4,4'-(1,3-Phenylenedioxy)dianiline (TPE-R)

CAS Number 2479-46-1

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

MSDS

4,4'-(1,3-Phenylenedioxy)dianiline (TPE-R) CAS 2479-46-1

A diamine building block with a phenyl ether core

An intermedia for the synthesis of polyimides and metal complexes in application of sensors, high performance polymers, fuel cell membranes, and electromagnetic shielding

Overview
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4,4'-(1,3-Phenylenedioxy)dianiline (TPE-R), CAS number 2479-46-1, a phenyl ether derivative end-capped with two anilines, is a precursor for the synthesis of high thermal resistant polyimides used as fire retardants. TPE-R can also be co-polymerized with other monomers, such as PEG, to manufacture fuel cells membranes with high ionic conductivity (210 mS/cm) and sufficient thermal stability (up to 140 °C). The polyimides composites based on 4,4'-(1,3-phenylenedioxy)dianiline and titanate nanotubes are applied in electromagnetic shielding at microwave frequencies.

By having two amines, TPE-R coordinates to metal centres forming 0D, 1D and 2D metal organic complexes that are used for sensing nitroaromatic compounds.

General Information

CAS Number	2479-46-1
Chemical Formula	C₁₈H₁₆N₂O₂
Full Name	1,3-Bis(4-aminophenoxy)benzene
Molecular Weight	292.33 g/mol
Synonyms	1,3-Bis(p-aminophenoxy)benzene, 1,3-Phenylene bis(p-aminophenyl) ether, 4,4′-(m-Phenylenedioxy)dianiline, m-Bis(p-aminophenoxy)benzene
Classification / Family	Diamine building block, Polyimides, Sensors, High performance polymers, Fuel cells, Electromagnetic shielding

Chemical Structure

Product Details

Purity	>99%
Melting Point	T_m = 115 °C – 118 °C
Appearance	Pale yellow to reddish yellow powder/crystal

MSDS Documentation

4,4'-(1,3-Phenylenedioxy)dianiline(TPE-R) MSDS Sheet

Literature and Reviews

Low temperature microwave fabrication of three-dimensional graphene/polyimide foams with flexibility strain responsivity, A. Zhong et. al., Compos. Part A Appl., 137, 105995(2020); DOI: 10.1016/j.compositesa.2020.105995.
Carbon fabric reinforced propargyl ether/phthalonitrile composites produced by vacuum infusion, B. Bulgakov et al., Mendeleev Commun., 28(1), 44-46(2018); DOI: 10.1016/j.mencom.2018.01.014.
Effect of increase ionic liquid uptake via thermal annealing on mechanical properties of polyimide-poly(ethylene glycol) segmented block copolymer membranes, G. Ciftcioglu et al., Molecules, 26, 2143(2021); DOI: 10.3390/molecules26082143.
Exploring the sensing behavior in the detection of nitroaromatics using coordination complexes based on 4,4′-(1,3-phenylenedioxy)-dianiline ligand, M. Kou et al., Inorganica Chim. Acta, 494, 154-159(2019); DOI: 10.1016/j.ica.2019.05.012.
Microwave dielectric properties of polyimide composites based on TiO₂ nanotubes and carbon nanotubes, M. Olariu et al., Dig. J. Nanomater. Biostructures, 14(1), 37-44(2019); DOI: N/A
Polyimide-PEG segmented block copolymer membranes with high proton conductivity by improving bicontinuous nanostructure of ionic liquid-doped films, E. Woo et al., Macromol. Chem. Phys., 220(9), 1900006(2019), DOI: 10.1002/macp.201900006.

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