| Identification | More | [Name]
2,3,3',4'-BIPHENYL TETRACARBOXYLIC DIANHYDRIDE | [CAS]
36978-41-3 | [Synonyms]
2,3,3',4'-BIPHENYL TETRACARBOXYLIC DIANHYDRIDE
[4,5']BIISOBENZOFURANYL-1,3,1',3'-TETRAONE
1,1'-Biphenyl-2,3,3',4'-tetracarboxylic acid 2,3:3',4'-dianhydride
2,3,3',4'-Biphenyltetracarboxylic 2,3:3',4'-dianhydride
4,5'-Bi(1,3-isobenzofurandione)
4,5'-Bi[isobenzofuran]-1,1',3,3'-tetrone
4,5'-Bi[isobenzofuran-1,3-dione]
Biphenyl-2,3,3',4'-tetracarboxylic acid 2,3:3',4'-dianhydride
2,3,3',4-biphenyl-tetracarboxylic acid dianhydride(α-BPDA) | [EINECS(EC#)]
811-539-3 | [Molecular Formula]
C16H6O6 | [MDL Number]
MFCD09030654 | [Molecular Weight]
294.215 | [MOL File]
36978-41-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
199 °C | [Boiling point ]
609.3±48.0 °C(Predicted) | [density ]
1.625±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [color ]
White to Almost white | [InChI]
InChI=1S/C16H6O6/c17-13-9-5-4-7(6-11(9)15(19)21-13)8-2-1-3-10-12(8)16(20)22-14(10)18/h1-6H | [InChIKey]
FYYYKXFEKMGYLZ-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C(C3C=CC4C(=O)OC(=O)C=4C=3)=CC=C2)C(=O)O1 | [CAS DataBase Reference]
36978-41-3(CAS DataBase Reference) | [EPA Substance Registry System]
36978-41-3(EPA Substance) |
| Hazard Information | Back Directory | [Description]
2,3,3,4-biphenyl tetracarboxylic dianhydride, also known as a-BPDA, is a high-performance polymer with excellent heat resistance, solvent resistance, radiation resistance, and impressive mechanical and dielectric properties. It holds great potential for applications across numerous industries and material fields. | [Chemical Properties]
White to Almost white powder to crystal. | [Uses]
2,3,3',4'-Biphenyltetracarboxylic dianhydride be used for the preparation of a polyimide material. | [Application]
2,3,3,4-biphenyl tetracarboxylic dianhydride (a-BPDA) and polyamides (PAA) derived from p-phenylenediamine (PDA) or 4,4'-oxydiphenylamine (ODA) undergo thermal imidisation and can be used for the preparation of asymmetric biphenyl-type polyimides (PI). Compared to the semi-rigid s-BPDA/PDA, the a-BPDA/PDA polyimides have a significantly bent chain structure. However, a-BPDA/PDA films annealed at 350 °C show higher Tg than s-BPDA/PDA films prepared under the same conditions. a-BPDA-based PIs have unexpectedly high Tg values, which may be attributed to the cranked axial motion limiting conformational changes. The diimide synthesised from a-BPDA and cyclohexylamine displays long-lived luminescence of up to 1.3 s after UV irradiation. | [Preparation]
The preparation of 2,3,3',4'-biphenyl tetracarboxylic dianhydride is as follows:In a 1000 ml three-necked flask, 18.3 g (0.1 mol) of 4-chlorophthalic anhydride and 18.3 g (0.1 mol) were added 3-chlorophthalic anhydride, 300 g of anisole as solvent, 0.13 g (0.001 mol) of nickel chloride as a catalyst, 0.198 g (0.001 mol) of C-1 as a catalyst ligand, and 0.03 g (0.0003 mol) of sodium bromide as a catalyst Auxiliary, 13 g (0.2 mol) of zinc powder was used as a reducing agent, and the reaction was stirred at 30 ° C for 8 hours under a nitrogen atmosphere. The reaction solution was filtered to remove insoluble solids in the reaction liquid. 300 g of methanol was added to the filtration mother liquor, and the product was precipitated, filtered, and dried to obtain 25.8 g of the product 2,3,3',4'-biphenyltetracarboxylic dianhydride, yield 87.7%. 
| [Synthesis]
In a 1000 mL three-neck flask, 18.3 g (0.1 mol) of 5-bromoisobenzofuran-1,3-dione and 18.3 g (0.1 mol) of 3-bromophthalic anhydride were added, 300 g of anisole was used as a solvent, 0.13 g (0.001 mol) of nickel chloride was used as a catalyst, 0.198 g (0.001 mol) of C-1 was used as a ligand for the catalyst, 0.03 g (0.0003 mol) sodium bromide as catalyst cofactor and 13 g (0.2 mol) zinc powder as reducing agent. The reaction mixture was stirred at 30 °C for 8 h under nitrogen protection. Upon completion of the reaction, the reaction solution was filtered to remove insoluble solids. To the filtrate was added 300 g of methanol and the product was precipitated, filtered and dried to give 25.8 g of [4,5'-diisobenzofuran]-1,1',3,3'-tetrone in 87.7% yield. The synthesis method is similar to Example 1, with the main difference being that differently substituted phthalic anhydrides were used as raw materials. | [References]
[1] Patent: CN108250169, 2018, A. Location in patent: Paragraph 0010; 0055; 0065-0067 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,3,3,4-biphenyl tetracarboxylic dianhydride(36978-41-3)MS
2,3,3,4-biphenyl tetracarboxylic dianhydride(36978-41-3)1HNMR
2,3,3,4-biphenyl tetracarboxylic dianhydride(36978-41-3)IR1
2,3,3,4-biphenyl tetracarboxylic dianhydride(36978-41-3)IR2
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| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
China Langchem Inc.
|
| Telephone: |
0086-21-58956006 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
| Company Name: |
Valiant Co., Ltd.
|
| Telephone: |
0535-6101880 |
| Website: |
http://www.valiant-cn.com/ |
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