Synthesis, structure, and photoluminescence of organosilicon based compounds containing stilbene, butadiene or styrene subunits

Seven silicon based model compounds that contain stilbene, butadiene or styrene subunits with different molecular structures were synthesized and characterized by NMR spectroscopy and single crystal X-ray crystallography. The UV–Vis absorption and photoluminescence spectra were measured in THF solution as well as in the solid state. The interpretation of the spectra reveals that the absorption and emission properties of the compounds originate from the stilbene or butadiene molecular subunits. This investigation provides basic information about the influence of silicon groups, molecular structures and substituents at silicon to absorption and emission properties in organic compounds. Furthermore, due to the functionality of the phenylethynyl substituents at silicon, these compounds may serve as optical active tools and precursors for the introduction of interesting physical properties into new materials for different applications.

Graphical abstractA series of novel organosilicon based compounds (such as 2, 3, 6–8) was synthesized by basic organic and organometallic reaction routes. The compounds were fully characterized and their photoluminescence spectra were recorded. Owing to their optoelectronic properties these compounds might be useful precursors for the design of new materials, such as sensitive sensors, optical switches and luminescent polymers.Figure optionsDownload full-size imageDownload as PowerPoint slide