Weakly Conjugated Hybrid Zinc Porphyrin Sensitizers for Solid‐State Dye‐Sensitized Solar Cells

Abstract

Molecularly engineered weakly conjugated hybrid porphyrin systems are presented as efficient sensitizers for solid‐state dye‐sensitized solar cells. By incorporating the quinolizino acridine and triazatruxene based unit as the secondary light‐harvester as well as electron‐donating group at the meso‐position of the porphyrin core, the power conversion efficiencies of 4.5% and 5.1% are demonstrated in the solid‐state devices containing 2,2′,7,7′‐tetrakis (N,N‐di‐p‐methoxyphenylamine)‐9,9′‐spiro bifluorene as hole transporting material. The photovoltaic performance of the triazatruxene donor based porphyrin sensitizer is better than that of the previously published porphyrin molecules exhibiting strongly conjugated push–pull structure. The effect of molecular structure on the optical and electrochemical properties, the dynamics of charge extraction, as well as the photovoltaic performance are systematically investigated, which offers a new design strategy for further refinement of porphyrin molecules.

Bridged triarylboranes, ‐silanes, ‐amines, and ‐phosphines as minimalistic heteroatom‐containing polycyclic aromatic hydrocarbons: Progress and challenges

“…This seminal strategy was later modified by Samoc and coworkers who employed methylmagnesium iodide to gain 7 in better yields. Up to now, this protocol is still routinely used for the preparation of compound 2 . In the 2000s, a variant of compound 2 was prepared by Ma and coworkers, namely fully diarylmethylene‐bridged triarylamine derivative 8 , and in the years to follow this compound and its derivatives were subjected to several studies regarding their photophysical properties and performance in optoelectronic devices .…”

“…In this series, bipyridyl decorated compound 54 exhibited the best performance with a PCE of 4.5%, which was ascribed to a favorable balance between efficient binding to the metal oxide surface and suppression of the self‐aggregation once immobilized onto the electrode surface. Latest research efforts were aiming at engineered hybrid porphyrin systems such as 56 as efficient sensitizers for solid state DSSCs. Again, the bridged triarylamine core was used as the secondary light harvester as well as electron‐donating group.…”

The researcher's guide to solid-state dye-sensitized solar cells

“…Thus, research into Ru free dyes, metal-complex porphyrin dyes, has intensified. 162,163 Unlike ruthenium systems, the porphyrin exhibits strong absorption in the near-IR region due to an additional Q-band in the 500-700 nm region with good stability. The asymmetric porphyrin dye (YD2-o-C8, Fig.…”

“…By incorporating a quinolizino acridine and triazatruxene based unit as the secondary light-harvester as well as an electron-donating group at the meso-position of the porphyrin core efficiencies of 4.5% and 5.1% were achieved in ssDSCs ( Table 2). 163 3.1.3.2. Organic dyes.…”

Singlet and triplet energy transfer dynamics in self-assembled axial porphyrin–anthracene complexes: towards supra-molecular structures for photon upconversion

“…[1][2][3] Accordingly, scientists have studied porphyrin compounds and developed numerous model systems to understand and exploit these versatile and useful compounds. A variety of uses have been explored, such as: light harvesting antennas for artificial photosynthesis and solar energy conversion devices; [4][5][6][7][8][9][10][11][12] singlet oxygen sensitizers for photodynamic therapy; 13 wires in molecular electronics; [14][15][16][17] and triplet sensitizers for triplet-triplet annihilation based photon upconversion, [18][19][20][21] to name a few. In both the natural and man-made systems, understanding the mechanisms of energy and electron transfer reactions is crucial.…”