O. Nuyken et B. Voit, THE PHOTOACTIVE DIAZOSULFONATE GROUP AND ITS ROLE IN POLYMER CHEMISTRY, Macromolecular chemistry and physics, 198(8), 1997, pp. 2337-2372
Diazosulfonates are water soluble, highly photoactive but thermally st
able compounds which are prepared from appropriate diazonium salts and
sodium sulfite in a diazo coupling reaction. Upon irradiation, the st
able trans-isomer is converted into the instable cis-isomer, followed
by decomposition via a radical or an ionic mechanism with phenyl radic
als or diazonium salts, respectively, as intermediates, depending on t
he reaction conditions. These chromophores could be incorporated as si
de groups into polymers via copolymerization, copolycondensation or vi
a polymer analogous reaction. Reaction conditions as well as advantage
s and disadvantages of these different techniques-and the photochemist
ry of the polymers are discussed. Diazosulfonate polymers have been ap
plied successfully as photoresins in offset printing techniques. The u
se in test stripes in quick assays for the detection of phenolic compo
unds is discussed based on the coupling reaction of the diazonium salt
intermediates. In addition, diazosulfonate containing surfactants cou
ld be synthesized and were used as photoactive stabilizers in emulsion
polymerization and as partners in photoactive polyelectrolyte-surfact
ant complexes.