INFLUENCE OF PROCESS CONDITIONS ON GLYCEROL ESTERIFICATION CATALYZED BY TETRA-N-BUTYLAMMONIUM-MODIFIED MONTMORILLONITE CATALYST

Selective synthesis of glycerol monolaurate from glycerol and lauric acid was investigated. Loading of tetra-n-butylammonium modified montmorillonite catalyst (1-5 wt. %), reaction temperature (110-140 °C) and glycerol to lauric acid ratio (4:1 to 8:1) were used as variables and the performance was based on lauric acid conversion and glycerol monolaurate yield. Geometrical constraint in the pores retarded the formation of higher glycerides. Increasing catalyst loading improved the monolaurate yield. Fast reaction occurred within the first 8 h and 3 wt. % was deemed the optimum catalyst loading. No further benefit was achieved above 130 oC and 6:1 for the reactant ratio. Impressive lauric acid conversion of about 80 % with corresponding glycerol monolaurate yield of 70 % were achieved in 8 h at 130 °C, using a reactant ratio 6:1 and 3 wt. % of catalyst. The modified montmorillonite was therefore active and highly selective for the production of monolaurate.

[1]  H. Moonen,et al.  Mono‐ and Diglycerides , 2014 .

[2]  A. Mohamed,et al.  Synthesis of monoglyceride through glycerol esterification with lauric acid over propyl sulfonic acid post-synthesis functionalized SBA-15 mesoporous catalyst , 2011 .

[3]  R. Zakaria,et al.  Effect of tetramethyl ammonium hydroxide on the activity of LiOH-intercalated montmorillonite catalyst in the transesterification of methyl laurate with glycerol , 2011 .

[4]  P. Yuan,et al.  Organoclays prepared from montmorillonites with different cation exchange capacity and surfactant configuration , 2010 .

[5]  G. Yadav,et al.  Transesterification of Edible and Nonedible Vegetable Oils with Alcohols over Heteropolyacids Supported on Acid-Treated Clay , 2009 .

[6]  Babak Salamatinia,et al.  Critical technical areas for future improvement in biodiesel technologies , 2007 .

[7]  R. Frost,et al.  Structure of organoclays--an X-ray diffraction and thermogravimetric analysis study. , 2004, Journal of colloid and interface science.

[8]  J. Iqbal,et al.  Montmorillonite K10 clay: an efficient catalyst for the one-pot stereoselective synthesis of beta-acetamido ketones. , 2003, The Journal of organic chemistry.

[9]  Peter A. Williams Food Emulsions: Principles, Practice, and Techniques , 2001 .

[10]  E. Sastre,et al.  Synthesis, characterization and catalytic activity of MCM-41-type mesoporous silicas functionalized with sulfonic acid , 2001 .

[11]  J. Clark,et al.  Novel supported solid acid catalysts for environmentally friendly organic synthesis , 2001 .

[12]  E. Sastre,et al.  Esterification of lauric acid with glycerol using modified zeolite beta as catalyst , 2000 .

[13]  D. Vos,et al.  Mesoporous Sulfonic Acids as Selective Heterogeneous Catalysts for the Synthesis of Monoglycerides , 1999 .

[14]  David Julian McClements,et al.  Food Emulsions: Principles, Practice, and Techniques , 1998 .

[15]  M. Martínez,et al.  Selective Esterification of Glycerine to 1-Glycerol Monooleate. 1. Kinetic Modeling , 1997 .