9,9-Bis(3,4-dicarboxyphenyl)fluorene Dianhydride Chemical Properties

Melting point:

269 °C

Boiling point:

687.9±55.0 °C(Predicted)

Density 

1.521±0.06 g/cm3(Predicted)

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/C29H14O6/c30-25-19-11-9-15(13-21(19)27(32)34-25)29(16-10-12-20-22(14-16)28(33)35-26(20)31)23-7-3-1-5-17(23)18-6-2-4-8-24(18)29/h1-14H

InChIKey

FMACFWAQBPYRFO-UHFFFAOYSA-N

SMILES

C1(C2C=CC3C(=O)OC(=O)C=3C=2)(C2C=CC3C(=O)OC(=O)C=3C=2)C2=C(C=CC=C2)C2=C1C=CC=C2

CAS DataBase Reference

135876-30-1

Safety Information

HS Code 

2932990090

9,9-Bis(3,4-dicarboxyphenyl)fluorene Dianhydride Usage And Synthesis

Description

9,9-Bis(3,4-dicarboxyphenyl)fluorene Dianhydride is a dianhydride that is used in the production of polymers. It has a melting point of about 240°C and can be used as a catalyst for the thermal oxidation of aromatic hydrocarbons. 9,9-Bis(3,4-dicarboxyphenyl)fluorene Dianhydride is also a crystallization agent for organic compounds and can be used as an oxidizing agent in the process of dehydrating crystals. The reaction product of 9,9-Bis(3,4-dicarboxyphenyl)fluorene Dianhydride is epoxy resin.

Chemical Properties

white to almost white powder to crystal

Uses

Used in Polyimide Monomer

Application

9,9-Bis(3,4-dicarboxyphenyl)fluorene Dianhydride (BPAF) can be used in the preparation of new imine oligomers and thermosets. The BPAF-derived imide oligomers exhibited improved organic solvents solubility and higher melt viscosity compared to those based on 2,3,3′,4′-biphenyltetracarboxylic dianhydride (3,4′-BPDA), due to their bulky, twisted, and sterically hindered cardo architectures. The imide oligomers under pressure were converted into thermosets by the thermal crosslinking of phenylethynyl at 370 °C for 2 h. The BPAF-derived thermosets exhibited much higher glass transition temperature (Tg) (＞ 404 °C), 5% weight-loss temperature (T5%) (＞ 549 °C) in an air environment, and more excellent high-frequency dielectric properties from 30 to 45 GHz (dielectric constant as low as 2.85 and dielectric loss factor as low as 0.0037) while possessing comparable or even better mechanical properties relative to the 3,4′-BPDA-derived polymers. Therefore, these polymers based on BPAF may have potential applications as matrix resins for heat-resistant, structural and functional composites^[1].

References

[1] XIANGSHENG MENG. High performance imide oligomers and thermosets derived from 9,9-bis (3,4-dicarboxyphenyl)fluorene dianhydride[J]. Polymer, 2023. DOI:10.1016/j.polymer.2023.126086.