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Title: Hollow organic capsules assemble into cellular semiconductors

Abstract

Self-assembly of electroactive molecules is a promising route to new types of functional semiconductors. Here we report a capsule-shaped molecule that assembles itself into a cellular semiconducting material. The interior space of the capsule with a volume of ~415 Å3 is a nanoenvironment that can accommodate a guest. To self-assemble these capsules into electronic materials, we functionalize the thiophene rings with bromines, which encode self-assembly into two-dimensional layers held together through halogen bonding interactions. In the solid state and in films, these two-dimensional layers assemble into the three-dimensional crystalline structure. This hollow material is able to form the active layer in field effect transistor devices. We find that the current of these devices has strong response to the guest’s interaction within the hollow spaces in the film. These devices are remarkable in their ability to distinguish, through their electrical response, between small differences in the guest.

Authors:
 [1]; ORCiD logo [2];  [1];  [1];  [3];  [4]; ORCiD logo [5];  [1];  [1]; ORCiD logo [6]
  1. Columbia Univ., New York, NY (United States). Dept. of Chemistry
  2. Columbia Univ., New York, NY (United States). Dept. of Chemistry. Columbia Nano Initiative
  3. Columbia Univ., New York, NY (United States). Dept. of Applied Physics and Applied Mathematics
  4. Columbia Univ., New York, NY (United States). Columbia Nano Initiative
  5. Columbia Univ., New York, NY (United States). Dept. of Applied Physics and Applied Mathematics; Brookhaven National Lab. (BNL), Upton, NY (United States). Condensed Matter Physics and Materials Science Dept.
  6. Columbia Univ., New York, NY (United States). Dept. of Chemistry; Wuhan Univ. of Science and Technology (China). The State Key Lab. of Refractories and Metallurgy. Inst. of Advanced Materials and Nanotechnology. School of Chemistry and Chemical Engineering
Publication Date:
Research Org.:
Columbia Univ., New York, NY (United States); Brookhaven National Laboratory (BNL), Upton, NY (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF)
OSTI Identifier:
1499954
Grant/Contract Number:  
FG02-01ER15264; SC0012704; DMR-1420634
Resource Type:
Accepted Manuscript
Journal Name:
Nature Communications
Additional Journal Information:
Journal Volume: 9; Journal ID: ISSN 2041-1723
Publisher:
Nature Publishing Group
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; electronic materials; molecular capsules; organic chemistry; self-assembly

Citation Formats

Zhang, Boyuan, Hernández Sánchez, Raúl, Zhong, Yu, Ball, Melissa, Terban, Maxwell W., Paley, Daniel, Billinge, Simon J. L., Ng, Fay, Steigerwald, Michael L., and Nuckolls, Colin. Hollow organic capsules assemble into cellular semiconductors. United States: N. p., 2018. Web. doi:10.1038/s41467-018-04246-0.
Zhang, Boyuan, Hernández Sánchez, Raúl, Zhong, Yu, Ball, Melissa, Terban, Maxwell W., Paley, Daniel, Billinge, Simon J. L., Ng, Fay, Steigerwald, Michael L., & Nuckolls, Colin. Hollow organic capsules assemble into cellular semiconductors. United States. https://doi.org/10.1038/s41467-018-04246-0
Zhang, Boyuan, Hernández Sánchez, Raúl, Zhong, Yu, Ball, Melissa, Terban, Maxwell W., Paley, Daniel, Billinge, Simon J. L., Ng, Fay, Steigerwald, Michael L., and Nuckolls, Colin. Wed . "Hollow organic capsules assemble into cellular semiconductors". United States. https://doi.org/10.1038/s41467-018-04246-0. https://www.osti.gov/servlets/purl/1499954.
@article{osti_1499954,
title = {Hollow organic capsules assemble into cellular semiconductors},
author = {Zhang, Boyuan and Hernández Sánchez, Raúl and Zhong, Yu and Ball, Melissa and Terban, Maxwell W. and Paley, Daniel and Billinge, Simon J. L. and Ng, Fay and Steigerwald, Michael L. and Nuckolls, Colin},
abstractNote = {Self-assembly of electroactive molecules is a promising route to new types of functional semiconductors. Here we report a capsule-shaped molecule that assembles itself into a cellular semiconducting material. The interior space of the capsule with a volume of ~415 Å3 is a nanoenvironment that can accommodate a guest. To self-assemble these capsules into electronic materials, we functionalize the thiophene rings with bromines, which encode self-assembly into two-dimensional layers held together through halogen bonding interactions. In the solid state and in films, these two-dimensional layers assemble into the three-dimensional crystalline structure. This hollow material is able to form the active layer in field effect transistor devices. We find that the current of these devices has strong response to the guest’s interaction within the hollow spaces in the film. These devices are remarkable in their ability to distinguish, through their electrical response, between small differences in the guest.},
doi = {10.1038/s41467-018-04246-0},
journal = {Nature Communications},
number = ,
volume = 9,
place = {United States},
year = {Wed May 16 00:00:00 EDT 2018},
month = {Wed May 16 00:00:00 EDT 2018}
}

Journal Article:
Free Publicly Available Full Text
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Citation Metrics:
Cited by: 21 works
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Figures / Tables:

Fig. 1 Fig. 1 : Structures of cellular semiconductors. a Trimer 1; and b 1-Br12. Van der Waals Surface of 1-Br12 seen from the side (c), and top (f). In the sequence c-e and f–h the molecule is trimmed down to expose its cavity or capsule

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Works referencing / citing this record:

The importance of intramolecular conductivity in three dimensional molecular solids
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Figures/Tables have been extracted from DOE-funded journal article accepted manuscripts.