Abstract

New grafted copolymers possessing structural units of 1-vinyl-3-(1-carboxymethyl) imidazolium betaine were obtained by graft copolymerization of N-vinylimidazole onto gellan gum followed by the polymer-analogous reactions on grafted polymer with the highest grafting percentage using sodium chloroacetate as the betainization agent. The grafted copolymers were prepared using ammonium persulfate/N,N,N′,N′ tetramethylethylenediamine in a nitrogen atmosphere. The grafting reaction conditions were optimized by changing one of the following reaction parameters: initiator concentration, monomer concentration, polymer concentration, reaction time or temperature, while the other parameters remained constant. The highest grafting yield was obtained under the following reaction conditions: ci = 0.08 mol/L, cm = 0.8 mol/L, cp = 8 g/L, tr = 4 h and T = 50 °C. The kinetics of the graft copolymerization of N-vinylimidazole onto gellan was discussed and a suitable reaction mechanism was proposed. The evidence of the grafting reaction was confirmed through FTIR spectroscopy, X-ray diffraction, 1H-NMR spectroscopy and scanning electron microscopy. The grafted copolymer with betaine structure was obtained by a nucleophilic substitution reaction where the betainization agent was sodium chloroacetate. Preliminary results prove the ability of the grafted copolymers to bind amphoteric drugs (cefotaxime) and, therefore, the possibility of developing the new sustained drug release systems.

Highlights

  • In recent years, the chemical modification of natural polymers, polysaccharides in particular, by graft polymerization or by introduction of some functional groups, represents one of the most accesible and attractive method to obtain the polymeric materials with desired properties [1].Since 1978, when gellan gum (GLL) was isolated for the first time from Pseudomonas elodea, this microbial polysaccharide has been used in various applications, such as in food industry as a thickening agent [2] or in biomedical and pharmaceutical fields [3,4].This polysaccharide can be chemically modified due to the presence of many hydroxyl groups that can act as possible sites for grafting reaction

  • The grafted copolymer with betaine structure was obtained by a nucleophilic substitution reaction where the betainization agent was sodium chloroacetate

  • Grafted polymers carrying betaine units were obtained by grafting N-vinylimidazole onto a gellan gum backbone followed by a betainization reaction of the grafted copolymer with maximum grafting yield in the presence of sodium chloroacetate

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Summary

Introduction

Since 1978, when gellan gum (GLL) was isolated for the first time from Pseudomonas elodea, this microbial polysaccharide has been used in various applications, such as in food industry as a thickening agent [2] or in biomedical and pharmaceutical fields [3,4]. This polysaccharide can be chemically modified due to the presence of many hydroxyl groups that can act as possible sites for grafting reaction. Verma et al [10] combined the properties of N-vinyl-2-pyrrolidone and gellan gum by a grafting reaction, obtaining a new product that can be used as a coating material, superadsorbent or flocculating agent in the mining industry

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