JPH05295062A - Allyl group-containing phenol resin and its production - Google Patents

Abstract

PURPOSE:To produce the subject resin capable of chemically bonding to another resin and excellent in heat resistance, flame retardancy, adhesion, acid resistance, etc., by reacting a phenol with an aldehyde in the presence of an allyl group-containing amine compound as a catalyst. CONSTITUTION:The objective resin is produced by reacting a phenol (e.g. phenol or bisphenol A) with an aldehyde (e.g. formaldehyde or acetaldehyde) in the presence of an allyl group-containing amine compound (e.g. allylamine or diallylamine) as a catalyst. In addition, the ally group-containing amine compound and the aldehyde are used preferably in an amount of 0.1 to 1 time mole and 0.8 to 1.5 time mole respectively based on the phenol.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a phenol resin containing an unsaturated reactive functional group and a method for producing the same. The obtained phenol resin has heat resistance to other resins, flame retardancy,
It can be used as a modifier that can impart properties such as adhesiveness, low smoke generation, and acid resistance.

[0002]

2. Description of the Related Art Phenolic resins have conventionally been characterized by heat resistance, flame retardancy, adhesiveness, low smoke generation, acid resistance and the like. Phenolic resin is added to impart this feature to other resins. At that time, it is often the case that a sufficient effect cannot be obtained only by blending with another resin, and various methods are used as a solution thereof,
As one of them, a phenol compound or a resin having a reactive functional group has been studied, and a macromer is one example.

[0003]

SUMMARY OF THE INVENTION The present invention relates to an allyl group-containing phenolic resin obtained by reacting phenols with aldehydes using an allyl group-containing amine compound as a catalyst. The phenol resin of the present invention has a functional group reactive with other resins and can be complexed with other resins by chemical bonding. Therefore, the functions of phenolic resin such as heat resistance, flame retardancy, adhesiveness, low smoke generation, and acid resistance can be added more effectively than the blending method, and a cured product with higher performance than conventional products can be provided. .

[0004]

The present invention relates to an allyl group-containing phenol resin having a reactive functional group, which is obtained by reacting an allyl group-containing amine compound with phenols and aldehydes, and a method for producing the same. In the compound used to obtain the resin of the present invention, the allyl group-containing amine compound has one or more primary or secondary amines,
Any compound having one or more allyl groups may be used, and allylamine, diallylamine and the like may be used, but the compound is not particularly limited. Several kinds of such compounds may be mixed, and other amines and alkali metal or alkaline earth metal hydroxides may be used in combination. The amount of the allyl group-containing amine compound is not particularly limited, but is 0.1 with respect to the phenols.
It is suitable to be about 1.0 times the molar amount.

As the phenols, phenol, cresol, resorcinol, bisphenol A and the like can be used, but the phenol compounds are not particularly limited as long as they are phenol compounds generally used when synthesizing a phenol resin, and several kinds can be used. You may mix and use. Formaldehyde, acetaldehyde, benzaldehyde and the like can be used as the aldehydes, but the aldehydes are not particularly limited. Any compound containing an aldehyde group can be used,
Moreover, you may mix and use several types. The ratio (molar ratio) of aldehydes to phenols is not particularly limited, but it is suitable to be about 0.8 to 1.5 times mol. The reaction time is not particularly limited and can be appropriately changed depending on the intended use and the required resin performance.

[0006]

EXAMPLES The present invention will be described below with reference to examples. "Parts" and "%" in the following all mean "parts by weight" and "% by weight". Further, the present invention is not limited to the embodiments. <Example 1> 282 g of phenol and 37% formalin 3
16 g was placed in a 1 L four-necked flask, and under stirring, 34.2 g of allylamine was slowly added over 30 minutes. After the addition was completed, the temperature was raised to 90 ° C. and the reaction was performed for 30 minutes. Then, dehydration was carried out under heating and reduced pressure, and the reaction was terminated when the water content of the content was sufficiently reduced, to obtain 356 g of the intended allyl group-containing phenol resin. The melting point of the obtained resin is 75.
The gelation time at 67 ° C. and 165 ° C. was 67 seconds. Further, the fact that the obtained resin contains an allyl group means that F
Confirmed by T-IR and NMR.

Example 2 365 g of 37% formalin
The same procedure as in Example 1 was carried out except that the above procedure was repeated to obtain 363 g of a target resin. The melting point of the obtained resin is 75 ° C and 165 ° C.
The gelation time in was 50 seconds. <Example 3> The same procedure as in Example 1 was carried out except that 267 g of 37% formalin was used to obtain 363 g of a target resin. The melting point of the obtained resin was 72 ° C., and the gelling time at 165 ° C. was 300 seconds or more.

Example 4 282 g of phenol and 37%
316 g of formalin was placed in a 1 L four-necked flask, and 51.3 g of allylamine was slowly added thereto over 30 minutes with stirring. After the addition was completed, the temperature was raised to 90 ° C. and the reaction was performed for 30 minutes. Then, dehydration was carried out under heating and reduced pressure, and the reaction was terminated when the water content of the content was sufficiently reduced, to obtain 356 g of the intended allyl group-containing phenol resin. The melting point of the obtained resin is 70 ° C, and the gelling time at 165 ° C is 300.
Over a second, the solution viscosity in ethanol was 49 cst.

[0009]

EFFECT OF THE INVENTION The allyl group-containing phenol resin obtained by the present invention has a reactive functional group called an allyl group, which enables chemical bonding with other resins, effectively providing the characteristics of the phenol resin. It is possible to impart heat resistance, flame retardancy, adhesiveness, low smoke generation, acid resistance and the like. Then, it is possible to provide a resin composition having higher performance than that obtained by the conventional modification by blending.

Claims (2)

[Claims] 1. An allyl group-containing phenol resin obtained by reacting an allyl group-containing amine compound, phenols, and aldehydes. 2. The method for producing a resin according to claim 1, wherein the phenol compound and the aldehyde are reacted in a one-step method by using an allyl group-containing amine compound as a reaction catalyst.