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Chitosan-g-poly(4-acrylamidobenzenesulfonamide) copolymers: synthesis, characterization, and bioactivity

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Abstract

The monomer, 4-acrylamidobenzenesulfonamide (ABS), was synthesized via reaction of acryloyl chloride with 4-aminobenzenesulfonamide in acetone at 0 °C. This monomer was then grafted onto chitosan using solution containing 2% acetic acid and mixture of K2S2O8 and Na2SO3 as the redox promoter. An optimal G% of 150% was obtained when the process is conducted at 60 °C for 3 h employing 3.0 × 10−3 M K2S2O8 and 1.5 × 10−3 M Na2SO3. The graft copolymers, chitosan-g-poly(4-acrylamidobenzenesulfonamide), were characterized by using FTIR, XRD, and SEM. The results were shown that the crystallinity of chitosan is enhanced by increasing the monomer content through the grafting process. Potential Antimicrobial activities of the permethyl ammonium salt forms of chitosan and its grafted copolymers against selected microorganisms were evaluated. The results show that the graft copolymers display better inhibitory effects on the growth of bacteria and some fungi than does chitosan.

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Acknowledgements

The authors wish to acknowledge financial support provided by the Kuwait University under the project SC03/10. They also express their appreciation for technical support from the E.M unit and the general facilities projects GS01/01, GS01/03, GS01/05, GS03/01, under the GFS program. Also, the authors thank the Nanoscopy Science Center at Kuwait University.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, Kuwait University, P.O.B. 5969, 13060, Safat, Kuwait

    Fakhreia Al-Sagheer, Abdel-Zaher Elassar & Enas Ibrahim

  2. Chemistry Department, Faculty of Science, Cairo University, P.O. 12613, Giza, Egypt

    Khaled Khalil

  3. Department of Biological Sciences, Faculty of Science, University of Kuwait, Khaldiya, P.O. Box 5969, 13060, Safat, Kuwait

    Huda Mahmoud

Authors
  1. Fakhreia Al-Sagheer
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  2. Khaled Khalil
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  3. Huda Mahmoud
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  4. Abdel-Zaher Elassar
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  5. Enas Ibrahim
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Corresponding author

Correspondence to Fakhreia Al-Sagheer.

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Al-Sagheer, F., Khalil, K., Mahmoud, H. et al. Chitosan-g-poly(4-acrylamidobenzenesulfonamide) copolymers: synthesis, characterization, and bioactivity. J Polym Res 24, 230 (2017). https://doi.org/10.1007/s10965-017-1381-6

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