CN115960475B - Method for preparing liquid disperse dye based on layer-by-layer self-assembly method - Google Patents

Method for preparing liquid disperse dye based on layer-by-layer self-assembly method Download PDF

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CN115960475B
CN115960475B CN202211580375.0A CN202211580375A CN115960475B CN 115960475 B CN115960475 B CN 115960475B CN 202211580375 A CN202211580375 A CN 202211580375A CN 115960475 B CN115960475 B CN 115960475B
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disperse dye
liquid
layer
shearing
feed liquid
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CN115960475A (en
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刘承海
杨雷
陈智杰
王龙飞
王震
廖佳佳
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Zhejiang University Of Technology Shaoxing Keqiao Research Institute Co ltd
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Abstract

The invention belongs to the technical field of disperse dyes, and particularly relates to a method for preparing a liquid disperse dye based on a layer-by-layer self-assembly method. The particle size of the liquid disperse dye particles prepared by the method is less than or equal to 80nm; the particle size distribution is uniform, the dispersity is good, the PDI value is less than or equal to 0.3, the particle size is small, the stability is excellent, and the like, and the particle size can be stored for more than 300 days at 40 ℃, and is easy for large-scale production.

Description

Method for preparing liquid disperse dye based on layer-by-layer self-assembly method
Technical Field
The invention belongs to the technical field of disperse dyes, and particularly relates to a method for preparing a liquid disperse dye based on a layer-by-layer self-assembly method.
Background
The conventional powdery disperse dye contains a large amount of dispersing agents, and the dispersing agents play a role in protecting the disperse dye during dyeing, so that the disperse dye can be dyed smoothly, but the dispersing agents cannot dye fibers, and the dispersing agents need to be cleaned after dyeing, so that the concentration of the dispersing agents in dyeing residual liquid is high, and the chromaticity and COD value of the residual liquid are high. Meanwhile, the powdery disperse dye has the problems of higher energy consumption, dust pollution, VOCs emission and the like in the production process.
The liquid disperse dye has the advantages of simple and convenient production operation, good application performance, obvious energy saving and emission reduction effects and the like, and a plurality of researchers and companies begin to produce various liquid disperse dyes. For example, patent No. cn202111627806.X discloses a sol-type liquid disperse dye, its preparation and application; the patent of CN115029940A discloses the application of a polyether/polyester diblock copolymer as a dispersing agent in preparing liquid disperse dye color paste; the CN114196232a patent provides a liquid disperse dye based on intercalation complex and a preparation method thereof; the patent CN113278111a discloses a preparation method of terpolymer dispersing agent and application in preparation of liquid disperse dye.
However, the existing preparation of the liquid disperse dye has the problems of low grinding efficiency, enlarged nanoscale of the prepared nanoscale liquid disperse dye in the storage process, even coagulation, precipitation and the like, and uneven dyeing, poor reproducibility and the like. The above-mentioned published patents mainly adopt dispersing agents with single charge or no charge, and the surface charge density of disperse dye is difficult to reach higher level because of the limit of the number of adsorbed charges on the surface of disperse dye particles, so that the dispersion stability of disperse dye is affected.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides a method for preparing liquid disperse dye based on a layer-by-layer self-assembly method, which solves the problems that the surface charge density of the disperse dye is difficult to reach a higher level and the stability of the disperse dye is affected, and thicker charge adsorption layers are alternately formed on the surfaces of particles by utilizing a layer-by-layer self-assembly mode, so that the charge density and thus the electrostatic repulsion between substances are improved, and the stability of the disperse dye particles in water is improved.
In order to achieve the technical purpose, the technical scheme of the invention is as follows:
a method for preparing liquid disperse dye based on layer-by-layer self-assembly method comprises the following steps:
step 1, dissolving disperse dye in an organic solvent, filtering to remove impurities to obtain an organic solution containing the disperse dye, and recording the organic solution as feed liquid A, wherein the disperse dye comprises one or more of azo disperse dye, anthraquinone disperse dye and heterocyclic disperse dye, the organic solvent adopts one or more of acetone, N-methylpyrrolidone and N, N-dimethylformamide, and the organic solvent can be used for dissolving the disperse dye in a large amount and has a relatively low boiling point, so that the organic solvent is favorably and rapidly separated in the follow-up process; the mass ratio of the disperse dye in the organic solution is 50-60%, the organic solution containing the disperse dye in the concentration system can have both the dispersibility and the preparation efficiency of the dye, if the concentration of the disperse dye is too low, the preparation efficiency is low, and if the concentration of the disperse dye is too high, particles are agglomerated in the subsequent shearing process;
step 2, dissolving a positively charged polymer dispersing agent in water to obtain an aqueous solution containing the positively charged dispersing agent, and marking the aqueous solution as a feed liquid B, wherein the positively charged polymer dispersing agent adopts one of polyacrylic acid, polymethacrylic acid, sodium polystyrene sulfonate, polyethylene sulfonic acid and polyethylene phosphoric acid; the mass concentration of the polymer dispersing agent containing positive electricity is 10-30%;
step 3, dissolving a negatively charged polymer dispersing agent in water to obtain a negatively charged dispersing agent, namely a feed liquid C, wherein the negatively charged polymer dispersing agent adopts one or more of polyacrylic acid, polymethacrylic acid, sodium polystyrene sulfonate, polyethylene sulfonic acid and polyethylene phosphoric acid, and the mass concentration of the negatively charged polymer dispersing agent is 10-40%;
step 4, mixing the feed liquid A and the feed liquid B, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder A; the mass ratio of the polymer dispersing agent in the feed liquid B to the disperse dye in the feed liquid A is 10-300%; the mixing temperature is 80-90 ℃, the shearing speed is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
step 5, mixing the filtered solid powder A with the feed liquid C, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder B; the mixing temperature is 80-90 ℃, the shearing speed is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
step 6, mixing the solid powder B with the feed liquid B, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder C, wherein the mixing temperature is 80-90 ℃, the shearing rate is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
and 7, repeating the steps 5 to 6 for 6 to 7 times, mixing the filtered powder solid into distilled water, and shearing at high speed for 10 to 15 hours in a normal temperature and normal pressure closed environment to obtain the stable liquid disperse dye, wherein the shearing speed is 10000 to 30000r/min and the pressure is 0.2 to 0.3MPa.
From the above description, it can be seen that the present invention has the following advantages:
1. the invention solves the problems that the surface charge density of the disperse dye is difficult to reach a higher level and the stability of the disperse dye is affected, and thicker charge adsorption layers are alternately formed on the surfaces of particles by utilizing a layer-by-layer self-assembly mode, so that the charge density and thus the electrostatic repulsion between substances can be improved, and the stability of the disperse dye particles in water is improved.
2. The particle size of the liquid disperse dye particles prepared by the invention is less than or equal to 80nm; the particle size distribution is uniform, the dispersibility is good, the PDI value is less than or equal to 0.3, and the large-scale production is easy.
3. The liquid disperse dye prepared by the invention has the characteristics of small particle size, excellent stability and the like, and can be stored for more than 300 days at 40 ℃.
4 the liquid disperse dye prepared by the invention has good fluidity, is convenient to measure, is suitable for automatic and intelligent printing and dyeing application, and has good application prospect.
Detailed Description
The invention is described in detail with reference to examples, but without any limitation to the claims of the invention.
A method for preparing liquid disperse dye based on layer-by-layer self-assembly method comprises the following steps:
step 1, dissolving disperse dye in an organic solvent, filtering to remove impurities to obtain an organic solution containing the disperse dye, and recording the organic solution as feed liquid A, wherein the disperse dye comprises one or more of azo disperse dye, anthraquinone disperse dye and heterocyclic disperse dye, the organic solvent adopts one or more of acetone, N-methylpyrrolidone and N, N-dimethylformamide, and the organic solvent can be used for dissolving the disperse dye in a large amount and has a relatively low boiling point, so that the organic solvent is favorably and rapidly separated in the follow-up process; the mass ratio of the disperse dye in the organic solution is 50-60%, the organic solution containing the disperse dye in the concentration system can have both the dispersibility and the preparation efficiency of the dye, if the concentration of the disperse dye is too low, the preparation efficiency is low, and if the concentration of the disperse dye is too high, particles are agglomerated in the subsequent shearing process;
step 2, dissolving a positively charged polymer dispersing agent in water to obtain an aqueous solution containing the positively charged dispersing agent, and marking the aqueous solution as a feed liquid B, wherein the positively charged polymer dispersing agent adopts one of polyacrylic acid, polymethacrylic acid, sodium polystyrene sulfonate, polyethylene sulfonic acid and polyethylene phosphoric acid; the mass concentration of the polymer dispersing agent containing positive electricity is 10-30%;
step 3, dissolving a negatively charged polymer dispersing agent in water to obtain a negatively charged dispersing agent, namely a feed liquid C, wherein the negatively charged polymer dispersing agent adopts one or more of polyacrylic acid, polymethacrylic acid, sodium polystyrene sulfonate, polyethylene sulfonic acid and polyethylene phosphoric acid, and the mass concentration of the negatively charged polymer dispersing agent is 10-40%;
step 4, mixing the feed liquid A and the feed liquid B, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder A; the mass ratio of the polymer dispersing agent in the feed liquid B to the disperse dye in the feed liquid A is 10-300%; the mixing temperature is 80-90 ℃, the shearing speed is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
step 5, mixing the filtered solid powder A with the feed liquid C, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder B; the mixing temperature is 80-90 ℃, the shearing speed is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
step 6, mixing the solid powder B with the feed liquid B, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder C, wherein the mixing temperature is 80-90 ℃, the shearing rate is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
and 7, repeating the steps 5 to 6 for 6 to 7 times, mixing the filtered powder solid into distilled water, and shearing at high speed for 10 to 15 hours in a normal temperature and normal pressure closed environment to obtain the stable liquid disperse dye, wherein the shearing speed is 10000 to 30000r/min and the pressure is 0.2 to 0.3MPa.
Examples 1-8 were set up according to the above preparation method, wherein the composition of feed liquid A, feed liquid B and feed liquid C was as follows:
the mass fractions of solutes in the feed liquid A, the feed liquid B and the feed liquid C are as follows:
the total mass ratio of the feed liquid A, the feed liquid B and the feed liquid C is as follows:
wherein, the shear rate of step 4 to step 7 is as follows:
comparative example 1
Taking example 1 in CN201810471552.9 as comparative example 1, namely, S1, dissolving a disperse dye in an organic solvent and filtering to remove impurities, obtaining an organic solution containing the disperse dye, which is denoted as feed liquid a; s2, dissolving a dispersing agent in water to obtain an aqueous solution containing the dispersing agent, and marking the aqueous solution as feed liquid B; s3, adding the feed liquid A and the feed liquid B into the supergravity rotary packed bed through a feed inlet, meeting the feed liquid A and the feed liquid B before reaching a packing layer through a liquid distributor, and entering the packing layer, wherein in the packing layer, the high-speed rotation of a rotor provides a strong supergravity environment for a molecular mixing process, so that the feed liquid A and the feed liquid B are thrown out into a cavity of the rotor and the inner wall after being fully mixed and precipitated, then discharged from a discharge hole, and collecting to obtain nano disperse dye slurry.
Comparative example 2
As comparative example 2, 50g of disperse dye, 12.5g of diffuse CNF, 0.1g of peregal O, 0.1g of glycerin and 62.5g of distilled water were mixed with a sand mill or a grinder to prepare a liquid disperse dye.
Comparative example 3
Taking example 1 in ZL201811093922.6 as comparative example 3, i.e. s1, 9.9 grams of disperse blue dye 291 were weighed out at room temperature: 1. 6.3 g disperse violet dye 93: 1. 13.8 g of disperse orange dye 288, 9 g of macromolecular dispersing agent ZetaSperse2500 (AIR PRUDUCTS), 0.05 g of preservative benzisothianone pyridine and 0.02 g of defoamer Surfynol 104E (Nanjing AIR chemical industry special amine company), and 30 parts of water are added for rapid pulping and uniform. s2, the slurry enters a sand mill and is sanded for 8 hours by using zirconium beads with the diameter of 1.0mm, the sanding speed is 1500rpm, and the volume ratio of the sand beads to the mixture is 2:12. And s3, filtering to obtain color paste, adding 30.93 g of water for standardization, and filtering to obtain the anhydrous dyeing dispersion black liquor dye.
Comparative example 4
As comparative example 4, ZL201410854280.2, example 1 was prepared by adding 75 g of water to 20 g of a blue disperse dye, 4.8 g of a dispersing agent CNF, 0.1g of peregal O and 0.1g of glycerin, and grinding and dispersing the mixture by a sand mill.
Test comparisons were made with examples 1-8 and comparative examples 1-4, and the data are as follows:
wherein, the particle size and PDI are the particle size distribution of the aqueous polyurethane emulsion measured by a Zetasizer Lab nanometer particle sizer (Malvern Panalytical company), the particle size distribution is measured for three times, the average value is taken as the result, and the stock solution is diluted 1000 times for testing; subjective visual observations were used for appearance and days of storage.
The detection data show that the liquid disperse dye prepared by the layer-by-layer self-assembly method adopted by the technical scheme has the advantages of uniform particle size distribution, good dispersibility, PDI value less than or equal to 0.3, long preservation time and the like, and is superior to the existing product serving as a comparative example.
It is to be understood that the foregoing detailed description of the invention is merely illustrative of the invention and is not limited to the embodiments of the invention. It will be understood by those of ordinary skill in the art that the present invention may be modified or substituted for elements thereof to achieve the same technical effects; as long as the use requirement is met, the invention is within the protection scope of the invention.

Claims (6)

1. A method for preparing liquid disperse dye based on layer-by-layer self-assembly method is characterized by comprising the following steps: the method comprises the following steps:
step 1, dissolving disperse dye in an organic solvent, filtering to remove impurities to obtain an organic solution containing the disperse dye, and marking the organic solution as feed liquid A;
step 2, dissolving a positively charged polymer dispersant in water to obtain an aqueous solution containing the positively charged dispersant, and recording as a material liquid B;
step 3, dissolving the polymer dispersing agent with negative electricity in water to obtain a material liquid C containing the negative electricity dispersing agent;
step 4, mixing the feed liquid A and the feed liquid B, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder A;
step 5, mixing the filtered solid powder A with the feed liquid C, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder B; the mixing temperature is 80-90 ℃, the shearing speed is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
step 6, mixing the solid powder B with the feed liquid B, adding the mixture into a high-temperature and high-pressure homogenizer, shearing at a high speed for 10-20 hours, cooling, and filtering the liquid to obtain solid powder C, wherein the mixing temperature is 80-90 ℃, the shearing rate is 10000-30000r/min, and the pressure is 0.2-0.3MPa;
step 7, repeating the steps 5 to 6 for 6 to 7 times, mixing the filtered powder solid into distilled water, and shearing at high speed for 10 to 15 hours in a normal temperature and normal pressure closed environment to obtain the stable liquid disperse dye;
the positively charged polymer dispersant adopts one or more of polyethyleneimine, polydiene propenyl dimethyl ammonium chloride and polyvinyl pyridine; the mass concentration of the polymer dispersing agent containing positive electricity is 10-30%;
the polymer dispersing agent with negative electricity adopts one or more of polyacrylic acid, polymethacrylic acid, sodium polystyrene sulfonate, polyethylene sulfonic acid and polyethylene phosphoric acid, and the mass concentration of the polymer dispersing agent with negative electricity is 10-40%.
2. The method for preparing the liquid disperse dye based on the layer-by-layer self-assembly method as claimed in claim 1, wherein the method comprises the following steps: the disperse dye in the step 1 comprises one or more of azo disperse dye, anthraquinone disperse dye and heterocyclic disperse dye, and the organic solvent adopts one or more of acetone, N-methylpyrrolidone and N, N-dimethylformamide.
3. The method for preparing the liquid disperse dye based on the layer-by-layer self-assembly method as claimed in claim 1, wherein the method comprises the following steps: the mass percentage of the disperse dye in the organic solution in the step 1 is 50-60%.
4. The method for preparing the liquid disperse dye based on the layer-by-layer self-assembly method as claimed in claim 1, wherein the method comprises the following steps: the mass ratio of the polymer dispersing agent in the feed liquid B to the disperse dye in the feed liquid A in the step 4 is 10-300%.
5. The method for preparing the liquid disperse dye based on the layer-by-layer self-assembly method as claimed in claim 1, wherein the method comprises the following steps: the temperature of the mixing in the steps 4 to 6 is 80-90 ℃, the shearing speed is 10000-30000r/min, and the pressure is 0.2-0.3MPa.
6. The method for preparing the liquid disperse dye based on the layer-by-layer self-assembly method as claimed in claim 1, wherein the method comprises the following steps: the shearing rate in the step 7 is 10000-30000r/min, and the pressure is 0.2-0.3MPa.
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108203500A (en) * 2016-12-19 2018-06-26 菲诺染料化工(无锡)有限公司 A kind of preparation method of disperse dyes macromolecule dispersing agent
CN108727900A (en) * 2018-05-22 2018-11-02 江苏日兴纳米材料科技有限公司 A kind of storage stability and the good disperse dye ink and preparation method of redispersibility
CN110499043A (en) * 2018-05-17 2019-11-26 北京化工大学 A kind of preparation method of nano-dispersed dyestuff

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* Cited by examiner, † Cited by third party
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JP2012167248A (en) * 2011-01-26 2012-09-06 Canon Inc Coloring particle

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108203500A (en) * 2016-12-19 2018-06-26 菲诺染料化工(无锡)有限公司 A kind of preparation method of disperse dyes macromolecule dispersing agent
CN110499043A (en) * 2018-05-17 2019-11-26 北京化工大学 A kind of preparation method of nano-dispersed dyestuff
CN108727900A (en) * 2018-05-22 2018-11-02 江苏日兴纳米材料科技有限公司 A kind of storage stability and the good disperse dye ink and preparation method of redispersibility

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