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4,4'-bis[5,6- dichloro-2-benzothiazolylazoamino] biphenyl-3,3'-disulfonic acid, preparation and use thereof

A technology of benzothiazole azoamino, biphenyl disulfonic acid, which is applied in the direction of analysis by chemical reaction of materials, chemiluminescence/bioluminescence, material analysis by observing the effect on chemical indicators, etc., can solve the problem. Reagent sensitivity is not ideal and other problems, to achieve the effect of high sensitivity, improved sensitivity and low cost

Inactive Publication Date: 2009-05-27
SHANXI DATONG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The present invention provides a 4,4'-bis[5,6-dichloro-2-benzothiazolylazoamino]biphenyl in order to solve the problem that the sensitivity of the reagents for detecting heavy metal ions in the prior art is not ideal enough -3,3'-disulfonic acid and its preparation method and application

Method used

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  • 4,4'-bis[5,6- dichloro-2-benzothiazolylazoamino] biphenyl-3,3'-disulfonic acid, preparation and use thereof
  • 4,4'-bis[5,6- dichloro-2-benzothiazolylazoamino] biphenyl-3,3'-disulfonic acid, preparation and use thereof
  • 4,4'-bis[5,6- dichloro-2-benzothiazolylazoamino] biphenyl-3,3'-disulfonic acid, preparation and use thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Example 1, a method for preparing 4,4'-bis[5,6-dichloro-2-benzothiazoleazoamino]biphenyl-3,3'-disulfonic acid, comprising the following steps: figure 1 indicated,

[0031] ①Add 4.0g of 4,4′-biphenyldiamine and 10ml of glacial acetic acid into a 100ml three-neck flask, stir to dissolve the benzidine completely, then slowly add 8ml of acetic anhydride to keep the reaction temperature within 50-60°C After the addition, continue to keep the temperature at about 55°C and stir for 2 hours, pour the reactant into a beaker while it is hot, cool it in an ice-water bath, filter it with suction, wash it with water, filter it with suction, and dry it to obtain off-white solid 4,4' - Acetylbenzidine 5.2 g.

[0032] ②Put 5.0g of 4,4′-acetylbiphenyldiamine in an evaporating dish, add 2ml of concentrated H 2 SO 4 and 0.8ml Fume H 2 SO 4 , heated in a sand bath, kept at 160-180°C and stirred for 1 hour, then soaked in hot water, added activated carbon for decolorization and filter...

Embodiment 2

[0036] The preparation method of 4,4'-bis[5,6-dichloro-2-benzothiazole azoamino]biphenyl-3,3'-disulfonic acid comprises the following steps:

[0037] ①Add 4.0g of 4,4′-biphenyldiamine and 10ml of glacial acetic acid into a 100ml three-neck flask, stir to dissolve the benzidine completely, slowly add 8ml of acetic anhydride to keep the reaction temperature within 05~60℃ After the addition, continue to keep the temperature at about 55°C and stir for 2 hours, pour the reactant into a beaker while it is hot, cool it in an ice-water bath, filter it with suction, wash it with water, filter it with suction, and dry it to obtain off-white solid 4,4' - Acetylbenzidine 5.2 g.

[0038] ②Put 5.0g of 4,4′-acetylbiphenyldiamine in an evaporating dish, add 2ml of concentrated H 2 SO 4 and 0.8ml Fume H 2 SO 4 , heated in a sand bath, kept at 160-180°C and stirred for 1 hour, then soaked in hot water, added activated carbon for decolorization and filtered while hot, cooled the filtrate in ...

Embodiment 3

[0042] The preparation method of 4,4'-bis[5,6-dichloro-2-benzothiazole azoamino]biphenyl-3,3'-disulfonic acid comprises the following steps:

[0043] ①Add 4.0g of 4,4′-biphenyldiamine and 10ml of glacial acetic acid into a 100ml three-neck flask, stir to dissolve the benzidine completely, then slowly add 8ml of acetic anhydride to keep the reaction temperature within 50-60°C After the addition, continue to keep the temperature at about 55°C and stir for 2 hours, pour the reactant into a beaker while it is hot, cool it in an ice-water bath, filter it with suction, wash it with water, filter it with suction, and dry it to obtain off-white solid 4,4' - Acetylbenzidine 5.2 g.

[0044] ②Put 5.0g of 4,4′-acetylbiphenyldiamine in an evaporating dish, add 2ml of concentrated H 2 SO 4 and 0.8ml Fume H 2 SO 4 , heated in a sand bath, kept at 160-180°C and stirred for 1 hour, then soaked in hot water, added activated carbon for decolorization and filtered while hot, cooled the filtra...

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Abstract

The invention relates to a bistriazene compound, in particular to 4, 4'-bis[5, 6-dichloro-2-benzothiazolylazo-amino]biphenyl-3, 3'-disulfonic acid and a preparation method and application thereof. The invention solves the problem existing in the prior art that a reagent for detecting heavy metal ions has nonideal sensitivity. The molecular structural formula of the 4, 4'-bis[5, 6-dichloro-2-benzothiazolylazo-amino]biphenyl-3, 3'-disulfonic acid is shown as follows. The 4, 4'-bis[5, 6-dichloro-2-benzothiazolylazo-amino]biphenyl-3, 3'-disulfonic acid is used for the detection of the heavy metal ions, has the advantages of good selectivity, high sensitivity, and steady performance, can be used for fluorescence detection of Ni (II) in alkaline medium in the presence of a triton surfactant, and can also be used as a visualization reagent for photometric analysis.

Description

technical field [0001] The invention relates to a bistriazene compound, specifically a 4,4'-bis[5,6-dichloro-2-benzothiazoleazoamino]biphenyl-3,3'-disulfonic acid and Its preparation method and application. Background technique [0002] Triazene contains -N=N-NH-functional group, due to P-π conjugation, =N-H has strong acidity, under alkaline conditions, it is easy to coordinate with transition metal ions after deprotonation, which is very good Coordinating group (J. Barker, N.D. Cameron, M. Kilner, et al., J. Chen. Soc. Dation Trans [J], 12(1991): 3435). Triazene reagent 1-(6-bromo-2-benzothiazole)-3-(5-bromo-8-quinoline)-triazene, 1-(4-nitrophenyl)-3-(5 -Bromo-pyridine)-triazene, etc. are excellent color developers for metal ions such as silver, cadmium, mercury, nickel (Zhang Chunniu, Yan Guobing, Zheng Yunfa. Journal of Analysis and Testing [J], 2006, 25 (1): 77~ 79), because of its high sensitivity, easy synthesis and other advantages, it has been widely concerned by...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/82G01N21/76G01N21/78
Inventor 孟双明关翠林樊月琴刘慧君冯锋郭永
Owner SHANXI DATONG UNIV
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