β-Functionalized Imidazole-Fused Porphyrin-Donor-Based Dyes: Effect of π-Linker and Acceptor on Optoelectronic and Photovoltaic Properties

Govardhana Babu Bodedla, Hongda Wang, Shuai Chang, Song Chen, Tao Chen*, Jianzhang Zhao, Rick W K WONG, Xunjin ZHU

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

We have designed and synthesized three new donor (D)-linker (π)-acceptor (A) type β-functionalized imidazole-fused porphyrins, 4 a-4 c by grafting the acceptor such as cyanoacrylic acid/carboxylic acid at 2nd position of imidazole fused to the β,β′ edge of porphyrin donor via π-linker such as thiophene/phenylene and examined them as sensitizers for dye-sensitized solar cells (DSSCs). The structure-activity relationships of the dyes are systematically investigated by using absorption spectroscopy, cyclic voltammetry, and density functional theory calculations. Dyes, 4 a and 4 b possessing cyanoacrylic acid acceptor exhibited broadened Soret bands compared with that of dye 4 c containing carboxylic acid acceptor, which led to good light-harvesting properties and thereby broader IPCE curves. The DSSCs of the dye, 4 a possessing thiophene linker and cyanoacrylic acid acceptor exhibit higher power conversion efficiency than the analogous dyes, 4 b and 4 c with phenylene π-linker and cyanoacrylic acid or carboxylic acid acceptor. The hike in the efficiency comes from the increased short-circuit current and open-circuit voltage due to reduced dye aggregation. Electrochemical impedance spectroscopy studies reveal that the life-time of the injected electrons in the conduction band of TiO2 and charge recombination rate at the TiO2/dye/electrolyte interface mainly dependent on nature of π-linker and acceptor of the dyes.

Original languageEnglish
Pages (from-to)2558-2564
Number of pages7
JournalChemistrySelect
Volume3
Issue number9
DOIs
Publication statusPublished - 7 Mar 2018

Scopus Subject Areas

  • Chemistry(all)

User-Defined Keywords

  • Acceptor, β-Functionalization
  • Dye-sensitized solar cells
  • Fused imidazole-porphyrin donor
  • Optical spectra, π-Linker

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