One-Pot Double Click Reactions for the Preparation of H-Shaped ABCDE-Type Quintopolyrner

Gungor E., Hızal G., Tunca Ü.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, vol.47, no.13, pp.3409-3418, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 47 Issue: 13
  • Publication Date: 2009
  • Doi Number: 10.1002/pola.23421
  • Journal Name: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3409-3418
  • Keywords: atom transfer radical polymerization (ATRP), Cu(I) catalyzed azide-alkyne click reaction, Diels-Alder click reaction, gel permeation chromatography (GPC), H-shaped polymer, nitroxide mediated radical polymerization, ring-opening polymerization, triple detection GPC (TD-GPC), MODEL GRAFT-COPOLYMERS, RADICAL POLYMERIZATION, TERPOLYMERS, COMBINATION
  • Istanbul Technical University Affiliated: Yes

Abstract

We employed for the first time double click reactions: Cu(I) catalyzed azide-alkyne 1,3-dipolar cycloaddition and Diels-Alder (4 + 2) reactions for the preparation of H-shaped polymer possessing pentablocks with different chemical nature (H-shaped quintopolymer) using one-pot technique. H-shaped quintopolymer consists of poly(ethylene glycol) (PEG)-poly(methylmethaerylate) (PMMA) and poly(epsilon-caprolactone) (PCL)-polystyrene (PS) blocks as side chains and poly (tert-butylacrylate) (PtBA) as a main chain. For the preparation of H-shaped quintopolymer, PEG-b-PMMA and PCL-b-PS copolymers with maleimide and alkyne functional groups at their centers, respectively, were synthesized and simply reacted in one-pot with PtBA with alpha-anthracene-omega-azide end functionalities in N,N-dimethylformamide (DMF) using CuBr/N,N,N',N '',N ''-pentamethyldiethylenetriamine (PMDETA) as catalyst at 120 degrees C for 48 h. The precursors and the target H-shaped quintopolymer were characterized comprehensively by H-1 NMR, UV, FTIR, GPC, and triple detection GPC. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3409-3418, 2009