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Structural Characterization of 6-Halo-6-Deoxycelluloses by Direct-Dissolution Solution-State NMR Spectroscopy.
Drys, Magdalena; Koso, Tetyana V; Kilpeläinen, Petri O; Rinne-Garmston, Katja T; Todorov, Aleksandar R; Wiedmer, Susanne K; Iashin, Vladimir; King, Alistair W T.
Afiliación
  • Drys M; Department of Chemistry, Faculty of Science, University of Helsinki, A.I. Virtasen aukio 1, Helsinki, 00560, Finland.
  • Koso TV; Stable Isotope Laboratory of Luke (SILL), Natural Resources Institute Finland (Luke), Latokartanonkaari 9, Helsinki, 00790, Finland.
  • Kilpeläinen PO; VTT Technical Research Centre of Finland Ltd, Tietotie 4e, Espoo, 02150, Finland.
  • Rinne-Garmston KT; Stable Isotope Laboratory of Luke (SILL), Natural Resources Institute Finland (Luke), Latokartanonkaari 9, Helsinki, 00790, Finland.
  • Todorov AR; Stable Isotope Laboratory of Luke (SILL), Natural Resources Institute Finland (Luke), Latokartanonkaari 9, Helsinki, 00790, Finland.
  • Wiedmer SK; Department of Chemistry, Faculty of Science, University of Helsinki, A.I. Virtasen aukio 1, Helsinki, 00560, Finland.
  • Iashin V; Department of Chemistry, Faculty of Science, University of Helsinki, A.I. Virtasen aukio 1, Helsinki, 00560, Finland.
  • King AWT; Stable Isotope Laboratory of Luke (SILL), Natural Resources Institute Finland (Luke), Latokartanonkaari 9, Helsinki, 00790, Finland.
Macromol Rapid Commun ; 45(13): e2300698, 2024 Jul.
Article en En | MEDLINE | ID: mdl-38563886
ABSTRACT
Regioselective modifications of cellulose using activated cellulose derivatives such as 6-halo-6-deoxycelluloses provide a convenient approach for developing sustainable products with properties tailored to specific applications. However, maintaining precise regiochemical control of substituent distribution in 6-halo-6-deoxycelluloses is challenging due to their insolubility in most common solvents and the resulting difficulties in precise structure elucidation by modern instrumental analytical techniques. Herein, an accessible NMR-based approach toward detailed characterization of 6-halo-6-deoxycelluloses, including the determination of the degrees of substitution at carbon 6 (DS6), is presented. It is shown that the direct-dissolution cellulose solvent, tetrabutylphosphonium acetateDMSO-d6, converts 6-halo-6-deoxycelluloses to 6-monoacetylcellulose, enabling in situ solution-state NMR measurements. A range of 1D and 2D NMR experiments is used to demonstrate the quantitivity of the conversion and provide optimum dissolution conditions. In comparison with other NMR-based derivatization protocols for elucidating the structure of 6-halo-6-deoxycelluloses, the presented approach offers major advantages in terms of accuracy, speed, and simplicity of analysis, and minimal requirements for reagents or NMR instrumentation.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Espectroscopía de Resonancia Magnética / Celulosa Idioma: En Revista: Macromol Rapid Commun Año: 2024 Tipo del documento: Article País de afiliación: Finlandia Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Espectroscopía de Resonancia Magnética / Celulosa Idioma: En Revista: Macromol Rapid Commun Año: 2024 Tipo del documento: Article País de afiliación: Finlandia Pais de publicación: Alemania