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Iranian Polymer Journal

, Volume 27, Issue 4, pp 217–224 | Cite as

Biocomposite formation using β-cyclodextrin as a biomaterial in poly(acrylamide-co-acrylic acid): preparation, characterization, and salinity profile

  • Nandkishor Shirsath
  • Devendra Raghuvanshi
  • Chandrashekhar Patil
  • Vikas Gite
  • Jyotsna Meshram
Original Research
  • 147 Downloads

Abstract

A biocomposite of poly(acrylamide-co-acrylic acid) hydrogel with β-cyclodextrin as a biomaterial was prepared through one-pot synthesis in water as a green solvent. The formation of biocomposite was confirmed by advanced techniques such as FTIR spectroscopy, XRD, DSC, TGA, and FE-SEM. In this report, straight forward and efficient synthetic protocol for biocomposite formation responded without any environmental hazard. Swelling capacity of P(AM-co-AA) and biocomposite was studied by addition of different saline solutions including monovalent, divalent, and trivalent salts. By addition of β-cyclodextrin, the swelling and saline water-absorbing properties of the biocomposite hydrogel were significantly improved. In this regard, the possible formation mechanism of the composite hydrogel is also discussed. It is deduced that the biocomposite formation can be the result of intermolecular interactions between polymer and β-cyclodextrin. The water-soluble polymer seems to have entered into the inner cavity of β-cyclodextrin to form supramolecular biocomposite structure. The results indicate that the order of water uptake decreases with increase in valency of the salts. It is believed that this is an effective method to prepare supramolecular biocomposite hydrogel materials. Its applications can be extended in marine water industries as a basis for antifouling coating, waste water treatment, and even in medical field. Hence, the synthesized materials can be biodegradable, environment-friendly, and biocompatible inspired by the green chemistry concept.

Keywords

Poly(acrylamide-co-acrylic acid) Green chemistry β-Cyclodextrin Biocomposite X-ray diffraction Swelling capacity 

Notes

Acknowledgements

One of the authors, Mr. Nandkishor Shirsath acknowledges Shri. GH Raisoni Doctoral Fellowship for financial support.

References

  1. 1.
    Yang H, Zhang C, Li C, Liu Y, An Y, Ma R, Shi L (2015) Glucose-responsive polymer vesicles templated by α-CD/PEG inclusion complex. Biomacromolecules 16:1372–1381CrossRefGoogle Scholar
  2. 2.
    Pană AM, Popa M, Silion M, Sfirloaga P, Bandur G, Duchatel L, Rusnac L (2017) Novel semi-interpenetrating network hydrogels based on monosaccharide oligomers with itaconic moiety: synthesis and properties. Iran Polym J 26:743–751CrossRefGoogle Scholar
  3. 3.
    Ma H, Davis RH, Bowman CN (2000) A novel sequential photoinduced living graft polymerization. Macromolecules 33:331–335CrossRefGoogle Scholar
  4. 4.
    Akthakul A, Salinaro RF, Mayes AM (2004) Antifouling polymer membranes with subnanometer size selectivity. Macromolecules 37:7663–7668CrossRefGoogle Scholar
  5. 5.
    Thakur A, Wanchoo RK, Singh P (2012) Hydrogels of poly(acrylamide-co-acrylic acid): an in vitro study on the release of gentamicin sulfate. Chem Biochem Eng Q 25:471–482Google Scholar
  6. 6.
    Huh KM, Ooya T, Sasaki S, Yui N (2001) Polymer inclusion complex consisting of poly(ε-lysine) and α-cyclodextrin. Macromolecules 34:2402–2404CrossRefGoogle Scholar
  7. 7.
    Buyanov AL, Revel’Skaya LG, Rosova EY, Elyashevich GK (2004) Swelling behavior and pervaporation properties of new composite membrane systems: porous polyethylene film-poly(acrylic acid) hydrogel. J Appl Polym Sci 94:1461–1465CrossRefGoogle Scholar
  8. 8.
    Li J (2010) Self-assembled supramolecular hydrogels based on polymer–cyclodextrin inclusion complexes for drug delivery. NPG Asia Mater 2:112–118CrossRefGoogle Scholar
  9. 9.
    De Azevedo CAN, Vaz MG, Gomes RF, Pereira AGB, Fajardo AR (2017) Starch/rice husk ash based superabsorbent composite: high methylene blue removal efficiency. Iran Polym J 26:93–105CrossRefGoogle Scholar
  10. 10.
    Yang Q, Adrus N, Tomicki F, Ulbricht M (2011) Composites of functional polymeric hydrogels and porous membranes. J Mater Chem 21:2783–2811CrossRefGoogle Scholar
  11. 11.
    Qi C, An H, Jiang Y, Shi P, Liu C, Tan Y (2017) POEGMA hydrogel cross-linked by starch-based microspheres: synthesis and characterization. Iran Polym J 26:323–330CrossRefGoogle Scholar
  12. 12.
    Simões Susana MN, Rey-Rico A, Concheiro A, Alvarez-Lorenzo C (2015) Supramolecular cyclodextrin-based drug nanocarriers. Chem Commun 51:6275–6289CrossRefGoogle Scholar
  13. 13.
    Chen H, Palmese GR, Elabd YA (2007) Electrosensitive permeability of membranes with oriented polyelectrolyte nanodomains. Macromolecules 40:781–782CrossRefGoogle Scholar
  14. 14.
    Piletsky SA, Matuschewski H, Schedler U, Wilpert A, Piletska E, Thiele T, Ulbricht M (2000) Surface functionalization of porous polypropylene membranes with molecularly imprinted polymers by photograph copolymerization in water. Macromolecules 33:3092–3098CrossRefGoogle Scholar
  15. 15.
    Kida T, Minabe T, Okabe S, Akashi M (2007) Partially-methylated amyloses as effective hosts for inclusion complex formation with polymeric guests. Chem Commun 15:1559–1561CrossRefGoogle Scholar
  16. 16.
    Abasian M, Hooshangi V, Najafi Moghadam P (2017) Synthesis of polyvinyl alcohol hydrogel grafted by modified Fe3O4 nanoparticles: characterization and doxorubicin delivery studies. Iran Polym J 26:313–322CrossRefGoogle Scholar
  17. 17.
    Ilgin P, Ozay O (2017) Novel stimuli-responsive hydrogels derived from morpholine: synthesis, characterization and absorption uptake of textile azo dye. Iran Polym J 26:391–404CrossRefGoogle Scholar
  18. 18.
    Kadokawa J, Kaneko Y, Tagaya H, Chiba K (2001) Synthesis of an amylose–polymer inclusion complex by enzymatic polymerization of glucose 1-phosphate catalyzed by phosphorylase enzyme in the presence of polyTHF: a new method for synthesis of polymer-polymer inclusion complexes. Chem Commun 5:449–450CrossRefGoogle Scholar
  19. 19.
    Jiao H, Goh SH, Valiyaveettil S (2002) Inclusion complexes of poly(4-vinyl pyridine)—dodecylbenzene sulfonic acid complex and cyclodextrins. Macromolecules 35:3997–4002CrossRefGoogle Scholar
  20. 20.
    Liu C, Zhang W, Wang Q, Sun Y, Diao GW (2013) The water-soluble inclusion complex of ilexgenin A with β-cyclodextrin polymer–a novel lipid-lowering drug candidate. Org Biomol Chem 11:4993–4999CrossRefGoogle Scholar
  21. 21.
    Lauro MR, Carbone C, Auditore R, Musumeci T, Santagati N, Aquino R, Puglisi G (2013) A new inclusion complex of amlodipine besylate and soluble β-cyclodextrin polymer: preparation, characterization and dissolution profile. J Incl Phenom Macrocycl Chem 76:19–28CrossRefGoogle Scholar
  22. 22.
    Karpkird T, Khunsakorn R, Noptheeranuphap C, Jettanasen J (2016) Photostability of water-soluble inclusion complexes of UV-filters and curcumin with the gamma-cyclodextrin polymer. J Incl Phenom Macrocycl Chem 84:121–128CrossRefGoogle Scholar
  23. 23.
    Orgován G, Kelemen H, Noszál B (2016) Protonation and β-cyclodextrin complex formation equilibria of fluconazole. J Incl Phenom Macrocycl Chem 84:189–196CrossRefGoogle Scholar
  24. 24.
    Li J, Zhang S, Zhou Y, Guan S, Zhang L (2016) Inclusion complexes of fluconazole with β-cyclodextrin and 2-hydroxypropyl-β-cyclodextrin in aqueous solution: preparation, characterization and a structural insight. J Incl Phenom Macrocycl Chem 84:209–217CrossRefGoogle Scholar
  25. 25.
    Das S (2015) Design and physico-chemical properties of cyclodextrin incorporated hydrogels: application towards controlled delivery of drugs. Thesis, pp. i–iiGoogle Scholar
  26. 26.
    Jing S, Zhengzhong S, Xin C (2008) Electrical behavior of a natural polyelectrolyte hydrogel: chitosan/carboxymethylcellulose hydrogel. Biomacromolecules 9:1208–1213CrossRefGoogle Scholar
  27. 27.
    Mei Z, Chung DDL (2001) Thermal history of carbon-fiber polymer-matrix composite, evaluated by electrical resistance measurement. Thermochim Acta 369:87–93CrossRefGoogle Scholar
  28. 28.
    Miao T, Fenn SL, Charron PN, Oldinski RA (2015) Self-healing and thermoresponsive dual-cross-linked alginate hydrogels based on supramolecular inclusion complexes. Biomacromolecules 16:3740–3750CrossRefGoogle Scholar
  29. 29.
    Bertolasi V, Gilli P, Gilli G (2011) Hydrogen bonding and electron donor–acceptor (EDA) interactions controlling the crystal packing of picric acid and its adducts with nitrogen bases, their rationalization in terms of the pKa equalization and electron-pair saturation concepts. Cryst Growth Des 11:2724–2735CrossRefGoogle Scholar
  30. 30.
    Patil DR, Ingole P, Singh K, Dalal D (2013) Inclusion complex of the Isatoic anhydride with β-cyclodextrin and supramolecular one-pot synthesis of 2,3-dihydroquinoline-4 (1H)-ones in aqueous media. J Incl Phenom Macrocycl Chem 76:327–332CrossRefGoogle Scholar
  31. 31.
    Spagnol C, Rodrigues F, Pereira A, Fajardo A, Rubira A, Muniz E (2012) Superabsorbent hydrogel composite made of cellulose nanofibrils and chitosan-graft-poly(acrylic acid). Carbohydr Polym 87:2038–2045CrossRefGoogle Scholar
  32. 32.
    Gurdag G, Yasar M, Gurkaynak MA (1997) Graft copolymerization of acrylic acid on cellulose: reaction kinetics of copolymerization. J Appl Polym Sci 66:929–934CrossRefGoogle Scholar
  33. 33.
    Gürdağ G, Güçlü G, Özgümüş S (2001) Graft copolymerization of acrylic acid onto cellulose: effects of pretreatments and a crosslinking agent. J Appl Polym Sci 80:2267–2272CrossRefGoogle Scholar
  34. 34.
    De Freitas MR, Rolim LA, Soares MF, Rolim-Neto PJ, de Albuquerque MM, Soares-Sobrinho JL (2012) Inclusion complex of methyl-β-cyclodextrin and olanzapine as potential drug delivery system for schizophrenia. Carbohydr Polym 89:1095–1100CrossRefGoogle Scholar

Copyright information

© Iran Polymer and Petrochemical Institute 2018

Authors and Affiliations

  1. 1.School of Chemical SciencesNorth Maharashtra UniversityJalgaonIndia
  2. 2.Department of ChemistryRashtrasant Tukadoji Maharaj Nagpur UniversityNagpurIndia

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