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A kind of modified bismaleimide resin and preparation method thereof

The technology of bismaleimide resin and bismaleimide is applied in the directions of ether preparation, ester reaction preparation of ether, chemical instruments and methods, etc., and can solve the problems of large loss of mechanical properties, poor bending properties and the like, Achieve the effect of fewer preparation steps, fewer conversion steps, and simple process

Active Publication Date: 2019-04-05
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The glass transition temperature of each system ( Tg ) and the initial thermal decomposition temperature (the temperature corresponding to 5% mass loss, T di ) are superior to the high BDM / DBA system, but the loss of mechanical properties is large. Among them, the flexural strength and modulus of the system with the best comprehensive flexural properties are only 84.5MPa and 2.75GPa (see literature: Mitsuhiro Shibata, Naozumi Tetramoto, Ayumi Imada, Makiyo Neda and Shimon Sugimoto. Reactive and Functional Polymers, 2013, 73, 1086–1095)
In the prior art, it is also reported that cardanol allyl ether (ACDE) is prepared from cardanol as a raw material, and its modified BDM resin Tg Both are less than 300°C, and the bending performance is worse than that of allyl eugenol modified BDM resin (see literature: Yoshiki Hannoda, YukiAkasaka and Mitsuhiro Shibata. Reactive and Functional Polymers, 2015, 97, 96–104)
[0005] In summary, compared with the DBA-modified BDM resin synthesized from petroleum as a raw material, the allyl compound-modified BDM resin synthesized from existing biomass raw materials cannot have both good mechanical properties and heat resistance.

Method used

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  • A kind of modified bismaleimide resin and preparation method thereof
  • A kind of modified bismaleimide resin and preparation method thereof
  • A kind of modified bismaleimide resin and preparation method thereof

Examples

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Embodiment 1

[0028] (1) Preparation of 5,5'-methylene bis(1-allyl ether-2-methoxy-4-methylbenzene)

[0029] See attached figure 1 , which is a reaction schematic diagram of synthesizing 5,5'-methylene bis(1-allyl ether-2-methoxy-4-methylbenzene) according to the technical scheme of the present invention. Attached figure 1 The process steps provided, the specific method is as follows:

[0030] 100g lignin and 1g CuSO 4 (Catalyst) Add 1000g of sodium hydroxide solution (pH 12), reflux at 90°C for 3 hours; after the reaction, cool the system to 70°C naturally, add 1000 parts of sulfuric acid solution with pH 1 to the reaction system , Reflux reaction 0.5h. The resulting solution was extracted with ethyl acetate, and the ethyl acetate was rotary evaporated to obtain crude vanillin. And then purified by water crystallization to obtain white needle crystals, which is pure vanillin. In the technical solution of the present invention, the preparation of vanillin can refer to literature: Li...

Embodiment 2

[0051] (1) Preparation of 5,5'-methylene bis(1-allyl ether-2-methoxy-4-methylbenzene)

[0052] Under nitrogen protection, at 20°C, 138.16g of 2-methoxy-4-methylphenol and 48.7g of 35% formaldehyde solution were mixed, diluted with deionized water, and then 250mL of concentrated hydrochloric acid was slowly added. The reaction was refluxed at 110°C for 3 hours, and the obtained crude product was washed with 5% ethanol solution and dried to obtain 5,5'-methylenebis(2-methoxy-4-methylphenol).

[0053] Dissolve 144.17g of 5,5'-methylenebis(2-methoxy-4-methylphenol), 2.04g of sodium dodecylsulfonate and 127.03g of bromopropene in 580mL of absolute ethanol, and stir; The above solution was heated up to 45°C, and 533.34g of 20% NaOH aqueous solution was slowly added dropwise. After the dropwise addition, the temperature was raised to 75°C and kept stirring for 4 hours. Cool down after the reaction, extract the solution with ethyl acetate, and remove the solvent by rotary evaporation...

Embodiment 3

[0057] (1) Preparation of 5,5'-methylene bis(1-allyl ether-2-methoxy-4-methylbenzene)

[0058] Under nitrogen protection, at 20°C, 138.16g of 2-methoxy-4-methylphenol and 40.58g of 37% formaldehyde solution were mixed, diluted with deionized water, and then 275mL of concentrated hydrochloric acid was slowly added. The reaction was refluxed at 120°C for 4 hours, and the obtained crude product was washed with 10% ethanol solution and dried to obtain 5,5'-methylenebis(2-methoxy-4-methylphenol).

[0059]Dissolve 144.17g of 5,5'-methylenebis(2-methoxy-4-methylphenol), 2.04g of sodium dodecylsulfonate and 127.03g of bromopropene in 580mL of absolute ethanol, and stir; The above solution was heated up to 50°C, and 533.34g of 15% NaOH aqueous solution was slowly added dropwise. After the dropwise addition, the temperature was raised to 75°C and kept stirring for 4 hours. Cool down after the reaction, extract the solution with ethyl acetate, and remove the solvent by rotary evaporatio...

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Abstract

The invention discloses a modified bismaleimide resin and a preparation method thereof. Synthesize 5,5'-methylenebis(2-methoxy-4-methylphenol) from the derivative 2-methoxy-4-methylphenol obtained from lignin and aqueous formaldehyde under nitrogen atmosphere and acidic conditions phenol, and then react with bromopropene to obtain 5,5'-methylene bis(1-allyl ether-2-methoxy-4-methylbenzene), which is used for p-bismaleimide resin Carry out modification. Allyl ether compound among the present invention derives from lignin derivative, and raw material green is renewable, has reduced the dependence of modified bismaleimide resin to petrochemical industry. Modified resin provided by the invention Compared with the traditional petroleum-based diallyl ether compound modified bismaleimide resin, it has better thermal and mechanical properties, and can be used in high-end fields such as aerospace, electronic information, and electrical insulation.

Description

technical field [0001] The invention relates to a modified bismaleimide resin and a preparation method thereof, in particular to a kind of biomass allyl ether compound synthesized by using green and renewable biomass resources, which is used for bismaleimide The invention relates to modifying resin, which belongs to the technical field of polymer materials. Background technique [0002] The crisis of coal and oil resources is an important factor affecting the sustainable development of human beings. Polymer materials are strongly dependent on the coal and petroleum industries, and thus face severe challenges. Biomassification is an inevitable way for polymer materials to reduce or even get rid of their dependence on coal and petroleum resources, which has attracted great attention from academia and industry in recent years. [0003] Bismaleimide (BMI) resin is a typical representative of high-performance thermosetting resins. Its outstanding thermal oxidation resistance an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/12C07C41/16C07C43/205
CPCC07C41/16C07C41/30C08G73/12C07C43/23C07C43/2055
Inventor 梁国正葛美颖顾嫒娟袁莉
Owner SUZHOU UNIV
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