Monoazo compound as well as preparation method and application thereof

A compound and monoazo technology, applied in the field of monoazo compounds and their preparation, can solve the problems of poor washing fastness of dyes, difficulty in obtaining dark colors, and adding dyes.

Active Publication Date: 2012-07-25
HANGZHOU JIHUA JIANGDONG CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when this structural dye and other disperse dyes are printing and dyeing polyester and superfine fibers, it is difficult to obtain deep colors, and the use of dyes must be greatly increased to achieve the desired effect, which makes the washing fastness of the dyes very poor.

Method used

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  • Monoazo compound as well as preparation method and application thereof
  • Monoazo compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] (1) Add 130ml of water, 23.5g of 2-amino-4-acetamidoanisole, 21.3g of chloropropene, 0.3g of hydroquinone and 5.2g of magnesium oxide into the autoclave, seal the equipment after adding, and start magnetic stirring , uniformly heated to 95°C, maintained for 18 hours, and the pressure was 0.25MPa. After the end point, the temperature was lowered to about 75°C, adjusted to pH = 8, and then slowly cooled to 25°C, filtered, and the mother liquor was recovered. The filter cake was washed with water and dried to obtain 29.4 g of compound IIa represented by the structural formula (IIa).

[0073] (IIa)

[0074] (2) Put 19.2g of 98% sulfuric acid and 35g of 40% nitrosylsulfuric acid into a 100ml three-neck flask, stir to cool down, and slowly add 27g of 2,4-dinitro-6-bromoaniline at 25°C for about 2 hours After the addition is complete and the temperature is maintained for 4 hours, the end point is checked. After the end point is reached, the obtained diazonium salt so...

Embodiment 2

[0082] (1) Add 140ml of water, 19.7g of m-acetamidoaniline, 23.7g of chloropropene, 0.3g of hydroquinone and 5.5g of magnesium oxide into the autoclave. After the addition, close the equipment, start magnetic stirring, and evenly heat up to 85°C , keep for 15 hours, the pressure is 0.5MPa, after the end point, cool down to about 75°C, adjust the pH=6.5, then slowly cool down to 20°C, filter, and recover the mother liquor water. After the filter cake was washed with water and dried, 26.9g of compound IIb of the structural formula (IIb) was obtained,

[0083] (IIb).

[0084] (2) Put 17.1g of 50% sulfuric acid and 33g of 40% nitrosylsulfuric acid into a 100ml three-neck flask, stir to cool down, and slowly add 25g of 2,4-dinitro-6-bromoaniline at 30°C for about 2 hours After the addition is complete and the temperature is maintained for 5 hours, the end point is checked. After the end point is reached, the diazonium salt liquid sulfamic acid is obtained and left to stan...

Embodiment 3

[0091] (1) Add 120ml of water, 19.5g of 2-amino-4-acetamidoanisole, 9.2g of chloropropene, 0.2g of hydroquinone and 2.5g of magnesium oxide into the autoclave, seal the equipment after adding, and start the magnetic force Stir, evenly raise the temperature to 80°C, keep it for 15 hours, the pressure is 0.25MPa, after the end point, adjust the pH=9, then slowly cool down to below 30°C, filter, and recover the mother liquor water. The filter cake was washed with water and dried to obtain 22 g of 2-(N-allyl)amino-4-acetamidoanisole.

[0092] Add 7.8g of acrylocyanide, 22g of 2-(N-allyl)amino-4-acetamidoanisole, 3.8g of magnesium hydroxide, 0.2g of hydroquinone, and 0.7g of sodium bromide into the autoclave, and start Stir, evenly raise the temperature to 100°C and keep it for 10h, then slowly cool down to 15°C, filter, wash the filter cake with water, and dry to obtain 25g of compound IIc with the structural formula (IIc),

[0093] (IIc).

[0094] (2) Put 18g of 98% su...

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PUM

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Abstract

The invention relates to the technical field of disperse dyes and provides a monoazo compound as well as a preparation method and application thereof for the purposes of solving the problems that dyeing is carried out on fabrics such as terylene and superfine fiber so as to obtain very deep color and excellent washing resistance fastness and sublimation resistance fastness. The monoazo compound has a general formula (I). When the monoazo compound is dyed on fabrics such as terylene and superfine fiber, the obtained fabrics have very deep color, excellent washing resistance fastness and sublimation resistance fastness, friction resistance color fastness and light fastness and good color fixation rate in dip dyeing. The monoazo compound provided by the invention is also suitable for compounding of mixed tones with other disperse dyes.

Description

technical field [0001] The invention relates to the technical field of disperse dyes, in particular to a monoazo compound and its preparation method and application. Background technique [0002] There are many varieties of azo-type disperse dyes with 2,4-dinitro-6-cyanoaniline as the coupling component of diazo and aniline as the main structure, and are widely used in the dyeing of hydrophobic fiber materials, such as C.I.Disperse Blue 165:1. However, when this structural dye and other disperse dyes are printing and dyeing polyester and superfine fibers, it is difficult to obtain deep colors, and the use of dyes must be greatly increased to achieve the desired effect, which makes the washing fastness of the dyes very poor. Therefore, there is a need for a new dye with high depth and high wash fastness. Chinese patent CN200710068063.0 provides a monoazo compound, a preparation method and its application, but in view of the increasing market demand for this new dye, it is n...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/65C07C253/14C09B43/40C09B67/38C09B67/22D06P1/18D06P3/54
Inventor 孙岩峰徐黎灿简卫陈美芬
Owner HANGZHOU JIHUA JIANGDONG CHEMICAL CO LTD
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