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


ABSTRACT: Covalent organic frameworks are a class of crystalline organic porous materials that can utilize ?-?-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 ?-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 ? 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 ?-delocalization, ability to host guest molecules and hole mobility. We show that the ?-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 ? systems.

SUBMITTER: Guo J 

PROVIDER: S-EPMC3868157 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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

Guo Jia J   Xu Yanhong Y   Jin Shangbin S   Chen Long L   Kaji Toshihiko T   Honsho Yoshihito Y   Addicoat Matthew A MA   Kim Jangbae J   Saeki Akinori A   Ihee Hyotcherl H   Seki Shu S   Irle Stephan S   Hiramoto Masahiro M   Gao Jia J   Jiang Donglin D  

Nature communications 20130101


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  ...[more]

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