Issue 54, 2021

Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction

Abstract

The direct esterification reaction between 3-mercaptopropionic acid (3-MPA) and trimethylolpropane (TMP) was conducted in the presence of various catalyst concentrations of p-toluenesulfonic acid (p-TSA) to examine the optimized synthetic conditions needed to produce high-purity trimethylolpropane-tris(3-mercaptopropionate) (TMPMP). The purity of the desired TMPMP and uncompleted side-product reduced as the acid catalyst concentration in this esterification reaction increased while the generation of thioester-based side-product increased. The equivalent ratio between epoxy and the manufactured TMPMP was maintained at 1 : 1 to monitor the curing behavior of the thiol–epoxy click reaction using the DSC technique. The thermal features of the base-catalyzed TMPMP-cured epoxy resin were assessed according to the purity of the TMPMP curing agent.

Graphical abstract: Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction

Supplementary files

Article information

Article type
Paper
Submitted
07 Aug 2021
Accepted
12 Oct 2021
First published
22 Oct 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 34263-34268

Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction

S. Hong, O. Y. Kim and S. Hwang, RSC Adv., 2021, 11, 34263 DOI: 10.1039/D1RA05981E

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