Effect of the anchoring group in porphyrin sensitizers: phosphonate versus carboxylate linkages

Abstract

Porphyrins are an important family of organic chromophores that have attracted attention as photosensitizers in TiO 2 -based dye-sensitized solar cells (DSSCs). This brief review is dedicated to comparative studies of phosphonic and carboxylic acid anchoring groups for attachment of porphyrin sensitizers on semiconductors or conductors surface.Here we have selected some representative examples of recently described phosphonate/carboxylate porphyrins with the aim to demonstrate that porphyrin phosphonate should be a promising anchoring group for such systems.

General and Scalable Approach to A2B‐ and A2BC‐Type Porphyrin Phosphonate Diesters

“…In continuation of these works, here we report a series of air‐stable 10‐(dialkoxyphosphoryl)‐5,15‐diarylporphyrins that are highly soluble in common organic solvents. These compounds are of particular interest for the preparation of molecular materials because the dialkoxyphosphoryl group can serve as an anchoring moiety for grafting of metalloporphyrins onto metal oxide supports or incorporation in porous Zr‐MOFs . Moreover, these porphyrins are useful intermediate compounds on the pathway to A 2 BC‐type (dialkoxyphosphoryl)porphyrins, and here we report some approaches to their post‐modification, affording functionalized A 2 BC‐porphyrins.…”

What Makes the Photocatalytic CO2 Reduction on N-Doped Ta2O5 Efficient: Insights from Nonadiabatic Molecular Dynamics

“…[24][25][26][27][28][29][30][31][32][33] Yet, there is still significant controversy in attributing observed efficiencies to particular atomic-scale mechanisms.…”

Electrochemical, Spectroelectrochemical, and Structural Studies of Mono- and Diphosphorylated Zinc Porphyrins and Their Self-Assemblies

“…31 These photo-and air-stable porphyrin pigments with phosphoryl groups show promise for high-value-added applications in the area of energy production, optoelectronics, fine chemicals synthesis and health care. 26,27,[32][33][34][35][36][37][38][39][40][41][42][43] For instance, porphyrinylphosphonic acids and their monoalkyl esters have led to the preparation of water-soluble porphyrins which have been extensively investigated for use in biomedicine (e.g. molecular imaging, photodynamic therapy and oxygen detection).…”