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Monoazo compound and preparation method and application thereof

A compound and monoazo technology, applied in the field of monoazo compounds and their preparation, can solve problems such as the decrease of molecular attraction between dyes and fibers, the decrease of fabric fastness, and the decrease of washing fastness, so as to achieve good practical and economic significance , low emissions and low cost

Pending Publication Date: 2021-02-09
嘉禾宜事达(沈阳)化学有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the current conventional disperse dyes can be dyed, the molecular attraction between the dye and the fiber is greatly reduced, resulting in varying degrees of decline in the fastness of the fabric after dyeing, especially the decline in the fastness to washing.

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] The raw materials used in the examples, formula (4) and formula (3a), can be prepared by well-known processes, and other raw materials are commercially available industrial products suitable for dyes and intermediates.

[0060]

[0061] Add 120G of sulfuric acid and 240G of nitrosylsulfuric acid into the flask, cool down to 0-5°C in an ice bath under stirring, add 120G of compound (4) in 1 hour, and stir at this temperature for 3 hours after the addition. After the reaction was completed, drop the diazonium salt into the mixture of 50ML sulfuric acid, 800G ice water and 160G compound (3a) within 1 hour at 0-5°C, continue to stir for 3 hours, filter, wash with water, A dye of the formula is obtained,

[0062]

[0063] The dye is used to dye polyester in bright red light blue. λmax (nm) = 594nm

Embodiment 2

[0065] Add 120G of sulfuric acid and 240G of nitrosylsulfuric acid into the flask, cool down to 0-5°C in an ice bath under stirring, add 120G of compound (4) in 1 hour, and stir at this temperature for 3 hours after the addition. After the reaction was completed, the diazonium salt was dropped into a mixture of 50ML sulfuric acid, 800G ice water and 182G of compound (3b) within 1 hour at 0-5°C,

[0066]

[0067] Continue to stir for 3 hours, filter, wash neutral with water, and obtain the dyestuff of the following formula,

[0068]

[0069] The dye is used to dye polyester in bright red light blue. λmax (nm) = 580nm

Embodiment 3

[0071] Add 120G of sulfuric acid and 240G of nitrosylsulfuric acid into the flask, cool down to 0-5°C in an ice bath under stirring, add 120G of compound (4) in 1 hour, and stir at this temperature for 3 hours after the addition. After the reaction was completed, the diazonium salt was dropped into a mixture of 50ML sulfuric acid, 800G ice water and 198G of compound (3c) within 1 hour at 0-5°C,

[0072]

[0073] Continue to stir for 3 hours, filter, wash neutral with water, and obtain the dyestuff of the following formula,

[0074]

[0075] The dye is used to dye polyester in bright red light blue. λmax (nm) = 585nm

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PUM

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Abstract

The invention relates to a monoazo compound taking thiophene derivatives as a diazo component and a preparation method and application thereof. The monoazo compound is shown as a formula (1), and in the formula (1), R1 is hydrogen, methoxyl, ethyoxyl, propoxy, butoxy, 2-methoxyl ethyl or halogen; R2 and R3 refer to hydrogen, C1-6 straight-chain or branched-chain alkyl or naphthenic chain, alkyl chains refer to inclusion atoms or non-inclusion atoms, allyl, cyanoethyl, benzyl, benzyl ethyl, alpha-methyl benzyl and -R6COOR7, R6 refers to methylene, ethylene and propylene, R7 refers to C1-6 straight-chain or branched-chain alkyl or naphthenic chain, and alkyl chains refer to inclusion atoms or non-inclusion atoms; R4 is hydrogen, methyl, ethyl, hydroxyl, -NHO2S-C1-4 alkyl or substituted alkyl, -NHO-C1-4 alkyl or substituted alkyl, halogen, -NHO2S-C-4 alkyl or substituted alkyl and -NHOC-C1-4 alkyl or substituted alkyl, and C1-4 in the NHO2SC14 alkyl or substituted alkyl is methyl, ethyl,substituted alkyl is 2-methoxy ethyl or chloroethyl; and R5 is a C1-4 alkyl group. The preparation method comprises the following steps: preparing a diazonium salt from a diazonium component in sulfuric acid, and coupling the diazonium salt with a coupling component in acid water to prepare the target compound. The obtained dye is high in color development intensity, bright in color light and goodin application performance.

Description

technical field [0001] The invention relates to the technical field of disperse dyes, in particular to a monoazo compound with thiophene derivatives as a diazo component, a preparation method and application thereof. Background technique [0002] With the development of the textile industry, more and more functional new materials and new designs are applied in the production of textile garments and fabrics, such as the development of functional polyester fabrics, the application of polyester spandex fabrics and new polyester fiber fabrics And the color matching design of clothing and fabrics, especially the growth of sports fabrics and outdoor fabrics, and these clothing and fabrics have higher requirements for the washing fastness of disperse dyes. Although the current conventional disperse dyes can be dyed, the molecular attraction between the dye and the fiber is greatly reduced, resulting in various degrees of decline in the fastness of the dyed fabric, especially the de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/38C09B29/033C09B29/085D06P1/18D06P3/26D06P3/54
CPCC07D333/38C09B29/0059C09B29/0838C09B29/0834D06P1/18D06P3/26D06P3/54
Inventor 李海玉卞真俊沙英华毕宏波张长福
Owner 嘉禾宜事达(沈阳)化学有限公司
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