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.
Beatriz Vega, Holger Wondraczek, Leonore Bretschneider, Tuomas Näreoja, Pedro Fardim, Thomas Heinze, Preparation of reactive fibre interfaces using multifunctional cellulose derivatives, Carbohydrate Polymers, Volume 132, 2015, Pages 261-273, ISSN 0144-8617, https://doi.org/10.1016/j.carbpol.2015.05.048. (http://www.sciencedirect.com/science/article/pii/S0144861715004543)