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Bisphenol A bisphthalonitrile resin containing arylethernitrile chain segment, cured resin and preparation method thereof

A technology of bisphthalonitrile and aryl ether nitrile, which is applied in the field of bisphenol A bisphthalonitrile resin, cured product and its preparation, can solve the problem of low melting point, post-curing temperature preparation method, and post-curing temperature. Problems such as high curing temperature have not been well resolved to achieve excellent curing molding performance, lower curing processing temperature, and wide processing temperature window

Inactive Publication Date: 2013-01-23
UNIV OF ELECTRONICS SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the lowering of the melting point widens the processing temperature window, the problem of too high post-curing temperature has not been well resolved.
[0006] At present, there is no report on the preparation method of bisphenol A type bis-phthalonitrile resin containing aryl ether nitrile segment with low melting point and relatively low post-curing temperature and its cured product

Method used

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  • Bisphenol A bisphthalonitrile resin containing arylethernitrile chain segment, cured resin and preparation method thereof
  • Bisphenol A bisphthalonitrile resin containing arylethernitrile chain segment, cured resin and preparation method thereof
  • Bisphenol A bisphthalonitrile resin containing arylethernitrile chain segment, cured resin and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0061] Preparation of bisphenol A type bisphthalonitrile resin containing aryl ether nitrile chain segment (n=2) and its cured product

[0062] (1) Synthesis of bisphenol A type bisphthalonitrile resin containing aryl ether nitrile segment (n=2):

[0063] Step 1: Add bisphenol A, 2,6-dichlorobenzonitrile, anhydrous potassium carbonate, N,N-dimethylformamide / toluene mixed solvent into a reaction vessel with water separation device, heat to 130 °C reflux reaction for 6 hours; then emit the by-product water and toluene generated by the reaction in the water separator, continue to heat up and distill out the residual toluene in the reaction system and then cool to room temperature.

[0064] Step 2: Add 4-nitrobisphthalonitrile to the reaction vessel with water separator described in step 1, and react at 90° C. for 6 hours.

[0065] Step 3: the reaction mixture of step 2 is poured into the HCl solution precipitation of 0.1mol / L, filter, wash to neutrality with a large amount of di...

Embodiment 2

[0075] The invention relates to the preparation of the bisphenol A type bisphthalonitrile resin containing aryl ether nitrile chain segment (n=4) and its cured product.

[0076] (1) Synthesis of bisphenol A type bisphthalonitrile resin containing aryl ether nitrile segment (n=4):

[0077] Step 1: Add bisphenol A, 2,6-dichlorobenzonitrile, anhydrous potassium carbonate, N,N-dimethylformamide / toluene mixed solvent into a reaction vessel with water separation device, heat to 150 Reflux reaction under ℃ for 3.5 hours; Then emit the by-product water and toluene generated by the reaction in the water separator, continue to heat up and distill out the residual toluene in the reaction system and then cool to room temperature.

[0078] Step 2: Add 4-nitrobisphthalonitrile to the reaction vessel with a water separator described in step 1, and react at 85° C. for 9.5 hours.

[0079] Step 3: the reaction mixture of step 2 is poured into the HCl solution of 0.1mol / L to precipitate, filter...

Embodiment 3

[0088] The invention relates to the preparation of the bisphenol A type bisphthalonitrile resin containing aryl ether nitrile chain segment (n=6) and its cured product.

[0089] (1) Synthesis of bisphenol A type bis-phthalonitrile resin containing aryl ether nitrile segment (n=6):

[0090] Step 1: Add bisphenol A, 2,6-dichlorobenzonitrile, anhydrous potassium carbonate, and N-methylpyrrolidone / toluene mixed solvent into a reaction vessel with a water separation device, and heat to 160°C for reflux reaction 3 hours; then discharge the by-product water and toluene generated by the reaction in the water separator, continue to heat up and distill out the residual toluene in the reaction system and then cool to room temperature.

[0091] Step 2: Put 4-nitrobisphthalonitrile into the reaction vessel with a water separator described in step 1, and react at 90° C. for 9 hours.

[0092] Step 3: the reaction mixture of step 2 is poured into the HCl solution precipitation of 0.1mol / L, f...

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Abstract

The invention relates to a bisphenol A bisphthalonitrile resin containing an arylethernitrile chain segment, a cured resin and a preparation method thereof, belonging to the field of high polymer materials. The preparation method comprises the following steps: performing nucleophilic substitution reaction on bisphenol A and 2,6-dichlorobenzonitrile used as raw materials in a strongly polar solvent / methylbenzene mixed solution in the presence of anhydrous potassium carbonate or anhydrous sodium carbonate used as a catalyst, thus forming a hydroxyl-terminated bisphenol A low polymer intermediate; then, substituting hydroxyl therein with 4-nitrophthalonitrile, thus obtaining the target resin; and adding curing crosslinking agent of which the mass is equivalent to 5% of that of the resin into the resin, precuring at 220-240 DEG C, and performing heat treatment at a temperature not lower than 375 DEG C to obtain the cured resin. The bisphthalonitrile resin provided by the invention has different chain lengths, contains an arylethernitrile chain segment, and has a low melting point and a wide curing processing temperature; the cured resin is in a network structure comprising phthalocyanine rings and triazine rings, and has excellent heat stability; and the provided preparation method of the resin and the cured resin is simple and controllable, and is suitable for industrial production.

Description

[0001] Original application number: 201010227227.1 technical field [0002] The invention belongs to the field of polymer materials, and relates to a bisphenol A type bisphthalonitrile resin containing an aromatic ether nitrile chain segment, a cured product and a preparation method thereof. Background technique [0003] Phthalonitrile resin was first developed by Keller and his team in the US Naval Laboratory in the 1980s as a new material with high temperature resistance. Due to the good thermal stability and mechanical properties of fully cured phthalonitrile polymers, as well as good thermo-oxidative stability, flame retardancy and high moisture resistance, such resins are used in aerospace, ships, It has a wide range of uses in the fields of microelectronics and mechanical manufacturing. [0004] Bis-phthalonitrile (BPh) is currently the most mature high-performance thermosetting resin matrix (monomer) studied, which can form a polymer (cured product) with high cross-l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06
Inventor 杨小莉杜荣华雷雅杰张建东钟家春刘孝波
Owner UNIV OF ELECTRONICS SCI & TECH OF CHINA
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