High-Efficiency Light Emitters: 10-(Diphenylphosphoryl)-anthracenes from One-Pot Synthesis Including C-O-P to C-P(═O)...

Area of Science:

• Organic Chemistry
• Materials Science
• Photophysics

Background:

• Anthracene derivatives are crucial in organic electronics.
• Developing efficient synthetic routes for functionalized anthracenes is essential.

Purpose of the Study:

• To report a novel one-pot synthesis of 10-(diphenylphosphoryl)-anthracenes.
• To explore the impact of various donor-acceptor substituents on photophysical properties.
• To investigate postsynthetic functionalization and aggregation effects.

Main Methods:

• One-pot synthesis catalyzed by TMSOTf.
• Phosphinite-to-phosphine oxide rearrangement and cyclization.
• Photoluminescence quantum yield measurements in solution and solid states.

Main Results:

• Successful synthesis of multisubstituted 10-(diphenylphosphoryl)-anthracenes in 24-60% yields.
• Achieved excellent photoluminescence quantum yields up to 95%.
• Demonstrated the influence of substituents and aggregation on optoelectronic properties.

Conclusions:

• The developed method offers an efficient route to functionalized anthracene emitters.
• These compounds exhibit high luminescence efficiency, suitable for optoelectronic devices.
• Understanding substituent and aggregation effects is key for material design.