Issue 8, 2011

Photochromic and photophysical properties of new benzo- and naphtho[1,3]oxazine switches

Abstract

A new set of photochromic hindered benzo- and naphtho[1,3]oxazines with fast switching speed between the closed and open form were synthesised. Laser excitation of these uncoloured molecules (with ∼10 ns FWHM pulses) leads to the cleavage of the C–O bond and opening of the oxazine ring in less than 20 ns, generating a thermally unstable coloured zwitterionic species that reverts in few nanoseconds to the initial oxazine closed form. For these derivatives a detailed spectroscopic and photophysical study was undertaken involving measurements of absorption and phosphorescence spectra, phosphorescence quantum yields (ϕPh), phosphorescence lifetimes (τPh), triplet energies (ET), singlet oxygen (ϕΔ) and ring opening photoreaction (ϕ) quantum yields, reisomerization kinetics and the zwitterionic form lifetime. A remarkable solvent effect on the lifetime of the photogenerated species was observed.

Graphical abstract: Photochromic and photophysical properties of new benzo- and naphtho[1,3]oxazine switches

Supplementary files

Article information

Article type
Paper
Submitted
10 Feb 2011
Accepted
09 May 2011
First published
27 Jun 2011

Photochem. Photobiol. Sci., 2011,10, 1346-1354

Photochromic and photophysical properties of new benzo- and naphtho[1,3]oxazine switches

Y. Prostota, P. J. Coelho, J. Pina and J. Seixas de Melo, Photochem. Photobiol. Sci., 2011, 10, 1346 DOI: 10.1039/C1PP05067B

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.

Spotlight

Advertisements