4,4'-Oxydiphthalic anhydride

Description

Product Name: 4,4'-Oxydiphthalic anhydride
CAS No.: 1823-59-2
Chemical Name: 4,4'-Oxydiphthalic anhydride
Synonyms: ODPA;s-ODPA;FCK;5,5'-Oxybis(isobenzofuran-1,3-dione);FFCF;Bis-(3-phthalyl anhy;oxydiphthalicanhydride;Oxydiphthalic anhydrid;4,4'-Oxydiphthalic Acid;4,4''-Oxybisdiphthalic a
CBNumber: CB6372079
Molecular Formula: C16H6O7
Formula Weight: 310.21
MOL File: 1823-59-2.mol

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4,4'-Oxydiphthalic anhydride Property

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H412Harmful to aquatic life with long lasting effects
Precautionary statements: P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 524492
Product name: 4,4′-Oxydiphthalic anhydride
Purity: 97%
Packaging: 25g
Price: $220
Updated: 2025/07/31

TCI Chemical

Product number: O0237
Product name: 4,4'-Oxydiphthalic Anhydride
Purity: >98.0%(HPLC)
Packaging: 25g
Price: $59
Updated: 2025/07/31

TCI Chemical

Product number: O0237
Product name: 4,4'-Oxydiphthalic Anhydride
Purity: >98.0%(HPLC)
Packaging: 100g
Price: $192
Updated: 2025/07/31

TCI Chemical

Product number: O0423
Product name: 4,4'-Oxydiphthalic Anhydride (purified by sublimation)
Purity: >99.0%(HPLC)
Packaging: 5g
Price: $175
Updated: 2025/07/31

TRC

Product number: O870823
Product name: 5,5''-Oxybis(isobenzofuran-1,3-dione)
Packaging: 250mg
Price: $45
Updated: 2021/12/16

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4,4'-Oxydiphthalic anhydride Chemical Properties,Usage,Production

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

Synthesis

118-45-6

1823-59-2

The general procedure for the synthesis of 4,4'-oxybisphthalic anhydride from 4-chlorophthalic anhydride is as follows: 1. 4-chlorophthalic anhydride (16 g, 87.7 mmol) was added to a 150 ml three-necked flask fitted with a distillation head, which was pre-filled with about 100 ml of distilled o-dichlorobenzene containing less than 5 ppm of water. 2. The mixture was heated to reflux for 0.5 h under nitrogen protection, followed by distillation to remove about 80 ml of o-dichlorobenzene. 3. To another flask was added powdered potassium carbonate (6.06 g, 43.8 mmol) and 50 ml of anhydrous o-dichlorobenzene. 4. The suspension was heated to reflux for 0.5 h under nitrogen protection and 40 ml of o-dichlorobenzene was distilled. 5. The 4-chlorophthalic anhydride solution prepared in step 1 was transferred to a flask containing potassium carbonate. 6. The mixture was stirred, hexaethylguanidine chloride (468 mg, 1.77 mmol, as an 18% solution in o-dichlorobenzene containing less than 15 ppm of water) was added and refluxing was continued, observing a gradual change in color of the solution to yellow. 7. The mixture was analyzed periodically and 93% yield of 4,4'-oxybisphthalic anhydride was achieved after 3 hours. 8. in a control experiment using the same molar percentage of tetraphenylphosphonium bromide and powdered potassium carbonate it took 13 hours to achieve the same yield. 9. Repeating the experiment, switching to granular potassium carbonate and adjusting the amount of hexaethylguanidine chloride to 2.0 mol% of 4-chlorophthalic anhydride, the product formation was stabilized after 3 hours in an overall yield of about 85% or better. Note: The above description and embodiments are for illustrative purposes only and should not be regarded as a limitation of the present invention. Various modifications, adaptations and substitutions may be made by those skilled in the art without departing from the spirit and scope of the present invention.

IC 50

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

References

[1] Patent: US6706897, 2004, B1. Location in patent: Page column 3-4
[2] Patent: CN108250168, 2018, A. Location in patent: Paragraph 0009-0010; 0011-0012; 0013-0014; 0015-0016
[3] Patent: US6727370, 2004, B1. Location in patent: Page column 4
[4] Patent: US6727370, 2004, B1. Location in patent: Page column 4
[5] Patent: US2007/117990, 2007, A1. Location in patent: Page/Page column 12-13

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View Lastest Price from 4,4'-Oxydiphthalic anhydride manufacturers

CHINATECH(TIANJIN) CHEMICAL CO.,LTD.

Product: 4,4'-Oxydiphthalic anhydride (ODPA) 1823-59-2
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: ≥99.8%
Supply Ability: 50MT
Release date: 2025-10-27

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 4,4'-Oxydiphthalic anhydride 1823-59-2
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-02-24

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4,4'-Oxydiphthalic anhydride 1823-59-2
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-06

1823-59-2, 4,4'-Oxydiphthalic anhydrideRelated Search:

Phthaloyl dichloride Isatoic Anhydride CIS-BUTENEDIOIC ANHYDRIDE Trifluoromethanesulfonic anhydride Caronic anhydride Succinic anhydride Dibutyl phthalate O-Phthalimide Glutaric anhydride Phthalic anhydride PHTHALAMIDE 4-Tolyl ether 5-Methoxy-isobenzofuran-1,3-dione 3,4'-DIMETHYLDIPHENYL ETHER 3-Phenoxybenzaldehyde Phthalates Acetic anhydride 4,4'-BIS(METHOXYMETHYL)DIPHENYL ETHER

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

4,4'-Oxydiphthalic anhydride 1823-59-2

Bis-(3-phthalyl anhydride) ether 1823-59-2

Oxydiphthalicanhydride (s-ODPA)

4,4'-Oxydiphthalic dianhydride

5,5’-oxybis-3-isobenzofurandione

oxydiphthalicanhydride

4-4'-OXYDIPHTHALIC ACID ANHYDRIDE

4,4'-Oxydiphthalic Acid

4,4'-OXYDIPHTHALIC ANHYDRIDE 97%

BIS-(3-PHTHALYL ANHYDRIDE) ETHER

ODPA

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)

5-(1,3-diketoisobenzofuran-5-yl)oxyisobenzofuran-1,3-quinone

5-[(1,3-dioxo-2-benzofuran-5-yl)oxy]-2-benzofuran-1,3-dione

Bis-(3-phthalyl anhy

3,3',4,4'-Diphenyl ether tetracarboxylic aciddianhydride

4,4'-Oxydiphthalic dianhydride (ODPA)

5,5'-Ooxydiisobenzofuran-1,3-dione

ODPA 4,4'-oxydiphthalic Anhydride

5,5'-Oxybis(isobenzofuran-1,3-dione)

Oxydiphthalic anhydrid

Bis-(3-phthalyl anhydride) ether (ODPA)

4,4'-OxydiphthalicAnhydride&gt

OXYDIPHTHALICANHYDRIDE (S-ODPA)CAS 1823-59-2

2-[3-Acetyl-2-methyl-1-(4-methylphenyl)indol-5-yl]oxyethyl-diethylazanium chloride

Bis-(3-phthalyl anhydride) ether SynonyMs 4,4'-Oxydiphthalic

FFCF

FCK

4,4'-Oxydiphthalic anhydride (s-ODPA)

4,4'-Oxydiphthalic anhydride,NA

4,4'-Oxydiphthalic anhydride

3,3',4,4'-Diphenyl ether tetracarboxylic acid dianhydride

3,3'4,4'-Diphenylether tetracarboxylic dianhydride (s-ODPA)

4,4'-OXYDIPHTHALIC ANHYDRIDE 99.5%MIN

4,4-Oxydiphthalic anhydride

1823-59-2

1823-58-2

C8H3O32O

C16H6O7

Reagent for High-Performance Polymer Research

Diphenyl Ethers (for High-Performance Polymer Research)

Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research)