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Disazo light-fast acid dye containing h-acid structure and preparation method thereof

An acid dye, disazo technology, used in the chemical industry, can solve the problems of poor light fastness, large gap, color cast, etc., and achieve the effect of improving light fastness, high light fastness and excellent performance.

Active Publication Date: 2020-08-18
浙江闰华数码喷印科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Wherein, the disazo-type acid dyes containing H acid structure usually have poor light fastness (for example: the light fastness of C.I. Acid Green 19 is only grade 3, and the light fastness of C.I. Acid Blue 87 is 3-4 C.I. Acid Black 1 has a light fastness of 5), which is far behind yellow pyrazolone-based acid dyes and anthraquinone dyes (usually light fastness of 5 or above), and is used in compounding After long-term exposure to light, it is easy to appear color cast and discoloration due to photofading and discoloration of H-acid structure disazo-type acid dyes

Method used

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  • Disazo light-fast acid dye containing h-acid structure and preparation method thereof
  • Disazo light-fast acid dye containing h-acid structure and preparation method thereof
  • Disazo light-fast acid dye containing h-acid structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1, a kind of preparation method that contains H acid structure disazo type sunfast acid dye (black dye), carries out following steps successively:

[0040] 1), the chlorination reaction of pentamethylpiperidinol:

[0041] Add 17.4mL (0.24mol) of thionyl chloride to a 100mL three-necked flask, and dissolve 10.3g (0.06mol) of 1,2,2,6,6-pentamethylpiperidinol in batches under stirring Slowly (the purpose is to control the temperature not to exceed 60°C) into the above-mentioned three-neck flask, heat up to 80°C, and continue to stir and react for 1.5h. After the reaction is over, transfer the reaction solution to a 250mL beaker, add 100mL of absolute ethanol to the beaker, stir well, and slowly add triethylamine dropwise to it under ice bath conditions until the pH of the solution is adjusted to neutral , add 100mL ether to the beaker, a white precipitate appears in the solution, stir evenly until no new precipitate occurs; filter and wash the filter cake twice...

Embodiment 2

[0049] Embodiment 2, a kind of preparation method that contains H acid structure disazo type sunfast acid dye (blue dye), carries out following steps successively:

[0050] 1), the chlorination reaction of pentamethylpiperidinol: with the step 1) of embodiment 1.

[0051] 2), condensation reaction:

[0052] Weigh 0.02mol NaOH and dissolve it in 30mL deionized water, transfer it to a three-necked flask, add 0.01mol C.I. acid blue 87, stir until completely dissolved, heat up to 46-50°C and react for 2 hours, and the HALS-Cl obtained in step 1) (0.02mol) was added dropwise to the above solution, and after the dropwise addition was completed, the temperature was raised to 91-95°C, and the reaction was continued for 8 hours while stirring.

[0053] After the reaction is completed, solid sodium chloride is added to the reaction product solution until the sodium chloride is saturated, the dye product is precipitated by salt, and the salt-containing dye is obtained by filtration; the...

Embodiment 3

[0057] Embodiment 3, a kind of preparation method that contains H acid structure disazo type sunfast acid dye (green dye), carries out following steps successively:

[0058] 1), the chlorination reaction of pentamethylpiperidinol: with the step 1) of embodiment 1.

[0059] 2), condensation reaction:

[0060] Weigh 0.02mol NaOH and dissolve it in 30mL deionized water, transfer it to a three-necked flask, add 0.01mol C.I. Acid Green 19, stir until completely dissolved, heat up to 46-50°C and react for 2 hours, and the HALS- Cl (0.02mol) was added dropwise to the above solution, and after the dropwise addition was completed, the temperature was raised to 91-95° C., and the reaction was continued for 8 hours while stirring.

[0061] After the reaction is completed, add sodium chloride to the reaction product solution until the sodium chloride is saturated, the dye product is precipitated by salt, and the salt-containing dye is obtained by filtration; the salt in the salt-containi...

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Abstract

The invention belongs to the field of chemical industry, and particularly relates to a sun-proof disazo acid dye with an H acid structure and a preparation method of the sun-proof disazo acid dye. Thepreparation method comprises steps as follows: step 1), pentamethyl-4-piperidinol is subjected to chlorination, and a chlorinated intermediate product HALS-Cl is prepared; step 2), HALS-Cl and a disazo acid dye with the H acid structure are subjected to condensation, and the product, namely, the sun-proof disazo acid dye with the H acid structure is obtained finally. Aiming at solving the problemof low light fastness of the disazo acid dye with the H acid structure, two hindered amine light stabilized fragments are simultaneously introduced to the adjacent positions of an azo bond in the dyestructure, hydroxyl and amino are converted into an ether bond (-O-) and imino (-NH-) respectively, so that the oxidizing reaction of amino (-NH2) or hydroxyl (-OH) is effectively avoided, meanwhile,close-range protection of a disazo bond is realized, and a series of disazo acid dyes with excellent light fastness are developed.

Description

technical field [0001] The invention belongs to the field of chemical industry, and in particular relates to a disazo light-resistant acid dye with an H-acid structure and a preparation method thereof. Background technique [0002] H acid (1-amino-8-naphthol-3,6-disulfonic acid) is an important intermediate for the preparation of reactive, acidic and direct dyes, and can be used to produce more than 130 dye varieties, of which more than 90 are hot-selling varieties . The annual global demand for H acid exceeds 150,000 tons, and the output value exceeds 7 billion yuan. [0003] Acid dye refers to a type of dye that contains acidic groups in the dye molecule and can combine with the amino group in the protein fiber molecule with an ionic bond. Acid dyes have the characteristics of bright colors, good level dyeing, simple dyeing methods, complete color spectrum and low cost. They are mainly used in the dyeing and printing of silk, wool, nylon and other fibers and their blende...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/46C09B43/11C09B43/28D06P1/39D06P1/673D06P1/653D06P3/16
CPCC09B43/11C09B43/28D06P1/39D06P1/6533D06P1/6735D06P3/16
Inventor 崔志华陈小勇孙岩峰杨福良
Owner 浙江闰华数码喷印科技有限公司
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