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2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole, and preparation method and application thereof

A naphthylaminoazo, 2-d technology, applied in the field of bistriazene compounds, can solve the problems of unsatisfactory reagent sensitivity and the like, and achieve the effects of high sensitivity, good selectivity and simple synthesis

Inactive Publication Date: 2012-07-18
SHANXI DATONG UNIV
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Problems solved by technology

[0005] The present invention provides a 2,6-bis-(1,1′-diaminoazo)benzo[1,2-d in order to solve the problem of unsatisfactory sensitivity of reagents for detecting heavy metal ions existing in the prior art. ; Preparation method and application of 4,5-d′]bithiazole

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  • 2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole, and preparation method and application thereof
  • 2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole, and preparation method and application thereof
  • 2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole, and preparation method and application thereof

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Embodiment Construction

[0033] The present invention is achieved by the following technical scheme, a 2,6-bis-(1,1′-naphthylaminoazo)benzo(1,2-d;4,5-dˊ)bithiazole (BDTADAAN for short) )

[0034] Its molecular structural formula is:

[0035]

[0036] 2,6-bis-(1,1′-naphthylaminoazo)benzo(1,2-d; 4,5-dˊ)bithiazole preparation method, such as figure 1 The illustrated process includes the following steps:

[0037] (1) Preparation of p-phenylenedithiourea Add 8.5 g (0.079 mol) p-phenylenediamine in a 110 mL flask, remove O 2 water, 15.4 mL of concentrated hydrochloric acid and 0.6 g of activated carbon. This mixture was heated to 50 °C. Transfer it to another 110 mL flask by filtering, add 24.2 g (0.318 mol) ammonium thiocyanate, stir the mixture at a temperature of 90-100 °C for 20-24 h, and precipitate out after 2 h of reaction The yellow granular product was collected by filtration after cooling, then washed with 40 mL of hot water, and dried under reduced pressure at 100 °C to obtain 14.0 g of ...

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Abstract

The invention relates to a ditriazene compound, in particular to a method for preparing 2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole and application of the 2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole. According to the 2,6-bis-(1,1'-naphthalene amino azo)benzo(1,2-d;4,5-d') dithiazole, a molecular structural formula is shown in the specification. The method is characterized in that naphthylamine with a fluorescent characteristic and a 2,6-diamino benzo[1,2-d;4,5-d'] dithiazole heterocyclic ring with an auxochromic capacity are bonded by a triazene structure to synthesize a linear ditriazene reagent with a relative large conjugation degree. The sensitivity and fluorescent characteristic of the reagent are enhanced, and the reagent can be used for the fluorometric analysis of lead ions in an alkaline medium.

Description

[0001] technical field [0002] The present invention relates to a bistriazene compound, specifically a 2,6-bis-(1,1′-naphthylaminoazo)benzo(1,2-d;4,5-d′)bis Preparation method of thiazole and its application. Background technique [0003] Triazene chromogen refers to the general term for all reagents containing R-N=N-NH-R' structure. This type of reagent contains -N=N-NH-functional group. Due to P-π conjugation, -NH- has a relatively Strongly acidic, under alkaline conditions, it is easy to coordinate with transition metal ions after deprotonation, and is a good coordination group (J. Barker, N. D. Cameron, M. Kilner, et al., J. Chem. Soc . Dalton Trans[J], 1991( 12): 3435-3445). Currently, triazene reagents are mainly used for Cd 2+ 、Ni 2+ , Hg 2+ 、Cu 2+ 、Co 2+ 、Ag + Photometric determination of metal ions such as Teng Enjiang, Jiang Wanquan, Zhu Yurui, etc., Chemical Reagents, 1992, 14(2): 109), and for Pb 2+ There are only a few reports on the photometric determ...

Claims

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Application Information

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IPC IPC(8): C07D513/04C09K11/06G01N21/35G01N21/64
Inventor 樊月琴王科伟孟双明刘慧君郭永
Owner SHANXI DATONG UNIV
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