Subtle Molecular Engineering around Flavin core for Stimuli-Responsive Solid-State Luminophore

Area of Science:

• Organic Chemistry
• Materials Science
• Supramolecular Chemistry

Background:

• Flavin analogues are crucial in various chemical and biological processes.
• Stimuli-responsive materials offer advanced functionalities for technological applications.
• Controlling solid-state properties of organic molecules is key for developing new materials.

Purpose of the Study:

• To design and synthesize novel flavin analogues with stimuli-responsive solid-state properties.
• To investigate the emissive behavior of Phenyl Flavin (PhFl) and Pyridinyl Flavin (PyFl).
• To explore the potential of these analogues as ink-free rewritable materials.

Main Methods:

• Synthesis of PhFl and PyFl with covalently linked phenyl and pyridinyl rings to isoalloxazine.
• Characterization of stimuli-responsive properties in the solid state.
• Analysis of switching mechanisms using single crystal- and powder-X-ray diffraction.
• Differential scanning calorimetry (DSC) studies.
• Demonstration of rewritable material application using a dip-in method.

Main Results:

• Successful synthesis of two novel flavin analogues, PhFl and PyFl.
• PyFl demonstrated significant and reversible solid-state emissive behavior in response to external stimuli.
• Structural and thermal analyses elucidated the mechanism behind the switching behavior.
• The potential for ink-free rewritable applications was successfully demonstrated.

Conclusions:

• Novel flavin analogues PhFl and PyFl were synthesized and characterized.
• PyFl exhibits promising stimuli-responsive emissive properties, suitable for advanced material applications.
• The findings pave the way for developing new rewritable materials based on flavin chemistry.