4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde

CAS Number 2009169-65-5

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

4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde MSDS

4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde CAS 2009169-65-5

Covalent organic frameworks (COFs) triphenylamine ligand

For the synthesis of COFs for AIE molecules, metal-COF complexes and dyes in DSSCs

Overview
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4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde (CAS number 2009169-65-5 ), has a triphenylamine core featuring a pinacolborane and two aldehyde groups. The pinacolborane group enables the Suzuki coupling reaction while the aldehyde groups can undergo aldol reaction and amination reaction. 4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde is employed to synthesise aggregation-induced emission molecules (TPA-AN-TPM). In the synthesis, 4,4'-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde acts as a linker for connecting dimethylpyranyldene-malononitrile and anthracenes. The resulting molecule forms ultrabright red AIE dots with absolute quantum yield of 12.9%.

4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde is also utilised in the preparation of dyes with thiazole. This triphenylamine linked bisthiazole based dye is applied in dye-sensitised solar cells (DSSCs), displaying current density of 13.60 mA/cm^-2, fill factor of 58.2%, open-circuit voltage of 620 mV and power conversion efficiency (PCE) of 4.94%.

Duo functionality

Enabling post-functionalisation

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Aldehyde and Bpin ligand for cross-linked COF networks

General Information

CAS Number	2009169-65-5
Chemical Formula	C₂₆H₂₆BNO₄
Full Name	4,4'-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]imino}dibenzaldehyde
Molecular Weight	427.30 g/mol
Synonyms	N/A
Classification / Family	COFs, Aldehyde ligands, Pinacolborane ligands, AIEs, Metal-COF complexes, Dyes

Chemical Structure

Product Details

Purity	98%
Melting Point	N/A
Appearance	Yellow to orange powder

MSDS Documentation

4,4'-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)azanediyl)dibenzaldehyde MSDS Sheet

Literature and Reviews

Conjugated and nonconjugated bipolar-transporting dinuclear europium(III) complexes involving triphenylamine and oxadiazole units: synthesis, photophysical and electroluminescent properties, Y. Liu et al., Tetrahedron, 69 (23), 4679–4686 (2013); DOI: 10.1016/j.tet.2013.03.092.
Enhanced photovoltaic performance using biomass derived nano 3D ZnO hierarchical superstructures and a D−A type CS-Symmetric triphenylamine linked bisthiazole, Electrochim. Acta, M. Ansari et al., 259, 262–275 (2018); DOI: 10.1016/j.electacta.2017.10.174.
C_s-symmetric triphenylamine-linked bisthiazole-based metal-free donor–acceptor organic dye for efficient ZnO nanoparticles-based dye-sensitized solar cells: synthesis, theoretical studies, and photovoltaic properties, R. Maragani et al., ACS Omega, 2(9), 5981–5991 (2017); DOI: 10.1021/acsomega.7b01100.
Ultra bright red AIE dots for cytoplasm and nuclear imaging, Z. Wang et al., Polym. Chem., 5, 7013–7020 (2014); DOI: 10.1039/C4PY00764F.

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