Study on Excellent Photophysical Properties of an Asymmetric B-N-O Doped Bright Blue Fluorescent Dye with Strong Acid Resistance.

Abstract

Through a series of classical reactions, the organic fluorescent molecule with 15-(5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracen-7-yl)-10-phenyl-10,15-dihydrobenzofuro[3,2-a]indolo[3,2-c]carbazole (DPDC) as electron acceptor and carbazole group as electron donor was reproduced. Then the optical properties of DPDC in CH₃SO₃H、HCL、H₂SO₄、HNO₃ and other strongly acidic solutions were mainly discussed. The UV absorption shows that the absorption band near ~ 373 nm is mainly attributed to the structural strong absorption band of the n-π* electronic transition of the carbazole part and its adjacent conjugated molecule, and the addition of acidic solution has essentially no effect on the UV absorption of DPDC. The results of fluorescence test manifest that DPDC can still maintain excellent fluorescence emission and fluorescence stability under acidic conditions. Transmission electron microscopy results show that the addition of acidic solution changes DPDC from irregular clusters to uniform spheres. The highest occupied molecular orbital (HOMOs, EHOMO=-5.0012 eV) and the lowest unoccupied molecular orbital (LUMOs, ELUMO = 1.8096 eV) energy levels, band gap (∆ E = 3.1916 eV) and crystal configuration results further confirm the electrochemical and structural stability of DPDC. These data indicate that DPDC is expected to be a potential material for stable acid-resistant organic luminescent materials, which explores the possibility of DPDC for more applications, such as being applied to material surfaces as acid-resistant dyes.