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Latent macromolecular polymercaptan curing agent as well as preparation method and application thereof

A macromolecular and latent technology, applied in the direction of organic chemistry, can solve the problems of low thiol activity, difficulty in ensuring low temperature storage time, high curing temperature, etc., and achieve low curing temperature, easy transportation and use, and good stability.

Active Publication Date: 2021-03-16
SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, in the field of latent thermosetting polymers, the curing agent commonly used in China needs to be heated above 80°C to start rapid curing, and the curing temperature is too high. For example, in the patent CN107033330B, the latent structure curing agent is used in the ultraviolet curing system. In patent CN105837798B, a latent thiol curing agent is used in the epoxy resin system. However, due to the low activity of the thiol obtained after heating, it takes 10 minutes to react at 100°C to obtain the polymer, and the storage time at low temperature is difficult to guarantee, so it is difficult to meet the current requirements. technical requirements

Method used

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  • Latent macromolecular polymercaptan curing agent as well as preparation method and application thereof
  • Latent macromolecular polymercaptan curing agent as well as preparation method and application thereof
  • Latent macromolecular polymercaptan curing agent as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A preparation method of latent macromolecular polythiol curing agent, its concrete steps are as follows:

[0033] 1) Take 89.6g of polyether polyol (PO) with triethylene glycol as the starting material and 0.46g of Lewis acid catalyst (Cat.-1), raise the temperature to dissolve the catalyst completely, and then add 67.2g of Epichlorohydrin (EPCH), the reaction temperature is controlled at 80°C during the dropwise addition, and the reaction time is 6 hours. After the reaction is completed, the intermediate product chlorinated polyether (PCE) is obtained;

[0034] 2) Add 400 g of the generated chlorinated polyether to NaOH solution with a concentration of 10 wt %, the reaction time is 3 hours, and the reaction temperature is 20° C. After the reaction, the generated salt is filtered to obtain a polyether polyol epoxy compound ;

[0035] 3) react the polyether polyvalent epoxy compound obtained in the previous step with 60.7g thioacetic acid, the reaction temperature is 30...

Embodiment 2

[0037] A preparation method of latent macromolecular polythiol curing agent, its concrete steps are as follows:

[0038]1) Take 92g of polyether polyol (PO) with trimethylolpropane as the starting material and 0.5g of Lewis acid catalyst (Cat.-1), raise the temperature to dissolve the catalyst completely, then add 66.4g of it dropwise to the reaction liquid Epichlorohydrin (EPCH), the reaction temperature is controlled at 80°C during the dropwise addition, and the reaction time is 6 hours. After the reaction is completed, the intermediate product chlorinated polyether (PCE) is obtained;

[0039] 2) Add 400 g of the generated chlorinated polyether to NaOH solution with a concentration of 10 wt %, the reaction time is 3 hours, and the reaction temperature is 20° C. After the reaction, the generated salt is filtered to obtain a polyether polyol epoxy compound ;

[0040] 3) React the polyether polyvalent epoxy compound obtained in the previous step with 63.7g of thiopropionic aci...

Embodiment 3

[0042] A preparation method of latent macromolecular polythiol curing agent, its concrete steps are as follows:

[0043] 1) Take 96.5g of polyether polyol (PO) with pentaerythritol as the starting material and 0.52g of Lewis acid catalyst (Cat.-1), after heating up to dissolve the catalyst, add 66.8g of epoxy resin dropwise to the reaction solution Chloropropane (EPCH), the reaction temperature is controlled at 80°C during the dropwise addition process, and the reaction time is 6 hours. After the reaction is completed, the intermediate product chlorinated polyether (PCE) is obtained;

[0044] 2) Add 400 g of the generated chlorinated polyether to NaOH solution with a concentration of 10 wt %, the reaction time is 3 hours, and the reaction temperature is 20° C. After the reaction, the generated salt is filtered to obtain a polyether polyol epoxy compound ;

[0045] 3) react the polyether polyvalent epoxy compound obtained in the previous step with 81.2g thioacetic acid, the re...

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PUM

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Abstract

The invention relates to the field of novel curing agents, in particular to a synthesis method and application of a latent macromolecular polymercaptan curing agent. The structure of the compound is shown as a formula (I), m and n are respectively independent integers from 1 to 8, and R1 is C1-C6 straight-chain or branched-chain olefin. The synthesis method comprises the following steps of: (1) under the catalytic action of a Lewis acid catalyst, reacting polyether polyol with epoxy chloropropane to prepare chlorinated polyether; (2) performing ring closure on the generated chlorinated polyether in an alkaline solution to form a polyether polybasic epoxy compound; and (3) reacting the polyether polyol epoxy compound with thiocarboxylic acid to obtain the latent epoxy curing agent shown inthe formula (I), and mixing the latent epoxy curing agent with epoxy resin to form a polymerizable composition which is stable at low temperature and cured at high temperature. The compound shown in the formula (I) has the characteristics of good storage stability, no odor, and low curing temperature when being used as a latent curing agent, and has a wide application prospect in the fields of thermosetting coatings, adhesives and the like.

Description

technical field [0001] The invention relates to the field of novel curing agents, in particular to a latent macromolecular polythiol curing agent and its preparation method and application. Background technique [0002] Epoxy resin is a thermosetting resin with a wide range of applications. It has the advantages of strong adhesion to metal, wood, concrete and other substrates and good chemical resistance. At present, it has been used in various coatings, inks, adhesives, and construction materials. Among them, in the field of latent thermosetting polymers, the curing agent commonly used in China needs to be heated above 80°C to start rapid curing, and the curing temperature is too high. For example, in the patent CN107033330B, the latent structure curing agent is used in the ultraviolet curing system. In patent CN105837798B, a latent thiol curing agent is used in the epoxy resin system. However, due to the low activity of the thiol obtained after heating, it takes 10 minute...

Claims

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Application Information

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IPC IPC(8): C08G59/66C08G65/00C08G65/334C08G65/337C07C327/28C08L63/00C08K3/26C08K3/04C08K3/36
CPCC08G59/66C08G65/00C08G65/3344C08G65/337C07C327/28C08K3/26C08K3/04C08K3/36C08K2003/265C08L63/00
Inventor 费潇瑶梁万根崔卫华马雪菲宋吻吻王胜飞卞文
Owner SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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