9,9-Bis(4-aminophenyl)fluorene (FDA)

CAS Number 15499-84-0

Chemistry Building Blocks, COF Ligands, Diamines and Dianhydrides, Monomers, Non-Heterocyclic Building Blocks

9,9-Bis(4-aminophenyl)fluorene (FDA) MSDS

9,9-Bis(4-aminophenyl)fluorene (FDA) CAS 15499-84-0

A diamino fluorene derived building block

As an intermediate for the synthesis of polyimides and semiconductors in application of high-performance polymers, solar cells, and fuel cell membranes

Overview
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9,9-Bis(4-aminophenyl)fluorene (FDA), CAS number 15499-84-0, is a fluorene derivative with two aminophenyl substituents on the 9-position. 9,9-Bis(4-aminophenyl)fluorene is partially conjugated and can be developed as a dopant-free organic hole transporting materials in inverted perovskite solar cells (overall efficiency of 15.9%).

By having the diaminophenyl groups, FDA is commonly used to synthesize polyimides that exhibit high thermal stability (T_d5% = 530 °C) and hydrolytic stability for optical fibre light guide coatings. Due to the fact that FDA is not fully aromatized, it is selected for synthesizing thermally stable transparent polyimides. A further modification of the polyimide synthesized from 9,9-bis(4-aminophenyl)fluorene is feasible via Friedel-Crafts alkylation on the fluorene moiety, as the polyimide backbone is chemically stable.

General Information

CAS Number	15499-84-0
Chemical Formula	C₂₅H₂₀N₂
Full Name	9,9-Bis(4-aminophenyl)fluorene
Molecular Weight	348.44 g/mol
Synonyms	4,4'-(9-Fluorenylidene)dianiline, 4-[9-(4-Aminophenyl)-9H-fluoren-9-yl]phenylamine
Classification / Family	Fluorene derivatives, Diamine building blocks, Polyimides, solar cells, Fuel cell membranes

Chemical Structure

Product Details

Purity	>99%
Melting Point	T_m = 237 °C – 239 °C
Appearance	White to pale yellow powder/crystal

MSDS Documentation

9,9-Bis(4-aminophenyl)fluorene(FDA) MSDS Sheet

Literature and Reviews

Boosting inverted perovskite solar cell performance by using 9,9-bis(4-diphenylaminophenyl)fluorene functionalized with triphenylamine as a dopant-free hole transporting material, H. Pham et al., J. Mater. Chem. A, 7, 12507-12517(2019); DOI: 10.1039/C9TA01681C.
Colorless, heat resistant polyimide films derived from 2,3,3',4'-biphenyltetracarboxylic dianhydride, G. Song et al., IOP Conf. Ser.: Mater. Sci. Eng., 733, 012035(2020); DOI: 10.1088/1757-899X/733/1/012035.
Interfacial polymerization at the alkane/ionic liquid interface, C. Liu et al., Angew. Chem. Int. Ed., 60, 14636– 14643(2021); DOI: 10.1002/anie.202103555.
Low-permittivity copolymerized polyimides with fluorene rigid conjugated structure, X. Dong et al., Materials, 14, 6266(2021); DOI: 10.3390/ma14216266.
Modified CARDO-based copolyimides with improved sour mixed-gas permeation properties, A. Hayek et al., ACS Appl. Polym. Mater., 4(12), 9257–9271(2022); DOI: 10.1021/acsapm.2c01527.
Silicon-containing polyimides: synthesis, properties, and application as optical fiber light guide coatings, D. Sapozhnikov et al., Russ. Chem. Bull., 69(8), 1486-1491(2020); DOI: 10.1007/s11172-020-2927-z.

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