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4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid

CAS Number 1562777-29-0

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

Product Code B3011-500mg
Price $188 ex. VAT

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Metal Organic Frameworks (MOFs) 9,10-Bis(phenylethynyl)anthracene Ligand

A linear ligand linker for MOFs in applications of hydrogen evolution and CO2 reduction reactions.

4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid, also referred to as H2ABEDB, is an anthracene derivative with 4-benzoic acids joined linearly at 9,10-poisitons of the central ring of anthracene by two ethynyl groups.

Three-dimensional microporous NNU-27 using 4,4'-(anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid ligand shows new charge transport pathway of long-range π-conjugation of ligand in a zig-zag fashion with a high conductivity of 1.3 (±0.5) × 10-3 S/cm. NNU-28, a Zirconium- ABEDB MOF, is highly efficient for visible light driven CO2 reduction with a formate formation rate of 183.3 μmol h−1 mmol MOF−1. Anthracene-based ligand serves as an antenna for light harvesting and participates in CO2 reduction reaction by radical formation.

Zr–ABEDB MOF photocatalyst decorated by 1.0 wt% amount of Pt cocatalyst exhibited a hydrogen evolution rate as high as 704 μmol·h−1·g−1, ca. 220 times of that of pristine Zr–ABEDB MOF (3.2 μmol· h−1·g−1).

General Information

CAS Number 1562777-29-0
Chemical Formula C32H18O4
Full Name 4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid
Molecular Weight 466.48 g/mol
Synonyms H2ABEDB, ADBEB, 4,​4'-​(Diethynylanthracene-​9,​10-​diyl)dibenzoic acid, 4,4'-(9,10-Anthracenediyldi-2,1-ethynediyl)bis-benzoic acid
Classification / Family Diethynylanthracene, MOF ligands, 

Chemical Structure

1562777-29-0 - 4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid chemical structure
4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid (H2ABEDB) Chemical Structure, 1562777-29-0

Product Details

Purity >98%
Melting Point n.a.
Appearance Orange powder/crystal

MSDS Documentation

1562777-29-0 - 4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid MSDS Sheet

Literature and Reviews

  1. Effect of Pt cocatalyst on visible light driven hydrogen evolution of anthracene-based zirconium metal-organic framework, H. Xing et al., Appl. Surf. Sci., 532 (1), 147000 (2020); DOI: 10.1016/j.apsusc.2020.147000.
  2. Highly efficient visible-light-driven CO2 reduction to formate by a new anthracene-based zirconium MOF via dual catalytic routes, D. Chen et al., J. Mater. Chem. A, 4, 2657-2662 (2016); DOI: 10.1039/C6TA00429F.
  3. Electrical conductivity and electroluminescence of a new anthracene-based metal–organic framework with π-conjugated zigzag chains, D. Chen et al., Chem. Commun., 52, 2019-2022 (2016); DOI: 10.1039/C5CC09065B.
  4. Engineering metal-organic frameworks for efficient photocatalytic conversion of CO2 into solar fuels, C. Ezugwu et al., Coor. Chem., Rev., 450, 214245 (2022); DOI: 10.1016/j.ccr.2021.214245.
  5. The chemistry of metal–organic frameworks for CO2 capture, regeneration and conversion, C. Trickett et al., Nat. Rev. Mater., 2, 17045 (2017); DOI: 10.1038/natrevmats.2017.45.
  6. A visible-light-responsive metal–organic framework for highly efficient and selective photocatalytic oxidation of amines and reduction of nitroaromatics, P. Chen et al., J. Mater. Chem. A, 7, 27074-27080 (2019); DOI: 10.1039/C9TA10723A.
  7. Critical Aspects of Metal–Organic Framework-Based Materials for Solar-Driven CO2 Reduction into Valuable Fuels, Y. He et al., Global Chall., 5, 2000082 (2020); DOI: 10.1002/gch2.202000082.

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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