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Issue 97, 2020
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On-surface synthesis of doubly-linked one-dimensional pentacene ladder polymers

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Abstract

On-surface synthesis has recently become an essential approach toward the formation of carbon-based nanostructures. Special emphasis is set on the synthesis of π-conjugated polymers taking into consideration their relevance and potential in organic electronics, optoelectronics and spintronics. Here, we report the on-surface synthesis of conjugated ladder polymers consisting of pentacene units doubly-linked via ethynylene-like bonds on the Au(111) surface under ultra-high vacuum conditions. To this aim, we have sublimed pentacene-like precursors equipped with four :CBr2 functional groups to steer the desired reaction upon annealing on the surface. The atomically precise structure of the obtained polymers has been unambiguously characterized via low-temperature scanning tunneling microscopy and non-contact atomic force microscopy. In addition, scanning tunneling spectroscopy complemented with density-functional theory calculations reveal the narrow bandgap of the polymer. Our results provide potential for the synthesis of π-conjugated polymers with prospects in functional carbon-based nanomaterials that exploit multiple connections between molecular backbones.

Graphical abstract: On-surface synthesis of doubly-linked one-dimensional pentacene ladder polymers

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Article information


Submitted
14 Oct 2020
Accepted
06 Nov 2020
First published
06 Nov 2020

Chem. Commun., 2020,56, 15309-15312
Article type
Communication

On-surface synthesis of doubly-linked one-dimensional pentacene ladder polymers

K. Biswas, J. I. Urgel, A. Sánchez-Grande, S. Edalatmanesh, J. Santos, B. Cirera, P. Mutombo, K. Lauwaet, R. Miranda, P. Jelínek, N. Martín and D. Écija, Chem. Commun., 2020, 56, 15309
DOI: 10.1039/D0CC06865A

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