Highly selective gas-phase synthesis of 1,1-dichloroethylene from 1,1,2-trichloroethane over supported amine catalysts

Cen Tang , Yanxia Jin , Xiaoxia Wang , Gengshen Hu , Guanqun Xie , Xiaonian Li , Mengfei Luo

Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (5) : 787 -791.

PDF
Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (5) : 787 -791. DOI: 10.1007/s40242-015-5172-5
Article

Highly selective gas-phase synthesis of 1,1-dichloroethylene from 1,1,2-trichloroethane over supported amine catalysts

Author information +
History +
PDF

Abstract

The manufacture of 1,1-dichloroethylene(1,1-DCE) usually employs liquid phase method to perform the dehydrochlorination of 1,1,2-trichloroethane(TCE), where large amounts of high-concentration salty wastewater is produced inevitably. It has been a long-term goal to achieve the gas phase synthesis of 1,1-DCE via supported catalysts. In this work, the gas-phase synthesis of 1,1-DCE from TCE was studied in the presence of pentaethylenehexamine( PEHA) supported on silica. High and stable selectivity to 1,1-DCE(up to 98%) was obtained, which could be ascribed to the relatively strong basicity of PEHA according to a proposed E2 mechanism. The formation of PEHA chloride from the HCl generated in situ was detected and was considered to be the main reason for the deactivation of PEHA catalyst.

Keywords

1,1-Dichloroethene / Supported amine catalyst / Dehydrochlorination

Cite this article

Download citation ▾
Cen Tang, Yanxia Jin, Xiaoxia Wang, Gengshen Hu, Guanqun Xie, Xiaonian Li, Mengfei Luo. Highly selective gas-phase synthesis of 1,1-dichloroethylene from 1,1,2-trichloroethane over supported amine catalysts. Chemical Research in Chinese Universities, 2015, 31(5): 787-791 DOI:10.1007/s40242-015-5172-5

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Steven M. D., Hotchkiss J. H. Packag. Technol. Sci., 2002, 15: 17.

[2]

Chaliha M., Cusack A., Currie M., Sultanbawa Y., Smyth H. J. Agric. Food. Chem., 2013, 61: 5738.

[3]

Zhang Z. J., Lv Z. Y., Li Z. S., Sun C. C. Chem. J. Chinese Universities, 2008, 29(11): 2273.

[4]

He H. Y., Li W. L., Xie Z. G., Jing X. B., Huang Y. B. Chem. Res. Chinese Universities, 2014, 30(2): 310.

[5]

Milchert E., Pazdzioch W. Ind. Eng. Chem. Res., 1999, 38: 391.

[6]

Katayama K., Yoshida N., Hino T. Method for Manufacturing Vinylidene Chloride, 1992.

[7]

Zhang H. P., Pan Q. Z., Zou Y. C. Chem. J. Chinese Universities, 2014, 35(6): 1307.

[8]

Liu C., Zhuo X., Cheng H., Liu C., Liu X. H. Chem. J. Chinese Universities, 2015, 36(5): 831.

[9]

Svoboda J., Ondrus I., Mazanec J., Trgina E. Petrochemia, 1982, 22: 21.

[10]

Reed D. J., Snedecor T. G. Jr. Manufacture of Vinylidene Chloride with Recycling of Phase-transfer Catalyst, 1995.

[11]

Wang X. F., Liu P., Tian Y. Micropor. Mesopor. Mater., 2011, 142: 334.

[12]

Tian Y., Wang X. F., Pan Y. F. J. Hazard. Mater., 2012, 213/214: 361.

[13]

Yuan X., Jiang P., Song H., Feng D. M. f. Preparation of Vinylidene Chloride by Gas phase Catalytic Cracking of Trichloroethane, 2011.

[14]

Mochida I., Uchino A., Fujitsu H., Takeshita K. Chem. Lett., 1975, 745.

[15]

Mochida I., Uchino A., Fujitsu H., Takeshita K. J. Catal., 1978, 51: 72.

[16]

Mochida I., Watanabe H., Uchino A., Fujitsu H., Takeshita K., Furuno M., Sakura T., Nakajima H. J. Mol. Catal., 1981, 12: 359.

[17]

Mochida I., Miyazaki T., Takagi T., Fujitsu H. Chem. Lett., 1985, 833.

[18]

Zoltanski A., Lach J., Pokorska Z., Halaburdo N. Chemik, 1989, 42: 102.

[19]

Zoltanski A., Lach J., Halaburdo N., Pokorska Z. Przemysl Chemiczny, 1990, 69: 112.

[20]

Zoltanski A., Lach J., Pokorska Z., Halaburdo N., Czelakowski W. Przemysl Chemiczny, 1990, 69: 309.

[21]

Fujitsu H., Takagi T., Mochida I. Bull. Chem. Soc. Jpn., 1985, 58: 1589.

[22]

Serhuchev Y. O., Bilokopytov Y. V., Chernobaev I. Composition for the Vapor Phase Dehydrohalogenation of 1,1,2-Trihaloethane to 1,1-Dihaloethylene and Methods for Preparing and Using Such Composition, 2008.

[23]

Reed D. J., Snedecor T. G. Dehydrohalogenation of 1,1,2-Trichloroethane Using Cyclic Amines, 1993.

[24]

Feng X. X., Xie J., Hu G. S., Jia A. P., Xie G. Q., Luo M. F. Acta Phys. Chim. Sin., 2013, 29: 1266.

[25]

Cai W., Tan L., Yu J., Jaroniec M., Liu X., Cheng B., Verpoort F. Chem. Eng. J., 2014, 239: 207.

[26]

Yu J. G., Le Y., Cheng B. RSC Adv., 2012, 2: 6784.

[27]

Feng X. X., Hu G. S., Hu X., Xie G. Q., Xie Y. L., Lu J. Q., Luo M. F. Ind. Eng. Chem. Res., 2013, 52: 4221.

[28]

Mochida I., Anju Y., Yamamoto H., Kato A., Seiyama T. Bull. Chem. Soc. Jap., 1971, 44: 3305.

[29]

Cockerill A. F., Harrison R. G. The Chemistry of Double-bonded Functional Groups, Part 1, 1977.

[30]

Saunders W. H. J., Cockerill A. F. Mechanisms of Elimination Reactions, 1973.

AI Summary AI Mindmap
PDF

127

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/