Solid state red biphotonic excited emission from small dipolar fluorophores. Issue 4 (24th December 2015)

• Record Type: Journal Article
• Authors: Ipuy, Martin; Liao, Yuan-Yuan; Jeanneau, Erwann; Baldeck, Patrice L.; Bretonnière, Yann; Andraud, Chantal
• Is Part Of: Journal of materials chemistry. Volume 4:Issue 4(2016)
• Page Start: 766
• Page End: 779
• Publication Date: 2015-12-24
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Optical materials -- Research -- Periodicals; Electronics -- Materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c5tc03465e
• Languages: English
• ISSNs: 2050-7526

Abstract

Abstract : Dyes emitting in the solid state in the red or near-infrared range are much sought after for application in bioimaging especially if the long emission wavelength can be combined with two-photon excitation to provide unique contrast and penetration depth. Abstract : Dyes emitting in the solid state in the red or near-infrared range are much sought after for application in bioimaging especially if the long emission wavelength can be combined with two-photon excitation to provide unique contrast and penetration depth. In this article we present a series of small push– pull dipolar fluorophores based on 2-dicyanomethylene-3-cyano-4, 5, 5-trimethyl-2, 5-dihydrofurane as electron accepting group. Compounds1a–1m differ only by the number (one, two or three) and the position of methoxy groups on the electron-donor part. If these compounds are weakly emissive in dilute solution, they exhibit aggregation-induced emission properties and exciting solid state emission in the red – near infrared range very different from one compound to another highlighting the role of the number and of the position of the methoxy electron-donor groups. The solid-state properties were studied by fluorescence spectroscopy and the solid state structures were analyzed by X-ray diffraction showing the presence of a long chain of specific aggregates for the emitting species. Finally, the two-photon excitation properties were measured over the range 780–920 nm directly on the solid.