Polymerization of 7,12-bis(2-hydroxyethyl)benzo[k]-fluoranthate with aromatic diacid chlorides

Abstract

7,12-Bis(2-hydroxyethyl)benzo[k]fluoranthate (BHBF) was prepared from benzyne intermediate in four steps. Polycondensation of BHBF with isophthaloyl dichloride and terephthaloyl dichloride was performed by solution as well as interfacial techniques. The solution polymerizations were performed in chloroform and in DMAc (N,N′-dimethylacetamide)/chloroform system, in the presence of pyridine or triethylamine at room or refluxing temperature. The interfacial polymerizations were performed by DMAc/cyclohexane, an organic/ organic system, in the presence of pyridine or triethylamine at room temperature. The above polymerization reactions lead to the formation of novel aromatic polyesters having benzo[k]fluoranthene moieties in the main chain. The resulted polyesters show intense violet fluorescence property and were characterized by IR, 1H NMR, UV, DSC and the elemental analyses. The fluorescence excitation and emission spectra of the monomer BHBF and one of the polyesters (PS2) were also studied. Some physical properties of these novel polymers are also reported.