Synthesis and characterization of dicarboxymethyl cellulose

Ricardo Chagas, Martin Gericke, Ricardo B. Ferreira, Thomas Heinze, Luísa M. Ferreira

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Abstract

Synthesis of dicarboxymethyl cellulose (DCMC) under heterogeneous conditions was examined. Cellulose was etherified using sodium bromomalonate in isopropanol/water in the presence of NaOH. The reaction was performed with five different NaOH concentrations (5–30 w/v %) and the products were characterized by anion-exchange high-performance liquid chromatography (AE-HPLC), inductively coupled plasma atomic emission- (ICP-AES), Fourier transform infrared- (FTIR), and nuclear magnetic resonance (1D-/2D-NMR) spectroscopy. Adjusting the amount of NaOH resulted in increasing functionalization of the cellulose achieving an average degree of substitution (DS) between 0.05 and 0.51. Both ICP-AES and AE-HPLC gave comparable DS values. NMR spectroscopic analysis showed that etherification occurred preferably at O-6 and, to a certain extent, at the secondary positions depending on the reaction conditions. Graphic abstract: [Figure not available: see fulltext.].

Original languageEnglish
Pages (from-to)1965-1974
JournalCellulose
Volume27
Issue number4
Early online date24 Dec 2019
DOIs
Publication statusPublished - 1 Mar 2020

Keywords

  • Cellulose ether
  • Cellulose functionalization
  • Dicarboxymethyl cellulose
  • Heterogeneous derivatization

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