Asymmetric terpyridine complex as well as preparation method and application thereof

A terpyridine, asymmetric technology, applied in the direction of copper organic compounds, zinc organic compounds, indium organic compounds, etc., can solve the problems of inability to do on-site detection, time-consuming, high cost, and achieve the effect of double visual recognition and fast

Active Publication Date: 2019-08-02
SHANGHAI INST OF QUALITY INSPECTION & TECHN RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The nitrogen content of melamine is as high as 66%. Unscrupulous merchants illegally add melamine to dairy products in order to increase the protein detection content in dairy products. Excessive melamine will cause serious damage to the human body, especi

Method used

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  • Asymmetric terpyridine complex as well as preparation method and application thereof
  • Asymmetric terpyridine complex as well as preparation method and application thereof
  • Asymmetric terpyridine complex as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Embodiment 1M is Zn, R is the preparation method of the asymmetric terpyridine complex of ethyl

[0062] step 1:

[0063]

[0064] Add 12.2g of p-hydroxybenzaldehyde and 21g of potassium hydroxide in a 1L round bottom flask, then add 300mL of ethanol, then add 80mL of ammonia water, and finally add 22.4mL of 2-acetylpyridine. 50°C overnight. After the reaction, cool to room temperature, add acetic acid to adjust the pH to 4, the reaction system exotherms a lot and a large amount of yellow solid precipitates out. Suction filter, then wash with 3×30mL ethanol, and dry. Yield 44%. figure 1 Is the proton nuclear magnetic resonance spectrogram of the prepared p-hydroxyphenyl terpyridine. 1 H NMR (400MHz, DMSO-d 6 )δ9.92(s,1H),8.75(s,2H),8.65(t,J=3.9Hz,4H),8.02(t,J=7.7Hz,2H),7.79(d,J=8.5Hz, 2H), 7.56–7.46 (m, 2H), 6.97 (d, J=8.5Hz, 2H).

[0065] Step 2:

[0066]

[0067] Add 6.5 g of p-hydroxyphenyl terpyridine synthesized in step 1 into a 500 mL round bottom fl...

Embodiment 2

[0080] Embodiment 2M is Cu, R is the preparation method of the asymmetric terpyridine complex of ethyl

[0081] The preparation method of step 1 to step 4 of this embodiment is the same as the preparation method of step 1 to step 4 of embodiment 1.

[0082] Step 5:

[0083]

[0084] Add 0.6 g of terpyridine quaternary ammonium salt and 1 mM copper nitrate into a 50 mL round bottom flask, and then add 20 mL of methanol. Stir at room temperature for 5 h, filter to obtain the terpyridine copper complex product, which is washed with methanol and dried. Yield: 73%.

[0085] Step 6:

[0086]

[0087] Add 1mmol terpyridine copper complex and 0.53g terpyridine thymidine into a 50mL round bottom flask, then add 10mL DMF, and react at 80°C for 48h. After the reaction, it was spin-dried and then recrystallized with methanol to obtain an unsymmetrical terpyridine complex (L2). Yield 81%.

Embodiment 3

[0088] Embodiment 3M is Mn, R is the preparation method of the asymmetric terpyridine complex of ethyl

[0089] The preparation method of step 1 to step 4 of this embodiment is the same as the preparation method of step 1 to step 4 of embodiment 1.

[0090] Step 5:

[0091]

[0092] Add 0.6 g of terpyridine quaternary ammonium salt and 1 mM manganese nitrate into a 50 mL round bottom flask, and then add 20 mL of methanol. Stir at room temperature for 5h, filter, and wash the product with methanol and dry it. Yield: 77%.

[0093] Step 6:

[0094]

[0095] Add 1mmol terpyridine manganese complex and 0.53g terpyridine thymidine into a 50mL round bottom flask, then add 10mL DMF, and react at 80°C for 48h. After the reaction, it was spin-dried and then recrystallized with methanol to obtain an unsymmetrical terpyridine complex (L3). Yield: 67%.

[0096] The gel detection melamine of the asymmetric terpyridine complex L1 of embodiment 4 embodiment 1

[0097] Add 10 mg of ...

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Abstract

The invention belongs to the technical field of food safety testing and discloses an asymmetric terpyridine complex. The structure of the asymmetric terpyridine complex is shown as a chemical generalformula (1) (shown in the description). The invention further discloses a preparation method and application of the asymmetric terpyridine complex. By using the asymmetric terpyridine complex providedby the invention to prepare a melamine detection reagent, naked eye visual recognition of trace melamine in milk products can be realized; by using the asymmetric terpyridine complex to prepare a gold nanoparticle solution modified by the asymmetric terpyridine complex, colorimetric visual detection of the melamine can be realized; detection and operation steps are simple, and short time and highsensitivity are realized.

Description

technical field [0001] The invention belongs to the technical field of food detection, and in particular relates to an asymmetric terpyridine complex and its preparation method and application. Background technique [0002] The issue of food safety has become a global topic, and vicious incidents of food safety continue to occur internationally, causing huge economic losses. Food safety testing is to detect harmful substances in food according to national indicators, mainly the detection of some harmful and toxic indicators. [0003] The detection of protein content in dairy products is determined based on the N content in the sample. The nitrogen content of melamine is as high as 66%. Unscrupulous merchants illegally add melamine to dairy products in order to increase the protein detection content in dairy products. Excessive melamine will cause serious damage to the human body, especially the kidney system. At present, the detection of melamine mainly includes atomic abs...

Claims

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Application Information

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IPC IPC(8): C07F1/08C07F13/00C07F3/06C07F15/04C07F15/06C07F5/00C07F15/00G01N21/78G01N21/82
CPCC07F1/005C07F3/003C07F5/003C07F13/005C07F15/004C07F15/045C07F15/065G01N21/78G01N21/82
Inventor 鲍笑岭涂涛刘建红裴炜杨轶眉
Owner SHANGHAI INST OF QUALITY INSPECTION & TECHN RES
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