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Çapraz Bağlı Maleik Anhidrit-Stiren-MetilMetakrilat Terpolimerine Dayalı pH-Duyarlı HidrojellerinHazırlanması ve Karakterizasyonu

Year 2018, Volume: 39 Issue: 3, 779 - 790, 30.09.2018

Dilek İmren Koç , Saliha Esra Bolsu Hasan Hüseyin Durmazuçar Ali Boztuğ

https://doi.org/10.17776/csj.462710
Cited By: 1

Abstract

Bu çalışmada; hidrojeller,
maleikanhidrit-stiren-metilmetakrilat terpolimerinin N, N'metilenbisakrilamid ve glutaraldehitin farklı oranları ile çapraz
bağlanmasıyla sentezlenmiştir. Çapraz bağlanma reaksiyonları çözücü olarak tetrahidrofuran
varlığında farklı zaman periyodunda 25-50ºC aralığında gerçekleştirilmiş ve malzeme
özellikleri kıyaslanmıştır. Her bir çapraz bağlayıcı tipi için çapraz bağlanma sıcaklığı,
zamanı ve çapraz bağlayıcı oranı gibi etkin çapraz-bağlanma koşulları belirlenmiştir.
Hidrojellerin şişme davranışı Tris tampon ortamlarda farklı pH aralığında
37ºC’de incelenmiştir. Hidrojellerin pH-duyarlı olduğu ve pH’ya bağlı şişmenin çapraz
bağlayıcının fonksiyonel grubundan etkilendiği görülmüştür. Hidrojellerin moleküler
yapısı Fourier Transform Infrared Spektroskopisi ile, gözenekyapısı da taramalı
electron mikroskobu ile incelenmiştir.

Keywords

N N'-metilen-bis-akrilamid glutaraldehit pH-duyarlı hidrojel Maleikanhidrit stiren metilmetakrilat terpolimer çaprazbağlanma

References

  • [1]. Qiu Y., Park K., Environment-sensitive hydrogels for drug delivery, Adv. Drug Del. Rev.53 (2001) 321-339.
  • [2]. İmren D., Gümüşderelioğlu M., Güner A., Synthesis and characterization of dextran hydrogels prepared with chlor- and nitrogen-containing crosslinkers, J. Appl. Polym. Sci. 102 (2006) 4213-4221.
  • [3]. Dispenza C., Tripodo G., LoPresti C., Spadaro G., Giammona G., Synthesis, characterisation and properties of α, β-poly(N-2-hydroxyethyl)-DL-aspartamide-graft-maleic anhydride precursors and their stimuli-responsive hydrogels, React. Funct. Polym. 69 (2009) 565-575.
  • [4]. Alzari V., Ruiu A., Nuvoli D., Sanna R., Martinez J.I., Appelhans D., Voit B., Zschoche S., Mariani A., Three component terpolymer and IPN hydrogels with response to stimuli, Polymer 55 (2014) 5305-5313.
  • [5]. Singh B., Chauhan G.S., Kumar S., Chauhan N., Synthesis, characterization and swelling responses of pH sensitive psyllium and polyacryamide based hydrogels for the use in drug delivery (I), Carbohydr.Polym.67 (2007) 190-200.
  • [6]. İmren D., Gümüşderelioğlu M., Güner A., In vitro release kinetics of bovine serum albumin from highly swellabledextran hydrogels, J. Appl. Polym. Sci.115 (2010) 740-747.
  • [7]. Shalviri A., Chan H.K, Raval G., Abdekhodaie M.J., Liu Q., Design of pH-responsive nanoparticles of terpolymer of poly(methacrylic acid), polysorbate 80 and starch for delivery of doxorubicin, Colloids.Surf.B: Biointerfaces101 (2013) 405-413.
  • [8]. Xu Q., Huang W., Jiang L., Lei Z., Li X., Deng H., KGM and PMAA based pH-sensitive interpenetrating polymer network hydrogel for controlled drug release, Carbohydr. Polym. 97 (2013) 565-570.
  • [9]. Koetting M.C.,Peppas N.A., pH-Responsivepoly(itaconicacid-co-N-vinylpyrrolidone) hydrogelswithreducedionicstrengthloadingsolutionsofferimproved oral deliverypotentialforhighisoelectricpoint-exhibitingtherapeuticproteins, Int. J.Pharm.471 (2014) 83–91.
  • [10]. Akperov E.O.,Maharramov A.M., Akperov O.G., Uranyl ion adsorption using novel cross-linked maleic anhydride-allyl propionate-styrene terpolymer, Hydrometallurgy 100 (2009) 76-81.
  • [11]. Dalaran M., Emik S., Güçlü G., İyim T.B., Özgümüş S., Removal of acidic dye from aqueous solutions using poly(DMAEMA-AMPS-HEMA) terpolymer/MMT nanocomposite hydrogels, Polym. Bull.63 (2009) 159-171.
  • [12]. İmren D., Boztuğ A., Yılmaz E., Zengin H.B., Viscometric investigation of compatibilization of the poly(vinyl chloride)/poly(ethylene-co-vinyl acetate) blends by terpolymer of maleic anhydride-styrene-vinyl acetate, J. Mol.Struct. 891 (2008) 329-332.
  • [13]. İmren D., Compatibilization of immiscible poly(vinyl chloride)(PVC)/polystyrene (PS) blends with maleic anhydride-styrene-vinyl acetate terpolymer (MAStVA), J. Mol.Struct.963 (2010) 245-249.
  • [14]. Arimoto M., Ichikawa H., Fukumori Y., Microencapsulation of water-soluble macromolecules with acrylic terpolymers by the wurster coating process for colon-specific drug delivery, Powder Technol. 141 (2004) 177-186.
  • [15]. Rimmer S., German M.J., Maughan J., Sun Y., Fullwood N., Ebdon J., MacNeil S., Synthesis and properties of amphiphilic networks 3: preparation and characterization of block conetworks of poly(butyl methacrylate-block-(2,3 propandiol-1-methacrylate-stat-ethandiol dimethacrylate)), Biomaterials 26 (2005) 2219-2230.
  • [16]. Wilson J.T., Cui W., Sun X.L., Burden C.T, Weber C.J, Chaikof E.L., In vivo biocompatibility and stability of a substrate-supported polymerizable membrane-mimetic film, Biomaterials 28 (2007) 609-617.
  • [17]. Moshaverinia A., Roohpour N., Darr J.A., Rehman I.U., Synthesis and characterization of a novel N-vinylcaprolactam-containing acrylic acid terpolymer for applications in glass-ionomer dental cements, ActaBiomater. 5 (2009) 2101-2108.
  • [18]. Heath D.E., Cooper S.L., Design and characterization of sulfobetaine-containing terpolymer biomaterials, ActaBiomater. 8 (2012) 2899-2910.
  • [19]. Cheng C., Ma L., Wu D., Ren J., Zhao W., Xue J., Sun S, Zhao C., Remarkable pH-sensitivity and anti-fouling property of terpolymer blended polyethersulfone hollow fiber membranes, J. Membr. Sci. 378 (2011) 369-381.
  • [20]. Li H., Liao J., Xiang T., Wang R., Wang D., Sun S., Zhao C., Preparation and characterization of pH-and thermo-sensitive polyethersulfone hollow fiber membranes modified with p(NIPAAm-MAA-MMA) terpolymer, Desalination 309 (2013) 1-10.
  • [21]. Bajpai S.K., Dubey S., Synthesis and swelling kinetics of a pH-sensitive terpolymeric hydrogel system, Iran.Polym. J. 13:3 (2004) 189-203.
  • [22]. Gümüşderelioğlu M., Topal I.U, Vinyl ether/acrylic acid terpolymer hydrogels synthesized by -radiation: characterization, thermosensitivity and pH-sensitivity. Radiat. Phys. Chem. 73 (2005) 272-279.
  • [23]. Paris R., Barrales-Rienda J.M, Quijada-Garrido I., Dynamic swelling of hydrogels based on random terpolymers of N-isopropylacrylamide, methacrylic acid and poly(ethylene glycol) macromonomer, Polymer 50 (2009) 2065-2074.
  • [24]. Reinicke S., Schmelz J., Lapp A., Karg M., Hellweg T., Schmalz H., Smart hydrogels based on double responsive triblock terpolymers, Soft Matter 5 (2009) 2648-2657.
  • [25]. Ngadaonye J.I., Cloonan M.O., Geever L.M., Higginbotham C.L., Synthesis and characterization of thermo-sensitive terpolymer hydrogels for drug delivery applications, J. Polym. Res. 18 (2011) 2307-2324.
  • [26]. Micic M., Stamenic D., Suljovrujic E., Radiation-induced synthesis and swelling properties of p(2-hydroxyethyl methacrylate/itaconic acid/oligo(ethylene glycol) acrylate) terpolymeric hydrogels, Radiat. Phys. Chem. 81 (2012) 1451-1455.
  • [27]. Yin C., Xu A., Gong L., Zhang L., Geng B., Zhang S., Preparation of slightly crosslinked monodisperse poly(maleic anhydride-cyclohexyl vinyl ether-divinylbenzene) functional microspheres with anhydride groups via precipitation polymerization, Particuology 19 (2015) 99-106.
  • [28]. Boztuğ A., Basan S., Ekberov O.E., Characterization and synthesis of some alternating terpolymers of maleic anhydride, Mat. Res. Innovat., 8.2 (2004) 89-92.

Preparationand Characterization of pH-Sensitive Hydrogels Based on Crosslinked Maleic Anhydride-Styrene-Methyl Methacrylate Terpolymer

Year 2018, Volume: 39 Issue: 3, 779 - 790, 30.09.2018

Dilek İmren Koç , Saliha Esra Bolsu Hasan Hüseyin Durmazuçar Ali Boztuğ

https://doi.org/10.17776/csj.462710
Cited By: 1

Abstract

In
this study, the hydrogels have been synthesized by the crosslinking reactions maleic
anhydride-styrene-methyl methacrylate terpolymer with N, N'-methylene-bis-acrylamide and glutaraldehyde in various
crosslinker ratios. Crosslinking reactions were carried out in the presence of tetrahydrofuran
as solvent at 25-50ºC for different time period, and the resulting material
properties compared. The best conditions for effective crosslinking, i.e., crosslinking
temperature, time and crosslinker ratios were determined for each crosslinker
type. The swelling behaviour of the hydrogels was examined in Tris-buffer
solutions at various pH at 37ºC. Swelling depending on pH was observed in the
hydrogels. The pH-dependent swelling of hydrogels was strongly influenced by
the functional group of crosslinker. The molecular structure of the hydrogels
was studied by Fourier Transform Infrared Spectroscopy and their pore structure
was investigated by using Scanning Electron Microscope. 

Keywords

crosslinking N N'-methylene-bis-acrylamide glutaraldehyde Maleic anhydride-styrene-methyl methacrylate terpolymer

References

  • [1]. Qiu Y., Park K., Environment-sensitive hydrogels for drug delivery, Adv. Drug Del. Rev.53 (2001) 321-339.
  • [2]. İmren D., Gümüşderelioğlu M., Güner A., Synthesis and characterization of dextran hydrogels prepared with chlor- and nitrogen-containing crosslinkers, J. Appl. Polym. Sci. 102 (2006) 4213-4221.
  • [3]. Dispenza C., Tripodo G., LoPresti C., Spadaro G., Giammona G., Synthesis, characterisation and properties of α, β-poly(N-2-hydroxyethyl)-DL-aspartamide-graft-maleic anhydride precursors and their stimuli-responsive hydrogels, React. Funct. Polym. 69 (2009) 565-575.
  • [4]. Alzari V., Ruiu A., Nuvoli D., Sanna R., Martinez J.I., Appelhans D., Voit B., Zschoche S., Mariani A., Three component terpolymer and IPN hydrogels with response to stimuli, Polymer 55 (2014) 5305-5313.
  • [5]. Singh B., Chauhan G.S., Kumar S., Chauhan N., Synthesis, characterization and swelling responses of pH sensitive psyllium and polyacryamide based hydrogels for the use in drug delivery (I), Carbohydr.Polym.67 (2007) 190-200.
  • [6]. İmren D., Gümüşderelioğlu M., Güner A., In vitro release kinetics of bovine serum albumin from highly swellabledextran hydrogels, J. Appl. Polym. Sci.115 (2010) 740-747.
  • [7]. Shalviri A., Chan H.K, Raval G., Abdekhodaie M.J., Liu Q., Design of pH-responsive nanoparticles of terpolymer of poly(methacrylic acid), polysorbate 80 and starch for delivery of doxorubicin, Colloids.Surf.B: Biointerfaces101 (2013) 405-413.
  • [8]. Xu Q., Huang W., Jiang L., Lei Z., Li X., Deng H., KGM and PMAA based pH-sensitive interpenetrating polymer network hydrogel for controlled drug release, Carbohydr. Polym. 97 (2013) 565-570.
  • [9]. Koetting M.C.,Peppas N.A., pH-Responsivepoly(itaconicacid-co-N-vinylpyrrolidone) hydrogelswithreducedionicstrengthloadingsolutionsofferimproved oral deliverypotentialforhighisoelectricpoint-exhibitingtherapeuticproteins, Int. J.Pharm.471 (2014) 83–91.
  • [10]. Akperov E.O.,Maharramov A.M., Akperov O.G., Uranyl ion adsorption using novel cross-linked maleic anhydride-allyl propionate-styrene terpolymer, Hydrometallurgy 100 (2009) 76-81.
  • [11]. Dalaran M., Emik S., Güçlü G., İyim T.B., Özgümüş S., Removal of acidic dye from aqueous solutions using poly(DMAEMA-AMPS-HEMA) terpolymer/MMT nanocomposite hydrogels, Polym. Bull.63 (2009) 159-171.
  • [12]. İmren D., Boztuğ A., Yılmaz E., Zengin H.B., Viscometric investigation of compatibilization of the poly(vinyl chloride)/poly(ethylene-co-vinyl acetate) blends by terpolymer of maleic anhydride-styrene-vinyl acetate, J. Mol.Struct. 891 (2008) 329-332.
  • [13]. İmren D., Compatibilization of immiscible poly(vinyl chloride)(PVC)/polystyrene (PS) blends with maleic anhydride-styrene-vinyl acetate terpolymer (MAStVA), J. Mol.Struct.963 (2010) 245-249.
  • [14]. Arimoto M., Ichikawa H., Fukumori Y., Microencapsulation of water-soluble macromolecules with acrylic terpolymers by the wurster coating process for colon-specific drug delivery, Powder Technol. 141 (2004) 177-186.
  • [15]. Rimmer S., German M.J., Maughan J., Sun Y., Fullwood N., Ebdon J., MacNeil S., Synthesis and properties of amphiphilic networks 3: preparation and characterization of block conetworks of poly(butyl methacrylate-block-(2,3 propandiol-1-methacrylate-stat-ethandiol dimethacrylate)), Biomaterials 26 (2005) 2219-2230.
  • [16]. Wilson J.T., Cui W., Sun X.L., Burden C.T, Weber C.J, Chaikof E.L., In vivo biocompatibility and stability of a substrate-supported polymerizable membrane-mimetic film, Biomaterials 28 (2007) 609-617.
  • [17]. Moshaverinia A., Roohpour N., Darr J.A., Rehman I.U., Synthesis and characterization of a novel N-vinylcaprolactam-containing acrylic acid terpolymer for applications in glass-ionomer dental cements, ActaBiomater. 5 (2009) 2101-2108.
  • [18]. Heath D.E., Cooper S.L., Design and characterization of sulfobetaine-containing terpolymer biomaterials, ActaBiomater. 8 (2012) 2899-2910.
  • [19]. Cheng C., Ma L., Wu D., Ren J., Zhao W., Xue J., Sun S, Zhao C., Remarkable pH-sensitivity and anti-fouling property of terpolymer blended polyethersulfone hollow fiber membranes, J. Membr. Sci. 378 (2011) 369-381.
  • [20]. Li H., Liao J., Xiang T., Wang R., Wang D., Sun S., Zhao C., Preparation and characterization of pH-and thermo-sensitive polyethersulfone hollow fiber membranes modified with p(NIPAAm-MAA-MMA) terpolymer, Desalination 309 (2013) 1-10.
  • [21]. Bajpai S.K., Dubey S., Synthesis and swelling kinetics of a pH-sensitive terpolymeric hydrogel system, Iran.Polym. J. 13:3 (2004) 189-203.
  • [22]. Gümüşderelioğlu M., Topal I.U, Vinyl ether/acrylic acid terpolymer hydrogels synthesized by -radiation: characterization, thermosensitivity and pH-sensitivity. Radiat. Phys. Chem. 73 (2005) 272-279.
  • [23]. Paris R., Barrales-Rienda J.M, Quijada-Garrido I., Dynamic swelling of hydrogels based on random terpolymers of N-isopropylacrylamide, methacrylic acid and poly(ethylene glycol) macromonomer, Polymer 50 (2009) 2065-2074.
  • [24]. Reinicke S., Schmelz J., Lapp A., Karg M., Hellweg T., Schmalz H., Smart hydrogels based on double responsive triblock terpolymers, Soft Matter 5 (2009) 2648-2657.
  • [25]. Ngadaonye J.I., Cloonan M.O., Geever L.M., Higginbotham C.L., Synthesis and characterization of thermo-sensitive terpolymer hydrogels for drug delivery applications, J. Polym. Res. 18 (2011) 2307-2324.
  • [26]. Micic M., Stamenic D., Suljovrujic E., Radiation-induced synthesis and swelling properties of p(2-hydroxyethyl methacrylate/itaconic acid/oligo(ethylene glycol) acrylate) terpolymeric hydrogels, Radiat. Phys. Chem. 81 (2012) 1451-1455.
  • [27]. Yin C., Xu A., Gong L., Zhang L., Geng B., Zhang S., Preparation of slightly crosslinked monodisperse poly(maleic anhydride-cyclohexyl vinyl ether-divinylbenzene) functional microspheres with anhydride groups via precipitation polymerization, Particuology 19 (2015) 99-106.
  • [28]. Boztuğ A., Basan S., Ekberov O.E., Characterization and synthesis of some alternating terpolymers of maleic anhydride, Mat. Res. Innovat., 8.2 (2004) 89-92.
There are 28 citations in total.

Details

Primary Language English
Journal Section Engineering Sciences
Authors

Dilek İmren Koç

Saliha Esra Bolsu

Hasan Hüseyin Durmazuçar

Ali Boztuğ

Publication Date September 30, 2018
Submission Date April 13, 2017
Acceptance Date September 20, 2017
Published in Issue Year 2018Volume: 39 Issue: 3

Cite

APA İmren Koç, D., Bolsu, S. E., Durmazuçar, H. H., Boztuğ, A. (2018). Preparationand Characterization of pH-Sensitive Hydrogels Based on Crosslinked Maleic Anhydride-Styrene-Methyl Methacrylate Terpolymer. Cumhuriyet Science Journal, 39(3), 779-790. https://doi.org/10.17776/csj.462710

Cited By

Compatibilization of polyvinyl chloride ‐ polymethyl methacrylate polymer blends with maleic anhydride‐styrene‐methyl methacrylate terpolymer
Journal of Applied Polymer Science
https://doi.org/10.1002/app.51745