1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene

CAS Number 911818-75-2

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

1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene MSDS

1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene CAS 911818-75-2

Metal Organic Frameworks (MOFs) Trigonal Terphenyl Ligand

A trigonal nanosized ligand linker for MOFs in applications of hydrogen adsorption

Specifications | MSDS | Literature and Reviews

1,3,5-Tris[4′-carboxy(1,1′-biphenyl-4-yl)]-benzene (H3TCBPB), CAS number 911818-75-2, a trigonal nanosized carboxylate ligand, has a biphenyl linker between the central phenyl ring and the carboxylic groups. The distance between two carboxylate groups is about 2 nm, and the distance between a carboxylate group and the central benzene ring is 1.2 nm.

As opposed to other carboxylic acid assemblies, dimers of H3TCBPB furnishes a deformed hexagonal porous network based on energetically inferior 2-fold C−H···O hydrogen bond, instead of 2-fold O−H···O hydrogen bonds as expected. This bonding pattern results in displaced dimers, instead of the much ordered head-to-head arrangement, which allow for higher packing density, and give rise to chiral polymorphs due to their lower symmetry.

MOF based on aluminum ion cluster nodes and H3TCBPB ligand linkers, titled as Al-TCBPB, with a monoclinic crystal structure and a space group c2/m, exhibits a high BET surface area of 2,311 m²/g and a total pore volume of 0.80 cm³/g. It shows an excess hydrogen adsorption of 4.8 and 1.4 wt.% at 9 MPa and 77 and 298 K, respectively.

General Information

CAS Number	911818-75-2
Chemical Formula	C₄₅H₃₀O₆
Full Name	1,3,5-Tris(4'-carboxy[1,1'-biphenyl]-4-yl)benzene
Molecular Weight	666.72 g/mol
Synonyms	H3TCBPB, H3BBC, TCBTB, TCBPB
Classification / Family	Terphenyl, MOF ligands,

Chemical Structure

Product Details

Purity	>98%
Melting Point	326 °C
Appearance	White powder/crystal

MSDS Documentation

1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene MSDS Sheet

Literature and Reviews

Versatile Role of Molecule–Surface Interactions for Monolayer Self-Assembly at Liquid–Solid Interfaces: Substrate-Induced Polymorphism, Thermodynamic Stability, and New Polymorphs, A. Badami-Behjat et al., Chem. Mater., 34 (19), 8876–8884 (2022); DOI: 10.1021/acs.chemmater.2c02177.
Stability and Porosity Enhancement through Concurrent Ligand Extension and Secondary Building Unit Stabilization, D. Sun et al., Inorg. Chem., 45, 7566−7568 (2006); DOI: 10.1021/ic0609002.
Synthesis, characterization and hydrogen adsorption properties of metal–organic framework Al-TCBPB, D. Saha et al., Intl. J. hydrog. Energy, 37 (6), 5100-5107 (2012); DOI: 10.1016/j.ijhydene.2011.12.072.

On the Scalability of Supramolecular Networks − High Packing Density vs. Optimized Hydrogen Bonds in Tricarboxylic Acid Monolayers, J. Dienstmaier et al., Langmuir, 26 (13), 10708–10716 (2010), DOI: 10.1021/la101634w.
Host–guest chemistry in two-dimensional supramolecular networks, J. Teyssandier et al., Chem. Commun., 52, 11465-11487 (2016); DOI: 10.1039/C6CC05256H.