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A kind of preparation method of self-healing photocurable reconfigurable system based on boronate bond exchange

A borate bond and light-curing technology, which is applied in the field of preparation of self-healing light-curing reconfigurable systems, can solve the problems of complex synthesis steps and unsuitability for industrial production, and achieve fast curing speed, low solution efficiency, and environmental friendliness Effect

Active Publication Date: 2021-06-11
NORTHWESTERN POLYTECHNICAL UNIV +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

2017 Leibler et al. ( et al.Science, 2015, 356, 62–65) prepared a series of high-performance self-healing resins based on boronate exchange, which introduced boronate bonds into the self-healing system for the first time, but the monomer synthesis steps are complicated , not suitable for industrial production

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  • A kind of preparation method of self-healing photocurable reconfigurable system based on boronate bond exchange
  • A kind of preparation method of self-healing photocurable reconfigurable system based on boronate bond exchange
  • A kind of preparation method of self-healing photocurable reconfigurable system based on boronate bond exchange

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preparation example Construction

[0035] The preparation method of the self-healing light-curing reconfigurable system based on borate bond exchange is characterized in that it has the following classic steps:

[0036] The synthetic steps of borate-containing dimercapto monomer (monomer 2):

[0037] Step a1: sequentially add p-diphenylboronic acid, anhydrous benign solvent and anhydrous magnesium sulfate to a container equipped with a magnetic stirrer, and slowly add 1-mercaptoglycerol to the system under rapid stirring, and react at room temperature for 24 hours. The molar ratio of p-diphenylboronic acid to 1-mercaptoglycerol is 1:1-1.2, the molar ratio of p-diphenylboronic acid to anhydrous magnesium sulfate is 1:5-10, and the mass ratio of p-diphenylboronic acid monomer to anhydrous benign For 1:6-10.

[0038]Step b1: after the completion of the reaction is confirmed by TLC, the insoluble inorganic salts are filtered off with suction, the filtrate is collected, and rotary evaporated, the temperature is con...

Embodiment 1a

[0051] Example 1a: 3.0g of p-diphenylboronic acid, 50ml of anhydrous tetrahydrofuran and 5.0g of anhydrous magnesium sulfate were sequentially added to a container equipped with a magnetic stirrer, and 4.01g of 1-mercaptoglycerol was slowly added to the system under rapid stirring , 24h at room temperature. After the completion of the reaction was confirmed by TLC, the insoluble inorganic salts were filtered off, the filtrate was collected, and rotovaped with the temperature controlled at 40-50°C. After the solvent was completely removed, 100 mL of deionized water was added to the system, extracted 3 times with dichloromethane, washed with saturated brine for 2-3 times, and dried with anhydrous sodium sulfate. After filtration, the solvent was removed by rotary evaporation to obtain crude product. Purify the crude product by column chromatography, the eluent is (petroleum ether: ethyl acetate = 3:1 / v:v), after collection and concentration, 5.01g of white solid is obtained, wh...

Embodiment 1b

[0052] Example 1b: 3.0g of p-diphenylboronic acid, 80ml of anhydrous dichloromethane and 5.0g of anhydrous magnesium sulfate were successively added to a container equipped with a magnetic stirrer, and 4.01g of 1- Mercaptoglycerol, react at room temperature for 24h. After the completion of the reaction was confirmed by TLC, the insoluble inorganic salts were filtered off, the filtrate was collected, and rotovaped with the temperature controlled at 40-50°C. After the solvent was completely removed, 100 mL of deionized water was added to the system, extracted 3 times with dichloromethane, washed with saturated brine for 2-3 times, and dried with anhydrous sodium sulfate. After filtration, the solvent was removed by rotary evaporation to obtain crude product. Purify the crude product by column chromatography, the eluent is (petroleum ether: ethyl acetate = 3:1 / v:v), after collection and concentration, 4.83g of white solid is obtained, which is the borate bond dimercapto monomer ...

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Abstract

The invention relates to a preparation method of a self-healing light-curing reconfigurable system based on borate bond exchange. A difunctional mercapto monomer containing a borate bond is prepared through a one-step reaction, and combined with a multifunctional bis A thiol-ene photo-induced click reaction was carried out on the bonded monomer to obtain a cross-linked system containing boronic acid ester bonds. Since borate bonds can undergo exchange reactions when heated, the cross-linked system after photocuring has certain plasticity when heated, and then can realize self-repair and repeated reprocessing, which solves the problem that the thermosetting resin is difficult to repair after being damaged. . At the same time, compared with traditional thermal curing, light curing also has the advantages of fast curing rate, environmental friendliness, and energy saving, which also provides a guarantee for the development of this type of crosslinking system.

Description

technical field [0001] The invention belongs to the preparation of a self-repairing light-curing reconfigurable system, and relates to a preparation method of a self-repairing light-curing reconfigurable system based on borate bond exchange. Background technique [0002] Thermosetting materials have many advantages such as high specific strength, high specific modulus, and strong designability. They can effectively reduce the weight of engineering parts, and at the same time endow composite materials with special functions such as heat insulation and wave absorption. They are ideal for contemporary architecture, transportation, and aviation. It is an indispensable and important material in many fields such as aerospace, military manufacturing, and automobile industry. With the wide application of thermosetting materials in aerospace and daily life, it is difficult to recycle structural parts of thermosetting materials, and problems such as environmental pollution have also a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G75/045
Inventor 张秋禹郭子健张崇印连爱珍张和鹏周凤涛
Owner NORTHWESTERN POLYTECHNICAL UNIV
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