Process for purifying 2-phenyl-3, 3 -bis(4-hydroxyphenyl) phthalimidine (PPPBP)

A technology of pyrrolidone and phenyl, which is applied in the field of purifying 2-phenyl-3, and can solve the problems of product loss and high cost of PAC

Active Publication Date: 2010-03-24
SHPP GLOBAL TECH BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because PAC is difficult to regenerate, it is often discarded after a single use, thus also losing th

Method used

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  • Process for purifying 2-phenyl-3, 3 -bis(4-hydroxyphenyl) phthalimidine (PPPBP)
  • Process for purifying 2-phenyl-3, 3 -bis(4-hydroxyphenyl) phthalimidine (PPPBP)
  • Process for purifying 2-phenyl-3, 3 -bis(4-hydroxyphenyl) phthalimidine (PPPBP)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Activated carbon fibers obtained from two different vendors, Anshan and Sutong, were pretreated as described above. Prepare 4 flasks; each flask contains approximately 2.0 grams of ACF. Two flasks contained ACF from Anshan and two flasks contained ACF from Sutong.

[0059] 200.0 mL of the pre-purification solution was placed in each flask. The flask was then shaken for 2 hours. Two flasks (each from a different vendor) were shaken at 20°C and the other two at 70°C. The solution was then analyzed by HPLC to measure the concentration change of aminophenone. Aminophenone had an initial peak area of ​​175,537. The results are shown in Table 1.

[0060] Table 1.

[0061]

sample

seller

temperature

The purified peak

area

Removal ratio (%)

1

Anshan

20℃

170,989

2.59

2

Anshan

70℃

169,914

3.20

3

Sutong

20℃

147,772

...

Embodiment 2

[0068] Activated carbon fibers from Sutong were pretreated as described above. Prepare three flasks; each flask contains 2.0 grams of ACF. 200.0 mL of the pre-purification solution was placed in each flask. The flasks were then shaken for 1, 2, and 3 hours, respectively. Each solution was then analyzed by HPLC to measure the change in concentration of aminophenone. The initial peak area for aminophenone was 32,770. The results are shown in Table 3.

[0069] table 3.

[0070] sample

[0071] Because ACF has a high adsorption rate, additional contact does not increase the removal ratio. Under the static adsorption regime shown here, a two hour exposure time was sufficient to remove most of the aminophenone impurity.

Embodiment 3

[0073] Activated carbon fibers from Sutong were pretreated as described above. Prepare 1 flask; it contains 2.0 grams of ACF. 200.0 mL of the pre-purification solution was placed in the flask, and the flask was shaken at 70°C for 2 hours. The solution was then analyzed by HPLC to measure the concentration changes of p,p-PPPBP, aminophenone and phenolphthalein (PP). The results are shown in Table 4.

[0074] Table 4.

[0075] component

[0076] This data indicates that ACF has excellent selective adsorption of aminobenzophenone compared to p,p-PPPBP and PP. ACF also removes p,p-PPPBP in a smaller proportion than PAC (7-8%), so that less of the desired product is lost during purification.

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Abstract

A method for decoloring 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine (''p,p- PPPBP'') is disclosed. The method comprises contacting a liquid solution containing p,p-PPPBP and the common impurities o,p-PPPBP and aminophenone with activated carbon fibers. The activated carbon fibers adsorb the impurities, resulting in a purified solution of p,p-PPPBP. The activated carbon fibers can then be regenerated, such as with a methanol solution having a highly basic pH.

Description

Background technique [0001] In various embodiments, the present disclosure relates to methods of purifying 2-phenyl-3,3-bis(4-hydroxyphenyl)benzo[c]pyrrolone. [0002] Phenolphthalein has been used as an aromatic dihydroxy compound to synthesize monomers used to make polycarbonates that typically have the following properties: good clarity, good ductility, and high glass transition temperature. Certain derivatives of phenolphthalein have also been used as aromatic dihydroxy compounds to synthesize monomers for the preparation of polycarbonate resins as well as polyarylate resins. Specifically, 2-phenyl-3,3-bis(hydroxyphenyl)benzo[c]pyrrolidone ("PPPBP") is used as a monomer for polycarbonate resins. [0003] P,p-PPPBP ("p,p-PPPBP") can be prepared by refluxing phenolphthalein and aniline hydrochloride in aniline for 6 hours, followed by recrystallization from ethanol. The chemical structure of p,p-PPPBP is formula (I): [0004] [0005] Formula (I) [0006] Obviously, t...

Claims

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Application Information

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IPC IPC(8): C07D209/46
CPCC07D209/46
Inventor 孙彤修国华许忠琪杨敬武
Owner SHPP GLOBAL TECH BV
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