Kinetics of xylose dehydration into furfural in acetic acid

doi:10.1016/j.cjche.2013.08.003

Abstract

Abstract: In this paper kinetics of xylose dehydration into furfural using acetic acid as catalystwas studied comprehensively and systematically. The reaction order of both furfural and xylose dehydration was determined and the reaction activation energy was obtained by nonlinear regression. The effect of acetic acid concentration was also investigated. Reaction rate constants were gained. Reaction rate constant of xylose dehydration is k₁= 4.189×10¹⁰ [A]^0.1676 exp (-(108.6×1000)/(RT)), reaction rate constant of furfural degradation is k₂=1.271×10⁴ [A]^0.1375 exp (-(63.413×1000)/(RT)) and reaction rate constant of condensation reaction is k₃=3.4051×10¹⁰ [A]^0.1676 exp(-(104.99×1000)/(RT)) . Based on this, the kinetics equation of xylose dehydration into furfural in acetic acid was set up according to theory of Dunlop and Furfural generating rate equation is [d[F]]/[dt]= k₁[X]₀e^-k₁t-k₂[F]-k₃[X]₀e^-k₁t[F].

Key words: Xylose, Furfural, Acetic acid

摘要： In this paper kinetics of xylose dehydration into furfural using acetic acid as catalystwas studied comprehensively and systematically. The reaction order of both furfural and xylose dehydration was determined and the reaction activation energy was obtained by nonlinear regression. The effect of acetic acid concentration was also investigated. Reaction rate constants were gained. Reaction rate constant of xylose dehydration is k₁= 4.189×10¹⁰ [A]^0.1676 exp (-(108.6×1000)/(RT)), reaction rate constant of furfural degradation is k₂=1.271×10⁴ [A]^0.1375 exp (-(63.413×1000)/(RT)) and reaction rate constant of condensation reaction is k₃=3.4051×10¹⁰ [A]^0.1676 exp(-(104.99×1000)/(RT)) . Based on this, the kinetics equation of xylose dehydration into furfural in acetic acid was set up according to theory of Dunlop and Furfural generating rate equation is [d[F]]/[dt]= k₁[X]₀e^-k₁t-k₂[F]-k₃[X]₀e^-k₁t[F].

关键词: Xylose, Furfural, Acetic acid

Zhou Chen,Weijiang Zhang, Jiao Xu, Pingli Li. Kinetics of xylose dehydration into furfural in acetic acid[J]. Chin.J.Chem.Eng., 2015, 23(4): 659-666.

Zhou Chen,Weijiang Zhang, Jiao Xu, Pingli Li. Kinetics of xylose dehydration into furfural in acetic acid[J]. Chinese Journal of Chemical Engineering, 2015, 23(4): 659-666.

References

[1] F. Zhang, The synthesis of esters and ethers derivers of furoin, Ph.D. Thesis, Jilin Univ, 2007. (in Chinese).

[2] B.J. Liu, N.X. Huang,W.Q. Li, Progress in the production and synthesis of furfural and furam, Chem Ind. Times 21 (2) (2007) 66-69 (in Chinese).

[3] A. Datta, S.Walia, B.S. Parmar, Some furfural derivatives as nitrification inhibitors, J. Agric. Food Chem. 49 (10) (2001) 4726-4731.

[4] H.D. Mansilla, J. Baeza, S. Urzúa, Acid-catalysed hydrolysis of rice hull: Evaluation of furfural production, Bioresour. Technol. 66 (3) (1998) 189-193.

[5] K.J. Zeitsch, The Chemistry and Technology of Furfural and Its Many By-products, Elsevier, The Netherlands, 2000.

[6] S. Zhang, Hydrolysis Technology of the Plant Material, Chinese Forestry Press, Beijing, 1994. (in Chinese).

[7] D.F. Root, J.F. Saeman, Kinetics of the acid-catalyzed convention of xylose to furfural, For. Prod. J. 9 (1959) 158-165.

[8] Q. Jing, X.Y. L , Kinetics of non-catalyzed decomposition of D-xylose in high temperature liquid water, Chin. J. Chem. Eng. 15 (5) (2007) 666-669.

[9] K. Lamminpaa, J. Ahola, J. Tanskanen, Kinetics of xylose dehydration into furfural in formic acid, Ind. Eng. Chem. Res. 51 (18) (2012) 6297-6303.

[10] I. Agirrezabal-Telleria, A. Larreategui, J. Requies, M.B. Guemez, P.L. Arias, Furfural production from xylose using sulfonic ion-exchange resins (Amberlyst) and simultaneous stripping with nitrogen, Bioresour. Technol. 102 (16) (2011) 7478-7485.

[11] S.B. Kim,M.R. Lee, et al., Kinetic study of the dehydration of D-xylose in high temperature water, React. Kinet. Mech. Cat. 103 (2) (2011) 267-277.

[12] S.B. Kim, S.J. You, et al., Dehydration of D-xylose into furfural over H-zeolites, Korean J. Chem. Eng. 28 (3) (2011) 710-716.

[13] T.M. Aida, N. Shiraishi, M. Kubo,M.Watanabe, R.L. Smith, Reaction kinetics of D-xylose in sub- and supercritical water, J. Supercrit. Fluids 55 (1) (2010) 208-216.

[14] H.Y. Chang, P.L. Li, J.Q. Liu, Reclaim process of acetic acid in waste water of furfural production(CN1626494) China Pat. (2005) (in Chinese).

[15] W.N. Zhu, Ch. CHang, M. Chen, G.D. Feng, Kinetics of glucose ethanolysis catalyzed by extremely low sulfuric acid in ethanol medium, Chin. J. Chem. Eng. 22 (2) (2014) 238-242.

[16] W.J. Nong, X.P. Chen, L.L.Wang, J.Z. Liang, Thermal decomposition kinetics of abietic acid in static air, Chin. J. Chem. Eng. 21 (7) (2013) 724-729.

[17] Q.S. Yang, Y.J. Liao, L.L.Mao, Kinetics of photocatalytic degradation of gaseous organic compounds on modified TO₂/AC composite photocatalyst, Chin. J. Chem. Eng. 20 (3) (2012) 572-576.

[18] A.P. Dunlop, Furfural formation and behavior, Ind. Eng. Chem. 40 (1948) 204-209.