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

Synonym(s):4,4′-Carbonyldiphthalic anhydride

CAS NO.：2421-28-5
Empirical Formula: C17H6O7
Molecular Weight: 322.23
MDL number: MFCD00005923
EINECS: 219-348-1
SAFETY DATA SHEET (SDS)
Update Date: 2024-05-30 16:33:02

3,3',4,4'-Benzophenonetetracarboxylic dianhydride Structural

What is 3,3',4,4'-Benzophenonetetracarboxylic dianhydride?

Chemical properties

white crystall powder

The Uses of 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

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

The Uses of 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

Used in the synthesis of polyimides.

The Uses of 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

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.

What are the applications of 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.]

Properties of 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

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
NIST Chemistry Reference	Bis-(3-phthalyl anhydride) ketone(2421-28-5)
EPA Substance Registry System	Benzophenonetetracarboxylic dianhydride (2421-28-5)

Safety information for 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.