Surface cellulose modification with 2-aminomethylpyridine for copper, cobalt, nickel and zinc removal from aqueous solution

Abstract

Cellulose was first modified with thionyl chloride, followed by reaction with 2-aminomethylpyridine to yield 6-(2'-aminomethylpyridine)-6-deoxycellulose. The resulting chemically-immobilized surface was characterized by elemental analysis, FTIR, 13 C NMR and thermogravimetry. From 0.28% of nitrogen incorporated in the polysaccharide backbone, the amount of 0.10 ± 0.01 mmol of the proposed molecule was anchored per gram of the chemically modified cellulose. The available basic nitrogen centers attached to the covalent pendant chain bonded to the biopolymer skeleton were investigated for copper, cobalt, nickel and zinc adsorption from aqueous solution at room temperature. The newly synthesized biopolymer gave maximum sorption capacities of 0.100 ± 0.012, 0.093 ± 0.021, 0.074 ± 0.011 and 0.071 ± 0.019 mmol.g -1 for copper, cobalt, nickel and zinc cations, respectively, using the batchwise method, whose data was fitted to different sorption models, the best fit being obtained with the Langmuir model. The results suggested the use of this anchored biopolymer for cation removal from the environment.

Direct Modification of Microcrystalline Cellulose with Ethylenediamine for Use as Adsorbent for Removal Amitriptyline Drug from Environment

“…The incorporation of this alkaline center, in the cellulose structure, can occur through a variety of chemical reactions, using various nitrogen precursors, such as aminoethanethiol [ 8 ], ethylenediamine [ 10 ], 2-aminomethylpyridine [ 11 ] and 1,4-diaminobutane [ 12 ]. Studies showed, in aqueous medium, an interaction between the nitrogen incorporated to cellulose and contaminants (metals and dyes), in a heterogeneous system using the solid/liquid interface [ 13 ]. For example, cellulose modified by ethylenediamine proved efficient in the adsorption of divalent cations (Cu 2+ , Ni 2+ and Zn 2+ ) [ 14 ], as the cellulose modified by ethylenediamine, with an oxidized cellulose derivative as intermediate, was efficient in the removal of acid red GP, congo red 4BS and reactive light-yellow K-4G anionic dyes [ 15 ].…”

Natural Palygorskite as an Industrial Dye Remover in Single and Binary Systems

“…Adsorption is the accumulation of one or more parts in an interfacial layer, and it may occur by chemisorption or physisorption 14,15 . Various materials are used as adsorbents, e.g., chitosan 16,17 , chitin 18 , soybean oil 19 , material based on cyclodextrin 20 , agricultural wastes 21,22 , cellulose 23,24 , and clay minerals 25,26,27 , among others. Among these materials, clay minerals are very interesting solids because they are natural, abundant, easily extractable, usually nontoxic, and relatively inexpensive.…”

Chemical Functionalization of Cellulosic Materials — Main Reactions and Applications in the Contaminants Removal of Aqueous Medium

“…Thus, the nitrogen incorporation in cellulose or in the cellulosic materials is an important chemical modification which allows the insertion of active sites in this biomaterial. These sites can interact in aqueous medium with contaminants molecules, in heterogeneous system in which the interactive processes are defined by solid/liquid interface [25].…”

“…The first stage of reaction consists in allogeneic derivative synthesis. In the halogenation, chlorine addition is preferable, since it is the most effective allogeneic, whose preferential sequence is: chlorine > bromine, iodine > fluorine [25]. The first step of reaction series consists in the cellulose chlorination, a favored process by nucleophilic attack from thionyl chloride on hydroxyl group in the biopolymer backbone, resulting in chlorine atom pending in polymer structure.…”

“…Another important reaction of amination is organic molecule incorporation of 2-aminomethylpyridine. As the latest example, initially cellulose is chlorinated and, then it reacts with 2-aminomethylpyridine under reflux for 4 h [25], according to Figure 13. The amount of incorporated nitrogen in cellulose by this reaction is low, when compared to similar patterns.…”