Alkyl-containing phthalonitrile monomer with autocatalytic curing effect, preparation method and application thereof

A technology of nitrophthalonitrile and phthalonitrile, which is applied in the field of phthalonitrile compounds and its preparation, can solve problems such as accelerating the curing of phthalonitrile resins, and achieve thermal stability and thermal oxidation Excellent stability and improved curing rate

Inactive Publication Date: 2019-09-20
SICHUAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is no literature or research to suggest that a

Method used

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  • Alkyl-containing phthalonitrile monomer with autocatalytic curing effect, preparation method and application thereof
  • Alkyl-containing phthalonitrile monomer with autocatalytic curing effect, preparation method and application thereof
  • Alkyl-containing phthalonitrile monomer with autocatalytic curing effect, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0030] Example 1

[0031] (1) Preparation of monomer

[0032] Using 3.01g bisphenol F (CAS number: 620-92-8), 4-nitrophthalonitrile and potassium carbonate as raw materials, the molar ratio of bisphenol F to 4-nitrophthalonitrile is 1.0 :2.3, the molar ratio of bisphenol F to potassium carbonate is 1.0:1.1;

[0033] The structure of bisphenol F is as follows:

[0034]

[0035] Dissolve bisphenol F and 4-nitrophthalonitrile in 20 mL of NMP solvent, then add potassium carbonate to the solution, and keep the reaction at 30°C for 12 hours. After the reaction, the reaction solution was washed twice with deionized water and methanol, and the filter cake was collected, and the filter cake was dried to a constant weight to obtain the phthalonitrile monomer derived from bisphenol F. 1 The H-NMR structural formula is as follows:

[0036]

[0037] (2) Preparation of phthalonitrile resin

[0038] The alkyl group-containing phthalonitrile monomer with autocatalytic curing properties prepared in ste...

Example Embodiment

[0041] Example 2

[0042] (1) Preparation of monomer

[0043] Using 3.2g of dihydric phenol (CAS number: 2081-08-5), 4-nitrophthalonitrile and potassium carbonate as raw materials, the molar ratio of dihydric phenol to 4-nitrophthalonitrile is 1.0 :2.3, the molar ratio of dihydric phenol to potassium carbonate is 1.0:1.1;

[0044] The structure of dihydric phenol is as follows:

[0045]

[0046] The dihydric phenol and 4-nitrophthalonitrile were co-dissolved in 25 mL of NMP solvent, then potassium carbonate was added to the solution, and the reaction was kept at 30°C for 10 hours. After the reaction, the reaction solution was washed twice with deionized water and methanol, and the filter cake was collected. The filter cake was dried to a constant weight to obtain the corresponding dihydric phenol-derived phthalonitrile monomer. 1 The H-NMR structural formula is as follows:

[0047]

[0048] (2) Preparation of phthalonitrile resin

[0049] The alkyl-containing phthalonitrile monomer wit...

Example Embodiment

[0052] Example 3

[0053] (1) Preparation of monomer

[0054] With 3.3g of dihydric phenol (CAS number: 1576-13-2), 4-nitrophthalonitrile and potassium carbonate as raw materials, the molar ratio of dihydric phenol to 4-nitrophthalonitrile is 1.0 :2.3, the molar ratio of dihydric phenol to potassium carbonate is 1.0:1.1;

[0055] The structure of dihydric phenol is as follows:

[0056]

[0057] The dihydric phenol and 4-nitrophthalonitrile were co-dissolved in 26 mL of DMSO solvent, then potassium carbonate was added to the solution, and the reaction was kept at 25°C for 15 hours. After the reaction, the reaction solution was washed twice with deionized water and methanol, and the filter cake was collected. The filter cake was dried to a constant weight to obtain the corresponding dihydric phenol-derived phthalonitrile monomer. 1 The H-NMR structural formula is as follows:

[0058]

[0059] (2) Preparation of phthalonitrile resin

[0060] The alkyl group-containing phthalonitrile monom...

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Abstract

The invention discloses an alkyl-containing phthalonitrile monomer with autocatalytic curing effect, a preparation method and an application of the alkyl-containing phthalonitrile monomer. The structural formula of the alkyl-containing phthalonitrile monomer is as shown in the specification. A catalytic unit alkyl group is introduced into the alkyl phthalonitrile monomer, so that self-catalytic curing can be realized; compared with the existing phthalonitrile monomer, the product has the advantages that the curing rate is obviously increased in the application of preparing phthalonitrile resin, and the obtained phthalonitrile resin has excellent thermal stability and thermal oxidation stability.

Description

technical field [0001] The invention belongs to the technical field of polymer material processing, and relates to a class of phthalonitrile compounds containing an alkyl group with self-catalyzed curing properties and a preparation method. Background technique [0002] Due to its high thermal stability, thermal oxygen stability, low flammability, chemical corrosion resistance and excellent high-temperature mechanical properties, phthalonitrile resin has been widely used as a matrix resin for high-performance composite materials in aerospace, etc. high-tech field. Phthalonitrile resins are formed by curing phthalonitrile monomers, but the existing phthalonitrile monomers are cured without a curing agent is an extremely slow process (generally at 300 ° C, more than a week Viscosity can not be significantly increased), resulting in difficult processing and high processing costs, thereby limiting the application of this type of resin. Adding curing agent can increase the curi...

Claims

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Application Information

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IPC IPC(8): C07C255/54C07C253/30C07D213/30C08G73/06
CPCC07C255/54C07D213/30C08G73/0672C07C2601/14
Inventor 杨刚曾科刘洋柳郑洲胡江淮
Owner SICHUAN UNIV
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