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Flame-retardant vinyl ester resin monomer and preparation thereof, flame-retardant vinyl ester resin, flame-retardant vinyl ester resin cured product and preparation thereof

A technology of flame retardant vinyl ester and vinyl ester resin, which is applied in the field of flame retardant vinyl ester resin cured products and preparation, which can solve the problem of limited increase of oxygen index, incomplete improvement of vinyl ester resin flame retardant performance, increase of resin, etc. question

Active Publication Date: 2021-07-16
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Industrialized vinyl ester resin has excellent properties such as good fluidity, formability, chemical corrosion resistance and low curing temperature, but its oxygen index is low, and it will release a lot of smoke and heat when burning. limits its wide application
[0003] At present, the method to improve the flame retardancy of vinyl ester resin is mainly to add phosphorus-nitrogen flame retardants and silicon-containing flame retardants. However, the addition of flame retardants does not completely improve the flame retardancy of vinyl ester resins. It may also cause secondary pollution to the environment
For example: phosphorus-nitrogen flame retardants have a significant effect on improving the oxygen index of vinyl ester resins, but they increase the smoke release of the resin while improving the flame retardancy of the resin, which is likely to cause secondary pollution; while silicon-containing flame retardants It can significantly reduce the heat release and smoke release of vinyl ester resins, but it has a limited increase in the oxygen index, and cannot fully solve the problems existing in the burning of vinyl ester resins.
[0004] Moreover, in the prior art, there is little research on directly changing the structure of vinyl ester resin monomers to realize the intrinsic flame retardancy of vinyl resins.

Method used

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  • Flame-retardant vinyl ester resin monomer and preparation thereof, flame-retardant vinyl ester resin, flame-retardant vinyl ester resin cured product and preparation thereof
  • Flame-retardant vinyl ester resin monomer and preparation thereof, flame-retardant vinyl ester resin, flame-retardant vinyl ester resin cured product and preparation thereof
  • Flame-retardant vinyl ester resin monomer and preparation thereof, flame-retardant vinyl ester resin, flame-retardant vinyl ester resin cured product and preparation thereof

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Experimental program
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preparation example Construction

[0049] The present invention also provides a preparation method for the flame retardant vinyl ester resin monomer described in the above technical solution, comprising the following steps:

[0050] Mixing magnolol, vinyl acid chloride reactants, acid-binding agent and organic solvent, performing the first substitution reaction, then raising the temperature to perform the second substitution reaction, to obtain the flame retardant vinyl ester resin monomer;

[0051] The vinyl acid chloride reactants include acryloyl chloride or methacryloyl chloride.

[0052] In the present invention, unless otherwise specified, the raw materials used in the present invention are preferably commercially available products.

[0053] In the present invention, when the magnolol is reacted with vinyl acid chloride reactants, the obtained flame retardant vinyl ester resin monomer has the structure shown in formula I.

[0054] In the present invention, the acid-binding agent preferably includes one ...

Embodiment 1

[0100] (1) Dissolve 12 g of magnolol and 10 g of triethylamine in 100 mL of dichloromethane to obtain a magnolol solution.

[0101] (2) Disperse 10 g of methacryloyl chloride in 20 mL of dichloromethane to obtain a methacryloyl chloride solution.

[0102] (3) Under a nitrogen protective atmosphere, add the methacryloyl chloride solution dropwise to the magnolol solution at 2°C, and the dropping time is controlled at about 30 minutes. After the addition is completed, react at 2°C for 30 minutes, and then heat up to 30°C, react for 10h.

[0103] (4) Suction filtration is carried out to above-mentioned gained reaction solution, after removing the triethylamine hydrochloride that reaction produces, wash 1 time with the NaOH solution of 50mL 5wt%; Wash 3 times with 50mL deionized water respectively, then, add 15g of Anhydrous magnesium sulfate was used to dry the washed reaction solution.

[0104] (5) The dried reaction solution was vacuum rotary evaporated under the conditions o...

Embodiment 2

[0108] (1) Dissolve 12 g of magnolol and 10 g of triethylamine in 90 mL of chloroform to obtain a magnolol solution.

[0109] (2) Dissolve 8.5 g of acryloyl chloride in 10 mL of chloroform to obtain an acryloyl chloride solution.

[0110] (3) Under a nitrogen protective atmosphere, add the acryloyl chloride solution dropwise to the magnolol solution at 5°C, and the dropping time is controlled at about 15 minutes. After the addition is completed, react at 5°C for 30 minutes, and then heat up to 30 ℃ reaction 10h.

[0111] (4) Suction filter the reaction solution obtained above, remove the triethylamine hydrochloride produced by the reaction, wash once with 50mL 3wt% NaOH solution, then wash three times with 50mL deionized water, then add 20g anhydrous magnesium sulfate to dry the washed reaction solution.

[0112] (4) The dried reaction solution was vacuum rotary evaporated under the conditions of vacuum degree -0.06MPa, temperature 35°C, and 80r / min to obtain 13.4g of flame ...

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Abstract

The invention belongs to the technical field of flame-retardant materials, and particularly relates to a flame-retardant vinyl ester resin monomer and preparation thereof, flame-retardant vinyl ester resin, and a flame-retardant vinyl ester resin cured product and preparation thereof. The flame-retardant vinyl ester resin monomer has a structure as shown in a formula I, a formula II or a formula III, and a biphenyl structure of magnolol is introduced into a vinyl structure in the flame-retardant vinyl ester resin monomer, so that the flame-retardant vinyl ester resin monomer has an excellent flame-retardant effect under the condition that no flame retardant is added. Meanwhile, the structure of the monomer provided by the invention contains an active allyl functional group, and other types of functional groups can be further introduced through a grafting reaction to prepare different types of flame-retardant vinyl ester resin. In addition, the flame-retardant vinyl ester resin cured product obtained by utilizing the flame-retardant vinyl ester resin disclosed by the invention also has excellent flame-retardant property.

Description

technical field [0001] The invention belongs to the technical field of flame retardant materials, and in particular relates to a flame retardant vinyl ester resin monomer and its preparation, a flame retardant vinyl ester resin, a cured flame retardant vinyl ester resin and its preparation. Background technique [0002] Industrialized vinyl ester resin has excellent properties such as good fluidity, formability, chemical corrosion resistance and low curing temperature, but its oxygen index is low, and it will release a lot of smoke and heat when burning. limit its wide application. [0003] At present, the method to improve the flame retardancy of vinyl ester resin is mainly to add phosphorus-nitrogen flame retardants and silicon-containing flame retardants. However, the addition of flame retardants does not completely improve the flame retardancy of vinyl ester resins. It may also cause secondary pollution to the environment. For example: phosphorus-nitrogen flame retarda...

Claims

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Application Information

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IPC IPC(8): C07C69/54C07C67/14C07C271/48C07C271/64C07C269/02C08F222/26C08F212/08
CPCC08F222/102C08F212/08
Inventor 张文超张鑫杨荣杰
Owner BEIJING INSTITUTE OF TECHNOLOGYGY