Epoxy resin material, preparation method therefor and application thereof

Patent metadata

Field	Value
Publication number	US-11248085-B2
Application number	US-201716644798-A
Country	US
Kind code	B2
Filing date	Sep 28, 2017
Priority date	Sep 15, 2017
Publication date	Feb 15, 2022
Grant date	Feb 15, 2022

Abstract

The present invention provides an epoxy resin material, a preparation method therefor and an application thereof. The present method for preparing an epoxy resin material comprises: heating a mixture of an epoxy resin main agent and a curing agent that are placed at room temperature to 40-85° C. for reaction and curing. The curing agent contains an adduct of an olefinic nitrile compound and an amine compound. The present method for preparing an epoxy resin material has the characteristics of low mixing viscosity, long operation time, and low amount of heat released during preparation.

First claim

The invention claimed is:

1. A preparation method of an epoxy resin material, characterized in that, said preparation method comprises the following step(s): heating a mixture placed at room temperature to 40-85° C. for reaction and curing, wherein said mixture comprises an epoxy resin main agent and a curing agent; and wherein said curing agent comprises an adduct of an olefinic nitrile compound and an amine compound;
wherein, said adduct of an olefinic nitrile compound and an amine compound is obtained by a method comprising the following steps: subjecting the amine compound and the olefinic nitrile compound to an addition reaction at 45-85° C.;
wherein, said addition reaction is carried out under the action of an alkaline catalyst, and the amount of the alkaline catalyst used is 0.01%-0.3% by mass of the amine compound.

2. The preparation method of an epoxy resin material according to claim 1 , characterized in that, after said mixture is heated, the reaction is carried out for 3-7 h.

3. The preparation method of an epoxy resin material according to claim 1 , characterized in that, before said mixture is heated for reaction and curing, said mixture is placed at room temperature for 24 h or more.

4. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said adduct of an olefinic nitrile compound and an amine compound comprises one or more of the compounds having the following structural formula (I):

Wherein, the structural formula of R 1 in formula (I) is selected from one of the following formulas:

wherein the value of n is an integer from 1 to 6;
the structural formula of R 2 is selected from one of the following formulas:

R 3 is selected from H or selected from one of the following structural formulas:

5. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said olefinic nitrile compound is one or more of acrylonitrile, 3-butenenitrile, 2-pentenenitrile, 3-pentenenitrile and 4-pentenenitrile;
said amine compound is one or more of diethylenetriamine, triethylenetetramine, polyether amine, 1,3-cyclohexyldimethylamine, isophorone diamine, 4,4′-diaminodicyclohexylmethane, diaminomethylcyclohexylmethane and diphenylmethanediamine.

6. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said adduct is obtained by an addition reaction of the amine compound and the olefinic nitrile compound-, wherein the molar ratio of the amine compound to the olefinic nitrile compound is 1:(1-4).

7. The preparation method of an epoxy resin material according to claim 1 , characterized in that, the addition reaction is carried out for a period of 5-10 h.

8. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said olefinic nitrile compound has a purity of 50 wt % or more.

9. The preparation method of an epoxy resin material according to claim 8 , characterized in that, said olefinic nitrile compound is obtained through purifying by a method comprising the following steps: distilling the olefinic nitrile compound under a vacuum degree of −0.5˜−0.05 MPa, and at a temperature of 20˜60° C.

10. The preparation method of an epoxy resin material according to claim 1 , characterized in that, the mass ratio of said epoxy resin main agent to said curing agent is (3-8):1.

11. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said epoxy resin main agent comprises the following components in mass percentage: 60-80 wt % of epoxy resin, 2-20 wt % of diluent, and 1-20 wt% of defoamer, based on the mass of the epoxy resin main agent.

12. The preparation method of an epoxy resin material according to claim 11 , characterized in that, said epoxy resin is one or more of a bisphenol A type epoxy resin and a bisphenol F type epoxy resin.

13. The preparation method of an epoxy resin material according to claim 12 , characterized in that, said epoxy resin has an epoxy value of 0.1-0.65, and is a liquid at room temperature.

14. The preparation method of an epoxy resin material according to claim 11 , characterized in that, said diluent is selected from one or more of butyl glycidyl ether, benzyl glycidyl ether, butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, 1,2-cylohexanediol diglycidyl ether, poly(ethylene glycol) diglycidyl ether, trimethylolpropane triglycidyl ether, glycidyl ether having a molecular main chain comprising a C12-C14 alkyl, benzyl alcohol, phenylethanol, nonylphenol, propylene carbonate, trimethylolpropane triacrylate, diisopropanol methyl ether, toluene and xylene;
said defoamer is selected from one or more of a polyacrylate and a modified organosilicon.

15. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said curing agent comprises 55 wt %-75 wt % of the adduct of an olefinic nitrile compound and an amine compound, based on the total mass of the curing agent.

16. The preparation method of an epoxy resin material according to claim 15 , characterized in that, said curing agent also comprises 25-45 wt % of polyether amine, based on the total mass of the curing agent.

17. The preparation method of an epoxy resin material according to claim 1 , characterized in that, said mixture is heated to 50-80° C. for reaction and curing; after said mixture is heated, the reaction is carried out for 4-7 h.

18. The preparation method of an epoxy resin material according to claim 17 , characterized in that, before said mixture is heated for reaction and curing, said mixture is placed at room temperature for 24 h or more.

19. The preparation method of an epoxy resin material according to claim 1 , characterized in that, after the amine compound is heated to 45-85° C., the olefinic nitrile compound is added in a dropwise manner.

Assignees

• Wanhua Chemical Group Co Ltd

Inventors

• Zhou Meng
• Liu Zhaoxing
• Du Xiucai
• Sun Xiaoli
• Chu Changkun
• Zhang Congying
• Li Xin
• Jiang Qingmei

Classifications

• C08G59/20 Primary

  characterised by the epoxy compounds used · CPC title

• C08G59/56

  together with other curing agents · CPC title

• C08G59/5006

  aliphatic · CPC title

• C07C253/30

  by reactions not involving the formation of cyano groups · CPC title

• C08G59/5033

  aromatic · CPC title