A bright yellow emissive dye configured by attaching triarylamine to naphthalimide with -NHN= bridge

摘要

In this contribution, a dye (TPN) with 1,8-naphthalimide and triphenylamine incorporated together was linked by NHN bridge. It was fully characterized by NMR and HRMS spectroscopic techniques. Highly emissive character was observed in weak and medium polar solvent. The emission maximum varied from 494 (green) to 564nm (orange). In polycarbonate film, TPN is also highly emissive with 550nm emission peak. While in solid, the emission peak was shifted to red region due to the tightly molecular packing. The propeller like configuration of triphenylamine avoids regular packing and leads to the emission character in solid. Calculation of frontier molecular orbitals uncovers the underlying mechanism of solvatochromism.