CN110669356B - Yellow dye composition, yellow dye and preparation method and application thereof - Google Patents

Yellow dye composition, yellow dye and preparation method and application thereof Download PDF

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CN110669356B
CN110669356B CN201911011941.4A CN201911011941A CN110669356B CN 110669356 B CN110669356 B CN 110669356B CN 201911011941 A CN201911011941 A CN 201911011941A CN 110669356 B CN110669356 B CN 110669356B
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yellow dye
component
formula
dye composition
yellow
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CN110669356A (en
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陆根发
阮光栋
景浙湖
彭婷婷
孙娴
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Yorkshire Zhejiang Dyeing And Chemical Co ltd
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Yorkshire Zhejiang Dyeing And Chemical Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing 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
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046—Mixtures of two or more azo dyes
    • C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing 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
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008—Preparations of disperse dyes or solvent dyes
    • 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
    • D06P1/16—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 dispersed, e.g. acetate, dyestuffs
    • D06P1/18—Azo dyes
    • 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
    • D06P1/16—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 dispersed, e.g. acetate, dyestuffs
    • D06P1/19—Nitro dyes
    • 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/14—Wool
    • D06P3/143—Wool using dispersed dyes
    • 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/24—Polyamides; Polyurethanes
    • D06P3/26—Polyamides; Polyurethanes using dispersed dyestuffs
    • 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
    • D06P3/40—Cellulose acetate
    • D06P3/42—Cellulose acetate using dispersed dyestuffs
    • 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
    • D06P3/54—Polyesters using dispersed dyestuffs
    • 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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/6033—Natural or regenerated cellulose using dispersed dyes
    • 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
    • D06P3/70—Material containing nitrile groups
    • D06P3/72—Material containing nitrile groups using dispersed dyestuffs

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

Abstract

The invention relates to a yellow dye composition, a yellow dye, a preparation method and application thereof. The yellow dye composition comprises: component A represented by the formula (I):
Figure DDA0003082343160000011
in formula (I): x1represents-H, halogen, -OCH3、‑OSO2‑Ph、‑OSO2‑CH3or-CO-Ph; x2represents-H, -NO2；R1An alkyl group having a carbon number of 1 to 4; and, X1And X2Not H at the same time; and a component B represented by the formula (II):

Description

Yellow dye composition, yellow dye and preparation method and application thereof
Technical Field
The invention relates to the field of dyes, in particular to a yellow dye composition, a yellow dye, a preparation method and application thereof.
Background
The acetate fiber fabric has the characteristics of good hand feeling and gorgeous and good air permeability, and becomes one of the popular fabrics in the market. Due to the structural characteristics of the acetate fabric, the disperse dye with low molecular weight and good dispersibility is more suitable for printing and dyeing the acetate fabric, and the disperse dye with single component is as follows: c.i. disperse yellow 3 and c.i. disperse yellow 211 are poor in dyeing build-up and level-dyeing properties and low in various color fastnesses, and cannot meet market demands.
Citation 1 discloses a yellow disperse dye composition and a dye product, and specifically discloses that the yellow disperse dye composition is composed of a component A and a component B, wherein the component A is selected from at least one compound shown in formula (I), the component B is selected from at least one compound shown in formula (II), based on the component A and the component B, the mass percent of the component A is 5-95%, and the mass percent of the component B is 5-95%:
Figure GDA0003082343150000011
in formula (I): r1Is C1～C4Alkyl, -C2H4CN or-CH2COOK1In which K is1Is C1～C4An alkyl group; r2Is composed of
Figure GDA0003082343150000012
Wherein m is 1 or 2, K2Is C1～C4Alkyl radical, C1～C4Alkoxy or halogen; in formula (II): r3Is C1～C4An alkyl group; r4、R5Each independently is hydrogen, C1～C4Alkoxy, nitro or-OSO2-Ph, and R4、R5Not simultaneously being hydrogen, wherein Ph is phenyl. The yellow dye composition has poor color fastness when being used for acetate fabrics.
Citation 2 discloses a disperse yellow dye composition, and specifically discloses that the disperse yellow dye composition is composed of a component a, a component B and an auxiliary agent, wherein the component a is selected from one or more compounds shown in formula (i), the component B is selected from one or more compounds shown in formula (ii), based on the component a, the component B and the auxiliary agent, the mass percentage of the component a is 5-45%, the mass percentage of the component B is 5-45%, and the balance is the auxiliary agent:
Figure GDA0003082343150000021
in the formula (I), X1Is nitro or hydrogen; x2Is hydrogen, chlorine, methoxy, nitro or-CO-Ph, wherein Ph is phenyl, R1Is C1～C4An alkyl group; in the formula (II), R2Is hydrogen or bromine. When the disperse yellow dye composition is used for the acetate fiber fabric, various color fastness is poor.
In addition, other existing yellow dyes applied to printing and dyeing of acetate fabrics in the market also have the problems of environmental pollution and insufficient deep dyeing property in the preparation process.
Therefore, in view of the above problems, it is important to develop a yellow dye which is suitable for dyeing a cellulose acetate fabric and has good dyeing properties and color fastness.
Cited documents:
citation 1: CN108102422A
Cited document 2: CN 108250795A
Disclosure of Invention
Problems to be solved by the invention
The invention aims to provide an environment-friendly yellow dye composition with excellent performance, a yellow dye and a preparation method thereof.
Means for solving the problems
The invention provides a yellow dye composition, wherein the yellow dye composition comprises: component A represented by the formula (I):
Figure GDA0003082343150000031
in formula (I): x1represents-H, halogen, -OCH3、-OSO2-Ph、-OSO2-CH3or-CO-Ph; x2represents-H, -NO2；R1An alkyl group having a carbon number of 1 to 4; and, X1And X2Not H at the same time; and
component B according to formula (II):
Figure GDA0003082343150000032
the yellow dye composition comprises 10-70% of component A, preferably 20-70% of component A, wherein the total mass of the yellow dye composition is 100%; the content of the component B is 25-90%, and preferably 30-80%.
The yellow dye composition comprises one or more than two of compounds selected from the compounds shown as formulas (I-1) to (I-8),
Figure GDA0003082343150000033
Figure GDA0003082343150000041
Figure GDA0003082343150000051
the yellow dye composition comprises a component A and a component B, wherein the component A contains a compound shown as a formula (I-1) or/and a compound shown as a formula (I-2).
The invention also provides a yellow dye, wherein the yellow dye comprises the yellow dye composition according to any one of claims 1 to 4 and auxiliary materials; optionally, the auxiliary material comprises an auxiliary agent and water.
The yellow dye is characterized in that the mass ratio of the auxiliary agent to the yellow dye composition is 1-5: 1; preferably, the auxiliary agent comprises one or a combination of more than two of a dispersing agent, a dyeing assistant and a surfactant.
The yellow dye comprises one or more than two of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate and sodium sulfate;
optionally, the alkyl naphthalene sulfonic acid formaldehyde condensate comprises a methyl naphthalene sulfonic acid formaldehyde condensate.
The present invention also provides a process for the preparation of the yellow dye according to the invention, which comprises: in the presence of auxiliary materials, carrying out granulation treatment on each dye component by using a pulverizer; or the dye components are respectively granulated by a pulverizer in the presence of auxiliary materials and then mixed.
The invention also provides the use of a yellow dye according to the invention or of a yellow dye obtained by the preparation process according to the invention for dyeing and printing textiles which contain polyester fibers and/or cellulose acetate;
preferably, the fabric comprises polyester fibers and/or a fabric of cellulose acetate blended with other fibers; the other fiber includes one or a combination of two or more selected from the group consisting of nylon, viscose and a tenter frame.
The invention also provides a fabric which is prepared by dyeing and printing with the yellow dye according to the invention or the yellow dye prepared by the preparation method of the invention.
ADVANTAGEOUS EFFECTS OF INVENTION
The yellow dye composition and the yellow dye have excellent lifting force and excellent color fastness.
Specifically, the yellow dye composition and the yellow dye of the present invention have excellent dark color build-up, leveling property and compatibility and have high take-in rate.
Further, the yellow dye composition and the yellow dye can obtain various color fastness higher than that of the traditional dye on the fabric containing polyester fiber and/or cellulose acetate, and particularly have good smoke fastness and light fastness without catalytic fading.
Further, the yellow dye composition and the yellow dye of the invention also have excellent compatibility, and can easily obtain dark blue, gray and black colors together with red and blue dyes.
Further, the yellow dye composition and the yellow dye are suitable for dyeing and printing polyester fibers and/or cellulose acetate or fabrics blended with nylon, viscose and a tenter.
In addition, the preparation method of the yellow dye is simple and feasible, the raw materials are easy to obtain, and the yellow dye is suitable for batch production.
Detailed Description
The present invention will be described in detail below. The technical features described below are explained based on typical embodiments and specific examples of the present invention, but the present invention is not limited to these embodiments and specific examples.
Furthermore, in the following detailed description, numerous specific details are set forth in order to provide a better understanding of the present invention. It will be understood by those skilled in the art that the present invention may be practiced without some of these specific details. In other instances, methods, means, devices and steps which are well known to those skilled in the art have not been described in detail so as not to obscure the invention.
It should be noted that:
in the present specification, the numerical range represented by "numerical value a to numerical value B" means a range including the end point numerical value A, B.
In the present specification, "-Ph" used represents a phenyl group in the chemical formula.
All units used in the present invention are international standard units unless otherwise stated, and numerical values and numerical ranges appearing in the present invention should be understood to include errors allowed in industrial production.
In the present specification, reference to "some particular/preferred embodiments," "other particular/preferred embodiments," "embodiments," and the like, means that a particular element (e.g., feature, property, and/or characteristic) described in connection with the embodiment is included in at least one embodiment described herein, and may or may not be present in other embodiments. In addition, it is to be understood that the described elements may be combined in any suitable manner in the various embodiments.
< first aspect >
In a first aspect of the present invention, there is provided a yellow dye composition comprising a component a according to formula (i):
Figure GDA0003082343150000071
in formula (I): x1represents-H, halogen, -OCH3、-OSO2-Ph、-OSO2-CH3or-CO-Ph; x2represents-H, -NO2；R1An alkyl group having a carbon number of 1 to 4; and, X1And X2Not H at the same time; and
component B according to formula (II):
Figure GDA0003082343150000072
in the present invention, the halogen is not particularly limited, and may be, for example, fluorine, chlorine, bromine, and preferably chlorine. In the present invention, the type of the C1 to C4 alkyl group is not particularly limited, and the C1 to C4 alkyl groups may be linear alkyl groups or branched alkyl groups, and the C1 to C4 alkyl groups may be methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, or the like, for example.
Further, in order to obtain a yellow dye composition with more excellent performance, the content of the component A is 10-70%, preferably 20-70%, and the content of the component B is 25-90%, preferably 30-80%, based on 100% of the total mass of the yellow dye composition.
Specifically, the content of the component a may be 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, etc.; the content of the component B may be 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, etc.
In some specific embodiments of the present invention, the component A comprises one or a combination of two or more selected from the group consisting of compounds represented by the formulae (I-1) to (I-8),
Figure GDA0003082343150000081
Figure GDA0003082343150000091
in the present invention, the compounds represented by the formulae (I) and (II) can be synthesized in a manner well known to those skilled in the art, and commercially available products can be used.
In some embodiments of the present invention, the yellow dye composition comprises a compound represented by formula (I-1) or/and a compound represented by formula (I-2).
In some specific embodiments of the present invention, the content of the compound represented by formula (I-1) and/or the compound represented by formula (I-2) in the yellow dye composition is 20 to 70% based on 100% by mass of the yellow dye composition.
Specifically, the content of the compound represented by the formula (I-1) may be 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, etc., based on 100% by mass of the total of the yellow dye composition. And/or the content of the compound represented by the formula (I-2) may be 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, etc.
In some embodiments of the present invention, the yellow dye composition comprises compounds of formula (I-1) and formula (II); wherein the content of the compound shown in the formula (I-1) is 20-70% and the content of the compound shown in the formula (II) is 30-80% based on the total mass of the yellow dye composition as 100%.
In some embodiments of the present invention, the yellow dye composition comprises compounds of formula (I-2) and formula (II); wherein the content of the compound shown in the formula (I-2) is 30-70 percent and the content of the compound shown in the formula (II) is 30-70 percent based on the total mass of the yellow dye composition being 100 percent.
Further, the yellow dye composition may include at least one of the following compositions:
a combination of compounds represented by the formula (I-1) and the formula (II);
a combination of compounds of formula (I-2) and formula (II);
a combination of compounds represented by the formulae (I-1), (II) and (I-8);
a combination of compounds represented by the formulae (I-1), (II), (I-4) and (I-6);
a combination of compounds represented by formula (I-2), formula (II) and formula (I-7);
a combination of compounds represented by formula (I-2), formula (II) and formula (I-5);
a combination of compounds represented by formula (I-1), formula (II) and formula (I-3);
a combination of compounds represented by the formula (I-2), the formula (II), the formula (I-5) and the formula (I-8).
< second aspect >
In a second aspect of the present invention, there is provided a yellow dye comprising the yellow dye composition according to the first aspect and an auxiliary material. In some specific embodiments of the present invention, the adjuvant comprises an adjuvant and water. Specifically, the yellow dye may be a yellow disperse dye.
In some specific embodiments of the invention, the mass ratio of the auxiliary agent to the yellow dye composition is 1-5: 1. Specifically, the mass ratio of the auxiliary agent to the yellow dye composition may be 1:1, 2:1, 3:1, 4:1, 5:1, and the like.
In some specific embodiments of the present invention, the auxiliary agent comprises one or a combination of two or more of a dispersant, a dispersing agent, a dyeing assistant and a surfactant.
In the present invention, the specific kind of the dispersant is not particularly limited. May be a dispersant commonly used in the art. Specifically, the dispersant may include one or a combination of two or more of a naphthalenesulfonic acid-formaldehyde condensate and a methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF).
In the present invention, the specific type of the diffusing agent is not particularly limited. May be a dispersing agent commonly used in the art. Specifically, the diffusing agent includes one or a combination of two or more of a benzylnaphthalenesulfonic acid-formaldehyde condensate (diffusing agent CNF), a lignosulfonate, and a naphthalenesulfonic acid-formaldehyde condensate (diffusing agent NNO). Further, the lignosulfonate is preferably sodium lignosulfonate, which may be lignin 85A, lignin 83A, or the like.
In the present invention, there is no particular limitation on the specific kind of the dyeing assistant. Can be a dyeing assistant commonly used in the field. In some particular embodiments of the invention, the dye assistant may include anhydrous sodium sulphate (sodium carbonate).
In the present invention, the specific kind of the surfactant is not particularly limited. May be a surfactant commonly used in the art. In some specific embodiments of the present invention, the surfactant may include an anionic surfactant, a cationic surfactant, and the like.
In some specific embodiments of the present invention, the adjuvant comprises one or a combination of two or more of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, sodium lignosulfonate, naphthalene sulfonic acid formaldehyde condensate, sodium sulfate. Preferably, the alkyl naphthalene sulfonic acid formaldehyde condensate may include a methyl naphthalene sulfonic acid formaldehyde condensate.
The yellow dye composition or the yellow dye is an economic and environment-friendly composite disperse dye with excellent dyeing performance.
< third aspect >
The third aspect of the present invention further provides a preparation method of the yellow dye according to the second aspect, specifically comprising: in the presence of auxiliary materials, carrying out granulation treatment on each dye component by using a pulverizer; or the dye components are respectively granulated by a pulverizer in the presence of auxiliary materials and then mixed.
Specifically, in some specific embodiments of the present invention, the respective dye compound components of the yellow dye composition are mixed in a specific ratio, and subjected to a granulation treatment with a pulverizer such as a sand mill or a grinder in the presence of an auxiliary and water; in other embodiments of the present invention, the individual components of the yellow dye composition may be separately subjected to a granulation treatment in the presence of an auxiliary agent and water by a pulverizer such as a sand mill or a grinding mill, and the components may be mixed in a specific ratio after the granulation treatment.
In some embodiments of the present invention, the yellow dye is in a liquid state after being processed by a pulverizer such as a sand mill or a grinder, and the liquid dye may be dried, for example, spray-dried, and then made into a dry powder or a granule.
< fourth aspect >
The fourth aspect of the present invention further provides a use of the yellow dye composition according to the second aspect or the yellow dye prepared by the preparation method according to the third aspect for dyeing and printing a fabric containing polyester fiber and/or cellulose acetate.
In some specific embodiments of the present invention, the yellow dyes of the present invention are used for dyeing and printing polyester fabrics and/or acetate fabrics.
Specifically, the fabric of the present invention includes a fabric in which polyester fibers and/or cellulose acetate are blended with other fibers; the other fiber includes one or a combination of two or more selected from the group consisting of nylon, viscose and a tenter frame.
In the present invention, the cellulose acetate may be cellulose diacetate.
In the present invention, the yellow dye may be dyed by a dyeing process conventionally used in the industry. The dyeing process comprises jig dyeing, jet dyeing and common dip dyeing.
In some specific embodiments of the present invention, when the yellow dye is used for dyeing acetate fabrics, the dyeing is preferably carried out at 65-95 ℃, and a common dip dyeing method can be adopted; specifically, firstly, pretreating the acetate fiber fabric, then putting the acetate fiber fabric into a dye vat for dip dyeing, washing the acetate fiber fabric to be neutral by cold water after dyeing, wringing the acetate fiber fabric, and ironing the acetate fiber fabric.
In other specific embodiments of the present invention, the yellow dye is used for dyeing polyester fiber fabrics, preferably at 130-135 ℃, and a common dip dyeing method can be adopted; specifically, firstly, pretreating the polyester fiber fabric, then putting the polyester fiber fabric into a dye vat for dip dyeing, after dyeing, washing the polyester fiber fabric to be neutral with cold water, wringing the polyester fiber fabric, then carrying out reduction washing, washing with water, dehydrating and drying.
The present invention also provides a fabric produced by dyeing and printing using the yellow dye according to < second aspect > or the yellow dye produced by the production process of < third aspect >.
Examples
Embodiments of the present invention will be described in detail below with reference to examples, but those skilled in the art will appreciate that the following examples are only illustrative of the present invention and should not be construed as limiting the scope of the present invention. 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 commercially available, and are not indicated by manufacturers.
In the embodiments of the present invention, the yellow dye composition inevitably contains a small amount of moisture and a small amount of physical impurities in the process of preparing the yellow dye, which are normal phenomena, and do not affect the implementation of the technical scheme of the present invention and the embodiment of the technical effect.
Example 1:
the yellow disperse dye of this example was prepared according to the formulation of Table 1.
TABLE 1
Figure GDA0003082343150000131
The preparation method of the yellow disperse dye comprises the following steps:
1. accurately weighing the compound of formula (I-1), the compound of formula (II) and a dispersant according to Table 1, and mixing them to obtain a mixture;
2. adding 94g of water into the mixture obtained in the step 1, and uniformly stirring;
3. the mixture was milled and dispersed using a mill and spray dried to give the finished yellow dye.
Example 2:
the yellow disperse dye of this example was prepared according to the formulation of Table 2.
TABLE 2
Figure GDA0003082343150000141
The preparation method of the yellow disperse dye comprises the following steps:
1. accurately weighing the compound of formula (I-2), the compound of formula (II) and the dispersant according to Table 2, and mixing them to obtain a mixture;
2. adding 90g of water into the mixture obtained in the step 1, and uniformly stirring;
3. the mixture was milled and dispersed using a mill and spray dried to give the finished yellow dye.
Examples 3 to 8:
the yellow disperse dyes of examples 3-8 were prepared according to the formulation of Table 3.
Table 3 units: g
Figure GDA0003082343150000151
The yellow disperse dyes of examples 3-8 were prepared by the following method:
1. the components of examples 3-8 were weighed exactly according to table 3 and mixed to give a mixture;
2. adding the mixture obtained in the embodiment 3-8 into water with the mass corresponding to the mass in the table, and uniformly stirring;
3. and grinding and dispersing the mixture by using a grinder, and spray drying to obtain a finished yellow dye product.
Comparative example 1:
disperse yellow dye E-GN (C.I. disperse yellow 54 and C.I. disperse orange 25 mixed)
Figure GDA0003082343150000152
Comparative example 2:
55 g of the component A shown in the formula (I-2), 25 g of lignin 85A and 20 g of dispersant MF are added with 67 g of water and stirred uniformly, and the finished dye is obtained after grinding, dispersion and drying.
Comparative example 3:
comparative example 3 the dye was a conventional commercial disperse yellow 211 comprising a compound represented by the formula (I-1).
Figure GDA0003082343150000161
Comparative example 4:
45 g of the component B shown in the formula (II), 20 g of lignin 85A and 35 g of dispersant MF are added with 82 g of water and stirred uniformly, and the finished dye is obtained after grinding, dispersion and drying.
Comparative example 5:
the yellow disperse dye was prepared for use as described in example 1 of CN 109735136A.
Comparative example 6:
the yellow disperse dye was prepared for use as described in example 2 of CN 108102422A.
Dyeing example:
accurately weighing 0.5 g of the yellow dyes prepared in the examples 1-8 and the comparative examples 1-6, dissolving, uniformly stirring, fixing the volume to 500mL by using a volumetric flask, sucking 25mL of dye solution into a dyeing cup, adding 72mL of water and 2.5 g of cellulose diacetate cloth, controlling the dyeing depth (o.w.f) to be 1.0%, controlling the bath ratio to be 1:40, heating to 85 ℃ at the heating rate of 1 ℃/min, preserving the heat for 60 min, cooling to 70 ℃ and starting sampling. Washing and ironing the cloth sample to obtain the yellow diacetate fiber fabric.
And (3) lifting force test:
the dyes prepared in examples 1 to 8 and comparative examples 1 to 6 were dyed according to the method of GB/T2397-.
TABLE 4
Examples Lifting power
Examples 1 to 8 A
Comparative example 1 A
Comparative example 2 B
Comparative example 3 B
Comparative example 4 B
Comparative example 5 A
Comparative example 6 A
Each fastness test:
the dyed yellow diacetate fiber fabric is respectively tested according to ISO 105-C10, ISO 105-X12, ISO 105-P01, AATCC 16.3-2012(20h) and ISO 105-G02 for washing resistance, rubbing resistance, sublimation resistance, sunlight resistance and smoking resistance, and the results are shown in the following tables 5 and 6.
TABLE 5
Figure GDA0003082343150000181
TABLE 6
Figure GDA0003082343150000191
From the above data, the yellow dye products of examples 1-8 provided by the present invention have more excellent dyeing performance and various fastness properties when dyeing on acetate fabrics than the yellow dye products of comparative examples 1-6.
Industrial applicability
The yellow dye composition, the yellow dye, the preparation method and the application thereof, and the fabric can be industrially implemented.

Claims (14)

1. A yellow dye composition, which is characterized by comprising the following components:
component A represented by the formula (I):
Figure FDA0003632601040000011
in formula (I): x1represents-H, chloro, -OCH3、-OSO2-Ph、-OSO2-CH3or-CO-Ph; x2represents-H, -NO2；R1An alkyl group having a carbon number of 1 to 4; and, X1And X2Not H at the same time; and
component B according to formula (II):
Figure FDA0003632601040000012
the content of the component A is 10-70% by taking the total mass of the yellow dye composition as 100%; the content of the component B is 25-90%;
the yellow dye composition can be used for dyeing and printing of cellulose acetate-containing fabrics.
2. The yellow dye composition according to claim 1, wherein the content of the component A is 20-70% based on 100% of the total mass of the yellow dye composition; the content of the component B is 30-80%.
3. The yellow dye composition according to claim 1 or 2, wherein the component A comprises one or a combination of two or more compounds selected from the group consisting of compounds represented by the formulae (I-1) to (I-8),
Figure FDA0003632601040000013
Figure FDA0003632601040000021
Figure FDA0003632601040000031
4. the yellow dye composition according to claim 3, wherein the component A comprises a compound represented by the formula (I-1) or/and a compound represented by the formula (I-2).
5. A yellow dye, characterized in that the yellow dye comprises the yellow dye composition according to any one of claims 1 to 4 and an auxiliary material.
6. The yellow dye according to claim 5, wherein the auxiliary material comprises an auxiliary agent and water.
7. The yellow dye according to claim 6, wherein the mass ratio of the auxiliary to the yellow dye composition is 1-5: 1.
8. The yellow dye according to claim 7, wherein the auxiliary agent comprises one or a combination of two or more of a dispersant, a dispersing agent, a dyeing assistant and a surfactant.
9. The yellow dye according to any one of claims 6 to 8, wherein the auxiliary agent comprises one or a combination of two or more of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, sodium sulfate.
10. The yellow dye according to claim 9, wherein the alkylnaphthalenesulfonic acid-formaldehyde condensate comprises a methylnaphthalenesulfonic acid-formaldehyde condensate.
11. A process for the preparation of a yellow dye according to any one of claims 5 to 10, comprising: in the presence of auxiliary materials, carrying out granulation treatment on each dye component by using a pulverizer; or the dye components are respectively granulated by a grinder in the presence of auxiliary materials and then mixed.
12. Use of a yellow dye according to any one of claims 5 to 10 or prepared by the process according to claim 11 for dyeing and printing cellulose acetate-containing fabrics.
13. Use according to claim 12, characterized in that the fabric comprises a fabric of cellulose acetate blended with other fibres; the other fiber includes one or a combination of two or more selected from the group consisting of nylon, viscose and a draw frame.
14. A fabric, characterized in that it is produced by dyeing and printing using a yellow dye according to any one of claims 5 to 10 or a yellow dye produced by the production process according to claim 11.
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CN101880476B (en) * 2010-06-29 2013-09-11 浙江龙盛染料化工有限公司 Yellow-to-orange disperse dye composition
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