Single chain self-assembly of well-defined heterotelechelic polymers generated by ATRP and click chemistry revisited

Ozcan Altintas, Tobias Rudolph, Christopher Barner-Kowollik

Research output: Contribution to journalArticle

41 Scopus citations

Abstract

Well-defined heterotelechelic poly(styrene) carrying thymine/ diaminopyridine (DAP) (Mn,SEC = 9300, PDI = 1.04) and Hamilton wedge (HW)/cyanuric acid (CA) (Mn,SEC = 8200, PDI = 1.04) bonding motifs are prepared via a combination of controlled/living radical polymerization and copper catalyzed azide/alkyne "click" chemistry and are subsequently self-assembled as single chains to emulate-on a simple level-the self-folding behavior of natural biomacromolecules. Hydrogen nuclear magnetic resonance (1H NMR) in deuterated dichloromethane and dynamic light scattering analyses provides evidence for the hydrogen bonding interactions between the α-thymine and ω-DAP as well as α-CA and ω-HW chain ends of the heterotelechelic polymers leading to circular entropy driven single chain self-assembly. This study demonstrates that the choice of NMR solvent is important for obtaining well-resolved NMR spectra of the self-assembled structures. In addition, steric effects on the HW can affect the efficiency of the self-assembly process.

Original languageEnglish (US)
Pages (from-to)2566-2576
Number of pages11
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume49
Issue number12
DOIs
StatePublished - Jun 15 2011

Keywords

  • Hamilton wedge
  • atom transfer radical polymerization (ATRP)
  • click chemistry
  • cyanuric acid
  • diaminopyridine
  • dynamic light scattering
  • host-guest systems
  • poly(styrene)
  • polymer synthesis
  • self-assembly
  • single chain self-folding
  • telechelics
  • thymine

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