A Novel Deep Eutectic Solvents Synthesized by Solid Organic Compounds and Its Application on Dissolution for Cellulose

Erpeng Zhou; Huiru Liu

doi:10.14233/ajchem.2014.16995

Issue

Vol. 26 No. 12 (2014): Vol 26 Issue 12

Issue Published : June 5, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

A Novel Deep Eutectic Solvents Synthesized by Solid Organic Compounds and Its Application on Dissolution for Cellulose

https://doi.org/10.14233/ajchem.2014.16995

Erpeng Zhou

College of Chemical and Engineering, Shijiazhuang University, Shijiazhuang, P.R. China

Huiru Liu

College of Chemical and Engineering, Shijiazhuang University, Shijiazhuang, P.R. China

Corresponding Author(s) : Huiru Liu

huiruliu16@163.com

Asian Journal of Chemistry, Vol. 26 No. 12 (2014): Vol 26 Issue 12
Article Published : June 5, 2014

Abstract

This study developed a new area of novel molten salt prepared by solid organic compounds, named deep eutectic solvents. Three deep eutectic solvents were synthesized by urea/caprolactam, caprolactam/acetamide and urea/acetamide at the molar ratio of 1:3, 1:1 and 1:2, respectively. The physical characters such as melt point, conductivity and solubility were investigated. It was shown that they were significantly affected by the mole ratio of the organic compounds and three systems at 1:3, 1:2 and 1:1 gave a liquid with the freezing point of 30, 48 and 18 °C, respectively, which were much lower than those of raw materials. The conductivity in the range 10^-5 to 10^-4 S/m changed with the temperature and accorded to Arrhenius equation. IR showed that the H-bondings of raw materials were disappeared and new H-bondings were formed. The application of three deep eutectic solvents on the dissolution for cellulose was investigated. It was found that the solubility of cellulose was low. The dissolving process for cellulose was the competition of deep eutectic solvents with the H bonding in cellulose. New H-bonding was formed between the hydroxy of cellulose and the oxygen of carbonyl and/or the nitrogen of amino group.

Keywords

Deep eutectic solvents Cellulose Ionic liquid Dissolution

Zhou, E., & Liu, H. (2014). A Novel Deep Eutectic Solvents Synthesized by Solid Organic Compounds and Its Application on Dissolution for Cellulose. Asian Journal of Chemistry, 26(12), 3626–3630. https://doi.org/10.14233/ajchem.2014.16995

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References

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References

T. Welton, Chem. Rev., 99, 2071 (1999); doi:10.1021/cr980032t.

J. Dupont, R.F. de Souza and P.A.Z. Suarez, Chem. Rev., 102, 3667 (2002); doi:10.1021/cr010338r.

C. Baudequin, J. Baudoux, J. Levillain, D. Cahard, A.-C. Gaumont and J.-C. Plaquevent, Tetrahedron Asymm., 14, 3081 (2003); doi:10.1016/S0957-4166(03)00596-2.

C.P. Mehnert, Chem. Eur. J., 11, 50 (2005); doi:10.1002/chem.200400683.

S.-G. Lee, Y.J. Zhang, J.Y. Piao, H. Yoon, C.E. Song, J.H. Choi and J. Hong, Chem. Commun., 20, 2624 (2003); doi:10.1039/b309304b.

C. Baleizão, B. Gigante, H. García and A. Corma, Tetrahedron, 60, 10461 (2004); doi:10.1016/j.tet.2004.08.077.

J.J. Jodry and K. Mikami, Tetrahedron Lett., 45, 4429 (2004); doi:10.1016/j.tetlet.2004.04.063.

J.H. Davis Jr., Chem. Lett., 33, 1072 (2004); doi:10.1246/cl.2004.1072.

D.W. Kim and D.Y. Chi, Angew. Chem. Int. Ed. Engl., 43, 483 (2004); doi:10.1002/anie.200352760.

I. Kawasaki, K. Tsunoda, T. Tsuji, T. Yamaguchi, H. Shibuta, N. Uchida, M. Yamashita and S. Ohta, Chem. Commun., 2134 (2005); doi:10.1039/b500320b.

P. Walden, Bull. Acad. Imp. Sci., 1800 (1914).

P. Wasserscheid and W. Keim, Angew. Chem. Int. Ed., 39, 3772 (2000); doi:10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5.

P. Wasserscheid and T. Welton, Ionic Liquids in Synthesis, Wiley-VCH Verlag: Weinheim, Germany (2003).

A.P. Abbott, G. Capper, D.L. Davies, H.L. Munro, R.K. Rasheed and V. Tambyrajah, Chem. Commun., 2010 (2001); doi:10.1039/b106357j.

A.P. Abbott, G. Capper, D.L. Davies and R. Rasheed, Inorg. Chem., 43, 3447 (2004); doi:10.1021/ic049931s.

A.P. Abbott, G. Capper, D.L. Davies, R.K. Rasheed and V. Tambyrajah, Trans. Inst. Met. Finish., 79, 204 (2001).

A.P. Abbott, D. Boothby, G. Capper, D.L. Davies and R.K. Rasheed, J. Am. Chem. Soc., 126, 9142 (2004); doi:10.1021/ja048266j.

A.P. Abbott, G. Capper, D.L. Davies, R.K. Rasheed and V. Tambyrajah, Chem. Commun., 1, 70 (2003); doi:10.1039/b210714g.

K. Othmer, Encyclopedia of Chemical Technology, Wiley, New York, Vol. 5, p. 476 (1993).

R.P. Swatloski, S.K. Spear, J.D. Holbrey and R.D. Rogers, J. Am. Chem. Soc., 124, 4974 (2002); doi:10.1021/ja025790m.

X. Li, B. Li, M. Cheng, Y. Du, X. Wang and P. Yang, J. Mol. Liq., 284, 1 (2008); doi:10.1016/j.molcata.2007.12.023.

D.S. Zhao, H. Li, J. Zhang, L. Fu, M. Liu, J. Fu and P. Ren, Carbohydr. Polym., 87, 1490 (2012); doi:10.1016/j.carbpol.2011.09.045.

H.R. Liu, H.W. Yu, E.P. Zhou, X.H. Zhang and X.C. Zhang, Asian J. Chem., 25, 8266 (2013); doi:10.14233/ajchem.2013.14708.

Z.B. Zhou, H. Matsumoto and K. Tatsumi, Chem. Eur. J., 10, 6581 (2004); doi:10.1002/chem.200400533.

Issue

Vol. 26 No. 12 (2014): Vol 26 Issue 12

A Novel Deep Eutectic Solvents Synthesized by Solid Organic Compounds and Its Application on Dissolution for Cellulose

Corresponding Author(s) : Huiru Liu

Abstract

Keywords

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