کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
7839934 1505861 2018 23 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Stimuli-responsive luminescent coumarin thiazole hybrid dye: Mechanism of excited-state intramolecular double proton transfer
ترجمه فارسی عنوان
رنگ آمیزی تیازول لومینسنتوم کومارین مقاوم در برابر تحریک: مکانیسم انتقال پروتئین دو طرفه مولکولی تحریک شده
کلمات کلیدی
پیوند هیدروژنی، انتقال پروتئین دو طرفه مولکولی تحریک شده، پایداری نور، انتقال اتمی مولکولی،
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی تئوریک و عملی
چکیده انگلیسی
Recently, a novel coumarin thiazole hybrid dye with azomethine linkage is synthesized. It is revealed that the symmetrical structures 3,3'-(5,5'-((1E,1'E)-hydrazine-1,2-diylidenebis(methanylylidene))bis(2-morpholinothiazole-5,4-diyl))bis(4-hydroxy-2H-chromen-2-one) (abbreviated as CS) takes shape two intramolecular hydrogen bonds and that excited-state intramolecular proton transfer (ESIPT) takes place with thiazole nitrogen atoms [Dyes Pigments. 142, 2017, 121]. However the corresponding reaction mechanisms are lacking. This study uses density functional and time-dependent density functional theory to calculate hydrogen-bond lengths, hydrogen-bond angles, infrared vibrational spectra and Mulliken charges of relevant groups, which confirm the excited-state hydrogen-bond strengthening mechanism. Enhanced hydrogen-bond strength facilitates the ESIPT process of the CS molecule. The absorption and fluorescence emission spectra of CS in dimethyl formamide (DMF) are calculated, which are consistent with the observed results in experiment. To further illustrate mechanism of excited-state double proton transfer (ESDPT) reactions, the potential energy surfaces of CS are constructed and analyzed, which demonstrate ESDPT more likely occur stepwise rather than concertedly. The frontier molecular orbitals of CS system are also calculated and display the nature of the charge redistribution, which demonstrate that CS system exhibits light fastness because ESIPT process inhibits intramolecular charge transfer.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Luminescence - Volume 201, September 2018, Pages 189-195
نویسندگان
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