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5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine

CAS Number 2754262-59-2

Boronates, Chemistry Building Blocks, COF Ligands, Diamines and Dianhydrides, Materials, Monomers, Porous Organic Frameworks

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine CAS 2754262-59-2
Product Code B3661-500mg
Price £80 ex. VAT
£ GBP

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Covalent organic frameworks (COFs) meta-terphenyl ligand

used to synthesise semiconducting COFs and molecules for OLEDs and electroluminescence applications

Specifications | MSDS | Literature and Reviews

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine (CAS number 2754262-59-2) possesses a meta-terphenyl core, bearing with a pinacolborane and two amine groups. The pinacolborane group undergoes Suzuki coupling reactions with aryl halides, while the amine groups act as nucleophiles for nucleophilic substitution reactions. 5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine can perform stepwise reactions, enabling post-functionalisation following the formation of COF networks. The macromolecules based on 5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine exhibit high conjugation and semiconducting properties. They find applications in electroluminescent cells and OLEDs.

Owing to its non-linear structure, 5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine is also employed in the synthesis of macrocycles. These macrocycles are capable of hosting guest-hole interactions within their tailored cavity sizes.

Duo functionality

Duo functionality

Enabling post-functionalisation

High Purity 2754262-59-2

High Purity

>98% Purity

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MOF and COF ligands

MOF and COF ligands

Amine and Bpin ligand for cross-linked COF networks

General Information

CAS Number 2754262-59-2
Chemical Formula C24H27BN2O2
Full Name 5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine
Molecular Weight 386.29 g/mol
Synonyms N/A
Classification / Family COFs, Pinacolborane ligands, Amine ligands, Semiconducting molecules, Electroluminescence, OLEDs

Chemical Structure

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine chemical structure, CAS 2754262-59-2.
5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine chemical structure, CAS 2754262-59-2

Product Details

Purity 98%
Melting Point N/A
Appearance Off-white powder

MSDS Documentation

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-diamine MSDS Sheet

Literature and Reviews

  1. Synthesis, structure, and conformation of terphenylene-derived azacalix[4]aromatics, W.-J. Hu et al., 68 (30), 6071–6078 (2012); DOI: 10.1016/j.tet.2012.04.108.
  2. Functionalized organic semiconductor molecules to enhance charge carrier injection in electroluminescent cell, E. Yalcin et al., Opt. Mater., 69, 283–290 (2017); DOI: 10.1016/j.optmat.2017.04.038.
  3. Novel host materials based on phenanthroimidazole derivatives for highly efficient green phosphorescent OLEDs, X. Zhang et al., J. Photochem. Photobiol., A, 268, 37–43 (2013); DOI: 10.1016/j.jphotochem.2013.06.012.
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