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1823-59-2

1823-59-2 Structure

1823-59-2 Structure
IdentificationMore
[Name]

Bis-(3-phthalyl anhydride) ether
[CAS]

1823-59-2
[Synonyms]

4-4'-OXYDIPHTHALIC ACID ANHYDRIDE
4,4'-OXYDIPHTHALIC ANHYDRIDE
BIS-(3-PHTHALYL ANHYDRIDE) ETHER
ODPA
4,4'-Oxydiphthalic dianhydride
5,5’-oxybis-3-isobenzofurandione
oxydiphthalicanhydride
4,4'-Oxydiphthalic Acid
4,4'-OXYDIPHTHALIC ANHYDRIDE 97%
4,4''-OXYBISDIPHTHALIC ANHYDRIDE
5,5'-oxybis-1,3-isobenzofurandione
3,3',4,4'-Diphenylether tetracarboxylic dianhydride
4,4'-Oxybis(1,2-benzenedicarboxylic acid)1,2:1',2'-dianhydride
4,4'-Oxybis(benzene-1,2-dicarboxylic acid)1,2:1',2'-dianhydride
4,4'-Oxybis(phthalic acid)1,2:1',2'-dianhydride
4,4'-Oxybisphthalic 1,2:1',2'-dianhydride
4,4'-Oxybisphthalic acid-1,2:1',2'-dianhydride
4,4'-oxydiphthalic Anhydride(ODPA)
[EINECS(EC#)]

412-830-4
[Molecular Formula]

C16H6O7
[MDL Number]

MFCD00039144
[Molecular Weight]

310.21
[MOL File]

1823-59-2.mol
Questions And AnswerBack Directory
[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 PropertiesBack Directory
[Appearance]

off-white to white powder
[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]

1823-59-2(EPA Substance)
Safety DataBack Directory
[Risk Statements ]

R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[WGK Germany ]

2
[HS Code ]

29189900
Hazard InformationBack Directory
[Chemical Properties]

off-white to white powder
[Uses]

4,4'-oxydiphthalic anhydride(1823-59-2) be used for the preparation of a polyimide material.
[Preparation]

The preparation of 4,4'-Oxydiphthalic anhydride(1823-59-2) 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.

1823-59-2.png

[Flammability and Explosibility]

Notclassified
[IC 50]

HepG2: IC50 = 121 μM (human); SK-HEP1: IC50 = 199 μM (human); Hepatocyte: IC50 >200 μM (rat)
Spectrum DetailBack Directory
[Spectrum Detail]

4,4'-Oxydiphthalic anhydride(1823-59-2)MS
4,4'-Oxydiphthalic anhydride(1823-59-2)1HNMR
4,4'-Oxydiphthalic anhydride(1823-59-2)13CNMR
4,4'-Oxydiphthalic anhydride(1823-59-2)IR1
4,4'-Oxydiphthalic anhydride(1823-59-2)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

1823-59-2(sigmaaldrich)
[TCI AMERICA]

4,4'-Oxydiphthalic Anhydride,>98.0%(LC)(1823-59-2)
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