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
Type
ArticleAuthors
Squeo, BenedettaGregoriou, Vasilis G.
Han, Yang
Palma-Cando, Alex
Allard, Sybille
Serpetzoglou, Efthymis
Konidakis, Ioannis
Stratakis, Emmanuel
Avgeropoulos, Apostolos

Anthopoulos, Thomas D.

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
2018Permanent link to this record
http://hdl.handle.net/10754/627232
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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 Cae974a485f413a2113503eed53cd6c53
10.1039/c7tc05900k