72695-44-4

Upstream product

• 72695-43-3 5,10,15,20-tetrakis(2,5-dimethoxyphenyl)porphyrin 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 1194-98-5 2,5-Dihydroxybenzaldehyde 

Downstream Products

• 72695-45-5 meso-tetrakis-(p-benzoquinonyl)porphyrin 

Relevant academic research and scientific papers

Fabrication and analysis of dye-sensitized solar cells (DSSCs) using porphyrin dyes with catechol anchoring groups

Herein we report the preparation and application of 4 different zinc(ii) tetrakis(dihydroxyphenyl) porphyrins (ZnTDHPP) as the sensitizing dyes in dye-sensitized solar cells (DSSCs). The experimental results include solution and solid state UV-Vis data, steady state current-voltage characteristics, and our theoretical analysis comprised of density functional theory (DFT) and Langmuir isotherm adsorption formalism. The results show that the Zn tetrakis(2,3-dihydroxyphenyl) porphyrin (Zn2,3TDHPP) and Zn tetrakis(3,4-dihydroxyphenyl) porphyrin (Zn3,4TDHPP) with adjacent hydroxyl groups attaches to a TiO2 surface much more strongly than carboxylate. The catechol anchoring group showed high stability of the dye on the TiO2 surface. The cells prepared from these porphyrins showed no significant desorption of dye from the TiO2 surface after several days. The DSSCs based on Zn2,3TDHPP showed the best photovoltaic performance under AM 1.5 irradiation comparable to the conventional Zn tetrakis(p-carboxyphenyl) porphyrin (ZnTCPP), despite lower dye loading on the TiO2 surface. However, non-cooperative OH bonding to TiO2 for Zn2,4TDHPP and Zn2,5TDHPP shows weak attachment to the TiO2 surface and lower efficiencies. DFT calculations showed that the Zn2,3TDHPP structure is more non-planar than the others, which may suppress dye aggregation. The adopted adsorption modeling is fitted to the experimental data to study the kinetics of dye loading. The study can herald development of a new class of porphyrin sensitizer for DSSC applications.

Studies on porphyrin-quinhydrone complexes: Molecular recognition of quinone and hydroquinone in solution

Free-base and zinc(II) porphyrins bearing either one, two, or four hydroquinone entities at the meso positions are shown to bind quinones in solutions via a quinhydrone pairing mechanism. Electrochemical studies reveal that the quinhydrone complexes are s

Synthesis of (hydroxyphenyl)porphyrins

Demethylation process for (methoxyphenyl)porphyrins was improved by using BBr3 as demethylating agent. A series of (hydroxyphenyl)porphyrins was prepared.

Porphyrin synthesis in surfactant solution: Multicomponent assembly in micelles

A synthesis of meso-substituted porphyrins in anionic sodium dodecyl sulfate micelles has been developed. Polar, functionalized aromatic aldehydes condense reversibly with pyrrole in the micellar phase. Oxidation of the porphyrinogen then provides functionalized porphyrins in yields of 10-48%. Hydrophobic aldehydes condense irreversibly to give low yields at practical substrate concentrations. Synthesis in D2O solution results in per-β-deuterated porphyrins. A two-phase model is used to rationalize the dependence of porphyrin yield on reactant and surfactant concentration. Micelles are viewed as potential wells which promote porphyrinogen assembly by binding products more tightly than reactants.

Tetrapyrroles. Part 2. Synthesis and Electronic Spectra of Some Quinone-porphyrins

Four quinone-porphyrins have been synthesised.Their electronic spectra show several unusual features consistent with light-induced intramolecular charge-transfer.