744-45-6

Basic information

• Product Name: Diphenyl isophthalate
• Synonyms: Diphenyl m-phthalate;Diphenyl-m-phthalate;Diphenylm-phthalate;1,3-BENZENE DICARBOXYLIC ACID DIPHENYL ESTER;DIPHENYL ISOPHTHALATE;ISOPHTHALIC ACID, BIS-PHENYL ESTER;ISOPHTHALIC ACID DIPHENYL ESTER;Diphenyl 1,3-phthalate
• CAS NO: 744-45-6
• Molecular Formula: C₂₀H₁₄O₄
• Molecular Weight: 318.32
• EINECS: 212-014-6
• Product Categories: Pharmaceutical Intermediates;Miscellaneous;Functional Materials;Liquid Crystals & Related Compounds;Phenyl Esters (Liquid Crystals);C12 to C63;Carbonyl Compounds;Esters
• Mol File: 744-45-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 136-138 °C(lit.)
• Boiling Point: 275 °C (10 mmHg)
• Flash Point: 223 °C
• Appearance: white to off-white powder
• Density: 1,2 g/cm3
• Vapor Pressure: 4.32E-10mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: insoluble
• CAS DataBase Reference: Diphenyl isophthalate(CAS DataBase Reference)
• NIST Chemistry Reference: Diphenyl isophthalate(744-45-6)
• EPA Substance Registry System: Diphenyl isophthalate(744-45-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 744-45-6(Hazardous Substances Data)

Usage

Description

Diphenyl isophthalate is a white to off-white powder that serves as a crucial compound in the synthesis of various polymers and materials. It is known for its chemical stability and versatility in applications across different industries.

Uses

Used in Polymer Industry:
Diphenyl isophthalate is used as a precursor for the preparation of poly(benzoxazole) (PBO), a high-performance polymer known for its excellent thermal stability, mechanical properties, and chemical resistance. It is widely utilized in the aerospace, automotive, and electronics industries due to its superior characteristics.
Used in Pharmaceutical Industry:
Diphenyl isophthalate is used as a key intermediate in the synthesis of poly(o-hydroxyamide), a biodegradable polymer with potential applications in drug delivery systems. This polymer can be synthesized via polycondensation of 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane in 1-methyl-2-pyrrolidinone, offering a promising avenue for the development of novel drug delivery platforms.
Used in Chemical Synthesis:
Diphenyl isophthalate is also employed as a versatile building block in the synthesis of various other chemicals and materials, such as dyes, pigments, and specialty polymers. Its unique chemical properties make it a valuable component in the development of innovative products with diverse applications.

InChI:InChI=1/C20H14O4/c21-19(23-17-10-3-1-4-11-17)15-8-7-9-16(14-15)20(22)24-18-12-5-2-6-13-18/h1-14H

Upstream product

• 121-91-5 isophthalic acid 
• 102-09-0 bis(phenyl) carbonate 
• 99-63-8 benzene-1,3-dicarbonyl dichloride 
• 108-95-2 phenol 

Downstream Products

• 86435-66-7 1,3-bis-(4-acetoxy-benzoyl)-benzene 
• 7477-29-4 1,3-phenylenebis[(4-methoxyphenyl)methanone] 
• 108-95-2 phenol 
• 89524-20-9 2-Methylsulfanyl-1-{3-[2-methylsulfanyl-2-(toluene-4-sulfonyl)-acetyl]-phenyl}-2-(toluene-4-sulfonyl)-ethanone 
• 5436-05-5 1, 3-phenylenebis ((4-hydroxyphenyl)methanone) 

Relevant articles and documents

A synthetic isophthalic acid diphenyl process (by machine translation)

The invention belongs to the field of organic synthetic technology, and in particular relates to a process for preparing phthalic acid diphenyl process. The isophthalic chloride with phenol as the main raw material, potassium carbonate as capture, dichloroethane or dichloromethane as solvent, in 10 °C to 50 °C conducted under the conditions of reaction synthesis of diphenyl-phthalic acid. The isophthalic chloride is dissolved in the solvent into the reactor at the same time add acid-binding (isophthalic chloride in solvent in the mass concentration of 8% — 15%), phenol also is dissolved in the solvent, through the dropping funnel into the reactor. Isophthalic chloride with phenol in a molar ratio of 1: 2.6 — 1: 2.0 between, potassium carbonate with the phenol in a molar ratio of 1.0: 1 - 1 .06: 1 between, to maintain the reaction 4 - 12 hours, to the reaction solution after the reaction is washed by water, liquid, distilling solvent, recrystallization and other steps, to obtain the isophthalic acid diphenyl finished product. After the distillation of the solvent recovered after drying can be recycled. (by machine translation)

Diphenyl isophthalate synthesis method with ethanol as solvent

The invention relates to the field of fine chemicals, and relates to a dihenyl isophthalate synthesis method with ethanol as a solvent. According to the synthesis method, under a catalytic effect of a phase transfer catalyst benzyltriethylammonium chloride and with ethanol as a solvent, isophthaloyl chloride and phenol are subjected to a reaction; and high-purity diphenyl isophthalate is obtained through reduced-pressure distillation. With a direct esterification method, a reaction is not complete, and free acid group causes adverse influence on the next step of polymerization reaction. With a transesterification method, a product is colored. In traditional productions, phenol-containing wastewater is produced and is hard to treat. With the method provided by the invention, the above problems are overcome. The method is safe and environment-friendly, and is suitable for industrial productions. The dihenyl isophthalate provided by the invention has a chromatography content above 99.8%. A reaction average yield is higher than 98.70%.

Synthesis of esters with aromatic structure from aromatic carboxylic acids and diphenyl carbonate

Aromatic esters have been prepared with high to moderate yields from the corresponding aromatic carboxylic acids and diphenyl carbonate in pyridine at reflux (about 140-150 °), 5-6 hours.