4,4',4'',4'''-(Ethene-1,1,2,2-tetrayl)tetrabenzaldehyde

CAS Number 2170451-48-4

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

4,4',4'',4'''-(Ethene-1,1,2,2-tetrayl)tetrabenzaldehyde MSDS

4,4',4'',4'''-(Ethene-1,1,2,2-tetrayl)tetrabenzaldehyde CAS 2170451-48-4

Covalent organic frameworks (COFs) tetraphenylethylene ligand

widely used to synthesise COFs and AIE chromophores for multiple applications such as batteries, electrochemiluminescence, sensors

Overview
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4,4',4'',4'''-(Ethene-1,1,2,2-tetrayl)tetrabenzaldehyde (CAS number 2170451-48-4) features a tetraphenylethylene core with four terminal aldehyde groups. 4,4',4'',4'''-(Ethene-1,1,2,2-tetrayl)tetrabenzaldehyde is extensively used as an organic linker for synthesising covalent organic frameworks (COFs). The aldehyde functional groups react with amines through imine condensation forming imine linkages within the COF networks. One example of a COF synthesized using this ligand is ETTA-PyTTA, obtained by combining 4,4',4'',4'''-(ethene-1,1,2,2-tetrayl)tetrabenzaldehyde with 1,3,6,8-tetrakis(4-aminophenyl)pyrene. This COF exhibits a high surface area (1519 m²/g) and has a significant iodine adsorption capability of 4.6 g/g. This type of COFs is also used as Schiff bases that coordinate to metals like copper. The resulting COF-Cu serves as a sonosensitizer for anti-tumour therapy, effectively inhibiting tumour growth and demonstrating a remarkable reduction in size compared to the control group (11 times growth in size).

Moreover, due to the high conjugation of 4,4',4'',4'''-(ethene-1,1,2,2-tetrayl)tetrabenzaldehyde, it is a valuable starting material for generating aggregation-induced emission (AIE) chromophores. A benzimidazole derivative, 1,1,2,2-tetrakis(4-(1H-benzo[d]imidazole-2-yl)phenyl)ethene (TBI-TPE), is synthesised using this molecule. TBI-TPE exhibits an AIE effect, enhancing emission by 13 times at a wavelength of 525 nm.

Facile reactions

Aldehyde possesses excellent reactivity

High Purity

>98% Ethene-1,1,2,2-tetrayl Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Aldehyde ligand for cross-linked COF networks

General Information

CAS Number	2170451-48-4
Chemical Formula	C₃₀H₂₀O₄
Full Name	4,4',4'',4'''-(1,1,2,2-Ethenetetrayl)tetrabenzaldehyde
Molecular Weight	444.49 g/mol
Synonyms	4,4',4'',4'''-(1,2-Ethenediylidene)tetrakisbenzaldehyde, ETTBA, TP-Ald, ETB, ETTA
Classification / Family	Tetraphenylethylenes, Aldehyde ligands, COFs ligands, AIE, Conjugated, Reticular chemistry

Chemical Structure

Product Details

Purity	98%
Melting Point	N/A
Appearance	Yellow powder

MSDS Documentation

4,4',4'',4'''-(Ethene-1,1,2,2-tetrayl)tetrabenzaldehyde MSDS Sheet

Literature and Reviews

Chiral emissive porous organic cages, Y.-L. Sun et al., Chem. Commun., 59, 302–305 (2023); DOI: 10.1039/D2CC05283K.
Construction of sp² carbon-conjugated covalent organic frameworks for framework-induced electrochemiluminescence, Q.-X. Luo et al., ACS Appl. Electron. Mater., 3(10), 4490–4497 (2021); DOI: 10.1021/acsaelm.1c00636.
Fully sp²-carbon connected polymeric frameworks with rotatable conformation-enhanced lithium-storage performance, S. Mushtaq et al., J. Mater. Chem. A, 11, 17217–17225 (2023); DOI: 10.1039/D3TA02363J.
A highly selective TPE-based AIE fluorescent probe is developed for the detection of Ag⁺, Z. Lu et al., RSC Adv., 8, 19701 (2018); DOI: 10.1039/c8ra03591a.
Reticular chemistry-enabled sonodynamic activity of covalent organic frameworks for nanodynamic cancer therapy, Y. Duan et al., Angew. Chem. Int. Ed., e202302146 (2023); DOI: 10.1002/anie.202302146.

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