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Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
Synthesis and application of a deep eutectic solvent as a green catalyst for use in oil esterification: DOE
Sassi Siddiqui1, Mahabash Khanzada1, Saima Qayoom Memon1
1DrM.A.Kazi Institute of Chemistry, University of Sindh Jamshoro Pakistan saimaqmemon@usindh.edu.pk.
New deep eutectic solvents (DESs) synthesized from tetrabutylammonium bromide and oxalic acid are eco-friendly catalysts. These green solvents efficiently catalyze used oil esterification, achieving 96.3% efficiency with optimized conditions.
Area of Science:
- Green Chemistry
- Catalysis
- Materials Science
Background:
- Deep eutectic solvents (DESs) are emerging as sustainable alternatives to traditional solvents, aligning with green chemistry principles.
- DESs are formed by combining hydrogen-bond acceptors (HBAs) and hydrogen-bond donors (HBDs), resulting in liquids with unique physicochemical properties.
- The synthesis and characterization of novel DESs are crucial for expanding their applications in environmentally benign processes.
Purpose of the Study:
- To synthesize and characterize novel deep eutectic solvents (DESs) using tetrabutylammonium bromide as HBA and oxalic acid as HBD.
- To evaluate the physicochemical properties, electrochemical behavior, and toxicological profile of the synthesized DESs.
- To investigate the efficacy of the synthesized DES as a green catalyst for the esterification of used oil, optimizing reaction conditions and comparing its greenness with conventional methods.
Main Methods:
- Synthesis of DESs by combining tetrabutylammonium bromide (HBA) and oxalic acid (HBD) in varying molar ratios.
- Characterization using FT-IR and NMR spectroscopy; assessment of physicochemical and electrochemical properties.
- Cytotoxicity studies on 3T3 cell lines and antimicrobial activity tests against five microorganisms.
- Esterification of used oil using DES as a catalyst, optimized via Design of Experiments (DoE).
- Greenness evaluation using National Environmental Methods Index (NEMI), Analytical Procedure Index (GAPI), and Analytical Eco-Scale methods.
Main Results:
- Novel DESs were successfully synthesized and characterized, exhibiting no toxicity to 3T3 cell lines and no inhibition of microbial growth.
- The synthesized DES demonstrated significant potential as a green catalyst for used oil esterification, achieving 96.3% efficiency under optimized conditions (8.5 mL methanol, 0.5 g DES, 10 min reflux at 60 °C).
- Design of Experiments (DoE) analysis identified DES amount as the most significant variable, with statistically significant interactions between DES amount/reflux time and methanol volume/reflux time.
- Comparative greenness analysis indicated superior environmental performance of the DES-based esterification compared to traditional methods.
Conclusions:
- The synthesized DESs are eco-friendly, non-toxic, and biocompatible, making them suitable for sustainable chemical applications.
- The DES demonstrated high catalytic activity and efficiency in the esterification of used oil, offering a greener alternative to sulfuric acid.
- Optimization studies and greenness assessments confirm the viability of DESs as sustainable catalysts in industrial processes, contributing to waste valorization and reduced environmental impact.
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