Catalytic oxidation of cellulose with a novel amphiphilic nitroxide block copolymer as a recoverable catalyst

Catalytic oxidation of cellulose with a novel amphiphilic nitroxide block copolymer as a... A novel amphiphilic block copolymer of poly(ethylene glycol)-b-poly(2,2,6,6-tetramethylpiperidinyloxy-4-yl-methacrylate) was prepared through activators regenerated by electron transfer atom transfer radical polymerization of 2,2,6,6-tetramethylpiperidine methacrylate monomer, followed by oxidizing it with 3-chloroperoxybenzoic acid. This nitroxide block copolymer was used as a recoverable catalyst instead of free 2,2,6,6-tetramethylpiperidine-1-oxyl for selective catalytic oxidation of cellulose. According to its amphiphilic property, a mixture of acetonitrile and water was used as the reaction medium. The resulting carboxyl content of oxidized cellulose reached 1.07 mmol/g, equivalent to 73.2% of free TEMPO, was satisfactory. Furthermore, the block copolymer was easy to recycle and the activity did not decrease to a noticeable level after 4 cycles. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Cellulose Springer Journals

Catalytic oxidation of cellulose with a novel amphiphilic nitroxide block copolymer as a recoverable catalyst

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Publisher
Springer Journals
Copyright
Copyright © 2017 by Springer Science+Business Media B.V.
Subject
Chemistry; Bioorganic Chemistry; Physical Chemistry; Organic Chemistry; Polymer Sciences; Ceramics, Glass, Composites, Natural Materials; Sustainable Development
ISSN
0969-0239
eISSN
1572-882X
D.O.I.
10.1007/s10570-017-1375-x
Publisher site
See Article on Publisher Site

Abstract

A novel amphiphilic block copolymer of poly(ethylene glycol)-b-poly(2,2,6,6-tetramethylpiperidinyloxy-4-yl-methacrylate) was prepared through activators regenerated by electron transfer atom transfer radical polymerization of 2,2,6,6-tetramethylpiperidine methacrylate monomer, followed by oxidizing it with 3-chloroperoxybenzoic acid. This nitroxide block copolymer was used as a recoverable catalyst instead of free 2,2,6,6-tetramethylpiperidine-1-oxyl for selective catalytic oxidation of cellulose. According to its amphiphilic property, a mixture of acetonitrile and water was used as the reaction medium. The resulting carboxyl content of oxidized cellulose reached 1.07 mmol/g, equivalent to 73.2% of free TEMPO, was satisfactory. Furthermore, the block copolymer was easy to recycle and the activity did not decrease to a noticeable level after 4 cycles.

Journal

CelluloseSpringer Journals

Published: Jun 19, 2017

References

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