1-Ethynylpyrene

CAS Number 34993-56-1

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

Covalent Organic Frameworks (COFs) Pyrene Ligand

An ethynyl functional ligand linker for COFs in application of photocatalyst, fluorescent sensors and 2,4,6-trinitrophenol detection

Overview
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1-Ethynylpyrene (CAS number 34993-56-1) is consisted of pyrene with an ethynyl functional group at 1-position. 1-Ethynylpyrene is often featured as a fluorescent probe in MOFs and COFs.

Prepared by post-synthesis of UIO-66-NH2 via an efficient click reaction with 1-ethynylpyrene, highly fluorescent UIO-66-Py-MOF was employed for 2,4,6-trinitrophenol (TNP) detection with significantly enhanced fluorescence intensity. It showed great selectivity and sensitivity for sensing TNP in solution via the fluorescence quenching mechanism. The UIO-66-Py showed an 85% fluorescence quenching efficiency with 0.203 mM TNP and low detection limit of 4.5 x 10⁻⁷ M.

Highly organized helical π-stacked arrangement of 1-ethynylpyrene moieties along the major groove of duplex DNA can be achieved should more than three chromophores be synthetically incorporated adjacent to each other.

MOF and COF ligands

Ethyne ligand for end-capping COF networks

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

Facile reactions

Readily for click reaction and Sonogashira reaction

General Information

CAS Number	34993-56-1
Chemical Formula	C₁₈H₁₀
Full Name	1-Ethynylpyrene
Molecular Weight	226.28 g/mol
Synonyms	Pyrenylacetylene
Classification / Family	Pyrenes, COF ligands

Chemical Structure

Product Details

Purity	>98%
Melting Point	117 °C
Appearance	Dark grey powder/crystals

MSDS Documentation

1-Ethynylpyrene MSDS Sheet

Literature and Reviews

A highly fluorescent metal organic framework probe for 2,4,6-trinitrophenol detection via post-synthetic modification of UIO-66-NH2, Y. Tang et al., Dyes Pigm., 167, 10-15 (2019); DOI: 10.1016/j.dyepig.2019.03.055.
DNA as a supramolecular scaffold for the helical arrangement of a stack of 1-ethynylpyrene chromophores, J. Barbaric et al., Org. Biomol. Chem., 4, 2088-2090 (2006); DOI: 10.1039/B605251G.
Synthesis, characterization and optical properties of a series of copolymers bearing 1-ethynylpyrene and ethynylbenzene units, P. Porcu et al., MRS Advances, 5 (62); 3215 - 3225 (2020); DOI: 10.1557/adv.2020.428.
Ethynylpyrene Linked Benzocrown Ethers as Fluorescent Sensors for Metal Ions, H. Maeda et al., Photochem. Photobiol., 95 (3), 762-772 (2019); DOI: 10.1111/php.13071.
Post-exfoliation functionalisation of metal–organic framework nanosheets via click chemistry, J. Nicks et al., Nanoscale, 14, 6220-6227 (2022); DOI: 10.1039/D2NR00346E.
Efficient Photoinduced Electron Transfer from Pyrene-o-Carborane Heterojunction to Selenoviologen for Enhanced Photocatalytic Hydrogen Evolution and Reduction of Alkynes, X. Yang et al., Adv. Sci., 9 (5), 2101652 (2022); DOI: 10.1002/advs.202101652.

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