Hydrogen Gas Generation Using Self-Assembled Monolayers (SAMs) of 5,10,15,20-Tetrakis (p-Thiophenol) Porphyrin on a Gold Electrode

A novel approach was used to synthesize the 5,10,15,20-tetrakis (p-thiophenol) porphyrin (TPTH-P) (2), which involved the demethylation of tetra (p-anisole) porphyrin (1) in the presence of ZnCl2 as a catalyst and DMF as a solvent at 100 °C. The demethylation step was followed by an acidification st...

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Bibliographic Details
Published in:Catalysts 2023-10, Vol.13 (10), p.1355
Main Authors: Elghamry, Ibrahim, Alablan, Abdulrahman S., Abdelsalam, Mamdouh E.
Format: Article
Language:English
Subjects:
Acidification
Anisole
Catalytic activity
Chemical bonds
Chemical synthesis
Contact angle
Copper
cyclic voltammetry (CV)
Electrocatalysis
Electrochemical activation
Electrochemical impedance spectroscopy
electrochemical impedance spectroscopy (EIS)
Electrodes
Gold
hydrogen evolution reaction (HER)
Hydrogen evolution reactions
linear sweep voltammetry (LSV)
Monolayers
NMR
Nuclear magnetic resonance
porphyrin
Porphyrins
Self-assembled monolayers
self-assembled monolayers (SAMs)
Self-assembly
Sulfur
Sulfuric acid
Thiophenol
Voltammetry
Zinc chloride
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Summary:A novel approach was used to synthesize the 5,10,15,20-tetrakis (p-thiophenol) porphyrin (TPTH-P) (2), which involved the demethylation of tetra (p-anisole) porphyrin (1) in the presence of ZnCl2 as a catalyst and DMF as a solvent at 100 °C. The demethylation step was followed by an acidification step with concentrated H2SO4 to yield the desired TPTH-P (2) in an almost quantitative yield (95%). The chemical structure of the synthesized porphyrin thiol (TPTH-P) (2) was verified through spectroscopic techniques (NMR, IR, UV-Vis). The catalytic activity of TPTH-P in the hydrogen evolution reaction (HER) was investigated in 0.1 M of H2SO4 and 1 M of KNO3. A self-assembled monolayer (SAM) of TPTH-P was formed on a gold electrode. The immersion time during SAM formation and the electrochemical activation cycles in H2SO4 were found to be important to enhancing the activity of the Au-TPTH-P electrode in the HER. Contact angle measurements and electrochemical techniques, including cyclic voltammetry (CV), linear sweep voltammetry (LSV), electrochemical impedance spectroscopy (EIS), and chronoamperometry, were used to characterize and evaluate the electrochemical activities of the SAM.
ISSN:2073-4344
2073-4344
DOI:10.3390/catal13101355