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Toward Perfect Control of End Groups and Polydispersity in Poly(3-hexylthiophene) via Catalyst Transfer Polymerization

Title data

Lohwasser, Ruth H. ; Thelakkat, Mukundan:
Toward Perfect Control of End Groups and Polydispersity in Poly(3-hexylthiophene) via Catalyst Transfer Polymerization.
In: Macromolecules. Vol. 44 (2011) Issue 9 . - pp. 3388-3397.
ISSN 0024-9297
DOI: https://doi.org/10.1021/ma200119s

Project information

Project financing: Deutsche Forschungsgemeinschaft

Abstract in another language

We report the influence of the active Grignard monomer formation on the end groups and polydispersity of poly(3-hexylthiophene) (P3HT) for the catalyst transfer polymerization. The rate of the active Grignard monomer formation of 2,5-dibromo-3-hexylthiophene using t-BuMgCl was studied using 1H NMR. Only in the absence of unreacted/excess t-BuMgCl, polymers with 100% H/Br end groups were formed. If the active Grignard monomer formation was incomplete and thus unreacted t-BuMgCl remained, the end groups depended on the polymerization time; the ratio of H/Br to H/H end groups decreased with increasing time. LiCl was shown to accelerate the active Grignard monomer formation but negatively affects the regioregularity to a small extent. It also increases the molecular weight of P3HT when used in combination with Ni(dppp)Cl2 as a catalyst. Further, MeOH as a quenching reagent was identified to cause chain−chain coupling and hence an increase in the polydispersity. Thus, important parameters influencing the kinetics of the catalyst transfer polymerization were studied, and a series of P3HTs with 100% H/Br end groups and low polydispersities were synthesized by an optimized procedure. These findings are very relevant for extending this polymerization method to new monomers and for the realization of well-defined block copolymers.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry I
Profile Fields
Profile Fields > Advanced Fields
Profile Fields > Advanced Fields > Polymer and Colloid Science
Research Institutions
Research Institutions > Collaborative Research Centers, Research Unit
Research Institutions > Collaborative Research Centers, Research Unit > SFB 840 Von partikulären Nanosystemen zur Mesotechnologie
Research Institutions > Collaborative Research Centers, Research Unit > SFB 840 Von partikulären Nanosystemen zur Mesotechnologie > SFB 840 - TP B 7
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professorship Applied Functional Polymers > Professorship Applied Functional Polymers - Univ.-Prof. Dr. Mukundan Thelakkat
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professorship Applied Functional Polymers
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 13 Apr 2016 08:22
Last Modified: 21 Jul 2016 08:21
URI: https://eref.uni-bayreuth.de/id/eprint/1219