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Monoazo and polyazo dyes favorable for health and synthesis method thereof
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A synthesis method and polyazo technology, applied in monoazo dyes, azo dyes, organic dyes, etc., can solve problems such as carcinogenesis, and achieve the effect of ensuring beneficial effects and improving living standards
Inactive Publication Date: 2013-11-13
ZHENGZHOU UNIV
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[0003] In order to solve the carcinogenic effect of aromatic amine azo dyes on the human body, the purpose of the present invention is to provide a class of monoazo and polyazo dyes that are beneficial to health, replacing the banned carcinogenic dyes
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[0039] The present invention will be further described below in conjunction with embodiment:
[0040] 1. Some aminochalcone derivative intermediates carry out the synthesis of mono- and polyazo healthy dye structures:
Embodiment 1
[0042] (1) Synthesis of dye intermediates containing amino-containing chalcone (such as: 2,4-dichloro-4'-aminochalcone) dye intermediates, the reaction formula is:
[0043]
[0044] Operation steps: Take p-acetamidoacetophenone, methanol and 0.5mol / L sodium hydroxide solution and stir at room temperature to form a homogeneous phase, then add the mixture of 2,4-dichlorobenzaldehyde and methanol dropwise under stirring in an ice bath, and stir for 15 hours, poured into water, adjusted to weak alkaline with acid, filtered with suction, washed with water until neutral, and recrystallized with ethanol to obtain light yellow crystal 2,4-dichloro-4'acetamidochalcone.
[0045] Take 2,4-dichloro-4'acetamidochalcone and ethanol, heat to boiling, add acid dropwise, stir under reflux for 8 hours, cool naturally, pour into water, adjust to neutral, suction filter, dry, Recrystallization with methanol gave orange crystals, 2,4-dichloro-4'-aminochalcone intermediate.
[0046] (2) Amino-c...
Embodiment 2
[0053] Embodiment 2: Using intermediate I as a raw material and pyrazolone as a coupling component, a yellow healthy dye is synthesized;
[0054] (1) the synthesis of the chalcone dye intermediate containing amino, with embodiment 1,
[0055] (2) Intermediate I is made into diazonium salt, same as Example 1;
[0056] (3) Synthetic yellow dye with pyrazolone as the coupling component: the reaction formula is:
[0057]
[0058] Operation steps: Add a certain amount of 80°C hot water, Na 2 CO 3 Solid, 2.0g pyrazolone, stir to dissolve, cool down to 10°C, and evenly add the prepared diazonium salt solution into the three-necked flask in about 50 minutes, keep the temperature at 5°C~10°C during the addition process, And make the pH=8.0~9.0, stir the reaction to the end of the reaction. After the end point is reached, the pH of the reaction solution is adjusted to 7, the temperature is raised to 80° C., and the salt content of 20% of the volume of the solution is controlled f...
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Abstract
The invention discloses monoazo and polyazo dyes favorable for health, which have the general formula shown as the description. The monoazo and polyazo dyes are characterized by having the structural formula shown as the description; and the synthesis method comprises the following steps of: (1) synthesizing an amino-containing chalcone dye intermediate; (2) preparing a 4'-amino chalcone derivative dye intermediate into diazonium salt; and (3) coupling the diazonium salt with phenols, aromatic amines, letter acid containing aromatic amino and phenolic hydroxyl, or heterocyclic compounds containing hydroxyl or amino to form heath dyes. By utilizing the health care effect of the chalcone compound and under the condition of keeping the structure of the chalcone compound unchanged, the chalcone derivative containing the aromatic amino is synthesized to serve as the intermediate of the health dyes, and the amino is prepared into diazonium salt, so that the diazonium salt is coupled with a series of aromatic amines and phenols into a series of monoazo and polyazo health dyes; therefore, health and bright clothes are provided for people, the new living standard is improved and the dyes are favorable for human bodies.
Description
Technical field: [0001] The invention relates to a class of dyes and synthesis technology, in particular to a class of health-friendly monoazo and polyazo dyes and a synthesis method thereof. Background technique: [0002] In recent years, the carcinogenicity of aromatic amine azo dyes has attracted much attention. Azo dyes themselves are basically non-toxic and will not have harmful effects on the human body. However, when the color fastness is not good, under the biocatalysis of bacteria, the dyes that have been stained on the skin and can decompose carcinogenic aromatic amine compounds may undergo a reduction reaction to release carcinogenic aromatic amines. Experiments with animals have found that aromatic amines themselves do not directly cause cancer, but need to be activated by the body, and the target site of carcinogenicity is not the place or organ in direct contact, because the transfer of carcinogens is through urine rather than blood. For this reason, on July ...
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