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

3,3',4,4'-Benzophenonetetracarboxylic dianhydride Basic information
Description Uses Physical properties Health Hazard Environmental effects
Product Name:3,3',4,4'-Benzophenonetetracarboxylic dianhydride
Synonyms:1,3-Isobenzofurandione, 5,5'-carbonylbis-;3,3',4,4'-Benzophenonetetracarboxylic acid dianhydride;3,3',4,4'-Tetracarboxybenzophenone dianhydride;3,3’,4,4’-benzophenonetetracarboxylicaciddianhydride;BENZOPHENONETETRACARBOXYLIC ACID DIANHYDRIDE;BENZOPHENONE-TETRACARBOXYLIC-DIANHYDRIDE;BTDA~4,4-Carbonyldiphthalic anhydride;3,3',4,4'-BENZOPHENONETETRACARBOXYLIC DI ANHYDRIDE, SUBLIMED, 98%
CAS:2421-28-5
MF:C17H6O7
MW:322.23
EINECS:219-348-1
Product Categories:pharmacetical;Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, pharmaceutical intermediates;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials;2421-28-5
Mol File:2421-28-5.mol
3,3',4,4'-Benzophenonetetracarboxylic dianhydride Structure
3,3',4,4'-Benzophenonetetracarboxylic dianhydride Chemical Properties
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)
Fp 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 limit16%
Water Solubility REACTS
λmax580nm(CH3CN)(lit.)
Sensitive Moisture Sensitive
Sublimation 220-230 ºC
BRN 761777
Stability:Hygroscopic
InChIKeyVQVIHDPBMFABCQ-UHFFFAOYSA-N
LogP3.3 at 25℃
NIST Chemistry ReferenceBis-(3-phthalyl anhydride) ketone(2421-28-5)
EPA Substance Registry SystemBenzophenonetetracarboxylic dianhydride (2421-28-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37
Safety Statements 25
WGK Germany 1
21
Autoignition Temperature975 °F
TSCA Yes
HS Code 29183000
MSDS Information
ProviderLanguage
BTDA English
ACROS English
SigmaAldrich English
ALFA English
3,3',4,4'-Benzophenonetetracarboxylic dianhydride Usage And Synthesis
DescriptionBenzophenone-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.
UsesBTDA is used as intermediate in the manufacture of plastic products or fine chemicals in the industrial sector. 
Physical propertiesBTDA 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 HazardBTDA 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 Propertieswhite crystall powder
UsesBTDA is important monomer of polyimide, and used for production of polyimide material.
UsesUsed in the synthesis of polyimides.
UsesBTDA 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.
General DescriptionBenzophenone-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 ExplosibilityNonflammable
Purification MethodsThe 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.]
3,3',4,4'-Benzophenonetetracarboxylic dianhydride Preparation Products And Raw materials
Raw materialsAcetone
Preparation Products2-Hydroxyethyl methacrylate
Benzophenone hydrazone Benzoic anhydride Methyl 3-formylbenzoate Acetic anhydride Maleic anhydride Benzophenone oxime 3-Acetyl-benzoic acid methyl ester 3,3',4,4'-Benzophenonetetracarboxylic dianhydride Succinic anhydride Trifluoromethanesulfonic anhydride Benzophenone 4,4'-Oxydiphthalic anhydride Phthalic anhydride Glutaric anhydride p-Toluic acid 3-ACETYLBENZOIC ACID DIPHENYLMETHANE-4-CARBOXYLIC ACID Isatoic Anhydride

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