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Akrilonitril İçeren Kopolimer Sentezi ve Kopolimerin Magnezyum İyonları Adsorpsiyonu

Year 2024, , 879 - 890, 18.06.2024
https://doi.org/10.31466/kfbd.1446325

Abstract

Serbest radikal polimerizasyonu yoluyla akrilonitril ve metil metakrilat monomerleri kullanılarak 2,2'-azobisizobütironitril varlığında poli(akrilonitril-ko-metil metakrilat) [P(AN-MMA)] kopolimeri elde edildi. Sentezlenen kopolimerin yüzeyi sodyum hidroksit çözeltisinde hidrolize edildi. P(AN-MMA) kopolimer yüzeyindeki nitril grupları (-C≡N), konjuge imin gruplarına (-C=N-) dönüştürüldü. Magnezyum iyonlarının adsorpsiyonunda hidrolize poli(akrilonitril-ko-metil metakrilat) [HP(AN-MMA)] kopolimeri kullanıldı. Magnezyum iyonu, adsorpsiyondan önce ve sonra Mg(NO3)2.6H2O içeren sulu bir çözelti içerisinde etilendiamintetraasetik asit ile belirlendi. HP(AN-MMA) kopolimerinin Mg2+ iyonlarına karşı adsorpsiyon kapasitesi 1,27 mmol.g-1 (pH=4,5) olarak bulunmuştur. Ürünün izolasyonu ve kurutulmasının ardından temel polimer karakterizasyon yöntemlerinden olan 1H-nükleer manyetik rezonans spektroskopisi, Fourier transform-kızılötesi spektroskopisi ve termogravimetrik analiz ile yapısal ve termal karakterizasyonu belirlendi. Magnezyum iyonu adsorpsiyonu sonrasında gelişen ortalama yüzey pürüzlülüğü (Ra) değerleri atomik kuvvet mikroskobu analizi ile incelenmiştir. Magnezyum iyonu adsorpsiyonu ile Ra değeri 136 nm’den 354 nm’ye çıkmıştır.

References

  • Meyvacı, E., Çatıker, E., and Öztürk, T. (2023). Synthesis and characterization of poly (β-propiolactone)-b-poly (methyl methacrylate) tri-arm block copolymer using atom transfer radical polymerization. Karadeniz Fen Bilimleri Dergisi, 13(3), 882-893.
  • Öztürk, T., and Meyvacı, E. (2017). Synthesis and characterization poly(ε-caprolactone-b-ethylene glycol-b-ε-caprolactone) ABA type block copolymers via "click" chemistry and ring-opening polymerization. Journal of Macromolecular Science, Part A, 54(9), 575-581.
  • Öztürk, T., Atalar, M. N., Göktaş, M., and Hazer, B. (2013). One‐step synthesis of block‐graft copolymers via simultaneous reversible‐addition fragmentation chain transfer and ring‐opening polymerization using a novel macroinitiator. Journal of Polymer Science Part A: Polymer Chemistry, 51(12), 2651-2659.
  • Meyvacı, E. (2023). Synthesis and characterization of poly [poly (ethylene glycol) methacrylate]-graft-poly (2-vinylpyridine) comb-type graft copolymer using the "grafting through" by free radical polymerization and atom transfer radical polymerization. Journal of Polymer Research, 30(1), 22.
  • Tunca, U., Erdogan, T., and Hizal, G. (2002). Synthesis and characterization of well-defined ABC-type triblock copolymers via atom transfer radical polymerization and stable free-radical polymerization. Journal of Polymer Science Part A: Polymer Chemistry, 40, 2025-2032.
  • Altintas, O., Tunca, U., and Barner-Kowollik, C. (2011). Star and miktoarm star block (co)polymers via self-assembly of ATRP generated polymer segments featuring Hamilton wedge and cyanuric acid binding motifs. Polymer Chemistry, 2, 1146-1155.
  • Öztürk, T., Savaş, B., Meyvacı, E., Kılıçlıoğlu, A., and Hazer, B. (2020). Synthesis and characterization of the block copolymers using the novel bifunctional initiator by RAFT and FRP technics: evaluation of the primary polymerization parameters. Journal of Polymer Research, 27, 76.
  • Savaş, B., Öztürk, T., Meyvacı, E., and Hazer, B. (2020). Synthesis and characterization of comb-type graft copolymers by redox polymerization and "click" chemistry method. SN Applied Sciences, 2(2), 181.
  • Dag, A., Durmaz, H., Demir, E., Hizal, G., and Tunca, U. (2008). Heterograft copolymers via double click reactions using one-pot technique. Journal of Polymer Science Part A: Polymer Chemistry, 46(20), 6969-6977.
  • Öztürk, T., and Hazer, B. (2010). Synthesis and characterization of a novel macromonomer Initiator for reversible addition fragmentation chain transfer (RAFT). Evaluation of the polymerization kinetics and gelation behaviors. Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 47, 265-272.
  • Meyvacı, E., and Öztürk, T. (2022). Modification of poly (styrene‐co‐acrylonitrile) with tetrazine by inverse electron demand diels-alder reaction. ChemistrySelect, 7(22), e202200668.
  • Kara, S. S., Ateş, M. Y., Deveci, G., Cetinkaya, A., and Kahveci, M. U. (2019). Direct synthesis of tetrazine functionalities on polymer backbones. Journal of Polymer Science Part A: Polymer Chemistry, 57(6), 673-680.
  • Sruthi, P. R., and Anas, S. (2020). An overview of synthetic modification of nitrile group in polymers and applications. Journal of Polymer Science, 58(8), 1039-1061.
  • Bagheri, B., Abdous, M., Aslzadeh, M. M., and Shoushtar, A. M. (2010). Efficient removal of Cr3+, Pb2+ and Hg2+ ions from industrial effluents by hydrolyzed/thioamidated polyacrylonitrile fibres. Iranian Polymer Journal, 19(12), 911-925.
  • Arsalani, N., Rakh, R., Ghasemi, E., and Entezami, A. A. (2009). Removal of Ni(II) from synthetic solutions using new amine-containing resins based on polyacrylonitrile. Iranian Polymer Journal, 18(8), 623-632.
  • Da̧browski, A., Hubicki, Z., Podkościelny, P., and Robens, E. (2004). Selective removal of the heavy metal ions from waters and industrial wastewaters by ion-exchange method. Chemosphere, 56(2), 91-106.
  • Şenkal, B. F., and Biçak, N. (2001). Glycidyl methacrylate based polymer resins with diethylene triamine tetra acetic acid functions for efficient removal of Ca(II) and Mg(II). Reactive and Functional Polymers, 49(2), 151-157.
  • Biçak, N., Senkal, B. F., and Melekaslan, D. (2000). Poly(styrene sulfonamides) with EDTA-like chelating groups for removal of transition metal ions. Journal of Applied Polymer Science, 77(12), 2749-2755.
  • Ren, Y., Abbood, H. A., He, F., Peng, H., and Huang, K. (2013). Magnetic EDTA-modified chitosan/SiO2/Fe3O4 adsorbent: preparation, characterization, and application in heavy metal adsorption. Chemical Engineering Journal, 226, 300-311.
  • Verma, M., Ahmad, W., Park, J. H., Kumar, V., Vlaskin, M. S., Vaya, D., and Kim, H. (2022). One-step functionalization of chitosan using EDTA: Kinetics and isotherms modeling for multiple heavy metals adsorption and their mechanism. Journal of Water Process Engineering, 49, 102989.
  • Canlıdinç, R. S. (2022). Preconcentration of copper ıons from aqueous solution using EDTA modified Prunus Dulcis L. Peels and determination by FAAS. Düzce University Journal of Science and Technology, 10(3), 1476-1488.
  • Jawad, S. K., Hameed, S. M., and Hussain, S. A. (2017). Liquid ion exchange application for micro amount separation and determination of Ca(II) and Mg(II) as anions species with EDTA. Oriental Journal of Chemistry, 33(5), 2421-2429.
  • Arsalani, N., and Hosseinzadeh, Z. M. (2005). Synthesis and characterization of EDTA functionalized polyacrylonitriles and their metal complexes. Iranian Polymer Journal, 14(4), 345-352.
  • Deng, S., Bai, R., and Chen, J. P. (2003). Behaviors and mechanisms of copper adsorption on hydrolyzed polyacrylonitrile fibers. Journal of Colloid and Interface Science, 260(2), 265-272.
  • Vargun, E., Abaci, U., Sankir, M., Usanmaz, A., and Guney, H. Y. (2014). Effect of LiClO4 salt on dielectric properties of acrylonitrile-methyl methacrylate and acrylonitrile-isobutyl methacrylate copolymers. Journal of Macromolecular Science, Part A, 51(2), 156-164.
  • Liu, H., Zhang, S., Yang, J., Ji, M., Yu, J., Wang, M., Cai, X., Yang, B., Xhu, C., and Xu, J. (2019). Preparation, stabilization and carbonization of a novel polyacrylonitrile-based carbon fiber precursor. Polymers, 11(7), 1150.
  • Balci, Z., Akbulut, U., Toppare, L., Alkan, S., Bakir, U., and Yagci, Y. (2002). Immobilization of yeast cells in several conducting polymer matrices. Journal of Macromolecular Science, Part A, 39(3), 183-197.
  • Çankaya, N., and Besci, G. (2018). Synthesis, characterization, thermal properties and reactivity ratios of methacrylate copolymers including methoxy group. Journal of the Faculty of Engineering and Architecture of Gazi University, 33(3), 1155-1170.

Acrylonitrile-Containing Copolymer Synthesis and Magnesium Ions Adsorption of the Copolymer

Year 2024, , 879 - 890, 18.06.2024
https://doi.org/10.31466/kfbd.1446325

Abstract

Poly(acrylonitrile-co-methyl methacrylate) [P(AN-MMA)] copolymer was obtained in the presence of 2,2'-azobisisobutyronitrile by using acrylonitrile and methyl methacrylate monomers via free radical polymerization. The surface of the synthesized copolymer was hydrolyzed in sodium hydroxide solution. Nitrile groups (-C≡N) on the P(AN-MMA) copolymer surface were converted into conjugated imine groups (-C=N-). Hydrolyzed poly(acrylonitrile-co-methyl methacrylate) [HP(AN-MMA)] copolymer was used in the adsorption of magnesium ions. Magnesium ion was determined with ethylenediaminetetraacetic acid in a water solution containing Mg(NO3)2.6H2O before and after adsorption. The adsorption capacity of the HP(AN-MMA) copolymer against Mg2+ ions was found to be 1.27 mmol.g-1 (pH=4.5). After isolation and drying of the product, its structural and thermal characterization was determined by 1H-nuclear magnetic resonance spectroscopy, Fourier transform-infrared spectroscopy and thermogravimetric analysis, which are the basic polymer characterization methods. The average surface roughness (Ra) values developed after magnesium ion adsorption were investigated by atomic force microscopy analysis. With magnesium ion adsorption, the Ra value increased from 136 nm to 354 nm.

References

  • Meyvacı, E., Çatıker, E., and Öztürk, T. (2023). Synthesis and characterization of poly (β-propiolactone)-b-poly (methyl methacrylate) tri-arm block copolymer using atom transfer radical polymerization. Karadeniz Fen Bilimleri Dergisi, 13(3), 882-893.
  • Öztürk, T., and Meyvacı, E. (2017). Synthesis and characterization poly(ε-caprolactone-b-ethylene glycol-b-ε-caprolactone) ABA type block copolymers via "click" chemistry and ring-opening polymerization. Journal of Macromolecular Science, Part A, 54(9), 575-581.
  • Öztürk, T., Atalar, M. N., Göktaş, M., and Hazer, B. (2013). One‐step synthesis of block‐graft copolymers via simultaneous reversible‐addition fragmentation chain transfer and ring‐opening polymerization using a novel macroinitiator. Journal of Polymer Science Part A: Polymer Chemistry, 51(12), 2651-2659.
  • Meyvacı, E. (2023). Synthesis and characterization of poly [poly (ethylene glycol) methacrylate]-graft-poly (2-vinylpyridine) comb-type graft copolymer using the "grafting through" by free radical polymerization and atom transfer radical polymerization. Journal of Polymer Research, 30(1), 22.
  • Tunca, U., Erdogan, T., and Hizal, G. (2002). Synthesis and characterization of well-defined ABC-type triblock copolymers via atom transfer radical polymerization and stable free-radical polymerization. Journal of Polymer Science Part A: Polymer Chemistry, 40, 2025-2032.
  • Altintas, O., Tunca, U., and Barner-Kowollik, C. (2011). Star and miktoarm star block (co)polymers via self-assembly of ATRP generated polymer segments featuring Hamilton wedge and cyanuric acid binding motifs. Polymer Chemistry, 2, 1146-1155.
  • Öztürk, T., Savaş, B., Meyvacı, E., Kılıçlıoğlu, A., and Hazer, B. (2020). Synthesis and characterization of the block copolymers using the novel bifunctional initiator by RAFT and FRP technics: evaluation of the primary polymerization parameters. Journal of Polymer Research, 27, 76.
  • Savaş, B., Öztürk, T., Meyvacı, E., and Hazer, B. (2020). Synthesis and characterization of comb-type graft copolymers by redox polymerization and "click" chemistry method. SN Applied Sciences, 2(2), 181.
  • Dag, A., Durmaz, H., Demir, E., Hizal, G., and Tunca, U. (2008). Heterograft copolymers via double click reactions using one-pot technique. Journal of Polymer Science Part A: Polymer Chemistry, 46(20), 6969-6977.
  • Öztürk, T., and Hazer, B. (2010). Synthesis and characterization of a novel macromonomer Initiator for reversible addition fragmentation chain transfer (RAFT). Evaluation of the polymerization kinetics and gelation behaviors. Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 47, 265-272.
  • Meyvacı, E., and Öztürk, T. (2022). Modification of poly (styrene‐co‐acrylonitrile) with tetrazine by inverse electron demand diels-alder reaction. ChemistrySelect, 7(22), e202200668.
  • Kara, S. S., Ateş, M. Y., Deveci, G., Cetinkaya, A., and Kahveci, M. U. (2019). Direct synthesis of tetrazine functionalities on polymer backbones. Journal of Polymer Science Part A: Polymer Chemistry, 57(6), 673-680.
  • Sruthi, P. R., and Anas, S. (2020). An overview of synthetic modification of nitrile group in polymers and applications. Journal of Polymer Science, 58(8), 1039-1061.
  • Bagheri, B., Abdous, M., Aslzadeh, M. M., and Shoushtar, A. M. (2010). Efficient removal of Cr3+, Pb2+ and Hg2+ ions from industrial effluents by hydrolyzed/thioamidated polyacrylonitrile fibres. Iranian Polymer Journal, 19(12), 911-925.
  • Arsalani, N., Rakh, R., Ghasemi, E., and Entezami, A. A. (2009). Removal of Ni(II) from synthetic solutions using new amine-containing resins based on polyacrylonitrile. Iranian Polymer Journal, 18(8), 623-632.
  • Da̧browski, A., Hubicki, Z., Podkościelny, P., and Robens, E. (2004). Selective removal of the heavy metal ions from waters and industrial wastewaters by ion-exchange method. Chemosphere, 56(2), 91-106.
  • Şenkal, B. F., and Biçak, N. (2001). Glycidyl methacrylate based polymer resins with diethylene triamine tetra acetic acid functions for efficient removal of Ca(II) and Mg(II). Reactive and Functional Polymers, 49(2), 151-157.
  • Biçak, N., Senkal, B. F., and Melekaslan, D. (2000). Poly(styrene sulfonamides) with EDTA-like chelating groups for removal of transition metal ions. Journal of Applied Polymer Science, 77(12), 2749-2755.
  • Ren, Y., Abbood, H. A., He, F., Peng, H., and Huang, K. (2013). Magnetic EDTA-modified chitosan/SiO2/Fe3O4 adsorbent: preparation, characterization, and application in heavy metal adsorption. Chemical Engineering Journal, 226, 300-311.
  • Verma, M., Ahmad, W., Park, J. H., Kumar, V., Vlaskin, M. S., Vaya, D., and Kim, H. (2022). One-step functionalization of chitosan using EDTA: Kinetics and isotherms modeling for multiple heavy metals adsorption and their mechanism. Journal of Water Process Engineering, 49, 102989.
  • Canlıdinç, R. S. (2022). Preconcentration of copper ıons from aqueous solution using EDTA modified Prunus Dulcis L. Peels and determination by FAAS. Düzce University Journal of Science and Technology, 10(3), 1476-1488.
  • Jawad, S. K., Hameed, S. M., and Hussain, S. A. (2017). Liquid ion exchange application for micro amount separation and determination of Ca(II) and Mg(II) as anions species with EDTA. Oriental Journal of Chemistry, 33(5), 2421-2429.
  • Arsalani, N., and Hosseinzadeh, Z. M. (2005). Synthesis and characterization of EDTA functionalized polyacrylonitriles and their metal complexes. Iranian Polymer Journal, 14(4), 345-352.
  • Deng, S., Bai, R., and Chen, J. P. (2003). Behaviors and mechanisms of copper adsorption on hydrolyzed polyacrylonitrile fibers. Journal of Colloid and Interface Science, 260(2), 265-272.
  • Vargun, E., Abaci, U., Sankir, M., Usanmaz, A., and Guney, H. Y. (2014). Effect of LiClO4 salt on dielectric properties of acrylonitrile-methyl methacrylate and acrylonitrile-isobutyl methacrylate copolymers. Journal of Macromolecular Science, Part A, 51(2), 156-164.
  • Liu, H., Zhang, S., Yang, J., Ji, M., Yu, J., Wang, M., Cai, X., Yang, B., Xhu, C., and Xu, J. (2019). Preparation, stabilization and carbonization of a novel polyacrylonitrile-based carbon fiber precursor. Polymers, 11(7), 1150.
  • Balci, Z., Akbulut, U., Toppare, L., Alkan, S., Bakir, U., and Yagci, Y. (2002). Immobilization of yeast cells in several conducting polymer matrices. Journal of Macromolecular Science, Part A, 39(3), 183-197.
  • Çankaya, N., and Besci, G. (2018). Synthesis, characterization, thermal properties and reactivity ratios of methacrylate copolymers including methoxy group. Journal of the Faculty of Engineering and Architecture of Gazi University, 33(3), 1155-1170.
There are 28 citations in total.

Details

Primary Language English
Subjects Physical Chemistry (Other)
Journal Section Articles
Authors

Ergül Meyvacı 0000-0003-3530-1316

Temel Öztürk 0000-0002-7856-9809

Publication Date June 18, 2024
Submission Date March 2, 2024
Acceptance Date June 5, 2024
Published in Issue Year 2024

Cite

APA Meyvacı, E., & Öztürk, T. (2024). Acrylonitrile-Containing Copolymer Synthesis and Magnesium Ions Adsorption of the Copolymer. Karadeniz Fen Bilimleri Dergisi, 14(2), 879-890. https://doi.org/10.31466/kfbd.1446325