PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA ODABRANIH ARILAZO PIRIDONSKIH BOJA

Abstract

Azo boje predstavljaju veoma značajnu grupu jedinjenja budući da više od 50% sintetičkih boja pripada upravo ovim strukturama. Zahvaljujući jednostavnoj i ekonomičnoj sintezi, kao i velikoj otpornosti prema svetlosti i pranju lako su pronašle primenu u raznim granama industrije. Pored uobičajene upotrebe u tekstilnoj, kozmetičkoj i prehrambenoj industriji, azo boje se koriste i za izradu solarnih ćelija, LCD ekrana, fotografskih, itd. Neka jedinjenja iz ove grupe su pokazala i dobru biološku aktivnost, a po najnovijim istraživanjima mogu se primeniti u lečenju tumora. U ovom radu je ispitan uticaj rastvarača na apsorpcione spektre odabranih arilazo piridonskih boja radi dobijanja informacija o solvatohromnim osobinama koje mogu imati veliki uticaj na potencijalnu biološku aktivnost. Spektri sedam derivata 5-(disupstituisanih fenilazo)-3-cijano-6-hidroksi-4-metil-2-piridona snimljeni su u deset rastvarača različitih svojstava u opsegu talasnih dužina 300-600 nm. Kvantitativna analiza interakcija između odabranih azo boja i okolnog medijuma je urađena primenom odgovarajućeg solvatohromnog modela metodom višestruke linerane korelacije solvatohromnih energija (LSER metoda).

Azo dyes represent a very important group of compounds since more than 50% of synthetic dyes belong to these structures. Because of their economic synthesis, as well as great light and washing resistance, they have easily found applications in industry. In addition to the use in textile, cosmetic, and food industries, azo dyes are also used for making solar cells, LCD screens, photographic systems, etc. Some derivatives have shown good biological activity, and they can be used in the treatment of tumors. In this paper, the influence of solvents on the absorption spectra of selected aryl azo pyridone dyes was investigated to obtain information on solvatochromic properties that can have a great influence on potential biological activity. Spectra of seven 5-(disubstituted phenyl azo)-3-cyano-6-hydroxy-4-methyl-2-pyridones were recorded in ten solvents of different properties in the wavelength range 300- 600 nm. Quantitative analysis of interactions between selected azo dyes and the surrounding medium was performed using the corresponding solvatochromic model by the method of multiple linear correlations of solvatochromic energies.