Abstract
Brown bin waste can be used for the production of butanol and butyric acid by employing fermentation techniques. This study focuses on heterogeneous solid acid catalyst obtained from solid residues derived from a fermentation process and applied for the efficient conversion of butyric acid to butyl butyrate. The solid acid catalysts were produced by sulfonation of char obtained from the slow pyrolysis of brown bin waste digestate at various temperatures (400, 500 and 600 °C). The catalysts possessing the highest surface area and acid density were shown to have the highest catalytic activity and thus performed better giving competitive results to Amberlyst 15 and H2SO4 (96 % yield), after 24 h reaction. Increasing the catalyst loading was found to positively affect the yields of butyl butyrate, especially at early reaction time. Realistic kinetic parameters were formulated for the optimum char based solid acid catalyst using two power law models.
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McCormick, R.L., Graboski, M.S., Alleman, T.L., Herring, A.M., Tyson, K.S.: Impact of biodiesel source material and chemical structure on emissions of criteria pollutants from a heavy-duty engine. Environ. Sci. Technol. 35(9), 1742–1747 (2001)
Pereira, E., dos Santos, L.M., Einloft, S., Seferin, M., Dullius, J.: Biodiesel production from high FFA degummed rice bran oil by a two-step process using ethanol/methanol and a green catalyst. Waste Biomass Valoriz. 6(3), 343–351 (2015)
Hayes, D.J.: An examination of biorefining processes, catalysts and challenges. Catal. Today 145(1–2), 138–151 (2009)
Kang, S.Y., Park, C.H., Yoon, Y.S., Cho, I.H., Ahn, H.W., Park, S.R., Song, J.H., Lee, S.H., Sang, B.I., Suh, Y.W., Um, Y.S., Lee, S.M.: Method of extracting butyric acid from a fermented liquid and chemically converting butyric acid into biofuel. U.S.A. Patent
Jenkins, R.W., Munro, M., Nash, S., Chuck, C.J.: Potential renewable oxygenated biofuels for the aviation and road transport sectors. Fuel 103, 593–599 (2013)
Ramey, D.E., Yang, S.-T.: Production of Butyric Acid and Butanol from Biomass. Medium: ED; Size: 3.9. (2005)
Maddox, I.S.: The acetone–butanol–ethanol fermentation: recent progress in technology. Biotechnol. Genet. Eng. Rev. 7(1), 189–220 (1989)
Chen, Y., Su, Y., Jiao, F., Chen, G.: A simple and efficient synthesis protocol for sulfonation of nitrobenzene under solvent-free conditions via a microreactor. RSC Adv. 2(13), 5637–5644 (2012)
Lou, W.Y., Zong, M.H., Duan, Z.Q.: Efficient production of biodiesel from high free fatty acid-containing waste oils using various carbohydrate-derived solid acid catalysts. Bioresour. Technol. 99(18), 8752–8758 (2008)
Chen, G., Fang, B.S.: Preparation of solid acid catalyst from glucose-starch mixture for biodiesel production. Bioresour. Technol. 102(3), 2635–2640 (2011)
Galhardo, T.S., Simone, N., Gonçalves, M., Figueiredo, F.C.A., Mandelli, D., Carvalho, W.A.: Preparation of sulfonated carbons from rice husk and their application in catalytic conversion of glycerol. ACS Sustain. Chem. Eng. 1(11), 1381–1389 (2013)
Severini, F., Flannelly, T., Nolan, D.O., Leahy, J.J., Kwapinski, W.: Development of heterogeneous acid catalysts produced from the carbonization of Miscanthus × giganteus for the esterification of butyric acid to butyl butyrate with n-butanol. J. Chem. Technol. Biotechnol. 91(7), 2076–2084 (2016)
Evans, L., Okamura, S., Poll, J., Barker, N.: Evaluation of opportunities for converting indigenous UK wastes to fuels and energy—report to the National Non-Food Crops Centre NNFCC, pp. 1–195. (2009)
Shen, D., Xiao, R., Gu, S., Luo, K.: The pyrolytic behavior of cellulose in lignocellulosic biomass: a review. RSC Adv. 1(9), 1641–1660 (2011)
Matras, J., Niewiadomski, M., Ruppert, A., Grams, J.: Activity of Ni catalysts for hydrogen production via biomass pyrolysis. Kinet. Catal. 53(5), 565–569 (2012)
Kwapinski, W., Byrne, C.M.P., Kryachko, E., Wolfram, P., Adley, C., Leahy, J.J., Novotny, E.H., Hayes, M.H.B.: Biochar from biomass and waste. Waste Biomass Valoriz. 1(2), 177–189 (2010)
Dehkhoda, A.M., West, A.H., Ellis, N.: Biochar based solid acid catalyst for biodiesel production. Appl. Catal. A 382(2), 197–204 (2010)
Waddington, D.J., Finlay, H.S.: Organic Chemistry Through Experiment, 4th edn. Bell & Hyman, London (1981)
Du, S., Valla, J.A., Bollas, G.M.: Characteristics and origin of char and coke from fast and slow, catalytic and thermal pyrolysis of biomass and relevant model compounds. Green Chem. 15(11), 3214–3229 (2013)
Dehkhoda, A.M., Ellis, N.: Biochar-based catalyst for simultaneous reactions of esterification and transesterification. Catal. Today 207, 86–92 (2013)
Rao, B.V.S.K., Chandra Mouli, K., Rambabu, N., Dalai, A.K., Prasad, R.B.N.: Carbon-based solid acid catalyst from de-oiled canola meal for biodiesel production. Catal. Commun. 14(1), 20–26 (2011)
Zong, M.-H., Duan, Z.-Q., Lou, W.-Y., Smith, T.J., Wu, H.: Preparation of a sugar catalyst and its use for highly efficient production of biodiesel. Green Chem. 9(5), 434–437 (2007)
Yu, J.T., Dehkhoda, A.M., Ellis, N.: Development of biochar-based catalyst for transesterification of canola oil. Energy Fuels 25, 337–344 (2011)
Gomez-Serrano, V., Pastor-Villegas, J., Perez-Florindo, A., Duran-Valle, C., Valenzuela-Calahorro, C.: FT-IR study of rockrose and of char and activated carbon. J. Anal. Appl. Pyrolysis 36(1), 71–80 (1996)
Deactivation and Testing of Hydrocarbon-Processing Catalysts, Copyright, Advisory Board, Foreword. In: Deactivation and Testing of Hydrocarbon-Processing Catalysts, vol. 634. ACS Symposium Series, vol. 634, pp. i–iv. American Chemical Society, (1996)
Zhang, W., Tao, H., Zhang, B., Ren, J., Lu, G., Wang, Y.: One-pot synthesis of carbonaceous monolith with surface sulfonic groups and its carbonization/activation. Carbon 49(6), 1811–1820 (2011)
Fraile, J.M., García-Bordejé, E., Roldán, L.: Deactivation of sulfonated hydrothermal carbons in the presence of alcohols: evidences for sulfonic esters formation. J. Catal. 289, 73–79 (2012)
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We thank the Earth and Natural Sciences Doctoral Studies Programme funded under by the higher Education Authority (HEA) through the Programme for Research at Third-Level Institutions, Cycle 5 (PRTLI-5) and co-funded under the European Regional Development Fund (ERDF). We also thank the Chemical and Environmental Science Department and the Materials and Surface Science Institute of the University of Limerick.
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Severini, F., Leahy, J.J. & Kwapinski, W. Heterogeneous Char Based Solid Acid Catalysts from Brown Bin Waste to Create a Green Process for the Production of Butyl Butyrate. Waste Biomass Valor 8, 2431–2441 (2017). https://doi.org/10.1007/s12649-016-9696-9
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DOI: https://doi.org/10.1007/s12649-016-9696-9