2011
DOI: 10.5772/50949
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Photoresponsive Cellulose Nanocrystals

Abstract: In this communication a method for the creation of fluorescent cellulose nanoparticles using click chemistry and subsequent photodimerization of the installed sidechains is demonstrated. In the first step, the primary hydroxyl groups on the surface of the CNCs were converted to carboxylic acids by using TEMPO-mediated hypohalite oxidation. The alkyne groups, essential for the click reaction, were introduced into the surface of TEMPOoxidized CNCs via carbodiimide-mediated formation of an amide linkage between m… Show more

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Cited by 34 publications
(24 citation statements)
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References 43 publications
(43 reference statements)
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“…(1), Reaction 3 exhibits the highest DS value: 0.12. Despite not being very high, this value is close to those reported in the literature for reactions in which amino groups are introduced into the nanocellulose chain [29,30]. For instance, the nitrogen content found in the functionalization reaction of cellulose nanocrystals with propargylamine was 0.79% [29].…”
Section: Elementary Analysis Results For Several Times Of Reaction Besupporting
confidence: 86%
See 1 more Smart Citation
“…(1), Reaction 3 exhibits the highest DS value: 0.12. Despite not being very high, this value is close to those reported in the literature for reactions in which amino groups are introduced into the nanocellulose chain [29,30]. For instance, the nitrogen content found in the functionalization reaction of cellulose nanocrystals with propargylamine was 0.79% [29].…”
Section: Elementary Analysis Results For Several Times Of Reaction Besupporting
confidence: 86%
“…Despite not being very high, this value is close to those reported in the literature for reactions in which amino groups are introduced into the nanocellulose chain [29,30]. For instance, the nitrogen content found in the functionalization reaction of cellulose nanocrystals with propargylamine was 0.79% [29]. Another study involving nanocellulose amination with 2-hydroxy-3-chloro-propylamine yielded a nitrogen content of 0.9% and a degree of substitution of 0.11 [30].…”
Section: Elementary Analysis Results For Several Times Of Reaction Besupporting
confidence: 84%
“…The carboxylation of CNMs through TEMPO-mediated oxidation of surface hydroxyl groups is a widespread functionalization pathway that can easily be investigated by FTIR from the appearance of the carbonyl band around 1730 cm -1 , whose intensity can be used to estimate the degree of oxidation. 252,253 However, acidification of the medium with dilute HCl before analysis is a prerequisite for the observation of this band since the carboxylate form superimposes with the band of adsorbed water molecules at around 1650 cm -1 . The introduced carboxyl groups were further successfully used in several studies to perform amidation (peptidic coupling) reactions with amino-functionalized moieties in order to graft, e.g., polyethylene glycol chains, DNA oligonucleotides or thermosensitive polymers onto CNMs.…”
Section: Band Assignment and Spectrum Analysis General Approachmentioning
confidence: 99%
“…Amongst mineral acids, the application of phosphoric acid allowed for the production of nanocrystalline cellulose with higher thermal stability in comparison to sulphuric acid hydrolysis [4,11]. Other approaches employed in cellulose hydrolysis included, for example, application of hydrochloric acid [12,13], a mixture of acetic and nitric acid [14], and formic or hydrobromic acid [15,16,17].…”
Section: Introductionmentioning
confidence: 99%