Basic and Brønsted Acidic Ionic Liquids as Catalysts in Biodiesel Synthesis

المؤلفون

  • Abdelmalik M. Shakorfow 1Chemical and Petroleum Engineering Department, Faculty of Engineering, Elmergib University, Khoms-Libya
  • Abdulaziz H. Mohamed Chemical Engineering Department, Faculty of Engineering, Tobruk University, Tobruk-Libya

الكلمات المفتاحية:

Ionic liquid، basic ionic liquid، Brønsted acidic ionic liquid، synthesis

الملخص

In this article, use of some basic and Brønsted acidic ionic liquids for the purpose of synthesis of biodiesel has been reviewed. In such a technology, it is evident that use of ionic liquids in general is increasing. Ionic liquids can be tailored with respect to the desirable application. In-house-synthesized basic ionic liquids have sufficiently catalyze the transesterification reaction with an adequate biodiesel yield. Reusability, stable catalytic activity and use of moderate reaction conditions were all reported. Investigations deemed have shown that optimal reaction conditions have been demonstrated. In order to further promote the catalytic activity of a basic ionic liquid, immobilization of some metal chlorides in that basic ionic liquids has been proposed. Biodiesel contamination by metal residues as well as the possibility of release of HCl; however, have encouraged another arrangement. This arrangement relies on using an ionic liquid as a support for those readily available acidic/basic traditional catalysts. Via such an arrangement, high yield, low cost, reusability as well as simplicity of procedure were attained. Another success of ionic liquids as catalysts in biodiesel synthesis is that with the Brønsted acidic ionic liquids good product recovery can be ensured while biodiesel contamination with free molecules of the used catalyst can be prevented. In addition, good features of basic ionic liquids cited above have also been demonstrated while using those Brønsted acidic ionic liquids.

المراجع

Abdelmalik M. Shakorfow and Abdulaziz H. Mohamed. Immobilized Enzymatic Catalysts for Biodiesel Production: A Review. International Science and Technology Journal, Vol. 21, April 2020.

Jing-Juan Qi, Jin-Qing Lin and Hong-Quan Fu. One-step production of biodiesel from waste cooking oil catalysed by SO3H-functionalized quaternary ammonium ionic liquid. CURRENT SCIENCE, VOL. 110, No. 11, 10 June 2016.

Plechkova, N. V., Seddon, K. R., Applications of ionic liquids in the chemical industry. Chemical Society Reviews, 37, No. 1, 123-150 (2008).

L. Andreani and J. D. Rocha. USE OF IONIC LIQUIDS IN BIODIESEL PRODUCTION: A REVIEW. Brazilian Journal of Chemical Engineering. Vol. 29, No. 01, pp. 1 - 13, January - March, 2012. ISSN 0104-6632.

Kubisa, P., Ionic liquids as solvents for polymerization processes – Progress and challenges. Progress in Polymer Science, 34, No. 12, 1333-1347 (2009).

Anderson, J. L., Armstrong, D. W., Wei, G. -T., Ionic liquids in analytical chemistry. Analytical Chemistry, 78, No. 9, 2892-2902 (2006).

Qinggong Ren, Tongmei Zuo, Jingjing Pan, Changle Chen and Weimin Li . Preparation of Biodiesel from Soybean Catalyzed by Basic Ionic Liquids [Hnmm]OH. Materials 2014, 7, 8012-8023; doi:10.3390/ma7128012. ISSN 1996-1944.

Forbes, et al., 2006 Forbes, D. C., Law, A. M., Morrison, D. W., The Knoevenagel reaction: analysis and recycling of the ionic liquid medium. Tetrahedron Letters, 47, No. 11, 1699-1703 (2006).

Li, E., and Rudolph, V. Transesterification of vegetable oil to biodiesel over MgO-functionalized mesoporous catalysts. Energy & Fuels 2008;22:145-149.

Seddon, K.R. Ionic liquids for clean technology. J. Chem. Technol. Biotechnlol. 1997, 68, 351–356.

Judeh, Z.M.A.; Shen, H.-Y.; Chi, B.C.; Feng, L.-C.; Selvasothi, S. A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids. Tetrahedron Lett. 2002, 43, 9381–9384.

Claudio, A.F.M.; Ferreira, A.M.; Shahriari, S.; Freire, M.G.; Coutinho, J.A.P. Critical assessment of the formation of ionic-liquid-based aqueous two-phase systems in acidic media. J. Phys. Chem. B 2011, 115, 11145–11153.

L. Andreani and J. D. Rocha. USE OF IONIC LIQUIDS IN BIODIESEL PRODUCTION: A REVIEW. Brazilian Journal of Chemical Engineering. Vol. 29, No. 01, pp. 1 - 13, January - March, 2012. ISSN 0104-6632.

Fauzi, A.H.M.; Amin, N.A.S. An overview of ionic liquids as solvents in biodiesel synthesis. Renew. Sust. Energ. Rev. 2012, 16, 5770–5786. [15] Rita Skoda-Földes. The Use of Supported Acidic Ionic Liquids in Organic Synthesis. Molecules 2014, 19, 8840-8884.

B. Gilbert, H. Olivier-Bourbigou and F. Favre. Chloroaluminate Ionic Liquids: from their Structural Properties to their Applications in Process Intensification. Oil & Gas Science and Technology – Rev. IFP, Vol. 62 (2007), No. 6, pp. 745-759 Copyright © 2007, Institut français du pétrole DOI: 10.2516/ogst:2007068.

Liang, X. Z., Gong, G. Z., Wu, H. H. and Yang, J. G., Highly efficient procedure for the synthesis of biodiesel from soybean oil using chloroaluminate ionic liquid as catalyst. Fuel, 2009, 88, 613–616.

Fang, D., Yang, J. M. and Jiao, C. M., Dicationic ionic liquids as environmentally benign catalysts for biodiesel synthesis. ACS Catal., 2010, 1, 42–47.

Ghiaci, M.; Aghabarari, B.; Gil, A. Production of biodiesel by esterification of natural fatty acids over modified organoclay catalysts. Fuel 2011, 90, 3382–3389.

Cao, F.; Chen, Y.; Zhai, F.; Li, J.; Wang, J.; Wang, X.; Wang, S.; Zhu, W., (2008). Biodiesel production from high acid value waste frying oil catalyzed by superacid heteropolyacid. Biotech. Bioengin., 101 (1), 93-100

Liang, X. Z., Xiao, H. Q. and Qi, C. Z., Efficient procedure for biodiesel synthesis from waste oils using novel solid acidic ionic liquid polymer as catalysts. Fuel Processing Technology. Volume 110, June 2013, Pages 109-113.

Hualiang An, Lijuan Kang, Wei Gao, Xinqiang Zhao, Yanji Wang. Synthesis and Characterization of Novel Brønsted-Lewis Acidic Ionic Liquids. Green and Sustainable Chemistry, 2013, 3, 32-37 doi:10.4236/gsc.2013.32A005 Published Online May 2013 (http://www.scirp.org/journal/gsc).

Li, X.F.; Wang, Y.; Zhao, H.; Li, C.H. Synthesis of a new basic ionic liquid and its application in catalyzing preparation of biodiesel. Petroleum Prog. Sect. 2012, 28, 201 206.

Luo, H., Fan, W. Y., Li, Y. and Nan, G. Z., Biodiesel production using alkaline ionic liquid and adopted as lubricity additive for low-sulfur diesel fuel. Bioresour. Technol., 2013, 140, 337–341.

Jin-hua LIANG. Xiao-qian REN, Jin-tang WANG, ming JINAG and Zheng-jinag LI. Preparation of biodiesel by transesterification from cottonseed oil using the basic dication ionic liquids as catalysts. Journal of Fuel Chemistry and Technology Volume 38, Issue 3, June 2010a, pages 275-280.

Khashayar Ghandi. A Review of Ionic Liquids, Their Limits and Applications. Green and Sustainable Chemistry, 2014, 4, 44-53 Published Online February 2014 (http://www.scirp.org/journal/gsc) http://dx.doi.org/10.4236/gsc.2014.41008.

S. Ahrens, A. Peritz and T. Strassner, “Tunable Aryl Alkyl Ionic Liquids (TAAILs): The Next Generation of Ionic Liquids. Angewandte Chemie International Edition, Vol. 48, No. 42, 2009, pp. 7908-7910.

Minghan Han, Wulang Yi, Qin Wu, Ying Liu, Yongchun Hong and Dezheng Wang. Preparation of biodiesel from waste oils catalyzed by a Brønsted acidic ionic liquid.Bioresource Technology. Volume 100, Issue 7, April 2009, Pages 2308-2310.

Ji Li, Xiao Peng, Meng Luo, Chun-Jian Zhao, Cheng-Bo Gu, Yuan-Gang Zu and Yu Jie Fu. Biodiesel production from Camptotheca acuminate seed oil catalyzed by novel Brönsted–Lewis acidic ionic liquid. Appl. Energy, 2014, 115, issue C, 438–444.

Liang, X. Z. and Yang, J. G., Synthesis of a novel multi SO3H functionalized ionic liquid and its catalytic activities for biodiesel synthesis. Green Chem., 2010b, 12, 201–204.

Earle, M. J., Seddon, K. R., Ionic liquids. Green solvents for the future. Pure and Applied Chemistry, 72, No. 7, 1391-1398 (2000).

Welton, T., Ionic liquids in catalysis. Coordination Chemistry Reviews, 248, No. 21-24, 2459-2477 (2004).

Greaves, T. L. and Drummond, C. J., Protic ionic liquids: properties and applications. Chem. Rev., 2008, 108, 206–237.

Welton, T., Room-temperature ionic liquids. Solvents for synthesis and catalysis. Chemical Reviews, 99, No. 9, 2071-2083 (1999).

N. Meine, F. Benedito and R. Rinaldi, “Thermal Stability of Ionic Liquids Assessed by Potentiometric Titration,” Green Chemistry, Vol. 12, No. 10, 2010, pp. 1711-1714.

Roosen, C., Muller, P., Greiner, L., Ionic liquids in biotechnology: applications and perspectives for biotransformations. Applied Microbiology and Biotechnology, 81, No. 4, 607-614 (2008).

Cole, A. C. et al., Novel Brønsted acidic ionic liquids and their use as dual solvent–catalysts. J. Am. Chem. Soc., 2002, 124, 5962– 5963.

Brandt, A., Grasvik, J., Hallett, J. P. and Welton, T., Deconstruction of lignocellulosic biomass with ionic liquids. Green Chem., 2013, 15, 550–583.

John S. Wilkes, Joseph A. Levisky, Robert A. Wilson, and Charles L. Hussey. Dialkylimidazolium chloroaluminate melts: a new class of room-temperature ionic liquids for electrochemistry, spectroscopy and synthesis. Inorg. Chem., 1982, 21 (3), pp 1263–1264 DOI: 10.1021/ic00133a078.

John D. Holbrey, W. Matthew Reichert, Richard P. Swatloski, Grant A. Broker, William R. Pitner, Kenneth R. Seddon and Robin D. Rogers. Efficient, halide free synthesis of new, low cost ionic liquids: 1,3-dialkylimidazolium salts containing methyl- and ethyl-sulfate anions. 2002. Journal of Green Cemistry, Issue 5.

Claúdia C. Cassol, Günter Ebeling, Bauer Ferrera and Jairton Dupont. A Simple and Practical Method for the Preparation and Purity Determination of Halide-Free Imidazolium Ionic Liquids. 2006. Journal of Advanced Synthesis & Catalysis. Volume 348, Issue 1-2 January 2006 Pages 243–248.

Li, C.Z.; Zhang, A.H.; Xiao, Z.H.; Jiang, L.J.; Li, P.W. Preparation of biodiesel from cornus wilsoniana fruit oil with basic ionic liquids as catalyst. J. Cent. South. Univ. For. Technol. 2011, 31, 38–43.

Earle, M. J., Plechkova, N. V., Seddon, K. R., Green synthesis of biodiesel using ionic liquids. Pure and Applied Chemistry, 81, No. 11,2045-2057(2009).

Gamba, M., Lapis, A. A. M., Dupont, J., Supported ionic liquid enzymatic catalysis for the production of biodiesel. Advanced Synthesis and Catalysis, 350, No. 1, 160 164 (2008).

Elsheikh, Y.A. Preparation of Citrullus colocynthis biodiesel via dual-step catalyzed process using functionalized imidazolium and pyrazolium ionic liquids for esterification step. Ind. Crops Prod. 2013, 49, 822–829.

Qin Wu, Hualin Wan, Hansheng Li, Haoran Song and Tonghua Chu. Bifunctional temperature-sensitive amphiphilic acidic ionic liquids for preparation of biodiesel. Catalysis Today. Volume 200, 1 February 2013, Pages 74-79.

Feng Guo, Zhen Fang, Xiao-Fei Tian, Yun-Duo Long and Li- Qun Jiang. One-step production of biodiesel from Jatropha oil with high-acid value in ionic liquids.Bioresource Technology. Volume 102, Issue 11, June 2011, Pages 6469-6472

Zhang, L.; Xian, M.; He, Y.C.; Li, L.Z.; Yang, J.M.; Yu, S.T.; Xu, X. A Brønsted acidic ionic liquid as an efficient and environmentally benign catalyst for biodiesel synthesis from free fatty acids and alcohols. Bioresour. Technol. 2009, 100, 4368 4373.

Wu, P.; Yang, Y.; Colucci, J. A.; Grulke, E. A., (2007). Effect of ultrasonication on droplet size in biodiesel mixtures. J. Am. Oil Chem. Soc., 84 (9), 877-884.

التنزيلات

منشور

2020-07-30

كيفية الاقتباس

Shakorfow, A. M., & Mohamed, A. H. (2020). Basic and Brønsted Acidic Ionic Liquids as Catalysts in Biodiesel Synthesis. مجلة البحوث الأكاديمية, 16, 6–11. استرجع في من https://lam-journal.ly/index.php/jar/article/view/128

إصدار

القسم

العلوم الهندسية والتطبيقية