Diazo dye and its black ink composition

A disazo and composition technology, applied in the field of disazo water-soluble dye compounds, can solve the problem that raw materials are harmful to the body, cannot provide ozone resistance, light fastness, printing quality, light fastness and water fastness are not good, etc. question

Active Publication Date: 2014-03-05
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 figure 1 Shown. The preparation process of the compound of formula (II) is as follows figure 2 Shown.

[0062] Preparation of compound of formula (I)

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

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

Embodiment 1

[0080] 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 of 93%) were dissolved with water, and the amount of water used was to completely dissolve the solid powder of p-nitroaniline o-sulfonic acid. Then, add it to 5.8mL concentrated hydrochloric acid aqueous solution, ice water bath, control the temperature at 2℃, 1.39 parts NaNO 2 After dissolving in water, slowly add dropwise to the above solution (the amount of water is only NaNO 2 Completely dissolve). After the dropwise addition is completed, maintain the temperature at 4° C. to carry out the diazotization reaction for 3 hours. After the reaction is completed, sulfamic acid is added, and the remaining nitrous acid is removed by reacting sulfamic acid with nitrous acid.

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

Embodiment 2

[0088] 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: 93%) were dissolved in water (the amount of water was only to completely dissolve the compound), and then added to 2.9 mL of concentrated hydrochloric acid aqueous solution, ice-water bath, control Temperature at 2℃, 0.69 parts NaNO 2 Dissolve in water (the amount of water only dissolves the compound completely) and then slowly add dropwise to the above solution. After the dropwise addition is completed, maintain the temperature at 4°C for diazotization reaction for 3 hours. After the reaction, add sulfamic acid and pass the amino acid. The sulfonic acid reacts with nitrous acid to remove the remaining nitrous acid.

[0091] Dissolve 4.0 parts of 1-amino-8-naphthol-3,6-disulfonic acid (purity 92%) with water (the amount of water only dissolves the compound completely), add it to the above diazonium solution, and carry ou...

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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 type of water-soluble diazo dye compound with improved application characteristics, excellent comprehensive performance, and low synthesis cost and its use, and especially relates to excellent light resistance, gas resistance (ozone resistance), water resistance, etc. The bisazo dye, and its black dye and black ink composition. Background technique [0002] In recent years, with the popularity of computers, inkjet printers have become more and 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 manufacturability, operability, safety, and odor. For water-based inks for inkjet printing, the coloring materials are required to have high solubility in water and organic solvents, high printing color density, good color tone, non-toxic, low-cost and easy to obtain, and the prepared w...

Claims

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Application Information

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