Collect. Czech. Chem. Commun. 1979, 44, 1772-1778

Photolysis of quinonediazides in cyclohexane formation of coloured adduct, heavy atom effect

Viktor Řehák, Jaroslav Poskočil and Ivo Dvořáček

Department of Organic Technology, Institute of Chemical Technology, 532 10 Pardubice


Photolysis of 1,2-naphthoquinone-1-diazide and 9,10-phenathrenequinonediazide in cyclohexane gives coloured products decomposing on further irradiation. Formation of the products and their concentration depends on the way of irradiation (short, continuous) and on the presence of 1-propanol in the solution. The products are presumed to be adducts of ketene with the starting quinonediazides. Rate constants of their formation have been determined. Influence of solvent containing a heavy atom (1-bromopropane, iodoethane) on quantum yield of the photolysis and influence of oxygen have been investigated.