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Phenylalanine-Tethered pH-Responsive Poly(2-Hydroxyethyl Methacrylate).

Neha Choudhury1, Somnath Das2, Satyajit Samadder2

  • 1Polymer Research Centre and Centre for Advanced Functional Materials, Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, 741246, Nadia, West Bengal, India.

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Researchers synthesized pH-responsive copolymers using 2-hydroxyethyl methacrylate (HEMA) and phenylalanine (Phe) monomers. These novel materials exhibit tunable properties and enhanced water solubility, paving the way for advanced applications.

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Area of Science:

  • Polymer Chemistry
  • Materials Science
  • Biomaterials

Background:

  • Developing pH-responsive polymers is crucial for controlled drug delivery and smart materials.
  • Random copolymers offer tunable properties by varying monomer composition.
  • Controlled radical polymerization techniques enable precise polymer architecture.

Purpose of the Study:

  • To synthesize and characterize novel pH-responsive random copolymers of HEMA and Boc-Phe-EMA.
  • To investigate the monomer reactivity ratios and their impact on copolymerization.
  • To evaluate the pH-sensitivity, glass transition behavior, and water solubility of the resulting copolymers.

Main Methods:

  • Reversible addition-fragmentation chain transfer (RAFT) polymerization was employed for copolymer synthesis.
  • Techniques including 1H NMR, FT-IR, SEC, and DSC were used for comprehensive characterization.
  • Reactivity ratios were determined using the extended Kelen-Tüdös method.
  • Turbidity measurements assessed pH-sensitivity, and counteranion exchange enhanced water solubility.

Main Results:

  • HEMA exhibited higher reactivity (rHEMA = 1.03) than Boc-Phe-EMA (rBoc-Phe-EMA = 0.48) during RAFT polymerization.
  • Deprotection of Boc-groups yielded copolymers with ionizable ammonium and hydroxyl functionalities.
  • Copolymer composition influenced pH-sensitivity and glass transition temperatures.
  • Counteranion exchange to chloride significantly improved water solubility without altering the phase transition pH.

Conclusions:

  • Successfully synthesized pH-responsive random copolymers with controlled composition and architecture.
  • Demonstrated the influence of monomer reactivity on copolymer structure and properties.
  • Achieved enhanced water solubility and maintained pH-responsiveness through counteranion exchange, suggesting potential for biomedical applications.