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Black bisazo thioether sulfoacid compound or black bisazo thioether sulfoacid compound salts, and preparation method and application thereof

A technology of bisazo sulfide and sulfonic acid compounds, which is applied in the preparation of sulfides, the preparation of azo dyes, chemical instruments and methods, etc. The effect of ozone fastness and stability improvement

Inactive Publication Date: 2013-12-25
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 hydrolyze during storage, causing the pH to drop and the ink to be unstable, so it cannot be used as an inkjet printing ink dye

Method used

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  • Black bisazo thioether sulfoacid compound or black bisazo thioether sulfoacid compound salts, and preparation method and application thereof
  • Black bisazo thioether sulfoacid compound or black bisazo thioether sulfoacid compound salts, and preparation method and application thereof
  • Black bisazo thioether sulfoacid compound or black bisazo thioether sulfoacid compound salts, and preparation method and application thereof

Examples

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preparation example Construction

[0059] The ink composition of the present invention is prepared by dissolving the black bis-azosulfide sulfonic acid compound or its salt, or its mixture, in water or the water-soluble organic solvent as required, and It is prepared by dissolving it together with the above-mentioned ink additives and the like.

[0060] 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 ink...

Embodiment 1

[0070] 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 -10--5°C, added dropwise 50 parts of aqueous solution containing 7 parts of sodium nitrite under stirring, maintained the reaction temperature at about -5°C, stirred for 1 hour, added 3 parts of urea, and filtered after stirring for 0.5 hours to obtain Clear diazotization solution.

[0071] Dissolve 18 parts of 4-amino-5-hydroxy-naphthalene-2,7-disulfonic acid (commonly known as H-acid) in 100 parts of water, adjust the pH to 3-4 with 20% aqueous sodium hydroxide solution, add 50 parts of ice cubes , Under stirring, drop about 60% diazotization solution, keep the temperature below 5°C, and stir for 2-3 hours to obtain a red solution. Then adjust the pH to 9-10 with 20% sodium hydroxide aqueous solution, add the remaining diazo...

Embodiment 2

[0076] Weigh 11.6 parts of the dye Dye I-0 obtained in Example 1, dissolve it in 100 parts of water, add 2 parts of mercaptoethanol, adjust the pH at 9.5-10.5 with 20% sodium hydroxide, stir and heat up to 50-60°C, and react During this period, sodium hydroxide was continuously added dropwise to maintain the pH until the pH was constant. The reaction solution was cooled. Use high-pressure reverse osmosis membrane system to remove the inorganic salt in the system, after concentrating, add the methanol of same volume, black precipitate separates out, filters, and dries, obtains 10 parts of black dye Dye-1, and its mass spectrum (EI-MS) m / z ( -) is: 254.8([ M -4Na] 4- / 4);347.3([ M -3Na] 3- / 3),353.3([ M -4Na+H] 3- / 3); 532.5([ M -2Na] 2- / 2),521.5([ M -3Na+H] 2- / 2),510.5([ M -4Na+2H] 2- / 2). The most abundant and accurate molecular mass of dye Dye-1 M for 1110.9.

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Abstract

Provided are a black bisazo thioether sulfoacid compound or black bisazo thioether sulfoacid compound salts, and a preparation method and application thereof. The compound has a structure of general formula (I). In the formula (I), R1 and R2 are respectively independently selected from -H, -(CH2)nX, benzyl, phenyl and substituent phenyl, wherein X is selected from -H, -OH, -CO2H, -CO2R3 and -SO3H; the substituent phenyl is randomly substituted by -OH, -CO2H, -CO2R3 and -SO3H, and the number of carbon atoms of the substituent phenyl is not over 20; R3 is alkyl of C1-12; and n is an integer selected from 2 to 12. The dissolubility of the dye compound and mixtures of the dye compound in water is high, the stability is good, black ink containing the compound is excellent in saving stability, images printed in the ink are excellent in firmness of resisting ozone and damp and the like, and the compound is black dye suitable for inkjet printing.

Description

technical field [0001] The invention relates to a class of ozone-resistant black bis-azosulfide sulfonic acid compound dyes and its application. In particular, it relates to an H-acid-containing black polysulfonic acid compound or a mixture thereof, and its use as a black 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. When storing the obtained pri...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C323/65C07C323/66C07C319/14C09B43/40C09D11/02C09D11/328
Inventor 王钟民
Owner SPECIAL CHEM CO LTD DALIAN FIRSTAR
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