Black bisazo sulfonic acid compound, and salt, preparation method and application thereof

A bisazosulfonic acid and compound technology, applied in the field of H-acid black polysulfonic acid compound or its salt or its mixture, black and red colorants, can solve the problems of inability and ink instability, and improve ozone resistance Performance, ozone fastness, and the effect of increased flexibility

Inactive Publication Date: 2012-12-05
SPECIAL CHEM CO LTD DALIAN FIRSTAR
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] But they are active and contain -SO 2 CH 2 CH 2 OSO 3 H active group, the dye ink solution will gradually hydro

Method used

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  • Black bisazo sulfonic acid compound, and salt, preparation method and application thereof
  • Black bisazo sulfonic acid compound, and salt, preparation method and application thereof
  • Black bisazo sulfonic acid compound, and salt, preparation method and application thereof

Examples

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preparation example Construction

[0055] The preparation of the ink composition of the present invention is to dissolve the black disazosulfonic acid compound or its salt, or its mixture, in water or the water-soluble organic solvent described in the present invention, and make it Made by dissolving together with the ink additives mentioned above.

[0056] In the above production method, there is no particular limitation on the order in which the components are dissolved. The dye may be dissolved in water or the water-soluble organic solvent in advance, and the ink control agent may be added to dissolve the dye, or an aqueous solvent or an ink preparation agent may be added after dissolving the dye in water. The order may be different from this. Furthermore, an ink composition may be produced by adding a water-soluble organic solvent and an ink additive to a solution obtained by desalting a reaction liquid containing the dye or a solution containing the pigment by reverse osmosis membrane. When preparing the...

Embodiment 1

[0066] 36.5 parts of 2-amino-5-(2-sulfonic acid oxyethylsulfone) benzenesulfonic acid (commonly known as sulfonated para-ester), dissolved in 200 grams of water under stirring, added 37.5 parts of 30% hydrochloric acid, added 50 parts of ice , cooled to 0--5°C, added dropwise 50 parts of aqueous solution containing 7 parts of sodium nitrite under stirring, maintained the reaction temperature at about 0-5°C, stirred for 1 hour, added 3 parts of urea, and filtered after stirring for 0.5 hours to obtain Clear diazotization solution.

[0067] Dissolve 18 parts of 4-amino-5-hydroxy-naphthalene-2,7-disulfonic acid (commonly known as H-acid) in 100 parts of water, add 50 parts of ice cubes, stir, and drop about 60% diazotization solution , maintain the temperature at 5-10°C, stir for 2-3 hours, adjust the pH to 3 with 10% aqueous sodium hydroxide solution, and continue the reaction for 2 hours to obtain a red solution. Then adjust the pH to 9-10 with 10% sodium hydroxide aqueous sol...

Embodiment 2

[0072] Weigh 11.6 parts of the dye Dye I-0 obtained from Example 1, dissolve it in 100 parts of water, add 1.5 parts of ethanolamine, adjust the pH at 9.5-10.5 with 20% sodium hydroxide, stir and heat up to 50-60 ° C, during the reaction NaOH was added dropwise to maintain the pH until the pH was constant. The reaction solution was cooled. Use a high-pressure reverse osmosis membrane system to remove inorganic salts in the system, after concentration, add the same volume of methanol, the black precipitate precipitates, filters, and dries to obtain 10 parts of black dye Dye I-1, its mass spectrum (EI-MS) m / z (-) is: 246.3([ M -4Na] 4- / 4);336.0([ M -3Na] 3- / 3),328.7([ M -4Na+H] 3- / 3); 515.5([ M -2Na] 2- / 2),504.5([ M -3Na+H] 2- / 2),493.5([ M -4Na+2H] 2- / 2). The most abundant and accurate molecular mass of dye Dye I-1 M is 1077.0.

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Abstract

The invention provides a black bisazo sulfonic acid compound, salt of the compound, a preparation method and an application of the compound. The compound has the structure represented by the general formula I, in the formula I, each of R1-R4 is independently selected from H or -(CH2)nX, wherein X is H, OH, CO2H or SO3H, n is an integer from 1 to 12. The dye compound of mixture of the dye compound provided by the invention has high dissolubility in water and high long-term stability, and is especially beneficial to the blackness needed by the ink-jet printing; and the image printed by the ink-jet printing ink confected by the dye compound has excellent fastness of light resistance, moisture resistance and ozone resistance.

Description

technical field [0001] The invention relates to a class of ozone-resistant black disazosulfonic acid compound dyes and a preparation method and application thereof. In particular, it relates to an H-acid-containing black polysulfonic acid compound or its salt or its mixture, and its use as a black-red colorant. Background technique [0002] Traditional ink preparation: dissolve water-soluble dyes in water-based media, add water-soluble organic solvents that can prevent the nib from being blocked by ink, and make ink for pens and brushes. [0003] Different from traditional inks, inkjet inks require high-density printing images, no clogging nozzles, good drying on recording materials, less penetration, and storage stability. Especially, the images formed by inkjet inks must have Water resistance, light resistance, moisture resistance, ozone resistance. [0004] In recent years, with the widespread use of digital cameras, opportunities to print photos at home have increased....

Claims

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Application Information

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IPC IPC(8): C09B43/40C09D11/02C09D11/328
Inventor 彭艺
Owner SPECIAL CHEM CO LTD DALIAN FIRSTAR
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