TY - JOUR
T1 - Synthesis and characterization of dicarboxymethyl cellulose
AU - Chagas, Ricardo
AU - Gericke, Martin
AU - Ferreira, Ricardo B.
AU - Heinze, Thomas
AU - Ferreira, Luísa M.
N1 - info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F84749%2F2012/PT#
Associate Laboratory for Green Chemistry-LAQV which is financed by national funds from FCT/MCTES (UID/QUI/50006/2019).
FCT, Portugal (ROTEIRO/0031/2013–PINFRA/22161/2016, co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC).
PY - 2020/3/1
Y1 - 2020/3/1
N2 - 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.].
AB - 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.].
KW - Cellulose ether
KW - Cellulose functionalization
KW - Dicarboxymethyl cellulose
KW - Heterogeneous derivatization
UR - http://www.scopus.com/inward/record.url?scp=85077370204&partnerID=8YFLogxK
U2 - 10.1007/s10570-019-02952-6
DO - 10.1007/s10570-019-02952-6
M3 - Article
AN - SCOPUS:85077370204
SN - 0969-0239
VL - 27
SP - 1965
EP - 1974
JO - Cellulose
JF - Cellulose
IS - 4
ER -