Schiff base compound and method for detecting aniline compound thereof

An aniline compound and detection method technology are applied in the field of preparation of organic fluorescent sensor materials, which can solve problems such as limited sensing performance, and achieve the effects of high luminous efficiency, structural adjustment, and strong chemical modification.

Inactive Publication Date: 2010-01-06
上海新微科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, as a fluorescent sensing material, since the sensing in the solution is mainly limited by the sensing performance of the nearly independent sensing molecules themselves, the two-dimensional or multi-dimensional structure formed by the sensing molecules stacked together in the film reflects The properties of the sensing membrane

Method used

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  • Schiff base compound and method for detecting aniline compound thereof
  • Schiff base compound and method for detecting aniline compound thereof
  • Schiff base compound and method for detecting aniline compound thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The synthetic route of Schiff base compound is as follows figure 2 shown

[0041] (1) Synthesis of N, N'-disalicylaldehyde azine (n1=2, n2=1, R1=R2=H)

[0042]

[0043] Weigh 1.20g of salicylaldehyde and dissolve it in absolute ethanol, heat it in a water bath to 80°C, slowly add 0.16g of 85wt% hydrazine hydrate dropwise, and reflux for 1.5h to obtain a yellow precipitate. After recrystallization, it was filtered and dried to obtain the target compound 1 as a bright yellow solid with a mass of 1.20 g (yield 88.6%).

[0044] Mass spectrum (EI): m / z240

[0045] Melting point: 219°C

[0046] H NMR 1 H-NMR (400MHz, CDCl 3 , 25° C., TMS): δ=11.12 (s, 2H), 9.00 (s, 2H), 7.71-7.68 (m, 2H), 7.41 (m, 2H), 6.97 (m, 4H). Elemental Analysis C 14 h 12 N 2 o 2 (240.09) Calculated: C, 69.99; H, 5.03; N, 11.66. Measured values: C, 70.05; H, 5.04; N, 11.61.

[0047] (2) N, the synthesis of N'-two 2-nitrosalicylaldehyde condensed nitrogen (n 1 = 2, n 2 = 1, R 1 =-NO 2...

Embodiment 2

[0110] A sensing film based on N,N'-disalicylaldehyde azide was prepared on a quartz wafer substrate (ie, the support, the same below) by a pulling method. Test the fluorescence spectrum and photostability of the sensing film. Drop a drop of aniline on the bottom of the quartz cell, place a ball of absorbent cotton above it to avoid direct contact with the sensing film, and seal the quartz cell with a cover. After placing the sensing film in a closed quartz cell, quickly measure the curve of the peak intensity at the maximum fluorescence emission peak with time. Such as image 3 shown.

Embodiment 3

[0112] A sensing film based on p-phenylenediamine disalicylaldehyde was prepared on a quartz substrate by pulling method. Test the fluorescence spectrum and photostability of the sensing film. Drop a drop of aniline on the bottom of the quartz cell, place a ball of absorbent cotton above it to avoid direct contact with the sensing film, and seal the quartz cell with a cover. After placing the sensing film in a closed quartz cell, quickly measure the curve of the peak intensity at the maximum fluorescence emission peak with time. Such as Figure 4 shown.

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Abstract

The invention relates to a Schiff base compound and a method for detecting an aniline compound thereof, belonging to the technical field of chemical sensor materials. The Schiff base compound is characterized by being prepared in such a way that an aromatic aldehyde compound with ortho-position hydroxyl reacts with monoamine or polyamine and has the structural formula shown as the figure, wherein n1 is an integer from 1 to 100, and n2 is an integer from 1 to 6; R is an aliphatic hydrocarbon substituted group, an aryl substituted group, heteroatom-substituted aliphatic alkyl or heteroatom-substituted aryl alkyl; and R1 and R2 are electron-withdrawing groups or electron-donating groups. The compound has stable solid fluorescence luminous performance, the fluorescence strength of the compound is changed by the aniline compound, the aniline compound can be detected according to the change of the fluorescence strength of the compound, and the compound is a novel fluorescence sensing material for detecting aniline.

Description

technical field [0001] The invention relates to a fluorescent Schiff base compound and a method for detecting aniline compounds, belonging to the field of preparation of organic fluorescent sensor materials. Background technique [0002] Aniline and its derivatives are not only widely used in industrial production such as chemical industry, printing and dyeing, rubber and pharmaceuticals, but also important raw materials for synthetic drugs, dyes and explosives. With the rapid development of the fine chemical industry, the demand for aniline chemicals is on the rise. Because aniline and its derivatives can cause poisoning through inhalation, ingestion or absorption through the skin; it mainly changes oxygen and hemoglobin into methemoglobin, which affects the oxygen supply of tissue cells and causes suffocation; in addition, aniline compounds are also carcinogenic and carcinogenic. The role of mutations. However, aniline compounds are often discharged with wastewater durin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/88C07C249/16C07C251/24C07C249/02C07C323/33C07C319/22G01N21/64
Inventor 付艳艳贺庆国曹慧敏程建功
Owner 上海新微科技发展有限公司
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