Synthesis and photophysical properties of fluorine substituted end group for benzo[1, 2-b:4, 5-b’] diselenophene-based small molecule acceptor

Yan-Qiang Liu,Jin-Liang Wang,M.M.H Mostafa,S Manickam

doi:10.1051/e3sconf/202126102026

Yan-Qiang Liu, Jin-Liang Wang + Show 2 more

Open Access

https://doi.org/10.1051/e3sconf/202126102026

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Abstract

A-D-A types non-fullerene small molecule acceptors (NF-SMAs) have achieved excellent progress in recent years, while the development of series of new materials. Herein, a new NF-SMA, namedBDSe-4F, based on linear benzo[1, 2-b:4, 5-b’] diselenophene with the difluorinated 5, 6-difluoro-3(dicyanomethylene) indanone (IC-2F) was synthesized and investigated. Due to the introduction ofIC-2F, the intramolecular charge transfer is enhanced. Furtherly, theBDSe-4Fexhibits a wider absorption from 600-800 nm in solution. From solution to film, the absorption spectrum shows an obvious red-shifted in the range of 800-900 nm and the maximum absorption peak red-shifted at 31 nm, suggesting that much stronger intermolecular interactions caused by non-covalent bond of F....S,F.... Se, and S....O. TheBDSe-4Fpossesses good spectral absorption range and excellent molecular stacking, which beneficial to achieve highJSC and electron mobility. These results illustrate that the synergistic strategy of using benzo[1, 2-b:4, 5-b’] diselenophene core unit andIC-2Fend group is a promising strategy to enhance performance in organic solar cells.

Highlights

Solution-processed bulk-heterojunction (BHJ) organic solar cell (OSCs) have advantages of flexible, low-cost and large-area printing via roll-to-roll process.[1,2,3,4] The power conversion efficiencies (PCE) of OSCs could improve along with synthesis of new materials and innovation of fabrication techniques.[5,6,7] On the other hand, as the important component of the active layer, nonfullerene small molecule acceptors (NF-SMAs) play an important role in order to blend with SMAs scientifically and achieve optimal morphology
Over the last few years, lots of molecular engineering strategies have been exploited in the synthesis of A-D-A type NF-SMAs to improve the performance of organic solar cells.[12,13,14,15]
The maximum absorption peaks of BDSe-4F is exhibited at 725 nm in dilute chloroform solutions

Summary

Introduction

Solution-processed bulk-heterojunction (BHJ) organic solar cell (OSCs) have advantages of flexible, low-cost and large-area printing via roll-to-roll process.[1,2,3,4] The power conversion efficiencies (PCE) of OSCs could improve along with synthesis of new materials and innovation of fabrication techniques.[5,6,7] On the other hand, as the important component of the active layer, nonfullerene small molecule acceptors (NF-SMAs) play an important role in order to blend with SMAs scientifically and achieve optimal morphology. Over the last few years, lots of molecular engineering strategies have been exploited in the synthesis of A-D-A type NF-SMAs to improve the performance of organic solar cells.[12,13,14,15] Generally, the design strategies of AD-A type NF-SMAs depend on the following two parts: the central donor core (D) and electron-withdrawing end groups (A). BDSe-4F based on linear benzo[1,2-b:4,5-b ] diselenophene as donor core with the difluorinated 5,6difluoro-3-(dicyanomethylene) indanone (IC-2F) electron-withdrawing units.

Results

Conclusion