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Anthraquinone structure carboxylic acid type dye for alginate fiber dyeing and preparation method and dyeing process thereof

A technology of seaweed fiber and structural carboxylic acid is applied in the field of anthraquinone structure carboxylic acid type dye for seaweed fiber dyeing and its preparation method and dyeing process, which can solve the problem of weak bonding between dye and fiber, hindering the development of seaweed fiber and dyeing process. Cumbersome and other problems, to achieve the effect of improving dyeing depth and dyeing rate, improving water solubility and permeability, and simple dyeing liquid configuration

Active Publication Date: 2020-04-17
SHANDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The above methods have made a strong contribution to the dyeing and finishing process of seaweed fiber, but there are still deficiencies in the actual application process.
The molecular weight of available dyes is large, the types are few, the bonding between dyes and fibers is not firm, and the dyeing process is cumbersome, which still hinders the development of seaweed fibers in the field of clothing.

Method used

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  • Anthraquinone structure carboxylic acid type dye for alginate fiber dyeing and preparation method and dyeing process thereof
  • Anthraquinone structure carboxylic acid type dye for alginate fiber dyeing and preparation method and dyeing process thereof
  • Anthraquinone structure carboxylic acid type dye for alginate fiber dyeing and preparation method and dyeing process thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] (1) Synthesis of anthraquinone dye intermediates containing ester groups

[0051] Weigh respectively 2.23g (10mmol) of 2-aminoanthraquinone, 11.1mL (16.7g, 100mmol) of ethyl bromoacetate, 0.10g (0.6mmol) of potassium iodide and 0.142g (1.1mmol) of N,N-diisopropylethylamine ) into a three-neck flask, add 80 mL of acetonitrile, heat and stir, and reflux for 24 hours to obtain a dark brown solution. Acetonitrile is removed by rotary evaporation, then distilled water is added, extracted with dichloromethane several times, the organic phase is taken, and the product is collected by rotary evaporation to obtain Anthraquinone dye intermediates.

[0052] The reaction equation is as follows:

[0053]

[0054] (2) Synthesis of anthraquinone structural carboxylic acid dyes for seaweed fiber dyeing

[0055] Add 80 mL of ethanol and 2.4 g (60 mmol) of NaOH to the ester-containing anthraquinone dye intermediate collected in step (1), and reflux for 18 hours. After the reflux, th...

Embodiment 2

[0065] (1) Synthesis of anthraquinone dye intermediates containing ester groups

[0066] Weigh 2.51g (10mmol) of 2-amino-4,8-dimethylanthraquinone, 8.87mL (13.36g, 80mmol) of ethyl bromoacetate, 0.133g (0.8mmol) of potassium iodide and N,N-diisopropyl Add 0.168g (1.3mmol) of ethyl ethylamine to a three-necked flask, add 60mL of acetonitrile, heat and stir, and reflux for 18 hours to obtain a dark brown solution. Rotate off the acetonitrile, then add distilled water, extract with dichloromethane several times, and take the organic phase , and the product was collected by rotary evaporation to obtain an anthraquinone dye intermediate containing an ester group.

[0067] The reaction equation is as follows:

[0068]

[0069] (2) Synthesis of anthraquinone structural carboxylic acid dyes for seaweed fiber dyeing

[0070] Add 60mL of ethanol and 2.0g (50mmol) of NaOH to the intermediate of anthraquinone dyes containing ester groups collected in step (1), and reflux for 15h. Aft...

Embodiment 3

[0078] (1) Synthesis of anthraquinone dye intermediates containing ester groups

[0079] Weigh 2.23g (10mmol) of 2-aminoanthraquinone, 12.8mL (18.1g, 100mmol) of ethyl 3-bromopropionate, 0.166g (1mmol) of potassium iodide and 0.194g of N,N-diisopropylethylamine ( 1.5mmol) into a three-necked flask, add 100mL of acetonitrile, heat and stir, and reflux for 20h to obtain a dark brown solution. Acetonitrile is removed by rotary evaporation, then distilled water is added, extracted with dichloromethane several times, the organic phase is taken, and the product is collected by rotary evaporation to obtain Anthraquinone dye intermediates containing ester groups.

[0080] The reaction equation is as follows:

[0081]

[0082] (2) Synthesis of anthraquinone structural carboxylic acid dyes for seaweed fiber dyeing

[0083] Add 100mL of ethanol and 2.8g (70mmol) of NaOH to the ester-containing anthraquinone dye intermediate collected in step (1), and reflux for 12h. After the reflux, ...

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Abstract

The invention relates to the technical field of carboxylic acid type dyes, in particular to an anthraquinone structure carboxylic acid type dye for alginate fiber dyeing and a preparation method and adyeing process thereof. According to the anthraquinone structure carboxylic acid type dye, Ca<2+> in alginate fibers and the fibers form complexing bonds, so that the purpose of dyeing the alginate fibers with the carboxylic acid type dye is achieved. The anthraquinone structure carboxylic acid type dye does not have a macromolecular skeleton, is relatively small in molecular weight and simple instructure, and can permeate into fibers more easily; other metal ions for enhancing complexing bonds do not need to be additionally added in the dyeing process, so that the loss of the strength of the alginate fibers can be avoided. The dyed fibers are uniform in color and bright in color, and the requirements of alginate fiber dyeing processing can be completely met. In addition, the dyeing process is simple and convenient, conditions are mild, traditional dyeing equipment is adopted, and the industrialization prospect is wide.

Description

technical field [0001] The invention relates to the technical field of carboxylic acid dyes, in particular to a carboxylic acid dye with anthraquinone structure for dyeing seaweed fiber, its preparation method and dyeing process. Background technique [0002] Seaweed fiber is a new type of biomass fiber, and its raw material comes from brown algae. It is prepared by extracting sodium alginate from natural seaweed and then going through wet spinning technology. This type of fiber not only has the characteristics of moisture absorption, heat preservation, softness and biocompatibility of natural fibers, but also has excellent properties of flame retardancy, antibacterial and electromagnetic shielding. Therefore, it has great application prospects in the field of clothing textiles. [0003] Since its invention in 1944, seaweed fiber has been mainly used in medical fields such as medical dressings, band-aids, bandages, and masks. Because it cannot be deeply dyed, seaweed fiber...

Claims

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Application Information

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IPC IPC(8): C09B1/26D06P3/58C07C227/20C07C229/18
CPCC07C227/02C07C227/20C09B1/26D06P1/40D06P3/58C07C229/18
Inventor 黄昊飞李赵义张琪孟华杰姜兆辉秦浩然肖鹏业李玉超左村村傅忠君
Owner SHANDONG UNIV OF TECH
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