Tris(4-ethynylphenyl)amine

CAS Number 189178-09-4

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

Tris(4-ethynylphenyl)amine CAS 189178-09-4

Covalent organic frameworks (COFs) triethynylphenyl amine ligand

for the synthesis of COFs and MOFs for the applications in porous materials, AIEs and dyes

Overview
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Tris(4-ethynylphenyl)amine (CAS number 189178-09-4), is a tertiary amine with three 4-ethynlphenyl groups. Tris(4-ethynylphenyl)amine can undergo various reactions for synthesising COFs, including the Sonogashira reaction and click polymerisation. By reacting tris(4-ethynylphenyl)amine with tetrakis(bromophenyl)ethene using the Sonogashira reaction, an aggregation-induced emission (AIE) COF material can be produced. The resulting COF exhibits an efficiency of electrochemiluminescence of 1.72%. Tris(4-ethynylphenyl)amine can also react with ferrocene diazides for polytriazoles via azide-alkyne cycloaddition (click reaction). These hyperbranched polytriazoles act as precursors for nanostructured magnetoceramics.

Tris(4-ethynylphenyl)amine also engages in a reaction with ruthenium (Ru), resulting in the formation of a Ru-acetylide MOF. The product has multistep reversible redox behaviour.

Facile reactions

Readily for click reaction and Sonogashira reaction

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Ethyne ligand for cross-linked COF networks

General Information

CAS Number	189178-09-4
Chemical Formula	C₂₄H₁₅N
Full Name	4-Ethynyl-N,N-bis(4-ethynylphenyl)aniline
Molecular Weight	317.38 g/mol
Synonyms	TEPA, N,N,N-tris(4-ethynylphenyl)amine, 4-Ethynyl-N,N-bis(4-ethynylphenyl)benzenamine
Classification / Family	Triphenylamine ligands, Alkynyl ligands, AIEs, COFs, MOFs, Macromolecules, Dyes

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 115 °C
Appearance	Orange to brown powder

MSDS Documentation

Tris(4-ethynylphenyl)amine MSDS Sheet

Literature and Reviews

Tetraphenylenthene-based conjugated microporous polymer for aggregation-induced electrochemiluminescence, L. Cui et al., ACS Appl. Mater. Interfaces, 12(7), 7966–7973 (2020); DOI: 10.1021/acsami.9b21943.
Microporous poly(tri(4-ethynylphenyl)amine) networks: synthesis, properties, and atomistic simulation, J. -X. Jiang et al., Macromolecules, 42 (7), 2658–2666 (2008); DOI: 10.1021/ma802625d.
Ferrocene-based hyperbranched polytriazoles: synthesis by click polymerization and application as precursors to nanostructured magnetoceramics, H. Li et al., Macromol. Rapid Commun., 38, 1700075 (2017); DOI: 10.1002/marc.201700075.
Organoruthenium dendrimers possessing tris(4-ethynylphenyl)amine bridges, K. Onitsuka et al., Organometallics, 27 (1), 25–27 (2008); DOI: 10.1021/om7010276.
Tris-ethynylphenyl-amine flcuorophores: synthesis, characterisation and test of performances in luminescent solar concentrators, G. Albano et al, ChemistrySelect, 3, 1749 (2018); DOI: 10.1002/slct.201800126.
Tripodal molecules with triphenylamine core, diazine peripheral groups and extended π-conjugated linkers, D. Cvejn et al., Dyes Pigm., 124, 101–109 (2016); DOI: 10.1016/j.dyepig.2015.09.012.

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