University of Oulu

Roosa J. Sippola, Afshin Hadipour, Tuuva Kastinen, Paola Vivo, Terttu I. Hukka, Tom Aernouts, Juha P. Heiskanen, Carbazole-based small molecule electron donors: Syntheses, characterization, and material properties, In Dyes and Pigments, Volume 150, 2018, Pages 79-88, ISSN 0143-7208,

Carbazole-based small molecule electron donors : syntheses, characterization, and material properties

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Author: Sippola, Roosa J.1; Hadipour, Afshin2; Kastinen, Tuuva3;
Organizations: 1Research Unit of Sustainable Chemistry, University of Oulu, P.O. Box 3000, FI-90014 Oulu, Finland
2IMEC PV Department, Kapeldreef 75, 3000 Leuven, Belgium
3Laboratory of Chemistry and Bioengineering, Tampere University of Technology, P.O. Box 541, FI-33101 Tampere, Finland
Format: article
Version: accepted version
Access: open
Online Access: PDF Full Text (PDF, 0.9 MB)
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Language: English
Published: Elsevier, 2018
Publish Date: 2019-11-08


Efficient synthetic methods for carbazole-based small molecule electron donors with donor–acceptor (D–A) and A–D–A type structures were developed. In order to study the relation between chemical structures and material properties, the prepared compounds were characterized in detail using absorption spectroscopy, differential pulse voltammetry, and computational methods. In addition, symmetrical A–D–A type compounds were tested as an active layer component in bulk heterojunction based organic solar cell (OSC) devices with conventional structure. The results show that the two compound types have many similar properties. However, the extended molecular structure of A–D–A type compounds offer better film forming properties and higher molar absorption coefficients compared with the D–A type materials. Furthermore, the attachment of fluoro substituents in the A units has a positive effect on all solar cell device parameters. Moreover, the computational studies revealed that the molecular structures are twisted between the central carbazole D unit and π-bridge which may result in inefficient intramolecular charge transfer and, also, relatively limited short-circuit currents in OSC devices.

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Series: Dyes and pigments
ISSN: 0143-7208
ISSN-E: 1873-3743
ISSN-L: 0143-7208
Volume: 150
Pages: 79 - 88
DOI: 10.1016/j.dyepig.2017.11.014
Type of Publication: A1 Journal article – refereed
Field of Science: 116 Chemical sciences
Funding: Magnus Ehrnrooth Foundation is greatly acknowledged for funding by R.J.S. and J.P.H. Academy of Finland (Decision No. 268672) is acknowledged for the financial support by P.V. Graduate School of Tampere University of Technology (TUT) and the Finnish Cultural Foundation is acknowledged for funding by T.K.
Academy of Finland Grant Number: 268672
Detailed Information: 268672 (Academy of Finland Funding decision)
Copyright information: © 2017 Elsevier Ltd. All rights reserved. This manuscript version is made available under the CC-BY-NC-ND 4.0 license