Synthesis and photophysical properties of methyl 2-hydroxy-4-(5-R-thiophen-2-yl)benzoate: Quantum yields and excited-state proton transfer (R=CH3O and CN)

Methyl 2-hydroxy-4-(5-methoxythiophen-2-yl)benzoate (MHmoTB) and methyl 2-hydroxy-4-(5-cyanothiophen-2-yl)benzoate (MHncTB) have been synthesized and their photophysical properties are investigated in various solvents. Introducing methoxy and cyano groups to 5 position of the thiophenyl moiety resul...

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Bibliographic Details
Published in:Journal of luminescence 2021-01, Vol.229, p.117697, Article 117697
Main Authors: Kim, Soyeon, Cho, Nam Gi, Kim, Namwook, Kwon, Gi-Chung, Kang, Jun-Gill, Sohn, Youngku, Kim, In Tae
Format: Article
Language:English
Subjects:
ab initio calculation
Electron donor group
Excited-state proton transfer
Quantum yield
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Summary:Methyl 2-hydroxy-4-(5-methoxythiophen-2-yl)benzoate (MHmoTB) and methyl 2-hydroxy-4-(5-cyanothiophen-2-yl)benzoate (MHncTB) have been synthesized and their photophysical properties are investigated in various solvents. Introducing methoxy and cyano groups to 5 position of the thiophenyl moiety results in very unique characters in the luminescence properties depending on the substituted group. Compared with the unsubstituted MHTB, the methoxy group as electron donator enhances the quantum yield of the deep blue luminescence more than 9 times in methylene chloride, while do not present an apparent solvatochromic effect on the luminescence spectral feature. In contrast, the cyano group as electron withdrawer enhances the quantum yield slightly. However, the UV excitation (
ISSN:0022-2313
1872-7883
DOI:10.1016/j.jlumin.2020.117697