Synthesis, Characterization of Cellulose Grafted N-Oxide Reagent and Its Application in Oxidation of Alkyl/Aryl Halides

Abstract

Oxidation of aliphatic and aromatic halides by N-oxide functionalities supported on 4-vinyl pyridine, (4-VP), grafted cellulose is reported in the present manuscript. Synthesis of graft copolymer of cellulose and poly 4-vinyl pyridine, poly(4-VP), has been carried out using ceric ions as redox initiator. Post-grafting treatment of CellO-g-poly(4-VP) with 30% H 2 O 2 in acetic acid gives Cellulose-g-poly(4-VP) N-oxide, the polymeric supported oxidizing reagent. The polymeric support, CellO-g-poly(4-VP) N-oxide, has been used for oxidation of different alkyl/aryl halide such as 1-bromo-3-methyl butane, 2-bromo propane, 1-bromo heptane and benzyl chloride. The polymeric reagent was characterized by IR and thermo-gravimetric analysis. The oxidized products were characterized by FTIR and H 1 NMR spectral methods. The reagent was reused for the oxidation of a fresh alkyl/aryl halides and it was observed that the polymeric reagent oxidizes the compounds successfully but with little lower product yield.

New Technology for the Synthesis of New Materials Based on Cellulose and Sorption of Noble Metals

“…Grafting reactions represent possible solutions for changing chemical, physical and mechanical properties of the cellulose molecules in desired direction. Modification of cellulose leads to formation of the new ionic polymers (Heinze, 1998) and grafting of N-vinyl pyrrolidone (Gupta & Sahoo, 2001;Chauhan et al, 2005), styrene, methyl methacrylate, methyl acrylamide (Coshun & Temuz, 2005;Sharma & Chauhan, 2009) acrylamide and acrylic acid , grafting of acrylamide and 4-vinylpyridine (Chauhan et al, 2000;Kaur & Dhiman, 2011), and ethyl acrylate (Kalia et al, 2011) on cellulose have been studied. New materials based on biopolymers and, especially, modification of cellulose and lignin, have been used as semipermeable membranes, ion-exchangers and matrices for medicaments (Bilba, 1998;Hubicki et al, 2008;Maliyekkal et al, 2010;Nada et al, 2007;Ozdemir et al, 2006;Parajuli, 2006;Rodriguez et al, 2009;Saarinen, 2008;Vlasankova & Sommer, 1999;Wang, 2005;Xu, 2005).…”