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Novel thiazole azo dye and preparation method thereof

A technology for thiazole azo and dyes, applied in the direction of azo dyes, monoazo dyes, organic dyes, etc., to achieve the effects of increasing yield, improving stability, improving yield and purity

Inactive Publication Date: 2021-09-03
TIANJIN QUANHECHENG TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Wherein, the thiazole azo dyes containing acetic acid structure have not been reported in the literature yet.

Method used

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  • Novel thiazole azo dye and preparation method thereof
  • Novel thiazole azo dye and preparation method thereof
  • Novel thiazole azo dye and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Examples 1-16 provide a novel thiazole azo dye represented by the formula (1), and the following uses Example 1 as an example for illustration.

[0042] The novel thiazole azo dyes shown in formula (1) provided by embodiment 1 have a structural formula as shown in formula (1):

[0043]

[0044] The preparation steps of the thiazole azo dyes shown in the formula (1) are:

[0045] Get 15.8g (0.1mol) (2-aminothiazol-4-yl) acetic acid, dissolve with the concentrated phosphoric acid of 80wt% mass fraction with 252.8g, after completely dissolving, cool to 0 ℃, add 6.9g sodium nitrite ( 0.1mol), and then reacted at 0°C for 2h to obtain a diazotization reaction solution; 12.1g N,N-dimethylaniline (0.1mol) was dissolved in 100mL methanol solution, cooled to 0°C to obtain the cooled The methanol solution of N,N-dimethylaniline; add the cooled methanol solution of N,N-dimethylaniline into the diazotization reaction liquid, continue the reaction at 0°C for 2 hours, and pour 500...

Embodiment 2

[0047] Example 2 is different from Example 1 only in that: the temperature is replaced by -5°C from 0°C.

Embodiment 3

[0048] Embodiment 3, differs from Embodiment 2 only in that: the mass fraction of the concentrated phosphoric acid is 85wt%.

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Abstract

The invention relates to a heterocyclic azo dye, in particular to a novel thiazole azo dye and a preparation method thereof, wherein the structural formula of the thiazole azo dye is shown as a formula (1), and the thiazole azo dye has a fluorescence quenching effect. According to the invention, strong phosphoric acid with a mass fraction of 80-85 wt% is used for dissolving a compound shown as a formula (2), strong phosphoric acid with a mass fraction of 80-85 wt% and nitrite are used for carrying out diazotization reaction on the compound shown as the formula (2), wherein the strong phosphoric acid with the mass fraction of 80-85 wt% is relatively weak in acidity, has low corrosion to equipment, improves the stability of a diazonium salt due to the influence of an acetic acid structure, and facilitates a coupling reaction of the diazonium salt and a compound shown in a formula (3), so that the yield of the thiazole azo dye shown in a formula (1) is improved.

Description

technical field [0001] The application relates to heterocyclic azo dyes, in particular to a novel thiazole azo dye and a preparation method thereof. Background technique [0002] Common azo dyes include naphthylamine azo derivatives and benzothiazole azo derivatives. Among them, the primary aromatic amino groups in naphthylamine azo derivatives are conducive to diazotization and coupling addition reactions, but the diazo The diazotization reaction of benzothiazole azo derivatives is also carried out in strong acids such as sulfuric acid and hydrochloric acid, which is more corrosive to equipment, and the generated diazonium salt is easy to decompose. larger problem. [0003] In view of the above-mentioned defects of current azo dyes, the applicant believes that it is urgent to develop a new type of azo dyes with low corrosion. Among them, thiazole azo dyes containing acetic acid structure have not been reported in the literature. Contents of the invention [0004] In or...

Claims

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Application Information

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IPC IPC(8): C07D277/50C09B29/08C09K11/06
CPCC07D277/50C09B29/0808C09K11/06C09K2211/1037C09K2211/1007
Inventor 杜池敏张超李静简宋艳民
Owner TIANJIN QUANHECHENG TECH
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