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Synthesis and biodegradability assessment of poly(amide-imide)s containing N-trimellitylimido-l-amino acid and 5-(2-benzimidazole)-1,3-phenylenediamine

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Abstract

This paper addressed construction and biodegradability assessment of chiral synthetic poly(amide-imide)s (PAI)s. These polymers were prepared by polycondensation reaction of chiral diacids; N-trimellitylimido-S-valine (7a), and N-trimellitylimido-l-leucine (7b) with 5-(2-benzimidazole)-1,3-phenylenediamine (4) in the presence of tetrabutylammonium bromide as a green media under microwave irradiation. The morphology observations of the aforementioned polymers exhibit that these macromolecules are nanostructured particle and so, good candidate as carrier for biomedical application. Furthermore, in vitro toxicity and soil biodegradability test of the different synthetic diacids (7a, 7b) and the obtained PAIs were employed to evaluate the biological activity of these materials. In Petri plate technique, the monomers and obtained polymers exposed on glass lamels were all colonized by fungal saprophytes and due to this invasion, a weight loss up to 35 % was observed in the material. The soil burial test and measuring dehydrogenase activity revealed that the aforementioned monomers and polymers are biologically active and probably biodegradable under the soil. Normal wheat seedling growth took place in the vials containing the aforesaid monomers and polymers. It could be concluded that the synthesized monomers and their polymers are biologically active, and they are nontoxic to ecosystems and natural environments.

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Acknowledgments

We wish to express our gratitude to the Research Affairs Division of Isfahan University of Technology (IUT), for financial support. Further financial support from National Elite Foundation (NEF) and Center of Excellency in Sensors and Green Chemistry Research (IUT) is gratefully acknowledged.

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Authors and Affiliations

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

    Shadpour Mallakpour & Marziyeh Khani

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

    Shadpour Mallakpour

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

    Mohammad R. Sabzalian

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  1. Shadpour Mallakpour
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Correspondence to Shadpour Mallakpour.

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Mallakpour, S., Khani, M. & Sabzalian, M.R. Synthesis and biodegradability assessment of poly(amide-imide)s containing N-trimellitylimido-l-amino acid and 5-(2-benzimidazole)-1,3-phenylenediamine. Polym. Bull. 71, 2159–2172 (2014). https://doi.org/10.1007/s00289-014-1179-1

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  • DOI: https://doi.org/10.1007/s00289-014-1179-1

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