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Journal of Polymers and the Environment

, Volume 27, Issue 11, pp 2454–2463 | Cite as

Cu(II) Sorption Performance of Novel Chitosan/Ter-(vinyl pivalate-maleic anhydride-N-tert-butylacrylamide) Microcapsules

  • Ahmet OkudanEmail author
  • Busra Ebru Ataoglu
  • Onur Sengoz
  • Gulsin Arslan
Original paper
  • 80 Downloads

Abstract

In this study, first, the ter-polymerization reaction between vinyl pivalate (VP), maleic anhydride (MA), and N-tert-butylacrylamide (NTBA) was done in inert atmosphere (N2). FT-IR and 1HNMR spectroscopy was applied to study the chemical composition of the obtained ter-polymers. MA content of the ter-polymers was determined by following the chemical titration method. Second, novel chitosan/ter-(vinyl-pivalate-maleic-anhydride-N-tert-butylacrylamide) microcapsules were synthesized. In microcapsule production, chitosan polymer served as a matrix for acrylamide ter-polymers with four different molar ratios. The microcapsules were characterized by FT-IR and SEM analyses. Cu(II) sorption efficiency of the microcapsules were tested at different pH levels, temperature, sorbent dosage, and metal ion concentration. Comparison with blank chitosan microbeads revealed that incorporation of acrylamide ter-polymers into the cross-linked chitosan matrix increased the metal sorption. Sorption capacities of the sorbents were recorded; blank chitosan microbeads: 67.03 mg g−1, and chitosan/acrylamide ter-polymer microcapsules: in range of 75.39–98.64 mg g−1. The findings demonstrated chitosan/acrylamide ter-polymer microcapsules can be utilized in sorption of Cu(II) ions in water treatment

Keyword

Adsorption Acrylamide Ter-polymer Microcapsule Water treatment 

Notes

Acknowledgements

This study presented was supported by Selcuk University Research Foundation (Project Number BAP-13201026).

Compliance with Ethical Standards

Conflict of interest

The authors declare no conflict of interest.

References

  1. 1.
    Okudan A, Karasakal A (2013) The effect of H-bonding on radical copolymerization of Maleic anhydride with N-tert-butylacrylamide and its characterization. Int J Polym Sci 2013:1–9CrossRefGoogle Scholar
  2. 2.
    Vogl O, Albertsson AC, Janovic Z (1985) New developments in speciality polymers: polymeric stabilizers. Polymer 26:1288–1296CrossRefGoogle Scholar
  3. 3.
    Trivedi BC (1982) Culbertson BM Maleic anhydride, Chapter 8, 1st edn. Plenum Press, New YorkCrossRefGoogle Scholar
  4. 4.
    Dinçer S, Köseli V, Kesim H, Rzaev ZM, Piskin E (2002) Radical copolymerization of N-isopropylacrylamide with anhydrides of maleic and citraconic acids. Eur Polym J 38:2143–2152CrossRefGoogle Scholar
  5. 5.
    Hu CY, Lo SL, Chang CL, Chen FL, Wu YD, Ma JI (2013) Treatment of highly turbid water using chitosan and aluminium salts. Sep Purif Technol 104:322–326CrossRefGoogle Scholar
  6. 6.
    Banerjee SS, Jayaram RV, Joshi MV (2003) Removal of Nickel(II) and Zinc(II) from wastewater using Fly Ash and impregnated fly ash. Sep Purif Technol 38:1015–1032Google Scholar
  7. 7.
    Sarkar M, Majumdar P (2011) Application of response surface methodology for optimization of heavy metal biosorption using surfactant modified chitosan bead. Chem Eng J 175:376–387CrossRefGoogle Scholar
  8. 8.
    Ngah WSW, Teong LC, Hanafiah MAKM (2011) Adsorption of dyes and heavy metal ions by chitosan composites: a review. Carbohydr Polym 83:1446–1456CrossRefGoogle Scholar
  9. 9.
    Vakili M, Rafatullah M, Salamatinia B, Abdullah AZ, Ibrahim MH, Tan KB, Gholami Z, Amouzgar P (2014) Application of chitosan and its derivatives as adsorbents for dye removal from water and wastewater: a review. Carbohydr Polym 113:115–130CrossRefGoogle Scholar
  10. 10.
    Alves NM, Mano JF (2008) Chitosan derivatives obtained by chemical modifications for biomedical and environmental applications. Int J Biol Macromol 43:401–414CrossRefGoogle Scholar
  11. 11.
    Guibal E (2004) Interactions of metal ions with chitosan-based sorbents: a review. Sep Purif Technol 38:43–74CrossRefGoogle Scholar
  12. 12.
    Won SW, Kotte P, Wei W, Lim A, Yun YS (2014) Biosorbents for recovery of precious metals. Bioresour Technol 160:203–212CrossRefGoogle Scholar
  13. 13.
    Yu K, Ho J, McCandlish E, Buckley B, Patel R, Li Z, Shapley NC (2013) Copper ion adsorption by chitosan nanoparticles and alginate microparticles for water purification applications. Colloid Surface Physicochem Eng Aspect 425:31–41CrossRefGoogle Scholar
  14. 14.
    Rokhade AP, Patil SA, Aminabhavi TM (2007) Synthesis and characterization of semi-interpenetrating polymer network microspheres of acrylamide grafted dextran and chitosan for controlled release of acyclovir. Carbohydr Polym 67:605–613CrossRefGoogle Scholar
  15. 15.
    Akkaya R, Ulusoy U (2008) Adsorptive features of chitosan entrapped in polyacrylamide hydrogel for Pb2+, UO2 2+, and Th4+. J Hazard Mater 151:380–388CrossRefGoogle Scholar
  16. 16.
    Wang WB, Huang DJ, Kang YR, Wang AQ (2013) One-step in situ fabrication of a granular semi-IPN hydrogel based on chitosan and gelatin for fast and efficient adsorption of Cu2+ ion. Colloids Surf B 106:51–59CrossRefGoogle Scholar
  17. 17.
    Zhao S, Zhou F, Li L, Cao M, Zuo D, Liu H (2012) Removal of anionic dyes from aqueous solutions by adsorption of chitosan-based semi-IPN hydrogel composites. Compos B 43:1570–1578CrossRefGoogle Scholar
  18. 18.
    Kim BK, Yun PS, Park SJ (1991) Morphological thermal and rheological properties of blends: polyethylene/nylon-6, polyethylene/nylon-6/(maleic anhydride-g-polyethylene) and (maleic anhydride-g-polyethylene)/nylon-6. Eur Polym J 27:349–354CrossRefGoogle Scholar
  19. 19.
    Klumperman B (2010) Mechanistic considerations on styrene maleic anhydride copolymerization reactions. Polym Chem 1:558–562CrossRefGoogle Scholar
  20. 20.
    Tsuchida E, Tomono T (1971) Discussion on the mechanism of alternating copolymerization of styrene and maleic anhydride. Macromol Chem Phys 141:265–298CrossRefGoogle Scholar
  21. 21.
    Öztürk V, Okay O (2002) Temperature sensitive poly(N-tbutylacrylamide-co-acrylamide) hydrogels: synthesis and swelling behaviour. Polymer 43:5017–5026CrossRefGoogle Scholar
  22. 22.
    Bulmus V, Patır S, Tuncel SA (2003) Conjugates of poly(N-isopropyl acryl amide-co-acrylic acid) with alanine mono-, di and tri-peptides. J Appl Polym Sci 88:2012–2019CrossRefGoogle Scholar
  23. 23.
    Save NS, Jassal M, Agrawal AK (2005) Stimuli sensitive copolymer poly(N-tert-butylacrylamide-ran-acrylamide) synthesis and characterization. J Appl Polym Sci 95:672–680CrossRefGoogle Scholar
  24. 24.
    Bajaj P, Sreekumar TV, Sen K (2001) Effect of reaction medium on radical copolymerization of acrylonitrile with vinyl acids. J Appl Polym Sci 79:1640–1652CrossRefGoogle Scholar
  25. 25.
    Bajpai AK, Giri A (2002) Swelling dynamics of a macromolecular hydrophilic network and evaluation of its potential for controlled release of agrochemicals. React Funct Polym 53:125–141CrossRefGoogle Scholar
  26. 26.
    Bunck DN, Sorenson GP, Mahanthappa MK (2010) Cobalt-Mediated radical polymerization routes to Poly(vinyl ester) block copolymers. J Polym Sci A 49:242–249CrossRefGoogle Scholar
  27. 27.
    Jayalakshmi A, Rajesh S, Senthilkumar S, Hari Sankar HS, Mohan D (2014) Preparation of poly (isophthalamide-graft-methacrylamide) and its utilization in the modification of cellulose acetate ultrafiltration membranes. J Ind Eng Chem 20:133–144CrossRefGoogle Scholar
  28. 28.
    Rzayev ZMO, Kırcı-Deniz B, Deniz H (2008) Bioengineering functional copolymers Copper(II)-poly-(N-vinyl-2-pyrrolidone-co-N-isopropylacrylamide) macrocomplexes. J Appl Polym Sci 109:903–909CrossRefGoogle Scholar
  29. 29.
    Kavlak S, Kaplan Can H, Güner A, Rzaev ZMO (2003) Effect of Ni(II), Cd(II), and Cu(II) metal ions on the crystallinity of poly(maleic anhydride-alt-acrylic acid). J Appl Polym Sci 90:1708–1715CrossRefGoogle Scholar
  30. 30.
    Abd El-Rehim HA, Hegazy EA, El-Hag Ali A (2000) Selective removal of some heavy metal ions from aqueous solution using treated polyethylene-g-styrene/maleic anhydride membranes. React Funct Polym 43:105–116CrossRefGoogle Scholar
  31. 31.
    Kavlak S, Kaplan Can H, Rzaev ZMO, Güner A (2006) Thermal properties of poly(maleic anhydride-alt-acrylic acid) in the presence of certain metal chlorides. J Appl Polym Sci 100:3926–3930CrossRefGoogle Scholar
  32. 32.
    Rzayev ZMO (2011) Graft copolymers of maleic anhydride and its isostructural analogues: high performance engineering materials. Int Rev Chem Eng 3:153–215Google Scholar
  33. 33.
    Sargın İ, Kaya M, Arslan G, Baran T, Ceter T (2015) Preparation and characterisation of biodegradable pollen–chitosan microcapsules and its application in heavy metal removal. Bioresour Technol 177:1–7CrossRefGoogle Scholar
  34. 34.
    Kocak N, Sahin M, Arslan G, Ucan HI (2012) Synthesis of crosslinked chitosan possessing schiff base and its use in metal removal. J Inorg Organomet Polym Mater 22:166–177CrossRefGoogle Scholar
  35. 35.
    Sahin M, Kocak N, Arslan G, Ucan HI (2011) Synthesis of crosslinked chitosan with epichlorohydrin possessing two novel polymeric ligands and its use in metal removal. J Inorg Organomet Polym Mater 21:69–80CrossRefGoogle Scholar

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© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of ScienceSelcuk UniversityKonyaTurkey
  2. 2.Department of Biochemistry, Faculty of ScienceSelcuk UniversityKonyaTurkey

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