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Quinacridone-Diketopyrrolopyrrole-Based Polymers for Organic Field-Effect Transistors
Masahiro Akita1, Itaru Osaka2,3, Kazuo Takimiya4,5
1Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, 1-4-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8527, Japan. m112215@hiroshima-u.ac.jp.
Materials (Basel, Switzerland)
|August 16, 2017
Summary
Semiconducting polymers incorporating pigment molecules show strong intermolecular interactions and narrow π-stacking distances. Alkyl side chain structure influences polymer orientation, impacting charge transport properties for future electronic applications.
Area of Science:
- Materials Science
- Organic Electronics
- Polymer Chemistry
Background:
- Pigment molecules are of interest for semiconducting polymers due to strong dipoles facilitating charge transport.
- Well-known pigments like quinacridone and diketopyrrolopyrrole offer unique structural properties for polymer development.
Purpose of the Study:
- To synthesize and characterize semiconducting polymers utilizing quinacridone and diketopyrrolopyrrole pigments.
- To investigate the influence of alkyl side chain structure on polymer intermolecular interactions and orientation.
- To understand the electronic structure and charge transport properties of these novel polymers.
Main Methods:
- Synthesis of semiconducting polymers based on quinacridone and diketopyrrolopyrrole.
- Characterization using techniques to determine π-stacking distances and intermolecular interactions.
- Analysis of polymer orientation (edge-on vs. face-on) based on alkyl side chain composition (linear vs. branched).
- Spectroscopic and computational methods to study electronic structure.
Main Results:
- Achieved narrow π-stacking distances (3.5-3.8 Å), indicating strong intermolecular interactions.
- Demonstrated that linear alkyl side chains promote edge-on orientation, while branched chains induce face-on orientation.
- Observed that the diketopyrrolopyrrole unit significantly influences the electronic structure of the polymers.
- Reported modest field-effect mobility in the range of 10⁻⁴–10⁻³ cm²/Vs.
Conclusions:
- Pigment-based semiconducting polymers exhibit strong intermolecular interactions crucial for charge transport.
- Alkyl side chain engineering provides a method to control polymer orientation and potentially tune electronic properties.
- These findings offer valuable insights for designing advanced semiconducting polymers for electronic applications.
