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Surprising Insensitivity of Homogeneous Acetylation of Cellulose Dissolved in Triethyl(n-octyl)ammonium Chloride/Molecular Solvent on the Solvent Polarity
Friedrich Schiller University Jena, Germany.
RISE - Research Institutes of Sweden, Swerea, Swerea IVF.ORCID iD: 0000-0003-2893-8554
University of Sao Paulo, Brazil.
University of Sao Paulo, Brazil.
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2018 (English)In: Macromolecular materials and engineering (Print), ISSN 1438-7492, E-ISSN 1439-2054, Vol. 303, no 5Article in journal (Refereed) Published
Abstract [en]

The homogeneous acetylation of microcrystalline cellulose (MCC) by acetyl chloride and acetic anhydride in triethyl(n-octyl)ammonium chloride (N2228Cl)/molecular solvents (MSs) is investigated. The reaction with both acylating agents shows the expected increase of the degree of substitution (DS) on reaction temperature and time. Under comparable reaction conditions, however, DS is surprisingly little dependent on the MS employed, although the MSs differ in empirical polarity by 7 kcal mol−1 as calculated by use of solvatochromic probes. The empirical polarities of (MCC + N2228Cl + MS) differ only by 0.8 kcal mol−1. The formation a polar electrolyte sheath around cellulose chains presumably contributes to this “leveling-off” of the dependence DS on the polarity of the parent MS employed. N2228Cl recovery and recycling is feasible. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Place, publisher, year, edition, pages
Wiley-VCH Verlag , 2018. Vol. 303, no 5
Keywords [en]
Acetylation; Cellulose; Chlorine compounds; Electrolytes; Recycling, Ammonium chloride; Cellulose acetates; Degree of substitution; Microcrystalline cellulose; Reaction conditions; Reaction temperature; Solvatochromic probes; Solvent polarity, Solvents, Acetylation; Ammonium Chloride; Cellulose; Chlorine Compounds; Electrolytes; Recycling
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URN: urn:nbn:se:ri:diva-34199DOI: 10.1002/mame.201800032Scopus ID: 2-s2.0-85046902251OAI: oai:DiVA.org:ri-34199DiVA, id: diva2:1233123
Available from: 2018-07-16 Created: 2018-07-16 Last updated: 2019-03-06Bibliographically approved

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Jedvert, Kerstin

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