Perylene derivatives are based on perylene as the main structure. Perylene materials are a special class of fused ring structure compounds with excellent heat resistance, light fastness, solvent resistance and dyeing properties. Such materials have large π-π conjugated structures and exhibit excellent optoelectronic properties. In the field of small molecule semiconductor materials, perylene mainly uses perylene imide as a unit to synthesize semiconductor materials. Perylene imide is composed of two strong electron withdrawing imide units and a fused ring aromatic hydrocarbon perylene. Peryleneimide has excellent photoelectric effect such as strong π-π interaction, strong electron-withdrawing properties, high mobility, air stability, and strong absorption in the visible light region. As an n-type semiconductor, perylene material is widely used in organic photoconductors, organic solar cells, organic field effect transistors, light emitting diodes and other aspects.
Figure 1. The molecular structure of perylene
- Organic photoconductors: Organic photoconductors are the core components of xerography and laser printing. The bilayer photoreceptor device prepared by peryleneimide derivatives has excellent photoelectric conductivity. The stronger intermolecular forces of the disubstituted aliphatic and aromatic perylene imide derivatives continue to increase the photosensitivity of this class of materials. For xerography, conductors prepared by composites of phthalocyanine and perylene compounds can extend the spectral response range to the near-infrared, improving processing and photoconductive properties.
- Organic field effect transistor (OFET): Perylene compounds have high carrier mobility, especially perylene imide compounds. Introducing a conjugated system or electron-withdrawing group to the perylene host can reduce the LUMO (Lowest Unoccupied Molecular Orbital) energy level, improve the solubility, and improve the air stability. The excellent semiconductor properties promote the application of perylene semiconductor materials in the field of single crystal field effect transistors and thin film field effect transistors.
- Organic photovoltaic cells (OPVC): In the field of OPVC, perylene derivative materials can be used as typical n-type semiconductor materials. It forms a p-n type semiconductor material with phthalocyanine derivatives. The combination of perylene compounds and phthalocyanine compounds superimposes the absorption spectrum, which basically covers the solar spectrum, greatly improves the utilization rate of sunlight, and significantly increases the photoelectric conversion efficiency of OPVC.
- Organic Electroluminescence: Perylene derivatives have the characteristics of good photochemical and thermal stability, electron transport properties and tunable emission color, and are widely used in the field of organic electroluminescence. The fluorescence quantum efficiencies of most perylene derivatives in solution are very high. By inhibiting the intermolecular exciton coupling, the perylene compound films can obtain good luminescence properties.
- Yan Li, Lin Tan, Zhaohui Wang, Hualei Qian, Yubai Shi, Wenping Hu. Air-Stable n-Type Semiconductor: Core-Perfluoroalkylated Perylene Bisimides [J]. Org. Lett. 2008, 10, 4, 529–532.