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Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

CAS Number 267221-90-9

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


Product Code B3681-1g
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Covalent Organic Frameworks (COFs) Triarylamine Ligand

A trigonal bridging ligand linker for COFs in applications of effective iodine uptake and supercapacitors


Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine (TPA-3BO) is a triphenylamine with a boronic acid pinacol ester on the end of each benzene rings. The boronic acid pinacol ester functional groups are ideal for Suzuki cross-coupling reaction to extend the size of the structure. Triarylamine (TAA) derivatives are good electrode materials for their high charge mobilities, excellent thermal stabilities, and high redox activity. Polytriarylamines (PTAAs) allow reversible radical redox reactions to occur through charge/discharge.

Porous aromatic frameworks (PAFs) LNU-58, prepared through Suzuki cross-coupling polymerization of TPA-3BO and 3,5-dibromoazobenzene, can adsorb iodine effectively with an adsorption capacity of 3533.11 mg g-1 (353 wt%) for gaseous iodine, and 903.6 mg g-1 (90 wt%) for dissolved iodine, among the highest level among all porous adsorbents.

Conjugated microporous polymer (CMP) TPA-TAB, with a large BET surface area (490 m2 g -1), demonstrated great thermal stability while being employed as electrode materials in supercapacitor devices. The TPA-TAB CMP showed an outstanding specific capacitance (684 F g -1 at 0.5 A g -1) and long-term stability with a capacitance retention of 99.5% after 5000 cycles (at 10 A g -1) in a three-electrode supercapacitor system.

MOF and COF ligands

MOF and COF ligands

Bpin ligand for cross-linked COF networks

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High purity 267221-90-9

High purity

>98% High purity

Facile reactions

Facile reactions

Bpin possesses excellent reactivity

General Information

CAS Number 267221-90-9
Chemical Formula C36H48B3NO6
Full Name Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine
Molecular Weight 623.2 g/mol
Synonyms TPA-3BO, 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-n,n-bis[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]aniline
Classification / Family Triarylamine, COF ligands

Chemical Structure

267221-90-9 - tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine chemical structure
Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine (TPA-3BO) Chemical Structure, 267221-90-9

Product Details

Purity >98%
Melting Point N/A
Appearance White powder/crystal

MSDS Documentation

267221-90-9 - tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amineTris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine MSDS Sheet

Literature and Reviews

  1. An Azo-Group-Functionalized Porous Aromatic Framework for Achieving Highly Efficient Capture of Iodine, Z. Yan et al., Molecules, 27, 6297 (2022); DOI: 10.3390/molecules27196297.
  2. Constructing conjugated microporous polymers containing triphenylamine moieties for high-performance capacitive energy storage, M. Samy et al., Polymer, 264, 125541 (2023); DOI: 10.1016/j.polymer.2022.125541.
  3. Ultrastable Porous Organic Polymers Containing Thianthrene and Pyrene Units as Organic Electrode Materials for Supercapacitors, M. Mohamed et al., ACS Appl. Energy Mater., 5 (5), 6442–6452 (2022); DOI: 10.1021/acsaem.2c00942.
  4. Triphenylamine–Anthracene-Based Conjugated Microporous Polymers for the Detection and Photocatalytic Degradation of Organic Micropollutants, S. Sau et al., ACS Appl. Nano Mater., 6 (13), 11679–11688 (2023); DOI: 10.1021/acsanm.3c01664. 

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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