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Monoazo compounds, preparation method and uses thereof

A monoazo, compound technology, applied in the field of monoazo compounds, can solve the problems of difficulty in accurate color matching, limitation of wide application, intolerant of alkalis, etc., and achieves the effects of low cost, good temperature dependence and low production cost.

Inactive Publication Date: 2009-01-07
阮伟刚
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is known that this structural dye is not alkali-resistant, and will obviously change color when exposed to alkali. The polyester fabric impregnated with this structural dye will have discoloration during the finishing process, which will cause difficulties in accurate color matching, making this type of dye widely used. restricted

Method used

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  • Monoazo compounds, preparation method and uses thereof
  • Monoazo compounds, preparation method and uses thereof
  • Monoazo compounds, preparation method and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The aniline compounds shown in formula (2)

[0041]

[0042] In the formula,

[0043] R 1 is hydrogen, C 1-6 Alkyl, halogen, nitro,

[0044] R 2 is hydrogen, C 1-6 alkyl,

[0045] R 3 is hydrogen, C 1-6 Alkyl, halogen, nitro,

[0046] R 4 is hydrogen, C 1-6 Alkyl, halogen, nitro, methoxy,

[0047] That is to have the definition of above-mentioned formula (1), carry out diazotization with nitrosyl sulfuric acid in sulfuric acid medium, the diazonium salt that obtains is coupled with the compound shown in formula (3) in weakly acidic medium,

[0048]

[0049] Wherein R5 is hydrogen, C1-6 alkyl, that is, it has the definition of the above formula (1), and the monoazo compound of the present invention represented by the formula (1) is obtained after suction filtration and separation.

[0050]

[0051] Diazo component formula (2) and coupling component formula (3) can be prepared by well-known methods, or can be obtained commercially.

[0052] The prese...

Embodiment 2

[0057] In reaction bottle, add 200ml water, the industrial hydrochloric acid of 40ml30%, add 2,3-xylidine shown in 18g formula (2a) under stirring,

[0058]

[0059] 120 g of crushed ice was added, 36 g of 30% sodium nitrite solution was added dropwise, and the reaction was incubated for 60 minutes after adding the sodium nitrite to obtain 2,3-xylidine diazonium salt. The heterocyclic compound shown in 24.5g formula (3a)

[0060]

[0061] Dissolve in 8g of soda ash and 600ml of water, add 15g of 60% crystalline sodium acetate, add 200g of crushed ice, add the diazonium salt solution dropwise, after the diazonium salt is added, stir and react for 1 hour, heat up to 65-70°C, keep warm 2 hours. Suction filtration and washing with water gave the compound of the following formula.

[0062]

Embodiment 3

[0064] In reaction bottle, add 200ml water, the industrial hydrochloric acid of 40ml30%, add the 2 shown in 24.5g formula (2b) under stirring, 3-dimethyl-6-nitroaniline,

[0065]

[0066] Add 120 g of crushed ice, add dropwise 36 g of 30% sodium nitrite solution, and keep the reaction for 3 hours after adding the sodium nitrite to obtain 2,3-dimethyl-6-nitroaniline diazonium salt. The heterocyclic compound shown in 24.5g formula (3a)

[0067]

[0068]Dissolve in 8g of soda ash and 600ml of water, add 15g of 60% crystalline sodium acetate, add 200g of crushed ice, add the diazonium salt solution dropwise, after the diazonium salt is added, stir and react for 1 hour, heat up to 65-70°C, keep warm 2 hours. Suction filtration and washing with water gave the compound of the following formula.

[0069]

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Abstract

The invention relates to a mono-azo compound, a preparation method and the application thereof. The mono-azo compound is shown in a formula (1), wherein, R1 is hydrogen, C (1-6) alkyl, halogen, and nitryl; R2 is hydrogen and C (1-6) alkyl; R3 is hydrogen, C (1-6) alkyl and halogen; R4 is hydrogen, C (1-6) alkyl, halogen, nitryl and methoxyl group; R5 is hydrogen and C (1-6) alkyl. The preparation method comprises the following steps: an aniline compound is processed through diazotization by using nitrite in acid medium or by using nitrosyl sulfuric acid, and is coupled with pyridone coupling components. The mono-azo compound is used for polyester dyeing and has good application performance.

Description

technical field [0001] The invention relates to a monoazo compound, a preparation method and its use. Background technique [0002] Disperse azo dyes of the benzene-azo-pyridone type have been known for a long time and have been used to dye hydrophobic fiber materials, such as C.I.Disperse Yellow 114, C.I.Disperse Yellow 119, C.I.Disperse Yellow 211, etc. . This kind of heterocyclic dye has bright shade, high strength, good washing fastness and light fastness. However, it is known that this structural dye is not resistant to alkali and will obviously change color when it encounters alkali. The polyester fabric impregnated with this structural dye has discoloration phenomenon in the finishing process, which causes difficulties in accurate color matching, making this type of dye widely used. restricted. Contents of the invention [0003] The purpose of the present invention is to provide a monoazo compound with a wide pH range, good exhaust dyeing effect, good light fastn...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/85D06P1/04D06P1/16D06P3/52
Inventor 阮伟刚
Owner 阮伟刚
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