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Monoazo compound, preparation method and use thereof

A compound and monoazo technology, applied in the field of monoazo compounds, can solve the problems of not being excellent enough and the washing fastness of polyester and ammonia fabrics are not ideal, and achieve good dyeing depth

Active Publication Date: 2019-06-18
王羽蘅
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example: C.I.Disperse Blue 165:1, this variety has good fastness performance in all aspects. CIBA Company promotes it as a blue with high fastness W series. The product name is Terasil Blue W-BLS, but it is applied to polyester microfiber , especially the washing fastness of polyester-spandex fabrics is not ideal
Some dye manufacturers use 2-methoxy-5-acetylamino-N-ethyl-N-cyanoethylaniline as the coupling component to couple the diazo component to develop the disperse blue, and its washing fastness performance is improved , but not good enough

Method used

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  • Monoazo compound, preparation method and use thereof
  • Monoazo compound, preparation method and use thereof
  • Monoazo compound, preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] (1) Synthesis of coupling solution

[0046] 1. Cyanoethylation

[0047] Into a 250 ml flask were added 56 g of 3-amino-4-methoxyacetanilide, 90 g of water, 1.8 g of 30% hydrochloric acid and 20 g of acrylonitrile.

[0048] Slowly heat up with stirring. Control the temperature at 80-90°C and keep it warm for 46 hours.

[0049] Underpressure distillation reclaims excessive acrylonitrile, obtains the compound shown in formula (IV) in the material,

[0050]

[0051] 2. Allylation

[0052] Add 28 grams of allyl chloride to the above material below 50-60°C.

[0053] Slowly heat up while stirring, control the temperature at 80-90°C and keep it warm for 24 hours.

[0054] Excess chloropropene was recovered by distillation under reduced pressure.

[0055] The output is bottled, weighed, and the obtained coupling liquid is set aside. Obtain the compound shown in formula (V) in the coupled compound,

[0056]

[0057] (2) The synthesis of the parent body

[0058] Wei...

Embodiment 2

[0089] Put 66.0ml of sulfuric acid (98%) into the flask, add 52.4g of 2,4-dinitro-6-bromoaniline under controlled room temperature, continue to stir for 3 minutes, cool with an ice bath to reach 20-30°C, the temperature 68.0 g of 42% nitrosyl sulfuric acid was dropped into the reaction mixture, and stirring was continued at this temperature for 4 hours. After completing the reaction, the mixture was dropped into a mixture of 30ml sulfuric acid (98%), 900.0g ice water and 49g of the compound shown in the following formula (VII) within 30 minutes at 0-5°C,

[0090]

[0091] Stirring was continued for 2 hours, then 1000ml of water was added, and the temperature was slowly raised to 60° C. over 1 hour and kept at this temperature for 1 hour. The resulting suspension was suction filtered, washed with water and dried to obtain the compound represented by the following formula (VIII):

[0092]

[0093] Stir and mix 52 g of the dry product of the compound represented by the abo...

Embodiment 3-9

[0111] The method provided in Example 2 or Example 3 was used to synthesize the monoazo compound with the structure of Example 3-9, and the results are shown in Table 5.

[0112] The monoazo compound synthesized by the embodiment 3-9 of table 5

[0113] Example

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Abstract

The invention provides a mono-azo compound represented as the formula (I), and a preparation method and an application thereof. The mono-azo compound, as a disperse dye, is applied to dyeing and printing of polyester and blended fabrics thereof, especially a polyester-spandex blended fabric, has excellent deep-dyeing property, light fastness, sublimation fastness and washing fastness and is suitable for being compounded with other high-washing fastness disperse dyes so as to produce high-fastness disperse dye in different tones. Especially, the compound is suitable for being used as a component of blue, navy blue and black colors.

Description

(1) Technical field [0001] The invention relates to a monoazo compound, a preparation method and its use. (2) Background technology [0002] With the increasing number of polyester microfiber fabrics and polyester-spandex blended fabrics, the requirements for the fastness of disperse dyes are also getting higher and higher. There are not many varieties of disperse blue on the market, especially few varieties with high fastness, so the development of disperse blue with good fastness has become a hot spot. Generally, monoazo compounds with 2,4-dinitro-6-cyanoaniline as the diazo component have good fastness properties. For example: C.I.Disperse Blue 165:1, this variety has good fastness performance in all aspects. CIBA Company promotes it as a blue with high fastness W series. The product name is Terasil Blue W-BLS, but it is applied to polyester microfiber , especially the washing fastness of polyester-spandex fabrics is not ideal enough. Some dye manufacturers use 2-metho...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B29/085C09B67/22D06P1/18D06P3/54D06P3/82
CPCC09B29/0838C09B67/0051D06P1/18D06P3/54D06P3/8204
Inventor 王羽蘅
Owner 王羽蘅
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