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Weak acid red bisazo dye and preparation method thereof

A technology of disazo dyes and acid red, which is applied in the direction of azo dyes, sulfonate preparation, dyeing methods, etc., can solve the problems that weak acid red dyes cannot be satisfied, and achieve low cost, good reproducibility, and excellent preparation process simple effect

Active Publication Date: 2021-02-09
金华恒利康化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] Nevertheless, the demand for weak acid red dyes in the market still cannot be satisfied, therefore, it is urgent to provide more weak acid red dyes with excellent properties

Method used

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  • Weak acid red bisazo dye and preparation method thereof
  • Weak acid red bisazo dye and preparation method thereof
  • Weak acid red bisazo dye and preparation method thereof

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preparation example Construction

[0049] The present invention also provides a preparation method of the weak acid red disazo dye, comprising: diazotizing 4,4'-diaminotriphenylmethane compounds, and then performing a coupling reaction to obtain the weak acid red disazo dye .

[0050] In one embodiment, the preparation method of the present invention comprises:

[0051] Step 1: Diazotization of 4,4'-diaminotriphenylmethanes

[0052] The 4,4'-diaminotriphenylmethane compound of formula 1 is diazotized in the presence of sodium nitrite and hydrochloric acid to obtain the diazonium salt of the 4,4'-diaminotriphenylmethane compound of formula 2

[0053]

[0054] Step 2: Coupling

[0055] Under alkaline conditions, the diazonium salt of the 4,4'-diaminotriphenylmethane compound of formula 2 is first coupled with the compound of formula 3, and then coupled with the compound of formula 4 for the second time to obtain a solution of the coupled product

[0056]

[0057] Step 3: Postprocessing

[0058] The solu...

Embodiment 1

[0072] Embodiment 1: Weak acid red disazo dye A

[0073]

[0074] Step 1: Diazotization of 4,4'-diaminotriphenylmethane

[0075] Weigh 13.72g (0.05mol) of 4,4'-diaminotriphenylmethane, add 32ml (0.3mol) of 30% hydrochloric acid and 150ml of water, and stir to dissolve. Add ice to cool to 0°C, add 30% aqueous solution composed of 7g sodium nitrite (0.101mol) quickly and then slowly, react for 60 minutes, control pH=1.0 throughout the reaction process, and obtain 4,4'-diaminotri Benzyl diazonium salt, the test solution is blue with Congo red test paper, and the test solution is blue with starch potassium iodide test paper. After the reaction reaches the end, use sulfamic acid to eliminate excess nitrous acid, and filter to remove insoluble matter for later use.

[0076] Step 2: Coupling

[0077] Add 19.13g of sodium 2-naphthol-6,8-disulfonate (0.055mol) into 100ml of water, add 8g of soda ash to dissolve, and then adjust the pH to 7.5. Add 4,4'-diaminotriphenylmethane diaz...

Embodiment 2

[0083] Example 2: Weak acid red disazo dye E

[0084]

[0085] Step 1: Diazotization of 4,4'-diaminotriphenylmethane

[0086] Weigh 13.72g (0.05mol) of 4,4'-diaminotriphenylmethane, add 32ml (0.3mol) of 30% hydrochloric acid and 150ml of water, and stir to dissolve. Add ice to cool to 0°C, add 30% aqueous solution composed of 7g sodium nitrite (0.101mol) quickly and then slowly, react for 60 minutes, control pH=1.0 throughout the reaction process, and obtain 4,4'-diaminotri Benzyl diazonium salt, the test solution is blue with Congo red test paper, and the test solution is blue with starch potassium iodide test paper. After the reaction reaches the end, use sulfamic acid to eliminate excess nitrous acid, and filter to remove insoluble matter for later use.

[0087] Step 2: Coupling

[0088] Add 19.75g of 2,2-dimethyl-2,3-dihydro-1H-pithidine-5,8-disulfonic acid (0.055mol) into 100ml of water, add 16g of soda ash to dissolve, and then adjust the pH to 7.5. Add 4,4'-diamin...

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Abstract

The invention provides a triphenylmethane weak acid red bisazo dye. The triphenylmethane weak acid red bisazo dye has the advantages of good reproducibility, short dyeing time, no damage to fabrics and the like during dyeing; the solubility is high, the coloring rate is high, and the wet treatment fastness and the light fastness are high. The weak acid red bisazo dye is safe, low in toxicity, simple in preparation process, low in cost, less in three wastes and easy for industrial large-scale preparation, is an environment-friendly dye, and is an upgrading and updating product of common acid dyes.

Description

technical field [0001] The invention relates to the field of fine chemicals, in particular to a weak acid red disazo dye. The invention also relates to a process for the preparation of said dyes. Background technique [0002] Dyes dyed in acidic medium are called acid dyes. Acid dyes are usually sulfonates, a few are carboxylates, soluble in water, bright in color, mainly used for dyeing and printing of wool, leather, silk, nylon, polyamide fibers, etc., and also for food and paper coloring dyeing. According to different chemical structures and dyeing conditions, acid dyes can be divided into strong acid dyes, weak acid dyes and neutral mordant dyes. [0003] Strong acid dyes are the earliest developed acid dyes, which require dyeing in a strong acid dye bath (pH=2-3). Their molecular structure is simple, their relative molecular weight is low, and they can be evenly dyed. However, when dyed with strong acid dyes, the damage to the fabric is greater, and the wet fastness...

Claims

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Application Information

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IPC IPC(8): C09B35/21C09B35/037C07C245/20C07C303/32C07C309/50C07D239/70D06P1/39D06P3/24
CPCC07C245/20C07C303/32C07C309/50C07D239/70C09B35/037C09B35/21D06P1/39D06P3/241
Inventor 楼益义吴平金发根
Owner 金华恒利康化工有限公司
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