CN112941932B - Preparation method of multifunctional dispersing agent for polyester dyeing - Google Patents
Preparation method of multifunctional dispersing agent for polyester dyeing Download PDFInfo
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- CN112941932B CN112941932B CN202110144048.XA CN202110144048A CN112941932B CN 112941932 B CN112941932 B CN 112941932B CN 202110144048 A CN202110144048 A CN 202110144048A CN 112941932 B CN112941932 B CN 112941932B
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
- D06P1/5257—(Meth)acrylic acid
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
- D06P1/6135—Addition products of hydroxyl groups-containing compounds with oxiranes from aromatic alcohols or from phenols, naphthols
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6136—Condensation products of esters, acids, oils, oxyacids with oxiranes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/653—Nitrogen-free carboxylic acids or their salts
- D06P1/6533—Aliphatic, araliphatic or cycloaliphatic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/667—Organo-phosphorus compounds
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The preparation method of the multifunctional dispersing agent for polyester dyeing comprises, by mass, 10-15 parts of an aqueous acrylate copolymer, 25-40 parts of tristyrylphenol polyoxyethylene polyoxypropylene ether, 2-5 parts of hydroxyethylidene diphosphonic acid, 0-5 parts of oleic acid, 20-35 parts of castor oil polyoxyethylene ether and 10-30 parts of water. The multifunctional dispersing agent disclosed by the invention has better dispersing power on cloth cover residual slurry and oligomers after the terylene pretreatment, and also has excellent dispersibility and level dyeing property on disperse dyes under different water hardness and under the condition of higher electrolyte content in water in the dyeing process. Effectively solves the dyeing problems of color stains, color flowers and the like caused by impurities, water quality and electrolyte in the dyeing process of the terylene.
Description
Technical Field
The invention relates to the field of textile auxiliary agents, in particular to a preparation method of a multifunctional dispersing agent for polyester dyeing.
Background
Before dyeing, the polyester fabric needs to be subjected to pretreatment processes such as desizing, deoiling and the like, and sometimes needs to be subjected to alkali decrement treatment, so that the fabric is endowed with a special style. The method is characterized in that the method is carried out by washing and neutralizing before cylinder dyeing, slurry or oligomer is easy to gather and rewet on the fabric in the washing process, so that the fiber of the stained part is not easy to color in the dyeing process of the fabric, and meanwhile, dye is easy to gather at high temperature to generate colored patterns and color marks. Therefore, a dispersant and a leveling agent are frequently added for dyeing to prevent such problems. The commonly used dispersing agents at present are polyacrylic acids, polymaleic acids, dispersing agents NNO, dispersing agents MF and the like. The polyacrylic acid dispersant has the main functions of dispersing and chelating calcium and magnesium ions in water, softening water and reducing the influence of metal ions on dyeing. Dispersants NNO and MF are primarily directed towards dispersing dyes, and currently commercially available disperse dyes have such dispersants added during the production process. Common leveling agents include glycerol polyoxyethylene ether oleate, styrylphenol polyoxyethylene ether sulfonates, polyethylene glycol fatty acid esters, and the like. Patents CN104404795, CN102828422A, CN104141251A, CN104389205A and CN104846671A all adopt polyethylene glycol fatty acid ester to prepare high-temperature leveling agents with slow dyeing, transfer dyeing and good dispersibility; the patent CN108486927A synthesizes a glycoside dispersing and leveling agent by taking long-chain tetradecanol and sweet potato starch as raw materials; the patent CN103321065A prepares polyester polyether block copolymer for polyester high temperature leveling agent, which makes the fabric obtain fluffy softness and antistatic property. In the published documents, the adopted raw materials and the formula design have good dye dispersibility and leveling property, but the influence of water quality and electrolyte, particularly the influence of iron ions in water on the dye dispersibility, and the dyeing problem caused by cloth cover residual size and oligomers in actual production are neglected.
Polyacrylates are a class of highly effective dispersants, particularly for inks, coatings and dispersion of solid particulates. In the patent CN109401746A, monomers such as acrylic acid, octadecyl acrylate and vinyl acetate are used as raw materials to prepare an oily dispersant for petroleum exploitation; CN102040711B adopts polyethylene glycol monomethyl ether methacrylate to polymerize with acrylate monomer, and the obtained comb polymer is used for dispersing pigment. However, the oil-based dispersing agent adopts oil-soluble catalyst to initiate polymerization, and the formula design is not suitable for the water phase environment of polyester dyeing.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a preparation method of a multifunctional dispersing agent for polyester dyeing.
In order to achieve the purpose, the invention adopts the following technical scheme:
the preparation method of the multifunctional dispersant for polyester dyeing comprises the following steps:
the water-based paint is composed of, by mass, 10-15 parts of an aqueous acrylate copolymer, 25-40 parts of tristyrylphenol polyoxyethylene polyoxypropylene ether, 2-5 parts of hydroxyethylidene diphosphonic acid, 0-5 parts of oleic acid, 20-35 parts of castor oil polyoxyethylene ether and 10-30 parts of water.
Preferably, the aqueous acrylate copolymer is prepared by the following reaction steps:
according to the mass parts, firstly, uniformly mixing 180-190 parts of acrylic acid and 10-15 parts of octadecyl methacrylate, pumping the mixture into a dropping device, filling 400-450 parts of propylene glycol into a reaction container provided with a mechanical stirrer, a condenser and a nitrogen device, starting stirring, introducing nitrogen, simultaneously heating to 90-96 ℃, then simultaneously dropping a mixed monomer of acrylic acid and octadecyl methacrylate and 20-25 parts of an ammonium persulfate aqueous solution with the mass fraction of 20%, controlling the dropping time of the mixed monomer to be 2-3 hours, controlling the dropping time of the ammonium persulfate aqueous solution to be 3-4 hours, after the dropping of the ammonium persulfate aqueous solution is finished, continuously preserving the heat at 90-96 ℃ for 0.5-1 hour, and finally cooling to 40-50 ℃ for discharging.
Preferably, the hydroxyl value of the tristyrylphenol polyoxyethylene polyoxypropylene ether is 40-50 mgKOH/g, and the saponification value of the castor oil polyoxyethylene ether is 90-130 mgKOH/g. Due to the application of the technical scheme, the invention has the following advantages:
the water-soluble polyacrylate dispersant is prepared by using water-soluble ammonium persulfate as an initiator and water-soluble propylene glycol as a solvent, so that residual slurry and oligomer can be well adsorbed and dispersed, and the dye dispersibility is good; the hydroxyethylidene diphosphonic acid has excellent iron ion chelation, and the influence of iron ions on dyeing is effectively avoided; the combination of oleic acid, tristyrylphenol polyoxyethylene polyoxypropylene ether and castor oil polyoxyethylene ether has excellent dye dispersibility and better level-dyeing property under the conditions of different water qualities and electrolyte concentrations, and the addition of oleic acid can effectively reduce the generation of foams in the use process of the system and avoid the dyeing problem caused by the foams. In conclusion, the design of the scheme effectively solves the dyeing problems of color stains, color flowers and the like caused by impurities, water quality and electrolyte in the dyeing process of the terylene.
Detailed Description
The invention is further described below by means of specific embodiments.
Example 1:
preparation of aqueous acrylate copolymer:
mixing 186 parts of acrylic acid and 14 parts of octadecyl methacrylate uniformly, pumping the mixture into a dropping device, filling 400 parts of propylene glycol into a reaction container provided with a mechanical stirrer, a condenser and a nitrogen device, starting stirring, introducing nitrogen, simultaneously heating to 96 ℃, then beginning to drop mixed monomers of the acrylic acid and the octadecyl methacrylate and 20 parts of 20 mass percent ammonium persulfate aqueous solution simultaneously, controlling the dropping time of the mixed monomers to be 2 hours, controlling the dropping time of the ammonium persulfate aqueous solution to be 3 hours, continuing to keep the temperature at 95 ℃ for 1 hour after the dropping of the ammonium persulfate aqueous solution is completed, finally cooling to 50 ℃ and discharging.
Preparing a multifunctional dispersant:
15 parts of water-based acrylate copolymer, 40 parts of tristyrylphenol polyoxyethylene polyoxypropylene ether (the hydroxyl value is 44mgKOH/g), 2 parts of hydroxyethylidene diphosphonic acid, 2 parts of oleic acid and 20 parts of castor oil polyoxyethylene ether (the saponification value is 110mgKOH/g) are put into a reaction vessel, stirred, then 30 parts of water is added, and the mixture is discharged after being stirred uniformly.
Example 2:
preparation of aqueous acrylate copolymer:
190 parts of acrylic acid and 10 parts of stearyl methacrylate are uniformly mixed, the mixture is pumped into a dropping device, 400 parts of propylene glycol is filled into a reaction container provided with a mechanical stirrer, a condenser and a nitrogen device, stirring is started, nitrogen is introduced, the temperature is simultaneously raised to 96 ℃, then a mixed monomer of the acrylic acid and the stearyl methacrylate and 20 parts of an ammonium persulfate aqueous solution with the mass fraction of 20% are simultaneously dropped, the dropping time of the mixed monomer is controlled to be 2 hours, the dropping time of the ammonium persulfate aqueous solution is controlled to be 3 hours, after the dropping of the ammonium persulfate aqueous solution is finished, the temperature is continuously kept at 96 ℃ for 0.5 hour, and finally the temperature is reduced to 40 ℃ for discharging.
Preparing a multifunctional dispersant:
10 parts of water-based acrylate copolymer, 30 parts of tristyrylphenol polyoxyethylene polyoxypropylene ether (the hydroxyl value is 44mgKOH/g), 5 parts of hydroxyethylidene diphosphonic acid, 2 parts of oleic acid and 30 parts of castor oil polyoxyethylene ether (the saponification value is 90mgKOH/g) are put into a reaction vessel, stirred, then 30 parts of water is added, and the mixture is discharged after being stirred uniformly.
Example 3:
preparation of aqueous acrylate copolymer:
185 parts of acrylic acid and 15 parts of octadecyl methacrylate are uniformly mixed, the mixture is pumped into a dropping device, 400 parts of propylene glycol is filled into a reaction container provided with a mechanical stirrer, a condenser and a nitrogen device, the stirring is started, nitrogen is introduced, the temperature is simultaneously raised to 95 ℃, then the mixed monomer of the acrylic acid and the octadecyl methacrylate and 25 parts of ammonium persulfate aqueous solution with the mass fraction of 20% are simultaneously dropped, the dropping time of the mixed monomer is controlled to be 2 hours, the dropping time of the ammonium persulfate aqueous solution is controlled to be 4 hours, after the dropping of the ammonium persulfate aqueous solution is finished, the temperature is continuously kept at 96 ℃ for 1 hour, and finally the temperature is reduced to 50 ℃ for discharging.
Preparing a multifunctional dispersant:
15 parts of water-based acrylate copolymer, 25 parts of tristyrylphenol polyoxyethylene polyoxypropylene ether (the hydroxyl value is 44mgKOH/g), 5 parts of hydroxyethylidene diphosphonic acid, 2 parts of oleic acid and 35 parts of castor oil polyoxyethylene ether (the saponification value is 110mgKOH/g) are put into a reaction vessel, stirred, then 30 parts of water is added, and the mixture is discharged after being stirred uniformly.
Application performance testing
(1) Particle dispersancy test
The residual slurry and oligomer dispersing power, namely the particle dispersing power, is determined by referring to GB/T7463-2008 & lt & ltdetermination of the dispersing power of surfactant calcium soap: acid titration method.
(2) Dye dispersibility test
Referring to HG/T4261-. And stacking two layers of filter paper into a Buchner funnel, opening a vacuum pump, pouring the working solution into the funnel while the working solution is hot, filtering, taking out the filter paper after the working solution completely flows down, naturally drying the filter paper, and grading according to the color depth of the surface of the filter paper. The rating is divided into five grades: the lighter the color, the higher the grade, indicating better dispersion of the product. The five-grade filter paper is clean and white; the four-stage filter paper is white, but the filtration pores can be seen; the third-level filter paper is darker in color and has dye particles; the secondary filter paper has obvious dye deposition, but can separate and clear the filtration pores; the first-order filter paper is dark in color, has no clear filtration pores and almost has no dispersibility.
(3) Dye transfer testing
Referring to HG/T4261-.
(4) Leveling property test:
testing K/S value of the dyed cloth sample, taking 10 points at different positions on the cloth surface for testing, and calculating standard deviation S according to the following formula according to the test resultλmaxI.e. leveling property, S compared to the blankλmaxThe smaller the value, the better the leveling property.
Wherein: n is 10 and represents the number of tests, Ri represents the result of each test, and R represents the average of all results.
(5) K/S value
And testing the K/S value of the dyed fabric by using a Datacolor color measuring and matching instrument.
(6) Foamability
Reference is made to GB/T21885-2008 textile printing and dyeing auxiliary antifoaming agent: measurement of defoaming Effect "test results of the application Performance of the multifunctional dispersant for polyester dyeing according to the present invention are shown in tables 1, 2 and 3
Table 1 particulate matter dispersibility test results
| Particle dispersibility | |
| Dispersant NNO | 10.2 |
| Dispersant MF | 9.5 |
| Levelling agent A | 12.8 |
| Levelling agent B | 14.3 |
| Example 1 | 24.5 |
| Example 2 | 24.3 |
| Example 3 | 22.6 |
TABLE 2 dispersant application Performance test results under tap water conditions
Note: ca in tap water2+＝50ppm，Mg2+＝15ppm，Fe3+＝0.5ppm.
TABLE 3 test results of dispersant application performance under simulated water quality conditions
Note: the simulated water quality conditions are as follows: ca2+＝100ppm，Mg2+＝50ppm，Fe3+2ppm and 2000m/s conductivity.
The examples 1, 2 and 3 in the patent of the invention are compared with a dispersant NNO, a dispersant MF, a commercially available leveling agent A and a leveling agent B in application performance, wherein the commercially available leveling agent A is a counterweighted leveling agent of glyceryl polyoxyethylene ether oleate and styrylphenol polyoxyethylene ether sulfonate, and the commercially available leveling agent B is a counterweighted leveling agent of polyethylene glycol oleate and styrylphenol polyoxyethylene ether sulfonate. As can be seen from the data in Table 1, the dispersants NNO and MF have poor particle dispersibility, and the multifunctional dispersant of the invention has better particle dispersibility than the commercial leveling agents A and B. As can be seen from tables 2 and 3, the leveling agents a and B available on the market are excellent in dye dispersibility, leveling property and migration property under tap water conditions, but when the water hardness and conductivity are improved, the dispersants NNO and MF, the leveling agents a and B available on the market are remarkably reduced in dye dispersibility, and the leveling property and migration property are reduced to different degrees, whereas the multifunctional dispersant of the present invention is reduced in dye dispersibility to level 1 under such conditions, and is reduced in leveling property and migration property to a smaller extent. Therefore, the results show that the multifunctional dispersant has better particle dispersion performance, can achieve the performance of a commercial polyester levelling agent on the dispersion and dyeing performance of dyes, and still has better dyeing performance under the condition of poorer water quality conditions.
Claims (2)
1. The preparation method of the multifunctional dispersant for polyester dyeing is characterized by comprising the following steps:
the water-based paint is composed of, by mass, 10-15 parts of an aqueous acrylate copolymer, 25-40 parts of tristyrylphenol polyoxyethylene polyoxypropylene ether, 2-5 parts of hydroxyethylidene diphosphonic acid, 0-5 parts of oleic acid, 20-35 parts of castor oil polyoxyethylene ether and 10-30 parts of water;
the water-based acrylate copolymer is prepared by the following reaction steps:
according to the mass parts, firstly, uniformly mixing 180-190 parts of acrylic acid and 10-15 parts of octadecyl methacrylate, pumping the mixture into a dropping device, filling 400-450 parts of propylene glycol into a reaction container provided with a mechanical stirrer, a condenser and a nitrogen device, starting stirring, introducing nitrogen, simultaneously heating to 90-96 ℃, then simultaneously dropping a mixed monomer of acrylic acid and octadecyl methacrylate and 20-25 parts of an ammonium persulfate aqueous solution with the mass fraction of 20%, controlling the dropping time of the mixed monomer to be 2-3 hours, controlling the dropping time of the ammonium persulfate aqueous solution to be 3-4 hours, after the dropping of the ammonium persulfate aqueous solution is finished, continuously preserving the heat at 90-96 ℃ for 0.5-1 hour, and finally cooling to 40-50 ℃ for discharging.
2. The preparation method of the multifunctional dispersant for polyester dyeing according to claim 1, characterized in that: the hydroxyl value of the tristyrylphenol polyoxyethylene polyoxypropylene ether is 40-50 mgKOH/g, and the saponification value of the castor oil polyoxyethylene ether is 90-130 mgKOH/g.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2013087293A2 (en) * | 2011-12-16 | 2013-06-20 | Henkel Ag & Co. Kgaa | Gel-based oxidation colorant comprising an emulsifier combination and thickener |
| CN107189609A (en) * | 2017-05-24 | 2017-09-22 | 广州大学 | A kind of emulsion comprising micro-nano hydrophobic material and preparation method and application |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013087293A2 (en) * | 2011-12-16 | 2013-06-20 | Henkel Ag & Co. Kgaa | Gel-based oxidation colorant comprising an emulsifier combination and thickener |
| CN107189609A (en) * | 2017-05-24 | 2017-09-22 | 广州大学 | A kind of emulsion comprising micro-nano hydrophobic material and preparation method and application |
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