NDLI: Cationically modified 6-deoxy-6-azido cellulose as a water-soluble and reactive biopolymer derivative

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Cationically modified 6-deoxy-6-azido cellulose as a water-soluble and reactive biopolymer derivative

Content Provider	Springer Nature Link
Author	Bretschneider, Leore Koschella, Andreas Heinze, Thomas
Copyright Year	2014
Abstract	Cellulose p-toluenesulfonic acid ester was obtained by conversion of cellulose with p-toluenesulfonic acid chloride and triethylamine in N,N-dimethylacetamide/LiCl solution. Further reaction with sodium azide afforded the corresponding 6-deoxy-6-azido cellulose with almost complete displacement of the sulfonate groups. Conversion of 6-deoxy-6-azido cellulose with carboxypropyltrimethylammonium chloride in the presence of N,N′-carbonyldiimidazole yielded 6-deoxy-6-azido cellulose-2,3-O-[4-(N,N,N-trimethylammonium)]butyrate chloride with the degree of substitution of cationic groups up to 0.24. Alternatively, conversion of 6-deoxy-6-azido cellulose with 4-bromobutyltrimethylammonium bromide in the presence of sodium hydroxide in 2-propanol slurry afforded 6-deoxy-6-azido-2,3-O-(4-trimethylammonium)butyl cellulose bromide with a DS of cationic groups up to 0.30. The resulting products are water soluble provided that the content of cationic groups is sufficiently high. Etherification was found to influence the degree of polymerization much more than esterification. Utilization of dimethyl sulfoxide and sodium hydride caused predominant polymer degradation.
Starting Page	473
Ending Page	485
Page Count	13
File Format	PDF
ISSN	01700839
Journal	Polymer Bulletin
Volume Number	72
Issue Number	3
e-ISSN	14362449
Language	English
Publisher	Springer Berlin Heidelberg
Publisher Date	2014-12-11
Publisher Place	Berlin, Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Cellulose p-toluenesulfonic acid ester 6-Deoxy-6-azido cellulose 3-O-[4-(N,N,N-Trimethylammonium)]butyrate chloride 6-Deoxy-6-azido-2 3-O-(4-Trimethylammonium)butyl cellulose bromide NMR spectroscopy SEC Cationization Polymer Sciences Soft and Granular Matter, Complex Fluids and Microfluidics Characterization and Evaluation of Materials Physical Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry Condensed Matter Physics Polymers and Plastics

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