Stable glycosylamines at the reducing ends of cellulose nanocrystals

Jingwen Xia; Tetyana Koso; Katja Heise; Lukas Fliri; Emilie Ressouche; Johanna Majoinen; Mauri A. Kostiainen; Sami Hietala; Michael Hummel; Vladimir Aseyev; Ilkka Kilpeläinen; Alistair W.T. King

doi:10.1039/D3CC01329D

Stable glycosylamines at the reducing ends of cellulose nanocrystals†

Jingwen Xia,

^a Tetyana Koso,

^a Katja Heise,

^b Lukas Fliri,

^b Emilie Ressouche,

^b Johanna Majoinen,

^b Mauri A. Kostiainen,

^b Sami Hietala,

^a Michael Hummel,

^b Vladimir Aseyev,

*^a Ilkka Kilpeläinen

*^a and Alistair W.T. King

*^c

Author affiliations

* Corresponding authors

^a Chemistry Department University of Helsinki, AI Virtasen Aukio 1, Helsinki FI-00560, Finland
E-mail: vladimir.aseyev@helsinki.fi, ilkka.kilpelainen@helsinki.fi

^b Department of Bioproducts and Biosystems Aalto University Otakaari 1B, Espoo, Finland

^c BA54 Biomaterial processing and products VTT Technical Research Centre of Finland Ltd Tietotie 4e, Espoo, Finland
E-mail: alistair.king@vtt.fi

Abstract

The reaction of reducing end groups in cellulose nanocrystals with dodecylamine was examined. Using a direct-dissolution solution-state NMR protocol, the regioselective formation of glucosylamines was shown. This provides an elegant approach to sustainably functionalize these bio-based nanomaterials, that may not require further reduction to more stable secondary amines.

Chemical Communications

Stable glycosylamines at the reducing ends of cellulose nanocrystals†

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Stable glycosylamines at the reducing ends of cellulose nanocrystals

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