized in this paper to form silver oxide nanoclusters on the surface of nanoporous gold. With further treatment in methanol, the surface silver oxide was reduced and surface alloy was formed on gold ligaments. Both nanoporous gold treated with ozone only and the one with ozone and then methanol are very active for selective oxidation of cyclohexene with molecular oxygen in liquid of cyclohexene with a turn-over-frequency (TOF) of 0.55–0.99 molecules per surface Au atom per second under a solvent-free and initiator- free condition. The total selectivity for production of 2-cyclohexene-1-one, 2-cyclohexene-1-ol, and cyclohexene oxide was increased from 57.5 % to 80.8 % by an additional treatment of nanoporous gold in methanol after activation in zone. Finally, the correlation of catalytic selectivity for the production of the three products and corresponding surface chemistry of ligament suggests that (1) the formed Au–Ag alloy surface is favorable for the formation of 2-cyclohexen-1-one, 2-cyclohexene-1-ol, and cyclohexene oxide and (2) the surfacemore » silver oxide is favorable for the production of cyclohexenyl hydroperoxide.« less

Authors:
 [1];  [1];  [1];  [2];  [3];  [4]
  1. Univ. of Kansas, Lawrence, KS (United States). Dept. of Chemical and Petroleum Engineering
  2. Brookhaven National Lab. (BNL), Upton, NY (United States). Center for Functional Nanomaterials
  3. Univ. of Kansas, Lawrence, KS (United States). Microscopy and Analytical Imaging Lab.
  4. Univ. of Kansas, Lawrence, KS (United States). Dept. of Chemical and Petroleum Engineering. Dept. of Chemistry
Publication Date:
Research Org.:
Brookhaven National Lab. (BNL), Upton, NY (United States); Univ. of Kansas, Lawrence, KS (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1438210
Report Number(s):
BNL-205655-2018-JAAM
Journal ID: ISSN 1011-372X
Grant/Contract Number:  
SC0012704; SC0012573
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Catalysis Letters
Additional Journal Information:
Journal Volume: 147; Journal Issue: 2; Journal ID: ISSN 1011-372X
Publisher:
Springer
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; oxidation processes and reactions; cyclohexene; catalysis; gold; liquid phase

Citation Formats

Dou, Jian, Tang, Yu, Nguyen, Luan, Tong, Xiao, Thapa, Prem S., and Tao, Franklin Feng. Oxidation of Cyclohexene Catalyzed by Nanoporous Au(Ag) in Liquid Phase. United States: N. p., 2016. Web. doi:10.1007/s10562-016-1883-6.
Dou, Jian, Tang, Yu, Nguyen, Luan, Tong, Xiao, Thapa, Prem S., & Tao, Franklin Feng. Oxidation of Cyclohexene Catalyzed by Nanoporous Au(Ag) in Liquid Phase. United States. doi:10.1007/s10562-016-1883-6.
Dou, Jian, Tang, Yu, Nguyen, Luan, Tong, Xiao, Thapa, Prem S., and Tao, Franklin Feng. Thu . "Oxidation of Cyclohexene Catalyzed by Nanoporous Au(Ag) in Liquid Phase". United States. doi:10.1007/s10562-016-1883-6. https://www.osti.gov/servlets/purl/1438210.
@article{osti_1438210,
title = {Oxidation of Cyclohexene Catalyzed by Nanoporous Au(Ag) in Liquid Phase},
author = {Dou, Jian and Tang, Yu and Nguyen, Luan and Tong, Xiao and Thapa, Prem S. and Tao, Franklin Feng},
abstractNote = {Nanoporous gold with minor silver content has been identified as a new type of gold based catalyst for selective oxidation of cyclohexene with molecular oxygen in liquid. By oxidation of the leached nanoporous gold foils in ozone, the minor silver content was oxidized in this paper to form silver oxide nanoclusters on the surface of nanoporous gold. With further treatment in methanol, the surface silver oxide was reduced and surface alloy was formed on gold ligaments. Both nanoporous gold treated with ozone only and the one with ozone and then methanol are very active for selective oxidation of cyclohexene with molecular oxygen in liquid of cyclohexene with a turn-over-frequency (TOF) of 0.55–0.99 molecules per surface Au atom per second under a solvent-free and initiator- free condition. The total selectivity for production of 2-cyclohexene-1-one, 2-cyclohexene-1-ol, and cyclohexene oxide was increased from 57.5 % to 80.8 % by an additional treatment of nanoporous gold in methanol after activation in zone. Finally, the correlation of catalytic selectivity for the production of the three products and corresponding surface chemistry of ligament suggests that (1) the formed Au–Ag alloy surface is favorable for the formation of 2-cyclohexen-1-one, 2-cyclohexene-1-ol, and cyclohexene oxide and (2) the surface silver oxide is favorable for the production of cyclohexenyl hydroperoxide.},
doi = {10.1007/s10562-016-1883-6},
journal = {Catalysis Letters},
issn = {1011-372X},
number = 2,
volume = 147,
place = {United States},
year = {2016},
month = {12}
}

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