Preparation of red emitting diketopyrrolopyrrole derivatives

In this thesis Project, three novel Azl-DPP-Azl derivatives were successfully synthesized. Biological active DPP derivatives including oxazol-5-one group were obtained with a series of reactions. All the synthesized molecules were isolated and purified by using chromatographic methods. The structures were confirmed by FT-IR, 1H and 13C NMR spectroscopy techniques of all molecule and LC-MS were applied for two derivatives. New molecules were obtained via cyclodehydration and aldehyde condensation respectively in one pot reaction by using Erlenmeyer condensation, aldehyde C=O band was disappeared and lactone carbonyl of the Oxazole-5-one band was formed at 1791 cm-1. The lactam carbonyl wavenumber value at the DPP was observed shifting to 1722 from 1666 because of their resonance effect. UV-Vis absorption and emission spectra of target molecules were recorded in five solvents with different polarity. The UV-Vis maximum absorption and emission wavelength results of the target molecules show that it is a bathochromic shift for each molecule, that is, towards the red region. Two absorption bands were generally recorded at the wavelengths between 450-650 nm and 330-450 nm, respectively. This second absorption band which was at the 330-450 nm is belonging to azlactone. These results provide that the synthesis of Azl-DPP-Azl's has been successfully carried out.