Perylene Anhydride Fused Porphyrins as Near-Infrared Sensitizers for Dye-Sensitized Solar Cells

Abstract

Two perylene anhydride fused porphyrins 1 and 2 have been synthesized and employed successfully in dye-sensitized solar cells (DSCs). Both compounds showed broad incident monochromatic photon-to-current conversion efficiency spectra covering the entire visible spectral region and even extending into the near-infrared (NIR) region up to 1000 nm, which is impressive for ruthenium-free dyes in DSCs.

Meso-Substituted Porphyrins for Dye-Sensitized Solar Cells

“…125 In 2011, Ishida et al reported one of the best performing β-linked porphyrin dyes to date (tda-2b-bd-Zn) with a PCE of 7.5% ( Figure 9). 126,127 More recently, covalently linked porphyrin dimers 128−133 trimer/tryad, 134−136 π-elongated porphyrins 137 fused with naphthalene, 138 antracene, 139−142 perylene, 143 quinoxaline, 144−146 or porphyrin itself 128,147 (fused-porphyrin dimers) were reported as promising dyes featuring extended absorption in the visible (red) and NIR regions. Since 2009 and until now, meso-porphyrins have been the most efficient class of porphyrin sensitizers reported in DSSCs.…”

Porphyrins as Active Components for Electrochemical and Photoelectrochemical Devices

“…Among the β-fused porphyrins, particular structures can be mentioned such as perylene fused porphyrins 240 and dimeric porphyrins, 241 in which more extended structures were used to improve the light harvesting efficiencies of the dye. In the case of the perylene fused Ni porphyrins of Figure 62, the low efficiencies values (η = 1.3%) were attributed to an aggregation of the dye facilitated by their planar structure.…”

Naphthalene-fused BODIPY with large Stokes shift as saturated-red fluorescent dye for living cell imaging

“…BODIPY M A N U S C R I P T A C C E P T E D ACCEPTED MANUSCRIPT 4 1 was synthesized in a yield of 45 % by reacting 2-methylpyrrole [18] with 1-naphthaldehyde in the presence of trifluoroacetic acid (TFA), followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). [19] BODIPY 2 was synthesized by oxidizing 1 with FeCl 3 with a yield of 31 %.…”