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Synthesis, characterization and thermal studies of silver nanoparticles-β-cyclodextrin inclusion complexes modified with (2E)-3-{3-[(Z)-naphthalen-1-yldiazenyl] phenyl} prop-2-enoic acid

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Abstract

A photoactive system, (2E)-3-{3-[(Z)-naphthalen-1-yldiazenyl] phenyl} prop-2-enoic acid, was synthesized and incorporated on to beta-cyclodextrin (β-CD) core through esterification of the hydroxyl groups of β-CD with the free carboxyl moiety of the chromophoric system by DCC coupling. The silver nanoparticle was synthesized by the reduction reaction executed on silver acetate in presence of dodecyl amine. The silver nano particles were dispersed in β-CD aggregates modified with photoactive system by phase transfer mechanism. The products were characterized by elemental analysis, melting point determination, UV–visible, FT-IR and NMR (1H and 13C) spectral methods and SEM and TGA-DTG thermal studies. The thermal studies shows that the silver nanoparticle dispersed functionally modified beta cyclodextrin exhibited enhanced thermal stability compared to the functionalised β-CD.

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References

  1. Loftsson, T., Magnusdottir, A., Masson, M., Sigurjonsdottir, F.J.: Self-association and cyclodextrin solubilization of drugs. J. Pharm. Sci. 91, 2307–2316 (2002)

    Article  CAS  Google Scholar 

  2. Jaiswala, S., Duffy, B., Jaiswal, A.K., Stobie, N., McHalea, P.: Enhancement of the antibacterial properties of silver nanoparticles using beta-cyclodextrin as a capping agent. Int. J. Antimicrob. Agents. 36, 280–283 (2010)

    Article  Google Scholar 

  3. George, C., Kuriakose, S., Prakashkumar, B., Mathew, T.: Synthesis, characterisation and antibacterial applications of water-soluble, silver nanoparticle-encapsulated β-cyclodextrin. Supramol. Chem. 22, 511–516 (2010)

    Article  CAS  Google Scholar 

  4. George, C., Kuriakose, S., George, S., Mathew, T.: Antifungal activity of silver nanoparticle-encapsulated β-cyclodextrin against human opportunistic pathogens. Supramol. Chem. 23, 593–597 (2011)

    Article  CAS  Google Scholar 

  5. Sallas, F., Darcy, R.: Amphiphilic cyclodextrins: advances in synthesis and supramolecular chemistry. Eur. J. Org. Chem. 2008, 957–969 (2008)

    Article  Google Scholar 

  6. Loftsson, T., Masson, M., Brewster, E.M.: Self-association of cyclodextrins and cyclodextrin complexes. J. Pharm. Sci. 93, 1091–1099 (2004)

    Article  CAS  Google Scholar 

  7. Abou-Dobara, M.I., El-Sonbati, A.Z., Diab, M.A., El-Bindary, A.A., Morgan, S.M.: Thermal properties, antimicrobial activity of azo complexes and ultrastructure study of some affected bacteria. J. Microbial. Biochem. Technol. S3, 006 (2014). doi:10.4172/1948-5948.S3-006.

    Google Scholar 

  8. Wei, G., Dong, R., Wang, D., Feng, L., Dong, S., Song, A., Hao, J.: Functional materials from the covalent modification of reduced graphene oxide and β-cyclodextrin as a drug delivery carrier. New J. Chem. 38, 140–145 (2014)

    Article  CAS  Google Scholar 

  9. Chandran, A., Kuriakose, S., Mathew, T.: Synthesis, characterization and photoinduced cis–trans isomerisation studies on lignin modified with 4-[(E)-2-(3-hydroxynaphthalen-2-yl)diazen-1-yl]benzoic acid. Open J. Org. Polym. Mater. 2, 68–73(2012)

    CAS  Google Scholar 

  10. Chandran, A., Kuriakose, S., Mathew, T.: Synthesis, characterization and thermal studies on natural polymers modified with 2-(5-(4-dimethylamino-benzylidin)-4-oxo-2-thioxo-thiazolidin-3-yl) acetic acid. Res. J. Chem. Sci. 2(12), 37–45 (2012)

    Google Scholar 

  11. Gfroerer, H.T.: Encyclopedia of analytical chemistry. In: Meyers, R.A. (ed.). pp. 9209–9231. Wiley, New Jersey (2000)

    Google Scholar 

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Acknowledgements

The authors thank University Grants Commission, Govt. of India, New Delhi, for the award of a research project to SK (No.MRP(S)/13–14/KLMG 027/ UGC-SWRO).

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Correspondence to Sunny Kuriakose.

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Jose, S., Kuriakose, S. Synthesis, characterization and thermal studies of silver nanoparticles-β-cyclodextrin inclusion complexes modified with (2E)-3-{3-[(Z)-naphthalen-1-yldiazenyl] phenyl} prop-2-enoic acid. J Incl Phenom Macrocycl Chem 87, 127–140 (2017). https://doi.org/10.1007/s10847-016-0681-5

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