TY - JOUR
T1 - Experimental and theoretical insights into the enhanced intramolecular charge transfer fluorescence of a 3(2H)-furanone based D-π-A compounds tailored with dialkyl chains
AU - Al-Harrasi, Yousif
AU - Al-Hadhrami, Sariya A.
AU - Varghese, Beena
AU - Saleh, Saleh N.
AU - Suliman, Fakhr Eldin O.
AU - Al Kindy, Salma M.
N1 - Funding Information:
We would like to acknowledge Sultan Qaboos University (SQU) for all financial support.
Publisher Copyright:
© 2021 Elsevier B.V.
PY - 2021/9/5
Y1 - 2021/9/5
N2 - As a continuance of our search for novel derivatization reagents, two new compounds possessing di-methyl and di-ethyl group at the phenyl ring of 3(2H)-furanone ring system have been designed and synthesized. The influences of different factors modulating the solvatochromic fluorescence responses of both dyes are discussed in detail. The maximum wavelengths at absorption and emission spectra, Stokes shift, quantum yields, mean fluorescence decay times, radiative and nonradiative decay constants have been determined. It is shown that the expansion of D-π-A architecture with di-alkyl groups substantially increases+ the optical properties of title compounds than the unsubstituted ones, which was synthesized previously via our research. Further, using time-dependent density functional theory (TD-DFT) calculations it turned out that the donor - acceptor groups at both ends and -C = C- linker imposes a hybridized local excitation charge transfer (HLCT) with the terminal –COOH group could serve to bind targeted analytes having –NH2 or –OH group.
AB - As a continuance of our search for novel derivatization reagents, two new compounds possessing di-methyl and di-ethyl group at the phenyl ring of 3(2H)-furanone ring system have been designed and synthesized. The influences of different factors modulating the solvatochromic fluorescence responses of both dyes are discussed in detail. The maximum wavelengths at absorption and emission spectra, Stokes shift, quantum yields, mean fluorescence decay times, radiative and nonradiative decay constants have been determined. It is shown that the expansion of D-π-A architecture with di-alkyl groups substantially increases+ the optical properties of title compounds than the unsubstituted ones, which was synthesized previously via our research. Further, using time-dependent density functional theory (TD-DFT) calculations it turned out that the donor - acceptor groups at both ends and -C = C- linker imposes a hybridized local excitation charge transfer (HLCT) with the terminal –COOH group could serve to bind targeted analytes having –NH2 or –OH group.
KW - Donor-π-acceptor
KW - Fluorescence
KW - Intramolecular charge transfer
KW - Solvatochromism
KW - TD-DFT
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U2 - 10.1016/j.molstruc.2021.130500
DO - 10.1016/j.molstruc.2021.130500
M3 - Article
AN - SCOPUS:85105050815
SN - 0022-2860
VL - 1239
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
M1 - 130500
ER -