peri-Acenoacene Ribbons with Zigzag BN-Doped Peripheries

Area of Science:

• Materials Science
• Organic Chemistry
• Nanotechnology

Background:

• Graphenoid nanoribbons are of interest for electronic applications.
• Precise doping of nanoribbons is challenging.
• Controlling edge structures is crucial for material properties.

Purpose of the Study:

• To synthesize BN-doped graphenoid nanoribbons with specific edge motifs.
• To investigate the impact of doping and backbone extension on electronic and optical properties.
• To explore their potential as p-type organic semiconductors.

Main Methods:

• Synthesis of BN-doped graphenoid nanoribbons via N-directed borylation.
• Characterization using X-ray single-crystal diffraction.
• Optical studies including steady-state absorption and emission.
• Electrochemical analysis.

Main Results:

• Successful synthesis of BN and NBN motifs at zigzag edges of nanoribbons.
• Confirmation of nanoribbon structure and doping via X-ray diffraction.
• Systematic bathochromic shift in UV-vis absorption and emission with backbone elongation.
• Observation of thermally activated delayed fluorescence (TADF) and phosphorescence.
• Lowering of oxidative potential with π-extension, indicating p-type semiconductor behavior.

Conclusions:

• BN-doped graphenoid nanoribbons with controlled edge structures were synthesized.
• The materials exhibit tunable optoelectronic properties dependent on backbone length.
• These nanoribbons are promising candidates for developing advanced p-type organic semiconductors.