Photoactive amorphous molecular materials based on bisquinoline diamines and their synthesis by Friedländer condensation reaction

• Synthesis of bisquinoline diamines as amorphous molecular materials.
• Materials with high glass transition temperatures and high thermal stabilities.
• Light emission with narrow full-widths at half-maxima (fwhm).
• Solution high quantum efficiencies.

A new class of bisquinoline diamines prepared by Friedländer condensation reaction are reported showing stable amorphous state with high glass transition temperatures up to 150 °C and high thermal stabilities >370 °C. Additionally, they show excellent fluorescent properties in the blue, green and yellow region of visible light in both solution and solid states. They show narrow full-widths at half-maxima in the range of 52–73 nm in various organic solvents. Their solution quantum efficiencies are relatively high in the range of 27–38%. The absorption spectra obtained from time-dependent density functional theory (TDDFT) using optimized geometry correlated well with the experimental data. From the frontier molecular orbital studies, the electronic transitions involved possesses π–π* character. These materials could be useful for high-performance applications in opto- and microelectronic fields either by further chemical transformations of these diamines for amorphous molecular materials or by their polymerization reactions to create charge transporting materials.

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