SYNTHESIS OF MONOMERS BASED ON 6-HYDROXYAURONE AND INVESTIGATION ITS PHOTOCHEMICAL PROPERTIES

Abstract

In particular, as an important class of organic heterocyclic dyes, aurones exhibit unique photochemical and photophysical properties, which render them useful in a variety of applications, such as fluorescent labels and probes in biology and medicine. Despite of the wide range of applications, the photochemical properties of the aurone class remain less well known. The backbone of aurone molecule has excellent planarity and from the viewpoint of molecular engineering, molecular planarity plays an important role in tuning nonlinear optical properties of materials. Therefore, this work is aimed to the synthesis of new derivatives based on 6-hydroxyaurone and study their photochemical properties. Novel monomers based on (2Z)-2-benzylidene)-6-hydroxy-1-benzofuran-3 (2H)-one with different withdrawing substituents in the benzylidene moiety were synthesized by acylation of the hydroxy group by methacryloil chloride. The polymerization was carried out in 10% solutions of the monomers in dimethylformamide, 2,2ˊ-azobisisobutyronitrile was used as the initiator The structure of the synthesized compounds was proved by 1H NMR spectroscopy. The study of the photochemical properties of synthesized polymers was performed by UV VIS spectroscopy. New polymers with auron moiety have been shown ability to photoinduced Z-E-isomerization. The rate constants of Z-E-photoisomerization were determined by slope angle tangent of dependence ln(D/D0) on the irradiation time. The half-reaction periods for E-isomers of auronecontaining polymers were calculated.