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π-Stacked Oligomers as Models for Semiconducting Conjugated Organic Materials

  • David M. Collard
Chapter

Abstract

Intermolecular interactions between π systems have a significant effect on the electronic structure and physical properties of thin films of semiconducting conjugated oligomers and polymers. The solid-state packing of these chains may be mimicked within molecules in which conjugated segments are held in a stacked arrangement by their attachment to a rigid scaffold. Electrochemical and spectroscopic characterization of such molecules provide insights into the effect of the structure and length of the conjugated segment, the position at which the segments interact, the length over which the segments are stacked, and the number of segments that are held in such an arrangement. In this review particular emphasis is placed on the use of substituted [2.2] paracyclophanes and arene-fused bicyclo[4.4.1]undecanes as scaffolds.

Keywords

Radical Cation Interchain Interaction Phenylene Vinylene Sonogashira Coupling Linear Oligomer 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Notes

Acknowledgement

I wish to thank former students and post-doc Drs. Subodh Jagtap, Glen Brizius, Kurt Knoblock, Bradley Carson, and Fouad Sahli, whose work is described above, for all of their contributions. In addition, I thank Professor Jean-Luc Brédas and Drs. Sukrit Mukhopadhyay and Veaceslav Coropceanu for their computational studies and many hours of discussion. Our work on stacked conjugated oligomers was supported by the National Science Foundation.

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Authors and Affiliations

  1. 1.School of Chemistry and BiochemistryGeorgia Institute of TechnologyAtlantaUSA

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