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Polylactic acid fiber dyeing azo structured lactate type disperse dye and preparation method and dyeing process thereof

A technology of polylactic acid fibers and disperse dyes, applied in dyeing, textiles and papermaking, etc., can solve the problems of poor sublimation fastness, low dye uptake rate, poor color fastness, etc., and achieve good fastness performance and dye uptake rate High, high dye uptake effect

Active Publication Date: 2019-03-08
SHANDONG UNIV OF TECH
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  • Abstract
  • Description
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AI Technical Summary

Problems solved by technology

Liu Kai et al. (Liu Kai. Synthesis and application of carboxylate-type disperse dyes containing pyrazolone structure [D]. Zhejiang Sci-tech University, 2011) based on the principle of high affinity between dyes with similar molecular structures and fibers, designed And synthesized six carboxylate-type disperse dyes, of which five carboxylate-type disperse dyes are more suitable for the dyeing of polylactic acid fiber, the dyeing rate reaches more than 70%, but its sublimation fastness is poor
[0010] So far, in the research on the dyeing of polylactic acid fibers, there are still problems such as low dye uptake and poor color fastness. Special dyes for dyeing effects have become an urgent problem in the dyeing industry

Method used

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  • Polylactic acid fiber dyeing azo structured lactate type disperse dye and preparation method and dyeing process thereof
  • Polylactic acid fiber dyeing azo structured lactate type disperse dye and preparation method and dyeing process thereof
  • Polylactic acid fiber dyeing azo structured lactate type disperse dye and preparation method and dyeing process thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] (1) Synthesis of disperse dyes containing hydroxyl groups

[0050] Weigh 1.38g of p-nitroaniline into a 50mL beaker, add 10mL of deionized water and 2.5mL of 12.5mol / L concentrated hydrochloric acid, heat to 70°C to dissolve it, and add a small amount of crushed ice to the beaker after it is completely dissolved , stirring continuously under the ice-water bath until the temperature of the solution in the beaker reaches 0-5° C., adding a sodium nitrite solution containing 0.86 g (25% in excess) for diazotization, and the diazotization reaction ends after 30 minutes;

[0051] Add 5mL of deionized water and 2mL of 12.5mol / L concentrated hydrochloric acid to N-methyl-N-hydroxyethylaniline, shake and dissolve, pour into a 150mL beaker, stir in an ice-water bath to 0-5°C, and pour The diazo component obtained above is added dropwise to carry out the coupling reaction, and 10% NaCO is used in the process 3 Adjust the pH value of the solution so that the entire coupling proces...

Embodiment 2

[0075] Weigh 3.42g (10mmol) of C.I. Disperse Red 19, 3.176g (30mmol) of lactic acid, 0.6mmol of concentrated sulfuric acid, and 130mL of toluene in a 250ml three-neck flask equipped with a reflux condenser, and heat the reaction to reflux for 8 hours. The reaction is detected by TLC until the end point. After the end point is reached, the solvent is removed by rotary evaporation to obtain a lactic acid ester type disperse dye with a purity of 99.2% and a yield of 97.3%. Its structural formula is as follows:

[0076]

[0077] The polylactic acid fiber is dyed with an azo-structure lactate type disperse dye for nuclear magnetic resonance detection, and its hydrogen nuclear magnetic resonance spectrum is as follows: Figure 5 . 1H NMR (400MHz, CDCl3) δ8.42–8.24(m,1H),7.99–7.84(m,2H),6.90–6.82(m,1H),4.27(ddd,J=11.7,10.4,5.4Hz,1H ), 3.80(t, J=6.1Hz, 2H), 3.71–3.53(m, 1H), 1.40(dd, J=10.1, 4.3Hz, 3H).

[0078] PLA fabric is dyed with the lactate type disperse dye that obtains i...

Embodiment 3

[0080] Change the C.I. Disperse Red 19 in Example 2 to C.I. Disperse Orange, the molar weight of the raw materials remains unchanged, heat the reaction under magnetic stirring to reflux for 6 hours, and use the TLC method to detect the reaction to the end point, and the remaining steps are the same as in Example 2 to obtain polylactic acid The azo-structure lactate type disperse dye for fiber dyeing has a purity of 99.0% and a yield of 93.4%. Its structural formula is as follows:

[0081]

[0082]PLA fabric is dyed with the lactate type disperse dye that obtains among the embodiment 3, dyeing process is as follows: get polylactic acid fiber dyeing with azo structure lactate type disperse dye 0.5g, dispersant NNO 0.5g, zirconium bead 60g (diameter 0.8mm), 10mL of water was added to the sand mill and sanded for 10 hours. After the sanding was completed, the dye dispersion was collected by filtering through a fine nylon filter cloth and fixed in a 250mL volumetric flask to obta...

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Abstract

The invention belongs to the technical field of disperse dyes and particularly relates to a polylactic acid fiber dyeing azo structured lactate type disperse dye and a preparation method and dyeing process thereof. The polylactic acid fiber dyeing azo structured lactate type disperse dye is prepared by taking a hydroxyl group-containing disperse dye as the raw material for reflux reaction with lactic acid. The polylactic acid fiber dyeing azo structured lactate type disperse dye introduces lactate groups which are similar in structure to fiber and high in polarity to improve the compatibilitywith polylactic acid fiber and increase the dyeing rate; meanwhile, hydroxyl of the lactate groups can increase the boiling point of the polylactic acid fiber dyeing azo structured lactate type disperse dye and help form intermolecular hydrogen bonds to improve the color fastness to sublimation of the polylactic acid fiber dyeing azo structured lactate type disperse dye. Therefore, the polylacticacid fiber dyeing azo structured lactate type disperse dye is bright in color, high in color intensity and fastness and good in dyeing effects.

Description

technical field [0001] The invention belongs to the technical field of disperse dyes, and in particular relates to an azo-structure lactate type disperse dye for polylactic acid fiber dyeing, a preparation method and a dyeing process thereof. Background technique [0002] Polylactic acid (PLA) fiber is an emerging environmentally friendly polyester fiber with good biocompatibility, absorbability, degradability, heat resistance and UV resistance. With the development of low-cost new processes and excellent performance, polylactic acid fibers have been widely used in textiles, biomedicine and packaging. Polylactic acid fiber is a high-molecular polymer formed by the polymerization of a single lactic acid molecule or the ring-opening polymerization of lactide. The fiber has a high degree of crystallinity, and there is no hydrophilic group in the main chain of the molecule. It is a hydrophobic fiber, so Polylactic acid fibers are usually dyed with disperse dyes. Compared with ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): D06P1/18D06P1/44D06P3/54
CPCD06P1/18D06P1/445D06P3/54
Inventor 黄昊飞王国砚姜兆辉李玉超于鲁汕傅忠君王鸣
Owner SHANDONG UNIV OF TECH
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