Synthesis and characterization of poly(p-phenylene)-graft-poly(epsilon-caprolactone) copolymers by combined ring-opening polymerization and cross-coupling processes

YURTERI S., Cianga I., DEGIRMENCI M., Yagci Y.

POLYMER INTERNATIONAL, vol.53, no.9, pp.1219-1225, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 53 Issue: 9
  • Publication Date: 2004
  • Doi Number: 10.1002/pi.1554
  • Journal Name: POLYMER INTERNATIONAL
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1219-1225
  • Istanbul Technical University Affiliated: Yes

Abstract

2,5-Dibromo-1,4-(dihydroxymethyl)benzene was used as initiator in ring-opening polymerization of e-caprolactone in the presence of stannous octoate (Sn(oCt)(2)) catalyst. The resulting poly(epsilon-caprolactone) (PCL) macromonomer, with a central 2,5-dibromo-1,4-diphenylene group, was used in combination with 1,4-dibromo-2,5-dimethylbenzene for a Suzuki coupling in the presence of Pd(PPh3)(4) as catalyst or using the system NiCl2/bpy/PPh3/Zn for a Yamamoto-type polymerization. The poly(p-phenylenes) (PPP) obtained, with PCL side chains, have solubility properties similar to those of the starting macromonomer, ie soluble in common organic solvents at room temperature. The new polymers were characterized by H-1 and C-13 NMR and UV spectroscopy and also by GPC measurements. The thermal behaviour of the precursor PCL macromonomer and the final poly(p-phenylene)-graft-poly(epsilon-caprolactone) copolymers were investigated by thermogravimetric analysis and differential scanning calorimetry analyses and compared. (C) 2004 Society of Chemical Industry.