1,3,5-Tris(4-aminophenyl)benzene

CAS Number 118727-34-7

Chemistry Building Blocks, COF Ligands, Materials, Porous Organic Frameworks

1,3,5-Tris(4-aminophenyl)benzene CAS 118727-34-7

Covalent Organic Frameworks (COFs) Terphenyl Ligand

A trigonal shaped ligand linker for covalent organic frameworks (COFs) in application of carbon dioxide adsorption, nitroaromatic sensing and gas separation

Overview
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1,3,5-tri(4-aminophenyl)benzene (TAPB) has three 4-aminophenyl groups attached to a benzene ring at meta-positions. It is widely used as a tritopic ligand linker for the construction of porous polymeric covalent organic frames (COFs).

Porous polyimide COF PAF-120, derived from 1,3,5-tris(4-aminophenyl)benzene and naphthalene-1,4,5,8-tetracarboxylic dianhydride by condensation reaction to form imide linkers, demonstrates great thermal and chemical stability with selective adsorption of C₂H₂ over C₂H₄ and CO₂ over N₂. COF-2, a COF with three components of 2,5-divinylterephthaldehyde, biphenyl dialdehyde and 1,3,5-tris(4-aminophenyl)benzene, shows efficient adsorption of bisphenol S (BPS) and bisphenol A (BPA) due to the hydrogen bonding and π–π interactions.

MOF and COF ligands

Terphenyl ligand for cross-linked COF networks

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

Facile reactions

Readily for polycondensation reactions

Similar to the crystalline inorganic materials and outperforming that of the state-of-the-art conductive COFs in its conductivity, organic semiconducting 2D TAPB–TFB COF thin film shows high photoconductivity with a long charge scattering time exceeding 70 fs at room temperature, which corresponds to a record high charge carrier mobility of 165 ± 10 cm² V^–1 s^–1.

General Information

CAS Number	118727-34-7
Chemical Formula	C₂₄H₂₁N₃
Full Name	1,3,5-Tris(4-aminophenyl)benzene
Molecular Weight	351.45 g/mol
Synonyms	TAPB, 5'-(4-aminophenyl)-[1,1':3',1''-terphenyl]-4,4''-diamine
Classification / Family	Terphenyls, Polyamines COF ligands

Chemical Structure

Product Details

Purity	> 97%
Melting Point	T_m = 263 °C (lit.)
Appearance	Paul brown to brown powder/crystals

MSDS Documentation

1,3,5-Tris(4-aminophenyl)benzene MSDS Sheet

Literature and Reviews

Construction of a Stable Crystalline Polyimide Porous Organic Framework for C2H2/C2H4 and CO2/N2 Separation, L. Jiang et al., Chem. Eur. J., 25 (38), 9045-9051 (2019); DOI: 10.1002/chem.201900857.
Efficient removal of bisphenol pollutants on imine-based covalent organic frameworks: adsorption behavior and mechanism, D. Fu et al., RSC Adv., 11, 18308-18320 (2021); DOI: 10.1039/D1RA02342J.
Outstanding Charge Mobility by Band Transport in Two-Dimensional Semiconducting Covalent Organic Frameworks, S. Fu et al., J. Am. Chem. Soc., 144 (16), 7489–7496 (2022); DOI: 10.1021/jacs.2c02408.
Preparation of novel, high-modulus, swollen- or jungle-gym-type polyimide gels end-crosslinked with 1,3,5-tris(4-aminophenyl)benzene, J. He et al., J. Polym. Sci., Part A: Polym. Chem., 40 (14), 2501-2512 (2002); DOI: 10.1002/pola.10335.
Micro- and mesoporous poly(Schiff-base)s constructed from different building blocks and their adsorption behaviors towards organic vapors and CO2 gas, G. Li et al., J. Mater. Chem. A, 2, 18881-18888 (2014); DOI: 10.1039/C4TA04429K.
[3+3] Imine and β-ketoenamine tethered fluorescent covalent-organic frameworks for CO2 uptake and nitroaromatic sensing, D. Kaleeswaran et al., J. Mater. Chem. C, 3, 7159-7171 (2015); DOI: 10.1039/C5TC00670H.
Simultaneously Suppressing Charge Recombination and Decomposition of Perovskite Solar Cells by Conjugated Covalent Organic Frameworks, R. Nie et al., Adv. Energy Mater., 12 (33), 2200480 (2022); DOI: 10.1002/aenm.202200480.

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