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2,3,3,4-biphenyl tetracarboxylic dianhydride

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2,3,3,4-biphenyl tetracarboxylic dianhydride Basic information

Product Name:
2,3,3,4-biphenyl tetracarboxylic dianhydride
Synonyms:
  • 4,5'-bi-2-benzofuran-1,1',3,3'-tetrone
  • 2,3,3',4'-biphenyl tetraCarbocylic 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]
CAS:
36978-41-3
MF:
C16H6O6
MW:
294.22
EINECS:
811-539-3
Product Categories:
  • strong recommend
  • 36978-41-3
Mol File:
36978-41-3.mol
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2,3,3,4-biphenyl tetracarboxylic dianhydride Chemical Properties

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
[4,5'-Biisobenzofuran]-1,1',3,3'-tetrone (36978-41-3)
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Safety Information

HS Code 
2922498590
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2,3,3,4-biphenyl tetracarboxylic dianhydride Usage And Synthesis

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.

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%. 

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.

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