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Method for manufacturing yellow disperse dyes

A manufacturing method and technology of disperse dyes, which can be used in dyeing, textiles, papermaking, ketones, etc., can solve expensive and uneconomical problems, and achieve the effect of industrial production and excellent light fastness

Inactive Publication Date: 2012-12-05
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, Patent Document 2 describes a method of producing 5-chloro-2-nitroaniline, but 5-chloro-2-nitroaniline as a raw material is relatively expensive and requires a step of introducing a methoxy group, so Uneconomical

Method used

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  • Method for manufacturing yellow disperse dyes
  • Method for manufacturing yellow disperse dyes
  • Method for manufacturing yellow disperse dyes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Add 50 parts of 4-methoxy-2-nitroaniline to 131 parts of acetic acid at room temperature while stirring, and add 36 parts of acetic anhydride dropwise while stirring. After heating to 35°C, stir at 35~40°C 1 hour. After the reaction, 400 parts of water was added while stirring for crystallization. The crystals were filtered, washed with water, and dried to obtain 57.5 parts of A body (R is an acetyl group). Next, 61.1 parts of iron powder and 8.2 parts of acetic acid were added to 56.6 parts of dimethylformamide and 60 parts of water, heated to 85°C, and stirred at 85 to 90°C for 1 hour. All the obtained body A was dissolved in 169.9 parts of dimethylformamide, and then the solution was added dropwise over 1 hour and reacted at 85 to 90°C for 30 minutes. After the reaction, the iron powder was filtered out immediately, and the remaining reaction liquid was washed out from the iron powder with 56.6 parts of dimethylformamide. The obtained reaction solution containing B...

Embodiment 2

[0071] Add 34 parts of 4-methoxy-2-nitroaniline to 100 parts of acetic acid at room temperature while stirring. Add 30 parts of acetic anhydride dropwise with stirring at 0-40℃, and stir at 20-40℃ for 1 hour. After the reaction, 500 parts of water was added while stirring for crystallization. The crystal was filtered, washed with water, and dried to obtain 38.6 parts of A body (R is an acetyl group). Next, 16 parts of iron powder and 2.8 parts of acetic acid were added to 111 parts of isopropanol and 40 parts of water, heated to 85°C, and stirred at 85 to 90°C for 1 hour. Using 100 parts of isopropanol, 20 parts of the obtained body A was made into a slurry, and then the slurry was dropped over 1 hour, and reacted at 85 to 90°C for 30 minutes. After the reaction, the iron powder was filtered out immediately, and the remaining reaction liquid was washed out from the iron powder with 50 parts of isopropanol. The obtained reaction solution containing B body (R is an acetyl grou...

Embodiment 3

[0073] To 103 parts of the solution (approximately 300 parts) obtained by combining the B-body (R is an acetyl group)-containing reaction solution and the washing liquid obtained in the same manner as in Example 2, 5.2 parts of piperidine and 7.1 parts were added while stirring. 1,8-Naphthalenedicarboxylic acid anhydride, and it took 1 hour to heat to 83°C. After reacting at 81~83°C for 12 hours, it was naturally cooled to 35°C. Then, 500 parts of water was added while stirring for crystallization. The crystals were filtered and washed with water to obtain 35.3 parts of a wet cake of body C (R is an acetyl group). Next, 6.8 parts of the obtained C body was added to 49 parts of isopropanol while stirring, and 49 parts of water and 19.6 parts of 35% hydrochloric acid were added, and the mixture was heated to 82°C. React under reflux at 82°C for 10 hours, and cool to room temperature naturally. Add about 45 parts of 25% sodium hydroxide aqueous solution, adjust the pH to 8-9, a...

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Abstract

The invention provides a method for manufacturing yellow disperse dyes having excellent fastness to light, which is lowcost, simple and convenient, and can realize industrial production. The method for manufacturing yellow disperse dyes is used for manufacturing yellow disperse dyes containing more than 70 mass / % of a compound represented by the following Formula (2) and less than 30 mass% of a compound represented by the following Formula (3). The manufacturing method is characterized in that the nitryl of the compound represented by the following Formula (1) [in the formula, R represents an amino] is reduced into an amino group, and the amino group is reacted with 1,8-naphthalenedicarboxylic acid anhydride, then, the protecting group R of the amino is deprotected and forms a ring.

Description

Technical field [0001] The present invention relates to a method for producing yellow disperse dyes. More specifically, the present invention relates to a simple method for producing a yellow disperse dye excellent in light fastness. Background technique [0002] In recent years, due to its excellent heat resistance and light resistance, the use of polyester fiber materials as interior materials for automobiles is increasing, and disperse dyes as their colorants have begun to require more excellent light fastness. In automotive interior applications as automotive seats, polyester fiber materials are glued to heat-resistant polyurethane foam. Therefore, it is not uncommon for seats to reach a high temperature of 80°C or higher. The harsher conditions are dyes with excellent light fastness at high temperature. The usual light fastness evaluation test is performed at a temperature of 63±3°C specified in JIS L0842, but for automotive interior applications, it is required to be able...

Claims

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Application Information

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IPC IPC(8): C09B57/12D06P1/16D06P3/54
Inventor 岸直人新井秀洋
Owner NIPPON KAYAKU CO LTD
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