Naphthalene is the simplest fused-ring aromatic hydrocarbon, which is formed by the fusion of two benzene rings sharing two adjacent carbon atoms. Naphthalene has a small band gap, molecular planar rigid structure and good electron transport ability. In semiconductor materials, naphthalene rings are mostly extended derivatives with the structure of naphthalimide as the main body. Naphthalimide is a strong, planar, rigid molecule. Naphthalimide is a strong, planar, rigid molecule. Four strong electron-withdrawing groups make naphthalimide very stable in air, with high electron affinity and many sites that can be modified. On the one hand, it can be modified on the N atom to introduce different alkyl chains to change the solubility and stacking mode of the molecule. On the other hand, various functionalized molecules can be formed by cyclic expansion or linear connection to be applied in electronic devices. Naphthalimide and its derivatives are a class of classical n-type organic semiconductor materials, which have attracted much attention due to their low LUMO (Lowest Unoccupied Molecular Orbital) energy levels, good thermal and chemical stability The π-extended naphthalene diimide derivatives exhibit good air stability and high electron mobility, and are promising organic semiconductor materials.
Figure 1. Chemical structure of naphthalene
- Complementary organic circuits: The combination of p-type organic thin film transistors and n-type organic thin film transistors can fabricate low-power complementary organic circuits. Naphthalene compounds have large conjugation centers and π-electron delocalization, and have strong electron and hole transport capabilities. Therefore, organic thin film transistors fabricated from naphthalene-based n-type semiconductor materials can reduce the power consumption of complementary organic circuits.
- Organic sensors: A sensor is a device that can input information and output signals, and has a sensitive element, a signal conversion element, an external light circuit and a detector. The sensitive element is the core component, which can utilize various physical phenomena, chemical and biological reaction principles to input signals. Naphthalene compounds containing different sensitive groups can be used in the field of sensors to detect signal changes with high sensitivity.
- Organic Electroluminescence (OLED): The process of light radiation generated by organic active materials under the action of an electric field is organic electroluminescence. Functional materials for preparing OLED devices need to have good thermal stability and electrochemical stability. Naphthalene-based semiconductor materials are a class of materials with good stability, which can be used as transport materials in OLED devices to enhance device life and device stability.
- Lijia Yan,Filip Popescu,M. Rajeswara Rao,Hong Meng,Dmitrii F. Perepichka. A Wide Band Gap Naphthalene Semiconductor for Thin-Film Transistors [J]. Adv. Electron. Mater., 2017, 3, 5, 1600556.