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Preparation and characterization of CO2-responsive poly(amino acid) derivatives with guanidine group

Polymer Bulletin volume 72, pages 2605–2620 (2015)Cite this article

Abstract

Polyaspartamides, which are termed to a variety of amide derivatives of poly(aspartic acid), one of the poly(amino acid)s or polypeptides, have been intensively investigated as biodegradable and biocompatible polymers with a broad range of potential biomedical applications as well as eco-friendly industrial uses. By discovering that polymers containing amidine or guanidine functionality have been shown to be reversibly responsive to carbon dioxide (CO2), we have developed two polyaspartamide systems: novel CO2-responsive hydrogel and amphiphilic polyaspartamide derivative containing l-arginine. In this work, poly(2-hydroxyethyl aspartamide) derivative was modified with l-arginine unit (PHEA-Larg), before cross-linked by hexamethylene diisocyanate in the presence of dibutyltin dilaurate catalyst to provide a hydrogel having not only good gel strength, but reversible CO2 absorption characteristics. On the other hand, amphiphilic polyaspartamide derivative containing hydrophobic long alkyl moiety (octyl) and l-arginine unit was synthesized, and the CO2-responsive solubility and molecular self-assembly behaviors of the systems were investigated. These new polyaspartamide systems have potential in several applications including CO2 capture, CO2-responsive and switchable surface, sensor, smart hydrogel for controlled drug delivery system, etc.

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Acknowledgments

This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (#2011-0011464).

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Authors and Affiliations

  1. School of Chemical Engineering, Sungkyunkwan University, 2066, Seobu-ro, Jangan, Suwon, Gyeonggi, 440-746, Korea

    Bich Ngoc Tran, Quang Tri Bui, Young Sil Jeon, Ho Seok Park & Ji-Heung Kim

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  1. Bich Ngoc Tran
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  2. Quang Tri Bui
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  3. Young Sil Jeon
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  4. Ho Seok Park
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  5. Ji-Heung Kim
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Correspondence to Ji-Heung Kim.

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Tran, B.N., Bui, Q.T., Jeon, Y.S. et al. Preparation and characterization of CO2-responsive poly(amino acid) derivatives with guanidine group. Polym. Bull. 72, 2605–2620 (2015). https://doi.org/10.1007/s00289-015-1425-1

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  • DOI: https://doi.org/10.1007/s00289-015-1425-1

Keywords

  • CO2-responsive
  • Hydrogel
  • Polyaspartamides
  • Amphiphilic
  • Guanidine group