406491-13-2Relevant academic research and scientific papers
π-expanded α,β-unsaturated ketones: Synthesis, optical properties, and two-photon-induced polymerization
Nazir, Rashid,Bourquard, Florent,Baliunas, Evaldas,Smole, Sabina,Gray, David,Tkachenko, Nikolai V.,Farsari, Maria,Gryko, Daniel T.
, p. 682 - 690 (2015/03/04)
A library of π-expanded α,β-unsaturated ketones was designed and synthesized. They were prepared by a combination of Wittig reaction, Sonogashira reaction, and aldol condensation. It was further demonstrated that the double aldol condensation can be performed effectively for highly polarized styrene- and diphenylacetylene-derived aldehydes. The strategic placement of two dialkylamino groups at the periphery of D-π-A-π-D molecules resulted in dyes with excellent solubility. These ketones absorb light in the region 400-550 nm. Many of them display strong solvatochromism so that the emission ranges from 530-580 nm in toluene to the near-IR region in benzonitrile. Ketones based on cyclobutanone as central moieties display very high fluorescence quantum yields in nonpolar solvents, which decrease drastically in polar media. Photophysical studies of these new functional dyes revealed that they possess an enhanced two-photon absorption cross section when compared with simpler ketone derivatives. Due to strong polarization of the resulting dyes, values of two-photon absorption cross sections on the level of 200-300 GM at 800 nm were achieved, and thanks to that as well as the presence of the keto group, these new two-photon initiators display excellent performance so that the operating region is 5-75 mW in some cases.
Synthesis, fluorescence, and two-photon absorption of a series of elongated rodlike and banana-shaped quadrupolar fluorophores: A comprehensive study of structure-property relationships
Mongin, Olivier,Porres, Laurent,Charlot, Marina,Katan, Claudine,Blanchard-Desce, Mireille
, p. 1481 - 1498 (2008/02/04)
An extensive series of push-push and pull-pull derivatives was prepared from the symmetrical functionalization of an ambivalent core with conjugated rods made from arylene-vinylene or arylene-ethynylene building blocks, bearing different acceptor or donor
Synthesis and photophysical properties of new conjugated fluorophores designed for two-photon-excited fluorescence
Mongin, Olivier,Porres, Laurent,Moreaux, Laurent,Mertz, Jerome,Blanchard-Desce, Mireille
, p. 719 - 722 (2007/10/03)
(equation presented) Novel elongated push-push fluorophores (e.g., 9) were synthesized by 2-fold Sonogashira or Wittig-Horner reactions. Modulation of the length and topology of the conjugated connectors allows tuning of their photophysical properties. In
