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Dithienylthiazolothiazole with B ← N Bond toward Electron-Deficient BN Embedded Polycyclic Heteraromatic Molecule
Jiabin Zhang1, Yan Feng1, Tongtong Dang1
1School of Chemistry and Chemical Engineering, State Key Laboratory of Synergistic Chem-Bio Synthesis, Shanghai Key Laboratory of Electrical Insulation and Thermal Aging, Shanghai Jiao Tong University, Shanghai 200240, China.
None:
A novel chemically stable boron-nitrogen (BN) embedded dithienylthiazolothiazole unit was synthesized, namely BNTz, with mesitylene group linked to the four-coordinate boron atom. The B ← N bond is crucial in facilitating a rigid and coplanar conformation, reducing the LUMO energy level. Consequently, the BNTz unit demonstrates significant electron mobility (8.14 × 10-4 cm2 V-1 s-1), possesses low LUMO energy levels (-3.73 eV), and shows strong absorbance within the visible spectrum. A thorough examination of the electrochemical and photophysical characteristics, along with theoretical analyses, was conducted. It was observed that fluorescence quenching occurs between PBDB-T and the BNTz, suggesting effective exciton dissociation. BNTz holds potential for further development in constructing novel n-type semiconductors.
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