Maleimide terminated type benzoxazine oligomer and preparation method thereof

A maleimide group, maleimide functional technology, applied in the field of benzoxazine oligomer and its preparation, to achieve the effects of simplifying synthesis process, simplifying process and shortening reaction time

Active Publication Date: 2017-05-31
成都科宜高分子科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, there is no report related to the synthesis and application of the main chain type benzoxazine terminated by the maleimide group.

Method used

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  • Maleimide terminated type benzoxazine oligomer and preparation method thereof
  • Maleimide terminated type benzoxazine oligomer and preparation method thereof
  • Maleimide terminated type benzoxazine oligomer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] (1) Add 33.4 g of 2-aminophenol and 30.0 g of maleic anhydride to an ice bath system containing 80 mL of dimethylformamide (DMF), and then add 15 g of phosphorus pentoxide and 8 g of 95- 98% concentrated sulfuric acid, after reacting for 30 minutes, the reaction device was moved to an oil bath at 70° C. for 6 hours. After the reaction, the reaction solution was poured into 200ml of deionized water to obtain a large amount of precipitation. After the reaction solution was washed with deionized water, filtered and dried, 47.6 g of the product maleimide-functionalized phenol was obtained, with a yield of 82%. The reaction equation is as follows:

[0043]

[0044] (2) Weigh 30g of maleimide functionalized phenol obtained in the previous step, and 47.63g of 4,4-dihydroxydiphenylmethane (bisphenol F), 62.89g of 4,4-diaminodiphenylmethane , 38.10 g of paraformaldehyde, and 150 ml of toluene were respectively added to a reaction flask equipped with a stirrer, a thermometer ...

Embodiment 2

[0051] (1) 2-aminophenol in Example 1 is replaced by m-aminophenol, and other steps are the same as those in Example 1.

[0052] Wherein, the structural formula of m-aminophenol is:

[0053] (2) In the second step reaction, the amount of the reactant was changed to: Weigh 30 g of maleimide functionalized phenol obtained in the previous step, and 47.63 g of 4,4-dihydroxydiphenylmethane (bisphenol F) g, 62.89 g of 4,4-diaminodiphenylmethane, 38.10 g of paraformaldehyde, and 150 ml of toluene. 135.65 g of the product was obtained with a yield of 84%.

[0054] In the present embodiment, the structural formula of the obtained benzoxazine oligomer is:

[0055]

[0056] After ring-opening and solidification of the benzoxazine oligomer obtained in this example, its glass transition temperature was measured to be 293° C., its 5% thermal weight loss temperature was 397° C., and its carbon residue rate at 800° C. was 68%.

Embodiment 3

[0058] (1) 2-aminophenol in Example 1 is replaced by m-aminophenol, and other steps are the same as those in Example 1.

[0059] Wherein, the structural formula of p-aminophenol is:

[0060] (2) In the second step reaction, the amount of reactants was changed to: weigh 30 g of maleimide functionalized phenol, and 47.63 g of 4,4-dihydroxydiphenylmethane (bisphenol F), 4, 67.32g of 4-diaminobenzophenone, 38.10g of paraformaldehyde, and 150ml of xylene. 147.67 g of the product was obtained with a yield of 89%.

[0061] In the present embodiment, the structural formula of the obtained benzoxazine oligomer is:

[0062]

[0063] After ring-opening and solidification of the benzoxazine oligomer obtained in this example, its glass transition temperature was measured to be 311° C., its 5% thermal weight loss temperature was 412° C., and its carbon residue rate at 800° C. was 71%.

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Abstract

The invention belongs to the technical field of hot setting resins and preparation methods thereof, and provides a maleimide terminated type benzoxazine oligomers and a preparation method thereof. The preparation method comprises two steps. In the step S1, amino phenol and maleic anhydride are used as raw materials for reaction to prepare maleimide functionalized phenols. In the step S2, the maleimide functionalized phenols, bi-amine compounds, bi-phenolic compounds and paraformaldehyde are reacted to prepare the maleimide terminated type benzoxazine oligomer. The maleimide terminated type benzoxazine oligomer prepared by using the method is characterized in that the maleimide groups are introduced in the benzoxazine oligomers to further enhance the degree of crosslinking of benzoxazine resin, and greatly enhance the heat stability benzoxazine. At the same time, the maleimide groups reduce the rigidity of the benzoxazine to make the processing and forming more convenient. The integral preparation is simple in process, low in equipment requirement, and thus suitable for scale production.

Description

technical field [0001] The invention belongs to the technical field of thermosetting resin and its preparation, and specifically relates to a maleimide group-terminated benzoxazine oligomer and a preparation method thereof. [0002] technical background [0003] Benzoxazine resin has attracted widespread attention for its mechanical properties, electrical properties, high temperature resistance, and ablation resistance comparable to traditional phenolic resins. Not only that, it also improves the shortcomings of phenolic resins, such as high brittleness and poor curing time. Small molecules are released, strong acid catalyzes corrosion of equipment, etc. Benzoxazine is generally prepared by condensation reaction of phenolic compounds, amine compounds and formaldehyde, and can be ring-opened and polymerized under the action of heating or a catalyst to obtain a nitrogen-containing polymer with a network structure similar to phenolic resin. Although benzoxazine resin has the ab...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06C07D413/14
CPCC07D413/14C08G73/06
Inventor 张侃商枝坤王瑾赟韩璐朱脉勇袁新华吴述平李松军
Owner 成都科宜高分子科技有限公司
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