title: Preparation of reactive fibre interfaces using multifunctional cellulose derivatives.
abstract: Cellulose fibres have poor reactivity and limited potential for surface engineering with advanced chemical functionalization in water. In this work, cellulose fibres were decorated with azide functions by charge-directed self-assembly of a novel water-soluble multifunctional cellulose derivative yielding reactive fibres. Propargylamine and 1-ethynylpyrene were utilized as a proof of concept that alkyne molecules may react with the azide functions of the reactive fibres via copper(I)-catalyzed azide-alkyne Huisgen cycloaddition (CuAAc) reaction in mild conditions. Chemical characterization of the fibres was carried out using classical techniques such as Raman-, fluorescence-, and UV-vis spectroscopy. Among other techniques, time-of-flight secondary ion mass spectrometry (ToF-SIMS), X-ray spectroscopy (XPS), two-photon microscopy (TPM), and inductively coupled plasma mass spectrometry (ICP-MS) were useful tools for additional characterization of the fibres decorated with amino- or photoactive groups. The information gathered in this work might contribute to the basis for the preparation of reactive cellulose-based interfaces with potential application in CuAAc reactions.
authors.affiliation: Fibre and Cellulose Technology Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthansgatan 3, FI-20500 Åbo/Turku, Finland.
authors.forename: Beatriz
authors.initials: B
authors.lastname: Vega
authors.affiliation: Fibre and Cellulose Technology Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthansgatan 3, FI-20500 Åbo/Turku, Finland.
authors.forename: Holger
authors.initials: H
authors.lastname: Wondraczek
authors.affiliation: Center of Excellence for Polysaccharide Research at Institute of Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Humboldtstraße 10, D-07743 Jena, Germany.
authors.forename: Leonore
authors.initials: L
authors.lastname: Bretschneider
authors.affiliation: Laboratory of Biophysics, Cell Biology and Anatomy, Institute of Biomedicine, University of Turku, Tykistökatu 6A, 5th Floor, FI-20520 Turku, Finland; Department of Neuroscience, Karoleenska Institutet, von Eulers väg 3, SE-17177 Stockholm, Sweden.
authors.forename: Tuomas
authors.initials: T
authors.lastname: Näreoja
authors.affiliation: Fibre and Cellulose Technology Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthansgatan 3, FI-20500 Åbo/Turku, Finland. Electronic address: pfardim@abo.fi.
authors.forename: Pedro
authors.initials: P
authors.lastname: Fardim
authors.affiliation: Fibre and Cellulose Technology Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthansgatan 3, FI-20500 Åbo/Turku, Finland; Center of Excellence for Polysaccharide Research at Institute of Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Humboldtstraße 10, D-07743 Jena, Germany.
authors.forename: Thomas
authors.initials: T
authors.lastname: Heinze
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002482:Cellulose / Q000031:analogs & derivatives* / Q000648:ultrastructure; D057930:Click Chemistry; D061565:Cycloaddition Reaction; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D011437:Propylamines; D011721:Pyrenes; D014867:Water; C009054:propargylamine; C042881:1-ethynylpyrene; D002482:Cellulose; D010293:Pargyline
keywords: Cellulose fibres; Functionalization in water; Huisgen cycloaddition; Multifunctional cellulose derivatives; Polysaccharides; Reactive interfaces