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Catalytic Valorization of Lignin Using Niobium Oxide

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Abstract

There is a significant interest in valorization of lignin into chemicals. In this research, niobium oxide was tested as a catalyst for partial oxidation of lignin. Research objectives were to: (1) study the effect of temperature and catalyst loading on synthesis of aromatics from lignin, (2) study the effect of oxidants and rate of mixing on lignin oxidation, and (3) determine the reaction kinetics. Batch experiments were performed via a factorial design with catalyst loading (0.1–0.3 g) and temperature (70–90 °C) as factors. Results indicated that under optimal conditions of temperature of 90 °C, and catalyst loading of 0.5 g, 137.194 mg L−1 of vanillin and 30.290 mg L−1 of acetovanillone were produced. Oxidant type was found have a significant effect for vanillin production but not for acetovanillone. In addition, production of both vanillin and acetovanillone were independent of mixing. It is theorized that formation of aceto derivatives and vanillin under alkaline conditions were due to retroaldol cleavage of the α-hydroxy-γ-carbonyl structure of the lignin.

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References

  1. Corma, A., Iborra, S., Velty, A.: Chemical routes for the transformation of biomass into chemicals. Chem. Rev. 107, 2411–2502 (2007)

    Article  Google Scholar 

  2. Demirbas, A.: Biomass resource facilities and biomass conversion processing for fuels and chemicals. Energy Convers. Manag. 42, 1357–1378 (2001)

    Article  Google Scholar 

  3. Ragauskas, A.J., Beckham, G.T., Biddy, M.J., Chandra, R., Chen, F., Davis, M.F., Davison, B.H., Dixon, R.A., Gilna, P., Keller, M., Langan, P., Naskar, A.K., Saddler, J.N., Tschaplinski, T.J., Tuskan, G.A., Wyman, C.E.: Lignin valorization: improving lignin processing in the biorefinery. Science 344, 1–10 (2014)

    Article  Google Scholar 

  4. Gosselinka, R.J.A., de Jonga, E., Guranb, B., Abächerli, A.: Co-ordination network for lignin—standardisation, production and applications adapted to market requirements (EUROLIGNIN). Ind. Crops Prod. 20, 121–129 (2004)

    Article  Google Scholar 

  5. Kleinert, M., Barth, T.: Phenols from lignin. Chem. Eng. Technol. 31, 736–745 (2008)

    Article  Google Scholar 

  6. Araújo, J.D.P., Grande, C.A., Rodrigues, A.E.: Vanillin production from lignin oxidation in a batch reactor. Chem. Eng. Res. Des. 88, 1024–1032 (2010)

    Article  Google Scholar 

  7. Xiang, Q., Lee, Y.Y.: Oxidative cracking of precipitated hardwood lignin by hydrogen peroxide. Appl. Biochem. Biotechnol. 84, 153–162 (2000)

    Article  Google Scholar 

  8. Xiang, Q., Lee, Y.Y.: Production of oxychemicals from precipated hardwood lignin. Appl. Biochem. Biotechnol. 91, 71–80 (2001)

    Article  Google Scholar 

  9. Fargues, C., Mathais, A., Rodrigues, A.: Kinetics of Vanillin production from Kraft lignin oxidation. Ind. Eng. Chem. Res. 35, 28–36 (1996)

    Article  Google Scholar 

  10. Sales, F.G., Maranhao, L.C.A., Filho, N.M.L., Abreu, C.A.M.: Kinetic evaluation and modeling of lignin catalytic wet oxidation to selective production of aromatic aldehydes. Ind. Eng. Chem. Res. 45, 6627–6631 (2006)

    Article  Google Scholar 

  11. Deng, H., Lin, L., Sun, Y., Pang, C., Zhuang, J., Ouyang, P., Li, J., Liu, S.: Perovskite type oxides LaMnO3: an efficient and recyclable heterogeneous catalyst for the wet aerobic oxidation of lignin to aromatic aldehydes. Catal. Lett. 126, 106–111 (2008)

    Article  Google Scholar 

  12. Wachs, I.E., Briand, L.E., Jehng, J.M., Burcham, L., Gao, X.: Molecular structure and reactivity of the group V metal oxides. Catal. Today 57, 323–330 (2000)

    Article  Google Scholar 

  13. Ziolek, M.: Niobium-containing catalysts-the state of the art. Catal. Today 78, 47–64 (2003)

    Article  Google Scholar 

  14. Tanabe, K.: Catalytic application of niobium compounds. Catal. Today 78, 65–77 (2003)

    Article  Google Scholar 

  15. Centi, G., Cavani, F., Trifirò, F.: Selective Oxidation by Heterogeneous Catalysis. Springer Science & Business Media, Berlin (2012)

    Google Scholar 

  16. Nyamunda, B.C., Chigondo, F., Moyo, M., Guyo, U., Shumba, M., Nharingo, T.: Hydrogen peroxide as an oxidant for organic reactions. J. Atoms Mol. 3(1), 23–44 (2013)

    Google Scholar 

  17. Wu, G., Heitz, M., Chornet, E.: Improved alkaline oxidation process for the production of aldehydes (vanillin and syringaldehyde) from steam-explosion hardwood lignin. Ind. Eng. Chem. Res. 33, 718–723 (1994)

    Article  Google Scholar 

  18. Villar, J.C., Capero, S.A., Garcia-Ochoa, F.: Oxidation of hardwood kraft-lignin to phenolic derivatives with oxygen as oxidant. Wood Sci. Technol. 35, 245–255 (2001)

    Article  Google Scholar 

  19. Pinto, P.C.R., Silva, E.A.B., Rodrigues, A.E.: Lignin as source of fine chemicals: vanillin and syringaldehyde. In: Baskar, C., Baskar, S., Dhillon, R.S. (eds.) Biomass Conversion, pp. 381–420. Springer, Heidelberg (2012)

  20. Pacek, A.W., Ding, P., Garret, M., Sheldrake, G.N., Nienow, A.W.: Catalytic conversion of sodium lignosulphonate to vanillin—engineering aspects. Part 1 effects of processing condition on vanillin yield and selectivity. Ind. Eng. Chem. Res. 52, 8361–8372 (2013)

    Article  Google Scholar 

  21. Callahan, J.L., Grasselli, R.K.: A selective factor in vapor-phase hydrocarbon oxidation catalysis. AIChE J. 9, 755–760 (1963)

    Article  Google Scholar 

  22. Grasselli, R.K.: Fundamentals principles of selective heterogeneous oxidation catalysis. Top. Catal. 21, 79–88 (2000)

    Article  Google Scholar 

  23. Grasselli, R.K.: Genesis of site isolation and phase cooperation in selective oxidation catalysis. Top. Catal. 15, 93–101 (2001)

    Article  Google Scholar 

  24. Gellerstedt, G.: Chemical degradation methods: permanganate oxidation. In: Lin, S.Y., Dence, C.W. (eds.) Methods in Lignin Chemistry, pp. 322–333. Springer, Berlin (1992)

  25. Hasegawa, I., Inoue, Y., Muranaka, Y., Yasukawa, T., Mae, K.: Selective production of organic acids and depolymerization of lignin by hydrothermal oxidation with diluted hydrogen peroxide. Energy Fuels 25, 791–796 (2011)

    Article  Google Scholar 

  26. Das, L., Kolar, P., Osborne, J.A., Sharma-Shivappa, R.R., Classen, J.J.: Selective oxidation of lignin into aromatic aldehydes using niobium oxalate. Trans. ASABE 59(2), 727–735 (2016)

    Article  Google Scholar 

  27. Mathias, A.L., Rodrigues, A.E.: Production of vanillin by oxidation of pine kraft lignins with oxygen. Holzforschung 49, 273–278 (1995)

    Article  Google Scholar 

  28. Makwana, D., Son, Y.C., Howell, A.R., Suib, S.L.: The role of lattice oxygen in selective benzyl alcohol oxidation using OMS-2 catalyst: a kinetic and isotope labeling study. J. Catal. 210, 46–52 (2002)

    Article  Google Scholar 

  29. Tomlinson, G.H., Hibbert, H.: Studies on lignin and related compounds. XXV. Mechanism of vanillin formation from spruce lignin sulfonic acids in relation to lignin structure. J. Am. Chem. Soc. 58, 348–353 (1936)

    Article  Google Scholar 

  30. Tarabanko, V.E., Petukhov, D.V., Selyutin, G.E.: New mechanism for the catalytic oxidation of lignin to vanillin. Kinet. Catal. 45, 569–577 (2004)

    Article  Google Scholar 

Download references

Acknowledgments

The author gratefully acknowledges the research sponsorship from Center for Bioenergy Research and Development (NSF Industry/University Cooperative Research Center).

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Correspondence to Praveen Kolar.

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Das, L., Kolar, P., Sharma-Shivappa, R. et al. Catalytic Valorization of Lignin Using Niobium Oxide. Waste Biomass Valor 8, 2673–2680 (2017). https://doi.org/10.1007/s12649-016-9717-8

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  • DOI: https://doi.org/10.1007/s12649-016-9717-8

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