Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 21st October 2020 from 07:00 AM to 07:00 PM (BST).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 22, 2017
Previous Article Next Article

Design, synthesis and photophysical studies of styryl-based push–pull fluorophores with remarkable solvatofluorochromism

Author affiliations

Abstract

A library of 20 styryl-based push–pull dyes derived from 6-amino substituted benzothiazoles were prepared by an efficient and practical synthetic route from low-cost starting materials. The dyes were firstly designed to present an effective anchoring site for subsequent conjugation. A series of aryl scaffolds, from substituted phenyl rings containing electron donating and withdrawing groups to polycyclic aromatic derivatives, were screened. The inductive effect of N-alkyl substituted benzothiazoles was also explored for three different arrangements. The investigation of the structure–photophysics relationship was performed by UV-vis absorption and steady-state fluorescence emission measurements in solution and by TD-DFT calculations. The dyes presented high brightness, absorption bands in the visible range (∼370–453 nm) and large solvatofluorochromism comprising all the visible spectrum, as a consequence of the strong intramolecular charge transfer (ICT) nature of their excited state.

Graphical abstract: Design, synthesis and photophysical studies of styryl-based push–pull fluorophores with remarkable solvatofluorochromism

Back to tab navigation

Supplementary files

Article information


Submitted
22 Aug 2017
Accepted
13 Oct 2017
First published
16 Oct 2017

New J. Chem., 2017,41, 13760-13772
Article type
Paper

Design, synthesis and photophysical studies of styryl-based push–pull fluorophores with remarkable solvatofluorochromism

M. Safir Filho, S. Fiorucci, A. R. Martin and R. Benhida, New J. Chem., 2017, 41, 13760
DOI: 10.1039/C7NJ03142D

Social activity

Search articles by author

Spotlight

Advertisements