Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response
In this work, 3,3′-sulfonylbis(7-(diethylamino)-2H-chromen-2-one), an effective fluorescent push-pull system, is synthesized and photophysically characterized. The donor-π–acceptor–π–donor (D–π–A–π–D) architecture of the push-pull system exhibits distinctive solvatochromic behavior that is controlle...
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2025
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| Online Access: | http://dx.doi.org/10.1016/j.jlumin.2025.121064 https://www.sciencedirect.com/science/article/pii/S0022231325000043 http://hdl.handle.net/10576/64073 |
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| _version_ | 1857415085951025152 |
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| author | Abdulilah Dawoud, Bani-Yaseen |
| author2 | Shkoor, Mohanad Thotathil, Vandana Mohammad, Elham G. Mehanna, Hanin Al-Zoubi, Raed M. |
| author2_role | author author author author author |
| author_facet | Abdulilah Dawoud, Bani-Yaseen Shkoor, Mohanad Thotathil, Vandana Mohammad, Elham G. Mehanna, Hanin Al-Zoubi, Raed M. |
| author_role | author |
| dc.creator.none.fl_str_mv | Abdulilah Dawoud, Bani-Yaseen Shkoor, Mohanad Thotathil, Vandana Mohammad, Elham G. Mehanna, Hanin Al-Zoubi, Raed M. |
| dc.date.none.fl_str_mv | 2025-04-08T09:45:57Z 2025-01-03 |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | http://dx.doi.org/10.1016/j.jlumin.2025.121064 Bani-Yaseen, A. D., Shkoor, M., Thotathil, V., Mohammad, E. G., Mehanna, H., & Al-Zoubi, R. M. (2025). Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response. Journal of Luminescence, 280, 121064. 0022-2313 https://www.sciencedirect.com/science/article/pii/S0022231325000043 http://hdl.handle.net/10576/64073 280 1872-7883 |
| dc.language.none.fl_str_mv | en |
| dc.publisher.none.fl_str_mv | Elsevier |
| dc.rights.none.fl_str_mv | http://creativecommons.org/licenses/by/4.0/ info:eu-repo/semantics/openAccess |
| dc.subject.none.fl_str_mv | Bis-coumarinyl sulfone Photophysical properties Efficient fluorescent Push-pull Solvatochromism DFT and TD-DFT |
| dc.title.none.fl_str_mv | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| dc.type.none.fl_str_mv | Article info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/article |
| description | In this work, 3,3′-sulfonylbis(7-(diethylamino)-2H-chromen-2-one), an effective fluorescent push-pull system, is synthesized and photophysically characterized. The donor-π–acceptor–π–donor (D–π–A–π–D) architecture of the push-pull system exhibits distinctive solvatochromic behavior that is controlled by the surrounding medium. The photophysical characteristics of the molecule were investigated in detail by means of computational and experimental techniques. A variety of solvents were used to record UV–Vis absorption and fluorescence spectra, which showed notable bathochromic alterations in response to increasing solvent polarity. The fluorescence quantum yield changed substantially with solvent polarity, indicating the maximum efficiency in nonpolar liquids. In order to forecast electronic transitions and improve the molecular shape, Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TD-DFT) simulations were used, offering insights into the ground and excited state behaviors. The study elucidates the relationship between solvent characteristics and the photophysical behavior of the bis-coumarinyl sulfone, offering valuable information for designing advanced fluorescent materials with adaptable photophysical properties. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | qu_51cea231593a4cb580a9a525420ab767 |
| identifier_str_mv | Bani-Yaseen, A. D., Shkoor, M., Thotathil, V., Mohammad, E. G., Mehanna, H., & Al-Zoubi, R. M. (2025). Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response. Journal of Luminescence, 280, 121064. 0022-2313 280 1872-7883 |
| language_invalid_str_mv | en |
| network_acronym_str | qu |
| network_name_str | Qatar University repository |
| oai_identifier_str | oai:qspace.qu.edu.qa:10576/64073 |
| publishDate | 2025 |
| publisher.none.fl_str_mv | Elsevier |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| rights_invalid_str_mv | http://creativecommons.org/licenses/by/4.0/ |
| spelling | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic responseAbdulilah Dawoud, Bani-YaseenShkoor, MohanadThotathil, VandanaMohammad, Elham G.Mehanna, HaninAl-Zoubi, Raed M.Bis-coumarinyl sulfonePhotophysical propertiesEfficient fluorescentPush-pullSolvatochromismDFT and TD-DFTIn this work, 3,3′-sulfonylbis(7-(diethylamino)-2H-chromen-2-one), an effective fluorescent push-pull system, is synthesized and photophysically characterized. The donor-π–acceptor–π–donor (D–π–A–π–D) architecture of the push-pull system exhibits distinctive solvatochromic behavior that is controlled by the surrounding medium. The photophysical characteristics of the molecule were investigated in detail by means of computational and experimental techniques. A variety of solvents were used to record UV–Vis absorption and fluorescence spectra, which showed notable bathochromic alterations in response to increasing solvent polarity. The fluorescence quantum yield changed substantially with solvent polarity, indicating the maximum efficiency in nonpolar liquids. In order to forecast electronic transitions and improve the molecular shape, Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TD-DFT) simulations were used, offering insights into the ground and excited state behaviors. The study elucidates the relationship between solvent characteristics and the photophysical behavior of the bis-coumarinyl sulfone, offering valuable information for designing advanced fluorescent materials with adaptable photophysical properties.Open Access funding provided by the Qatar National Library.Elsevier2025-04-08T09:45:57Z2025-01-03Articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://dx.doi.org/10.1016/j.jlumin.2025.121064Bani-Yaseen, A. D., Shkoor, M., Thotathil, V., Mohammad, E. G., Mehanna, H., & Al-Zoubi, R. M. (2025). Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response. Journal of Luminescence, 280, 121064.0022-2313https://www.sciencedirect.com/science/article/pii/S0022231325000043http://hdl.handle.net/10576/640732801872-7883enhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:qspace.qu.edu.qa:10576/640732025-04-08T19:05:48Z |
| spellingShingle | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response Abdulilah Dawoud, Bani-Yaseen Bis-coumarinyl sulfone Photophysical properties Efficient fluorescent Push-pull Solvatochromism DFT and TD-DFT |
| status_str | publishedVersion |
| title | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| title_full | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| title_fullStr | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| title_full_unstemmed | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| title_short | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| title_sort | Highly fluorescent push-pull bis-coumarinyl sulfone: Synthesis, photophysical behavior, and solvatochromic response |
| topic | Bis-coumarinyl sulfone Photophysical properties Efficient fluorescent Push-pull Solvatochromism DFT and TD-DFT |
| url | http://dx.doi.org/10.1016/j.jlumin.2025.121064 https://www.sciencedirect.com/science/article/pii/S0022231325000043 http://hdl.handle.net/10576/64073 |