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SYNTHESIS OF CHITOSAN-BASED HYDROGEL BY USING PHOTOPOLYMERIZATION TECHNIQUE

Year 2016, Volume: 17 Issue: 2, 391 - 400, 14.07.2016
https://doi.org/10.18038/btda.96384

Abstract

References

  • Hennink WE, Nostrum CF. Novel crosslinking methods to design hydrogels. Adv. Drug Del Rev., 54:13–36, 2002.
  • Schacht EH, Polymer chemistry and hydrogel systems. J Phys: Conf Ser., 3:22, 2004.
  • Hoare TR, Kohane DS. Hydrogels in drug delivery: Progress and challenges. Polymer, 49:1993- 2007, 2008.
  • Khan A, Badshah S, Airoldi C. Biosorption of some toxic metal ions by chitosan modified with glycidylmethacrylate and diethylenetriamine. Chemical Engineering Journal, 171:159–166, 2011.
  • Pasanphan W, Rattanawongwiboon T, Rimdusit P, Piroonpan T. Radiation-induced graft copolymerization of poly(ethyleneglycol) monomethacrylate onto deoxycholate-chitosan nano particles as a drug carrier. Radiation Physics and Chemistry, 94: 199–204, 2014.
  • Altinisik A, Yurdakoc K. Chitosan/poly(vinyl alcohol) hydrogels for amoxicillin release. Polym. Bull., 71:759–774, 2014.
  • Anirudhan TS, Parvathy J. Design of biopolymeric architecture with thiolated
  • chitosan–poly (lactic acid) blend/methionine modified clay for the controlled release of amoxicillin. Polymer-Plastics Technology and Engineering, 53: 1339–1343, 2014.
  • Lin YH, Chang CH, Wu YS, Hsu YM, Chiou SF, Chen YJ. Development of pH-responsive chitosan/heparin nanoparticles for stomach-specific anti-Helicobacter pyloritherapy. Biomaterials, 30:3332–3342, 2009.
  • Lin YH, Tsai SC, Lai CH, Lee CH, He ZS, Tseng GC, Genipin-cross-linked fucoseechitosan/heparin nanoparticles for the eradication of Helicobacter pylori Biomaterials, 34:4466-4479, 2013.
  • Pasanphana W, Rattanawongwiboon T, Rimdusit P, Piroonpan T. Radiation-induced graft copolymerization of poly(ethylene glycol) monomethacrylate onto deoxycholate-chitosan nanoparticles as a drug carrier. Radiation Physics and Chemistry, 94: 199-204, 2014.
  • Maa G, Yang D, Zhou Y, Xiao M, Kennedy JF, Nie J, Preparation and characterization of water- soluble N-alkylated chitosan. Carbohydrate Polymers, 74: 121–126, 2008.
  • Choi JS, Yoo HS. Pluronic/chitosan hydrogels containing epidermal growth factor with wound- adhesive and photo-crosslinkable properties. Journal Biomed Material Research A, 95(2):564-573, 2010.
  • Nguyen KT, West JL. Photopolymerizable hydrogels for tissue engineering applications.
  • Biomaterials, 23:4307–4314, 2002.
  • Hu J, Hou Y, Park H, Choi B, Hou S, Chung A, Lee M. Visible light crosslinkable chitosan hydrogels for tissue engineering. Acta Biomaterialia, 8:1730–1738, 2012.
  • Fertier L, Koleilat H, Stemmelen M, Giani O, Joly-Duhamel C, Lapinte V, Robin JJ. The use of renewable feedstock in UV-curable materials – A new age for polymers and green chemistry. Progress in Polymer Science, 38:932– 962, 2013.
  • Qi Z, Xu J, Wang Z, Nie J, Ma G. Preparation and properties of photo-crosslinkable hydrogel based on photopolymerizable chitosan derivative. International Journal of Biological Macromolecules, 53:144-149, 2013.
  • Amsden BG, Sukarto A, Knight DK, Shapka SN. Methacrylated glycol chitosan as a photopolymerizable biomaterial. Biomacromolecules, 8:3758–3766, 2007.
  • Matsuda T, Magoshi T. Preparation of vinylated polysaccharides and photofabrication of tubular scaffolds as potential use in tissue engineering. Biomacromolecules, 3:942–950, 2002.
  • Flores-Ramírez N, Elizalde-Peña EA, Vásquez-García SR, González-Hernández J, Martinez- Ruvalcaba A, Sanchez IC, Luna-Bárcenas G, Gupta RB. Characterization and degradation of functionalized chitosan with glycidyl methacrylate. J. Biomater. Sci. Polymer Edn., 16(4):473–488, 2005.
  • Fertier L, Koleilat H, Stemmelen M, Giani O, Joly-Duhamel C, Lapinte V, Robin JJ. The use of renewable feedstock in UV-curable materials – A new age for polymers and green chemistry. Progress in Polymer Science, 38:932-962, 2013.
  • Zhong C, Wu J, Reinhart-King CA, Chu CC. Synthesis, characterization and cytotoxicity of photo- crosslinked maleic chitosan–polyethylene glycol diacrylate hybrid hydrogels. Acta Biomaterialia, 6:3908–3918, 2010.
  • Elizalde-Pena EA, Flores-Ramirez N, Luna-Barcenas G, Va´squez-Garcıa SR, Arambula-Villa G, Garcıa-Gaitan B, Rutiaga-Quinones JG, Gonzalez-Hernandez J. Synthesis and characterization of chitosan-g-glycidyl methacrylate with methyl methacrylate. European Polymer Journal, 43:3963–3969, 2007.
  • Hwang CW, Kwak NS, Hwang TS. Preparation of poly(GMA-co-PEGDA) microbeads modified with iminodiacetic acid and their indium adsorption properties. International Journal of Biological Macromolecules, 45:499–503, 2009.
  • Sennaroglu Bostan M, Senol M, Cig T, Peker I, Goren AC, Ozturk T, Eroglu MS. Controlled release of 5- aminosalicylicacid from chitosan based pH and temperature sensitive hydrogels. International Journal of Biological Macromolecules. 52:177– 183, 2013.
  • Maa G, Zhang X, Han J, Song G, Nie J. Photo-polymeriable chitosan derivative prepared by Michael reaction of chitosan and polyethylene glycol diacrylate (PEGDA). International Journal of Biological Macromolecules, 45:499–503, 2009.
  • Gao C, Liu M, Chen J, Zhang X. Preparation and controlled degradation of oxidized sodium alginate hydrogel. Polymer Degradation and Stability, 94:1405–1410, 2009.
  • Hwang CM, Sant S, Masaeli M, Kachouie NN, Zamanian B, Lee SH, Khademhosseini A, Fabrication of three-dimensional porous cell-laden hydrogel for tissue engineering. Biofabrication, 2:1- 12, 2010.

Synthesis of chitosan-based hydrogel by using photopolymerization technique

Year 2016, Volume: 17 Issue: 2, 391 - 400, 14.07.2016
https://doi.org/10.18038/btda.96384

Abstract

In this study, a novel route was developed to fabricate chitosan-based hydrogels by using photopolymerization technique. For this, firstly, glycidyl methacrylate (GMA) grafted onto the chitosan (CTS) backbone to produce chitosan derivative product having photopolymerizable groups  (CTS-g-GMA). Following, CTS-g-GMA and PEGDA subjected to photopolymerization to form chemically crosslinked hydrogel. The chemical structure of the obtained chitosan-based hydrogel was characterized by Fourier transform infrared (FT-IR) analyses. Thermal behavior of hydrogel was determined by differential thermal analysis (DTA) and thermal gravimetric analysis (TGA). The thermal analyses showed that (CTS-g-GMA)-PEGDA had higher thermal stability than neat chitosan. Additionally, the water uptake capacities (swelling ratio) of hydrogels obtained by using different UV exposure time were determined gravimetrically. From the swelling test result, it was observed that exposure time has the effect on the water uptake capacity of hydrogels. In the light of the obtained results, chitosan-based hydrogel fabricated in this work could be considered as a potential for biomedical applications in future works. 

References

  • Hennink WE, Nostrum CF. Novel crosslinking methods to design hydrogels. Adv. Drug Del Rev., 54:13–36, 2002.
  • Schacht EH, Polymer chemistry and hydrogel systems. J Phys: Conf Ser., 3:22, 2004.
  • Hoare TR, Kohane DS. Hydrogels in drug delivery: Progress and challenges. Polymer, 49:1993- 2007, 2008.
  • Khan A, Badshah S, Airoldi C. Biosorption of some toxic metal ions by chitosan modified with glycidylmethacrylate and diethylenetriamine. Chemical Engineering Journal, 171:159–166, 2011.
  • Pasanphan W, Rattanawongwiboon T, Rimdusit P, Piroonpan T. Radiation-induced graft copolymerization of poly(ethyleneglycol) monomethacrylate onto deoxycholate-chitosan nano particles as a drug carrier. Radiation Physics and Chemistry, 94: 199–204, 2014.
  • Altinisik A, Yurdakoc K. Chitosan/poly(vinyl alcohol) hydrogels for amoxicillin release. Polym. Bull., 71:759–774, 2014.
  • Anirudhan TS, Parvathy J. Design of biopolymeric architecture with thiolated
  • chitosan–poly (lactic acid) blend/methionine modified clay for the controlled release of amoxicillin. Polymer-Plastics Technology and Engineering, 53: 1339–1343, 2014.
  • Lin YH, Chang CH, Wu YS, Hsu YM, Chiou SF, Chen YJ. Development of pH-responsive chitosan/heparin nanoparticles for stomach-specific anti-Helicobacter pyloritherapy. Biomaterials, 30:3332–3342, 2009.
  • Lin YH, Tsai SC, Lai CH, Lee CH, He ZS, Tseng GC, Genipin-cross-linked fucoseechitosan/heparin nanoparticles for the eradication of Helicobacter pylori Biomaterials, 34:4466-4479, 2013.
  • Pasanphana W, Rattanawongwiboon T, Rimdusit P, Piroonpan T. Radiation-induced graft copolymerization of poly(ethylene glycol) monomethacrylate onto deoxycholate-chitosan nanoparticles as a drug carrier. Radiation Physics and Chemistry, 94: 199-204, 2014.
  • Maa G, Yang D, Zhou Y, Xiao M, Kennedy JF, Nie J, Preparation and characterization of water- soluble N-alkylated chitosan. Carbohydrate Polymers, 74: 121–126, 2008.
  • Choi JS, Yoo HS. Pluronic/chitosan hydrogels containing epidermal growth factor with wound- adhesive and photo-crosslinkable properties. Journal Biomed Material Research A, 95(2):564-573, 2010.
  • Nguyen KT, West JL. Photopolymerizable hydrogels for tissue engineering applications.
  • Biomaterials, 23:4307–4314, 2002.
  • Hu J, Hou Y, Park H, Choi B, Hou S, Chung A, Lee M. Visible light crosslinkable chitosan hydrogels for tissue engineering. Acta Biomaterialia, 8:1730–1738, 2012.
  • Fertier L, Koleilat H, Stemmelen M, Giani O, Joly-Duhamel C, Lapinte V, Robin JJ. The use of renewable feedstock in UV-curable materials – A new age for polymers and green chemistry. Progress in Polymer Science, 38:932– 962, 2013.
  • Qi Z, Xu J, Wang Z, Nie J, Ma G. Preparation and properties of photo-crosslinkable hydrogel based on photopolymerizable chitosan derivative. International Journal of Biological Macromolecules, 53:144-149, 2013.
  • Amsden BG, Sukarto A, Knight DK, Shapka SN. Methacrylated glycol chitosan as a photopolymerizable biomaterial. Biomacromolecules, 8:3758–3766, 2007.
  • Matsuda T, Magoshi T. Preparation of vinylated polysaccharides and photofabrication of tubular scaffolds as potential use in tissue engineering. Biomacromolecules, 3:942–950, 2002.
  • Flores-Ramírez N, Elizalde-Peña EA, Vásquez-García SR, González-Hernández J, Martinez- Ruvalcaba A, Sanchez IC, Luna-Bárcenas G, Gupta RB. Characterization and degradation of functionalized chitosan with glycidyl methacrylate. J. Biomater. Sci. Polymer Edn., 16(4):473–488, 2005.
  • Fertier L, Koleilat H, Stemmelen M, Giani O, Joly-Duhamel C, Lapinte V, Robin JJ. The use of renewable feedstock in UV-curable materials – A new age for polymers and green chemistry. Progress in Polymer Science, 38:932-962, 2013.
  • Zhong C, Wu J, Reinhart-King CA, Chu CC. Synthesis, characterization and cytotoxicity of photo- crosslinked maleic chitosan–polyethylene glycol diacrylate hybrid hydrogels. Acta Biomaterialia, 6:3908–3918, 2010.
  • Elizalde-Pena EA, Flores-Ramirez N, Luna-Barcenas G, Va´squez-Garcıa SR, Arambula-Villa G, Garcıa-Gaitan B, Rutiaga-Quinones JG, Gonzalez-Hernandez J. Synthesis and characterization of chitosan-g-glycidyl methacrylate with methyl methacrylate. European Polymer Journal, 43:3963–3969, 2007.
  • Hwang CW, Kwak NS, Hwang TS. Preparation of poly(GMA-co-PEGDA) microbeads modified with iminodiacetic acid and their indium adsorption properties. International Journal of Biological Macromolecules, 45:499–503, 2009.
  • Sennaroglu Bostan M, Senol M, Cig T, Peker I, Goren AC, Ozturk T, Eroglu MS. Controlled release of 5- aminosalicylicacid from chitosan based pH and temperature sensitive hydrogels. International Journal of Biological Macromolecules. 52:177– 183, 2013.
  • Maa G, Zhang X, Han J, Song G, Nie J. Photo-polymeriable chitosan derivative prepared by Michael reaction of chitosan and polyethylene glycol diacrylate (PEGDA). International Journal of Biological Macromolecules, 45:499–503, 2009.
  • Gao C, Liu M, Chen J, Zhang X. Preparation and controlled degradation of oxidized sodium alginate hydrogel. Polymer Degradation and Stability, 94:1405–1410, 2009.
  • Hwang CM, Sant S, Masaeli M, Kachouie NN, Zamanian B, Lee SH, Khademhosseini A, Fabrication of three-dimensional porous cell-laden hydrogel for tissue engineering. Biofabrication, 2:1- 12, 2010.
There are 29 citations in total.

Details

Journal Section Articles
Authors

Neslihan Alemdar

Publication Date July 14, 2016
Published in Issue Year 2016 Volume: 17 Issue: 2

Cite

APA Alemdar, N. (2016). Synthesis of chitosan-based hydrogel by using photopolymerization technique. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, 17(2), 391-400. https://doi.org/10.18038/btda.96384
AMA Alemdar N. Synthesis of chitosan-based hydrogel by using photopolymerization technique. AUJST-A. August 2016;17(2):391-400. doi:10.18038/btda.96384
Chicago Alemdar, Neslihan. “Synthesis of Chitosan-Based Hydrogel by Using Photopolymerization Technique”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 17, no. 2 (August 2016): 391-400. https://doi.org/10.18038/btda.96384.
EndNote Alemdar N (August 1, 2016) Synthesis of chitosan-based hydrogel by using photopolymerization technique. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 17 2 391–400.
IEEE N. Alemdar, “Synthesis of chitosan-based hydrogel by using photopolymerization technique”, AUJST-A, vol. 17, no. 2, pp. 391–400, 2016, doi: 10.18038/btda.96384.
ISNAD Alemdar, Neslihan. “Synthesis of Chitosan-Based Hydrogel by Using Photopolymerization Technique”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 17/2 (August 2016), 391-400. https://doi.org/10.18038/btda.96384.
JAMA Alemdar N. Synthesis of chitosan-based hydrogel by using photopolymerization technique. AUJST-A. 2016;17:391–400.
MLA Alemdar, Neslihan. “Synthesis of Chitosan-Based Hydrogel by Using Photopolymerization Technique”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, vol. 17, no. 2, 2016, pp. 391-00, doi:10.18038/btda.96384.
Vancouver Alemdar N. Synthesis of chitosan-based hydrogel by using photopolymerization technique. AUJST-A. 2016;17(2):391-400.