Synthesis and Characterization of Multifunctional Secondary Thiol Hardeners Using 3-Mercaptobutanoic Acid and Their Thiol-Epoxy Curing Behavior

3-巯基丁酸多功能二级硫醇固化剂的合成、表征及其硫醇-环氧固化行为

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作者:Seung-Mo Hong, Seok-Ho Hwang

Abstract

3-Mercaptobutanoic acid (3-MBA) was synthesized by the less odorous Michael addition pathway using an isothiouronium salt intermediate. Using the synthesized 3-MBA, multifunctional secondary thiol (sec-thiol) compounds were obtained and applied to thiol-epoxy curing systems as hardeners. As the functionality of the sec-thiol hardeners increased, the purity of the product obtained after distillation decreased. The equivalent epoxy mixtures with multifunctional sec-thiol hardeners were evaluated based on their impact on the curing behavior in thiol-epoxy click reactions by differential scanning calorimetry. The thermal features of sec-thiol-epoxy click reactions in the presence of a base catalyst were assessed according to the functionality of the sec-thiol hardeners. Our results showed that sec-thiol hardeners with less reactivity to the epoxy group provide long-term storage stability for the formulated epoxy resin, promising for industrial applications.

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