Jump to main content
Jump to site search

Issue 1, 2017
Previous Article Next Article

Stimuli responsive furan and thiophene substituted difluoroboron β-diketonate materials

Author affiliations

Abstract

Difluoroboron β-diketonate (BF2bdk) compounds exhibit solid-state switchable luminescence under excitation by UV light. This property is usually manifested as a blue-shift in emission when dye films are thermally annealed followed by a red-shift in response to mechanical shear (i.e. mechanochromic luminescence). Here we report thiophene and furan heterocycle-substituted dyes bearing short methoxy and long dodecyloxy chain substituents. Optical properties of the dyes were investigated in solution, pristine powders, and films on paper and glass. The structural and thermal properties of the dyes were also investigated by powder X-ray diffraction (XRD) and differential scanning calorimetry (DSC), respectively. The methoxy-substituted dyes exhibited neither thermal nor mechano-responsive behavior, however, addition of a longer C12 alkoxyl chain substituent resulted in stimuli-responsive behavior. The furan and thiophene dodecyloxy-substituted dyes both exhibit high-contrast reversible luminescence switching between crystalline, blue-shifted and amorphous red-shifted emissive states. For the furan dye, gentle heating produced a green emissive form while melting followed by rapid cooling produced an orange emissive form. The thiophene dye, on the other hand, exhibited blue-shifted emission when annealed below its melting temperature and red-shifted emission when smeared (mechanochromic luminescence). These transformations for both dyes were found to be completely reversible, making them potential candidates for applications requiring reusable, functional materials.

Graphical abstract: Stimuli responsive furan and thiophene substituted difluoroboron β-diketonate materials

Back to tab navigation

Supplementary files

Article information


Submitted
13 Apr 2016
Accepted
11 May 2016
First published
29 Jul 2016

Mater. Chem. Front., 2017,1, 158-166
Article type
Research Article

Stimuli responsive furan and thiophene substituted difluoroboron β-diketonate materials

W. A. Morris, T. Butler, M. Kolpaczynska and C. L. Fraser, Mater. Chem. Front., 2017, 1, 158 DOI: 10.1039/C6QM00008H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements