Investigation was carried out to clarify the relation between the degree of Chlorination and the properties of chlorinated product.
The reaction of lignosulfonic acid with chlorine comprises chlorination (substitution), oxidation and hydrolysis. An amount of total Cl consumption, consumption by substitution and by oxidation was determined at various Chlorination time.
Following results were obtained :
Reaction proceeded in three stages ([A] [B] [C]). In (A) stage 1st oxidation occured, at the beginning of the reaction. Substitution proceeded from the beginning and in [B] stage only the substitution reaction take place for a while then at the end of this stage again 2nd oxidation occured with the substitution. In [C] stage 3rd oxidation proceeded without acompanying substitution.
Chlorine consumption at 1st oxidation was 40% to red pine LSCa and 25% to LSCa from deciduous wood. To complete the substitution reaction, about 100% chlorine was required to LSCa from red pine and 90% chlorine to LSCa from deciduous wood.
From reaction and ionization difference spectra, the structural changes which occured in the chlorination were estimated. Thus, for red pine LSCa, at the beginning of the reaction, substitution of Cl into the 6-position of the aromatic nucleous, then formation of di- or tri-chloro substituted compound, demethylation at methoxyl group and formation of quinon structure were assumed.
It was assumed that the structural changes of LSCa from deciduous wood differed from that of red pine LSCa.
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