Competitive Oxidation of N,N-Diethylamine with H2O2 Catalyzed by TS-1

doi:10.3724/SP.J.1088.2011.10543

Abstract

Abstract: Oxidation of N,N-diethylamine (DEA) to N,N-diethylhydroxylamine (DEHA) in the catalytic system of TS-1/H₂O₂has been studied. The competitive reactions between the oxidation of DEA and DEHA were further investigated. The results suggested that the conversion of DEA and effective utilization of H₂O₂ can be increased dramatically when H₂O₂ was added dropwise, while the mole ratio of DEA/H₂O₂ greatly influenced the selectivity for DEHA. TS-1 can catalyze the oxidation of DEA, as well as the oxidation of DEHA.

Key words: titanium silicalite zeolite, hydrogen peroxide, N,N-diethylamine, oxidation, N,N-diethylhydroxylamine

DENG Xiu-Juan, SHEN Lu, ZHANG Shuo, LIU Yue-Ming. Competitive Oxidation of N,N-Diethylamine with H2O2 Catalyzed by TS-1[J]. Chinese Journal of Catalysis, 2011, 32(9): 1550-1556.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.3724/SP.J.1088.2011.10543

https://www.cjcatal.com/EN/Y2011/V32/I9/1550

References

1Allgood T B. Corros Rev, 1998, 8: 1
2赵桂花, 钱仁渊, 徐志锋. 合成橡胶工业 (Zhao G H, Qian R Y, Xu Zh F. Chin Synth Rub Ind), 2007, 30: 413
3张自义, 李兆陇, 杨茂林. 高等学校化学学报 (Zhang Z Y, Li Zh L, Yang `M L. Chem J Chin Univ), 1992, 13: 319
4张自义. 化学世界 (Zhang Z Y. Chem World), 1981, (4): 102
5Roffia P, Tonti S, Cesana A, Mantegazza M A, Padovan M. US 4 918 194. 1990
6张安运. 化学通报 (Zhang A Y. Chemistry), 1997, (8): 36
7Taramasso M, Perego G, Notari B. US 4 410 501. 1983
8Ratnasamy P, Srinivas D, Knoezinger H. Adv Catal, 2004, 48: 1
9谢伟, 刘月明, 汪玲玲, 吴鹏. 催化学报 (Xie W, Liu Y M, Wang L L, Wu P. Chin J Catal), 2010, 31: 502
10Reddy J S, Jacobs P A. Catal Lett, 1996, 37: 213
11杨世刚, 刘德标, 吴礼定. 云南化工 (Yang Sh G, Liu D B, Wu L D. Yunnan Chem Technol), 2010, 37(3): 16
12Joseph R, Sudalai A, Ravindranathan T. Synlett, 1995: 1177
13张海娇, 谢伟, 刘月明, 吴鹏. 工业催化 (Zhang H J, Xie W, Liu Y M, Wu P. Ind Catal), 2007, 15: 60
14Fan W B, Duan R G, Yokoi T, Wu P, Kubota Y, Tatsumi T. J Am Chem Soc, 2008, 130: 10150
15Camblor M A, Corma A, Pérez-Pariente J. J Chem Soc, Chem Commun, 1993: 557
16de Man A J M, Sauer J. J Phys Chem, 1996, 100: 5025
17Ricchiardi G, Damin A, Bordiga S, Lamberti C, Sapano G, Rivetti F, Zecchina A. J Am Chem Soc, 2001, 123: 11409
18Clerici M G, Bellussi G, Romano U. J Catal, 1991, 129: 159
19Lin W, Frei H. J Am Chem Soc, 2002, 124: 9292
20方向青, 王钰宁, 邓秀娟, 吴海虹, 吴鹏, 刘月明, 何鸣元. 催化学报 (Fang X Q, Wang Y N, Deng X J, Wu H H, Wu P, Liu Y M, He M Y. Chin J Catal), 2011, 32: 333
21Notari B. Stud Surf Sci Catal, 1988, 37: 413
22Huybrechts D R C, Buskens P L, Jacobs P A. J Mol Catal, 1992, 71: 129
23姚明恺, 杨俊霞, 赵松, 刘月明, 吴鹏. 催化学报 (Yao M K, Yang J X, Zhao S, Liu Y M, Wu P. Chin J Catal), 2009, 30: 590
24Fan W B, Fan B B, Shen X H, Li J, Wu P, Kubota Y, Tatsumi T. Microporous Mesoporous Mater, 2009, 122: 301
25van der Pol A J H P, Verduyn A J, van Hooff J H C. Appl Catal A, 1992, 92: 113
26易国斌, 郭建维, 王乐夫, 刘卅, 余林. 材料科学与工程学报 (Yi G B, Guo J W, Wang L F, Liu S, Yu L. J Mater Sci Eng), 2005, 23: 373
27Clerici M G, Ingallina P. J Catal, 1993, 140: 71

[1]	Xiaolong Tang, Feng Li, Fang Li, Yanbin Jiang, Changlin Yu. Single-atom catalysts for the photocatalytic and electrocatalytic synthesis of hydrogen peroxide [J]. Chinese Journal of Catalysis, 2023, 52(9): 79-98.
[2]	Jing Shi, Yu-Hua Guo, Fei Xie, Ming-Tian Zhang, Hong-Tao Zhang. Electronic effects of redox-active ligands on ruthenium-catalyzed water oxidation [J]. Chinese Journal of Catalysis, 2023, 52(9): 271-279.
[3]	Lijuan Sun, Xiaohui Yu, Liyong Tang, Weikang Wang, Qinqin Liu. Hollow dodecahedron K₃PW₁₂O₄₀/CdS core-shell S-scheme heterojunction for photocatalytic synergistic H₂ evolution and benzyl alcohol oxidation [J]. Chinese Journal of Catalysis, 2023, 52(9): 164-175.
[4]	Sikai Wang, Xiang-Ting Min, Botao Qiao, Ning Yan, Tao Zhang. Single-atom catalysts: In search of the holy grails in catalysis [J]. Chinese Journal of Catalysis, 2023, 52(9): 1-13.
[5]	Zhipeng Guan, Dongfeng Yang, Zhao Liu, Shuxiang Zhu, Xingxing Zhong, Huamin Wang, Xiangwei Li, Xiaotian Qi, Hong Yi, Aiwen Lei. Regioselective electrochemical oxidative radical ortho-(4 + 2)/ipso-(3 + 2) cyclization [J]. Chinese Journal of Catalysis, 2023, 52(9): 144-153.
[6]	Wen Zhang, Cai-Cai Song, Jia-Wei Wang, Shu-Ting Cai, Meng-Yu Gao, You-Xiang Feng, Tong-Bu Lu. Bidirectional host-guest interactions promote selective photocatalytic CO₂ reduction coupled with alcohol oxidation in aqueous solution [J]. Chinese Journal of Catalysis, 2023, 52(9): 176-186.
[7]	Bowen Liu, Jiajie Cai, Jianjun Zhang, Haiyan Tan, Bei Cheng, Jingsan Xu. Simultaneous benzyl alcohol oxidation and H₂ generation over MOF/CdS S-scheme photocatalysts and mechanism study [J]. Chinese Journal of Catalysis, 2023, 51(8): 204-215.
[8]	Xiao-Juan Li, Ming-Yu Qi, Jing-Yu Li, Chang-Long Tan, Zi-Rong Tang, Yi-Jun Xu. Visible light-driven dehydrocoupling of thiols to disulfides and H₂ evolution over PdS-decorated ZnIn₂S₄ composites [J]. Chinese Journal of Catalysis, 2023, 51(8): 55-65.
[9]	Yinqi Wu, Qianqian Chen, Qi Chen, Qiang Geng, Qiaoyu Zhang, Yu-Cong Zheng, Chen Zhao, Yan Zhang, Jiahai Zhou, Binju Wang, Jian-He Xu, Hui-Lei Yu. Precise regulation of the substrate selectivity of Baeyer-Villiger monooxygenase to minimize overoxidation of prazole sulfoxides [J]. Chinese Journal of Catalysis, 2023, 51(8): 157-167.
[10]	Lu Cheng, Xuning Chen, P. Hu, Xiao-Ming Cao. Advantages and limitations of hydrogen peroxide for direct oxidation of methane to methanol at mono-copper active sites in Cu-exchanged zeolites [J]. Chinese Journal of Catalysis, 2023, 51(8): 135-144.
[11]	Chun Yin, Fulin Yang, Shuli Wang, Ligang Feng. Heterostructured NiSe₂/MoSe₂ electronic modulation for efficient electrocatalysis in urea assisted water splitting reaction [J]. Chinese Journal of Catalysis, 2023, 51(8): 225-236.
[12]	Lijuan Sun, Weikang Wang, Ping Lu, Qinqin Liu, Lele Wang, Hua Tang. Enhanced photocatalytic hydrogen production and simultaneous benzyl alcohol oxidation by modulating the Schottky barrier with nano high-entropy alloys [J]. Chinese Journal of Catalysis, 2023, 51(8): 90-100.
[13]	Haifeng Liu, Xiang Huang, Jiazang Chen. Surface electronic state modulation promotes photoinduced aggregation and oxidation of trace CO for lossless purification of H₂ stream [J]. Chinese Journal of Catalysis, 2023, 51(8): 49-54.
[14]	Bo Zhou, Jianqiao Shi, Yimin Jiang, Lei Xiao, Yuxuan Lu, Fan Dong, Chen Chen, Tehua Wang, Shuangyin Wang, Yuqin Zou. Enhanced dehydrogenation kinetics for ascorbic acid electrooxidation with ultra-low cell voltage and large current density [J]. Chinese Journal of Catalysis, 2023, 50(7): 372-380.
[15]	Guoqing An, Xiaowei Zhang, Canyang Zhang, Hongyi Gao, Siqi Liu, Geng Qin, Hui Qi, Jitti Kasemchainan, Jianwei Zhang, Ge Wang. Metal-organic-framework-based materials as green catalysts for alcohol oxidation [J]. Chinese Journal of Catalysis, 2023, 50(7): 126-174.