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Oxidation of Lignin model compounds containing an alpha-carbonyl group and a ring-conjugated double-bond by hydrogen peroxide-UV photolysis

Citation

Sun, Y-P and Yates, BF and Abbot, J and Chen, C-L, Oxidation of Lignin model compounds containing an alpha-carbonyl group and a ring-conjugated double-bond by hydrogen peroxide-UV photolysis, Holzforschung, 50, (3) pp. 226-232. ISSN 0018-3830 (1996) [Refereed Article]

DOI: doi:10.1515/hfsg.1996.50.3.226

Abstract

Studies were carried out on oxidation of lignin model compounds containing an α-carbonyl groups and a ring-conjugated double bond by hydrogen peroxide/UV photolysis. The results showed that the reaction is strongly pH dependent. Under conditions studied, optimum disappearance rates of substrates were observed with molar ratio of substrate:hydrogen peroxide (1 : 8.8) at pH 10.6 with irradiation of 254 nm photons. Under these conditions, acetovanillone was completely degraded into non-aromatic products after 2 hrs of irradiation, maleic acid and fumaric acid were found in trace amount in the reaction products. Under the same reaction conditions, iraii.t-ferulic acid was appeared more stable than acetovanillone, trans-cis isomerization was taken place, and maleic acid, fumaric acid and 4-hydroxy-benzoic acid were also found in the reaction products. These results indicate that oxidative cleavages of both aromatic ring, Cα-Cβ double bond, and demethoxylation have occurred during the hydrogen peroxide/UV photolysis. The possible pathways for the degradation of the model compounds have been discussed.

Item Details

Item Type:Refereed Article
Research Division:Chemical Sciences
Research Group:Physical Chemistry (incl. Structural)
Research Field:Catalysis and Mechanisms of Reactions
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
Author:Yates, BF (Professor Brian Yates)
ID Code:8630
Year Published:1996
Web of Science® Times Cited:9
Deposited By:Chemistry
Deposited On:1996-08-01
Last Modified:2011-08-19
Downloads:0

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