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Novel Bioactive Chiral Poly(amide–imide)s Containing Different Amino Acids Linkages: Studies on Synthesis, Characterization and Biodegradability

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Abstract

In this paper chiral bioactive poly(amide–imide)s (PAI)s were synthesized from four different diacids containing chiral amino acids with 4,4′-methylene bis(3-chloro 2,6-diethylaniline) as a diamine via direct polycondensation reaction in a system of tetra-n-butylammonium bromide and triphenyl phosphite as a condensing agent. The structures of these polymers were confirmed by FT-IR, 1H-NMR, specific rotation, elemental and thermogravimetric analysis (TGA) techniques. TGA showed that the 10 % weight loss temperature in a nitrogen atmosphere was more than 378 °C, which indicates that the resulting PAIs have a good thermal stability. The biodegradability of the monomers and prepared polymers was investigated in culture media and soil burial test for assessment of the susceptibility of these compounds to microbial degradation. The results showed that the synthesized monomers and theirs derived polymers are biologically active and nontoxic to microbial growth.

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Acknowledgments

The authors would like to express their appreciation to the Research Affairs Division Isfahan University of Technology (IUT), Isfahan, for the partial financial support. Further financial support from National Elite Foundation (NEF), Iran Nanotechnology Initiative Council (INIC) and Center of Excellency in Sensors and Green Chemistry Research (IUT) is gratefully acknowledged. We also extend our thanks to Mr. A.V. Barati for helpful discussion.

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Authors and Affiliations

  1. Organic Polymer Chemistry Research Laboratory, Department of Chemistry, Isfahan University of Technology, 84156-83111, Isfahan, Islamic Republic of Iran

    Shadpour Mallakpour & Kazem Banihassan

  2. Nanotechnology and Advanced Materials Institute, Isfahan University of Technology, 84156-83111, Isfahan, Islamic Republic of Iran

    Shadpour Mallakpour

  3. Department of Agronomy and Plant Breeding, College of Agriculture, Isfahan University of Technology, 84156-83111, Isfahan, Islamic Republic of Iran

    Mohammad R. Sabzalian

Authors
  1. Shadpour Mallakpour
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  2. Kazem Banihassan
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  3. Mohammad R. Sabzalian
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Correspondence to Shadpour Mallakpour.

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Mallakpour, S., Banihassan, K. & Sabzalian, M.R. Novel Bioactive Chiral Poly(amide–imide)s Containing Different Amino Acids Linkages: Studies on Synthesis, Characterization and Biodegradability. J Polym Environ 21, 568–574 (2013). https://doi.org/10.1007/s10924-012-0478-6

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