Synthesis of Tung Oil Anhydride-Ester Polyol

Abstract:

Tung oil is a special biomass resource in China. Tung Oil has the characteristic to be transformed into serial derivatives for its active Conjugated double bond. Especially, tung oil anhydride-ester polyol (TOAEP) can be used as substitute of polyester polyol and/or polyether polyol in the synthesis and modification of polyurethane materials. Through esterification and transesterification, methyl-α-eleostearate-maleic anhydride adduct (MEMAA), a derivative of tung oil, was reacted with ethylene glycol and tung oil anhydride-ester polyol (TOAEP) was obtained. The optimal preparation condition are as follows: p-toluene sufonic acid is used as the catalyst, mole ratio of ethylene glycol to MEMAA is 4:1, reaction temperature is 120°C ~130°C, reaction duration is 8 h. Under the optimal preparation conditions, the yield of TOAEP is up to 88.8% and the hydroxyl value is up to 318.0 mg KOH/g. The structure of TOAEP was confirmed by Infrared spectroscopy (IR).

• Periodical: Advanced Materials Research (Volumes 418-420)
• Pages: 693-697
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.418-420.693
• Online since: December 2011
• Authors: Xun Jun Du, Han Zhou Sun, Yu Xiong Wu, Jin Hua Zhou, Xiao Feng Tan, Dang Quan Zhang, Huai Yun Zhang
• Keywords: Ethylene Glycol, Methyl-α-Eleostearate-Maleic Anhydride Adduct, Synthesis, Tung Oil, Tung Oil Anhydride-Ester Polyol

References

[2] E.J. Geiger, N.M. Becker and L.A. Armbruster: U.S. Patent 0,173,626.(2007)

[3] Z.S. Petrovic, A. Guo, I. Javni, I. Cvetkovi and D.P. Hong: Polym Int, Vol.57(2008)No.2,P.275

[4] Y.G. Yao and I. Yosh: Appl Polym Sci, Vol.60(1996)No.11,P.(1939)

[5] S.P. Huo, Z.W. Kong, J. Chen, G.M. Wu and M.C. Nie: Chemistry and Industry of Forest Products, Vol.30(2010)No.3,P.93(In Chinese)

[6] J.V. Crivello: Polymer Chemistry, Vol.37(2007)No.23,P.4241

[7] O.L. Figovsky and L. Shapovalov: Polymer Bonding, Vol.4(2004), P.27

[8] L. Eurotech: U.S., Patent 6,120.905.(2009)

[9] H.Z. Sun, X.J. Du, X.F. Tan and H.Y. Zhang: Journal of Central South University of Forestry and Technology, Vol.30(2010)No.12, P.134(In Chinese)

[10] J.H. Zhou, X.J. Du, Y.X. Wu, C.C. Ye, H.Z. Sun, H.Y. Zhang and Tan and H.Y: Journal of Central South University of Forestry and Technology, Vol.30(2010)No.12, P.138(In Chinese)

[11] S.B. Shang, H. Xie, H. Huang and D.X. Wang: Chemistry and Industry of Forest Products, Vol.19(1999)No.4,P.7(In Chinese)

[12] HGT 2709-1995, polyester polyols-Determination of hydroxyl number [S] (In Chinese)

[13] HGT 2708-1995, polyester polyols-Determination of acid number [S] (In Chinese)