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Water-soluble azo compounds or salts thereof, ink compositions and colored products

An azo compound and ink composition technology, applied in the direction of ink, azo dyes, disazo dyes, etc., can solve the problems of nozzle port blockage and ink cost increase, and achieve good light fastness, high color concentration, and solubility. excellent effect

Active Publication Date: 2009-09-09
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Increasing the pigment concentration in the ink will not only increase the cost of the ink, but also increase the possibility of pigment precipitation, which will easily cause problems such as nozzle clogging

Method used

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  • Water-soluble azo compounds or salts thereof, ink compositions and colored products
  • Water-soluble azo compounds or salts thereof, ink compositions and colored products
  • Water-soluble azo compounds or salts thereof, ink compositions and colored products

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0127] 17.3 parts of 3-aminobenzenesulfonic acid was adjusted to pH 6 with sodium hydroxide, and dissolved in 200 parts of water, and then 7.2 parts of sodium nitrite was added thereto. This solution was added dropwise to 300 parts of 5% hydrochloric acid at 0 to 10° C. over 30 minutes, and stirred at 10° C. or lower for 1 hour to perform a diazotization reaction to prepare a diazonium salt.

[0128] On the other hand, 12.3 parts of 2-methoxyaniline was adjusted to pH 5 with sodium hydroxide, and dissolved in 130 parts of water. The obtained solution was treated with 10.4 parts of sodium bisulfite and 8.6 parts of 35% formalin by a conventional method to obtain a methyl-ω-sulfonic acid derivative.

[0129] The obtained methyl-ω-sulfonic acid derivative was added to the previously prepared diazonium salt, and stirred at 0-15° C. and pH 2-4 for 5 hours. After adjusting the obtained reaction solution to pH 11 with sodium hydroxide, it was stirred at 80 to 95° C. for 5 hours whil...

Embodiment 1A

[0140] (A) Preparation of ink

[0141] The azo compound of the present invention obtained in Example 1 above was mixed according to the composition ratio shown in Table 2 to obtain the ink composition of the present invention, and impurities were removed by filtration using a 0.45 μm membrane filter. In addition, ion-exchanged water was used as water, and after adjusting the pH of the ink composition to approximately 9 with an aqueous sodium hydroxide solution, water was added so that the total amount would be 100 parts.

[0142] Table 2A (Composition Ratio of Ink Composition)

[0143] 3.5 parts of azo compounds obtained by embodiment 1

[0144] Glycerin 5.0 parts

[0145] Urea 5.0 parts

[0146] N-methyl-2-pyrrolidone 4.0 parts

[0147] 3.0 parts of isopropanol

[0148] Butyl Carbitol 2.0 parts

[0149] SURFYNOL 104PG50 (trade name) (note) 0.1 part

[0150] Sodium hydroxide + water 77.4 parts

[0151] Total 100.0 parts

[0152] (Note) Acetylene glycol-based nonionic su...

Embodiment 2

[0207] Change 17.3 parts of 3-aminobenzenesulfonic acid of embodiment 1 into 17.3 parts of 4-aminobenzenesulfonic acid, except that, obtain the water-soluble compound of the present invention shown in following formula (8) by the method identical with embodiment 1 Active azo compound (λmax 391nm) 30.0 parts.

[0208]

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Abstract

The invention relates to water-soluble azo compounds represented by the general formula (1) or salts thereof and ink compositions containing the same: (1) (wherein R is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, or sulfo; n is 1 or 2; m is an integer of 1 to 3; x is an integer of 2 to 4; and y is an integer of 1 to 3). The compounds or salts have high-clarity hues favorable to ink-jet recording and can give prints having high fastnesses. Further, the compounds are useful as yellow dyestuff capable of forming ink compositions excellent in storage stability and therefore suitable for ink compositions, particularly those for ink-jet recording.

Description

technical field [0001] The present invention relates to a water-soluble azo compound or a salt thereof, an ink composition containing the compound or a salt thereof, and a colored body colored by the ink composition. Background technique [0002] Among various color recording methods, as for the recording method using an inkjet printer as one of its representative methods, various ink ejection methods have been developed, but each is by generating small ink droplets, using It adheres to various recording materials (paper, film, cloth, etc.) to perform recording. In this method, since the recording head is not in direct contact with the recording material, there is no sound and it is very quiet. In addition, because it has the characteristics of miniaturization, high speed, and easy colorization, it has been rapidly popularized in recent years, and it is also expected in the future. There is a big development. Conventionally, as ink for fountain pens, felt pens, and inkjet ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B33/06B41M5/00B41J2/01C09D11/00C09B33/12C09B43/00C09B43/16C09D11/328
CPCC09D11/322C09B43/16B41M5/0023Y10T428/24802C09B33/06B41M5/00
Inventor 森田陵太郎川井田芳明
Owner NIPPON KAYAKU CO LTD
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