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Synthesis and photophysical characterization of isoindigo building blocks as molecular acceptors for organic photovoltaics.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy (2018-05-23)
Haluk Dinçalp, Gözde Murat Saltan, Ceylan Zafer, Adem Mutlu
ABSTRACT

Five isoindigo-based donor-acceptor-donor (D-A-D) type small molecules have been synthesized in order to investigate their intramolecular charge transfer characteristics. UV-vis absorption of these dyes exhibits a wide absorption band ranging from 300 to 650 nm with two distinct bands, giving the narrow bandgaps between 1.72 and 1.85 eV. Taking into account their HOMO-LUMO energy levels and bandgaps, isoindigo dyes have been used in the active layer of organic solar cell (OSC) devices. When these small molecule semiconductors were used as acceptors with the donor poly(3-hexylthiophene-2,5-diyl (P3HT) polymer in the inverted OSC devices, the highest power conversion efficiency (PCE) was obtained as 0.10% for pyrene-substituted isoindigo derivative.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
5-Formyl-2-thienylboronic acid, ≥95.0%
Sigma-Aldrich
2,5-Dibromonitrobenzene, 99%
Sigma-Aldrich
5-Indolylboronic acid, ≥95%
Sigma-Aldrich
1,3-Propylene sulfite, 99%
Sigma-Aldrich
Dibenzo[b,d]thien-2-ylboronic acid, AldrichCPR

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