Influences of molecular structures on the spectral properties and photostability of rhodamine dyes

Author:

Liu Yudong1,Chen Fan1,Sun Liang2,Zhang Zhizhong2,Chang Shunzhou2,Zhang Jinlong1,Tian Baozhu1

Affiliation:

1. East China University of Science and Technology

2. Research Institute of Physical and Chemical Engineering of Nuclear Industry

Abstract

Abstract Although the syntheses and applications of rhodamine dyes have been extensively researched, the photophysical properties and photostability have rarely been studied. In this study, we systematically investigated the photophysical properties and photostability of six rhodamine dyes by the spectrum measurements, photodegradation experiments and theoretical calculations. It was found that the following structural modifications can lead to the redshift of absorption and fluorescence emission spectra: Increasing the alkyls of amino on xanthene; forming rigid ring between the N-linked alkyl and xanthene; esterification of –COOH on benzene ring. The degradation experiments under 525 nm light irradiation indicated that increasing the alkyls of amino on xanthene improves the photostability, fixing the N-linked alkyls on the xanthene ring to form rigid rings would significantly reduce the photostability of rhodamine dyes, and the esterification of –COOH on benzene ring can increase the photostability to some extent. The results of DFT calculations showed that the esterification of − COOH decreases the dihedral angle D1 and increases D2, the variation trend of calculated absorption and emission wavelengths is consistent with the measured results, and the rhoodamine dyes with higher electrophilic index usually have higher photostability.

Publisher

Research Square Platform LLC

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