High-resolution
organic light-emitting diode (OLED) display industries
are in significant demand for organic light-emitting materials of
narrow-band emission. However, current organic light-emitting materials,
especially the orange–red luminophores, usually exhibit broad
emission as a result of the large structural relaxation as well as
vigorous vibronic couplings in the excited state. In this study, a
novel molecule, 2,2′-(7-phenylquinolino[3,2,1-de]acridine-5,9-diylidene)dimalononitrile (QADMA-Ph), with methylenemalononitrile
as the acceptor and acridine as the donor, is designed and synthesized.
According to the analysis of photophysical properties and theoretical
computation, we found that the strong intramolecular charge transfer
character endows QADMA-Ph with a favorable bandgap to the orange–red
emission region. Benefiting from the confined π conjugation
of the acceptor and donor within the locked-in and nonplanar structure,
the excited state of QADMA-Ph presents dominant low-frequency vibronic
coupling arising from the twisting vibration of the nonplanar core
and the rotating vibration of the peripheral substituent. Consequently,
QADMA-Ph exhibits a narrow-band emission at 568 nm with a full width
at half maximum (fwhm) of 41 nm/0.13 eV in the diluted toluene solution.
The corresponding OLED emitted a narrow electroluminescence at 592
nm with a fwhm of 54 nm/0.19 eV.