Facile transformation of imine covalent organic frameworks into ultrastable crystalline porous aromatic frameworks
Abstract
Abstract The growing interest in two-dimensional imine-based covalent organic frameworks (COFs) is inspired by their crystalline porous structures and the potential for extensive π-electron delocalization. The intrinsic reversibility and strong polarization of imine linkages, however, leads to insufficient chemical stability and optoelectronic properties. Developing COFs with improved robustness and π-delocalization is highly desirable but remains an unsettled challenge. Here we report a facile strategy that transforms imine-linked COFs into ultrastable porous aromatic frameworks by kinetically fixing the reversible imine linkage via an aza-Diels-Alder cycloaddition reaction. The as-formed, quinoline-linked COFs not only retain crystallinity and porosity, but also display dramatically enhanced chemical stability over their imine-based COF precursors, rendering them among the most robust COFs up-to-date that can withstand strong acidic, basic and redox environment. Owing to the chemical diversity of the cycloaddition reaction and structural tunability of COFs, the pores of COFs can be readily engineered to realize pre-designed surface functionality.
- Publication Date:
- Research Org.:
- Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); National Natural Science Foundation of China (NSFC)
- OSTI Identifier:
- 1461610
- Alternate Identifier(s):
- OSTI ID: 1477418
- Grant/Contract Number:
- AC02-05CH11231; 21603076
- Resource Type:
- Published Article
- Journal Name:
- Nature Communications
- Additional Journal Information:
- Journal Name: Nature Communications Journal Volume: 9 Journal Issue: 1; Journal ID: ISSN 2041-1723
- Publisher:
- Nature Publishing Group
- Country of Publication:
- United Kingdom
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; polymer synthesis; polymers; porous materials
Citation Formats
Li, Xinle, Zhang, Changlin, Cai, Songliang, Lei, Xiaohe, Altoe, Virginia, Hong, Fang, Urban, Jeffrey J., Ciston, Jim, Chan, Emory M., and Liu, Yi. Facile transformation of imine covalent organic frameworks into ultrastable crystalline porous aromatic frameworks. United Kingdom: N. p., 2018.
Web. doi:10.1038/s41467-018-05462-4.
Li, Xinle, Zhang, Changlin, Cai, Songliang, Lei, Xiaohe, Altoe, Virginia, Hong, Fang, Urban, Jeffrey J., Ciston, Jim, Chan, Emory M., & Liu, Yi. Facile transformation of imine covalent organic frameworks into ultrastable crystalline porous aromatic frameworks. United Kingdom. https://doi.org/10.1038/s41467-018-05462-4
Li, Xinle, Zhang, Changlin, Cai, Songliang, Lei, Xiaohe, Altoe, Virginia, Hong, Fang, Urban, Jeffrey J., Ciston, Jim, Chan, Emory M., and Liu, Yi. Tue .
"Facile transformation of imine covalent organic frameworks into ultrastable crystalline porous aromatic frameworks". United Kingdom. https://doi.org/10.1038/s41467-018-05462-4.
@article{osti_1461610,
title = {Facile transformation of imine covalent organic frameworks into ultrastable crystalline porous aromatic frameworks},
author = {Li, Xinle and Zhang, Changlin and Cai, Songliang and Lei, Xiaohe and Altoe, Virginia and Hong, Fang and Urban, Jeffrey J. and Ciston, Jim and Chan, Emory M. and Liu, Yi},
abstractNote = {Abstract The growing interest in two-dimensional imine-based covalent organic frameworks (COFs) is inspired by their crystalline porous structures and the potential for extensive π-electron delocalization. The intrinsic reversibility and strong polarization of imine linkages, however, leads to insufficient chemical stability and optoelectronic properties. Developing COFs with improved robustness and π-delocalization is highly desirable but remains an unsettled challenge. Here we report a facile strategy that transforms imine-linked COFs into ultrastable porous aromatic frameworks by kinetically fixing the reversible imine linkage via an aza-Diels-Alder cycloaddition reaction. The as-formed, quinoline-linked COFs not only retain crystallinity and porosity, but also display dramatically enhanced chemical stability over their imine-based COF precursors, rendering them among the most robust COFs up-to-date that can withstand strong acidic, basic and redox environment. Owing to the chemical diversity of the cycloaddition reaction and structural tunability of COFs, the pores of COFs can be readily engineered to realize pre-designed surface functionality.},
doi = {10.1038/s41467-018-05462-4},
journal = {Nature Communications},
number = 1,
volume = 9,
place = {United Kingdom},
year = {2018},
month = {7}
}
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