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Trisphenolyl methanes, production method and use thereof

A technology of trisphenol-based methane and a manufacturing method, which is applied in the directions of organic chemistry methods, chemical instruments and methods, preparation of hydroxy compounds, etc., can solve the problems of limited use and darkening of color tone

Active Publication Date: 2019-06-28
JFE CHEMICAL CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is a problem in the coloring of trisphenol methanes that the color tone of the epoxy resin using the trisphenol methanes is darkened and its use is limited.

Method used

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  • Trisphenolyl methanes, production method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052]

[0053] 659 g (7 mol) of phenol, 61 g (0.5 mol) of salicylaldehyde, and para 1.425 g of toluenesulfonic acid (1.5 mol% relative to salicylaldehyde).

[0054] While bubbling nitrogen gas through an inert gas introduction tube, the reaction temperature was raised to 95° C. and reacted for 4 hours. According to the measurement result of salicylaldehyde measured by GPC, the reaction rate at this time was 90%.

[0055] Then, the reaction temperature was raised to 105° C. and allowed to react for 2 hours. The response rate was 98%.

[0056] After the reaction was completed, the temperature was lowered to 80° C., and 0.315 g of lithium hydroxide hydrate (1 equivalent to the catalyst) was added to neutralize the catalyst. Next, the contents were transferred to a 1-liter stainless steel reaction device, a distillation device was installed, and the reaction temperature was raised to 170° C. to remove unreacted phenol. Then, the pressure was reduced to 20 torr with a vacuum ...

Embodiment 2

[0062] In Example 1, the reaction temperature was raised to 85°C and allowed to react for 7 hours (reaction rate: 93%), then, the reaction temperature was raised to 120°C and allowed to react for 5 hours (reaction rate: 99.3%), Except for this, the same operation as in Example 1 was performed to obtain trisphenolomethanes and an epoxy resin.

[0063] Table 1 shows the metal content and Gardner color of the trisphenol methanes and the Gardner color of the epoxy resin.

Embodiment 3

[0065] In Example 1, except having replaced the reaction container with the reactor made of stainless steel, it carried out similarly to Example 1, and obtained trisphenol methanes and an epoxy resin.

[0066] Table 1 shows the metal content and Gardner color of the trisphenol methanes and the Gardner color of the epoxy resin.

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Abstract

The present invention provides trisphenolyl methanes with little coloration, a method for producing the same, and uses thereof. When reacting phenols and aromatic hydroxyaldehydes under conditions of heating in the presence of an acid catalyst, the reaction is carried out from the beginning of the reaction until the reaction rate reaches 90% at a temperature of 100° C. The reaction is performed at a temperature of 100° C. to 130° C. to produce trisphenolomethanes. Thereby, triphenol methanes and epoxy resins having a Gardner color of 9 or less (in 0.5% by mass THF solution) and little coloring can be obtained.

Description

technical field [0001] The present invention relates to trisphenolmethanes with little coloring, a production method thereof, and uses thereof (Trisphenolmethanes, Producing Method thereof, and its Use). Background technique [0002] Currently, trisphenolomethanes are used in applications such as coatings and printed circuit board materials, particularly as raw materials for producing heat-resistant epoxy resins, curing agents thereof, and the like. Trisphenolyl methanes can be obtained by heating phenols and aromatic hydroxy aldehydes in the presence of an acid catalyst, usually by heating in the presence of an acid catalyst such as p-toluenesulfonic acid, under nitrogen flow, at a given temperature ( For example, it can be obtained by heating phenols and aromatic hydroxy aldehydes at 105° C. (see Patent Document 1). [0003] In the above-mentioned heating process, trisphenolomethanes with a large Gardner colorscale that are colored red may be obtained due to side reaction...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/32C07C39/16C08G59/06C07B61/00
CPCC07C29/32C07C39/16C08G59/063C08G59/06C07B61/00C07C37/20C07C2602/10
Inventor 竹村一也
Owner JFE CHEMICAL CORP
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