Chromophores in lignin-free cellulosic materials belong to three compound classes. Chromophores in cellulosics, XII

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• 作者：Philipp Korntner ; Takashi Hosoya ; Thomas Dietz ; Klaus Eibinger…
• 关键词：Cellulose ; Chromophores ; Aging ; Bleaching ; Brightness ; Brightness reversion
• 刊名：Cellulose
• 出版年：2015
• 出版时间：April 2015
• 年：2015
• 卷：22
• 期：2
• 页码：1053-1062
• 全文大小：514 KB
• 参考文献：1. Adorjan, I, Potthast, A, Rosenau, T, Sixta, H, Kosma, P (2004) Discoloration of cellulose solutions in N-methylmorpholine-N-oxide (Lyocell). Part 1: studies on model compounds and pulps. Cellulose 12: pp. 51-57 CrossRef
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  7. Hosoya, T, French, AD, Rosenau, T (2013) Chemistry of 2,5-dihydroxy-[1,4]-benzoquinone, a key chromophore in aged cellulosics. Mini Rev Org Chem 10: pp. 302-308 CrossRef
  8. Hosoya, T, French, AD, Rosenau, T (2013) Chemistry of 5,8-dihydroxy-[1,4]-naphtho-quinone, a key chromophore in aged cellulosics. Mini Rev Org Chem 10: pp. 309-315 CrossRef
  9. Hosoya T, French AD, Rosenau T (2014) Chemistry of 2,5-dihydroxy-acetophenone, a key chromophore in aged cellulosics. Mini Rev Org Chem (in press). doi:10.2174/1570193X11666141028235623
  10. Krainz, K, Potthast, A, Suess, U, Dietz, T, Nimmerfroh, N, Rosenau, T (2009) Effects of selected key chromophores on cellulose integrity upon bleaching. Holzforschung 63: pp. 647-656 CrossRef
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  16. Potthast, A, R?hrling, J, Rosenau, T, Borgards, A, Sixta, H, Kosma, P (2003) A novel method for the determination of carbonyl groups in cellulosics by fluorescence labeling. 3. Monitoring oxidative processes. Biomacromolecules 4: pp. 743-749 CrossRef
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• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Bioorganic Chemistry
  Physical Chemistry
  Organic Chemistry
  Polymer Sciences
  
• 出版者：Springer Netherlands
• ISSN：1572-882X

文摘

The chromophore release and identification method isolates well-defined chromophoric substances from different cellulosic matrices, such as highly bleached pulps, cotton linters, bacterial cellulose, viscose or lyocell fibers, and cellulose acetates. The chromophores are present only in extremely low (ppm to ppb) concentrations. The concept of primary and secondary chromophores is introduced, with primary chromophores arising only from the polysaccharides inherent to cellulosic materials. Secondary chromophores also include atoms from the chemicals used to process the cellulose. Most primary chromophores belong to one of three compound classes: hydroxy-[1,4]-benzoquinones, hydroxy-[1,4]-naphthoquinones, and hydroxyacetophenones. Among them, three individual compounds dominate: 2,5-dihydroxy-[1,4]-benzoquinone, 5,8-hydroxy-[1,4]-naphthoquinone, and 2,5-dihydroxyacetophenones, amounting to more than 80?% of the total isolated chromophores in most cases. In lignin-free cellulosics, these three compounds can thus be regarded as key chromophores. The prevalence of these molecules is due to both exceptionally strong resonance stabilization, as reflected in delocalized double bonds, and their ready reformation from carbohydrate degradation products by recondensation reactions. The findings that (a) most chromophores in lignin-free cellulosic materials belong to only three compound classes and that (b) three chromophore compounds make up the bulk of the chromophore mixtures are foundational for future bleaching research: Based on this knowledge, specific searches for optimized bleaching conditions can now concentrate on these compounds and still cover the vast majority of chromophores.