Journal
DYES AND PIGMENTS
Volume 171, Issue -, Pages -Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2019.107687
Keywords
A-pi-D-pi-A small molecule; pi-Conjugated bridge; Organic solar cells; Optoelectronic properties; Diindole[3,2-b:4,5-b ']pyrrole
Funding
- National Natural Science Foundation of China [21574111]
- Hunan 2011 Collaborative Innovation Center of Chemical Engineering & Technology with Environmental Benignity and Effective Resource Utilization
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Three new A-pi-D-pi-A type small molecules (DIP-T, DIP-HT, and DIP-HTT) employing diindole[3,2-b:4,5-b'] pyrrole (DIP) as the electron-rich donor (D) block, indenedione as the electron-deficient acceptor (A) group, and thiophene, 3-hexylthiophene, or 4-hexyl-2,2'-dithiophene as the conjugated pi-bridge, are designed, synthesized and characterized as donor materials for organic solar cells (OSCs). The effects of the length and steric hindrance of the thiophene-containing pi-bridges on the molecular configuration, optical, electrochemical and charge-transport properties were investigated by theory calculations, UV-vis spectroscopy, cyclic voltammetry, and the space-charge-limited current method, respectively. These DIP-based small molecules (SMs) show excellent solubility and good thermal stability. DIP-T with thiophene as pi-bridge shows wider and stronger absorption, higher-lying HOMO energy level, higher hole mobility and superior active layer morphology in comparison with that of DIP-HT and DIP-HTT with 3-hexylthiophene and 4-hexyl-2,2'-dithiophene as the conjugated pi-bridge, respectively. As a result, the optimized OSC based on DIP-T exhibits an obviously higher power conversion efficiency (PCE) of 4.65% with relative to the other two SMs. So far, this is the first report of developing the A-pi-D-pi-A type SMs with a DIP donor core for application in organic electronic devices. Our results indicate that the pentacyclic DIP can be a potential and attractive donor building block for developing efficient A-pi-D-pi-A type SMs donor materials.
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