The Role of Electron-Donating Subunits in Cross-linked Bodipy Polymer Films.

A new method for synthesizing cross-linked BODIPYs using a radical-based thiol-ene click reaction has been developed. This method is simple, efficient, and cost-effective, and it produces polymers with unique optical, electrochemical, and surface morphology properties. Significant blue shifts in absorption and photoinduced electron transfer in emissions were observed in the cross-linked BODIPY thin films. Cross-linking also led to the restriction of conjugation, which resulted in the breakage of the terminal vinyl group, an increase in the oxidation potential, and a slight upshift in the HOMO position. As a result, the electrochemical band gap was widened from 1.88 to 1.94 eV for polymer bearing N,N-dimethylamino-BODIPY and from 1.97 to 2.02 eV for polymer bearing N,N-diphenylamino-BODIPY moieties. Monomer thin films formed planar surfaces due to crystallinity, while amorphous cross-linked BODIPY polymers formed more rough surfaces. Additionally, photopatterning on the film surface was successfully performed using different patterned masks. This new method for synthesizing cross-linked BODIPYs has the potential to be used in a variety of applications, including organic electronics, bioimaging, and photocatalysis. This article is protected by copyright. All rights reserved.