Effect of catalytic conditions on the synthesis of new aconitate esters

Abstract

Sugar cane is a crop which generates large amounts of biomass and a juice rich in high-value natural molecules. After extracting sugar from the juice, the recovering of various compounds such as organic acids contained in molasses could contribute to increase the competivity of the sugar industry. Therefore, according to the biorefinery approach, we propose to study the chemical conversion of one of these acids, the aconitic acid, by esterification reactions. A new series of aconitate esters have been synthesized by combining aconitic acid and alcohols from natural origin. The effects of experimental conditions have been investigated and have shown that the type of catalysis has a significant effect on the selectivity. Kinectics have thus been performed to determine the best conditions to synthetize enriched compositions in esters. Homogeneous catalysis generates the highest yield in triester. Heterogeneous catalysis (macroporous resins) is prefered for the production of monoesters while catalysis assisted by ionic liquid is adapted to prepare mainly diesters. Green indicators have been discussed according to the calculations performed. The resulting polyfunctional esters are totally biosourced molecules and have a great potential as bioproducts for different applications.

Contribution of trans -aconitic acid to DPPH scavenging ability in different media

“…The amount available in the molasses is between 7.1 g/kg molasses in Senegal to 23.4 g/kg in Louisiana (Grondin, 2002). Up to now, aconitic acid has been little studied, therefore, its up-grading was investigated as a platform molecule (Piang-Siong, de Caro, Lacaze-Dufaure, Shum Cheong Sing, & Hoareau, 2012), and for its antioxidant properties. Concerning the later, a correlation between antioxidant activity of the leaves extracts and stalks of Portulaca oleraceae L. (Purslane) and the concentration of aconitic acid has already been observed (Oliveira et al, 2009).…”

Selective Formation of Epoxylimonene Catalyzed by Phosphonyl/Arsonyl Derivatives of Trivacant Polyoxotungstates at Low Temperature

“…This class of catalysts may thus be considered as ideal candidates for the scale up of the selective oxidation of terpenes such as limonene, and its development as practical biorefinery, i.e. as a facility that processes agricultural material (such as crop waste) to commercially useful chemicals …”

“…as a facility that processes agricultural material (such as crop waste) to commercially useful chemicals. [32] Experimental Section…”

Morphology, interfacial interaction, and properties of a novel bioelastomer reinforced by silica and carbon black

“…In this study, a novel crosslinkable poly(diisoamyl itaconate‐ co ‐isoprene) (PDII) elastomer with high molecular weight was synthesized by redox emulsion polymerization based on itaconic acid, isoamyl alcohol, and isoprene. Itaconic acid and isoamyl alcohol are produced by fermentation of biomass like corn starch 15–18. Bioisoprene technology was highly developed by Genencor (Palo Alto, CA) and Amyris (Emeryville, CA), which announced large‐scale manufacture by 2012 and 2015, respectively 19, 20.…”

“…Itaconic acid and isoamyl alcohol are produced by fermentation of biomass like corn starch. [15][16][17][18] Bioisoprene technology was highly developed by Genencor (Palo Alto, CA) and Amyris (Emeryville, CA), which announced large-scale manufacture by 2012 and 2015, respectively. 19,20 The number average molecular weight of the PDII elastomer was above 300,000 and the glass transition temperature was below À30 C. However, the tensile strength of the neat PDII vulcanizates was only 1.1 MPa, which are not suitable for many engineering applications.…”