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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

journal contribution
posted on 2023-05-16, 10:19 authored by Sun, Y-P, Brian YatesBrian Yates, Abbot, J, Chen, C-L
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.

History

Publication title

Holzforschung

Volume

50

Pagination

226-232

ISSN

0018-3830

Department/School

School of Natural Sciences

Publisher

Walter De Gruyter & Co

Place of publication

Germany

Repository Status

  • Restricted

Socio-economic Objectives

Expanding knowledge in the chemical sciences

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