Synthesis of some Polyol Esters and Diesters Catalyzed with SnO2 and Nano-SnO2

Document Type: Research Article


Department of Nanochemistry, Nanotechnology Research Center, Urmia University, Urmia, I.R. IRAN


Esterification reactions of some polyols and diols were investigated in the presence of SnO2 and nano-SnO2 and the results were compared with the catalyst-free conditions. High conversions were obtained for most of the reactions in the presence of SnO2 and nano-SnO2 which shows the high catalytic activity of SnO2 and nano-SnO2 for the esterification reaction. Low cost of the catalysts compared to alkyl tins, high safety compared to protic acids such as sulfuric acid and high chemical and thermal stability of the catalysts make the reactions interesting for the large-scale production of various polyol esters. Due to the important role of the polyol esters in various industries especially in the lubricant industry, the introduced approach can be interesting.


Main Subjects

[2] Coffin P.C., Linsay C.M., Mills A.J., Lind camp H., Fuhramm J., The Application of Synthetic Fluids to Automotive Lubricant Development Trends, Today and Tomorrow. Lubr. Sci., 7(2): 2-3 (1979).

[3] Venkataramani P.S., Kalra S.L., Raman S.V., Srivastava H.C., Synthesis, Evaluation and Applications of Complex Esters as Lubricants: A Basic study. Lubr. Sci., 5(4): 271-289 (1989).

[4] Carr D., Hutter J., Kelley R., Hessell E., Ureggo R., Production of Polyol Ester Lubricants for Refrigeration Systems, EP2382288A1 (2009).

[5] Farron W.A., Palmer T., Puterka G.J., Polyol Ester Insecticides. US 6756046 (2004).

[6] Wyman F.J., Porvaznik P., Serve P., Hobson D., Uddins D.E., High Temperature Decomposition of Military Specification L-23699 Synthetic Aircraft Lubricants, J. Fire Sci., 5(3): 162-173 (1987).

[7] Vanormer H.P., Trim Compressed-Air Cost with Synthetic Lubricants, Power, 131(2): 43-46 (1987).

[8] Witts J.J., Diester Lubricants in Petroleum and Chemical Plant Service, Lubr. Sci.,5(4): 319-326 (1989).

[9] da Silva M.J., Cardoso A.L., Heterogeneous Tin Catalysts Applied to the Esterification and Transesterification Reactions, J. Catalysts, Article ID 510509, 11 pages (2013).

[10] Grenoble G.L., Biviers P.B., Grenoble B.S., Trimethylolpropane Esters useful as Base Lubricants for Motor Oils, US Patent 4061581B2 (2004).

[11] Hentschel K.H., Dhein R., Rudolph H., Neulussheim K.N., Mannheim K.M., Kruger W., Carboxylic Acid Esters of Pentaerythritol,US Patent 4212816 (1980).

[12] Creve Coeur N.D., Chesterfield A.A.B., Pentaerythritol Co-esters, US 4734519 (1988).

[13] Rudnick L.R., Shubkin R.L., “Synthetic Lubricants and High-Performance Functional Fluids”, Revised and Expanded, CRC Press; 2nd ed. (1999).

[14] Xie W., Wang H., Li H., Silica-Supported Tin Oxides as Heterogeneous Acid Catalysts for Transesterification of Soybean Oil with Methanol, Ind. Eng. Chem. Res., 51(1): 225–231 (2012).

[15] Lam M.K., Lee K.T., Mohamed A.R., Sulfated Tin Oxide as Solid Superacid Catalyst for Transesterification of Waste Cooking Oil: an Optimization Study, Appl. Catal. B, 93(1-2):134–139 (2009).

[17] Sarkar A., Ghosh S.K., Pramanik P., Investigation of the Catalytic Efficiency of a New Mesoporous Catalyst SnO2/WO3 Towards Oleic Acid Esterification, J. Mol. Catal. A, 327(1-2): 73–79 (2010).

[19] Mello V.M., Pousa G.P.A.G., Pereira M.S.C., Dias I.M., Suarez P.A.Z., Metal Oxides as Heterogeneous Catalysts for Esterification of Fatty Acids Obtained Fromsoybean Oil, Fuel Process Technol., 92(1): 53–57 (2011).

[20] Keshipour S., Ahmadi F., Seyyedi B., Chitosan Modified Pd(II)-d-Penicillamine; Preparation, Characterization, and Catalyst Application, Cellulose, 24(3): 1455-1462 (2017).

[23] Keshipour S., Kalam Khalteh N., Oxidation of Ethylbenzene to Styrene Oxide in the Presence of Cellulose-Supported Pd Magnetic Nanoparticles, Appl. Organometal. Chem., 30(8): 653-656 (2016).

[25] Keshipour S., Khezerloo M., Gold Nanoparticles Supported on Cellulose Aerogel as a New Efficient Catalyst for Epoxidation of Styrene, J. Iran. Chem. Soc., 14(5): 1107-1112 (2017).

[26] Wang Y.D., Ma C.L., Sun X.D., Li H.D., Preparation and Characterization of SnO2 Nanoparticles with a Surfactant-Mediated Method, Nanotechnology, 13(5): 565-569 (2002).

[27] Razeghizadeh A.R., Zalaghi L., Kazeminezhad I., Rafee V., Growth and Optical Properties Investigation of Pure and Al-Doped SnO2 Nanostructures by Sol-Gel Method, Iran. J. Chem. Chem. Eng. (IJCCE), 36(5): 1-8 (2017).

[28] Novinrooz A., Sarabadani P., Garousi J., Characterization of Pure and Antimony Doped SnO2 Thin Films Prepared by the Sol-Gel Technique. Iran. J. Chem. Chem. Eng. (IJCCE), 25(2): 31-38 (2006).