A hardwood kraft lignin was oxidized in alkaline medium to obtain phenolic
compounds (syringaldehyde, vanillin and its acids). To avoid lignin condens
ation, the lignin was precipitated from a black liquor with a calcium salt
dissolved in a water soluble alcohol. Oxygen was the oxidant employed, and
copper (II) and cobalt (II) salts were used as catalysts. Effect of tempera
ture, reaction time, oxygen pressure, alkali concentration and catalyst on
yield and product distribution were studied. In all the range of variables
lignin conversion and aldehyde yield remains low and the more important eff
ect on aldehyde yield was due to the alkali concentration, which must be fi
xed at about 2 N. The precipitation method did not significantly increase t
he aldehyde yield, in contrast with the results of nitrobenzene and CuO oxi
dations. In catalyzed oxidations, no increase in phenolic aldehydes was obs
erved and, with some catalyst, the conversion into phenolic derivatives was
reduced. Lignin conversion into low molecular weight products is responsib
le for the low phenolic product yield and the type of catalyst could lead t
he oxidation into phenolic products or into low molecular weight acids.