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

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Cyclic peroxides as key intermediates in the degradation of cellulosic key chromophores by alkaline hydrogen peroxide : first direct proof by 17O NMR. / Bacher, Markus; Hosoya, Takashi; Zwirchmayr, Nele Sophie; Nomura, Satoshi; Gille, Lars; Dietz, Thomas; Erata, Tomoki; Potthast, Antje; Vuorinen, Tapani; Rosenau, Thomas.

In: Cellulose, Vol. 25, No. 6, 01.06.2018, p. 3197-3203.

Research output: Contribution to journalArticleScientificpeer-review

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Bacher, M, Hosoya, T, Zwirchmayr, NS, Nomura, S, Gille, L, Dietz, T, Erata, T, Potthast, A, Vuorinen, T & Rosenau, T 2018, 'Cyclic peroxides as key intermediates in the degradation of cellulosic key chromophores by alkaline hydrogen peroxide: first direct proof by 17O NMR' Cellulose, vol. 25, no. 6, pp. 3197-3203. https://doi.org/10.1007/s10570-018-1777-4

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Bacher, Markus ; Hosoya, Takashi ; Zwirchmayr, Nele Sophie ; Nomura, Satoshi ; Gille, Lars ; Dietz, Thomas ; Erata, Tomoki ; Potthast, Antje ; Vuorinen, Tapani ; Rosenau, Thomas. / Cyclic peroxides as key intermediates in the degradation of cellulosic key chromophores by alkaline hydrogen peroxide : first direct proof by 17O NMR. In: Cellulose. 2018 ; Vol. 25, No. 6. pp. 3197-3203.

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@article{0c1e96e32e244794b17a31aa36fd26da,
title = "Cyclic peroxides as key intermediates in the degradation of cellulosic key chromophores by alkaline hydrogen peroxide: first direct proof by 17O NMR",
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.].",
keywords = "O NMR, Benzoquinone, Cellulose, Chromophores, Cyclic peroxides, Naphthoquinone, P stage, Pulp bleaching",
author = "Markus Bacher and Takashi Hosoya and Zwirchmayr, {Nele Sophie} and Satoshi Nomura and Lars Gille and Thomas Dietz and Tomoki Erata and Antje Potthast and Tapani Vuorinen and Thomas Rosenau",
year = "2018",
month = "6",
day = "1",
doi = "10.1007/s10570-018-1777-4",
language = "English",
volume = "25",
pages = "3197--3203",
journal = "Cellulose",
issn = "0969-0239",
number = "6",

}

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TY - JOUR

T1 - Cyclic peroxides as key intermediates in the degradation of cellulosic key chromophores by alkaline hydrogen peroxide

T2 - first direct proof by 17O NMR

AU - Bacher, Markus

AU - Hosoya, Takashi

AU - Zwirchmayr, Nele Sophie

AU - Nomura, Satoshi

AU - Gille, Lars

AU - Dietz, Thomas

AU - Erata, Tomoki

AU - Potthast, Antje

AU - Vuorinen, Tapani

AU - Rosenau, Thomas

PY - 2018/6/1

Y1 - 2018/6/1

N2 - 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.].

AB - 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.].

KW - O NMR

KW - Benzoquinone

KW - Cellulose

KW - Chromophores

KW - Cyclic peroxides

KW - Naphthoquinone

KW - P stage

KW - Pulp bleaching

UR - http://www.scopus.com/inward/record.url?scp=85047413398&partnerID=8YFLogxK

U2 - 10.1007/s10570-018-1777-4

DO - 10.1007/s10570-018-1777-4

M3 - Article

VL - 25

SP - 3197

EP - 3203

JO - Cellulose

JF - Cellulose

SN - 0969-0239

IS - 6

ER -

ID: 21779919