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Preparation of 6-deoxy-6-fluorocellulose

✍ Scribed by Natsuki Kasuya; Kenji Iiyama; Gyosuke Meshitsuka; Atsushi Ishizu


Book ID
102997641
Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
503 KB
Volume
260
Category
Article
ISSN
0008-6215

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✦ Synopsis


6-Deoxy-6-fluorocellulose was prepared from cellulose 2,3-diacetate (1) or cellulose 2,3-dibenzoate (2) in various solvents, and was characterized by 19F and 13C NMR measurements. The best product, having ds of 0.95 at C-6 and 0.04 at C-3, was prepared from cellulose 2,9dibenzoate in nitrobenzene. Other ~mbinations of starting material and solvent gave a lower (-0.8) ds of fluorine at C-6 and higher (-0.12) at C-2 or C-3. Substitution at C-2 was observed when the combination of 1 and 1,4-dioxane, or 2 and chloroform was used. The products substituted at C-2 by fluorine were relatively resistant to acid hydrolysis.


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