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Phenolic resin and method of producing the same

a technology of phenolic resin and phenolic resin, which is applied in the direction of synthetic resin layered products, chemistry apparatus and processes, layered products, etc., can solve the problems of resin components adhering to molds for mold processing, low hardening properties of epoxy resin,

Inactive Publication Date: 2006-02-09
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The method produces a phenolic resin that yields an epoxy resin with improved hardening properties and molding processability, preventing resin adherence to molds and ensuring excellent molding properties.

Problems solved by technology

However, when phenolic resins obtained by these methods are used as raw materials for epoxy resin, there is a problem that the resulting epoxy resin has a low hardening property, and consequently, there is a practical problem that resin components adhere to a mold for mold processing.

Method used

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  • Phenolic resin and method of producing the same
  • Phenolic resin and method of producing the same
  • Phenolic resin and method of producing the same

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0103] Into a 500 ml round-bottom flask equipped with a thermometer, stirrer and condenser was charged 194 g (1 mol) of 1,3-bis(2-hydroxy-2-propyl)benzene, 312 g of toluene, 3.8 g of p-toluenesulfonic acid monohydrate and 15 g of water, and they were stirred at 95° C. for 2 hours, then, cooled and allowed to stand still to cause liquid separation, to obtain a reaction solution in which 1,3-bis(2-hydroxy-2-propyl)benzene had been partially dehydrated. The amount of hydroxyl groups removed in this reaction was 66% of the total amount of hydroxyl groups in the charged 1,3-bis(2-hydroxy-2-propyl)benzene, according to GC analysis.

[0104] Into a 1 L round-bottom flask equipped with a thermometer, stirrer, condenser with liquid separation tube, and dropping funnel was charged 118 g (1.25 mol) of phenol, 208 g of toluene and 3.8 g of p-toluenesulfonic acid monohydrate, and they were stirred at 115 to 125%, and the above reaction solution was dropped into this over 6 hours. During the reacti...

example 2

[0108] The same procedure as in Example 1 was conducted except that the amount of phenol charged into a 1 L round-bottom flask equipped with a thermometer, stirrer, condenser with liquid separation tube, and dropping funnel was 141 g (1.5 mol), to obtain a phenolic resin (P-2).

[0109] In the reaction solution at completion of this reaction, 13.1% of phenol initially charged remained.

[0110] The hydroxyl group equivalent of the phenolic resin (P-2) was 216 g / eq., and according to GPC analysis, binuclear component: 3.1%, trinuclear component: 18.1%, pentanuclear component: 20.7%, heptanuclear component: 17.6%, nonanuclear component: 13.6%, 11 or more nuclear component: 27.0%. Even number nuclear components having 4 or more nucleuses were not detected.

[0111] As a result of measurement by high performance liquid chromatography, a compound corresponding to a compound (b) having a structure composed of 2 structural units derived from phenol and 2 structural units derived from 1,3-bis(2-h...

example 3

[0121] The same procedure as in Example 1 was conducted except that the dropping time of the reaction solution in which 1,3-bis(2-hydroxy-2-propyl)benzene had been partially dehydrated was 4 hours. In the reaction solution after completion of the reaction, 13.7 mol % of phenol initially charged remained.

[0122] After completion of the reaction, neutralization, de-solvent treatment and de-phenol treatment were conducted, to obtain a phenolic resin (P-3). As a result of measurement by high performance liquid chromatography, the content ratio of the resulted compound (a) having a molecule structure composed of 3 structural units derived from phenol and 2 structural units derived from 1,3-bis(2-hydroxy-2-propyl)benzene was 94.9%. This compound (a) had a molecular weight of 599.

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Abstract

A phenolic resin obtainable by reacting a dihydroxy compound of the following formula (1) with a phenolic compound, wherein the dihydroxy compound is partially dehydrated.

Description

BACKGROUND OF THE INVENTION [0001] 1. Field of the Invention [0002] The present invention relates to a phenolic resin and a method of producing the same. [0003] 2. Description of the Related Art [0004] Resins having a phenolic hydroxyl group in the molecule are used as materials for adhesives, paints, electronic parts and the like and as raw materials for resins such as epoxy resins, cyanate resins, ion exchange resins and the like. [0005] As the method of producing a phenolic resin, there have been known methods in which both components of a hydroxy compound such as bis(hydroxypropyl)benzene and the like and a phenolic compound are charged into a reaction vessel, and then reacted (JP-B-5-72404) and a method in which an alkenyl compound which is a dehydrated product from a dihydroxy compound is added to a phenolic compound and reacted (U.S. Pat. No. 3,004,953). [0006] However, when phenolic resins obtained by these methods are used as raw materials for epoxy resin, there is a proble...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08L63/00C08G65/38C08G59/00B32B27/38C08G59/06C08G59/62C08G61/02C08L65/00
CPCC08G59/06C08G59/621C08G61/02C08G61/025C08G2261/312C08L65/00C08G2261/3424C08L63/00C08L2666/16
Inventor NAGASHIMA, TOHRUSAITO, NORIAKI
Owner SUMITOMO CHEM CO LTD