SYNTHESIS AND CHARACTERIZATION STUDIES OF A SERIES OF N-VINYL IMIDAZOLE-BASED HYDROGEL

Abstract

In this study, poly[(N-vinyl imidazole)-co-(2-dimethylaminoethyl methacrylate)] hydrogels with  various mole percentages of monomers were prepared by free radical solution polymerization in aqueous media. N,N'-methylenebisacrylamide and 2,2'-azobisisobutyronitrile were used as cross-linker and initiator, respectively. A Fourier transform infrared spectrophotometer, scanning electron microscope and thermogravimetric analyzer were used for the characterization of the hydrogels. The swelling behavior of the hydrogels in aqueous solution were investigated at pH 6.0 and 25°C. The results showed that swelling characteristics were affected by 2-dimethylaminoethyl methacrylate content of the copolymeric hydrogel. The swelling degree of hydrogels increased from 4.2 g g^–1 to 25.4 g g^–1 by increasing 2-dimethylaminoethyl methacrylate concentration from 0 to 15% with respect to the total moles of monomers.

Keywords

• N-Vinyl imidazole,2-dimethylaminoethyl methacrylate,copolymer,hydrogel

References

1. Isik B, Dogantekin B. Swelling behavior of poly(acrylamide-co-N-vinylimidazole) hydrogels under different environment conditions. J Appl Polym Sci 2005; 96: 1783-1788.
2. Brannon-Peppas L, Peppas NA. Solute and penetrant diffusion in swellable polymers. IX. The mechanisms of drug release from pH-sensitive swelling-controlled systems. J Control Release 1989; 8: 267-274.
3. Vazquez B, Gurruchaga M, Goni I, Narvarte E, Roman JS. A pH-sensitive hydrogel based on poly(ethoxy triethylene glycol monomethacrylate). Polymer 1995; 36: 3327-3333.
4. Yu H, Grainger DW. Amphiphilic thermosensitive N-Isopropylacrylamide terpolymer hydrogels prepared by micellar polymerization in aqueous media. Macromolecules 1994; 27: 4554-4560.
5. Eisenberg SR, Grodzinsky AJ. Electrically modulated membrane-permeability. J Membrane Sci 1984; 19: 173-194.
6. Siegel RA, Firestone BA. pH-dependent equilibrium swelling properties of hydrophobic poly-electrolyte copolymer gels. Macromolecules 1988; 21: 3254-3259.
7. Zhang XZ, Yang YY, Wang FJ, Chung, TS. Thermosensitive poly(N-isopropylacrylamide-co-acrylic acid) hydrogels with expanded network structures and improved oscillating swelling-deswelling properties. Langmuir 2002; 18: 2013-2018.
8. Lee KY, Mooney DJ. Hydrogels for tissue engineering. Chem Rev 2001; 101: 1869-1879.

9. Discher DE, Mooney DJ, Zandstra PW. Growth factors, matrices, and forces combine and control stem cells. Science 2009; 324: 1673-1677.
10. Tomic SL, Suljovrujic EH, Filipovic JM. Biocompatible and bioadhesive hydrogels based on 2-hydroxyethyl methacrylate, monofunctional poly(alkylene glycol)s and itaconic acid. Polym Bull 2006; 57: 691-702.
11. Yu J, Yang G, Li Y, Yang W, Gao J, Lu Q. Synthesis, characterization, and swelling behaviors of acrylic acid/carboxymethyl cellulose superabsorbent hydrogel by glow-discharge electrolysis plasma. Polym Eng Sci 2014; 54: 2310-2320.
12. Tomic SL, Micic MM, Dobic SN, Filipovic JM, Suljovrujic EH. Smart poly(2-hydroxyethyl methacrylate/itaconic acid) hydrogels for biomedical application. Radiat Phys Chem 2010; 79: 643-649.
13. Hao J, Weiss RA. Mechanical behavior of hybrid hydrogels composed of a physical and a chemical network. Polymer 2013; 54: 2174-2182.
14. Genc F, Uzun C, Guven O. Quaternized poly(1-vinylimidazole) hydrogel for anion adsorption. Polym Bull 2016; 73: 179-190.
15. Lemque R, Vidalmadjar C, Racine M, Piquion J, Sebille B. Anion-exchange chromatographic properties of alpha-lactalbumin eluted from quaternized polyvinylimidazole-study of the role of the polymer coating. J Chromatogr 1990; 553: 165-177.
16. Jilge G, Sebille B, Vidalmadjar C, Lemque R, Unger KK. Optimization of fast protein separations on nonporous silica-based strong anion-exchangers. Chromatographia 1993; 37: 603-607.
17. Erdem M, Dikisler O, Erdem B. Removal of Orange II from aqueous solutions using N-vinyl imidazole-based hydrogels as adsorbents. Chem Engin Commun 2016; 203: 1403-1412.
18. Pekel N, Guven O. Synthesis and characterization of poly(N-vinyl imidazole) hydrogels crosslinked by gamma irradiation. Polym Int 2002; 51: 1404-1410.
19. Li S, Liu X, Zou T, Xiao W. Removal of cationic dye from aqueous solution by a macroporous hydrophobically modified poly(acrylic acid-acrylamide) hydrogel with enhanced swelling and adsorption properties. Clean-Soil Air Water 2010; 38: 378-386.
20. Cabot B, Deratani A, Foissy A. Adsorption of poly(vinylimidazoles) onto silica surfaces. Colloid Surface A 1998; 139: 287-297.
21. van de Wetering P, Zuidam NJ, van Steenbergen MJ, van der Houwen OAGJ, Underberg WJM, Hennink WE. A Mechanistic study of the hydrolytic stability of poly(2-(dimethylamino)ethyl methacrylate. Macromolecules 1998; 31: 8063-8068.
22. Serra L, Domenech J, Peppas NA. Drug transport mechanisms and release kinetics from molecularly designed poly(acrylic acid-g-ethylene glycol) hydrogels. Biomaterials 2006; 27: 5440-5451.