Synthesis of near-infrared fluorescent two-photon-absorbing fluorenyl benzothiadiazole and benzoselenadiazole derivatives

Document Type

Article

Publication Date

1-1-2021

Abstract

A series of dyes 2−5 based on 5-thienyl-2,1,3-benzothiadiazole and 5-thienyl-2,1,3-benzoselenadiazole cores were synthesized as near-infrared-emitting two-photon-absorbing fluorophores. Fluorescence maxima wavelengths as long as 714 nm and quantum yields as high as 0.67 were realized. The fluorescence quantum yields of dyes 2−4 were nearly constant, regardless of solvent polarity. These diazoles exhibited large Stokes shifts (>110 nm) and high two-photon figure of merit. Cells incubated on a 3D scaffold with probe 4 (encapsulated in Pluronic micelles) exhibited bright fluorescence, enabling 3D two-photon fluorescence imaging to a depth of 100 μm.

Identifier

85016402187 (Scopus)

Publication Title

ACS Omega

External Full Text Location

https://doi.org/10.1021/acsomega.6b00289

e-ISSN

24701343

First Page

1149

Last Page

1156

Issue

6

Volume

1

Grant

PGAP210877

Fund Ref

Seventh Framework Programme

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