2420-87-3

Basic information

• Product Name: 3,3',4,4'-Biphenyltetracarboxylic dianhydride
• Synonyms: [1,1'-Biphenyl]-3,3',4,4'-tetracarboxylic3,4:3',4'-dianhydride;3,4,3',4'-Biphenyltetracarboxylic acid dianhydride;3,3',4,4'-Biphenyl tetracarboxylic diandhydride;3,3',4,4'-Biphenyltetracarboxylic dianhydride 97%;4,4'-Biphthalic Anhydride (purified by sublimation);3,3'4,4'-Biphenyl tetracarboxylic acid dianhydride(s-BPDA);3,3',4,4'-Biphenyltetracarboxylic dianhydride (s-BPDA);S-BDPA
• CAS NO: 2420-87-3
• Molecular Formula: C₁₆H₆O₆
• Molecular Weight: 294.22
• EINECS: 219-342-9
• Product Categories: API;strong recommend;Biphenyl & Diphenyl ether;Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research);Biphenyls (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Monomer for Polyimide film;Anhydride Monomers;Monomers;Polymer Science;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, monomer for polyimide film, pharmaceutical intermediates;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials
• Mol File: 2420-87-3.mol
• Article Data: 19

Chemical Properties

• Melting Point: 299-305°C
• Boiling Point: 614.9 °C at 760 mmHg
• Flash Point: 277.4 °C
• Appearance: /
• Density: 1.625 g/cm³
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: almost transparency in hot DMF
• CAS DataBase Reference: 3,3',4,4'-Biphenyltetracarboxylic dianhydride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3',4,4'-Biphenyltetracarboxylic dianhydride(2420-87-3)
• EPA Substance Registry System: 3,3',4,4'-Biphenyltetracarboxylic dianhydride(2420-87-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2420-87-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Uses

Different sources of media describe the Uses of 2420-87-3 differently. You can refer to the following data:
1. 3,3',4,4'-biphenyltetracarboxylic dianhydride be used for the preparation of a polyimide material.
2. s-BPDA can be used in the synthesis of high molecular weight aromatic polyamide fibers. It can also be used in the formation of hybrid nanocomposite films.

Preparation

The preparation of 3,3',4,4'-Biphenyltetracarboxylic dianhydride is as follows:In a nitrogen atmosphere, add N-(3-N,N-dimethylamino-propyl)-4-chlorophthalimide (26.65g, 0.1moL),Zinc powder (3.25g, 0.05moL), anhydrous NiCl2 (127.5mg, 1mmoL),Triphenylphosphine (250mg, 1mmoL) and 70 mL of anhydrous DMAc were stirred at 50°C for 24 hours, and 55mL of solvent DMAc was recovered under reduced pressure. Add 80g of xylene to the system and reflux (recrystallize), filter out the inorganic matter, the clarified filtrate will be cooled and precipitated, filtered, and vacuum dried for 10 hours. 21.8g of 3,3',4,4'-biphenylbisimine was obtained with a yield of 94%. In a 100mL reaction flask, add 4.62g (0.01mol) of the above 3,3',4,4'-biphenylbisimine and 9g of 20% sodium hydroxide aqueous solution, and heat to reflux for 24 hours. Filter and adjust pH=1 with concentrated hydrochloric acid to obtain 3,3’,4,4’-biphenyltetracarboxylic acid. After filtering, wash with water three times and reflux with water with 20mL trimethylbenzene.2.85g of white 3,3′,4,4′-biphenyltetracarboxylic dianhydride was obtained, the yield was 97%.

General Description

3,3′,4,4′-Biphenyltetracarboxylic dianhydride (s-BPDA) is a rigid symmetric polyamide with a diamine having a long distance between amine groups and reactive endgaps.

Flammability and Explosibility

Nonflammable

Upstream product

• 22803-05-0 4,4'-biphthalic acid 
• 4342-61-4 1,2-dichlorotetramethylsilane 
• 1204-28-0 trimellitic anhydride acid chloride 
• 4920-95-0 3,4,3',4'-Tetramethylbiphenyl 
• 6301-60-6 4-iodophthalic acid 
• 36978-37-7 3,3',4,4'-biphenyltetracarboxylic acid tetramethyl ester 
• 59340-47-5 dimethyl 4-iodophthalate 
• 1371598-36-5 3,4-dimethylbiphenyl-3',4'-dicarboxylic acid dimethyl ester 
• 87639-57-4 4-bromophthalic Acid Dimethyl Ester 
• 1371598-37-6 3,4-dicarbomethoxybiphenyl-3',4'-dicarboxylic acid 
• 1371598-38-7 3,4-dicarbomethoxybiphenyl-3',4'-dicarboxylic acid anhydride 
• 1352221-13-6 3,4-dimethoxycarbonylcyclohexyl-3′,4′-dimethylbenzene 
• 26491-49-6 4-chloro-N-phenyl phthalimide 
• 67-56-1 methanol 

Downstream Products

• 14074-63-6 3,3’,4,4’-biphenyltetracarboxylic diimide 
• 1610847-15-8 C₃₂H₂₀N₂O₈ 
• 1353894-60-6 C₃₄H₂₄N₂O₈ 

Relevant articles and documents

Method for preparing biphenyldianhydride isomer by ultrasonic-assisted catalytic coupling

The invention discloses a method for preparing biphenyldianhydride isomers through ultrasonic-assisted catalytic coupling. The main contents include a mixture of a nickel salt catalyst and zinc as a reducing agent, 2-THF used as a solvent, an aryl (or methyl) N - chloronaphthalimide and -4 - propyl (or isopropyl) N - chlorodifluoroimide, under -3 - by means of an ultrasonic-assisted catalytic coupling reaction 60 - 100 °C 0.5 - 3 hours. The separation and purification of the three biphenyltetracarboxylic acid isomers are realized by using different solubility parameters, and the biphenyldianhydride isomer pure product is finally obtained. The invention is characterized in that a simple method for separating the three biphenyltetracarboxylic acid isomers is established, the problem of difficulty in separation of the three biphenyl dianhydride mixtures is solved, and 3,4 - biphenyl dianhydride ’ with an asymmetric structure is obtained at lower cost.

Method for preparing biphenyl dianhydride by coupling halogenated phthalimide monomer based on metal coordination

The invention discloses a method for preparing biphenyl dianhydride by coupling halogenated phthalimide monomers based on metal coordination. The method mainly comprises the following steps: by taking halogenated phthalimide with complexing coordination capacity as a raw material, zinc or magnesium as a reducing agent and nickel salt as a catalyst, carrying out coupling reaction in an aprotic solvent system to generate a biphenyl derivative, and hydrolyzing and dehydrating to obtain anhydride. A halogenated monomer with a coordination effect and a by-product zinc halide generated by a reaction form an organic metal complex, and the organic metal complex is dissolved in a reaction system and is prevented from being deposited on the surface of a reducing agent metal to cause reduction of the reducing capacity of the reducing agent metal. Compared with the traditional similar preparation reaction of biphenyl dianhydride, the reducing agent is close to quantitative reaction and is more suitable for industrialization.

Preparation and separation method of biphenyldianhydride isomer

The method mainly comprises the following steps: taking nickel salt as a catalyst, coupling with zinc as a reducing agent, coupling with an aliphatic 3 - chloronaphthalimide and an aryl 4 - chlorosuccinimide mixture as a raw material to generate a biphenyl dianhydride derivative, and separating by using different solubility parameters and obtaining 3 and 4 ’ - respectively. 3,3 ’ - And 4, 4 ’ - biphenyl derivatives are hydrolyzed and dehydrated to obtain three biphenyldianhydride isomers, and the patent application is characterized in that a simple method for separating the three biphenyltetracarboxylic dianhydride intermediate is established.