Benzophenanthrothiophenes: Syntheses, Crystal Structures, and Properties.

Area of Science:

• Organic Chemistry
• Materials Science
• Solid-State Physics

Background:

• Polycyclic heteroarenes are crucial organic semiconductors.
• Developing novel molecular architectures is key to enhancing electronic properties.

Purpose of the Study:

• To synthesize a new class of polycyclic heteroarenes based on benzo[3,4]phenanthro[1,2-b]benzo[3,4]phenanthro[2,1-d]thiophene (BPBPT).
• To investigate the structure-property relationships governing their electronic behavior.
• To evaluate their performance in organic electronics.

Main Methods:

• Regioselective Scholl reactions were employed for BPBPT synthesis.
• Single-crystal X-ray diffraction was used to determine molecular packing.
• Theoretical calculations assessed electronic coupling and charge mobility.
• Fabrication and testing of p-channel field-effect transistors.

Main Results:

• A new class of BPBPTs was successfully synthesized.
• Molecular structures displayed twisted bridges and varied π-stacking motifs.
• Theoretical calculations predicted promising charge transport properties.
• A highest charge mobility of 2.03 cm^2 V^-1 s^-1 was achieved in a fabricated transistor.

Conclusions:

• The synthesized BPBPTs represent a promising new class of organic semiconductors.
• Molecular design and solid-state packing significantly influence charge mobility.
• These materials hold potential for advanced organic electronic applications.