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Latent polythiol curing agent, and synthetic method and application of latent polythiol curing agent

A synthetic method, polythiol technology, applied in the direction of organic chemistry, can solve the problems of complex process, discomfort, low olfactory threshold, etc., and achieve the effect of simple synthesis process, wide application prospect and wide source

Active Publication Date: 2016-08-10
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some problems in the application of mercapto compounds in thermosetting systems: the olfactory threshold is very low, with a strong peculiar smell, making people uncomfortable; the production cost of mercapto compounds is high and the process is complicated; Oxidation to form disulfide bonds
For a long time, these problems have been difficult to solve, which has led to a small range of application of thiol compound curing agents, which have not been widely used like amines, acid anhydrides, and carboxylic acid curing agents.

Method used

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  • Latent polythiol curing agent, and synthetic method and application of latent polythiol curing agent
  • Latent polythiol curing agent, and synthetic method and application of latent polythiol curing agent
  • Latent polythiol curing agent, and synthetic method and application of latent polythiol curing agent

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Experimental program
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Effect test

Embodiment 1

[0031] Into the reactor, successively add triglycidyl isocyanurate containing 1 mole part of epoxy group and 1.01 mole part of thioacetic acid, react at -10°C for 24 hours, and remove excess sulfur by evaporation under reduced pressure Substitute acetic acid, obtain latent polythiol curing agent, its 1 H NMR spectrum see figure 1 , the latent polythiol curing agent can be stored stably, is not easy to deteriorate, and has no sulfur odor.

[0032] Mix the obtained latent polythiol curing agent containing 1 mole of β-hydroxy thiocarboxylate and bisphenol A epoxy resin (E51) containing 0.6 mole of epoxy group evenly, and react at 100°C for 10 minutes to obtain Polymer, the transparent coating formed on transparent glass by this polymer can refer to figure 2 , and its infrared spectrum can be found in image 3 .

Embodiment 2

[0034] Into the reactor, successively add triglycidyl isocyanurate containing 1 mole part of epoxy group and 1.5 mole parts of thiobenzoic acid, react at 30 ° C for 1 hour, and remove excess sulfur by column chromatography Substitute benzoic acid to obtain latent polythiol curing agent.

[0035] The resulting latent polythiol curing agent containing 1 mole of β-hydroxythiocarboxylate, bisphenol A epoxy resin containing 1.2 moles of epoxy groups and 0.05 moles of N,N-dimethylaminopyridine were mixed Uniform, reacted at 0°C for 48 hours to obtain a polymer.

Embodiment 3

[0037] Add bisphenol A type epoxy resin containing 1 mole of epoxy group and 1.1 mole of monothiobenzoic acid to the reactor successively, react at -5°C for 22 hours, and remove excess monothiobenzoic acid by column chromatography. Benzoic acid, latent polythiol curing agent.

[0038] Mix the obtained latent polythiol curing agent containing 1 mole of β-hydroxy thiocarboxylate, bisphenol F type epoxy resin containing 0.7 mole of epoxy group and 0.005 mole of triethylamine, and mix them uniformly at 10°C The reaction was carried out for 10 hours to obtain a polymer.

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Abstract

The invention discloses a latent polythiol curing agent, and a synthetic method and an application of the latent polythiol curing agent. The molecule of the latent polythiol curing agent comprises more than one beta-hydroxyl carbothioate structural unit shown in the description. In the structural unit, R1 is at least selected from (CH2)nCH3, C(CH3)3, and phenyl, wherein n is any integer selected from 0-6. The synthetic method comprises: taking an epoxy-group-containing compound and carbothioic acid, the mole ratio of which is from 1:1.01 to 1:1.5, performing a reaction at -10 DEG C to 30 DEG C for 1-24 h, and removing excessive carbothioic acid to obtain the latent polythiol curing agent. The latent polythiol curing agent can react with an epoxy resin to form a polymer. The latent polythiol curing agent can be stably stored for a long time and is free of sulfur stink. The synthetic method is simple, fast, and efficient, and is low in cost. The latent polythiol curing agent has bright application prospects in the fields, such as thermosetting plastics, coatings, and elastomer.

Description

technical field [0001] The present invention relates to a kind of latent type polythiol curing agent, especially a kind of latent type polythiol curing agent containing β-hydroxythiocarboxylate and its synthesis method and application, for example, formed by reacting it with epoxy resin Uses of polymers. Background technique [0002] Thiol compounds are a class of compounds with one or more SH groups. For epoxy thermoset systems, thiol compound curing agents can be used to achieve fast low-temperature curing, and the generated thioether bonds can improve the flexibility of the material. However, there are still some problems in the application of mercapto compounds in thermosetting systems: the olfactory threshold is very low, with a strong peculiar smell, making people uncomfortable; the production cost of mercapto compounds is high and the process is complicated; Oxidation forms disulfide bonds. For a long time, these problems have been difficult to solve, which has led...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G59/66C07D251/30
Inventor 韩金王刚薛清泉乌学东
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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