Synthesis, Characterization, Electrochromic Properties, and Electrochromic Device Application of a Novel Star Polymer Consisting of Thiophene End-Capped Poly(epsilon-Caprolactone) Arms Emanating from a Hexafunctional Cyclotriphosphazene Core

Gorur M., Yilmaz F., Kilic A., Demirci A., Ozdemir Y., Kosemen A., ...Daha Fazla

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, cilt.48, sa.16, ss.3668-3682, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 48 Sayı: 16
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1002/pola.24151
  • Dergi Adı: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.3668-3682
  • Anahtar Kelimeler: epsilon-caprolactone, click chemistry, electropolymerization, phosphazene, star polymer, thiophene, RING-OPENING POLYMERIZATION, CONDUCTING COPOLYMERS, EPSILON-CAPROLACTONE, BLOCK-COPOLYMERS, 3-THIOPHENE CARBOXYLATE, THERMAL-PROPERTIES, HYBRID POLYMERS, SIDE-GROUPS, L-LACTIDE, PHOSPHAZENE
  • Bursa Uludağ Üniversitesi Adresli: Hayır

Özet

Hexa-armed and thiophene (Thi) end-capped poly(epsilon-caprolactone) star polymer (N3P3-(PCL-Thi)(6)), containing cyclotriphosphazene core, was prepared in a four-step reaction sequence. Ring-opening polymerization (ROP) and "click chemistry" techniques were employed in the first and final steps, respectively. Hexa-armed PCL star polymer (N3P3-(PCL-OH)(6)) was successfully synthesized via ROP of epsilon-caprolactone (epsilon-CL) by using hekzakis(p-(hydroxymethyl)phenoxy) cyclotriphosphazene as the multisite initiator and tin(II) 2-ethylhexanoate (Sn(Oct(2))) as the catalyst in bulk at 115 degrees C. Further modifications of the N3P3-(PCL-OH)(6) were accomplished by derivatization of the hydroxyl-functional chain ends. The obtained N3P3-(PCL-OH)(6) was then reacted with 2-bromo-2-methylpropanoyl bromide, and this led to a star polymer with bromide end groups, N3P3-(PCL-Br)(6). In the third step, N3P3-(PCL-Br)(6) was azidified with sodium azide (NaN3) in DMF affording N3P3-(PCL-N-3)(6). Conversion of the azide chain end groups into Thi was quantitatively accomplished via the "click reaction" between N3P3-(PCL-N-3)(6) and prop-2-yn-1-yl 3-thienyl acetate in the final step. Subsequently, the star polymer with six Thi chain ends (N3P3-(PCL-Thi)(6)) was employed in electrochemical copolymerization with both pyrrole and Thi. Electrochromic properties and electrochromic device application of N3P3-(PCL-Thi)(6)/PThi were also investigated. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 3668-3682, 2010