Volume 43, Issue 4 2100639
Research Article

Amphiphilic Peptoid-Directed Assembly of Oligoanilines into Highly Crystalline Conducting Nanotubes

Zhiliang Li

Zhiliang Li

Physical Sciences Division, Physical and Computational Sciences Directorate, Pacific Northwest National Laboratory, Richland, WA, 99352 USA

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Duyen K. Tran

Duyen K. Tran

Department of Chemical Engineering and Department of Chemistry, University of Washington, Seattle, WA, 98195-1750 USA

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Mary Nguyen

Mary Nguyen

Department of Chemical Engineering and Department of Chemistry, University of Washington, Seattle, WA, 98195-1750 USA

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Tengyue Jian

Tengyue Jian

Physical Sciences Division, Physical and Computational Sciences Directorate, Pacific Northwest National Laboratory, Richland, WA, 99352 USA

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Feng Yan

Feng Yan

Physical Sciences Division, Physical and Computational Sciences Directorate, Pacific Northwest National Laboratory, Richland, WA, 99352 USA

School of Chemistry & Chemical Engineering, Linyi University, Linyi, Shandong Province, 276005 China

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Samson A. Jenekhe

Corresponding Author

Samson A. Jenekhe

Department of Chemical Engineering and Department of Chemistry, University of Washington, Seattle, WA, 98195-1750 USA

E-mail: [email protected], [email protected]

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Chun-Long Chen

Corresponding Author

Chun-Long Chen

Physical Sciences Division, Physical and Computational Sciences Directorate, Pacific Northwest National Laboratory, Richland, WA, 99352 USA

Department of Chemical Engineering and Department of Chemistry, University of Washington, Seattle, WA, 98195-1750 USA

E-mail: [email protected], [email protected]

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First published: 17 January 2022
Citations: 2

Abstract

It is reported herein the synthesis of a novel amphiphilic diblock peptoid bearing a terminal conjugated oligoaniline and its self-assembly into small-diameter (D ≈ 35 nm) crystalline nanotubes with high aspect ratios (>30). It is shown that both tetraaniline (TANI)-peptoid and bianiline (BANI)-peptoid triblock molecules self-assemble in solution to form rugged highly crystalline nanotubes that are very stable to protonic acid doping and de-doping processes. The similarity of the crystalline tubular structure of the nanotube assemblies revealed by electron microscopy imaging, and X-ray diffraction analysis of the nanotube assemblies of TANI-functionalized peptoids and nonfunctionalized peptoids showed that the peptoid is an efficient ordered structure directing motif for conjugated oligomers. Films of doped TANI-peptoid nanotubes has a dc conductivity of ca. 95 mS cm−1, while the thin films of doped un-assembled TANI-peptoids show a factor of 5.6 lower conductivity, demonstrating impact of the favorable crystalline ordering of the assemblies on electrical transport. These results demonstrate that peptoid-directed supramolecular assembly of tethered π-conjugated oligo(aniline) exemplify a novel general strategy for creating rugged ordered and complex nanostructures that have useful electronic and optoelectronic properties.

Conflict of Interest

The authors declare no conflict of interest.

Data Availability Statement

The data that supports the findings of this study are available in the Supporting Information of this article.

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