4,4'-Oxydiphthalic anhydride

4,4'-Oxydiphthalic anhydride Basic information
Description
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
4,4'-Oxydiphthalic anhydride Structure
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
InChIInChI=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
InChIKeyQQGYZOYWNCKGEK-UHFFFAOYSA-N
SMILESO(C1C=CC2C(=O)OC(=O)C=2C=1)C1C=CC2C(=O)OC(=O)C=2C=1
CAS DataBase Reference1823-59-2(CAS DataBase Reference)
NIST Chemistry ReferenceBis-(3-phthalyl anhydride) ether(1823-59-2)
EPA Substance Registry System1,3-Isobenzofurandione, 5,5'-oxybis- (1823-59-2)
Safety Information
Risk Statements 52/53
Safety Statements 61
WGK Germany 2
HS Code 29189900
MSDS Information
ProviderLanguage
SigmaAldrich English
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 Propertiesoff-white to white powder
Uses4,4'-oxydiphthalic anhydride be used for the preparation of a polyimide material.
PreparationThe 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.

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Flammability and ExplosibilityNotclassified
4,4'-Oxydiphthalic anhydride Preparation Products And Raw materials
Raw materials4-Chlorophthalic anhydride-->4-(3,4-dicarboxyphenoxy)benzene-1,2-dicarboxylic acid
4-Tolyl ether O-Phthalimide 3-(4-METHYLPHENOXY)BENZOIC ACID 4-METHOXYPHTHALALDEHYDE Acetic anhydride Maleic anhydride 4-METHOXY-2-METHYLBENZYL ALCOHOL Caronic anhydride Succinic anhydride Trifluoromethanesulfonic anhydride 4-HYDROXYPHTHALIC ANHYDRIDE 4,4'-Oxydiphthalic anhydride Dibutyl phthalate Phthaloyl dichloride 4,4'-BIS(METHOXYMETHYL)DIPHENYL ETHER METHYL 3-PHENOXYBENZOATE Isatoic Anhydride 3-(4-FORMYL-PHENOXY)-BENZOIC ACID METHYL ESTER

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