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On-surface synthesis of oligo(indenoindene)

Marco Di Giovannantonio1, Qiang Chen2, José I. Urgel1, Pascal Ruffieux1, Carlo A. Pignedoli1*, Klaus Müllen2,3, Akimitsu Narita2,4, Roman Fasel1,5*

1 Empa, Swiss Federal Laboratories for Materials Science and Technology, nanotech@surfaces Laboratory, 8600 Dübendorf, Switzerland

2 Max Planck Institute for Polymer Research, 55128 Mainz, Germany

3 Institute of Physical Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany

4 Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, Okinawa 904-0495, Japan

5 Department of Chemistry and Biochemistry, University of Bern, 3012 Bern, Switzerland

* Corresponding authors emails: carlo.pignedoli@empa.ch, roman.fasel@empa.ch
DOI10.24435/materialscloud:de-2x [version v1]

Publication date: Oct 12, 2020

How to cite this record

Marco Di Giovannantonio, Qiang Chen, José I. Urgel, Pascal Ruffieux, Carlo A. Pignedoli, Klaus Müllen, Akimitsu Narita, Roman Fasel, On-surface synthesis of oligo(indenoindene), Materials Cloud Archive 2020.114 (2020), https://doi.org/10.24435/materialscloud:de-2x

Description

In this record we provide data to support our recent work on the synthesis of oligo(indenoindene). Fully conjugated ladder polymers (CLP) possess unique optical and electronic properties and are considered promising materials for applications in (opto)electronic devices. Poly(indenoindene) is a CLP consisting of an alternating array of five- and six-membered rings, which has remained elusive so far. Our results relate to on-surface synthesis of oligo(indenoindene) on Au(111). Its structure and a low electronic band gap have been elucidated by low-temperature scanning tunneling microscopy and spectroscopy and noncontact atomic force microscopy, complemented by density functional theory calculations. Achieving defect-free segments of oligo(indenoindene) offers exclusive insight into this CLP and provides the basis to further synthetic approaches.

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Keywords

oligomers alkyls polymers MARVEL/DD3 SNSF CSCS

Version history:

2020.114 (version v1) [This version] Oct 12, 2020 DOI10.24435/materialscloud:de-2x