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Aromatic diamine type benzoxazine resin and preparation method thereof

An aromatic diamine type, benzoxazine technology, applied in the field of thermosetting resins, to achieve the effects of good flame retardancy, high hydrogen bond density and high crosslinking density

Inactive Publication Date: 2016-02-10
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, except for p-phenylenediamine benzoxazine resins (Journal of Polymer Science, Part A: Polymer Chemistry, 48:2430-2437, 2010), there are almost no reports on such aromatic diamine benzoxazine resins.

Method used

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  • Aromatic diamine type benzoxazine resin and preparation method thereof
  • Aromatic diamine type benzoxazine resin and preparation method thereof
  • Aromatic diamine type benzoxazine resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] (1) Add 20mmol m-phenylenediamine, 40mmol o-hydroxybenzaldehyde and 20mL absolute ethanol to a three-neck flask equipped with a magnet and a spherical condenser, react at 60°C for 0.5 hours, a large amount of yellow solid appears; after cooling to room temperature , add 20mmolNaBH 4 , reacted at 30°C for 1 hour, after cooling, pour the reaction solution into distilled water to precipitate, a large amount of white solid appeared, filtered, washed with distilled water, and dried in vacuum to obtain m-phenylenediamine-type Mannich base compound with a yield of 86%;

[0040] (2) Add 34mmol m-phenylenediamine type Mannich base compound and 100mL chloroform prepared by step (1) in the there-necked flask equipped with magneton and spherical condenser, then add 78mmol mass concentration of 37% to the dispersion Formaldehyde aqueous solution, stirred at room temperature for 6 hours, then continued to reflux for 12 hours; stop the reaction, remove the water phase after cooling, a...

Embodiment 2

[0045] (1) Add 20mmol m-phenylenediamine, 40mmol o-hydroxybenzaldehyde and 20mL absolute ethanol to a three-neck flask equipped with a magnet and a spherical condenser, react at 60°C for 0.5 hours, a large amount of yellow solid appears; after cooling to room temperature , add 40mmolNaBH 4 , react at 30°C for 1 hour, after cooling, pour the reaction solution into distilled water to precipitate, a large amount of white solid appears, filter, wash with distilled water, and dry in vacuum to obtain m-phenylenediamine-type Mannich base compound with a yield of 90%;

[0046] (2) add 34mmol m-phenylenediamine type Mannich base compound and 100mL dioxane prepared by 34mmol step (1) in the there-necked flask equipped with magneton and spherical condenser, then add 90mmol mass concentration to the dispersion liquid 37% formaldehyde aqueous solution, stirring at room temperature for 6 hours and then continuing to reflux for 12 hours; stop the reaction and remove the water phase after coo...

Embodiment 3

[0049] (1) Add 20mmol m-phenylenediamine, 40mmol o-hydroxybenzaldehyde and 20mL absolute ethanol to a three-neck flask equipped with a magnet and a spherical condenser, react at 60°C for 0.5 hours, a large amount of yellow solid appears; after cooling to room temperature , add 60mmolNaBH 4 , react at 30°C for 1 hour, after cooling, pour the reaction solution into distilled water to precipitate, a large amount of white solid appears, filter, wash with distilled water, and dry in vacuum to obtain m-phenylenediamine-type Mannich base compound with a yield of 91%;

[0050] (2) Add 34mmol m-phenylenediamine-type Mannich base compound and 100mL chloroform prepared by step (1) in the there-necked flask equipped with magneton and spherical condenser, then add 102mmol mass concentration of 37% to the dispersion Formaldehyde aqueous solution, stirred at room temperature for 6 hours, then continued to reflux for 12 hours; stop the reaction, remove the water phase after cooling, and remov...

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Abstract

The invention belongs to thermosetting resins, and specifically relates to an aromatic diamine type benzoxazine resin with high strength, high modulus and high heat resistance, and a preparation method thereof. According to the invention, a starting reactant, i.e., aromatic diamine, reacts with o-hydroxybenzaldehyde to synthesize imine; imine is not separated and directly reduced into corresponding Mannich base through addition of a reducing agent into a reaction system for reduction; and Mannich base reacts with formaldehyde so as to obtain the aromatic diamine type benzoxazine resin with a structural formula described in the specification. The cured aromatic diamine type benzoxazine resin provided by the invention has the advantages of high heat resistance, high modulus, high strength, good flame resistance, high curing activity, etc., and is applicable as a composite resin matrix, a microelectronic packaging material, an adhesives, etc.

Description

technical field [0001] The invention belongs to thermosetting resins, in particular to an aromatic diamine type benzoxazine resin with high strength, high modulus and high heat resistance and a preparation method thereof. Background technique [0002] Benzoxazine resin is a new type of thermosetting resin developed on the basis of traditional phenolic resin. It not only maintains the excellent heat resistance and flame retardancy of traditional phenolic resin, but also overcomes the Phenolic resin has the disadvantage of releasing small molecules during the molding and curing process, and the curing is close to zero shrinkage; at the same time, after the ring-opening polymerization of benzoxazine, the N atoms in the cured product structure, the phenolic hydroxyl groups generated by ring opening, and the aromatic rings can produce a large number of Intramolecular and intermolecular hydrogen bonds, so its products also have good mechanical properties, dielectric properties, lo...

Claims

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Application Information

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IPC IPC(8): C07D265/16C08G73/06
Inventor 任士通杨欣赵晓娟张瑛黄伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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