1,1,2,2-Tetrakis(4-ethynylphenyl)ethene

CAS Number 4863-90-5

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

1,1,2,2-Tetrakis(4-ethynylphenyl)ethene MSDS

1,1,2,2-Tetrakis(4-ethynylphenyl)ethene CAS 4863-90-5

Covalent Organic Frameworks (COFs) Ethene Ligand

A symmetrical butterfly shaped bridging ligand linker for covalent organic frameworks (COFs) in application of chemosensors of explosives, carbon dioxide adsorption and hydrogen evolution reactions (HERs)

Overview
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1,1,2,2-tetrakis(4-ethynylphenyl)ethene (TEPE) has four 4-ethynylphenyls that are joined by an ethene double bond. Thanks to their aggregation induced emission (AIE) characteristics though none-emissive at lower concentrations, tetraphenylethenes (TPEs) have been found to serve as chemosensors, stimuli-responsive nanomaterials, and active layers of efficient OLEDs.

Hyperbranched polyTPE with high molecular weight, high thermal stability and good solubility can be synthesised via homopolycyclotrimerization of 1,1,2,2-tetrakis(4-ethynylphenyl)ethene. The homopolymer can serve as a fluorescent chemosensor for the detection of explosives with a super amplification effect and large quenching constant up to 758,000 M⁻¹. Conjugated organic polymer (PQTEE-COP) containing phenanthrenequinone redox centres and 1,1,2,2-tetrakis(4-ethynylphenyl)ethene linkers shows efficient photocatalytic H₂O₂ production of 3009 μmol g^-1h⁻¹ from H₂O and O₂ under visible light (λ ≥ 400 nm) irradiation without the use of any additional photosensitizers, organic scavengers or co-catalysts. Efficient charge separation and migration can be achieved by the phenanthrenequinone moieties accepting photo-induced electrons from electronic-rich tetrakis(4-ethynylphenyl)ethene moieties under visible light irradiation.

MOF and COF ligands

Ethene ligand for cross-linked COF networks

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

Facile reactions

Readily for homopolycyclotrimerization

P[5]-TPE-CMP, a luminescent conjugated macrocycle polymer (CMP) with strong two-photon fluorescence property derived from pillar[5]arene and a 1,1,2,2-tetrakis(4-ethynylphenyl)ethylene shows great stability against photobleaching, P[5]-TPE-CMP also exhibits highly selective cation sensing capability toward Fe³⁺ at different excitation wavelengths (both UV and red–near-infrared regions) and carcinogenic organic dye 4-amino azobenzene. FCMP-600@4, a covalent organic framework between fluorine rich monomer 4,4′-dibromooctafluorobiphenyl (DBFB) and 1,1,2,2-tetrakis(4-ethynylphenyl)ethene, shows considerable adsorption capacity of CO₂ of 5.35 mmol g⁻¹ at 273 K, and 4.18 mmol g⁻¹ at 298 K, higher than the reported values for most porous polymers.

Imine bridged covalent organic framework TEPE-Im show high antibacterial activity at 15 mg mL⁻¹. TPET-Im COFs display the high specific capacitance of 63 F g⁻¹, coupled with an energy density of 8.73 W h Kg⁻¹ in super capacitive studies.

General Information

CAS Number	4863-90-5
Chemical Formula	C₃₄H₂₀
Full Name	1,1,2,2-Tetrakis(4-ethynylphenyl)ethene
Molecular Weight	428.53 g/mol
Synonyms	TEPE, TEE, TPE, TETPE, TPET, Tetrakis(4-ethynylphenyl)ethene
Classification / Family	Ethenes, Ethynyls, COF ligands

Chemical Structure

Product Details

Purity	> 98%
Melting Point	T_m = 155.5 °C (lit.)
Appearance	Beige to light brown powder powder/crystals

MSDS Documentation

1,1,2,2-Tetrakis(4-ethynylphenyl)ethene MSDS Sheet

Literature and Reviews

Ethynyl-Capped Hyperbranched Conjugated Polytriazole: Click Polymerization, Clickable Modification, and Aggregation-Enhanced Emission, J. Wang et al., Macromolecules, 45, 7692−770 (2012); DOI: 10.1021/ma3017037.
Homopolycyclotrimerization of A4-type tetrayne: A new approach for the creation of a soluble hyperbranched poly(tetraphenylethene) with multifunctionalities, R. Hu et al., J. Polym. Sci., Part A: Polym. Chem., 51, 4752–4764 (2013); DOI: 10.1002/pola.26897.
The construction of conjugated organic polymers containing phenanthrenequinone redox centers for visible-light-driven H2O2 production from H2O and O2 without any additives, X. Xu et al., Chem. Eng. J., 454, 139929 (2023); DOI: 10.1016/j.cej.2022.139929.
Tetraphenylethylene-Interweaving Conjugated Macrocycle Polymer Materials as Two-Photon Fluorescence Sensors for Metal Ions and Organic Molecules, X. Li et al., Adv. Mater., 30 (20), 1800177 (2018); DOI: 10.1002/adma.201800177.
Synthesis of tunable porosity of fluorine-enriched porous organic polymer materials with excellent CO2, CH4 and iodine adsorption, G. Li et al., Sci. Rep., 7, 13972 (2017); DOI: 10.1038/s41598-017-14598-0.

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