3,3',4,4'-Benzophenonetetracarboxylic dianhydride Property

Melting point:

218-222 °C (lit.)

Boiling point:

320°C 5mm

Density 

1,57 g/cm³

vapor density 

1.4 (vs air)

vapor pressure 

<0.1 mm Hg ( 0 °C)

refractive index 

1.6380 (estimate)

Flash point:

324 °C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMF: 0.1 g/mL, clear

form 

Needles or Crystalline Powder

color 

Off-white to brown

explosive limit

16%

Water Solubility 

REACTS

Sensitive 

Moisture Sensitive

λmax

580nm(CH3CN)(lit.)

Sublimation 

220-230 ºC

BRN 

761777

Stability:

Hygroscopic

InChIKey

VQVIHDPBMFABCQ-UHFFFAOYSA-N

LogP

3.3 at 25℃

NIST Chemistry Reference

Bis-(3-phthalyl anhydride) ketone(2421-28-5)

EPA Substance Registry System

Benzophenonetetracarboxylic dianhydride (2421-28-5)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37

Safety Statements 

25

WGK Germany 

1

F 

21

Autoignition Temperature

975 °F

TSCA 

Yes

HS Code 

29183000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3,3',4,4'-Benzophenonetetracarboxylic dianhydride Chemical Properties,Usage,Production

Description

Benzophenone-3,3',4, 4'-tetracarboxylic dianhydride (BTDA) is used as intermediate and in polycondensation (fiber and powder production) to manufacture plastic products or fine chemicals in the industrial sector. Consumer risk is very unlikely as BTDA is manufactured and handled under closed conditions in industrial settings only. The environmental effects, ecotoxicology and toxicology information available for BTDA is provided based on studies and/or a reliable evaluation of its hazardous properties.

Uses

BTDA is used as intermediate in the manufacture of plastic products or fine chemicals in the industrial sector. 

Physical properties

BTDA is a tan-colored crystalline powder. The substance has a melting point of 218.67 °C and shows decomposition at 360 °C. The auto-ignition temperature is very high and no flammability is observed. The substance has a density of 1.5452 g/ml and a vapor pressure of 6.53E-011 Pa. The substance is slightly water soluble and has a log Pow of 3.3.

Health Hazard

BTDA has no acute toxicity by oral and inhalative route or by dermal exposure. The substance is irritating to eyes and the respiratory tract. BTDA is sensitizing to skin. BTDA is not mutagenic.

Environmental effects

Based on available data for the substance, BTDA is harmful to aquatic organisms with long lasting effects. The substance is not readily biodegradable and is not considered to have potential to bioaccumulate.BTDA is industrially used as monomer to manufacture the rmoplastics or another substance. The manufacture and handling is a closed process, thus only very limited exposure to the environment is expected. Any exposure from manufacture or use will generally be below the level of concern.

Chemical Properties

white crystall powder

Uses

Used in the synthesis of polyimides.

Uses

BTDA polymer fine free-flowing powder suitable for general purposes. BTDA Microfine Micronized powder facilitates mixing in epoxy resins. BTDA ultrapure high-purity, high-assay powder for critical polyimide synthesis.

Uses

BTDA is important monomer of polyimide, and used for production of polyimide material.

Application

3,3',4,4'-Benzophenonetetracarboxylic dianhydride (BTDA) is used for:
(1) Synthesis of polyimides
(2) Preparation of cellulose acetate (AC) hydrogels
(3) Curing epoxy powder coatings
(4) Preparation of nanocomposite films
(5) BTDA-formed polyimide/copolymer as dielectric layer for high-performance OFET memory devices

General Description

Benzophenone-3,3′,4,4′-tetracarboxylic acid is formed by hydrolysis, it can be converted to the dianhydride by treating with Ac₂O (molar ratio 4 to 1 of acid).The dianhydride is used to synthesize polyimides, which are highly flexible in nature due to the presence of keto and carbonyl groups in the dianhydride molecule. The keto and carbonyl groups subsequently increase the spacing between the imide rings enhancing the solubility and processibility.

Flammability and Explosibility

Non flammable

Purification Methods

The main impurity is the free acid formed by hydrolysis (check for OH bands in the IR). This can be converted to the dianhydride by treating with Ac2O (molar ratio of 4 to 1 of acid), heating at 110-120o for 1.5 to 2hours, cooling to 0—5o and collecting the dianhydride. This is then dissolved in hot dioxane or Me2CO, filtered and cooled to 10—15o. The moisture sensitive solid is collected and dried at 120—130o in vacuo. It has been sublimed at high vacuum. [Faberov et al. J Org Chem USSR 4 153 (English translation) 1968.]