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4,4',4'',4'''-(Pyrene-1,3,6,8-tetrayl)tetraaniline

CAS Number 1610471-69-6

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


Product Code B4011-250mg
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Covalent Organic Frameworks (COFs) Pyrene Ligand

An amine functionalised bridging ligand linker for COFs in application of photocatalysts, membrane and hydrogen evolution reactions


4,4',4'',4'''-(Pyrene-1,3,6,8-tetrayl)tetraaniline is a tecton fluorescent probe linker with four aniline side arms extending the pyrene core at 1,3,6,8-positions.

The introduction of flexible sulfonic acid groups on the channel walls of 2D covalent organic framework PyTTA–DHTA-COF, acquired by the condensation of 4,4′,4′′,4′′′-(pyrene-1,3,6,8-tetrayl)tetraaniline and 2,5-dihydroxyterephthalaldehyde, enhanced intrinsic proton conductivity up to 10−3 S cm−1 at 25 °C and 100% relative humidity (RH) and high conductivity up to 10−2 S cm−1 at 70 °C and 100% RH without the introduction of any non-covalent acid molecules or imidazole derivatives.

 Ultra-stable luminescent covalent organic framework PyTA-BC-Ph-COF, constructed through [4 + 4] condensation of 4,4′,4″,4′″-(pyrene-1,3,6,8-tetrayl)tetraaniline (PyTA-4NH2) with carbazole-based derivative, showed ultrahigh thermal stabilities, excellent crystallinity, and high BET surface area of 1445 m2 g−1. PyTA-BC-Ph-COF exhibited strong fluorescence emissions in various solvents, with their emission maxima gradually red-shifting upon increasing the polarity of the solvent. PyTA-BC-Ph-COF in ascorbic acid demonstrated a photocatalytic H2 production of up to 1183 µmol g−1 h−1 even in the absence of noble metal cocatalyst,

Another 2D covalent organic framework, obtained from  the electron-rich 4,4',4'',4'''-(Pyrene-1,3,6,8-Tetrayl)tetraaniline and electron-deficient 4,4'-(thiazolo[5,4-d]thiazole-2,5-diyl)dibenzaldehyde, exhibited a photocurrent up to 100 μA cm−2 at 0.2 V vs. RHE and could reach a hydrogen evolution rate of 2072.4 μmol  g−1 h−1.

MOF and COF ligands

MOF and COF ligands

Amine ligand for cross-linked COF/MOF networks

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High purity 1610471-69-6

High purity

>98% High purity

Facile reactions

Facile reactions

Amine ligand for cross-linked COF/MOF networks

General Information

CAS Number 1610471-69-6
Chemical Formula C40H30N4
Full Name 4,4',4'',4'''-(Pyrene-1,3,6,8-tetrayl)tetraaniline
Molecular Weight 566.69 g/mol
Synonyms TAPy, 4,4,4,4-(1,3,6,8-Pyrenetetrayl)tetrakis[benzenamine], 1,3,6,8-Tetra(4-aminopheny)pyrene, 1,3,6,8-tetrakis(4-aminophenyl)pyrene
Classification / Family Pyrenes, COF ligands

Chemical Structure

1610471-69-6 - 4,4',4'',4'''-(pyrene-1,3,6,8-tetrayl)tetraaniline chemical structure
4,4',4'',4'''-(Pyrene-1,3,6,8-tetrayl)tetraaniline (TAPy) Chemical Structure, 1610471-69-6

Product Details

Purity >98%
Melting Point N/A
Appearance Green to dark yellow powder/crystals

MSDS Documentation

1610471-69-6 - 4,4',4'',4'''-(pyrene-1,3,6,8-tetrayl)tetraaniline4,4',4'',4'''-(Pyrene-1,3,6,8-tetrayl)tetraaniline MSDS Sheet

Literature and Reviews

  1. Aqueous Synthesis of Covalent Organic Frameworks as Photocatalysts for Hydrogen Peroxide Production, F. Tan et al., CCS Chem., 4, 3751–3761 (2022); DOI: 10.31635/ccschem.022.202101578.
  2. Intrinsic proton conduction in 2D sulfonated covalent organic frameworks through a post-synthetic strategy, Y. Zhang et al., CrystEngComm, 23, 6234-6238 (2021); DOI: 10.1039/D1CE00957E.
  3. Dual-Function Fluorescent Covalent Organic Frameworks: HCl Sensing and Photocatalytic H2 Evolution from Water, A. EL-Mahdy et al., Adv. Opt. Mater., 8 (18), 2000641 (2020); DOI: 10.1002/adom.202000641.
  4. Thiazolo[5,4-d]thiazole-Based Donor–Acceptor Covalent Organic Framework for Sunlight-Driven Hydrogen Evolution, W. Li et al., Angew. Chem. Int. Ed., 60 (4), 1869-1874 (2021); DOI: 10.1002/anie.202014408.
  5. Design of Photoactive Covalent Organic Frameworks as Heterogeneous Catalyst for Preparation of Thiophosphinates from Phosphine Oxides and Thiols, H. Qiao et al., Chem. Eur. J., 28 (26), e202200600 (2022); DOI: 10.1002/chem.202200600.

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