5303-24-2Relevant articles and documents
Immobilization of lipase on biocompatible co-polymer of polyvinyl alcohol and chitosan for synthesis of laurate compounds in supercritical carbon dioxide using response surface methodology
Badgujar, Kirtikumar C.,Bhanage, Bhalchandra M.
, p. 1224 - 1236 (2015/07/08)
Biocompatible co-polymer matrix has great importance for enzyme immobilization and subsequent biocatalytic applications to synthesize important organic moieties. Citronellyl laurate is a fatty-acid-ester having pleasant fruity aroma and widely used as/in emulsifier, lubricant in textile, paint or ink-additives, surfactants, perfumery and food-flavouring ingredient. In present study, Burkholderia cepacia lipase (BCL) was immobilized on biodegradable co-polymer of chitosan (CHI) and polyvinyl alcohol (PVA). The synthesized bio-catalyst {PVA:CHI:BCL (6:4:2.5)} was characterized by SEM, TGA, lipase assay and protein-content analysis. This biocatalyst was applied to synthesize citronellyl laurate in supercritical carbon-dioxide (SC-CO2) using response surface methodology with five-factor-three-level Box-Behnken-design to optimize reaction parameters (citronellol: 8.5 mmol; vinyl laurate: 19.87 mmol; biocatalyst: 175.6 mg; temperature: 46.02 °C; pressure: 8.81 MPa) which provided 94 ± 1.52% yield. The protocol is extended to synthesize various important 12 laurate compounds with excellent yield (90-98%) and noteworthy recyclability (upto studied 5 recycles). Interestingly, immobilized PVA/CHI/lipase biocatalyst showed 4-fold higher bio-catalytic activity than free lipase in SC-CO2. Moreover, the biocatalyst activity assessment study showed remarkable activity-stability of immobilized biocatalyst in SC-CO2 media as compared to free enzyme. Thus, present protocol demonstrated potential biocatalytic applications for synthesis of important laurate compounds with excellent recyclability in SC-CO2 as greener biocatalyst and reaction medium.
Efficient direct ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by trifluoromethanesulfonic acid (TfOH) in Solkane365mfc
Xu, Xiu-Hua,Azuma, Ayaka,Taniguchi, Misaki,Tokunaga, Etsuko,Shibata, Norio
, p. 3848 - 3852 (2013/04/23)
A simple, practical, and environmentally benign esterification protocol has been devised on the basis of TfOH as the catalyst and Solkane365mfc as the reaction medium. The direct condensation of equimolar amounts of various carboxylic acids and alcohols was conveniently carried out without recourse to any additional water removal technique, giving the desired carboxylic esters in excellent yields.
Novel Br?nsted acidic deep eutectic solvent as reaction media for esterification of carboxylic acid with alcohols
De Santi, Valerio,Cardellini, Fabio,Brinchi, Lucia,Germani, Raimondo
scheme or table, p. 5151 - 5155 (2012/09/25)
New halogen-free Br?nsted acidic deep eutectic solvents (DES) have been prepared by mixing new quaternary ammonium methanesulfonate salts with p-toluenesulfonic acid (PTSA). They have been used as dual solvent-catalyst for esterification of several carboxylic acids with different alcohols with a reagent molar ratio of 1:1. The method is mild, safe, and simple. Ease of recovery and reusability of DES with high activity makes this method efficient and eco-friendly. The tunability of DES properties, attained by changes in the cation, was performed in order to achieve various esters in good yields.
