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Aggregation of a dibenzo[b,def]chrysene based organic photovoltaic material in solution

Simonov,AN, Kemppinen,P, Pozo-Gonzalo,C, Boas,JF, Bilic,A, Scully,AD, Attia,A, Nafady,A, Mashkina,EA, Winzenberg,KN, Watkins,SE and Bond,AM 2014, Aggregation of a dibenzo[b,def]chrysene based organic photovoltaic material in solution, Journal of Physical Chemistry B, vol. 118, no. 24, pp. 6839-6849, doi: 10.1021/jp501220v.

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Title Aggregation of a dibenzo[b,def]chrysene based organic photovoltaic material in solution
Author(s) Simonov,AN
Kemppinen,P
Pozo-Gonzalo,CORCID iD for Pozo-Gonzalo,C orcid.org/0000-0002-7890-6457
Boas,JF
Bilic,A
Scully,AD
Attia,A
Nafady,A
Mashkina,EA
Winzenberg,KN
Watkins,SE
Bond,AM
Journal name Journal of Physical Chemistry B
Volume number 118
Issue number 24
Start page 6839
End page 6849
Total pages 11
Publisher American Chemical Society
Place of publication Washington, D.C.
Publication date 2014-06
ISSN 1520-6106
1520-5207
Summary Detailed electrochemical studies have been undertaken on molecular aggregation of the organic semiconductor 7,14-bis((triisopropylsilyl)-ethynyl) dibenzo[b,def]chrysene (TIPS-DBC), which is used as an electron donor material in organic solar cells. Intermolecular association of neutral TIPS-DBC molecules was established by using 1H NMR spectroscopy as well as by the pronounced dependence of the color of TIPS-DBC solutions on concentration. Diffusion limited current data provided by near steady-state voltammetry also reveal aggregation. Furthermore, variation of concentration produces large changes in shapes of transient DC and Fourier transformed AC (FTAC) voltammograms for oxidation of TIPS-DBC in dichloromethane. Subtle effects of molecular aggregation on the reduction of TIPS-DBC are also revealed by the highly sensitive FTAC voltammetric method. Simulations of FTAC voltammetric data provide estimates of the kinetic and thermodynamic parameters associated with oxidation and reduction of TIPS-DBC. Significantly, aggregation of TIPS-DBC facilitates both one-electron oxidation and reduction by shifting the reversible potentials to less and more positive values, respectively. EPR spectroscopy is used to establish the identity of one-electron oxidized and reduced forms of TIPS-DBC. Implications of molecular aggregation on the HOMO energy level in solution are considered with respect to efficiency of organic photovoltaic devices utilizing TIPS-DBC as an electron donor material. © 2014 American Chemical Society.
Language eng
DOI 10.1021/jp501220v
Field of Research 030102 Electroanalytical Chemistry
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1 Refereed article in a scholarly journal
ERA Research output type C Journal article
Copyright notice ©2014, American Chemical Society
Persistent URL http://hdl.handle.net/10536/DRO/DU:30070744

Document type: Journal Article
Collection: Institute for Frontier Materials
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