Behavior of Lignin in Organic Acid Pulping. II Reaction of Phenylcoumarans and 1,2-Diaryl-1,3-Propanediols with Acetic Acid

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Abstract
In order to explain the behavior of phenylcoumaran and 1,2-diaryl-1,3-propanediol structures in acetic acid pulping, their lignin model dimers in the presence of creosol as a lignin aromatic nucleus model were cooked in 90% acetic acid at 180°C. About 50% of phenolic phenylcoumaran was consumed during a 3 hour reaction to yield phenylcoumarone, a stilbene derivative and a condensation product, but the non-phenolic model was very stable and was recovered as an acetate. On the other hand, phenolic and non-phenolic 1,2-diaryl-1,3-propanediols were unstable and were degraded within 1 hour to give stilbene derivatives as main products together with diarylmethanes and condensation products.