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Double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, solidified substance and its preparing method and use

A technology based on phthalonitrile and nitrophthalonitrile, applied in the field of polymer synthetic materials, can solve the problems of benzoxazine resin, low curing processing temperature, and low initial decomposition temperature, etc. Achieve good curing reactivity, good mechanical strength and low water absorption

Inactive Publication Date: 2007-04-11
UNIV OF ELECTRONIC SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current curing temperature of benzoxazine resin is low, and the molding process of initial curing can be realized at a low temperature of 120-180°C, but the initial decomposition temperature is lower than 350°C, which greatly limits the application of this type of resin
However, the existing benzoxazine resins are basically based on phenol, aldehyde and amine component compounds, and there is no report on the preparation of benzoxazine resins with cyanodiamines as raw materials.

Method used

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  • Double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, solidified substance and its preparing method and use
  • Double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, solidified substance and its preparing method and use
  • Double end group ortho-benzene dimethyl nitrile-benzo oxazine resin, solidified substance and its preparing method and use

Examples

Experimental program
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Effect test

preparation example Construction

[0043] Preparation of 4-aminophenoxy-phthalonitrile monomer:

[0044] Add 4-nitrophthalonitrile, p-aminophenol, catalyst, and solvent into a four-neck flask, blow in nitrogen to replace the air in it, raise the temperature, and react at 80-90°C for 4-8 hours to stop the reaction , the reaction mixture was poured into 0.1M NaOH aqueous solution to precipitate, filtered, washed with water five times, and dried in a vacuum oven at 80°C for 24 hours to obtain 4-aminophenoxy-phthalonitrile monomer.

[0045] Preparation of double-ended phthalonitrile-benzoxazine resin:

[0046] Add dry 4-aminophenoxy-phthalonitrile monomer, aromatic dihydric phenol, and solvent into a four-necked bottle, pass nitrogen to replace the air in it, and pass nitrogen to replace the air in the reaction system, Then add paraformaldehyde in stages, the temperature should be controlled at about 60°C when adding, after adding, slowly raise the temperature to 70-120°C and continue to react for 3-5 hours; add h...

Embodiment 1

[0057] Embodiment 1 Preparation of double-terminated phthalonitrile-benzoxazine resin and cured product of the present invention

[0058] In this example, a phenol A type double-terminated phthalonitrile-benzoxazine resin and its cured product were prepared.

[0059] (1) Synthesis of 4-aminophenoxy group-phthalonitrile: the raw material formula component is (by mole):

[0060] 4-Nitrophthalonitrile 1 mole

[0061] p-Aminophenol 1 mole

[0062] Anhydrous Potassium Carbonate 1.1mole

[0063] Dimethylsulfoxide 15mole

[0064] (2) Synthesis of bisphenol A type double-terminated phthalonitrile-benzoxazine resin: the raw material formula components are (in molar parts):

[0065] 4-Aminophenoxy-phthalonitrile 2mole

[0066] Bisphenol A 1 mole

[0067] Paraformaldehyde 4mole

[0068] 1,4-dioxane / toluene (molar ratio 3:1) 15mole

[0069] (3) Preparation and detection of bisphenol A double-terminated phthalonitrile-benzoxazine resin and its cured product:

[0070] Add 4-nitroph...

Embodiment 2

[0073] Example 2 Preparation of double-terminated phthalonitrile-benzoxazine resin and cured product of the present invention

[0074] In this example, a biphenyl-type double-terminated phthalonitrile-benzoxazine resin and its cured product were prepared.

[0075] (1) Synthesis of 4-aminophenoxy group-phthalonitrile: starting material formula component is (by mole):

[0076] 4-Nitrophthalonitrile 1 mole

[0077] p-Aminophenol 1 mole

[0078] Anhydrous sodium carbonate 1.1mole

[0079] Dimethylformyl 20mole

[0080] (2) Synthesis of biphenyl-diphenol type double-terminated phthalonitrile-benzoxazine resin: the starting material formula components are (by moles):

[0081] 4-Aminophenoxy-phthalonitrile 2mole

[0082] Biphenol 1mole

[0083] Paraformaldehyde 4mole

[0084] 1,4-dioxane / toluene (molar ratio 3:1) 15mole

[0085] (3) Preparation and detection of biphenol-type double-terminated phthalonitrile-benzoxazine resin and its cured product

[0086]Add 4-nitrophthaloni...

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Abstract

The present invention belongs to the field of high molecular synthetic material, and is especially one kind of double end group o-phthalonitrile-benzo oxazine resin, and its solidified substance and preparation process. The present invention provides one kind of 4-aminophenoxyl-o-phthalonitrile monomer and the double end group o-phthalonitrile-benzo oxazine resin therewith. The double end group o-phthalonitrile-benzo oxazine resin has excellent curing reaction activity, low temperature curing performance similar to that of benzo oxazine resin, heat resistance similar to that of o-phthalonitrile resin, greatly lowered curing temperature and capacity of use in high temperature condition. The preparation process is simple and controllable, and the product has excellent application foreground.

Description

technical field [0001] The invention belongs to the field of polymer synthetic materials, and in particular relates to a double-terminated phthalonitrile-benzoxazine resin, a cured product and a preparation method thereof. Background technique [0002] Thermosetting phthalonitrile polymer is a new type of thermosetting polymer material. It is a high-temperature-resistant polymer material with great application potential in the fields of aerospace, ships, and electronic packaging materials. Its heat-resistant temperature can be as high as 350 ℃. It can prepare resin-based composite materials, high-temperature-resistant adhesives, electronic conductors, semiconductors, and organic magnetic functional materials, which have functional characteristics such as corrosion resistance, radiation resistance, and high strength. The existence of these performance and functional characteristics will make it have a wide range of application prospects. J.Polym.Sci., part A: Polym.Chem.37,...

Claims

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Application Information

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IPC IPC(8): C07C255/54C07C255/51C07C253/30C08G73/06
Inventor 刘孝波曹国萍杜荣华陈文瑾李文婷罗道文何毅龙盛如
Owner UNIV OF ELECTRONIC SCI & TECH OF CHINA
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