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Azo compound or salts thereof

A technology of azo compound and sulfamoyl group, applied in azo dyes, disazo dyes, monoazo dyes, etc.

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

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Problems solved by technology

However, in these patent documents, only the hue of the pigment is disclosed, and there is no record of any other pigment 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

[0061] After adding 400 parts of water to 40.0 parts of p-aminobenzenesulfonic acid represented by formula (a-1), pH was adjusted to 7-8 with 30% sodium hydroxide aqueous solution under ice-cooling. The following operations were carried out under ice cooling. Add 19.1 parts of sodium nitrite and stir for 30 minutes. 72.2 parts of 35% hydrochloric acid were added a little at a time to form a brown solution and stirred for 2 hours. Dissolve 4.4 parts of sulfamic acid in 30 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.

[0062]

[0063] After adding 800 parts of water to 54.4 parts of 1-ethyl-3-carbamoyl-4-methyl-6-hydroxypyridin-2-one represented by formula (c-1), use 30% sodium hydroxide to The aqueous solution adjusts the pH to 8-9.

[0064]

[0065] The following operations were carried out under ice cooling. After stirring the above pyridone aqueous solutio...

Embodiment 2

[0072] Put 5 parts of azo compound (I-2), 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 3-isopropoxypropylamine 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 of acet...

Embodiment 3

[0080] Find the oil solubility (solubility in propylene glycol monomethyl ether) of the azo compound (I-2) with the sulfo group and the azo compound (I-17) with the N-substituted sulfamoyl group according to the following method: 1 g of azo compound and 9 g of propylene glycol monomethyl ether were charged into a shaped bottle, and after stirring for a whole day and night, the remaining solid components were removed by filtration (if the azo compound was completely dissolved, the concentration of the filtrate was 10% by mass). The absorption spectrum of the filtrate obtained above was measured in the same manner as in Example 1 except that 3.5 g of the filtrate was used, and the absorbance (Int(a)) at λmax of each azo compound was determined. Moreover, the absorbance (Int(r)) at λmax of each azo compound was calculated|required similarly to Example 1 using 0.35 g of each azo compound. Then, the solubility of each azo compound was calculated from the following formula: solubili...

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Abstract

The present invention provides novel azocompound which represents high color concentration and is represented by a formula (I) or a salt thereof. In the formula (I), 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> represent hydrogen atom or aliphatic saturated hydrocarbon group. R<3> and R<4> are independent respectively, and represent hydrogen atom, aliphatic saturated hydrocarbon group, aryl, aralkyl or acyl.

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 (for example, fiber materials, liquid crystal display devices, etc.) to use reflected light or transmitted light to develop color, such as known azo compounds with pyridone rings (patent Documents 1 and 2, etc.). More specifically, Patent Documents 1 and 2 disclose dyes in which a phenyl group and a pyridone ring are linked via an azo group. However, these patent documents only disclose the hue of the pigment, and there is no description of any other characteristics of the pigment. [0003] Patent Document 1: US Patent No. 3979378 [0004] Patent Document 2: British Patent Application Publication No. 1452322 Contents of the invention [0005] In recent years, users have increasingly strict requirements on the color density and hue of dyed products. In part...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/60C09B33/12
CPCC07D211/86C07D213/64C07D213/72C09B29/3626
Inventor 藤田拓麻
Owner SUMITOMO CHEM CO LTD
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