Synthesis of glycerol carbonate from glycerol and dimethyl carbonate catalyzed by KF modified hydroxyapatite

Rongxian Bai; Shu Wang; Fuming Mei; Tao Li; Guangxing Li

Journal of Industrial and Engineering Chemistry, Vol.17, No.4, 777-781, July, 2011

DOI10.1016/j.jiec.2011.05.027 Export Citation

Synthesis of glycerol carbonate from glycerol and dimethyl carbonate catalyzed by KF modified hydroxyapatite

Rongxian Bai^{1, 2}, Shu Wang¹, Fuming Mei¹, Tao Li², and Guangxing Li^{1, 2, †}

¹School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Hubei, Wuhan 430074, China
²Hubei Key Laboratory of Material Chemistry and Service Failure, Huazhong University of Science and Technology, Wuhan 430074 China

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Hydroxyapatite (HAP) modified with different metal salts were prepared by wet-impregnation method and used as a catalyst for the synthesis of glycerol carbonate via transesterification from glycerol and dimethyl carbonate (DMC). It was found that KF/HAP was a highly efficient heterogeneous catalyst for the synthesis of glycerol carbonate and the catalyst can be easily recovered and recycled. Under the conditions of molar ratio of DMC/glycerol of 2:1, the weight ratio of catalyst/glycerol of 3%, reaction time 50 min and reaction temperature 78 ℃, the conversion of glycerol and the yield of glycerol carbonate reached 99.3% and 99.0%, respectively. The catalytic performance of KF/HAP is comparable to the homogenous catalyst of KF and better than that of K2CO3.

Keywords:Glycerol carbonate;Transesterification;KF/HAP;Glycerol

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[Referenced By]

[1] Corma A, Iborra S, Velty A, Chem. Rev., 107(6), 2411 (2007)

[2] Gu YL, Azzouzi A, Pouilloux Y, Jerome F, Barrault J, Green Chem., 10, 164 (2008)

[3] Juben NC, George WH, James AD, Angew. Chem. Int. Ed., 46, 7164 (2007)

[4] Pagliaro M, Ciriminna R, Kimura H, Rossi M, Pina CD, Angew. Chem. Int. Ed., 46, 4434 (2007)

[5] Jerome F, Pouilloux Y, Barrault J, Chem. Sus. Chem., 1, 586 (2008)

[6] Zhou CH, Beltramini JN, Fan YX, Lu GQ, Chem. Soc. Rev., 37, 527 (2008)

[7] Behr A, Eilting J, Irawadi K, Leschinski J, Lindner F, Green Chem., 10, 13 (2008)

[8] Lee KW, Yu JX, Mei JH, Yan L, Kim YW, Chung KW, J. Ind. Eng. Chem., 13(5), 799 (2007)

[9] Simao AC, Lynikaite-Pukleviciene B, Rousseau C, Tatiboue¨ t A, Cassel S, Sackus A, Rauter AP, Rollin P, Lett. Org. Chem., 3, 744 (2006)

[10] Shaikh AA, Sivaram S, Chem. Rev., 96(3), 951 (1996)

[11] Kim SC, Kim YH, Lee H, Yoon DY, Song BK, J. Mol. Catal. B., 49, 75 (2007)

[12] Rockiki G, Rakoczy P, Parzuchowski P, Sobiecki M, Green Chem., 7, 529 (2005)

[13] Naik PU, Laetitia P, Karima R, Michel P, Laurent P, Adv. Synth. Catal., 351, 1753 (2009)

[14] Ochoa-Gomez JR, Gomez-Jimenez-Aberasturi O, Maestro-Madurga B, Pesquera-Rodriguez A, Ramirez-Lopez C, Lorenzo-Ibarreta L, Torrecilla-Soria J, Villaran-Velasco MC, Appl. Catal. A: Gen., 366(2), 315 (2009)

[15] Li JB, Wang T, Chem. Eng. Process., 49(5), 530 (2010)

[16] Takagaki A, Iwatani K, Nishimura S, Ebitani K, Green Chem., 12, 578 (2010)

[17] Mori K, Yamaguchi K, Hara T, Mizugaki T, Ebitani K, Kaneda K, J. Am. Chem. Soc., 124(39), 11572 (2002)

[18] Mori K, Hara T, Mizugaki T, Ebiani K, Kaneda K, J. Am. Chem. Soc., 126, 10658 (2004)

[19] Gupta M, Gupta R, Anand MB, J. Org. Chem., 5, 68 (2009)

[20] Smahi A, Solhy A, El Badaoui H, Amoukal A, Tikad A, Maizi M, Sebti S, Appl. Catal. A: Gen., 250(1), 151 (2003)

[21] Zahouily M, Abrouki Y, Bahlaouan B, Rayadh A, Sebti S, Catal. Commun., 4, 521 (2003)

[22] Faria RMB, Cesar DV, Salim VMM, Catal. Today, 133, 168 (2008)

[23] Onaka M, Ohta A, Sugita K, Izumi Y, Appl. Catal. A: Gen., 125(2), 203 (1995)

[24] Elazarifi N, Ezzamarty A, Leglise J, de Menorval LC, Moreau C, Appl. Catal. A: Gen., 267(1-2), 235 (2004)

[25] Chen W, Huang ZL, Liu Y, He QJ, Catal. Commun., 9, 516 (2008)

[26] Wan T, Yu P, Gong S, Li Q, Luo Y, Korean J. Chem. Eng., 25(5), 998 (2008)

[27] Boz N, Degirmenbasi N, Kalyon DM, Appl. Catal. B: Environ., 89(3-4), 590 (2009)

[28] Michael SL, Shanthi P, Ashok M, Balasubramanian T, Riyasdeen A, Akbarsha MA, Mater. Lett., 63, 2123 (2009)

[29] Wang YJ, Chen JD, Wei K, Zhang SH, Wang XD, Mater. Lett., 60, 3227 (2006)

[30] Bo X, Xiao GM, Cui LF, Wei RP, Gao LJ, Energy Fuels, 21(6), 3109 (2007)

[31] Gao LJ, Teng GY, Lv JH, Xiao GM, Energy Fuels., 24, 646 (2010)

[32] Sun H, Hu K, Lou H, Zheng XM, Energy Fuels, 22(4), 2756 (2008)