Synthesis, Stepwise Bromination, and Functionalization of Picene Diimide
Xin Wang1, Li Chen2, Nuoya Li1
1School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, Wuhan, 430070, China.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|March 2, 2023
Summary
Researchers synthesized novel picene diimide (PiDI) derivatives for n-type organic semiconductors. Tetracyanated PiDI demonstrated promising electron mobility, highlighting its potential for advanced electronic materials.
Area of Science:
- Materials Science
- Organic Electronics
- Semiconductor Research
Background:
- Polycyclic aromatic hydrocarbon (PAH) diimides are crucial for n-type organic semiconductors.
- Advancing organic semiconductor performance requires novel PAH diimide building blocks.
Purpose of the Study:
- To design and synthesize new picene diimide (PiDI) derivatives.
- To explore the functionalization of PiDI for electronic applications.
Main Methods:
- Stepwise bromination of PiDI to create various bromo-derivatives.
- Cyanation of tetrabromo-PiDI to yield tetracyanated PiDI.
Main Results:
- Successfully synthesized 13-monobromo-, 13,14-dibromo-, 2,13,14-tribromo-, and 2,11,13,14-tetrabromo-PiDI.
- Tetracyanated PiDI exhibited an electron mobility of 0.073 cm²/V·s.
- Demonstrated PiDI's utility as a versatile building block.
Conclusions:
- PiDI derivatives offer a pathway to new n-type organic semiconductors.
- Tetracyanated PiDI shows potential for high-performance organic field-effect transistors (OFETs).
- This work expands the diversity of PAH diimide materials for optoelectronics.
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