Recognition of Anion by Dual Fluorescent Sensor Based on the Intramolecular Charge Transfer in p-Dimethylaminobenzoylhydrazine

Abstract

Abstract: Intramolecular charge transfer(ICT) dual fluorescence of p-dimethylamino-benzoylhydrazine(DMABH) in acetonitrile was found to show a highly selective response to HSO₄^-over several other anions.The intensity ratio of the CT to LEemission and the total fluorescence intensity of DMABH decreased with increasing bisulfate concentration.While the dual fluorescence response was very similar to that of DMABA at a low HSO₄^-concentration, the CT intensity decreased drastically and the LEintensity remained almost constant, however, the difference was observed at a high HSO₄^-concentration, in which both the CT and LEintensities of DMABH decreased.Adifferent recognition mechanism from that of DMABA was suggested for DMABH in which hydrogen bonding and protonization were the recognition interactions at low and high HSO₄^-concentrations, respectively.

Key words: Anion recognition, Hydrogen bonding, p-Dimethylaminobenzoylhydrazine, Intramolecular charge transfer, Dual fluorescence

CLC Number:

O657

TrendMD:

WU Fang-Ying, ZHANG Xuan, JIANG Yun-Bao. Recognition of Anion by Dual Fluorescent Sensor Based on the Intramolecular Charge Transfer in p-Dimethylaminobenzoylhydrazine[J]. Chem. J. Chinese Universities, 2003, 24(11): 1990.

[1]	ZHANG Yong, XU Jun, BAO Yu, CUI Shuxun. Quantifying the Degree of Weakening Effect of Nonpolar Organic Solvent on the Strength of Intramolecular Hydrogen Bonding by Single-molecule Force Spectroscopy [J]. Chem. J. Chinese Universities, 2022, 43(4): 20210863.
[2]	CHANG Hui, YAO Shuangquan, HAN Wenjia, KANG Xiena, ZHANG Li, LI Xinping, ZHANG Zhao. Highly Solvatochromic Terpyridine Compounds for Identification of Butanol Isomers [J]. Chem. J. Chinese Universities, 2021, 42(3): 902.
[3]	WANG Linshuo, LI Kunjie, LIU Yumin, ZHAO Ruihong, LI Qing, QIAN Xin, ZHANG Fan, XUE Zhiwei. Theoretical Studies of Triphenyl-s-triazine Groups Regulating Photoelectric Properties of Sensitizing Dyes^† [J]. Chem. J. Chinese Universities, 2020, 41(7): 1653.
[4]	BAI Lan, ZHAI Lei, WANG Changou, HE Minhui, MO Song, FAN Lin. Thermal Expansion Behavior of Amide-containing Polyimide Films with Ultralow Thermal Expansion Coefficient ^† [J]. Chem. J. Chinese Universities, 2020, 41(4): 795.
[5]	XU Yu,HUA Er. Hydrogen Bonding Study on Protic Ionic Liquids Composed of N-Alkyl Ethylenediaminum Cations with Trifluoroacetic Anion^† [J]. Chem. J. Chinese Universities, 2018, 39(9): 1954.
[6]	YAN Fei, ZHANG Min, ZHANG Lu, LI Chengtao, LI Yichen. Interfacial Interaction and Compatibilizing Mechanism of PVDF/TPU Blends [J]. Chem. J. Chinese Universities, 2017, 38(5): 888.
[7]	LI Lei, LI Shushi, WANG Changsheng. Theoretical Studies on Noncovalent Interactions Between Charged Histidine Side Chain and DNA Base^† [J]. Chem. J. Chinese Universities, 2017, 38(1): 56.
[8]	LI Jiangtao, LIU Shujing, GU Fang, WANG Haijun. Adsorption-desorption of Hydrogen Bonding Fluid Confined in a Spherical Cavity: the Role of Surface Regulation^† [J]. Chem. J. Chinese Universities, 2016, 37(9): 1710.
[9]	LIN Hai, LI Yawei, LIN Huakuan. Anion Recognition of Indole-3-Aldehyde-o-Nitrophenylsemicarbazone^† [J]. Chem. J. Chinese Universities, 2016, 37(3): 480.
[10]	ZHUO Jibin, WAN Qian, YAN Xiquan, XIE Lili, YUAN Yaofeng. Synthesis and Anion Recognition of Trinuclear Ferrocene-based Imidazole Receptors^† [J]. Chem. J. Chinese Universities, 2015, 36(3): 477.
[11]	ZHANG Qingzhong, ZHANG Junmei, LIU Yuping, REN Xiao, HUANG Wei. Synthesis and Characterization of Electro-optic Materials Based on Intermolecular Lateral Hydrogen Bonding^† [J]. Chem. J. Chinese Universities, 2015, 36(10): 2053.
[12]	HU Jing-Han, YAN Nong-Ping, CHEN Juan-Juan, LI Jian-Bin. Synthesis of Azosalicylic Aldehyde of Benzoyl Hydrazone Based Sensor and It’s Colorimetric Sensing Properties for Cyanide Anions in Aqueous Solutions [J]. Chem. J. Chinese Universities, 2013, 34(6): 1368.
[13]	BAI Tu-Ya, CHEN Ling, ZHANG Heng-Yi, LIU Yu. Ring-in-ring Molecular Assembly with Cucurbit[8]uril [J]. Chem. J. Chinese Universities, 2013, 34(1): 91.
[14]	DONG Zhi-Yun, JIANG Xiao-Zhi, ZHANG Da-Wei, GAO Guo-Hua. Synthesis of Benzimidazolium-urea Receptors and Their Anion Recognition Properties [J]. Chem. J. Chinese Universities, 2012, 33(10): 2256.
[15]	CHEN Hua-Mei, YUE Fan, LIN Hai, LIN Hua-Kuan. Synthesis of Two Anion Receptors of 1H-Imidazo[4,5-f][1,10]phenanthroline Derivatives and Their Recognition Properties [J]. Chem. J. Chinese Universities, 2012, 33(06): 1239.

Recognition of Anion by Dual Fluorescent Sensor Based on the Intramolecular Charge Transfer in p-Dimethylaminobenzoylhydrazine

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments