1678-45-1Relevant articles and documents
Selective synthesis of glyceryl monolaurate intensified by boric acid based deep eutectic solvent
Chen, Lifang,Cheng, Hongye,Qi, Zhiwen,Shen, Zilong
, (2021)
Glyceryl monolaurate (GML), as one of widely used industrial chemicals, can be synthesized via Fischer esterification of lauric acid (LA) and glycerol (GL). In this work, we screened boric acid-based deep eutectic solvent (DES) formed from tetrapropylammonium bromide (TPAB) and boric acid to intensify the selective Fischer esterification through conductor-like screening model for realistic solvents (COSMO-RS) theory. The solid liquid equilibrium (SLE) phase behavior, hydrogen bond formation process, and thermal stability of the DES were characterized by differential scanning calorimetry (DSC), Fourier transform infrared spectrometry (FT-IR), and thermogravimetric analyzer (TGA). The results verified that equimolar TPAB and boric acid formed DES [TPAB:B(OH)3] with the lowest freezing point and very good thermal stability could efficiently intensify the Fischer esterification of GL and LA to GML. The hydrogen bond accepter TPAB of the DES made the esterification system homogeneous, which promoted the selective esterification process. In addition, the hydrogen bond donor B(OH)3 of the [TPAB:B(OH)3] combined with diol unit of GL to cyclic boric esters and led to a special selective space effect, which also improved the selectivity to GML. Thus, the esterification intensified of GL and LA by 20 wt% DES achieved GML selectivity of 85.7 % and yield of 76.4 % under the optimal reaction conditions. The esterification kinetics suggested the reaction followed pseudo-second-order model and the reaction activation energy was 33.98 kJ mol?1, similar to and/or lower than those reported works. Furthermore, DES and unreacted glycerol were readily recovered and reused through temperature controlled gravity-based separation due to the ability of homogeneity under reaction conditions and splitting phase behavior during the DES recovery. The results can expand the boric acid-based DESs for other potential intensification applications.
High purity palm monoglycerides
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Page/Page column 5, (2008/06/13)
The present invention relates to a process for producing high purity monoglycerides from edible oils/fats and fatty acids through glycerolysis, in particular but not exclusively to the production of monoglycerides from palm oil and palm oil products. This is achieved by providing a process for the production of monoglycerides of fatty acids or fats and oils, comprising the steps of reacting fatty acids or fats and oils with excess glycerol in the presence of an acidic or alkaline catalyst; substantially separating the crude reaction product from the other reaction components; removing unwanted reaction components from the crude reaction product by washing; drying the reaction product.
Design of well balanced hydrophilic-lipophilic catalytic surfaces for the direct and selective monoesterification of various polyols
Kharchafi, Ghizlane,Jerome, Francois,Adam, Isabelle,Pouilloux, Yannick,Barrault, Joel
, p. 928 - 934 (2007/10/03)
The transesterification process is a well known reaction of organic chemistry. However, the monoesterification of unprotected polyols such as glycerol or sucrose is much more complex and the design of selective catalysts is becoming a huge challenge in order to avoid many protection and deprotection steps, harmful for the cost and the environmental impact of the resulting process. In this study, we showed that the control of the hydrophilic-lipophilic balance of heterogeneous catalysts is a crucial key in order to tune both the catalyst activity and the monoester selectivity. Indeed, whereas homogeneous guanidine led to low selectivity toward monoesters, its anchorage on a hydrophilic solid support such as silica allowed us to prepare two basic hybrid organic-inorganic materials able to selectively afford monoesters in high yield and in an environmentally-friendly process, at low temperature and starting from an equimolecular mixture of unprotected polyols and various fatty methyl esters. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.