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A novel cross-linkable, polyaspartamide derivative-containing cinnamoyl groups with temperature and pH dual stimuli-responsiveness

  • Guangyan ZhangEmail author
  • Jun Zhou
  • Peng Wang
Original Research
  • 14 Downloads

Abstract

A novel cross-linkable polyaspartamide derivative-containing cinnamoyl pendant groups, P(HPA-Az)-CA, was designed and synthesized in this study. Chemical structures of the obtained polymers were confirmed by FTIR, UV, and 1H NMR techniques. The transmittance measurement results showed that the prepared polymer P(HPA-Az)-CA displayed temperature and pH dual stimuli-responsive behaviors. The cloud point of P(HPA-Az)-CA could be tuned just by adjusting the introduced percentage of hydrophobic moieties or the pH of polymer aqueous solution. The effect of pH on the cloud point of P(HPA-Az)-CA was investigated by zeta potential, and the results showed that it may be related to the weakened electrostatic repulsion caused by decreased zeta potential with pH decreasing. Diamines (ethylenediamine or cystamine) were adopted to prepare cross-linked micelles using the mixture of P(HPA-Az)-CA aqueous solution and diamines just by one-step heating method. The cross-linked micelles were stable, even when the environmental temperature was below the cloud point of P(HPA-Az)-CA. The cross-linking mechanism between the diamines and α,β-unsaturated carbonyl moieties of P(HPA-Az)-CA was confirmed by 1H NMR. In addition, the micelles cross-linked with cystamine could be disrupted in the presence of 10 mM glutathione. According to the results, the obtained polyaspartamide derivative P(HPA-Az)-CA may be a potential for facilitating drug loading.

Keywords

Polyaspartamide derivative Conjugated polymer Thermosensitivity pH sensitivity Cross-linkable polymer Redox-responsiveness 

Notes

Acknowledgements

This research was financially supported by the Research Foundation of Hubei Provincial Key Laboratory of Green Materials for Light Industry & Collaborative Innovation Center of Green Light-weight Materials and Processing (201611B11), and the Doctoral Scientific Research Foundation of Hubei University of Technology (BSQD14003).

Supplementary material

13726_2018_686_MOESM1_ESM.docx (182 kb)
Supplementary material 1 (DOCX 183 KB)

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Copyright information

© Iran Polymer and Petrochemical Institute 2019

Authors and Affiliations

  1. 1.Hubei Provincial Key Laboratory of Green Materials for Light Industry & School of Materials and Chemical EngineeringHubei University of TechnologyWuhanPeople’s Republic of China
  2. 2.Collaborative Innovation Center of Green Light-weight Materials and ProcessingHubei University of TechnologyWuhanPeople’s Republic of China

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