Cyclic peroxides as key intermediates in the degradation of cellulosic key chromophores by alkaline hydrogen peroxide: first direct proof by 17O NMR

Research output: Contribution to journalArticleScientificpeer-review

Researchers

  • Markus Bacher
  • Takashi Hosoya
  • Nele Sophie Zwirchmayr
  • Satoshi Nomura
  • Lars Gille
  • Thomas Dietz
  • Tomoki Erata
  • Antje Potthast
  • Tapani Vuorinen

  • Thomas Rosenau

Research units

  • University of Natural Resources and Life Sciences, Vienna
  • Kyoto Prefectural University
  • Hokkaido University
  • University of Veterinary Medicine Vienna
  • Evonik Industries AG
  • Åbo Akademi University

Abstract

Abstract: 2,5-Dihydroxy-[1,4]-benzoquinone (DHBQ) and 5,8-dihydroxy-[1,4]-naphthoquinone (DHNQ) are two key chromophores which are almost ubiquitous in cellulosic materials. Their fate under conditions of alkaline peroxide bleaching (P stage) has been established previously, but the intermediacy of cyclic peroxides, which so far had only been postulated, remained an open issue. By means of 17O NMR spectroscopy, additionally supported by other NMR techniques, it was demonstrated that both DHBQ and DHNQ form cyclic peroxides as primary intermediates in the reaction with hydrogen peroxide under alkaline conditions. These intermediates are subsequently further degraded to products already known. The experimental confirmation of the cyclic peroxides is an important step in the understanding of reaction mechanisms in pulp bleaching chemistry. Graphical Abstract: [Figure not available: see fulltext.].

Details

Original languageEnglish
Pages (from-to)3197-3203
Number of pages7
JournalCellulose
Volume25
Issue number6
Publication statusPublished - 1 Jun 2018
MoE publication typeA1 Journal article-refereed

    Research areas

  • O NMR, Benzoquinone, Cellulose, Chromophores, Cyclic peroxides, Naphthoquinone, P stage, Pulp bleaching

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