Free radical induced oxidation of alkoxyphenols: Some insights into the processes of photoyellowing of papers
- 1 September 1992
- journal article
- Published by Springer Nature in Research on Chemical Intermediates
- Vol. 17 (3) , 271-285
- https://doi.org/10.1163/156856792x00182
Abstract
The photoyellowing of lignin-rich papers has been demonstrated to depend on the formation of phenoxyl radical intermediates and their ultimate conversion into various products, including quinones. Molecular oxygen has also been observed as a necessary adjunct to this process, although the mechanism is not understood. This work demonstrates the requirement for the reaction of O2 with active radical intermediates (in processes analogous to autoxidation reactions) in order for the photoyellowing of the phenolic moieties to occur. Photo-oxidations of a variety of alkoxyphenols and their reactions with model alkyl, alkoxy and alkylperoxy radicals are studied by CIDEP.Keywords
This publication has 12 references indexed in Scilit:
- Unusual observation of chemically induced dynamic electron polarization (CIDEP) in systems containing the propan-2-olyl radical: Involvement of a metastable productResearch on Chemical Intermediates, 1992
- CIDEP studies of the photolysis of the lignin model compound α-guaiacoxylacetoveratrone: the role of triplet reactions in aqueous and hydroxylic solventsResearch on Chemical Intermediates, 1992
- Photodegradation of the lignin model α-guaiacoxyacetoveratrone, unusual effects of solvent, oxygen, and singlet state participationCanadian Journal of Chemistry, 1991
- Comparative study of the kinetic behavior of ground and excited state radical pairs in micellar solutionChemical Physics Letters, 1990
- Evidence for singlet state β cleavage in the photoreaction of α-(2,6-dimethoxyphenoxy)-acetophenone inferred from time-resolved CIDNP spectroscopyJournal of Photochemistry and Photobiology A: Chemistry, 1990
- Esr and cidep studies of the photooxidation of phenols in single crystals and in solutionsResearch on Chemical Intermediates, 1989
- Photochemistry of α-phenoxy-p-methoxyacetophenoneTetrahedron Letters, 1989
- Singlet-oxygen-induced bleaching of high yield pulp sheetsJournal of Photochemistry and Photobiology A: Chemistry, 1988
- Photodegradation of lignin: a photophysical and photochemical study of a non-phenolic α-carbonyl β-O-4 lignin model dimer, 3,4-dimethoxy-α-(2′-methoxypenoxy)acetophenoneJournal of Photochemistry and Photobiology A: Chemistry, 1988
- Photooxidation of Phenol, Cresols, and Dihydroxybenzenes1,2Journal of the American Chemical Society, 1966