Conjugated organic framework with three-dimensionally ordered stable structure and delocalized π clouds

Jia Guo; Yanhong Xu; Shangbin Jin; Long Chen; Toshihiko Kaji; Yoshihito Honsho; Matthew A. Addicoat; Jangbae Kim; Akinori Saeki; Hyotcherl Ihee; Shu Seki; Stephan Irle; Masahiro Hiramoto; Jia Gao; Donglin Jiang

doi:10.1038/ncomms3736

Conjugated organic framework with three-dimensionally ordered stable structure and delocalized π clouds

Jia Guo, Yanhong Xu, Shangbin Jin, Long Chen, Toshihiko Kaji, Yoshihito Honsho, Matthew A. Addicoat, Jangbae Kim, Akinori Saeki, Hyotcherl Ihee, Shu Seki, Stephan Irle, Masahiro Hiramoto, Jia Gao, Donglin Jiang

Research output: Contribution to journal › Article › peer-review

549 Scopus citations

Abstract

Covalent organic frameworks are a class of crystalline organic porous materials that can utilize π-π-stacking interactions as a driving force for the crystallization of polygonal sheets to form layered frameworks and ordered pores. However, typical examples are chemically unstable and lack intrasheet π-conjugation, thereby significantly limiting their applications. Here we report a chemically stable, electronically conjugated organic framework with topologically designed wire frameworks and open nanochannels, in which the π conjugation-spans the two-dimensional sheets. Our framework permits inborn periodic ordering of conjugated chains in all three dimensions and exhibits a striking combination of properties: chemical stability, extended π-delocalization, ability to host guest molecules and hole mobility. We show that the π-conjugated organic framework is useful for high on-off ratio photoswitches and photovoltaic cells. Therefore, this strategy may constitute a step towards realizing ordered semiconducting porous materials for innovations based on two-dimensionally extended π systems.

Original language	English
Article number	2736
Journal	Nature Communications
Volume	4
DOIs	https://doi.org/10.1038/ncomms3736
State	Published - 2013
Externally published	Yes

Funding

D.J. acknowledges the support of a Grant-in-Aid for Scientific Research (A) (24245030) from the Ministry of Education, Culture, Sports, Science and Technology, Japan (MEXT) and NSFC (Grant number 21128001). D.J. thanks D. Zhao (Fudan University) for the measurements of hydrogen sorption. S.I. acknowledges a CREST grant in the areas of Synthesis and Novel Fucntions of Soft p-Materials from JST. M.A.A acknowledges the JSPS fellowship program and H.I. acknowledges the support from the Research Center Program (CA1201) of IBS (Institute for Basic Science) in Korea.

Funders	Funder number
Japan Society for the Promotion of Science	24245030, CA1201
Ministry of Education, Culture, Sports, Science and Technology
National Natural Science Foundation of China	21128001

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1038/ncomms3736

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title = "Conjugated organic framework with three-dimensionally ordered stable structure and delocalized π clouds",

abstract = "Covalent organic frameworks are a class of crystalline organic porous materials that can utilize π-π-stacking interactions as a driving force for the crystallization of polygonal sheets to form layered frameworks and ordered pores. However, typical examples are chemically unstable and lack intrasheet π-conjugation, thereby significantly limiting their applications. Here we report a chemically stable, electronically conjugated organic framework with topologically designed wire frameworks and open nanochannels, in which the π conjugation-spans the two-dimensional sheets. Our framework permits inborn periodic ordering of conjugated chains in all three dimensions and exhibits a striking combination of properties: chemical stability, extended π-delocalization, ability to host guest molecules and hole mobility. We show that the π-conjugated organic framework is useful for high on-off ratio photoswitches and photovoltaic cells. Therefore, this strategy may constitute a step towards realizing ordered semiconducting porous materials for innovations based on two-dimensionally extended π systems.",

author = "Jia Guo and Yanhong Xu and Shangbin Jin and Long Chen and Toshihiko Kaji and Yoshihito Honsho and Addicoat, {Matthew A.} and Jangbae Kim and Akinori Saeki and Hyotcherl Ihee and Shu Seki and Stephan Irle and Masahiro Hiramoto and Jia Gao and Donglin Jiang",

year = "2013",

doi = "10.1038/ncomms3736",

language = "English",

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journal = "Nature Communications",

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T1 - Conjugated organic framework with three-dimensionally ordered stable structure and delocalized π clouds

AU - Guo, Jia

AU - Xu, Yanhong

AU - Jin, Shangbin

AU - Chen, Long

AU - Kaji, Toshihiko

AU - Honsho, Yoshihito

AU - Addicoat, Matthew A.

AU - Kim, Jangbae

AU - Saeki, Akinori

AU - Ihee, Hyotcherl

AU - Seki, Shu

AU - Irle, Stephan

AU - Hiramoto, Masahiro

AU - Gao, Jia

AU - Jiang, Donglin

PY - 2013

Y1 - 2013

N2 - Covalent organic frameworks are a class of crystalline organic porous materials that can utilize π-π-stacking interactions as a driving force for the crystallization of polygonal sheets to form layered frameworks and ordered pores. However, typical examples are chemically unstable and lack intrasheet π-conjugation, thereby significantly limiting their applications. Here we report a chemically stable, electronically conjugated organic framework with topologically designed wire frameworks and open nanochannels, in which the π conjugation-spans the two-dimensional sheets. Our framework permits inborn periodic ordering of conjugated chains in all three dimensions and exhibits a striking combination of properties: chemical stability, extended π-delocalization, ability to host guest molecules and hole mobility. We show that the π-conjugated organic framework is useful for high on-off ratio photoswitches and photovoltaic cells. Therefore, this strategy may constitute a step towards realizing ordered semiconducting porous materials for innovations based on two-dimensionally extended π systems.

AB - Covalent organic frameworks are a class of crystalline organic porous materials that can utilize π-π-stacking interactions as a driving force for the crystallization of polygonal sheets to form layered frameworks and ordered pores. However, typical examples are chemically unstable and lack intrasheet π-conjugation, thereby significantly limiting their applications. Here we report a chemically stable, electronically conjugated organic framework with topologically designed wire frameworks and open nanochannels, in which the π conjugation-spans the two-dimensional sheets. Our framework permits inborn periodic ordering of conjugated chains in all three dimensions and exhibits a striking combination of properties: chemical stability, extended π-delocalization, ability to host guest molecules and hole mobility. We show that the π-conjugated organic framework is useful for high on-off ratio photoswitches and photovoltaic cells. Therefore, this strategy may constitute a step towards realizing ordered semiconducting porous materials for innovations based on two-dimensionally extended π systems.

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U2 - 10.1038/ncomms3736

DO - 10.1038/ncomms3736

M3 - Article

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SN - 2041-1723

VL - 4

JO - Nature Communications

JF - Nature Communications

M1 - 2736

ER -

Conjugated organic framework with three-dimensionally ordered stable structure and delocalized π clouds

Abstract

Funding

UN SDGs

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