Bis(benzthiazolyl-triazolyl)benzenes as potential solvatochromic probes
| Autor: | Grobenski, Paola |
|---|---|
| Přispěvatelé: | Krištafor, Svjetlana |
| Jazyk: | chorvatština |
| Rok vydání: | 2022 |
| Předmět: |
benztiazol 1 2 3-triazol
benzthiazole 1 2 3-triazole intramolekularni prijenos naboja PRIRODNE ZNANOSTI. Kemija NATURAL SCIENCES. Chemistry intramolecular charge transfer optical chemical sensors UV-vidljiva spektrofotometrija click chemistry UV-visible spectrophotometry fluorescencija fluorescence click kemija optički kemijski senzori |
| Popis: | U ovom je radu cilj istražiti potencijalnu primjenu bis(benztiazolil-triazolil)benzena kao solvatokromnih proba. Spojevi se sintetiziraju bakrom kataliziranom azid – alkin cikloadicijom (CuAAC) koja se smatra jednom od najzastupljenijih click reakcija. 1,2,3-triazoli primjenjivani su kao kemijski senzori uslijed mogućnosti koordiniranja metalnih iona, te vršenja uloge poveznice u push-pull sustavima. Sintetiziran je 1,4-bis(benztiazolil-triazolil)benzen 3 u niskom iskorištenju. Fotofizička svojstva spoja 3 karakterizirana su UV-vidljivom apsorpcijskom i fluorescencijskom spektrofotometrijom. Ispitan je utjecaj polarnosti otapala na spektre dobivenih spojeva. Korištena otapala su dimetilsulfoksid (DMSO), tetrahidrofuran (THF), aceton, etanol (EtOH), etil-acetat (EtAc), acetonitril, metanol (MeOH), i kloroform. Otapala su birana s obzirom na parametre polarnosti. Uočen je batokromni pomak prilikom otapanja u svim otapalima, te je pri korištenju acetonitrila primijećen Stokesov pomak od 58 nm što spoj čini podobnim za uporabu u svrhu solvatokromne probe. Predložena je modifikacija strukture čime bi se povoljno utjecalo na solvato(fluoro)kromno ponašanje. The objective of this paper has been to explore the potential application of 1,3- and 1,4- bis(benzothiazolyl-triazolyl)benzene as solvatochromic probes. The compounds were synthesized by using copper-catalyzed azide-alkyne cycloaddition (CuAAC), considered to be one of the most common click reactions. 1,2,3-triazoles were used as chemical sensors due to their capacity to coordinate metal ions and serve as a linker in push-pull systems. 1,4-bis(benzothiazolyl-triazolyl)benzene 3 was synthesized in low yield. Photophysical properties of the compound were categorized by using UV-visible absorption and fluorescent spectrophotometry. The influence of solvent polarity on the spectra of synthesized compounds was also examined. Solvents used are as follows: dimethylsulfoxide (DMSO), tetrahydrofurane (THF), acetone, ethanol (EtOH), ethyl-acetate (EtAc), acetonitrile, methanol (MeOH), and chloroform. The solvents were chosen in regard to polarity parameters. A bathochromic shift was observed during the dissolution in all solvents. A Stokes shift of 58 nm was noticed in the case of acetonitrile, which indicates that the compound is suitable for use as a solvato(fluoro)chromic probe. Finally, structural modifications are proposed as they would have a positive influence on solvato(fluoro)chromic behaviour of the compound. |
| Databáze: | OpenAIRE |
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