Investigation of Photochromic Fluorescence Features and Synthesis of Diarylethene Type Naphthalimide Compounds

Year 2020, Volume: 7 Issue: 1, 97 - 106, 15.02.2020

Ersin Orhan , Mustafa Narin

https://doi.org/10.18596/jotcsa.622256

Abstract

The aim of the study was to synthesise novel
photo-exchangeable photochromic fluorescence compounds. Starting from N-butyl-4-bromo-3-iodo-1,8-naphthalimide
new
compounds: 3,4-Bis(3,5-dimethyl-4-pyrazolyl)-N-butyl-1,8-Naphthalimide
6 and 3,4-Bis (1,3,5-trimethyl-4-pyrazolyl)-N-butyl-1,8-Naphthalimide
7 were prepared via two step Suzuki coupling reaction of
pyrazolyl boronic acid esters, and characterized by ¹H-NMR, ¹³C-NMR,
MS and FTIR. Their photochromic fluorescence properties were investigated.

Additionally,
a solvent effect on the fluorescence properties of 6 and 7 was
investigated. Increase of organic solvent polarity results in a red shift (to
longer wavelengths) of the fluorescence emissions.

Keywords

Solvent effect, Naphthalimide, Diarylethene, Fluorescence switch

Supporting Institution

Duzce University and TÜBİTAK

Project Number

BAP 2012.05.HD.053, BAP 2012.05.03.097, 111T490

Thanks

The authors would like to thank Duzce University Research Fund (Project No.: BAP 2012.05.HD.053 and BAP 2012.05.03.097) and Scientific and Technical Research Council of Turkey (TUBİTAK) (Project No.: 111T490) for their financial support.

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