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Product Code B3531-500mg
Price $188 ex. VAT

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Covalent organic frameworks (COFs) triethynylphenyl amine ligand

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

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

Facile reactions

Readily for click reaction and Sonogashira reaction

High Purity 189178-09-4

High Purity

>98% Purity

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MOF and COF ligands

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

Tris(4-ethynylphenyl)amine chemical structure, CAS 189178-09-4.
Tris(4-ethynylphenyl)amine chemical structure, CAS 189178-09-4

Product Details

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

MSDS Documentation

Tris(4-ethynylphenyl)amineTris(4-ethynylphenyl)amine MSDS Sheet

Literature and Reviews

  1. 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.
  2. 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.
  3. 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.
  4. Organoruthenium dendrimers possessing tris(4-ethynylphenyl)amine bridges, K. Onitsuka et al., Organometallics, 27 (1), 25–27 (2008); DOI: 10.1021/om7010276.
  5. 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.
  6. 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.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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