Guanidine linked to miceile-templated mesoporous silicates as base catalyst for transesterification.

Derrien, A. C.; Renard, Gilbert; Brunei, D.

doi:10.1016/s0167-2991(98)81023-9

Cited by 39 publications

(22 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Common organic bases are bicylic amidines and bicylic guanidines, which are effective homogeneous basic catalysts (63). Incorporation of these organic bases onto a stable structure with a high surface area can produce a heterogeneous basic catalyst that could catalyze the transesterification reactions (64). Gelbard guanidines supported on polystyrene and their homogeneous analogs in the transesterification reaction of vegetable oils with methanol.…”

Section: Application Of Mesoporous Catalytic Materialsmentioning

confidence: 99%

Conversion of oils and fats using advanced mesoporous heterogeneous catalysts

Mbaraka¹,

Shanks²

2006

J Americ Oil Chem Soc

150

View full text Add to dashboard Cite

Natural oils and fats are emerging as a biobased alternative feedstock to conventional crude oil in the production of chemicals and transportation fuel. However, many of these biobased chemicals are not currently cost competitive with petrochemicals because of high raw material and production costs. To improve the economic outlook of the biobased chemicals, the use of suitable catalysts becomes imperative. Recently, the discovery of advanced material synthesis strategies such as supramolecular-assembled mesoporous materials has created new opportunities in tailoring catalyst properties specifically for the conversion challenges encountered with oils and fats. These nanostructured materials have a combination of extremely high surface areas and flexible pore sizes that makes them attractive for catalysis applications. This article reviews the application of this new class of advanced materials for the conversion of oils and fats to biobased chemicals. Paper no. J11180 in JAOCS 83, 79-91 (February 2006). conversion of natural oils and fats in various reaction systems is then given. 80 REVIEW JAOCS, Vol. 83, no. 2 (2006) FIG. 1. Schematic representation of the synthetic route for mesoporous material formation through supramolecular assembly. REVIEW 81 JAOCS, Vol. 83, no. 2 (2006) FIG. 2. Schematic representation of a mesoporous material functionalized with organic groups on the external and internal surfaces. REVIEW JAOCS, Vol. 83, no. 2 (2006) FIG. 5. Schematic of mesoporous silica functionalized with organosulfonic acid and hydrophobic groups for FA esterification with alcohol. REVIEW 85 JAOCS, Vol. 83, no. 2 (2006) FIG. 6.Stepwise reaction mechanism for TG transesterification with alcohol, producing alkyl esters and glycerol.

show abstract

Section: Application Of Mesoporous Catalytic Materialsmentioning

confidence: 99%

Conversion of oils and fats using advanced mesoporous heterogeneous catalysts

Mbaraka¹,

Shanks²

2006

J Americ Oil Chem Soc

150

View full text Add to dashboard Cite

show abstract

“…4,5 Applications of these base catalysts include the Knoevenagel reaction, [5][6][7][8] Michael addition, 9 aldol reaction 10 and selective ring opening of epoxides to form monoglycerides. 11,12,13 Two papers discuss the use of a supported guanidine (1,5,9-triazabicyclononane)-one paper describes its use in the formation of monoglycerides, 13 the other discusses the use of supported guanidines in the base-catalysed epoxidation of a,b-unsaturated ketones, a reaction which is of importance in the synthesis of natural products, 7 While selectivities in this latter reaction were high with respect to the organic reactant, the reported conversions were relatively low and the selectivity towards hydrogen peroxide was also relatively low (ca. 20%).…”

mentioning

confidence: 99%

The preparation and use of novel immobilised guanidine catalysts in base-catalysed epoxidation and condensation reactions

et al. 2000

View full text Add to dashboard Cite

show abstract

“…A major advantage of the TBD guanidine over alkali metal hydroxides and methoxides is that it does not cause triglyceride and FAME saponification side reactions (Schuchardt et al, 1995), whereas such side reactions have been reported for homogeneous alkali metal catalysts (Phan et al, 2012; Eze et al, 2014, 2018). The TBD guanidine can also be grafted onto supports such as silica and used as a stable heterogeneous catalyst (Derrien et al, 1998; Sercheli and Vargas, 1999; Meloni et al, 2011; Nguyen et al, 2013).…”

Section: Introductionmentioning

confidence: 99%

Experimental Determination of Optimal Conditions for Reactive Coupling of Biodiesel Production With in situ Glycerol Carbonate Formation in a Triglyceride Transesterification Process

2018

View full text Add to dashboard Cite

This study investigated a reactive coupling to determine the optimal conditions for transesterification of rapeseed oil (RSO) to fatty acid methyl ester (FAME) and glycerol carbonate (GLC) in a one-step process, and at operating conditions which are compatible with current biodiesel industry. The reactive coupling process was studied by transesterification of RSO with various molar ratios of both methanol and dimethyl carbonate (DMC), using triazabicyclodecene (TBD) guanidine catalyst and reaction temperatures of 50–80°C. The optimal reaction conditions obtained, using a Design of Experiments approach, were a 2:1 methanol-to-RSO molar ratio and 3:1 DMC-to-RSO molar ratio at 60°C. The FAME and GLC conversions at the optimal conditions were 98.0 ± 1.5 and 90.1 ± 2.2%, respectively, after 1 h reaction time using the TBD guanidine catalyst. Increase in the DMC-to-RSO molar ratio from 3:1 to 6:1 slightly improved the GLC conversion to 94.1 ± 2.8% after 2 h, but this did not enhance the FAME conversion. Methanol substantially improved both FAME and GLC conversions at 1:1–2:1 methanol-to-RSO molar ratios and enhanced the GLC separation from the reaction mixture. It was observed that higher methanol molar ratios (>3:1) enhanced only FAME yields and resulted in lower GLC conversions due to reaction equilibrium limitations. At a 6:1 methanol-to-RSO molar ratio, 98.4% FAME and 73.3% GLC yields were obtained at 3:1 DMC-to-RSO molar ratio and 60°C. This study demonstrates that formation of low value crude glycerol can be reduced by over 90% compared to conventional biodiesel production, with significant conversion to GLC, a far more valuable product.

show abstract

Guanidine linked to miceile-templated mesoporous silicates as base catalyst for transesterification.

Cited by 39 publications

References 9 publications

Conversion of oils and fats using advanced mesoporous heterogeneous catalysts

Conversion of oils and fats using advanced mesoporous heterogeneous catalysts

The preparation and use of novel immobilised guanidine catalysts in base-catalysed epoxidation and condensation reactions

Experimental Determination of Optimal Conditions for Reactive Coupling of Biodiesel Production With in situ Glycerol Carbonate Formation in a Triglyceride Transesterification Process

Contact Info

Product

Resources

About