Synthesis of regioblock copolythiophene by Negishi catalyst-transfer polycondensation using t Bu 2 Zn·2LiCl

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 t Bu 2 Zn·2LiCl. The conditions to achieve controlled polymerizations of HHT...

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Veröffentlicht in:Polymer chemistry 2017, Vol.8 (39), p.6143-6149
Hauptverfasser: Goto, Eisuke, Ochiai, Yuto, Lo, Chen-Tsyr, Koganezawa, Tomoyuki, Ueda, Mitsuru, Higashihara, Tomoya
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Sprache:eng
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Zusammenfassung: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 t Bu 2 Zn·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 (1 st ) and HT-P3HT block (2 nd ), 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 2 nd 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.
ISSN:1759-9954
1759-9962
DOI:10.1039/C7PY01416C