π-Expanded α,β-unsaturated ketones: synthesis, optical properties, and two-photon-induced polymerization.

摘要: A library of p-expanded a,b-unsaturated ketones was designed and synthesized. They were prepared by a combination Wittig reaction, Sonogashira aldol condensation. It further demonstrated that the double condensation can be performed effectively for highly polarized styreneand diphenylacetylene-derived aldehydes. The strategic placement two dialkylamino groups at periphery D-p-A-pD molecules resulted in dyes with excellent solubility. These absorb light region 400–550 nm. Many them display strong solvatochromism so emission ranges from 530–580 nm toluene to near-IR benzonitrile. Ketones based on cyclobutanone as central moieties very high fluorescence quantum yields nonpolar solvents, which decrease drastically polar media. Photophysical studies these new functional revealed they possess an enhanced two-photon absorption cross section when compared simpler ketone derivatives. Due polarization resulting dyes, values sections level 200–300 GM 800 achieved, thanks well presence keto group, initiators performance operating is 5–75 mW some cases.