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Article

Influence of Backbone Ladderization and Side Chain Variation on the Orientation of Diketopyrrolopyrrole-Based Donor-Acceptor Copolymers

by
Sven Bölke
1,
Andreas Früh
1,
Florian Trilling
2,
Michael Forster
2,
Ullrich Scherf
2,
Thomas Chassé
1 and
Heiko Peisert
1,*
1
Institut für Physikalische und Theoretische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany
2
Makromolekulare Chemie (buwMakro) und Wuppertal Center for Smart Materials and Systems (CM@S), Bergische Universität Wuppertal, Gaussstrasse 20, 42119 Wuppertal, Germany
*
Author to whom correspondence should be addressed.
Molecules 2023, 28(18), 6435; https://doi.org/10.3390/molecules28186435
Submission received: 7 August 2023 / Revised: 29 August 2023 / Accepted: 31 August 2023 / Published: 5 September 2023
(This article belongs to the Section Macromolecular Chemistry)
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Abstract

Ladder polymers with poly(diketopyrrolopyrrole) (DPP) moieties have recently attracted enormous interest for a large variety of opto-electronic applications. Since the rigidity of the backbone increases with ladderization, a strong influence on the self-organization of thin films is expected. We study the molecular orientation of DPP-based ladder polymers in about 50 nm thin films using polarization modulation-infrared reflection-absorption spectroscopy (PM-IRRAS). Exemplarily, for one polymer, the orientation in thicker films is qualitatively investigated by infrared spectroscopy in transmission. Further, this method allows us to rule out the effects of a possible azimuthal ordering, which would affect the analysis of the orientation by PM-IRRAS. For all polymers, the long axis of the polymer backbone is preferentially oriented parallel to the substrate surface, pointing to a high degree of ordering. It is suggested that the choice of the side chains might be a promising way to tune for face-on and edge-on orientations. The exemplarily performed investigation of interface properties on substrates with different work functions suggests that the choice of the side chains has a minor effect on the interfacial electronic interface structure.
Keywords: low band gap polymers; orientation; UV/vis; FTIR; PM-IRRAS; benzodithiophene; benzothiadiazole low band gap polymers; orientation; UV/vis; FTIR; PM-IRRAS; benzodithiophene; benzothiadiazole
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MDPI and ACS Style

Bölke, S.; Früh, A.; Trilling, F.; Forster, M.; Scherf, U.; Chassé, T.; Peisert, H. Influence of Backbone Ladderization and Side Chain Variation on the Orientation of Diketopyrrolopyrrole-Based Donor-Acceptor Copolymers. Molecules 2023, 28, 6435. https://doi.org/10.3390/molecules28186435

AMA Style

Bölke S, Früh A, Trilling F, Forster M, Scherf U, Chassé T, Peisert H. Influence of Backbone Ladderization and Side Chain Variation on the Orientation of Diketopyrrolopyrrole-Based Donor-Acceptor Copolymers. Molecules. 2023; 28(18):6435. https://doi.org/10.3390/molecules28186435

Chicago/Turabian Style

Bölke, Sven, Andreas Früh, Florian Trilling, Michael Forster, Ullrich Scherf, Thomas Chassé, and Heiko Peisert. 2023. "Influence of Backbone Ladderization and Side Chain Variation on the Orientation of Diketopyrrolopyrrole-Based Donor-Acceptor Copolymers" Molecules 28, no. 18: 6435. https://doi.org/10.3390/molecules28186435

APA Style

Bölke, S., Früh, A., Trilling, F., Forster, M., Scherf, U., Chassé, T., & Peisert, H. (2023). Influence of Backbone Ladderization and Side Chain Variation on the Orientation of Diketopyrrolopyrrole-Based Donor-Acceptor Copolymers. Molecules, 28(18), 6435. https://doi.org/10.3390/molecules28186435

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