Issue 39, 2010
From the journal:

Journal of Materials Chemistry

Dual optical responses of phenothiazine derivatives: near-IR chromophore and water-soluble fluorescent organic nanoparticles†

Sheng-Yuan Su,a   Hsin-Hung Linb  and  Cheng-Chung Chang*b  

* Corresponding authors

a Department of chemistry, National Chung Hsing University 250, Kuo Kuang Road, Taichung 402, Taiwan, R.O.C.

b Graduate Institute of Biomedical Engineering, National Chung Hsing University 250, Kuo Kuang Road, Taichung 402, Taiwan, R.O.C
E-mail: ccchang555@dragon.nchu.edu.tw
Fax: +886-4-228 52422
Tel: +886-4-22840734 ext. 24

Abstract

We have designed a conventional one-step organic coupling synthetic method to prepare a series of 10H-phenothiazine (PTZ) derivative fluorophores and investigated their optical behavior under alkaline conditions. The unexpected proton detachment at N-10 position (10N-H) of these PTZ derivatives provides switching between the visible fluorophore and near infrared (NIR) chromophore. Both anionic forms of compounds PTZ-NH and PTZ-OH exhibit strong red emission in alkali DMSO solutions, whereas only anionic PTZ-OH exhibits the near infrared absorption wavelength at 1010 nm. Moreover, the unexpected green fluorescence is observed due to the formation of fluorescent organic nanoparticles (FONs) when PTZ-OH is dissolved in alkaline aqueous conditions. These results indicate that these compounds have the potential for use in alkaline sensor applications, especially in aqueous solution.

Graphical abstract: Dual optical responses of phenothiazine derivatives: near-IR chromophore and water-soluble fluorescent organic nanoparticles

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Article information

DOI
https://doi.org/10.1039/C0JM01303J
Article type
Paper
Submitted
03 May 2010
Accepted
11 Jul 2010
First published
08 Sep 2010

J. Mater. Chem., 2010,20, 8653-8658

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Dual optical responses of phenothiazine derivatives: near-IR chromophore and water-soluble fluorescent organic nanoparticles

S. Su, H. Lin and C. Chang, J. Mater. Chem., 2010, 20, 8653 DOI: 10.1039/C0JM01303J

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