title: Homogeneous tritylation of cellulose in 1-allyl-3-methylimidazolium chloride and subsequent acetylation: the influence of base.
abstract: Homogeneous tritylation of cellulose in 1-allyl-3-methylimidazolium chloride (AmimCl) ionic liquid with triphenylmethy chloride as regents, pyridine or 1-butylimidazole (BIM) as base was investigated, and subsequent acetylation of the 6-O-functionalized products was further studied. The structure of products was analyzed by FTIR and (13)C NMR spectroscopy and base influences on the structure were discussed as well. The solution with pyridine as base underwent heterogeneous-homogeneous-heterogeneous process and the obtained trityl cellulose (TC) had organized structure with trityl group located completely at C-6 position of cellulose with maximum DS(trityl) of nearly 1. In the case of BIM as base, the solution was homogeneous for the whole reaction, but the highest DS(trityl) was about 0.22, with trityl group located not only at position 6 but also partially at position 2. Subsequent acetylation of the TC led to products with a preferred functionalization of the unprotected secondary OH-groups.
authors.affiliation: College of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081, PR China; Beijing Engineering Technology Research Center for Cellulose and Its Derivative Materials, Beijing 100081, PR China.
authors.forename: Yuxia
authors.initials: Y
authors.lastname: Lv
authors.affiliation: College of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081, PR China; Beijing Engineering Technology Research Center for Cellulose and Its Derivative Materials, Beijing 100081, PR China.
authors.forename: Yaliang
authors.initials: Y
authors.lastname: Chen
authors.affiliation: College of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081, PR China; Beijing Engineering Technology Research Center for Cellulose and Its Derivative Materials, Beijing 100081, PR China. Electronic address: Shaoziqiang@263.net.
authors.forename: Ziqiang
authors.initials: Z
authors.lastname: Shao
authors.affiliation: Sichun Nitrocell Corp. Ltd., Luzhou 646605, PR China.
authors.forename: Renxu
authors.initials: R
authors.lastname: Zhang
authors.affiliation: Sichun Nitrocell Corp. Ltd., Luzhou 646605, PR China.
authors.forename: Libin
authors.initials: L
authors.lastname: Zhao
keywords: 1-Allyl-3-methylimidazolium chloride (AmimCl); 1-Butylimidazole (PubChem CID 61347); 2,3-O-acetyl-cellulose; Acetic anhydride (PubChem CID 7918); Acetylation; Base; Homogeneous tritylation; Propionic anhydride (PubChem CID 31263); Pyridine (PubChem CID 1049); Triphenylmethy chloride (PubChem CID 6456)