The synthesis of bophy and bodipy-based compounds for the detection of amines and phenols

Determination of amines and phenols is highly important for the environment and human health. Contamination in wastewater and spoilage in food products can be identified by the detection of these compounds. The design of chemosensors for the detection of these compounds is an important topic in chemistry. Many fluorescent compounds are used as chemosensors in the literature. Today, development of new sensor compounds for application areas is one of the most intensiveley studied areas. In the first stage of this thesis, the synthesis of the BOPHY compound, which was obtained in low yields in the literature, was achieved in high yield in a solvent-free medium by a one-pot method. The stability of BOPHY, which is fluorescent in solid state, in polar protic and nonpolar aprotic solvents was examined. It has been shown that the BOPHY compound transforms into the azine monoborate structure in polar protic solvents. BOPHY compound was used as the chromophore core for the sensor developed for the detection of amines. The reaction of the brominated BOPHY compound with amines was examined. In the literature, the reaction of amine with brominated BOPHY compound is known to take place at the α position. Using this reaction, the applicability brominated BOPHY as an amine sensor was investigated. It has been shown that the reaction takes place at the meso position with lower concentrations of brominated BOPHY. This method, which was shown to be used in amine detection, was applied to the detection of biological amines in spoiled foods. In the second stage of the thesis, a BODIPY-BODIPY diad was synthesized for the detection of phenols and amines. Photophysical changes occurred upon the reactions of amine and phenol with the bromine on the diad were examined. It was observed that diad showed a photophysical response to phenol, but this response was not proportional to the amount of phenol. It was determined that the diad compound could be used as a sensor for the detection of amines.