| Identification | More | [Name]
3,3',4,4'-Biphenyltetracarboxylic dianhydride | [CAS]
2420-87-3 | [Synonyms]
3,3',4,4'-BIPHENYLTETRACARBOXYLIC ACID DIANHYDRIDE
3,3',4,4'-BIPHENYLTETRACARBOXYLIC DIANHYDRIDE
3,4:3',4'-BIPHENYLTETRACARBOXYLIC DIANHYDRIDE
4,4'-BIPHTHALIC ANHYDRIDE
DIPHENYL-3,3',4,4'-TETRACARBOXYLIC DIANHYDRIDE
S-BDPA
S-BPDA
[5,5’-biisobenzofuran]-1,1’,3,3’-tetrone
[5,5'-Biisobenzofuran]-1,1',3,3'-tetrone
5,5’-Biisobenzofuran-1,1’,3,3’-tetrone
Biphthalicanhydride
4,4'-biphthalic dianhydride
3,3',4,4'-Biphenyltetracarboxylic
3,3',4,4'-BIPHENYLTETRACARBOXYLIC ACID ANHYDRIDE
biphenyl-3,3',4,4'-tetracarboxylic acid dianhydride
4,4'-Biphthalic anhydrid
3,3'',4,4''-BIPHTHALIC ANHYDRIDE
3,3'',4,4''-BIPHENYLTETRACARBOXYLIC DIANHYDRIDE (BPDA)
4,4''-BIPHTHALIC ANHYDRIDE---POWDER, PURITY 98%---
3,4,3'',4''-TETRA CARBONIC DI ANHYDRIDE | [EINECS(EC#)]
219-342-9 | [Molecular Formula]
C16H6O6 | [MDL Number]
MFCD00039140 | [Molecular Weight]
294.22 | [MOL File]
2420-87-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
299-305 °C (lit.) | [Boiling point ]
614.9±48.0 °C(Predicted) | [density ]
1.625±0.06 g/cm3(Predicted) | [vapor pressure ]
0Pa at 20℃ | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
almost transparency in hot DMF | [form ]
powder to crystal | [color ]
White to Green to Brown | [λmax]
300nm(lit.) | [InChI]
InChI=1S/C16H6O6/c17-13-9-3-1-7(5-11(9)15(19)21-13)8-2-4-10-12(6-8)16(20)22-14(10)18/h1-6H | [InChIKey]
WKDNYTOXBCRNPV-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C=C(C3C=CC4C(=O)OC(=O)C=4C=3)C=C2)C(=O)O1 | [LogP]
3.91 | [CAS DataBase Reference]
2420-87-3(CAS DataBase Reference) | [NIST Chemistry Reference]
| [EPA Substance Registry System]
2420-87-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HS Code ]
29173990 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white solid | [Uses]
3,3',4,4'-biphenyltetracarboxylic dianhydride(2420-87-3) be used for the preparation of a polyimide material.
| [Application]
3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA,2420-87-3) and 3,3′- and 4,4′-diaminodiphenylsulfones enable to prepare homo- and copolyimides. 3,3',4,4'-Biphenyltetracarboxylic dianhydride is commonly employed to synthesized the aromatic polyimide fibers which is one member of high performance fibers with high strength, high modulus, high and low temperature resistance, and radiation resistance. It could be used to synthesize a series of hyper-cross-linked polymers (HPB-s) with waste polystyrene (WPS) foam. HPB-s has promising potential in purifying dye wastewater[1-2].
| [Preparation]
The preparation of 3,3',4,4'-Biphenyltetracarboxylic dianhydride is as follows:In a nitrogen atmosphere, add N-(3-N,N-dimethylamino-propyl)-4-chlorophthalimide (26.65g, 0.1moL),Zinc powder (3.25g, 0.05moL), anhydrous NiCl2 (127.5mg, 1mmoL),Triphenylphosphine (250mg, 1mmoL) and 70 mL of anhydrous DMAc were stirred at 50°C for 24 hours, and 55mL of solvent DMAc was recovered under reduced pressure. Add 80g of xylene to the system and reflux (recrystallize), filter out the inorganic matter, the clarified filtrate will be cooled and precipitated, filtered, and vacuum dried for 10 hours. 21.8g of 3,3',4,4'-biphenylbisimine was obtained with a yield of 94%. In a 100mL reaction flask, add 4.62g (0.01mol) of the above 3,3',4,4'-biphenylbisimine and 9g of 20% sodium hydroxide aqueous solution, and heat to reflux for 24 hours. Filter and adjust pH=1 with concentrated hydrochloric acid to obtain 3,3’,4,4’-biphenyltetracarboxylic acid. After filtering, wash with water three times and reflux with water with 20mL trimethylbenzene.2.85g of white 3,3′,4,4′-biphenyltetracarboxylic dianhydride was obtained, the yield was 97%.
| [General Description]
3,3′,4,4′-Biphenyltetracarboxylic dianhydride (s-BPDA,2420-87-3) is a rigid symmetric polyamide with a diamine having a long distance between amine groups and reactive endgaps.
| [Flammability and Explosibility]
Nonflammable | [Advantages]
1.Excellent thermal stability
2.Good chemical resistance
3.Stable mechanical properties
4.Polyimide does not require the addition of flame retardants to prevent combustion. | [References]
[1] Zhao M, et al. Porous Adsorbents Cross-Linked with Waste Polystyrene Foam and 3,3′,4,4′-Biphenyltetracarboxylic Acid Dianhydride for the Effective Removal and Enrichment of Cationic Dyes. ACS Applied Polymer Materials, 2023.
[2] Zhang Q, et al. Morphology of polyimide fibers derived from 3,3′,4,4′-biphenyltetracarboxylic dianhydride and 4,4′-oxydianiline. Journal of Applied Polymer Science, 2004; 93: 669-675. |
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