Kinetic modeling and optimization of operating parameters for transvinylation of lauric acid

Abstract

The transition metal complex catalyzed transvinylation of carboxylic acid with vinyl acetate monomer is of significant interest to industry. The palladium complex catalyzed transvinylation of lauric acid using vinyl acetate monomer is a reversible reaction. In present article, design of experiments (DOE) statistics is used to study effects of various operating parameters on transvinylation of lauric acid. The kinetic parameters forward and backward rate constants and the thermodynamic parameters such as equilibrium constant and energy of activation of the transvinylation of lauric acid were estimated using the Dynochem model. The optimum operating parameters for the transvinylation of lauric acid were then predicted using the Dynochem model and verified by performing the actual experiments to validate the model. It was found that the experimental results match with the predicted one. C

High-Throughput Automated Design of Experiment (DoE) and Kinetic Modeling to Aid in Process Development of an API

“…Using the rate laws presented above as a starting point, the reaction network was modeled using DynoChem (DynoChem, version 4.1; Scale-up Systems Ltd.; Dublin, Ireland) . Due to our inability to observe intermediates 5 , 6 , and 7 using HPLC, simplification was needed in order to ensure a better fit for the data.…”

“…Using the rate laws presented above as a starting point, the reaction network was modeled using DynoChem (DynoChem, version 4.1; Scale-up Systems Ltd.; Dublin, Ireland). 16 Due to our inability to observe intermediates 5, 6, and 7 using HPLC, simplification was needed in order to ensure a better fit for the data. As the equilibrium between intermediates 5, 6, and 7 is assumed to be established rapidly, determination of the individual concentrations of each species was not necessary for the model to have high accuracy.…”

Preparation of divinyl esters by transvinylation between vinyl acetate and dicarboxylic acids

“…This σ-complex then undergoes β-acetate elimination to give Pd-complex and vinyl ester as a product. 19 Therefore, it can be postulated that the decomposition of the Pd-σ-complex formed with the monovinyl ester intermediate is the limiting reaction step preventing the formation of the expected divinyl ester. The results obtained in this work confirm the low stability of palladium-based catalyst in the transvinylation reaction.…”