Furfural Reduction via Hydrogen Transfer from Supercritical Methanol

Abstract

Furfural derived from biomass hemicelluloses is an important intermediate for biofuels and chemicals. In order to further upgrade, furfural is usually reduced into 2-methyl furan that is more stable and useful. In this work, furfural was reduced by CuZnAl, CuMgAl, Cu₂Cr₂O₅, CuNiAl as catalysts in a supercritical methanol without external H₂ source. The best yield of 2-methyl furan was achieved among the H₂ free furfural process reported as high as 74%. And the catalytic behaviors were discussed under different catalysts and temperatures conditions.

Keywords

Furfural / 2-Methyl furan / Supercritical methanol

References

[1] Huber G., Iborra S., Corma A. Chem. Rev., 2006, 106: 4044.

[2] Corma A., Iborra S., Velty A. Chem. Rev., 2007, 107: 2411.

[3] Barta K., Ford P. C. Acc. Chem. Res., 2014, 47: 1503.

[4] Matson T. D., Barta K., Iretskii A. V., Ford P. C. J. Am. Chem. Soc., 2011, 133: 14090.

[5] Warner G., Hansen T. S., Riisager A., Beach E. S., Barta K., Anastas P. T. Bioresour Technol., 2014, 161: 78.

[6] Barta K., Matson T. D., Fettig M. L., Scott S. L., Iretskii A. V., Ford P. C. Green Chem., 2010, 12: 1640.

[7] Liang Y., Chen Z. H., Liang B. Y., Hu Z., Yang X. M., Wang Z. C. Chem. J. Chinese Universities, 2016, 37(6): 1123.

[8] Danon B., Marcotullio G., de Jong W. Green Chem., 2014, 16: 39.

[9] Liu H. H., Liu L. C., Zhang W. L., He Y. P., Huang W. M. Chem. J. Chinese Universities, 2018, 39(4): 779.

[10] Ma X., Jiang C., Xu H., Ding H., Shuai S. Fuel, 2014, 116: 281.

[11] Wang C. M., Xu H. M., Daniel R., Ghafourian A., Herreros J. M., Shuai S. J., Ma X. Fuel, 2013, 103: 200.

[12] Corma A., de la Torre O., Renz M., Villandier N. Angew. Chem. Int. Ed., 2011, 50: 2375.

[13] Burnett L. W., Johns I. B., Holdren R. F., Hixon R. M. Ind. Eng. Chem., 1948, 40: 502.

[14] Jean-Lessard J. F. M., Jean-Francois W., Delphine M., Esteban C. Top. Catal., 2010, 53: 1231.

[15] Xiong K., Lee W. S., Bhan A., Chen J. G. ChemSusChem, 2014, 7: 2146.

[16] Sitthisa S., An W., Resasco D. E. J. Catal., 2011, 284: 90.

[17] Zheng H. Y., Zhu Y. L., Teng B. T., Bai Z. Q., Zhang C. H., Xiang H. W., Li Y. W. J. Mol. Catal. A: Chem., 2006, 246: 18.

[18] Dong F., Zhu Y., Zheng H., Zhu Y., Li X., Li Y. J. Mol. Catal. A: Chem., 2015, 398: 140.

[19] Zhu Y. L., Xiang H. W., Li Y. W., Jiao H., Wu G. S., Zhong B., Guo G. Q. New J. Chem., 2003, 27: 208.

[20] Zheng H. Y., Zhu Y. L., Bai Z. Q., Huang L., Xiang H. W., Li Y. W. Green Chem., 2006, 8: 221.

[21] Zheng H. Y., Zhu Y. L., Huang L., Zeng Z. Y., Wan H. J., Li Y. W. Catal. Commun., 2008, 9: 342.

[22] Gowda A. S., Parkin S., Ladipo F. T. Appl. Organomet. Chem., 2012, 26: 86.

[23] Yan K., Chen A. Fuel, 2014, 115: 101.

[24] Yan K., Chen A. Energy, 2013, 58: 357.

[25] Scholz D., Aellig C., Hermans I. ChemSusChem, 2014, 7: 268.

[26] Panagiotopoulou P., Vlachos D. G. Appl. Catal. A-Gen., 2014, 480: 17.

[27] Panagiotopoulou P., Martin N., Vlachos D. G. J. Mol. Catal. A: Chem., 2014, 392: 223.

[28] Qian M. D., Luo W., Ni Z. M., Xia S. J., Xue J. L. Chem. J. Chinese Universities, 2017, 38(9): 1611.

[29] Gandarias I., Requies J., Arias P. L., Armbruster U., Martin A. J. Catal., 2012, 290: 79.

[30] Gandarias I., Fernández S. G., El Doukkali M., Requies J., Arias P. L. Top. Catal., 2013, 56: 995.

[31] Thomas S. H., Katalin B., Paul T. A., Peter C. F., Anders R. Green Chem., 2012, 14: 2457.

[32] Sitthisa S., Resasco D. E. Catal. Lett., 2011, 141: 784.

[33] Adkins H., Burgoyne E. E., Schneider H. J. J. Am. Chem. Soc., 1950, 72: 2626.