Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 51, Pages 18412-18418Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201603547
Keywords
boronic acid; covalent organic frameworks; polymers; scanning tunneling microscopy; solid/liquid interface
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Funding
- National Science Foundation of China [21572157, 21373070, 21472029]
- State Key Laboratory of Robotics and System (HIT) [SKLRS-2015-MS-11]
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With various prospected applications in the field of nanoelectronics and catalysis, on-surface synthesis of single-layer covalent organic frameworks (surface COFs) with designable structures and properties have attracted enormous interest. Herein, we report on a scanning tunneling microscopic investigation of the surface-confined synthesis of a covalently bonded boronic ester network directly at the octanoic acid/ highly oriented pyrolytic graphite(HOPG) interface under room temperature. The dynamic reaction process was investigated in detail. STM results indicate that the surface networks undergo structural evolution from a hybrid covalent/noncovalent multiwall porous network to single-wall hexagonal COF with the decrease of monomer concentration. Further experimental observation disclosed that the boronic ester-linked system is sensitive to instantaneous voltage pulses and the stimulation of the STM tip. In addition, the (HNMR)-H-1 spectra has further confirmed that the surface and octanoic acid may play important roles in promoting the reaction between 4,4-phenylazobenzoyl diboronic acid (ABBA) and 2,3,6,7,10,11-hexahydroxytriphenylene (HHTP) building units.
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