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    α,β-Unsubstituted meso-Positioning Thienyl BODIPY: A Promising Electron Deficient Building Block for the Development of Near Infrared (NIR) p-type Donor-Acceptor (D-A) Conjugated Polymers

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    Type
    Article
    Authors
    Squeo, Benedetta
    Gregoriou, Vasilis G.
    Han, Yang
    Palma-Cando, Alex
    Allard, Sybille
    Serpetzoglou, Efthymis
    Konidakis, Ioannis
    Stratakis, Emmanuel
    Avgeropoulos, Apostolos cc
    Anthopoulos, Thomas D. cc
    Heeney, Martin
    Scherf, Ullrich
    Chochos, Christos L.
    KAUST Department
    KAUST Solar Center (KSC)
    Material Science and Engineering Program
    Physical Science and Engineering (PSE) Division
    Date
    2018
    Permanent link to this record
    http://hdl.handle.net/10754/627232
    
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    Abstract
    It is demonstrated that α,β-unsubstituted meso-positioning thienyl BODIPY is an electron deficient unit that leads to the development of ultra low optical band gap (Egopt < 1 eV) π-conjugated D-A quarterthiophene polymers. Furthermore, it is revealed that the optoelectronic, electrochemical and charge transporting properties of the resulting α,β-unsubstituted meso-positioning thienyl BODIPY quaterthiophene-based polymers are alkyl side chain positioning dependent. Tail-to-tail (TT) positioning of the alkyl side chains at the two central thiophenes of the quaterthiophene segment results to lower Egopt, higher energy levels and increased hole mobility as compared to head-to-head (HH) positioning. Finally, even though the synthesized polymers exhibit high electron affinity, higher even to that of the fullerene derivative [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM), they present only p-type behaviour in field effect transistors (FETs) independent to the alkyl side chain positioning.
    Citation
    Squeo B, Gregoriou VG, Han Y, Palma-Cando A, Allard S, et al. (2018) α,β-Unsubstituted meso-Positioning Thienyl BODIPY: A Promising Electron Deficient Building Block for the Development of Near Infrared (NIR) p-type Donor-Acceptor (D-A) Conjugated Polymers. Journal of Materials Chemistry C. Available: http://dx.doi.org/10.1039/c7tc05900k.
    Sponsors
    This project has received funding from the European Community’s Seventh Framework Programme (FP7/2007-2013) under the Grant Agreement n° 331389 project ECOCHEM, n° 607585 project OSNIRO and no 604603 project MatHero. The authors would like to thank Anke Helfer from BUW for the mass spectrometry measurements.
    Publisher
    Royal Society of Chemistry (RSC)
    Journal
    Journal of Materials Chemistry C
    DOI
    10.1039/c7tc05900k
    Additional Links
    http://pubs.rsc.org/en/Content/ArticleLanding/2018/TC/C7TC05900K#!divAbstract
    ae974a485f413a2113503eed53cd6c53
    10.1039/c7tc05900k
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Material Science and Engineering Program; KAUST Solar Center (KSC)

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