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[1,1':4',1''-Terphenyl]-4,4''-diacetonitrile

CAS Number 1000559-50-1

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


Product Code B4001-250mg
Price $82 ex. VAT

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Covalent Organic Frameworks (COFs) Terphenyl Ligand

An acetonitrile functionalised bridging ligand linker for COFs in application of light-emitting diodes, photocatalytic detoxification reactions and induced electrochemiluminescence


[1,1':4',1''-Terphenyl]-4,4''-diacetonitrile (TPDAN) is linear ligand linker with a terphenyl core and acetonitrile groups on both ends. [1,1':4',1''-Terphenyl]-4,4''-diacetonitrile is commonly used in the construction of covalent organic frameworks in applications of gas uptake, photocatalytic detoxification, induced electrochemiluminescence and energy storage applications.

Highly crystalline polymer framework sp2c-COF-3 was obtained by the C=C polycondensation of 1,3,6,8-tetrakis(4-formylphenyl)pyrene (TFPPy) as nodes with 2,2’-([1,1’:4’,1”-terphenyl]-4,4”-diyl)diacetonitrile as linker at regular intervals of 2.8 nm into sp2 carbon lattices and eclipsed layer frameworks. The BET surface area was evaluated to be as high as 737 m2 g–1 for sp2c-COF-3.

The introduction of sulfone groups to post-oxidise the highly porous covalent organic framework BTT-TPh-COF which was constructed from  BTT-3CHO as the active nodes and 2,2’-([1,1’:4’,1”-terphenyl]-4,4”-diyl)diacetonitrile as the linker, can significantly  enhance the generation of reactive oxygen species (ROS) to the effect of 5-fold for the photocatalytic detoxification of a sulfur mustard simulant.

MOF and COF ligands

MOF and COF ligands

Nitrile ligand for cross-linked COF networks

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High purity 1000559-50-1

High purity

>98% High purity

Facile reactions

Facile reactions

Readily for Knoevenagel condensation reaction

General Information

CAS Number 1000559-50-1
Chemical Formula C22H16N2
Full Name [1,1':4',1''-Terphenyl]-4,4''-diacetonitrile
Molecular Weight 308.38 g/mol
Synonyms TPh-2CN, 2,2'-([1,1':4',1''-Terphenyl]-4,4''-Diyl)diacetonitrile
Classification / Family Terphenyls, COF ligands, Acetonitriles

Chemical Structure

1000559-50-1 - [1,1':4',1''-terphenyl]-4,4''-diacetonitrile chemical structure
[1,1':4',1''-Terphenyl]-4,4''-diacetonitrile (TPDAN) Chemical Structure, 1000559-50-1

Product Details

Purity >97%
Melting Point N/A
Appearance White to off-white powder/crystals

MSDS Documentation

1000559-50-1 - [1,1':4',1''-terphenyl]-4,4''-diacetonitrile[1,1':4',1''-Terphenyl]-4,4''-diacetonitrile MSDS Sheet

Literature and Reviews

  1. Microporous organic nanorods with electronic push–pull skeletons for visible light-induced hydrogen evolution from water, J. Park et al., J. Mater. Chem. A, 2, 7656-7661 (2014); DOi: 10.1039/C4TA00989D.
  2. Crystalline C—C and C═C Bond-Linked Chiral Covalent Organic Frameworks, C. yuan et al., J. Am. Chem. Soc., 143 (1), 369–381 (2021); DOI: 10.1021/jacs.0c11050.
  3. Macrocycle-Based Porous Organic Polymers for Separation, Sensing, and Catalysis, Z. Li et al., Adv. Mater., 34 (6), 2107401 (2022); DOI: 10.1002/adma.202107401.
  4. Macrocycle-Based Covalent Organic Frameworks, Y. Yuan et al., Adv. Mater., 35 (16), 2210952 (20230; DOI: 10.1002/adma.202210952.
  5. Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications, J. Ma et al., Small, 18 (3), 2103516 (2022); DOI: 10.1002/smll.202103516.

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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