1.5 Are Wood-Origin Stilbenes Fiberline Hackers or Valuable Bio-ingredients? 

Jinze Dou

Academy of Finland Research Fellow

Aalto University

The native-form wood extractives have been well understood for decades [1], however knowledge is limited only before entering the fiberline, there has not been enough scientific data to investigate the reaction mechanism behind the secondary-form wood extractives as part of the fiberline process. Extractives are highly reactive and can undergo various reactions during pulping and bleaching. Only limited number of studies can be found. [2-5] Pinosylvin is a well-known stilbene present at pine wood. The wood-origin stilbenes are promising UV-absorbers for sunscreen application. [6] Chlorinated stilbene has been identified from bleached sheet paper [7] and pitch deposits from a softwood fiberline. [2] We revealed, for the first time, the formation of (mono-/ di-/ tri-) chlorinated pinosylvins under the mimicked bleaching conditions of D0 (chlorine dioxide). These compounds are today dissolved, chlorinated and accumulated inside the loop of our fiberline as fiberline hackers, but when using them to added-value chemicals, it could allow more incomes for the forest owners and industry.

References:1 B. Holmbom. Constituents of tall oil. A study of tall oil processes and products. Doctoral dissertation. Åbo Akademi. 1978.2 J. Dou, K. Niemelä, T. Haatainen, P. Tervola, J. Vehmaa. Investigation of pitch deposits throughout the fiber line of softwood pulp mill, Journal of Cleaner Production, 405 (2023) 136940. https://doi.org/10.1016/j.jclepro.2023.1369403 S. E. Orozco, R. H. Bischof, S. Barbini, D. Sriranganadane, K. Fackler, A. Potthast. Fate of Lipophilic Wood Extractives in Oxygen-Based Cellulose Bleaching, ACS Sustainable Chemistry & Engineering, 13 (2024) 4840–4849. https://doi.org/10.1021/acssuschemeng.1c001094 J.-E. Raitanen, A. Sundberg, J. Konn, A. Smeds, S. Willför. Reactions between peracetic acid and lipophilic extractives – methodologies and implications in post bleaching of kraft pulps, Holzforschung, 70 (2016) 747–754. https://doi.org/10.1515/hf-2015-02175 C. S. R. Freire, A. J.D. Silvestre, C. Pascoal Neto, Oxidized derivatives of lipophilic extractives formed during hardwood kraft pulp bleaching, Holzforschung 57 (2003) 503–512, https://doi.org/10.1515/HF.2003.0756 J. Dou, M. Sui, K. Malinen, T. Pesonen, T. Isohanni, T. Vuorinen. Spruce bark stilbenes as a nature-inspired sun blocker for sunscreens, Green Chemistry 24 (2022) 2962–2974, https://doi.org/10.1039/D2GC00287F7 J. G. McDonald, R. A. Hites, Identification of Chlorinated Dimethoxystilbene Isomers and Homologues in Bleached Paper Products, Analytical Chemistry 72 (2000) 4859–4864, https://doi.org/10.1021/ac000474g

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