One-pot double click reactions for the preparation of H-shaped ABCDE-type quintopolymer

Eda Gungor, Gurkan Hizal, Umit Tunca*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

49 Citations (Scopus)

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(methylmethacrylate) (PMMA) and poly(ε-caprolac-tone) (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 α-anthracene-ω-azide end functionalities in N,N-dimethylformamide (DMF) using CuBr/N,N,N′,N″, N″-pentamethyldiethylenetriamine (PMDETA) as catalyst at 120 °C for 48 h. The precursors and the target H-shaped quintopolymer were characterized comprehensively by H NMR, UV, FTIR, GPC, and triple detection GPC.

Original languageEnglish
Pages (from-to)3409-3418
Number of pages10
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume47
Issue number13
DOIs
Publication statusPublished - 1 Jul 2009

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

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