Issue 37, 2012

Theoretical insight into linear optical and two-photon absorption properties for a series of N-arylpyrrole-based dyes

Abstract

N-arylpyrrole-based dyes possessing excellent opto-electronic properties are promising candidates for two-photon fluorescence labeling materials. The systematic investigation of novel N-arylpyrrole derivatives is of great importance for both fine-tuning electronic spectra and designing two-photon absorption (2PA) materials. We thoroughly studied influences of the π-conjugated center and N-substituted pyrrole moieties on the linear optical and 2PA properties. Our results show that introducing N-arylpyrrole produces bathochromic-shifts of the absorption and emission bands and an enhancement of the 2PA cross section (δmax), demonstrating that the electron-rich pyrrole moieties can efficiently increase intramolecular charge transfer. Substitution of fluorenyl with benzothiadiazole produces the lower energy gap, higher emission lifetime, red-shift of 2PA spectra and larger δmax. The absorption and emission bands are highly dependent on the nature of the active building blocks. The aromatic rings attached to pyrrole can modulate the absorption peaks in the high energy and thus subtly modify the electronic properties.

Graphical abstract: Theoretical insight into linear optical and two-photon absorption properties for a series of N-arylpyrrole-based dyes

Supplementary files

Article information

Article type
Paper
Submitted
13 May 2012
Accepted
27 Jul 2012
First published
30 Jul 2012

Org. Biomol. Chem., 2012,10, 7527-7535

Theoretical insight into linear optical and two-photon absorption properties for a series of N-arylpyrrole-based dyes

X. Liu, J. Guo, A. Ren, Z. Xu, S. Huang and J. Feng, Org. Biomol. Chem., 2012, 10, 7527 DOI: 10.1039/C2OB25916H

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

Spotlight

Advertisements