Selective Synthesis and Photoluminescence Study of Pyrazolopyridopyridazine Diones and N-Aminopyrazolopyrrolopyridine Diones

摘要

The newly designed luminol structures of pyrazolopyridopyridazine diones and -aminopyrazolopyrrolopyridine diones were synthesized from versatile 1,3-diaryfuropyrazolopyridine-6,8-diones, 1,3-diarylpyrazolopyrrolopyridine-6,8-diones, or 1,3-diaryl-7-methylpyrazolopyrrolopyridine-6,8-diones with hydrazine monohydrate. Photoluminescent and solvatofluorism properties containing UV–Vis absorption, emission spectra, and quantum yield (Φ ) study of pyrazolopyridopyridazine diones and -aminopyrazolopyrrolopyridine diones were also studied. Generally, most of pyrazolopyrrolopyridine-6,8-diones exhibited the significant fluorescence intensity and the substituent effect when compared with -aminopyrazolopyrrolopyridine diones, particularly for and with a -chloro group. Additionally, the fluorescence intensity of was significantly promoted due to the suitable conjugation conformation. Based on the quantum yield (Φ ) study, the value of compound (0.140) with planar structural skeletal was similar to that of standard luminol ( , 0.175).