Synthesis of Pyrene End-Capped A6 Dendrimer and Star Polymer with Phosphazene Core via "Click Chemistry''

Gorur M., Yilmaz F., Kilic A., Sahin Z. M., Demirci A.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, vol.49, no.14, pp.3193-3206, 2011 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 49 Issue: 14
  • Publication Date: 2011
  • Doi Number: 10.1002/pola.24756
  • Journal Name: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3193-3206
  • Keywords: click chemistry, dendrimers, noncovalent functionalization, polyphosphazenes, pyrene, star polymers, FREE-RADICAL POLYMERIZATION, FIELD-EFFECT TRANSISTORS, WALLED CARBON NANOTUBES, HUISGEN 1,3-DIPOLAR CYCLOADDITION, METHANOL FUEL-CELLS, BLOCK-COPOLYMERS, HYBRID POLYMERS, SIDE-GROUPS, NONCOVALENT FUNCTIONALIZATION, ORGANIC SEMICONDUCTORS
  • Bursa Uludag University Affiliated: No

Abstract

Novel hexa-armed and pyrene (Pyr) end-capped phosphazene dendrimer [N3P3-(Pyr()6)] and star polymer with poly(epsilon-caprolactone) (PCL) arms [N3P3-(PCL-Pyr)(6)] were prepared via two series of reactions. In these series, core-first approach was used starting from a hexa-hydroxy functional phosphazene derivative (N3P3-(OH)(6)). It was used as an initiator in the ring-opening polymerization of epsilon-caprolactone to prepare a hexa-armed PCL star polymer (N3P3-(PCL-OH)(6)). Hydroxyl functionalities of N3P3-(OH)(6) and N3P3-(PCL-OH)(6) were then successfully converted into bromide and azide, in turn. Further end-group modifications of azide functional dendrimer precursor (N3P3-(N-3)(6)) and star polymer (N3P3-(PCL-N-3)(6)) were achieved quantitatively via the Cu(I) catalyzed click reaction between azide functional groups and 1-ethynyl pyrene in the final step. Moreover, the pyrene end-capped phosphazene dendrimer and star polymer were used in noncovalent functionalization of multiwalled carbon nanotubes. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 3193-3206, 2011