Synthesis of a cellulose-grafted polymeric support and its application in the reductions of some carbonyl compounds

• Published in: Journal of applied polymer science Vol. 108; no. 1; pp. 99 - 111
• Main Authors: Dhiman, Poonam K, Kaur, Inderjeet, Mahajan, R.K
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley Subscription Services, Inc., A Wiley Company 05-04-2008; Wiley
• Subjects: Applied sciences; Exact sciences and technology; Exchange resins and membranes; Forms of application and semi-finished materials; FTIR; graft copolymers; Polymer industry, paints, wood; radical polymerization; synthesis; Technology of polymers; thermogravimetric analysis (TGA); synthesis; Molecular structure; Anionic resin; Cellulose; Reagent polymer; graft copolymers; Alcohol; thermogravimetric analysis (TGA); Aldehyde; Experimental study; Property processing relationship; Reducing agent; Ketone; Grafting; Cellulose graft copolymer; Optimization; radical polymerization; Chemical reduction; Amine borane; Preparation; FTIR; Cellulose derivatives; Pyridine(4-vinyl) copolymer
• ISSN: 0021-8995; 1097-4628
• DOI: 10.1002/app.27423

The reduction of carbonyl compounds by borohydride supported on a cellulose-anion exchange resin is known. The synthesis of a graft copolymer of cellulose and poly(4-vinyl pyridine) [CellO-g-poly(4-VP)] has been carried out with ceric ions as a redox initiator. A postgrafting treatment of CellO-g-poly(4-VP) with sodium borohydride has produced CellO-g-poly(4-VP) borane, a polymer-supported reducing agent. Optimum conditions pertaining to the maximum percentage of grafting have been evaluated as a function of the concentrations of the initiator, monomer, and nitric acid, amount of water, time, and temperature. The maximum percentage of grafting (585%) has been obtained with 0.927 mol/L of 4-vinyl pyridine and 0.018 mol/L of ceric ammonium nitrate in 120 min at 45°C. The polymeric support, CellO-g-poly(4-VP) borane, has been used for reduction reactions of different carbonyl compounds such as benzaldehyde, cyclohexanone, crotonaldehyde, acetone, and furfural. The graft copolymer has been characterized with IR and thermogravimetric analysis. The grafted cellulose has been found to be thermally stable. The reduced products have been characterized with IR and NMR spectral methods. The reagent has been reused for the reduction of a fresh carbonyl compound, and it has been observed that the polymeric reagent reduces the compounds successfully but with a little lower product yield. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008