Synthesis and Characterization of Novel Brønsted-Lewis Acidic Ionic Liquids
- 1 Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, Hebei University of Technology, Tianjin, China
- 2 Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, Hebei University of Technology, Tianjin, China
- 3 Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, Hebei University of Technology, Tianjin, China
- 4 Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, Hebei University of Technology, Tianjin, China
- 5 Hebei Provincial Key Lab of Green Chemical Technology and High Efficient Energy Saving, Hebei University of Technology, Tianjin, China
Abstract
To meet the demands of some kinds of reactions catalyzed simultaneously by Br?nsted acid and Lewis acid catalyst, two novel Br?nsted- Lewis acidic ionic liquids, 1-carboxyethylene-3-(4-zinc acetate sulfobutyl) imidazolium chloride ([CH 3 COO-Zn-O 3 S-bim-CH 2 CH 2 COOH]Cl) and 1-(1,2-dicarboxy) ethylene-3-(4-zinc acetate sulfobutyl) imidazolium chloride ([CH 3 COO-Zn-O 3 S-bim-C 4 H 5 O 4 ]Cl) were synthesized, in which both Br?nsted and Lewis acidic sites exist ed in the cation . The structures of the ionic liquids were determined by means of FT-IR, 1 H NMR and elemental analysis . The results of Py-IR analysis indicated that the two novel ionic liquids have both Br?nsted and Lewis acid properties. The acid strength values ( H 0 ) of the ionic liquids were measured utilizing the UV-visible spectroscopy combined with Hammett indicator method, and the acid amount of them was determined by acid-base titration.
- L. J. Jia, Y. Y. Wang, H. Chen, Y. K. Shan and L. Y. Dai, “Alkylation of Benzene with 1-Hexene in Acidic Ionic Liquid Systems: Et3NHCl-FeCl3 and Et3NHCl-AlCl3 Io- nic Liquids,” Reaction Kinetics and Catalysis Letters, Vol. 86, No. 2, 2005, pp. 267-273. doi:10.1007/s11144-005-0321-3
- A. C. Cole, J. L. Jensen, I. Ntai, K. L. Tran, K. J. Weaver, D. C. Forbes and J. H. Davis Jr., “Novel Br?nsted Acidic Ionic Liquids and Their Use as Dual Solvent-Catalysts,” Journal of the American Chemical Society, Vol. 124, No. 21, 2002, pp. 5962-5963. doi:10.1021/ja026290w
- L. M. Liu, F. Li, Y. J. Wang and X. Q. Zhao, “One Step Synthesis of Methylene Diphenyl Dicarbamate,” Chinese Journal of Catalysis, Vol. 28, No. 8, 2007, pp. 667-669. doi:10.1016/S1872-2067(07)60057-6
- X. H. Wang, G. H. Tao, Z. Y. Zhang and Y. Kou, “Synthesis and Characterization of Dual Acidic Ionic Liquids,” Chinese Chemical Letters, Vol. 16, No. 12, 2005, pp. 1563-1565.
- S. W. Liu, C. X. Xie, S. T. Yu and F. S. Liu, “Dimerization of rosin using Br?nsted-Lewis Acidic Ionic Liquid as Catalyst,” Catalysis Communication, Vol. 9, No. 10, 2008, pp. 2030-2034. doi:10.1016/j.catcom.2008.03.045
- S. W. Liu, H. X. Zhou, S. T. Yu, C. X. Xie, F. S. Liu and Z. Q. Song, “Dimerization of Fatty Acid Methyl Ester Using Bronsted-Lewis Acidic Ionic Liquid as Catalyst,” Chemical Engineering Journal, Vol. 174, No. 1, 2011, pp. 396-399. doi:10.1016/j.cej.2011.09.017
- S. W. Liu, C. X. Xie, S. T. Yu, M. Xian and F. S. Liu, “A Bronsted-Lewis Acidic Ionic Liquid: Its Synthesis and Use as the Catalyst in Rosin Dimerization,” Chinese Journal of Catalysis, Vol. 30, No. 5, 2009, pp. 401-406. doi:10.1016/S1872-2067(08)60109-6
- S. T. Yu, S. W. Liu, F. S. Liu, C. X. Xie and K. H. Ji, “A Bronsted-Lewis Acidic Ionic Liquid and Its Application in the Reaction of Rosin Dimerization,” CN Patent No. 101191035 B, 2010.
- S. W. Liu, L. Li, S. T. Yu, C. X. Xie, F. S. Liu and Z. Q. Song, “Polymerization of Fatty Acid Methyl Ester Using Acidic Ionic Liquid as Catalyst,” Chinese Journal of Catalysis, Vol. 31, No. 11-12, 2010, pp. 1433-1438. doi:10.1016/S1872-2067(10)60128-3
- N. N. Quan, S. H. Bao and J. G. Yang, “Highly Efficient Procedure for the Conjugate Addition of Amines to Electron-Deficient Alkenes Catalyzed by Novel Ionic Liquid,” Chinese Science Bulletin, Vol. 55, No. 23, 2010, pp. 2512-2516. doi:10.1007/s11434-010-3147-y
- X. Liang and C. Qi, “Synthesis of a Novel Ionic Liquid with both Lewis and Bronsted Acid Sites and Its Catalytic Activities,” Catalysis Communication, Vol. 12, No. 9, 2011, pp. 808-812. doi:10.1016/j.catcom.2011.01.018