Transesterification Between Diphenyl Carbonate and 1,6-Hexandiol Catalyzed by Metal-Organic Frameworks Based on Zn2+ and Different Aromatic Carboxylic Acids

Liping Wang; Gongying Wang; Fan Wang; Pinhua Liu

doi:10.14233/ajchem.2013.14366

Issue

Vol. 25 No. 10 (2013): Vol 25 Issue 10

Issue Published : April 29, 2013

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

Transesterification Between Diphenyl Carbonate and 1,6-Hexandiol Catalyzed by Metal-Organic Frameworks Based on Zn2+ and Different Aromatic Carboxylic Acids

https://doi.org/10.14233/ajchem.2013.14366

Liping Wang

College of Chemistry and Chemical Engineering, Qujing Normal University, Open Economic Zone Xishan, Qujing 655000, Yunnan, P.R. China ; Chengdu Institute of Organic Chemistry, Chinese Academy of Science, Chengdu 610041, Sichuan Province, P.R. China

Gongying Wang

Chengdu Institute of Organic Chemistry, Chinese Academy of Science, Chengdu 610041, Sichuan Province, P.R. China

Fan Wang

College of Chemistry and Chemical Engineering, Qujing Normal University, Open Economic Zone Xishan, Qujing 655000, Yunnan, P.R. China

Pinhua Liu

College of Chemistry and Chemical Engineering, Qujing Normal University, Open Economic Zone Xishan, Qujing 655000, Yunnan, P.R. China

Corresponding Author(s) : Liping Wang

wanglp_csu@163.com

Asian Journal of Chemistry, Vol. 25 No. 10 (2013): Vol 25 Issue 10
Article Published : May 2, 2013

Abstract

Metal-organic frameworks based on metal ion Zn²⁺ and different aromatic carboxylic acid ligands were prepared by the solvothermal method and characterized by X-ray diffraction and Fourier transform infrared spectroscopy. They were then used as the catalysts for the preparation of polycarbonate diol via the transesterification between diphenyl carbonate and 1,6-hexandiol. Their catalytic activities in the transesterification process were evaluated by the yield of phenol and their catalytic activities in the polycondensation process were determined by the number-average molecular weight (M_n) and the hydroxyl value. The experimental results show that metal-organic frameworks made from Zn²⁺ with benzene-1,4-dicarboxylic acid and benzene-1, 3, 5-tricarboxylic acid exhibit higher catalytic activities than metal-organic frameworks made from Zn²⁺ with benzene-1,3-dicarboxylic acid and benzene-1,2-dicarboxylic acid for the preparation of polycarbonate diol.

Keywords

Transesterification Metal-organic frameworks Aromatic carboxylic acid Catalyst

Wang, L., Wang, G., Wang, F., & Liu, P. (2013). Transesterification Between Diphenyl Carbonate and 1,6-Hexandiol Catalyzed by Metal-Organic Frameworks Based on Zn2+ and Different Aromatic Carboxylic Acids. Asian Journal of Chemistry, 25(10), 5385–5389. https://doi.org/10.14233/ajchem.2013.14366

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References

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References

A. Eceiza, M.D. Martin, K. de la Cala, G. Kortaberria, N. Gabilondo, M.A. Corcuera and I. Mondragon, Polym. Eng. Sci., 48, 297 (2008).

V. Garciá-Pacios, V. Costa, M. Colera and J.M. Martin-Martinez, Int. J. Adhes. Adhes., 30, 456 (2010).

H. Hocker and H. Heul, in ed.: J.C. Salomone, Cyclic Carbonates (RingOpening Polymerization). Polymeric Materials Encyclopedia, CRC Press, Boca Raton, Florida, p. 16 (1996).

H. Sugimoto and A. Ogawa, React. Funct. Polym., 67, 1277 (2007).

Y.X. Feng, N. Yin, Q.F. Li, J.W. Wang, M.Q. Kang and X.K. Wang, Ind. Eng. Chem. Res., 47, 2140 (2008).

H. Steffen, B. Rolf and B. Lotar, US Patent 20050065360 (2005).

M. Shuichi, H. Satoshi and T. Kazunobu, Macromol. Chem. Phys., 201, 1632 (2000).

J. Tillack and J. Laue, WO Patent 03002630A3 (2003).

H.J. Buysch and H. Krimm, DE Patent 2523352A1 (1976).

T. Murai and T. Fujii, EP Patent 0343572A2 (1989).

P. Cao, W.B. Shi, X.G. Yang, T. Kang, Y. Ch. Lei and G.Y. Wang, Petrochem. Technol., 3, 346 (2010).

M. Dincâ and J.R. Long, Angew. Chem. Int. Ed., 47, 6766 (2008).

Y.X. Zhou, Sh. G. Liang, J.L. Song, T.B. Wu, S.Q. Hu, Zh. H. Liu, T. Jiang and B.X. Han, Acta. Phys. Chim. Sin., 26, 939 (2010).

Z.Q. Li, M. Zhang and L.G. Qiu, Chin. J. Lumines., 31, 421 (2010).

K. Schlichte, T. Kratzke and S. Kaskel, Micopor. Mesopor Mater., 73, 81 (2004).

Q.R. Fang, G. Sh. Zhu, M.H. Xin, D.L. Zhang, X. Shi, G. Wu, G. Tian, L.L. Tang, M. Xue and Sh. L. Qiu, Chem. J. Chin. Univ., 6, 1026 (2004).

G. Tian, X.J. Liu and Q.R. Fang, Chem. J. Chin. Univ., 4, 784 (2004).

B. Civalleri, F. Napoli, Y. Noël, C. Roetti and R. Dovesi, Cryst. Eng. Commun., 8, 364 (2006).

Issue

Vol. 25 No. 10 (2013): Vol 25 Issue 10

Transesterification Between Diphenyl Carbonate and 1,6-Hexandiol Catalyzed by Metal-Organic Frameworks Based on Zn2+ and Different Aromatic Carboxylic Acids

Corresponding Author(s) : Liping Wang

Abstract

Keywords

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