6607-41-6

Basic information

• Product Name: Phenolphthalein anilide
• Synonyms: Phenolphthalein anilide;3,3-Bis(4-hydroxyphenyl)-2-phenyl-1-isoindolinone;3,3-bis(4-hydroxyphenyl)-2-phenylisoindolin-1-one
• CAS NO: 6607-41-6
• Molecular Formula: C₂₆H₁₉NO₃
• Molecular Weight: 437.44346
• Mol File: 6607-41-6.mol

Chemical Properties

• Melting Point: 280 °C
• Boiling Point: 610.2°C at 760 mmHg
• Flash Point: 322.8°C
• Appearance: /
• Density: 1.338g/cm³
• Vapor Pressure: 1.75E-15mmHg at 25°C
• Refractive Index: 1.707
• PKA: 9.39±0.30(Predicted)
• Water Solubility: 220μg/L at 23.8℃
• CAS DataBase Reference: Phenolphthalein anilide(CAS DataBase Reference)
• NIST Chemistry Reference: Phenolphthalein anilide(6607-41-6)
• EPA Substance Registry System: Phenolphthalein anilide(6607-41-6)

Safety Data

• Hazardous Substances Data: 6607-41-6(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C26H19NO3/c28-21-14-10-18(11-15-21)26(19-12-16-22(29)17-13-19)24-9-5-4-8-23(24)25(30)27(26)20-6-2-1-3-7-20/h1-17,28-29H

Upstream product

• 81-90-3 phenolphthalin 
• 62-53-3 aniline 
• 77-09-8 phenolphthalein 
• 142-04-1 aniline hydrochloride 
• 520-03-6 N-phenylphthalimide 
• 108-95-2 phenol 
• 85-44-9 phthalic anhydride 
• 7535-13-9 2-(bis(4-hydroxyphenyl)methyl)-N-phenylbenzamide 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 611-99-4 4,4'-Dihydroxybenzophenone 

Downstream Products

• 81-90-3 phenolphthalin 
• 62-53-3 aniline 
• 1315322-04-3 2-phenyl-3,3-bis(4-cyanatophenyl)phthalimidine 

Relevant articles and documents

METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES

A synthetic route for producing a 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine, using a dihydrophenolphthalein intermediate is provided. The dihydrophenolphthalein can be obtained by reduction of a precursor phenolphthalein that is commonly used in the manufacture of phthalimidines. Formation of the dihydrophenolphthalein is followed by activation, amide formation, and oxidation to provide the product phthalimidine

METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES

A method for the manufacture of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine via O- alkylation of a dihydroxy benzophenone, and formation of Schiff base, followed by cyclisation and de-O-alkylation to provide the product phthalimidine is provided. Polymers including structural units derived from the 2-aryl-3,3-bis(hydroxyaryl)phthalimidine are provided. Methods for the manufacture of a polycarbonate, including manufacturing the 2-aryl-3,3- bis(hydroxyaryl)phthalimidine, and polymerizing the 2-aryl-3,3-bis(hydroxyaryl)phthalimidine in the presence of a carbonate source are provided.

METHODS OF MANUFACTURE OF 2-HYDROCARBYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES

A method for the manufacture of a 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition comprises: reacting a phthalimide of formula (2) with a phenol of formula (3) I (2) I (3) in the presence of a catalyst and optionally a solvent at an elevated temperature to form the 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition, wherein the 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition comprises a 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine of formula (1) I (1) wherein in formulas (1), (2) and (3), R1 is hydrogen, C1-6 alkyl, C1-6 alkoxy, or phenyl optionally substituted with 1 to 5 C1-6 alkyls, each occurrence of R2 and R3 is independently a C1-6 alkyl, and p and q are independently 0 to 4.

METHODS OF MANUFACTURE OF 2-HYDROCARBYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES

A method for the manufacture of a 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition comprises: reacting a phthalimide of formula (2) with a phenol of formula (3) I (2) I (3) in the presence of a catalyst and optionally a solvent at an elevated temperature to form the 2- hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition, wherein the 2-hydrocarbyl-3,3- bis(hydroxyaryl)phthalimidine composition comprises a 2-hydrocarbyl-3,3- bis(hydroxyaryl)phthalimidine of formula (1) I (1) wherein in formulas (1), (2) and (3), R1 is hydrogen, C1-6 alkyl, C1-6 alkoxy, or phenyl optionally substituted with 1 to 5 C 1-6 alkyls, each occurrence of R2 and R3 is independently a C1-6 alkyl, and p and q are independently 0 to 4.

METHODS FOR PRODUCING AND PURIFYING 2-ARYL-3, 3-BIS ( 4 -HYDROXYARYL) PHTHALIMIDINE DERIVATIVES

Disclosed herein is a method for producing a purified 2-aryl-3,3-bis(4-hydroxyaryl) phthalimidine of formula (I) wherein R1 is hydrogen or a C1-25 hydrocarbyl group and R2 is a hydrogen, a C1-25 hydrocarbyl grou

METHODS FOR PRODUCING AND PRUIFYING 2-HYDROCARBYL-3.3-BIS(4-HYDROXYARYL) PHTHALIMIDINE MONOMERS AND POLYCARBONATED DERIVED THEREFROM

Disclosed herein is a method comprising reacting a phenolphthalein material and a primary hydrocarbyl amine in the presence of an acid catalyst to form a reaction mixture comprising 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine, wherein the phenolphthalein material comprises greater than or equal to 95 weight percent phenolphthalein, based on the total weight of phenolphthalein material; quenching the reaction mixture and treating the quenched reaction mixture to obtain a first solid. The first solid is then triturated with a trituration solvent and washed to obtain a second solid, wherein the second solid comprises greater than or equal to 97 weight percent 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine, based on the total weight of the second solid. The second solid may be polymerized to form a polycarbonate.

PROCESS FOR PURIFYING PPPBP

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.

METHODS FOR PRODUCING AND PURIFYING 2-HYDROCARBYL-3,3-BIS(4-HYDROXYARYL)PHTHALIMIDINE MONOMERS AND POLYCARBONATES DERIVED THEREFROM

Disclosed herein is a method comprising reacting a phenolphthalein material and a primary hydrocarbyl amine in the presence of an acid catalyst to form a reaction mixture comprising 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine, wherein the phenolphthalein material comprises greater than or equal to 99 weight percent phenolphthalein, based on the total weight of the phenolphthalein material; quenching the reaction mixture and treating the quenched reaction mixture to obtain a first solid. The first solid is purified by a combination of techniques to produce a solid comprising 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine with sufficient purity to be used as a monomer in the synthesis of clear polymers.

Methods for producing and purifying 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine monomers and polycarbonates derived therefrom

Disclosed herein is a method for producing a 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine. The method comprises forming a reaction mixture comprising at least one substituted or unsubstituted phenolphthalein compound, at least one substituted or unsu