Synthesis and characterization of ferrocene end-capped poly(epsilon-caprolactone)s by a combination of ring-opening polymerization and "click" chemistry techniques

Eren O., Gorur M., KESKİN B., Yilmaz F.

REACTIVE & FUNCTIONAL POLYMERS, cilt.73, sa.1, ss.244-253, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 73 Sayı: 1
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.reactfunctpolym.2012.10.009
  • Dergi Adı: REACTIVE & FUNCTIONAL POLYMERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.244-253
  • Anahtar Kelimeler: Ferrocene, Poly(epsilon-caprolactone), Ring-opening polymerization, Click chemistry, Star polymers, HUISGEN 1,3-DIPOLAR CYCLOADDITION, CONTAINING CATIONIC POLYTHIOPHENE, FREE ELECTROCHEMICAL DETECTION, CONJUGATED MAIN-CHAIN, STAR-BLOCK-COPOLYMERS, METALLOCENE POLYMERS, THERMAL-PROPERTIES, SM COMPLEXES, SN COMPOUNDS, GRAFT
  • Bursa Uludağ Üniversitesi Adresli: Hayır

Özet

Ferrocene (Fc) end-capped linear and star-shaped poly(epsilon-caprolactone)s (PCLs) with different numbers of arms were synthesized by a combination of ring-opening polymerization (ROP) and "click" chemistry techniques in a four-step reaction procedure. In the first step, the polymer backbones were prepared via ROP of the a-caprolactone (epsilon-CL) monomer in bulk by employing the compounds with different numbers of hydroxyl groups as the multisite initiators and stannous octoate (Sn(Oct)(2)) as the coordination-insertion catalyst. The hydroxyl end-groups of the obtained PCLs were then converted into a bromides and azides consecutively. In the final step, the Fc moiety was attached to the termini of the PCLs using a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction between the azide end-groups of the PCLs and the acetylene group of ethynylferrocene under ambient conditions. In all cases, the FT-IR and H-1 NMR spectra indicated a successful and quantitative transformation of the desired end-functional groups. The electrochemical properties of the Fc end-capped PCLs were also investigated via cyclic voltammetry (CV). (C) 2012 Elsevier Ltd. All rights reserved.