Dendronized Polystyrene via Orthogonal Double-Click Reactions

Tonga M., Tonga G. Y., Seber G., Gok Ö., Sanyal A.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, vol.51, no.23, pp.5029-5037, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 51 Issue: 23
  • Publication Date: 2013
  • Doi Number: 10.1002/pola.26933
  • Journal Name: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.5029-5037
  • Keywords: click reactions, dendronized polymers, Diels-Alder reaction, graft copolymers, Huisgen dipolar addition, orthogonal click reaction, orthogonal functionalization, TRANSFER RADICAL POLYMERIZATION, DENDRITIC MACROMOLECULES, HOMOLOGOUS SERIES, LINEAR-POLYMERS, STEP-POLYMERS, CHEMISTRY, COPOLYMERS, GENERATION, DENDRIMERS, FUNCTIONALIZATION
  • Acibadem Mehmet Ali Aydinlar University Affiliated: No

Abstract

Dendronized copolymers bearing two different dendrons as side chains have been synthesized using a modular orthogonal double-click reaction based strategy. The orthogonality of the Huisgen-type azide-alkyne cycloaddition and the Diels-Alder reaction was utilized to attach different dendrons to the polymer backbone via the graft-to strategy. First through third generations of polyaryl ether dendrons appended with an alkyne group and polyester dendrons possessing a furan-protected maleimide group at their focal point were reacted with a styrene based copolymer containing azide and anthracene moieties as side chains. The efficiency and selectivity of the orthogonal dendronization of the copolymers were examined via various analytical methods such as H-1 NMR spectroscopy, FTIR and gel permeation chromatography. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 5029-5037