JPH0481972B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a method for purifying 1,1-bis-(4-hydroxyphenyl)-1-phenylethane. More specifically, crude 1,1-bis-
1,1-bis-(4-hydroxyphenyl) characterized by recrystallizing (4-hydroxyphenyl)-1-phenylethane from a chlorobenzene solvent.
-Regarding a method for purifying 1-phenylethane. 1,1-bis-(4-hydroxyphenyl)-1
-Phenylethane (hereinafter referred to as bisphenol ACP)
) are epoxy resins, polyester resins,
It is a compound useful as a raw material for polycarbonate resin, and as a phenolic resin modifier and stabilizer. In these applications, bisphenol ACP
requires high purity. In response to such demands, various studies have been made to purify crude bisphenol ACP by recrystallization. for example,
According to Ger. Offen. 2948222, 1,2-dichloroethane is used as a recrystallization solvent, but it has the drawbacks of low solubility of bisphenol ACP and low solvent efficiency. Also, US
P.4300000 proposes a method using a water-methanol mixed solvent for recrystallization of bisphenol A, but even if this system is applied to bisphenol ACP, the tar component (GPC (gel permination) It had the disadvantage that it could not sufficiently remove components of tetramer or higher in chromatographic analysis) and colored components. Therefore, the present inventors conducted intensive studies with the aim of finding a solvent that has high solvent efficiency and can completely remove impurities such as tar and coloring components, and as a result, they have arrived at the present invention. That is, the present invention provides crude 1,1-bis-(4-
1,1-bis-(4-hydroxyphenyl)-, which is characterized by recrystallizing hydroxyphenyl)-1-phenylethane in a chlorobenzene solvent.
This is a method for purifying 1-phenylethane. The operating temperature range in the present invention is not particularly limited, but is usually selected from near the boiling point of chlorobenzene under pressure to near room temperature. Further, the cooling rate from near the boiling point to near room temperature is arbitrary. Chlorbenzene used in the present invention is industrially very easily available and inexpensive. Furthermore, the boiling point of chlorobenzene is 132
°C/760mmHg, and the solvent is easy to recover. The crude bisphenol ACP that is the object of the present invention may be produced by any method. EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited thereto. Example 1 Acetophenone and phenol were reacted in the coexistence of zinc chloride and hydrochloric acid gas at a reaction temperature of 60°C for 48 hours, and the resulting reaction solution was washed with warm water.
Furthermore, crude bisphenol obtained by distilling off unreacted phenol and acetophenone
The purity of ACP was as shown in Table 1. Table-1 Components Composition (wt%) Bisphenol ACP 93.20 Phenol 0.02 Acetophenone 0.81 Water 2.76 Tar content (Note 1) 0.62 Unknown components 2.59 (Note 1) GPC components (Column HSG-15 + HSG-
30) Components of tetramer or higher 100 g of the obtained crude bisphenol ACP was dissolved in a chlorobenzene solvent at a temperature of 120°C, and the required amount of solvent was 230 g. The solution was cooled to about 20°C, the precipitated crystals were filtered, rinsed with a cold solvent, and then dried in vacuum (120°C, 24 hours) to obtain 92.0 g of bisphenol ACP. Therefore, the solvent efficiency was 40.0% and the precipitation rate was 92.0%. The composition of the purified bisphenol ACP obtained is shown in Table 2. Example 2 100 g of crude bisphenol ACP similar to Example 1
was dissolved in a chlorobenzene solvent at a temperature of 100°C, and the required amount of solvent was 900 g. The solution was cooled to about 20° C., and the precipitated crystals were treated in the same manner as in Example 1 to obtain 88.6 g of purified bisphenol ACP. Therefore, the solvent efficiency was 9.84% and the precipitation rate was 88.6%. The composition of the purified bisphenol ACP obtained is shown in Table 2. Comparative Example 1 100g of crude bisphenol ACP similar to Example 1
was dissolved in 1,2-dichloroethane at a temperature of 80°C, and the required amount of solvent was 1200g. The solution was cooled to about 20° C., and the precipitated crystals were treated in the same manner as in Example 1 to obtain 64.1 g of purified bisphenol ACP. Therefore, the solvent efficiency is 5.3%,
The precipitation rate was 64.1%. The composition of the purified bisphenol ACP obtained is shown in Table 2. Comparative Example 2 100 g of crude bisphenol ACP similar to Example 1
into a water-methanol (1:1) mixed solvent at a temperature of
When dissolved at 70°C, the required amount of solvent was 400g. The solution was cooled to about 20° C., and the precipitated crystals were post-treated in the same manner as in Example 1 to obtain about 90.0 g of purified bisphenol ACP. Therefore, the solvent efficiency was 22.5% and the precipitation rate was 90%. The crude amount of the purified bisphenol ACP obtained is shown in Table 2. From the results shown in Table 2 above, it is clear that the effect of the chlorobenzene solvent in the present invention is extremely good.

【table】

[Table] Amount of solvent used

[Table] Charged crystal weight
(Dry product)

Claims (1)

[Claims] 1 Crude 1,1-bis-(4-hydroxyphenyl)
-1,1-bis-(4) characterized by recrystallizing -1-phenylethane in a chlorobenzene solvent.
-Hydroxyphenyl)-1-phenylethane purification method