Anti-precipitation type dispersed liquid dye dispersant and preparation method thereof

Abstract

The invention relates to the technical field of liquid dye dispersants, in particular to an anti-precipitation type dispersed liquid dye dispersant and a preparation method thereof.The preparation method comprises the following steps that acrylamide, acryloylethylenediamine and acrylic acid cardanol polyoxyethylene ether ester are mixed with deionized water, and a monomer mixed solution is obtained; dissolving an initiator in deionized water to obtain an initiator solution; mixing a part of the monomer mixed solution and a part of the initiator solution, heating while stirring, slowly reacting the remaining monomer mixed solution and initiator solution at a constant temperature to obtain a first solution; adding maleic anhydride and an organic solvent after cooling, fully stirring and keeping constant temperature, and adding an alkaline agent to adjust the pH value to obtain a second solution; adding a catalyst for closed reaction, heating under reflux condensation, then carrying out constant-temperature reaction, cooling and discharging to obtain the liquid dye dispersant. The liquid dye dispersant provided by the invention can effectively reduce the grinding particle size of the disperse dye, and avoids the problem of precipitation and layering of the disperse dye in the subsequent storage process.

Description

Technical Field

[0001] The invention relates to the technical field of liquid dye dispersants, in particular to an anti-precipitation type dispersed liquid dye dispersant and a preparation method thereof. Background Art

[0002] Disperse dyes are special dyes for polyester dyeing. Due to their good color fastness, complete color system and excellent cost performance, they have become the largest synthetic dye. They are widely used in the dyeing of polyester fibers, acetate fibers and synthetic fibers such as aramid fibers. Since the dyed polyester fibers have the characteristics of strong hydrophobicity, high crystallinity and alignment, small fiber micro-voids and difficulty in wetting and swelling, disperse dyes need to be used in a smaller particle size (less than 1 micron) to allow the dyes to fully develop color in the fibers. At the same time, disperse dyes do not contain water-soluble groups and have a low molecular weight. Although the molecules contain polar groups (such as hydroxyl groups, amino groups, etc.), they cannot be polarized and are still non-ionic dyes. This type of dye has high requirements for commercial processing. It usually needs to be ground in a grinder in the presence of a dispersant to become highly dispersed and crystal-stable particles before it can be used.

[0003] However, the large amount of dispersants contained in powder disperse dyes, such as dispersant MF, sodium lignin sulfonate, etc., are direct sources of COD. With the narrowing of COD indicators for sewage discharge, liquid disperse dyes have come into being under the current situation. From the perspective of production energy consumption, liquid disperse dyes have one less spray drying process and one less chemical process during use, which not only facilitates the production operation of the dyeing factory, but also avoids the trouble of dust. From the perspective of COD, the amount of dispersant required for the same liquid disperse dye is only 20-30% of that for powder disperse dyes, so COD emissions can be greatly reduced.

[0004] The development of liquid disperse dyes has gone through liquid black, liquid red and gradually developed into other color series, and the use conditions have gradually changed from disperse printing, disperse dyeing to disperse digital. However, in the current preparation of liquid disperse dyes, there are problems such as large grinding particle size, agglomeration and precipitation of prepared nano-scale liquid disperse dyes during storage, resulting in uneven dyeing and poor reproducibility. Summary of the invention

[0005] The purpose of the present invention is to provide a liquid dye dispersant with anti-precipitation dispersion and a preparation method thereof, so as to solve the problems of large particle size in the processing of dispersed liquid dyes and poor stability in the storage process.

[0006] To achieve the above object, the present invention provides a method for preparing a liquid dye dispersant with an anti-precipitation dispersion, comprising the following steps:

[0007] S1, mixing acrylamide, ethylenediamine and cardanol polyoxyethylene ether acrylate with deionized water to obtain a monomer mixed solution;

[0008] S2, dissolving the initiator in deionized water to obtain an initiator solution;

[0009] S3, mixing the monomer mixed solution in part S1 and the initiator solution in part S2, filling with nitrogen to remove air, heating under stirring, slowly dropping the remaining monomer mixed solution in S1 and the remaining initiator solution in S2, and reacting at a constant temperature to obtain a first solution;

[0010] S4, cooling the first solution obtained in S3, adding maleic anhydride and an organic solvent, fully stirring and maintaining a constant temperature, adding an alkali agent to adjust the pH to 8-9, and filling with nitrogen to remove air to obtain a second solution;

[0011] S5. Add the catalyst to the second solution obtained in S4 for closed reaction, raise the temperature to 110-160° C. under condensation reflux, keep the temperature constant for 2-3 hours, then cool and discharge to obtain a liquid dye dispersant.

[0012] Preferably, in S1, the mass ratio of acrylamide, acrylamide and polyoxyethylene cardanol acrylate is 12-15:18-20:16-20.

[0013] Preferably, in S2, the initiator includes one or more of ammonium persulfate, potassium persulfate, azobisisobutyronitrile, sodium bisulfite and ferrous sulfate.

[0014] Preferably, in S3, the temperature of heating under stirring is 70-110° C., the slow dropwise addition time is 1-2 h, and the constant temperature reaction time is 2-3 h.

[0015] Preferably, in S4, the temperature is lowered to 50-70°C and then maintained at a constant temperature for 2-3 hours.

[0016] Preferably, in S4, the alkali agent includes one or more of sodium bicarbonate and sodium carbonate.

[0017] Preferably, in S4, the organic solvent includes one or more of ethanol and ethylene glycol.

[0018] Preferably, in S5, the catalyst is 4-dimethylaminopyridine.

[0019] The liquid dye dispersant is prepared by the preparation method of the above-mentioned anti-precipitation type dispersed liquid dye dispersant.

[0020] Preferably, the structural formula of the liquid dye dispersant is as follows,

[0021]

[0022] Where m≥2, p≥2, n≥2, 5≤a≤50, R is C 15 H 31-2x , x=1-5. Therefore, the present invention adopts the above-mentioned anti-precipitation type dispersed liquid dye dispersant and its preparation method, and its beneficial effects are:

[0023] 1. The polymerized cardanol structure contained in the liquid dye dispersant provided by the present invention can effectively reduce the dispersed particle size of the dye to less than 100 nm during the grinding process of the liquid dye, thereby improving the coloring rate and color fastness of the dye during use;

[0024] 2. The liquid dye dispersant provided by the present invention introduces the amphiphilic polymer fragment of acryloylethylenediamine succinate, and the surface of the dye particles after grinding is provided with a double electric layer through the fixed-point adsorption of the polymer fragment. The mutual repulsion stability of the double electric layer prevents the occurrence of problems such as dye coagulation and stratification during the storage of liquid disperse dyes;

[0025] 3. The acrylamide added to the liquid dye dispersant provided by the present invention can not only increase the viscosity of the polymer and improve the storage stability, but also effectively increase the reactivity of the remaining monomers and reduce the residual monomers in the liquid dye dispersant.

[0026] The technical solution of the present invention is further described in detail below through embodiments. DETAILED DESCRIPTION

[0027] The present invention is further described below in conjunction with embodiments. Unless otherwise defined, the technical terms or scientific terms used in the present invention should be the common meanings understood by people with ordinary skills in the field to which the present invention belongs. The above-mentioned features or features mentioned in the specific examples mentioned in the present invention can be combined arbitrarily, and these specific embodiments are only used to illustrate the present invention and are not used to limit the scope of the present invention.

[0028] Example 1

[0029] S1. Mix 15 parts of acrylamide, 18 parts of acrylamide ethylenediamine and 20 parts of acrylic acid cardanol polyoxyethylene ether ester with 42 parts of deionized water to obtain a monomer mixed solution.

[0030] S2. Dissolve 1.5 parts of initiator ammonium persulfate in 18 parts of deionized water to obtain an initiator solution.

[0031] S3. Pour the mixed monomer solution in part S1 and the initiator solution in part S2 into a four-necked flask equipped with a thermometer, a constant pressure dripper and a condenser reflux device, add the remaining monomer solution in S1 and the remaining initiator solution in S2 into the constant pressure dripper, and fill with nitrogen to remove the air. Raise the temperature to 70-110°C while stirring, slowly drip the remaining monomer solution in S1 and the remaining initiator solution in S2 into the four-necked flask, slowly drip within 1-2 hours, and react at a constant temperature for 2-3 hours to obtain the first solution.

[0032] S4, after cooling the first solution obtained in S3, add 2-3 parts of maleic anhydride and 20 parts of organic solvent ethanol, cool to 50-70°C and keep the temperature constant, fully stir and react at the constant temperature for 2-3h, add 10 parts of alkaline sodium bicarbonate and 2 parts of sodium carbonate to adjust the pH to 8-9, fill with nitrogen to remove air, and obtain a second solution.

[0033] S5, add 1 part of catalyst 4-dimethylaminopyridine to the second solution obtained in S4 for closed reaction, heat to 110-160°C under condensation reflux, keep constant temperature for 2-3 hours, then cool down and discharge to obtain liquid dye dispersant. In the structure of the liquid dye dispersant obtained in this embodiment, x=3, a is 15-20.

[0034] Example 2

[0035] S1. Mix 12 parts of acrylamide, 20 parts of acrylamide ethylenediamine and 16 parts of acrylic acid cardanol polyoxyethylene ether ester with 48 parts of deionized water to obtain a monomer mixed solution.

[0036] S2. Dissolve 1.5 parts of initiator potassium persulfate in 32 parts of deionized water to obtain an initiator solution.

[0037] S3. Pour the mixed monomer solution in part S1 and the initiator solution in part S2 into a four-necked flask equipped with a thermometer, a constant pressure dripper and a condenser reflux device, add the remaining monomer solution in S1 and the remaining initiator solution in S2 into the constant pressure dripper, and fill with nitrogen to remove the air. Raise the temperature to 70-110°C while stirring, slowly drip the remaining monomer solution in S1 and the remaining initiator solution in S2 into the four-necked flask, slowly drip within 1-2 hours, and react at a constant temperature for 2-3 hours to obtain the first solution.

[0038] S4, after cooling the first solution obtained in S3, add 2-3 parts of maleic anhydride and 20 parts of ethylene glycol, an organic solvent, cool to 50-70°C and keep the temperature constant, fully stir and react at the constant temperature for 2-3h, add 8 parts of sodium bicarbonate and 6 parts of sodium carbonate as an alkaline agent and adjust the pH to 8-9, inject nitrogen to remove air, and obtain a second solution.

[0039] S5, add 1 part of catalyst 4-dimethylaminopyridine to the second solution obtained in S4 for closed reaction, heat to 110-160°C under condensation reflux, keep constant temperature for 2-3 hours, then cool down and discharge to obtain liquid dye dispersant. In the structure of the liquid dye dispersant obtained in this embodiment, x=3, a is 20-25.

[0040] Test Example 1

[0041] Take two parts of disperse dye of equal mass, add 10% of the mass of the liquid dye dispersant in Example 1 and a commercially available conventional dispersant to the two parts of disperse dye respectively, grind for 4 hours until the disperse dye is uniformly dispersed in the dispersant, and test the particle size distribution of the disperse dye particles. The results are shown in Table 1.

[0042] Table 1. Test results of disperse dyes

[0043]

[0044]

[0045] Therefore, the present invention adopts the above-mentioned anti-precipitation type dispersed liquid dye dispersant and its preparation method, which can effectively reduce the grinding particle size of the disperse dye and avoid the problems of disperse dye precipitation and stratification during the subsequent storage process.

[0046] Finally, it should be noted that the above embodiments are only used to illustrate the technical solution of the present invention rather than to limit it. Although the present invention has been described in detail with reference to the preferred embodiments, those skilled in the art should understand that they can still modify or replace the technical solution of the present invention with equivalents, and these modifications or equivalent replacements cannot cause the modified technical solution to deviate from the spirit and scope of the technical solution of the present invention.

Claims

1. A method for preparing a liquid dye dispersant with an anti-precipitation dispersion, characterized in that: The following steps are included: S1, mixing acrylamide, ethylenediamine and cardanol polyoxyethylene ether acrylate with deionized water to obtain a monomer mixed solution; S2, dissolving the initiator in deionized water to obtain an initiator solution; S3, mixing the monomer mixed solution in part S1 and the initiator solution in part S2, filling with nitrogen to remove air, heating under stirring, slowly dropping the remaining monomer mixed solution in S1 and the remaining initiator solution in S2, and reacting at a constant temperature to obtain a first solution; S4, cooling the first solution obtained in S3, adding maleic anhydride and an organic solvent, fully stirring and maintaining a constant temperature, adding an alkali agent to adjust the pH to 8-9, and filling with nitrogen to remove air to obtain a second solution; S5. Add the catalyst to the second solution obtained in S4 for closed reaction, raise the temperature to 110-160° C. under condensation reflux, keep the temperature constant for 2-3 hours, then cool and discharge to obtain a liquid dye dispersant.

2. The method for preparing a liquid dye dispersant with an anti-precipitation type dispersion according to claim 1, characterized in that: In S1, the mass ratio of acrylamide, acrylamide and polyoxyethylene cardanol acrylate is 12-15:18-20:16-20.

3. The method for preparing a precipitation-resistant dispersed liquid dye dispersant according to claim 1, characterized in that: In S2, the initiator includes one or more of ammonium persulfate, potassium persulfate, azobisisobutyronitrile, sodium bisulfite and ferrous sulfate.

4. The method for preparing a precipitation-resistant dispersed liquid dye dispersant according to claim 1, characterized in that: In S3, the temperature of heating under stirring is 70-110°C, the slow dropwise addition time is 1-2h, and the constant temperature reaction time is 2-3h.

5. The method for preparing a precipitation-resistant dispersed liquid dye dispersant according to claim 1, characterized in that: In S4, the temperature is lowered to 50-70°C and then maintained at a constant temperature for 2-3 hours.

6. The method for preparing a precipitation-resistant dispersed liquid dye dispersant according to claim 1, characterized in that: In S4, the alkali agent includes one or more of sodium bicarbonate and sodium carbonate.

7. The method for preparing a precipitation-resistant dispersed liquid dye dispersant according to claim 1, characterized in that: In S4, the organic solvent includes one or more of ethanol and ethylene glycol.

8. The method for preparing a precipitation-resistant dispersed liquid dye dispersant according to claim 1, characterized in that: In S5, the catalyst is 4-dimethylaminopyridine.

9. The liquid dye dispersant prepared according to the method for preparing an anti-precipitation type dispersed liquid dye dispersant according to any one of claims 1 to 8.

10. The anti-precipitation type dispersed liquid dye dispersant according to claim 9, characterized in that: The structural formula of liquid dye dispersant is as follows, Where m≥2, p≥2, n≥2, 5≤a≤50, R is C 15 H 31-2x , x=1-5.

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