2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile

CAS Number 2311888-44-3

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

2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile MSDS

2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile CAS 2311888-44-3

Covalent organic frameworks (COFs) triphenylbenzene ligand

utilised to synthesised COFs for photocatalysis, optoelectronics and fluorescent dyes

Overview
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2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile (CAS number 2311888-44-3), also known as 1,3,5-tris(4-cyanomethylphenyl)benzene, has a triphenylbenzene core substituted by three cyanomethyl groups. 2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile undergoes a Knoevenagel condensation reaction, in basic conditions, with di/trialdehyde substituted ligands to form phenylene vinylene COFs containing nitrile anchoring groups. The resulting COFs are fully conjugated and they exhibit photoluminescent quantum yield of 27% (and up to 33% with fluorinated aldehyde ligands). The nitrile anchoring groups can be further converted to carboxylic acids which can coordinate to metal centres to prepare COF-metal complexes.

The COFs synthesised from 2,2'-(5'-(4-(cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile has high crystallinity and good stability. These COFs are applied in the photocatalytic oxidation reaction, effectively converting boronic acid to alcohols under visible light.

Facile reactions

Readily for Knoevenagel condensation reaction

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Nitrile ligand for cross-linked COF networks

General Information

CAS Number	2311888-44-3
Chemical Formula	C₃₀H₂₁N₃
Full Name	2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile
Molecular Weight	423.52 g/mol
Synonyms	1,3,5-tris(4-cyanomethylphenyl)benzene, 2-[4-[3,5-Bis[4-(cyanomethyl)phenyl]phenyl]phenyl]acetonitrile, TCPB
Classification / Family	Triphenylbenzenes, Benzylnitrile ligands, Benzyl cyanide ligands, COFs, Photocatalysis, Optoelectonics, Fluorescent dyes

Chemical Structure

Product Details

Purity	98%
Melting Point	N/A
Appearance	Yellow powder

MSDS Documentation

2,2'-(5'-(4-(Cyanomethyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)diacetonitrile MSDS Sheet

Literature and Reviews

Fully sp²-carbon-linked crystalline two-dimensional conjugated polymers: insight into 2D poly(phenylenecyanovinylene) formation and their optoelectronic properties, D. Becker et al., Chem. Eur. J., 25, 6562 (2019); DOI: 10.1002/chem.201806385.
Acrylonitrile-linked covalent organic frameworks enable fast stimulus-responsive fluorescence with high quantum yield via fluorine chemistry, M. Yang et al., Adv. Photonics Res., 3, 2200008 (2022); DOI: 10.1002/adpr.202200008.
Nanoporous vinylene-linked 2D covalent organic frameworks for visible-light-driven aerobic oxidation, W. Wang et al., ACS Appl. Nano Mater., 6 (10), 8396–8403 (2023); DOI: 10.1021/acsanm.3c00691.
Design and synthesis of a triazine-based sp² carbon-conjugated covalent organic framework for blue light photocatalysis, F. Zhang et al., Small, 19 (38), 2302456 (2023); DOI: 10.1002/smll.202302456.

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