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4,4'-Oxydiphthalic anhydride

Basic information Description Safety Supplier Related

4,4'-Oxydiphthalic anhydride Basic information

Product Name:
4,4'-Oxydiphthalic anhydride
Synonyms:
  • 4,4'-Oxydiphthalic Anhydride (purified by subliMation)
  • 4,4 '-diphenylether twoanhydride
  • 1,3-Isobenzofurandione, 5,5'-oxybis-
  • Bis-(3-phthalyl anhydride) ether SynonyMs 4,4'-Oxydiphthalic anhydride
  • 4,4''-Oxybisdiphthalic a
  • s-ODPA
  • 5,5'-oxybis(2-benzofuran-1,3-dione)
  • a-ODPA 2,3,3,4'-oxydiphthalic anhydride 4,4'-oxydiphthalic Anhydride in stock Factory
CAS:
1823-59-2
MF:
C16H6O7
MW:
310.21
EINECS:
412-830-4
Product Categories:
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis
  • Industrial/Fine Chemicals
  • Anhydride Monomers
  • Monomers
  • Polymer Science
  • Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research)
  • Diphenyl Ethers (for High-Performance Polymer Research)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • strong recommend
  • 1823-59-2
Mol File:
1823-59-2.mol
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4,4'-Oxydiphthalic anhydride Chemical Properties

Melting point:
225-229 °C(lit.)
Boiling point:
410.39°C (rough estimate)
Density 
1.4942 (rough estimate)
refractive index 
1.6380 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
very slightly in Toluene,Acetone
form 
powder to crystal
color 
White to Light yellow to Light orange
InChI
InChI=1S/C16H6O7/c17-13-9-3-1-7(5-11(9)15(19)22-13)21-8-2-4-10-12(6-8)16(20)23-14(10)18/h1-6H
InChIKey
QQGYZOYWNCKGEK-UHFFFAOYSA-N
SMILES
O(C1C=CC2C(=O)OC(=O)C=2C=1)C1C=CC2C(=O)OC(=O)C=2C=1
CAS DataBase Reference
1823-59-2(CAS DataBase Reference)
NIST Chemistry Reference
Bis-(3-phthalyl anhydride) ether(1823-59-2)
EPA Substance Registry System
1,3-Isobenzofurandione, 5,5'-oxybis- (1823-59-2)
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Safety Information

Risk Statements 
52/53
Safety Statements 
61
WGK Germany 
2
HS Code 
29189900

MSDS

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4,4'-Oxydiphthalic anhydride Usage And Synthesis

Description

4,4'-Oxydiphthalic anhydride/ODPA(CAS:1823-59-2) is a solid, melts in the range of 225-229 °C and was first introduced in the mid-1980s, offering a greater degree of flexibility than other commercial dianhydrides. It also is somewhat less reactive than BTDA.  ODPA has largely been used in polyimides and much less so in epoxies. It imparts special performance properties in free films and in FCCL production for high-end personal electronic devices.

Chemical Properties

off-white to white powder

Uses

4,4'-oxydiphthalic anhydride be used for the preparation of a polyimide material.

Preparation

The preparation of 4,4'-Oxydiphthalic anhydride is as follows:Chlorophthalic anhydride (30g, 160mmol), tetraphenyl phosphonium bromide (0.3g, 0.7mmol), and 2,5-dichlorobenzoic acid (0.08g, 0.4mmol) were heated to approximately 220℃. Potassium carbonate (7.95g, 58mmol) was added over 45 minutes. The reaction was sampled after addition of the potassium carbonate and showed a 24.9% conversion to 4,4'-oxydiphthalic anhydride. The reaction was heated for an additional 45 minutes. The reaction mixture was diluted with 1,2,4-trichlorobenzene (90g) and filtered. The 4,4'-oxydiphthalic anhydride was allowed to crystallize and was collected, washed with 1,2,4-trichlorobenzene followed by hexane, and dried in an air circulating oven at 120℃. to give crude 4,4'-oxydiphthalic anhydride, 12.9g.

Flammability and Explosibility

Not classified

IC 50

HepG2: IC50 = 121 μM (human); SK-HEP1: IC50 = 199 μM (human); Hepatocyte: IC50 >200 μM (rat)

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