3,5-di-(4-nitrophenylamino diazo) benzoic acid and preparation method thereof

A technology of diaminobenzoic acid and nitroaniline, applied in 3 fields, can solve the problem of low sensitivity and achieve the effects of good selectivity, simple preparation method and high sensitivity

Inactive Publication Date: 2008-04-16
SHANXI DATONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The present invention provides 3,5-bis-(4-nitrophenylaminodiazo)benzene in order to solve the problem that the current bistriazene st

Method used

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  • 3,5-di-(4-nitrophenylamino diazo) benzoic acid and preparation method thereof
  • 3,5-di-(4-nitrophenylamino diazo) benzoic acid and preparation method thereof
  • 3,5-di-(4-nitrophenylamino diazo) benzoic acid and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] 3,5-di-(4-nitroanilinodiazo)benzoic acid (BNPADBP for short), its molecular structure formula:

[0027]

[0028] 3, the preparation method of 5-bis-(4-nitroanilinodiazo) benzoic acid comprises the following steps: (1) 7.6g (0.05mol) 1,3-diaminobenzoic acid is dissolved in 100ml 6mol / In the LHCl solution, put it in an ice-water bath at 0°C, weigh 7.0g (0.1mol) NaNO 2 Dissolve in 100ml of water, add to the above solution with stirring, continue to stir after the dropwise addition, and allow it to react at 5°C for about 2 hours to obtain a deep red suspension, namely the diazonium salt solution.

[0029] (2) 14 g (about 0.1 mol) of p-nitroaniline was dissolved in 300 ml of ethanol, and this solution was slowly added dropwise to the above-mentioned diazonium salt solution under stirring at 5°C. After the dropwise addition, use 20% NaOH solution to adjust the pH of the reaction solution to 4 to 5, adjust the pH to 6 to 7 after reacting at 2°C for 1.5 h, and obtain a lar...

Embodiment 2

[0031] Example 2, the steps are the same as in Example 1, the difference is that the temperature in step (1) is in an ice-water bath at 5°C respectively, and reacts at 0°C for 1h; the temperature in step (2) is successively 0~5°C, 9°C Reaction 1.5h.

Embodiment 3

[0032] Example 3, the steps are the same as in Example 1, the difference is that the temperature in step (1) is respectively 3° C. in an ice-water bath, and reacts at 2° C. for 1.5 h; the temperature in step (2) is respectively 4° C. and 5° C. respectively. 1.5h.

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Abstract

The present invention relates to a bis-triazene, in particular to a 3.5-bis-(4-nitrobenzenediazoamino) benzoic acid and the preparation method thereof. The molecular structure is shown by the formula below, the preparation method includes the following procedures that: 1,3-diamino-benzoic acid is dissolved with HCl solution, NaNO2 is taken, dissolved with water, and added into the solution as above for reaction for about 1-2h to obtain a diazo solution, then p-nitroaniline is dissolved with ethanol, the solution is dripped into the former diazo solution for reaction for 1.5h to obtain a henna deposit, which is allowed standing overnight, filtrated to obtain a deposit, which is rinsed with anhydrous ethanol and water, and then dried to obtain the brown solid. The substance provided by the present invention can be adopted as the fluorescence agent for heavy metal ion and the luminosity analytical developer.

Description

technical field [0001] The invention relates to a bistriazene compound, specifically 3,5-bis-(4-nitroanilinodiazo)benzoic acid and a preparation method thereof Background technique [0002] Triazene contains -N=N-NH-functional group, easy to cooperate with transition metal ion after deprotonation, is a good coordination group (J.Barker, N.D.Cameron, M.Kilner, et al, J. Chem. Soc. Dation Trans, 12(1991) 3435.). Triazene reagent is an excellent color developer for silver, mercury, cadmium, nickel and other metal ions. Because of its high sensitivity and easy synthesis, it is constantly attracting people's attention, but its coexisting ions interfere greatly, and its selectivity and The sensitivity still needs to be improved, and it is often only used as a chromogenic agent for photometric analysis, and is rarely used as a fluorescent reagent for the fluorescence detection of metal ions. Bistriazene reagents are more sensitive than general triazene reagents (Z.G.Chen, W.Wen, ...

Claims

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Application Information

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IPC IPC(8): C07C245/24G01N21/00
Inventor 许琳王尚芝岳志劲杜君孟双明郭永冯锋
Owner SHANXI DATONG UNIV
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