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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.

SUBMITTER: Hong SM

PROVIDER: S-EPMC9042355 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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

Hong Seung-Mo SM Kim Oh Young OY Hwang Seok-Ho SH

RSC advances 20211022 54

The direct esterification reaction between 3-mercaptopropionic acid (3-MPA) and trimethylolpropane (TMP) was conducted in the presence of various catalyst concentrations of <i>p</i>-toluenesulfonic acid (<i>p</i>-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 ...[more]

PMID: 35497273

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