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A 1,5-diaminonaphthalene-based double-sided Schiff base and its preparation and application as an acceptor molecule in the detection of mercury ions

A technology of acceptor molecule, diaminonaphthalene, applied in the field of cation detection, can solve the problems of complex synthesis, low sensitivity, inability to detect accurately and rapidly, etc.

Inactive Publication Date: 2015-10-28
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of most receptor compounds is complex, and the Hg 2+ The sensitivity is low, and Hg cannot be detected accurately and quickly 2+
Therefore, it is still a great challenge to design and synthesize a highly selective and sensitive mercury ion receptor molecule.

Method used

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  • A 1,5-diaminonaphthalene-based double-sided Schiff base and its preparation and application as an acceptor molecule in the detection of mercury ions
  • A 1,5-diaminonaphthalene-based double-sided Schiff base and its preparation and application as an acceptor molecule in the detection of mercury ions
  • A 1,5-diaminonaphthalene-based double-sided Schiff base and its preparation and application as an acceptor molecule in the detection of mercury ions

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Embodiment Construction

[0033] The preparation of acceptor molecule and mercury ion detection test paper of the present invention and the application in detection of mercury ion in water will be further described below through specific examples.

[0034] 1. Preparation of receptor molecules: Add DMF (30mL), 5-(nitrophenyl)furan-2-carbaldehyde (0.868g, 4 mmol), 1,5-diaminonaphthalene (0.237g , 1.5mmol), glacial acetic acid (1.0mL, 0.017mol), stirred and reacted at 80°C for 6h, and filtered with suction after cooling to obtain a yellow solid, which was recrystallized with DMF to obtain the acceptor molecule product, which was denoted as L.

[0035] Yield 75%. m.p.>300℃; 1 H NMR (DMSO-d 6 , 400MHz): δ 8.64 (2H, s, N=CH), 8.38 (4H, d, ArH), 8.27 (1H, d, ArH), 8.16 (4H, d, ArH), 7.36 (1H, d, ArH ).IR: (KBr, cm -1 ) v: 1598 (CH=N), 1508 (C=C), 1330 (C=C). Anal. calcd for C 32 h 20 N 4 o 6 : C 69.06, H 3.62, N 10.07, O 17.25; found C 69.04, H 3.60, N 10.10, O 17.26. ESI-MS calcd for C 32 h 20 N 4...

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Abstract

The invention designs and synthesizes an acceptor molecule based on 1,5-diaminonaphthalene bilateral Schiff base. By adopting nitrophenyl as a colorimetric signal group, adopting 1,5-diaminonaphthalene as a fluorescence signal reporter group, and adopting the Schiff base C=N as a Hg<2+> hydrolysis binding site, colorimetric-fluorescence two-channel recognition of the Hg<2+> ion with single selectivity in an aqueous medium is achieved. Fluorescence titration experiments show that the Hg<2+> can promote a hydrolysis function of the acceptor so as to release 1,5-diaminonaphthalene and to emit strong blue fluorescence. The lowest detectable limit for the Hg<2+> by the acceptor is 3.74*10<-9> M. In addition, Hg<2+> test paper based on the acceptor is prepared and can detect the Hg<2+> ion in the aqueous medium rapidly and conveniently.

Description

technical field [0001] The invention belongs to the technical field of cation detection, and relates to a receptor for detecting mercury ions, in particular to a receptor molecule based on 1,5-diaminonaphthalene bilateral Schiff base, and the invention also relates to a receptor molecule based on the receptor molecule Mercury ion detection test paper and identification of Hg in colorimetric-fluorescence dual channel 2+ Applications. Background technique [0002] Mercury is a heavy metal that is widely used. Electronic products such as fluorescent lamps, computers, mobile phones, and batteries used in daily use use mercury-containing materials to varying degrees. After these electronic products are used up and discarded, some mercury eventually enters the environment in the form of ions, causing serious pollution to the environment. Mercury ions have a great impact on animal, plant and human health. For example, mercury ions are highly toxic to the human brain, kidney, stom...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/52G01N21/78G01N21/33G01N21/64
CPCC07D307/52G01N21/33G01N21/64G01N21/78
Inventor 魏太保吴贵渊林奇姚虹张有明
Owner NORTHWEST NORMAL UNIVERSITY