Synthesis and Optical Properties of a Series of Push-Pull Dyes Based on Pyrene as the Electron Donor

Fifteen push-pull dyes comprising the tetracyclic polyaromatic pyrene have been designed and synthesized. The optical properties of the fifteen dyes have been examined in twenty-two solvents of different polarities. Surprisingly, contrarily to what is classically observed for push-pull dyes of D-pi-A structures, a negative solvatochromism could be found for numerous dyes. The photoluminescence and thermal properties of the dyes were also examined. Theoretical calculations were carried out to support the experimental results.

Automated summary

Fifteen push-pull dyes based on tetracyclic polyaromatic pyrene were synthesized and their optical properties were investigated in twenty-two solvents with different polarities. Surprisingly, contrary to conventional D-pi-A push-pull dyes, negative solvatochromism was observed in many of the dyes. Photoluminescence and thermal properties were also examined, and theoretical calculations were conducted to support the experimental findings.