CN114231052B - High-dye-uptake liquid disperse dye and preparation method and application thereof - Google Patents

High-dye-uptake liquid disperse dye and preparation method and application thereof Download PDF

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CN114231052B
CN114231052B CN202111615136.XA CN202111615136A CN114231052B CN 114231052 B CN114231052 B CN 114231052B CN 202111615136 A CN202111615136 A CN 202111615136A CN 114231052 B CN114231052 B CN 114231052B
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dye
disperse dye
uptake
liquid disperse
dyeing
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CN114231052A (en
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刘晓芸
王辉
万绪德
吕明
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Weiang Shandong Textile Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084Dispersions of dyes
    • C09B67/0085Non common dispersing agents
    • C09B67/009Non common dispersing agents polymeric dispersing agent
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0001Post-treatment of organic pigments or dyes
    • C09B67/0002Grinding; Milling with solid grinding or milling assistants
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0079Azoic dyestuff preparations
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes
    • C09B67/0082Preparations of disperse dyes or solvent dyes in liquid form
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/16General 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 dispersed, e.g. acetate, dyestuffs
    • D06P1/18Azo dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/16General 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 dispersed, e.g. acetate, dyestuffs
    • D06P1/19Nitro dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/40Cellulose acetate
    • D06P3/42Cellulose acetate using dispersed dyestuffs
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

The application provides a liquid disperse dye with high dye-uptake, and a preparation method and application thereof. The liquid disperse dye with high dye-uptake rate comprises the following raw materials in percentage by mass: 10-45% of high washing fastness disperse dye compound, 2-15% of compound auxiliary agent and 40-88% of water. The preparation method of the liquid disperse dye with high dye-uptake comprises the following steps: and mixing and grinding the raw materials to obtain the liquid disperse dye with high dye-uptake. The application of the liquid disperse dye with high dye-uptake rate is used for dyeing or printing textiles. The liquid disperse dye with the high dye-uptake rate has the advantages of good fluidity and stability, small using amount of the auxiliary agent, high dye-uptake rate, and lower chroma and COD value of dyeing residual liquid.

Description

High-dye-uptake liquid disperse dye and preparation method and application thereof
Technical Field
The application relates to the field of dyes, in particular to a high-dye-uptake liquid disperse dye and a preparation method and application thereof.
Background
With the development of society, people pursue higher quality of life for substances, and the fastness requirement of textiles is higher, so in recent years, related researchers do a lot of work on improving the color fastness of textiles, and meanwhile, disperse dyes with high washing fastness are favored by the market.
The liquidization of the disperse dye is a research field which develops more rapidly in recent years, and has a plurality of advantages compared with powdery dyes, such as good application performance, accurate and convenient metering during size mixing or dye liquor preparation, good dispersibility, low content of auxiliary agents in the liquid dye, capability of effectively reducing migration degree during post-treatment, easiness in preparing the liquid dye into nano-scale particles, obvious improvement on dye uptake and color fixing rate and the like; compared with the powder dye, the liquid dye also saves the spray drying process, reduces the commercialization cost of the dye and improves the production capacity; and can greatly reduce the discharge of printing and dyeing wastewater and waste residue from the source.
However, at present, most of the liquidization research and application of disperse dyes are focused on common disperse dyes, and the liquidization research reports on disperse dyes with high washing fastness are less. Actually, unlike general disperse dyes, disperse dyes with high washing fastness generally contain special groups such as ester groups or carbonyl groups from the structural viewpoint, which are more sensitive to pH, and how to increase the dyeing rate becomes a problem to be solved urgently.
Disclosure of Invention
The application aims to provide a high-dye-uptake liquid disperse dye, a preparation method and application thereof, so as to solve the problems.
In order to achieve the purpose, the following technical scheme is adopted in the application:
a high-dye-uptake liquid disperse dye comprises the following raw materials in percentage by mass:
10-45% of high washing fastness disperse dye compound, 2-15% of compound auxiliary agent and 40-88% of water.
Preferably, the high wash fastness disperse dye compound comprises one or more of the following compounds:
Figure BDA0003436492090000021
Figure BDA0003436492090000031
Figure BDA0003436492090000041
preferably, the composite auxiliary agent comprises, calculated as 100% of its total mass:
30-80% of high molecular hyperdispersant and 20-70% of low molecular surfactant.
Preferably, the molecular weight of the high molecular weight hyperdispersant is not less than 20000.
Preferably, the polymeric hyperdispersant comprises one or more of polyethylene oxide modified polystyrene copolymer, maleic acid modified polyacrylic acid copolymer, polycarboxylic acid ammonium salt and derivatives thereof, polyethylene oxide modified polyvinyl acetate and polyethylene oxide modified polyvinyl alcohol.
Preferably, the low molecular surfactant has a molecular weight of 5000 or less.
Preferably, the low molecular surfactant comprises one or more of sodium lignosulfonate, lignin 85A, sodium methylene dinaphthalene sulfonate, isomeric alcohol polyoxyethylene ether and sulfonate thereof, isomeric alcohol polyoxypropylene ether and sulfonate thereof, castor oil polyoxyethylene ether and sulfonate thereof.
Preferably, the mass ratio of the composite auxiliary agent to the high washing fastness disperse dye compound is (0.08-0.3): 1;
preferably, the mass ratio of the composite auxiliary agent to the high washing fastness disperse dye compound is (0.1-0.2): 1.
the application also provides a preparation method of the liquid disperse dye with high dye-uptake, which comprises the following steps:
mixing and grinding the raw materials to obtain the high-dye-uptake liquid disperse dye;
preferably, the grinding comprises a coarse grinding and a fine grinding performed in sequence.
The application also provides an application of the high-dye-uptake liquid disperse dye, which is used for dyeing or printing textiles;
preferably, the textile comprises acetate fibers, polyester fibers or blended fabrics thereof;
preferably, the dyeing comprises exhaust dyeing or pad dyeing.
Compared with the prior art, the beneficial effect of this application includes:
the application provides a high dye-uptake liquid disperse dye, limits through the quantity to high washing fastness disperse dye compound, dispersant and water, and the liquid disperse dye who obtains has mobility and stability good, the auxiliary agent quantity is few, the rate of dye uptake is high, dyeing raffinate colourity and COD value are low characteristics, is applicable to the dip-dyeing, the pad dyeing and the printing of acetate fiber, full-polyester, wash/cotton or wash/ammonia class blend fabrics or fiber material, has excellent washing fastness and heat migration fastness.
The preparation method of the high-dye-uptake liquid disperse dye is simple in process, and the obtained high-washing-fastness liquid disperse dye is stable in performance.
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To more clearly illustrate the technical solutions of the embodiments of the present application, the drawings that are required to be used in the embodiments are briefly described below, and it should be understood that the following drawings only illustrate some embodiments of the present application and therefore should not be considered as limiting the scope of the present application.
Fig. 1 shows the water-washable six-fiber color-fastness tack sheets of example 1 and comparative example 1.
Detailed Description
The terms as used herein:
"prepared from … …" is synonymous with "comprising". The terms "comprises," "comprising," "includes," "including," "has," "having," "contains," "containing," or any other variation thereof, as used herein, are intended to cover a non-exclusive inclusion. For example, a composition, process, method, article, or apparatus that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, process, method, article, or apparatus.
The conjunction "consisting of … …" excludes any unspecified elements, steps, or components. If used in a claim, the phrase is intended to claim as closed, meaning that it does not contain materials other than those described, except for the conventional impurities associated therewith. When the phrase "consisting of … …" appears in a clause of the subject of the claims and not immediately after the subject, it defines only the elements described in the clause; other elements are not excluded from the claims as a whole.
When an amount, concentration, or other value or parameter is expressed as a range, preferred range, or as a range of upper preferable values and lower preferable values, this is to be understood as specifically disclosing all ranges formed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether ranges are separately disclosed. For example, when a range of "1 to 5" is disclosed, the described range should be interpreted to include the ranges "1 to 4," "1 to 3," "1 to 2 and 4 to 5," "1 to 3 and 5," and the like. When a range of values is described herein, unless otherwise stated, the range is intended to include the endpoints thereof and all integers and fractions within the range.
In the examples, the parts and percentages are by mass unless otherwise indicated.
"parts by mass" means a basic unit of measure indicating a mass ratio of a plurality of components, and 1 part may represent any unit mass, for example, 1g, 2.689g, and the like. If we say that the part by mass of the component A is a part by mass and the part by mass of the component B is B part by mass, the ratio of the part by mass of the component A to the part by mass of the component B is a: b. alternatively, the mass of the A component is aK and the mass of the B component is bK (K is an arbitrary number, and represents a multiple factor). It is unmistakable that, unlike the parts by mass, the sum of the parts by mass of all the components is not limited to 100 parts.
"and/or" is used to indicate that one or both of the illustrated conditions may occur, e.g., a and/or B includes (a and B) and (a or B).
A high-dye-uptake liquid disperse dye comprises the following raw materials in percentage by mass:
10-45% of high washing fastness disperse dye compound, 2-15% of compound auxiliary agent and 40-88% of water.
Alternatively, the high-dye-uptake liquid disperse dye can be prepared by mixing 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45% or any value between 10% and 45% by mass of the high-wash-fastness disperse dye compound, and 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15% or any value between 2% and 15% by mass of the high-dye-uptake liquid disperse dye, the mass content of water may be 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, 49%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60%, 61%, 62%, 63%, 64%, 65%, 66%, 67%, 68%, 69%, 70%, 71%, 72%, 73%, 74%, 75%, 76%, 77%, 78%, 79%, 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88% or any value between 40% and 88%.
In an alternative embodiment, the high wash fastness disperse dye compound includes one or more of the following compounds:
Figure BDA0003436492090000071
Figure BDA0003436492090000081
Figure BDA0003436492090000091
in addition, the compound of formula 16 can be used equivalently to the compound of formula 14.
In an alternative embodiment, the compounding aid, calculated as 100% of its total mass, comprises:
30-80% of high molecular hyperdispersant and 20-70% of low molecular surfactant.
Optionally, the content of the composite auxiliary agent is 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80% or any value between 30% and 80%, and the content of the low molecular surfactant is 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70% or 20% to 70%, calculated by taking the total mass of the composite auxiliary agent as 100%.
In an alternative embodiment, the high molecular weight hyperdispersant has a molecular weight of not less than 20000.
In an alternative embodiment, the polymeric hyperdispersant comprises one or more of polyethylene oxide modified polystyrene copolymer, maleic acid modified polyacrylic acid copolymer, polycarboxylic acid ammonium salt and derivatives thereof, polyethylene oxide modified polyvinyl acetate, and polyethylene oxide modified polyvinyl alcohol.
In an alternative embodiment, the low molecular surfactant has a molecular weight of 5000 or less.
In an alternative embodiment, the low molecular surfactant comprises one or more of sodium lignosulfonate, lignin 85A, sodium methylene dinaphthalene sulfonate, isoalcohol polyoxyethylene ether and sulfonate thereof, isoalcohol polyoxypropylene ether and sulfonate thereof, castor oil polyoxyethylene ether and sulfonate thereof.
The difficulty of research on the high-dye-uptake liquid disperse dye is that the selection of the type of the dispersant is one of the difficulties of research except the dosage combination of the dye, the dispersant and water. Aiming at disperse dyes with high washing fastness, a series of dye dispersant compositions taking polymer hyperdispersants as main components are screened out, and the polymer hyperdispersants generally contain a large number of dye-philic groups (such as benzene rings, ester groups, carbonyl groups and the like), and simultaneously the stability of a disperse system is greatly improved due to the huge steric hindrance effect formed in the disperse system. The auxiliary low-molecular-weight anionic or nonionic dispersing agent can increase the wettability of materials during grinding, improve the grinding efficiency and further improve the high-temperature dispersibility of the dye during dyeing so as to ensure the dyeing uniformity and prevent the occurrence of color spots and color flowers. The COD value of the dyeing raffinate is lower, and the COD value of the dyeing raffinate is further reduced because the addition amount of the dye dispersant is less and the dye uptake of the dye compound is extremely high.
In an alternative embodiment, the mass ratio of the compounding aid to the high wash fastness disperse dye compound is (0.08-0.3): 1;
in an alternative embodiment, the mass ratio of the compounding aid to the high wash fastness disperse dye compound is (0.1-0.2): 1.
optionally, the mass ratio of the composite auxiliary agent to the high washing fastness disperse dye compound may be 0.08: 1. 0.09: 1. 0.1: 1. 0.11: 1. 0.12: 1. 0.13: 1. 0.14: 1. 0.15: 1. 0.16: 1. 0.17: 1. 0.18: 1. 0.19: 1. 0.2: 1. 0.21: 1. 0.22: 1. 0.23: 1. 0.24: 1. 0.25: 1. 0.26: 1. 0.27: 1. 0.28: 1. 0.29: 1. 0.3:1 or (0.08-0.3): 1, or any value between.
The application also provides a preparation method of the liquid disperse dye with high dye-uptake, which comprises the following steps:
mixing the raw materials and grinding to obtain the high-dye-uptake liquid disperse dye;
in an alternative embodiment, the grinding comprises a coarse grinding and a fine grinding performed sequentially.
The application also provides an application of the high-dye-uptake liquid disperse dye, which is used for dyeing or printing textiles;
in an alternative embodiment, the textile comprises acetate fibers, polyester fibers, or blends thereof;
in an alternative embodiment, the dyeing comprises exhaust dyeing or pad dyeing.
Embodiments of the present application will be described in detail below with reference to specific examples, but those skilled in the art will appreciate that the following examples are only illustrative of the present application and should not be construed as limiting the scope of the present application. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are conventional products which are not indicated by manufacturers and are commercially available.
It should be noted that the sources of the materials used in the examples are as follows:
polyethylene oxide-modified polystyrene: (PPVPEO 600) from West An Jiyue Biotech, inc.;
castor oil polyoxyethylene ether: CAS number 61791-12-6;
castor oil polyoxyethylene ether sulfonate: a sulfonated product of CAS number 61791-12-6;
polyethylene oxide modified polyvinyl acetate: purchased from brochang chemical industry limited, product number 6812;
isomeric alcohol sodium polyoxypropylene ether sulfonate: isomerous alcohol ether 1307 sulfonate;
maleic acid-modified polyacrylic acid copolymer: CAS number 26677-99-6;
ammonium salts of polycarboxylic acids: polycarboxylate amine salt dispersant 5029 was purchased from Weifang Dadong chemical Co., ltd;
polyethylene oxide/styrene-sodium maleate copolymer, available from Sienanqiyue Biotech, inc.
Examples 1 to 17
Examples 1-17 provide corresponding 17 high dye uptake liquid disperse dyes according to the structures of formulas 1-15 as described above, and the formulations are specifically shown in table 1 below:
table 1 table of formulations of example 1 to example 17
Figure BDA0003436492090000121
Figure BDA0003436492090000131
The preparation method of the liquid disperse dye with high dye-uptake corresponding to the embodiment comprises the following steps: firstly, putting a disperse dye compound with high washing fastness, a dye dispersant and a corresponding amount of water into a dispersion kettle for pulping and coarse grinding, then pumping the materials into a nano grinding system for fine grinding, and finally filtering to obtain a finished product of the liquid disperse dye after the materials are detected to be qualified.
Comparative examples 1 to 3
The dyes of comparative examples 1 to 3 were prepared according to the following formulation of Table 2 by the same method as in the example.
Table 2 formula tables of comparative example 1 to comparative example 3
Figure BDA0003436492090000141
The liquid disperse dyes obtained in the examples and the comparative examples are subjected to centrifugal stability test, washing staining fastness and dyeing residual liquid COD value test, and the test methods are as follows:
centrifugal stability test method:
the principle is as follows: centrifuging the liquid disperse dye, taking the upper-layer disperse liquid, diluting, measuring the absorbance at the maximum absorption wavelength of the upper-layer disperse liquid, comparing the absorbance with the absorbance of a sample before centrifugation, and calculating the specific absorbance; the better the storage stability of the liquid disperse dye, the greater the specific absorbance value, the less likely the pulp will delaminate or the longer the delamination time.
The testing steps are as follows:
a) Taking a small amount of liquid disperse dye sample before centrifugation, diluting by 10000 or 20000 times with water, and determining the absorbance value A0 at the maximum absorption wavelength;
b) 10g of liquid disperse dye is put into a centrifugal tube and centrifuged for 30min at the rotating speed of 2000 r/min;
c) Taking a small amount of liquid disperse dye samples at a position 1mm away from the surface layer (liquid level) of the centrifugal tube, diluting the samples by the same times, and measuring the absorbance A at the maximum absorption wavelength of the samples;
d) The closer to 100% the specific absorbance r, the higher the centrifugal stability of the dispersion, calculated according to the following formula: r = a/A0 × 100% (to 1-bit decimal point).
Particle size D50 test method after 30 days:
and (3) adopting a Liaoning Dongboent Benano 90Zeta nano-particle size potentiometer to test the particle size of the liquid disperse dye sample, and reading a Z-average particle size value.
The method for testing the color fastness to washing and the COD value of dyeing residual liquid comprises the following steps:
the dyes prepared in the examples and the comparative examples were dyed with pure polyester knitted fabrics to a depth of 4% (owf), a bath ratio of 1 to 10, an amount of hac of 1.0g/L (pH 3.8 to 4.0), and a dyeing residue was collected after dyeing to perform a COD value test (using a rapid COD analyzer, type 5B-3A of lian hua technology). And in addition, the dyed fabric is sequentially subjected to reduction cleaning, washing, drying and shaping, and finally, the washing fastness is tested, and the washing staining fastness is tested by using special multi-fiber lining cloth according to the AATCC-61-2A standard.
Dye uptake test method: testing the amount of the dye contained in the dye solution before dyeing and the dye contained in the cloth sample after dyeing by referring to the testing method and steps in GB/T9337-2001, wherein the dyeing depth is 2% (owf), and finally calculating the dyeing rate; the dye uptake data are shown in table 3 below:
the test results are shown in table 3 below:
TABLE 3 test results
Figure BDA0003436492090000161
Figure BDA0003436492090000171
FIG. 1 is a photograph of the color fastness of the water-washed six fibers of example 1 (top) and comparative example 1 (bottom).
As can be seen from fig. 1 and table 3 above, example 1 has the same dye composition as comparative example 1, and comparative example 1 has significantly poor centrifugal stability when different dye dispersants are used, and in combination with examples 2-17, and comparative example 2, the centrifugal stability of comparative example 3 shows that liquid dyes milled using conventional dispersants have poor centrifugal stability, and the stability of the problem can be significantly improved after the introduction of the polymeric hyperdispersant. The reason is that the chain segment of the macromolecular hyperdispersant is longer, and the great steric hindrance energy is formed between chains, so that the aggregation of disperse dye particles can be effectively prevented, and the stability of the system is improved.
On the other hand, as is obvious from the aspect of washing staining fastness, the staining of terylene, nylon and cotton in the six-fiber staining of the liquid disperse dye with high dye-uptake provided by the application is obvious due to the comparative examples 1-3. On the one hand, the reason is that the structure of the disperse dye is determined, and most of the molecular structures of the disperse dyes with high dye-uptake rate contain groups with poor alkali resistance, such as ester groups or carbonyl groups, and unfixed or loose parts are changed into water-soluble substances through hydrolysis after reduction cleaning and washed away in the water washing process. On the other hand, the high-dye-uptake disperse dye provided by the application has the advantages that the particle size is finer, the distribution is more uniform, the dye-uptake fixation rate is higher, and the COD value of the residual liquid after dyeing is also reflected.
Finally, the application provides high uptake disperse dyes with lower COD values of the dyed raffinate from the COD values of 4% < owf > deep dyeing raffinate, even at the same amount of dispersing aid (as in example 2 and comparative example 2). The same is caused by higher dye-uptake and fixation of the high-dye-uptake disperse dye provided by the application and relatively lower dosage of the dye dispersant.
According to the application, a series of liquid disperse dyes with high dye uptake are prepared according to the structural characteristics of the disperse dyes in the subdivided field of high-water-washing disperse dyes.
Meanwhile, aiming at the disperse dye with high washing fastness, a series of dye dispersant compositions taking the macromolecular hyperdispersant as the main component are screened out, and the macromolecular hyperdispersant generally contains a large number of dye-philic groups (such as benzene rings, ester groups, carbonyl groups and the like), and the stability of a disperse system is greatly improved due to the huge steric hindrance effect formed in the disperse system. Meanwhile, the auxiliary low-molecular-weight anionic or nonionic dispersing agent increases the wettability of materials during grinding, improves the grinding efficiency, and further improves the high-temperature dispersibility of the dye during dyeing so as to ensure the dyeing uniformity and prevent the occurrence of color spots and color flowers.
Finally, the COD value of the dyeing raffinate of the high-dye-uptake liquid disperse dye prepared by the method is lower, and the COD value of the dyeing raffinate is further reduced because the addition amount of the dye dispersant is less and the dye uptake of the dye compound is extremely high.
Finally, it should be noted that: the above embodiments are only used for illustrating the technical solutions of the present application, and not for limiting the same; although the present application has been described in detail with reference to the foregoing embodiments, it should be understood by those of ordinary skill in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present application.
Moreover, those skilled in the art will appreciate that while some embodiments herein include some features included in other embodiments, rather than other features, combinations of features of different embodiments are meant to be within the scope of the application and form different embodiments. For example, in the claims above, any of the claimed embodiments may be used in any combination. The information disclosed in this background section is only for enhancement of understanding of the general background of the application and should not be taken as an acknowledgement or any form of suggestion that this information forms the prior art already known to a person skilled in the art.

Claims (8)

1. The liquid disperse dye with high dye-uptake is characterized by comprising the following raw materials in percentage by mass:
10-45% of high washing fastness disperse dye compound, 2-15% of composite auxiliary agent and 40-88% of water;
the high washing fastness disperse dye compound is selected from one or more of the following compounds:
Figure F_221009110357543_543510001
Figure F_221009110357621_621649002
Figure F_221009110357704_704139003
Figure F_221009110357782_782274004
Figure F_221009110357860_860409005
Figure F_221009110357924_924851006
Figure F_221009110358018_018589007
Figure F_221009110358331_331590008
Figure F_221009110358409_409277009
Figure F_221009110358472_472203010
Figure F_221009110358564_564502011
Figure F_221009110358642_642623012
Figure F_221009110358706_706592013
Figure F_221009110358800_800331014
Figure F_221009110358878_878491015
Figure F_221009110358962_962975016
the composite auxiliary agent comprises the following components by taking the total mass of the composite auxiliary agent as 100 percent:
30-80% of high molecular hyperdispersant and 20-70% of low molecular surfactant;
the macromolecular hyperdispersant is selected from one or more of polyoxyethylene modified polystyrene copolymer, maleic acid modified polyacrylic acid copolymer, polycarboxylic acid ammonia salt and derivatives thereof, polyoxyethylene modified polyvinyl acetate and polyoxyethylene modified polyvinyl alcohol;
the low molecular surfactant is selected from one or more of sodium lignosulfonate, lignin 85A, sodium methylene dinaphthalene sulfonate, isomeric alcohol polyoxyethylene ether and sulfonate thereof, isomeric alcohol polyoxypropylene ether and sulfonate thereof, castor oil polyoxyethylene ether and sulfonate thereof.
2. The high-dye-uptake liquid disperse dye according to claim 1, wherein the mass ratio of the composite auxiliary agent to the high-wash-fastness disperse dye compound is (0.08-0.3): 1.
3. the high-dye-uptake liquid disperse dye according to claim 2, wherein the mass ratio of the composite auxiliary agent to the high-wash-fastness disperse dye compound is (0.1-0.2): 1.
4. a method for preparing the high-dye-uptake liquid disperse dye according to any one of claims 1 to 3, which comprises the following steps:
and mixing and grinding the raw materials to obtain the liquid disperse dye with high dye-uptake.
5. The method for preparing a high-uptake liquid disperse dye according to claim 4, wherein the grinding comprises coarse grinding and fine grinding which are sequentially performed.
6. Use of a high dye uptake liquid disperse dye according to any one of claims 1 to 3 for dyeing or printing textiles.
7. The use of the high-dye-uptake liquid disperse dye according to claim 6, wherein the textile comprises acetate fibers, polyester fibers or blended fabrics thereof.
8. The use of the high uptake liquid disperse dye according to claim 6, wherein the dyeing comprises exhaust dyeing or pad dyeing.
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