Selective acetate recognition and sensing using SWCNTs functionalized with croconamides
Abstract
Croconamides are a new class of dual-hydrogen bond donors that have attracted interest in anion recognition and sensing applications due to their strong H-bond donation capability. In this work, we report chemiresistive sensors for the detection of anions based on poly(4-vinylpyridine) (P4VP)-wrapped single-walled carbon nanotubes (SWCNTs) functionalized with croconamide-based selectors. Model structures of asymmetric N,N-substituted croconamide selectors with N,N-substitutional groups of alkyl cationic pyridinium and electron-withdrawing moieties such as aniline (6) and 3,5-bis(trifluoromethyl)phenyl (7) groups were synthesized and their binding affinities for various anions were characterized using UV–vis and 1H NMR titrations. Switchable binding of oxoanions was observed with selector 7, wherein HSO4– formed hydrogen bonding interactions and acetate (AcO–) induced deprotonation of the NH- protons of the croconamide. Large sensitivity transitions were obtained toward AcO– for both P4VP-6-SWCNT (S = 95.68 ± 2.11 %) and P4VP-7-SWCNT (S = 140.91 ± 3.68 %) at 83.33 mM, which was attributed to deprotonation of the croconamide selectors upon addition of AcO–. In conclusion, three serial sensors were assembled in a sensor array that rapid and selective screening of AcO– was demonstrated against other oxoanions such as HSO4– and H2PO4– in real-time.
- Authors:
-
[1];
[2]
- U.S. Army Combat Capabilities Development Command–Soldier Center (DEVCOM SC), Natick, MA (United States); Massachusetts Institute of Technology (MIT), Cambridge, MA (United States)
- Hanyang University, Seoul (Korea, Republic of)
- Publication Date:
- Research Org.:
- Oak Ridge Institute for Science and Education (ORISE), Oak Ridge, TN (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC); National Research Foundation of Korea (NRF); U.S. Army Combat Capabilities Development Command Soldier Center (DEVCOM SC); International Technology Center Pacific (ITC-PAC)
- OSTI Identifier:
- 1981760
- Grant/Contract Number:
- SC0014664; 2020R1C1C1010336; FA520920P0130
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Sensors and Actuators. B, Chemical
- Additional Journal Information:
- Journal Volume: 346; Journal Issue: C; Journal ID: ISSN 0925-4005
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Chemistry; Electrochemistry; Instruments & Instrumentation; Single-walled carbon nanotubes; Croconamides; Chemiresistor; Anion sensor; Dual-hydrogen bond donor
Citation Formats
Yoon, Bora, and Choi, Seon-Jin. Selective acetate recognition and sensing using SWCNTs functionalized with croconamides. United States: N. p., 2021.
Web. doi:10.1016/j.snb.2021.130461.
Yoon, Bora, & Choi, Seon-Jin. Selective acetate recognition and sensing using SWCNTs functionalized with croconamides. United States. https://doi.org/10.1016/j.snb.2021.130461
Yoon, Bora, and Choi, Seon-Jin. Mon .
"Selective acetate recognition and sensing using SWCNTs functionalized with croconamides". United States. https://doi.org/10.1016/j.snb.2021.130461. https://www.osti.gov/servlets/purl/1981760.
@article{osti_1981760,
title = {Selective acetate recognition and sensing using SWCNTs functionalized with croconamides},
author = {Yoon, Bora and Choi, Seon-Jin},
abstractNote = {Croconamides are a new class of dual-hydrogen bond donors that have attracted interest in anion recognition and sensing applications due to their strong H-bond donation capability. In this work, we report chemiresistive sensors for the detection of anions based on poly(4-vinylpyridine) (P4VP)-wrapped single-walled carbon nanotubes (SWCNTs) functionalized with croconamide-based selectors. Model structures of asymmetric N,N-substituted croconamide selectors with N,N-substitutional groups of alkyl cationic pyridinium and electron-withdrawing moieties such as aniline (6) and 3,5-bis(trifluoromethyl)phenyl (7) groups were synthesized and their binding affinities for various anions were characterized using UV–vis and 1H NMR titrations. Switchable binding of oxoanions was observed with selector 7, wherein HSO4– formed hydrogen bonding interactions and acetate (AcO–) induced deprotonation of the NH- protons of the croconamide. Large sensitivity transitions were obtained toward AcO– for both P4VP-6-SWCNT (S = 95.68 ± 2.11 %) and P4VP-7-SWCNT (S = 140.91 ± 3.68 %) at 83.33 mM, which was attributed to deprotonation of the croconamide selectors upon addition of AcO–. In conclusion, three serial sensors were assembled in a sensor array that rapid and selective screening of AcO– was demonstrated against other oxoanions such as HSO4– and H2PO4– in real-time.},
doi = {10.1016/j.snb.2021.130461},
journal = {Sensors and Actuators. B, Chemical},
number = C,
volume = 346,
place = {United States},
year = {Mon Jul 19 00:00:00 EDT 2021},
month = {Mon Jul 19 00:00:00 EDT 2021}
}
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