Push-Pull Heterocyclic Dyes Based on Pyrrole and Thiophene: Synthesis and Evaluation of Their Optical, Redox and Photovoltaic Properties

• Type: Article in International Scientific Journal
• Date: 2022-01-01

Authors

Sara S. M. Fernandes (Author) Other; Maria Cidália R. Castro (Author) Other; Dzmitry Ivanou (Author) FEUP; Adélio Mendes (Author) FEUP; Maria Manuela M. Raposo (Author) Other

Journal

Title: Coatings

Vol. 403

Pages: 1-12

ISSN: 2079-6412

Publisher: MDPI

Indexing

ISI Web of Knowledge - 0 Citations

Scopus - 0 Citations

Scientific classification

CORDIS: Physical sciences > Chemistry

FOS: Engineering and technology > Chemical engineering

Other information

Authenticus ID: P-00V-YND

DOI: 10.3390/coatings12010034

Abstract (EN): Three heterocyclic dyes were synthesized having in mind the changes in the photovoltaic, optical and redox properties by functionalization of 5-aryl-thieno[3,2-b]thiophene, 5-arylthiophene and bis-methylpyrrolylthiophene pi-bridges with different donor, acceptor/anchoring groups. Knoevenagel condensation of the aldehyde precursors with 2-cyanoacetic acid was used to prepare the donor-acceptor functionalized heterocyclic molecules. These organic metal-free dyes are constituted by thieno[3,2-b]thiophene, arylthiophene, bis-methylpyrrolylthiophene, spacers and one or two cyanoacetic acid acceptor groups and different electron donor groups (alkoxyl, and pyrrole electron-rich heterocycle). The evaluation of the redox, optical and photovoltaic properties of these compounds indicate that 5-aryl-thieno[3,2-b]thiophene-based dye functionalized with an ethoxyl electron donor and a cyanoacetic acid electron acceptor group/anchoring moiety displays as sensitizer for DSSCs the best conversion efficiency (2.21%). It is mainly assigned to the higher molar extinction coefficient, long pi-conjugation of the heterocyclic system, higher oxidation potential and strong electron donating capacity of the ethoxyl group compared to the pirrolyl moiety.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 12