Azo compound or salts thereof

An azo compound, sulfamoyl technology, applied in disazo dyes, organic chemistry, etc.

Inactive Publication Date: 2009-01-07
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this patent document 1 discloses only λmax for the color characteristics of the dye, and does not describe any other characteristics.

Method used

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  • Azo compound or salts thereof
  • Azo compound or salts thereof
  • Azo compound or salts thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] After adding 120 parts of water and 120 parts of N-methylpyrrolidone to 20 parts of 4'-aminoazobenzene-4-sulfonic acid represented by formula (a-1), adjust the pH with 30% aqueous sodium hydroxide solution under ice-cooling 7 to 8. The following operations were carried out under ice cooling. Add 9.2 parts of sodium nitrite and stir for 30 minutes. 48.7 parts of 35% hydrochloric acid was added a little at a time to form a brown solution and stirred for 2 hours. Dissolve 6.3 parts of sulfamic acid in 40 parts of water to form an aqueous solution, add the aqueous solution into the reaction solution, and stir to obtain a suspension containing diazonium salt.

[0071]

[0072] After adding 300 parts of water to 12.5 parts of N,N'-dimethylbarbituric acid represented by the formula (c-1), the pH was adjusted to 8-9 with a 30% aqueous sodium hydroxide solution.

[0073]

[0074] Under ice-cooling, stir the above-mentioned barbituric acid-base aqueous solution to form a...

Embodiment 2

[0088] Put 5 parts of azo compound (I-1), 50 parts of chloroform, and 2.1 parts of N,N-dimethylformamide into a flask equipped with a condenser tube and a stirring device, and keep the temperature below 20°C while stirring Add 6 parts of thionyl chloride dropwise. After completion of the dropwise addition, the temperature was raised to 50°C, the same temperature was maintained for 5 hours to allow the reaction to proceed, and then cooled to 20°C. A mixed solution of 4 parts of 1,1,3,3-tetramethylbutylamine and 14 parts of triethylamine was added dropwise while maintaining the temperature of the cooled reaction solution at 20° C. or lower while stirring. Then, stirring was carried out at the same temperature for 5 hours to allow the reaction to proceed. Next, the solvent in the obtained reaction mixture was evaporated with a rotary evaporator, and then a small amount of methanol was added, followed by vigorous stirring. This mixture was added to a liquid mixture of 29 parts o...

Embodiment 3

[0097] After adding 72 parts of water and 72 parts of N-methylpyrrolidone to 12 parts of 4'-aminoazobenzene-4-sulfonic acid represented by formula (a-1), adjust the pH to 7 with 30% aqueous sodium hydroxide solution ~8. The following operations were carried out under ice cooling. Add 5.5 parts of sodium nitrite and stir for 30 minutes. 29.2 parts of 35% hydrochloric acid were added a little at a time to form a brown solution and stirred for 2 hours. Dissolve 3.8 parts of sulfamic acid in 37.7 parts of water to form an aqueous solution, add the aqueous solution to the reaction solution, and stir to obtain a suspension containing diazonium salt.

[0098] After adding 68.9 parts of water to 6.9 parts of N,N'-diisopropylbarbituric acid represented by the formula (c-2), the pH was adjusted to 8-9 with a 30% aqueous sodium hydroxide solution.

[0099]

[0100] Under ice-cooling, stir the above-mentioned alkali aqueous solution of barbituric acid to form a colorless solution, a...

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Abstract

The present invention provides a novel azocompound which represents high color concentration and is represented by a formula (I) or a salt thereof. In the formula (I), Z represents O or S. A represents a phenyl group which is provided with at least one group selected from carboxy group, sulfo group, sulfamoyl and N-substituted sulfamoyl, or a naphthyl group which is provided with at least one group selected from sulfo group, sulfamoyl and N-substituted sulfamoyl. R<1> and R<2> are independent respectively, and represent hydrogen atom, aliphatic saturated group, alkoxy, aryl, aralkyl or acyl. R<3> to R<6> are independent respectively, and represent hydrogen atom, halogen atom, aliphatic saturated hydrocarbon, alkoxy, carboxyl group, sulfo group, sulfamoyl or N-substituted sulfamoyl.

Description

technical field [0001] The present invention relates to an azo compound or a salt thereof which can be used as a pigment. Background technique [0002] Pigments such as azo compounds have been used in various fields (such as fiber materials, liquid crystal display devices, etc.) to develop color by reflected light or transmitted light. (Patent Document 1, etc.). More specifically, Patent Document 1 discloses a dye in which two benzenesulfonic acids and one barbituric acid are linked by two azo groups. However, Patent Document 1 discloses only λmax for the color characteristics of the dye, and does not describe any other characteristics. [0003] Patent Document 1: European Patent Application Publication No. 0163113 Contents of the invention [0004] In recent years, users have increasingly strict requirements on the color density and hue of dyed products, and especially hope to develop new azo compounds or their salts with excellent concentration. Accordingly, an objec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/60C09B33/12
CPCC07D239/40C07D239/62C09B35/04
Inventor 藤田拓麻
Owner SUMITOMO CHEM CO LTD
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