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

CAS Number 911818-75-2

Chemistry Building Blocks, MOF Ligands, Porous Organic Frameworks


Product Code B3061-1g
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Metal Organic Frameworks (MOFs) Trigonal Terphenyl Ligand

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


1,3,5-Tris[4′-carboxy(1,1′-biphenyl-4-yl)]-benzene (H3TCBPB), 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

911818-75-2 - 1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene chemical structure
1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene (H3TCBPB) Chemical Structure, 911818-75-2

Product Details

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

MSDS Documentation

911818-75-2 - 1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene1,3,5-Tris(4′-carboxy[1,1′-biphenyl]-4-yl)benzene MSDS Sheet

Literature and Reviews

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. Host–guest chemistry in two-dimensional supramolecular networks, J. Teyssandier et al., Chem. Commun., 52, 11465-11487 (2016); DOI: 10.1039/C6CC05256H.

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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