2020
DOI: 10.3390/molecules25204698
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Study on TEMPO-Mediated Oxidation of N-Succinyl Chitosan and the Water Retention Property

Abstract: C-6 oxidized chitosan is of great interest in obtaining a new moisture retention polymer like hyaluronic acid. The direct C-6 specific oxidation of chitosan mediated by the TEMPO/NaClO/NaBr system has proven to be difficult because of the high crystalline and high C-2 amino group content. In this work, the pre-modification of chitosan by N-succinylation was investigated and followed by the TEMPO-mediated C-6 specific oxidation under homogeneous conditions. The desired 6-oxidized N-succinyl chitosan product was… Show more

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Cited by 14 publications
(7 citation statements)
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“…The CS diffractogram (Figure S1) showed an amorphous structure by showing several small diffraction peaks in the range of 2θ = 10°–20° and 2θ = 20°–30°, which comes in agreement with previous studies, , whereas the crystal structure of ACF particles in Figure S2 showed diffraction peaks at 2θ = 16.5°, 21.8°, 23.9°, 25.2°, 25.6°, and 31°, which came in agreement with the reported data . The presence of ACF in PMs was confirmed using the XRD patterns (Figure ).…”
Section: Resultssupporting
confidence: 91%
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“…The CS diffractogram (Figure S1) showed an amorphous structure by showing several small diffraction peaks in the range of 2θ = 10°–20° and 2θ = 20°–30°, which comes in agreement with previous studies, , whereas the crystal structure of ACF particles in Figure S2 showed diffraction peaks at 2θ = 16.5°, 21.8°, 23.9°, 25.2°, 25.6°, and 31°, which came in agreement with the reported data . The presence of ACF in PMs was confirmed using the XRD patterns (Figure ).…”
Section: Resultssupporting
confidence: 91%
“…This means that ACF was completely trapped in the OSCS PMs at the molecular level, which might improve medication absorption. 41,42 2.4. Thermal Analysis.…”
Section: Resultsmentioning
confidence: 99%
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“…Chitosan with positive and negative chemical groups (zwitterionic) has previously been obtained using carboxymethylation and (2,2,6,6-tetramethylpiperidin-1-yl)­oxyl (TEMPO)-mediated oxidation, with both utilizing halogen-based, hazardous stoichiometric chemicals. The succinylation of chitosan with succinic anhydride is a sustainable alternative for carboxymethylation and TEMPO-mediated oxidation, but it involves the use of organic solvents (e.g., dimethyl sulfoxide and dimethylformamide , ). Therefore, itaconic acid modification can be seen as a sustainable method for the introduction of carboxylic acid moiety in chitosan.…”
Section: Results and Discussionmentioning
confidence: 99%
“…Tzaneva et al have obtained CMCh with 50% DS and introduced the polymer to emulsions. They concluded that this chitosan derivate improves rheological properties of the emulsion and can replace one of the most frequently used stabilizers, Carbomer [ 118 ]. CMCh also has antibacterial properties; it shows even stronger effects than chitosan [ 117 ].…”
Section: Modification Of Chitosan For Cosmetic Applicationsmentioning
confidence: 99%