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Aromatic diamine type cyano group-containing benzoxazine resin and preparation method thereof

A technology of aromatic diamine type and oxazine resin, which is applied in the field of thermosetting resin and its preparation, can solve the problems of high curing temperature, high brittleness, and unsatisfactory process performance, and achieve high purity, low cost, and high yield.

Inactive Publication Date: 2013-11-13
NINGBO INST OF TECH ZHEJIANG UNIV ZHEJIANG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, benzoxazine also has some defects: (1) high brittleness; (2) high curing temperature; (3) heat resistance needs to be further improved
At present, research at home and abroad is mainly focused on the improvement of the carbon residue rate and heat resistance of benzoxazine resin, but its process performance is often not ideal

Method used

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  • Aromatic diamine type cyano group-containing benzoxazine resin and preparation method thereof
  • Aromatic diamine type cyano group-containing benzoxazine resin and preparation method thereof
  • Aromatic diamine type cyano group-containing benzoxazine resin and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0031] In a four-necked flask equipped with a magnetic stirrer, a thermometer, a nitrogen pipe, a water separator and a spherical condenser, add 0.2mol 2,7-dihydroxynaphthalene, 0.44mol p-nitrochlorobenzene, and 0.24mol potassium carbonate in sequence , 60ml of toluene and 240ml of N,N-dimethylformamide; the temperature was slowly raised to 145°C under the protection of nitrogen, and the constant temperature was reacted for 8 hours; After cooling down to room temperature, the product was slowly precipitated; the crude product was collected by filtration, and dried in vacuum for 24 hours (85° C.) to obtain a dihydroxynaphthalene-type aromatic dinitro compound with a yield of 99%.

[0032] In a four-necked flask equipped with a magnetic stirrer, a thermometer, a nitrogen pipe and a spherical condenser, put 0.0375mol dihydroxynaphthalene type aromatic dinitro compound, 0.125g palladium carbon (10%) and 125ml absolute ethanol; Heat under protection to make the temperature rise slo...

Embodiment 2

[0036] In a four-necked flask equipped with a magnetic stirrer, a thermometer, a nitrogen pipe, a water separator and a spherical condenser, add 0.2mol 2,7-dihydroxynaphthalene, 0.4mol p-nitrochlorobenzene, and 0.2mol potassium carbonate in sequence , 50ml of toluene and 240ml of N,N-dimethylformamide; the temperature was slowly raised to 145°C under the protection of nitrogen, and the constant temperature was reacted for 8 hours; After cooling down to room temperature, the product was slowly precipitated out; the crude product was collected by filtration and dried in vacuum for 24 hours (85° C.) to obtain a dihydroxynaphthalene aromatic dinitro compound with a yield of 90%.

[0037] In a four-necked flask equipped with a magnetic stirrer, a thermometer, a nitrogen gas pipe and a spherical condenser, put 0.015mol dihydroxynaphthalene type aromatic dinitro compound, 0.03g palladium carbon (10%) and 60ml absolute ethanol; Heat under protection to slowly raise the temperature to ...

Embodiment 3

[0041] In a four-necked flask equipped with a magnetic stirrer, a thermometer, a nitrogen pipe, a water separator and a spherical condenser, add 0.2mol 2,7-dihydroxynaphthalene, 0.42mol p-nitrochlorobenzene, and 0.21mol potassium carbonate in sequence , 50ml of toluene and 240ml of N,N-dimethylformamide; the temperature was slowly raised to 145°C under the protection of nitrogen, and the constant temperature was reacted for 8 hours; After cooling down to room temperature, the product was slowly precipitated; the crude product was collected by filtration and dried in vacuum for 24 hours (85°C) to obtain a dihydroxynaphthalene aromatic dinitro compound with a yield of 92%.

[0042] In a four-necked flask equipped with a magnetic stirrer, a thermometer, a nitrogen pipe and a spherical condenser, put 0.015mol dihydroxynaphthalene type aromatic dinitro compound, 0.04g palladium carbon (10%) and 70ml absolute ethanol; Heat under protection to slowly raise the temperature to 85°C; ad...

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Abstract

The invention discloses an aromatic diamine type cyano group-containing benzoxazine resin and its preparation method. The benzoxazine resin belongs to the aromatic diamine type, its monomer main chain contains benzene rings and ether bonds, and the ends of the main chain contain cyano groups. A cured monomer has high heat resistance, high rate of combustion carbon residue, and certain toughness, thus being suitable for manufacturing high temperature resistant and flame retarding materials. The preparation method of the aromatic diamine type cyano group-containing benzoxazine resin takes an aromatic diamino compound, cyano group-containing monohydric phenol and formaldehyde as reaction raw materials to synthesize a benzoxazine monomer, which is then subjected to curing and crosslinking so as to obtain the benzoxazine resin. The monomer of the resin has reasonable synthesis process, high purity, high yield and low cost. And the monomer for synthesizing the aromatic diamine type cyano group-containing benzoxazine resin has a structural formula as the following.

Description

technical field [0001] The invention relates to a thermosetting resin and the technical field of preparation thereof, in particular to an aromatic diamine-type cyano-benzoxazine-containing resin and a preparation method thereof. Background technique [0002] The benzoxazine resin is prepared by reacting phenolic compounds, primary amine compounds and formaldehyde to form monomers, and then cross-linking and curing under the action of heating and / or catalysts. Compared with traditional thermosetting resins, benzoxazine resins have unique advantages: (1) little volume change during curing; (2) low water absorption; (3) high carbon residue rate; (4) curing process (5) No by-products are generated during the curing process; (6) The flexibility of molecular design is high. However, benzoxazine also has some defects: (1) high brittleness; (2) high curing temperature; (3) heat resistance needs to be further improved. At present, research at home and abroad is mainly focused on im...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/06
Inventor 闫红强方征平张涛
Owner NINGBO INST OF TECH ZHEJIANG UNIV ZHEJIANG
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