Diazo dye and its black ink composition

A disazo and composition technology, which is applied in the field of diazo water-soluble dye compounds, can solve the problems of not being able to provide ozone resistance, light resistance, printing quality, complex dye synthesis process, unclear deep black, etc.

Active Publication Date: 2012-11-07
ZHUHAI NINESTAR MANAGEMENT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the dye synthesis process is relatively complicated, and some raw materials are harmful to the body
In addition, there are also some black dyes reported in patents that do not achieve ideal results in practical applications. For example, U.S. Patent No. 4,694,302 and U.S. Patent No. 5,062,892 report that when printing with C.I. The water fastness is not good; U.S. Patent US5053495 discloses that the substituent of C.I. Edible Black 2 is converted to improve the water fastness of the dye, but because a small amount of dye molecules penetrate into the aqueous medium or almost no dye molecules penetrate into the aqueous medium , resulting in unsatisfactory light fastness of black ink; China Taiwan Patents TW200628564 and TW1265193, Japanese Patent Laid-Open 7-122044, Japanese Patent Laid-Open 9-255906, Japanese Patent Laid-Open 2003-286421 and Japanese Patent Laid-Open 2003-286422 report, use dye mixture preparation black ink, but still cannot provide products that fully meet market requirements in terms of ozone resistance, light resistance, water resistance, and print quality

Method used

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  • Diazo dye and its black ink composition
  • Diazo dye and its black ink composition
  • Diazo dye and its black ink composition

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0061] The preparation process of formula (I) compound is as follows figure 1 shown. The preparation process of formula (II) compound is as follows figure 2 shown.

[0062] The preparation of formula (I) compound

[0063] First, the diazotization reaction of the compound of structural formula (III) is carried out. image 3 It is the diazotization reaction formula of the compound of structural formula (III).

[0064] The diazotization reaction is carried out together with the compound of the structural formula (III) together with sodium nitrite and concentrated hydrochloric acid under the acidic condition of the ice-water bath temperature of 0-5° C. and pH of 1-2. The molar ratio of the added amounts of the three is: 1:1~1.1:2.5~4, and after 2.5~4 hours of reaction, the diazotization reaction ends. Use starch potassium iodide test paper to judge whether there is residual nitrous acid in the reaction solution. If the test paper turns blue immediately after contact with th...

Embodiment 1

[0080] The preparation of compound (VIII) (M is Na + ):

[0081]

[0082] Under the condition of constant stirring, 4.69 parts of p-nitroaniline o-sulfonic acid (purity: 93%) were dissolved with water, and the amount of water used was only to completely dissolve the p-nitroaniline o-sulfonic acid solid powder. Then, add it into 5.8mL of concentrated hydrochloric acid aqueous solution, ice-water bath, control the temperature at 2°C, 1.39 parts of NaNO 2 After dissolving in water, slowly add it dropwise in the above solution (the amount of water used is only to make NaNO 2 Completely dissolved), after the dropwise addition, maintain the temperature at 4°C, carry out the diazotization reaction for 3 hours, add sulfamic acid after the reaction, and remove the remaining nitrous acid through the reaction of sulfamic acid and nitrous acid.

[0083] Dissolve 4.0 parts of 1-amino-8-naphthol-3,6-disulfonic acid (purity: 92%) in water (the amount of water used is only to completely ...

Embodiment 2

[0088] The preparation of compound (IX) (M is Na + ):

[0089]

[0090] Under the condition of constant stirring, 2.35 parts of p-nitroaniline o-sulfonic acid (purity is 93%) are dissolved in water (the amount of water used is only to completely dissolve the compound), and it is added to 2.9 mL of concentrated hydrochloric acid aqueous solution, ice-water bath, control Temperature at 2°C, 0.69 part NaNO 2 Dissolve in water (the amount of water used is only to completely dissolve the compound) and slowly add it dropwise to the above solution. After the dropwise addition is completed, keep the temperature at 4°C and carry out the diazotization reaction for 3 hours. After the reaction, add sulfamic acid and pass the amino The sulfonic acid reacts with the nitrous acid to remove the remaining nitrous acid.

[0091] Dissolve 4.0 parts of 1-amino-8-naphthol-3,6-disulfonic acid (purity: 92%) in water (the amount of water used is only to completely dissolve the compound), add it ...

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PUM

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Abstract

The invention discloses a diazo dye compound with improved application characteristics, excellent performance and low synthesis cost, a black dye thereof and a black ink composition. The diazo dye compound has a structural formula (I) or (II). In the formula, R1 is -SO3M or -COOM, R2 is -NO2, -H, -SO2CH2CH2Z and the like, Z is selected from -OH, -N(CH2CH2OH)2, -NHCH2CH2OH, -SCH2COOM, -SCH2CH2CH2SO3M, -NHCH2CH2COOM, -NHCH2COOM and the like, and M is positive ion. The black dye and the black ink composition have high light resistance, gas resistance and water resistance, and can be used to print high-quality image prints.

Description

technical field [0001] The present invention relates to a class of diazo water-soluble dye compounds with improved application characteristics, excellent comprehensive performance and low synthesis cost and their uses, especially related to excellent performances such as light fastness, gas resistance (ozone resistance), water resistance, etc. Disazo dyes, black dyes and black ink compositions thereof. Background technique [0002] In recent years, with the popularization of computers, inkjet printers have become more common not only in offices but also in homes. [0003] The inks used in inkjet printing mainly include water-based inks and oil-based inks, among which water-based inks have advantages in terms of preparability, operability, safety and odor. For the water-based ink of ink-jet printing, it is required that its coloring material has high solubility in water and organic solvents, the printing color density is high, the color tone is good, non-toxic and cheap, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B43/00C09B67/22C09D11/02C09D11/328
Inventor 蒋韦李少磊王风
Owner ZHUHAI NINESTAR MANAGEMENT CO LTD
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