Issue 11, 2013
From the journal:

Journal of Materials Chemistry C

Blue emitting C2-symmetrical dibenzothiazolyl substituted pyrrole, furan and thiophene†

Brodie L. Reid,a   Steven B. Briggs,ab   Louise E. Karagiannidis,ab   Sara Muzzioli,c   Paolo Raiteri,a   Mark E. Light,b   Stefano Stagni,*c   Pierpaolo Brulatti,d   Philip A. Gale,b   Mark I. Ogdena  and  Massimiliano Massi*a  

* Corresponding authors

a Department of Chemistry, Curtin University, Kent Street, Bentley, 6102 WA, Australia
E-mail: m.massi@curtin.edu.au

b Chemistry, University of Southampton, Southampton, UK

c Department of Industrial Chemistry Toso Montanari, University of Bologna, viale del Risorgimento 4, Bologna, Italy
E-mail: stefano.stagni@unibo.it

d Consorzio MIST E-R, via P. Gobetti 101, 40129 Bologna, Italy

Abstract

The synthesis and photophysical properties of pyrrole, furan and thiophene substituted in their 2 and 5 positions by 2′-benzothiazolyl moieties have been investigated. The three species show deep-blue fluorescence with maxima in the 444–450 nm region, originating from excited states of π–π* character. The photoluminescence quantum yields were found to be higher for the pyrrole and furan compounds, 0.42 and 0.47 respectively, compared to the quantum yield of the thiophene species, 0.21. Light Emitting Devices were fabricated using the pyrrole species as 4% dopant in a 4,4′,4′′-tri(9-carbazoyl)triphenylamine emissive layer, or the same pyrrole species as a neat film. In low concentration of dopant, the device is characterised by deep-blue emission with CIE coordinates of x = 0.182, y = 0.185; on the other hand, a neat film of the dopant produces almost white light emission with CIE x = 0.381, y = 0.400 but at a cost of quantum efficiency due to self-quenching effects.

Graphical abstract: Blue emitting C2-symmetrical dibenzothiazolyl substituted pyrrole, furan and thiophene

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Article information

DOI
https://doi.org/10.1039/C3TC00760J
Article type
Paper
Submitted
02 Dec 2012
Accepted
27 Jan 2013
First published
28 Jan 2013

J. Mater. Chem. C, 2013,1, 2209-2216

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Blue emitting C2-symmetrical dibenzothiazolyl substituted pyrrole, furan and thiophene

B. L. Reid, S. B. Briggs, L. E. Karagiannidis, S. Muzzioli, P. Raiteri, M. E. Light, S. Stagni, P. Brulatti, P. A. Gale, M. I. Ogden and M. Massi, J. Mater. Chem. C, 2013, 1, 2209 DOI: 10.1039/C3TC00760J

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