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Synthesis and properties of thiol-modified CNC via surface tosylation. | LitMetric

Synthesis and properties of thiol-modified CNC via surface tosylation.

Carbohydr Polym

Institute of Chemistry of Federal Research Centre "Komi Science Centre, the Ural Branch, Russian Academy of Sciences", 167982, 48 Pervomayskaya st., Syktyvkar, Russian Federation.

Published: November 2023

AI Article Synopsis

  • SH-containing polymers and nanoparticles represent a key focus in developing new materials, particularly through the synthesis of cellulose nanocrystals (CNC) modified with tosyl functions (CNC-Ts) and later converted to SH-containing nanocrystals (CNC-SH).
  • The synthesis process involves creating CNC-Ts in an emulsion while maintaining their size and structure, followed by nucleophilic substitution to produce CNC-SH, with various analytical techniques used to confirm the modifications.
  • CNC-SH exhibit promising rheological properties and high sorption capacity for Cr(VI) in acidic environments, along with photoreductive behavior when exposed to UV light.

Article Abstract

SH-containing polymers and nanoparticles are a significant direction in the creation of novel materials. The aim of this work is the synthesis of cellulose nanocrystals (CNC) with a surface modified by tosyl functions (CNC-Ts) and their further modification into SH-containing nanocrystals (CNC-SH). CNC-Ts were synthesized in an aqueous-organic emulsion from never-dried particles, while maintaining the size and supramolecular structure of CNC; the content of Ts-functions is up to 2.5 mmol·g. Structure of the derivatives was analyzed by TEM, XRD, CP/MAS C NMR and FTIR spectroscopies. Nucleophilic substitution and hydrolysis of the obtained thioisouronium salts leads to the production of CNC-SH. To quantify SH-groups we used elemental analysis, potentiometric titration and Folin-Ciocalteu and Ellman's reagents. It is shown that SH-groups on the surface are partially oxidized and are involved in a dense network of hydrogen bonds. Rheological properties of CNC-SH hydrosols are close to those of CNC, addition of HO at acidic pH leads to an increase in viscosity of the system; HO added at neutral pH causes opposite effect - viscosity decreases. CNC-SH have a high capacity for sorption of Cr(VI) in acidic environments and exhibit photoreductive properties under UV irradiation.

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Source
http://dx.doi.org/10.1016/j.carbpol.2023.121169DOI Listing

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