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

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

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

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.

Specifications | MSDS | Literature and Reviews

4,4'-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))dibenzoic acid, also referred to as H2ABEDB (CAS number 1562777-29-0), 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

Product Details

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

MSDS Documentation

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

Literature and Reviews

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.
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.
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.

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.
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.
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.
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.