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CAS Number 945865-80-5

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

Product Code B3511-1g
Price £81 ex. VAT

Covalent organic frameworks (COFs) isophthalaldehyde ligand

a versatile ligand used for synthesising COFs and macromolecules with applications in iodine capture, OLEDs and light induced hydrogen generation

Specifications | MSDS | Literature and Reviews

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde (CAS number 945865-80-5) is an isophthalaldehyde that contains a pinacolborate group (tetramethyl dioxaboranyl, Bpin). With two aldehyde groups, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde can crosslink with amines for producing COFs with imine linkages. The Bpin group allows for its combination with other functional molecules such as pyrenes through the Suzuki-Miyaura cross-coupling reaction. The resulting pyrene-isophthalaldehyde reacts with cyclohexanediamine forming a COF cage, which is studied for its photocatalytic reaction of converting benzeneboronic acid to phenol with a 99% conversion. The functionalities of the COFs cages are versatile and dependent on the specific functional molecules employed in the reaction. For instance, the inclusion of bipyridine provides the COFs cage with the ability to capture iodine (up to 5.8 g/g).

Benzimidazole-triazine based materials for exciplex-OLEDs can be prepared from 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde, triazine derivatives and N-phenyl-o-phenylenediamine. The exciplex-OLEDs exhibit luminous efficacy of 80.4 lm/W, current efficiency of 60.1 cd/A and external quantum efficiency of 18.4%.

Duo functionality

Duo functionality

Enabling post-functionalisation

High Purity 945865-80-5

High Purity

>98% Purity

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MOF and COF ligands

MOF and COF ligands

Aldehyde and Bpin ligand for cross-linked COF networks

General Information

CAS Number 945865-80-5
Chemical Formula C14H17BO4
Full Name 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde
Molecular Weight 260.09 g/mol
Synonyms 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarbaldehyde
Classification / Family Isophthalaldehydes, Dioxaborolanes, COFs, Macromolecules, Iodine capture, OLEDs, Hydrogen evolution, Photocatalysts

Chemical Structure

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde chemical structure, CAS 945865-80-5.
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde chemical structure, CAS 945865-80-5

Product Details

Purity 98%
Melting Point N/A
Appearance White to off-White powder

MSDS Documentation

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde MSDS Sheet

Literature and Reviews

  1. Tuning molecular chromophores of isoreticular covalent organic frameworks for visible light-induced hydrogen generation, W. Li et al., Adv. Funct. Mater., 32, 2207394(2022); DOI: 10.1002/adfm.202207394.
  2. Stimuli-responsive porous molecular crystal with reversible modulation of porosity, N. Sun et al., ACS Appl. Mater. Interfaces, 14(1), 1519–1525(2021); DOI: 10.1021/acsami.1c18368.
  3. Benzimidazole-triazine based exciplex films as emitters and hosts to construct highly efficient OLEDs with small efficiency roll-off, B. Liang et al., J. Mater. Chem. C, 8, 2700–2708(2020); DOI: 10.1039/C9TC06212B.

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