Bag, Sayan Kumar and Karmakar, Manisha and Mondal, Bijan and Thakur, Arunabha (2023) Non-Conjugated Bis-(Dithienylethene)-Naphthalenediimide as a Dynamic Anti-Counterfeiting Agent: Driving the Wheel of Photoswitching Enactment. CHEMISTRY-A EUROPEAN JOURNAL, 29 (46). ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
Photochromic fluorescent molecules dramatically extend their fields of applications ranging from optical memories, bioimaging, photoswitches, photonic devices, anti-counterfeiting technology and many more. Here, we have logically designed and synthesized a triazole appended bis-(dithienylethene)-naphthalenediimide based photo-responsive material, 5, which demonstrated fluorescence enhancement property upon photocyclization (& phi;(F)=0.42), with high photocyclization (44 s, k(solution)=0.0355 s(-1), k(solid)=0.0135 s(-1)) and photocycloreversion (160 s, k(solution)=0.0181 s(-1), k(solid)=0.0085 s(-1)) rate and decent photoreaction quantum yield (& phi;(o & RARR;c)=0.93 and & phi;(c & RARR;o)=0.11). The open isomer almost converted to the closed isomer at photo-stationary state (PSS) with distinct color change from colorless to blue with 92.85 % conversion yield. A reversible noninvasive modulation of fluorescence through efficient photoinduced electron transfer (PET) process was observed both in solution as well as in solid state. The fluorescence modulation through PET process was further corroborated with thermodynamic calculations using the Rehm-Weller equation and quantum chemical studies (DFT). The thermally stable compound 5 exhibits high fatigue resistance property (up to 50 cycles) both in solution and solid state. Furthermore, the compound 5 was successfully applied as erasable ink and in deciphering secret codes (Quick Response/bar code) portending potential promising application in anti-counterfeiting.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SET MODEL CHEMISTRY; PHOTOCHROMIC DIARYLETHENE; FATIGUE RESISTANCE; ELECTRON-TRANSFER; TOTAL ENERGIES; UP-CONVERSION; DITHIENYLETHENE; FLUORESCENCE; MODULATION; DYAD; anti-counterfeiting material; density functional calculations; diarylethene; electron transfer; self-assembly; thin film |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 13 Mar 2024 09:24 |
| Last Modified: | 13 Mar 2024 09:24 |
| URI: | https://pred.uni-regensburg.de/id/eprint/59857 |
Actions (login required)
 |
View Item |
