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A general approach to cellulosic material with controlled slow release of active substances by derivatization of a cellulosic carrier matrix with trifunctional triazines

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Abstract

Novel trifunctional triazines (“TATORT reagents”) for the modification of cellulosic material were prepared from cyanuric chloride. The compounds employ a cellulose-reactive anchor group for fixation, an active substance showing slow release properties, and a reactivity tuner to facilitate release control. According to this approach, humidity acts as an external trigger to “switch on” the slow-release. While the release-compounds are completely stable under dry conditions, the active substances are released simply by surrounding moisture. The reactivity tuner controls the rate of the release: by choosing an appropriate tuner, the concentration maximum can be set anytime between minutes and several weeks. The release kinetics depends mainly on the structure of reactivity tuner and active substance, but only insignificantly on the type of the (cellulosic) carrier matrix. Apart from the inherent limitation to phenolic and carboxylic active substances, the approach is quite general as the active substances may encompass wide ranges of compounds and applications.

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Acknowledgments

The financial support by the Austrian Christian-Doppler Research Society, CD lab “advanced cellulose chemistry and analytics”, the Austrian Fonds zur Förderung der wissenschaftlichen Forschung, project P-17426, and SCA Hygiene Products, Mannheim, Germany, is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Christian-Doppler Lab “Advanced Cellulose Chemistry and Analytics”, University of Natural Resources and Applied Life Sciences, Muthgasse 18, 1190, Vienna, Austria

    Thomas Rosenau, Antje Potthast, Falk Liebner & Gerald Ebner

  2. School of Materials, University of Manchester, PO Box 88, Manchester, M60 1QD, UK

    A. Hunter M. Renfrew

  3. SCA Hygiene Products GmbH, Sandhofer St. 176, 68305, Mannheim, Germany

    Stephan Eichhorn & Eva-Barbara Fürst-Wiesmann

Authors
  1. Thomas Rosenau
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  2. Antje Potthast
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  3. Falk Liebner
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  4. Gerald Ebner
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  5. A. Hunter M. Renfrew
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  6. Stephan Eichhorn
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  7. Eva-Barbara Fürst-Wiesmann
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Correspondence to Thomas Rosenau.

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Rosenau, T., Potthast, A., Liebner, F. et al. A general approach to cellulosic material with controlled slow release of active substances by derivatization of a cellulosic carrier matrix with trifunctional triazines. Cellulose 16, 929–942 (2009). https://doi.org/10.1007/s10570-009-9336-7

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  • DOI: https://doi.org/10.1007/s10570-009-9336-7

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