Jump to main content
Jump to site search

Issue 39, 2017
Previous Article Next Article

Synthesis of regioblock copolythiophene by Negishi catalyst-transfer polycondensation using tBu2Zn·2LiCl

Author affiliations

Abstract

Poly(3-hexylthiophene) with head-to-head/tail-to-tail regioregularity (HHTT-P3HT), controlled molecular weight and low molecular weight distribution was synthesized by Negishi catalyst-transfer polycondensation (NCTP) using tBu2Zn·2LiCl. The conditions to achieve controlled polymerizations of HHTT-P3HT were studied by optimizing the Ni catalyst, reaction concentrations and temperature. Furthermore, regioblock copolythiophenes consisting of HHTT-P3HT and P3HT segments with head-to-tail regioregularity (HT-P3HT) were synthesized by NCTP, in which the monomer addition sequence, that is, HHTT-P3HT block (1st) and HT-P3HT block (2nd), was firstly adopted. The decent yield (54–65%) of the regioblock copolythiophene was an advantageous point for the NCTP system. This decent yield was presumably derived from the carefully optimized conditions to form the quasi-living polymer of HHTT-P3HT with a stable chain end, –C–Ni(dcpe)–Br (dcpe = 1,2-bis(dicyclohexylphosphino)ethane), suited for the smooth crossover reaction and polymerization to the 2nd monomer for HT-P3HT. The obtained regioblock copolythiophene showed phase separation between the crystalline HT-P3HT domains and exclusive amorphous domains, as characterized by grazing-incidence X-ray scattering and atomic force microscopy.

Graphical abstract: Synthesis of regioblock copolythiophene by Negishi catalyst-transfer polycondensation using tBu2Zn·2LiCl

Back to tab navigation

Supplementary files

Publication details

The article was received on 21 Aug 2017, accepted on 13 Sep 2017 and first published on 13 Sep 2017


Article type: Paper
DOI: 10.1039/C7PY01416C
Citation: Polym. Chem., 2017,8, 6143-6149
  •   Request permissions

    Synthesis of regioblock copolythiophene by Negishi catalyst-transfer polycondensation using tBu2Zn·2LiCl

    E. Goto, Y. Ochiai, C. Lo, T. Koganezawa, M. Ueda and T. Higashihara, Polym. Chem., 2017, 8, 6143
    DOI: 10.1039/C7PY01416C

Search articles by author

Spotlight

Advertisements