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Sulfonamide blue disperse dye and preparation method thereof

A technology of disperse dyes and sulfonamides, applied in organic dyes, azo dyes, chemical instruments and methods, etc., can solve the problems of van der Waals force and hydrogen bond force, high dye uptake rate, poor color fastness, etc., and achieve affinity Excellent adjustability, improved affinity, improved oxidation resistance and thermal stability

Active Publication Date: 2018-11-30
浙江理工大学上虞工业技术研究院有限公司 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The van der Waals force and hydrogen bond are strong, the dye has a high affinity on the fiber, the color fastness is good, and the dye uptake rate is high; on the contrary, the color fastness is poor and the dye uptake rate is low

Method used

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  • Sulfonamide blue disperse dye and preparation method thereof
  • Sulfonamide blue disperse dye and preparation method thereof
  • Sulfonamide blue disperse dye and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1, a kind of preparation method of sulfonamide blue disperse dye, carries out following steps successively:

[0029] 1) In a three-neck flask equipped with a stirrer and a thermometer, first add 0.01mol of Indigoidine dye and 10mL of DMF, heat to 60°C to dissolve, and set aside;

[0030] 2) Add a mixed solution of 0.02mol benzenesulfonyl chloride and 30ml DMF to the dye solution, then add 0.04mol potassium carbonate as an acid-binding agent, and react for 6hr at room temperature;

[0031] 3), after the completion of the reaction, steam the DMF solvent at 90°C under reduced pressure (pressure of -0.09MPa) to obtain a residue; the residue is pickled successively (with a concentration of 5% aqueous hydrochloric acid for pickling, each Amount of 50ml, a total of 3 times of acid washing), washing (each consumption is 50ml, a total of 3 times of water washing) and drying (dried to constant weight at 50 ℃), to obtain sulfonamide blue disperse dye.

[0032] The stru...

Embodiment 2

[0036] Embodiment 2, a kind of preparation method of sulfonamide blue disperse dye, carry out following steps successively:

[0037] 1) In a three-neck flask equipped with a stirrer and a thermometer, first add 0.01mol of Indigoidine dye and 10mL of DMF, heat to 60°C to dissolve, and set aside;

[0038] 2) Add a mixed solution of 0.02mol p-toluenesulfonyl chloride and 30ml DMF to the above dye solution, then add 0.04mol potassium carbonate as an acid-binding agent, and react at room temperature for 0.5hr;

[0039] 3) After the reaction, the DMF solvent was evaporated under reduced pressure at 90° C. to obtain a residue; the residue was sequentially acid-washed, washed with water and dried to obtain a sulfonamide blue disperse dye.

[0040] The structural formula of this sulfonamide blue disperse dye is as follows:

[0041]

[0042] That is, with respect to the general structural formula above, in the formula: R is CH 3 , located at the para-position of the sulfone group. ...

Embodiment 3

[0044] Embodiment 3, a kind of preparation method of sulfonamide blue disperse dye, carry out following steps successively:

[0045]1) In a three-neck flask equipped with a stirrer and a thermometer, first add 0.01mol of Indigoidine dye and 10mL of DMF, heat to 60°C to dissolve, and set aside;

[0046] 2) Add a mixed solution of 0.02mol m-toluenesulfonyl chloride and 30ml DMF to the above dye solution, then add 0.04mol potassium carbonate as an acid-binding agent, and react at room temperature for 0.5hr;

[0047] 3) After the reaction, the DMF solvent was evaporated under reduced pressure at 90° C. to obtain a residue; the residue was sequentially acid-washed, washed with water and dried to obtain a sulfonamide blue disperse dye.

[0048] The structural formula of this sulfonamide blue disperse dye is as follows:

[0049]

[0050] That is, with respect to the general structural formula above, in the formula: R is CH 3 , at the meta-position of the sulfone group.

[0051]...

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Abstract

The invention discloses a sulfonamide blue disperse dye. The structural general formula of the sulfonamide blue disperse dye is shown in the description; and R in the structural general formula is H,CnH2n+1, OCnH2n+1, Cl, Br or NO2, wherein n is any integer from 1 to 12. The invention also discloses a preparation method of the sulfonamide blue disperse dye. The preparation method comprises the following steps: reacting an Indigoidine dye with benzenesulfonyl chloride (or a derivative thereof) in a solvent under the action of potassium carbonate used as an acid binding agent; and carrying outreduced pressure distillation on the obtained reaction product to remove the solvent, and sequentially carrying out pickling, water washing and drying on the obtained residue to obtain the sulfonamideblue disperse dye. The dye obtained in the invention has a certain solubility in water, so high-efficiency dyeing of polyester can be realized in the water system, and the oxidation resistance and the heat resistance of the dye are improved, thereby the color fastness on polyester fibers is improved.

Description

technical field [0001] The invention relates to a sulfonamide blue disperse dye and a preparation method thereof. Background technique [0002] In 2015, a group of researchers led by Dr. Jixun Zhan of Utah State University in the United States used E. coli to produce an indigo dye called Indigoidine, and achieved mass production. Indigoidine dye has a pure blue hue and can be used as a coloring agent in food, beverages or cosmetics after further purification. The blue natural dye has attracted more and more attention in the textile industry due to its non-toxic, harmless and non-polluting characteristics. However, there are two primary amine groups in the dye structure, and its oxidation resistance and heat resistance are poor, and it will quickly lose its blue color and turn into a brown substance under boiling conditions. In addition, Indigoidine has poor solubility in solvents, and only has small solubility in DMF and DMSO, so it is difficult to achieve dyeing in aqueou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B57/00C09B67/38
CPCC09B57/00C09B67/008
Inventor 崔志华王星
Owner 浙江理工大学上虞工业技术研究院有限公司