Preparation and Characterization of Star-Shaped Poly (2-hydroxyethyl Methacrylate-Graft- ε-caprolactone) Copolymer with Acetylated Glucose Core and its Application in Drug Release

Document Type : Research Paper

Authors

1 Professor, Department of Chemistry, Payame Noor University, Tehran, Iran.

2 Assistant professor, Department of Chemistry, Payame Noor University, Tehran, Iran.

3 M.A Student of Chemistry, Payame Noor University, Tehran, Iran.

Abstract

Star-shaped polymers are three-dimensional structured branched polymers in which linear arms with equal or different molecular weights are attached to a central core. Some of star polymers in response to changes in environmental conditions, especially changes in temperature can be used in polymer-based temperature sensors. In this research work, star-shaped (2-hydroxyethyl methacrylate-graft- ε-caprolactone) copolymer with acetylated glucose core is synthesized by atom transfer radical polymerization (ATRP) method. In order to achieve this goal, firstly, five-armed initiator on the acetylated glucose base was prepared by the reaction of glucose with 2-choloroacethy chloride. Then, the polymerization reaction of 2- hydroxyethyl methacrylate (HEMA) is induced under freeze-pump-thaw on this core in methanol medium with the presence of a combination of CuCl/CuCl2/2-2'-bipyridyl as the reaction catalyst. Further, ε- caprolactone is placed on this star shaped copolymer by ring opening reaction, so the desired star shaped (2-hydroxyethyl methacrylate- graft-ε caprolactone) copolymer is synthesized. Resulting star-shaped copolymer has hydrophobic and hydrophilic arms allowing it to be transformed into a micelle in an aqueous solution. The release of Natrexone as a model drug from this star-shaped copolymer is investigated at 37°C. Drug loading percent is 16% and drug release was lasted for 38 hours. The structures of all prepared compounds are confirmed by FT-IR, 1HNMR and XRD methods. Also, the morphology and thermal behavior of samples were investigated by SEM, TGA and DSC analysis.
 

Keywords

References

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History

  • Receive Date: 14 May 2017
  • Revise Date: 20 August 2017
  • Accept Date: 19 February 2018

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