CN114085548B - Orange disperse dye composition, orange disperse dye, and preparation method and application thereof - Google Patents
Orange disperse dye composition, orange disperse dye, and preparation method and application thereof Download PDFInfo
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- CN114085548B CN114085548B CN202111411912.4A CN202111411912A CN114085548B CN 114085548 B CN114085548 B CN 114085548B CN 202111411912 A CN202111411912 A CN 202111411912A CN 114085548 B CN114085548 B CN 114085548B
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- disperse dye
- orange disperse
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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
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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
- D06P1/16—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
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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
- D06P3/54—Polyesters using dispersed dyestuffs
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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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/6033—Natural or regenerated cellulose using dispersed dyes
Abstract
The invention provides an orange disperse dye composition, an orange disperse dye, a preparation method and application thereof. The orange disperse dye composition comprises the following components: component A of formula (I):a component B represented by the formula (II):
Description
Technical Field
The invention relates to the field of dyes, in particular to an orange disperse dye composition, an orange disperse dye, a preparation method and application thereof.
Background
The acetate fiber, especially the diacetate fiber, has good air permeability and antistatic property, bright fabric color and soft touch, and has good market prospect at home and abroad. Because of the fiber characteristics of the diacetate fiber, the disperse dye with low molecular weight and similar dyeing rate becomes the dye which is most suitable for dyeing and printing the diacetate fiber, wherein the orange disperse dye is a necessary basic dye for various manufacturers.
Conventional orange disperse dyes such as: c.i. disperse orange 288, etc. have the disadvantages of poor dyeing property and low color fastness when printing and dyeing the diacetate fiber fabric, and can not well meet the market demand. Therefore, in view of the above problems, it is important to develop an orange environmentally friendly dye suitable for dyeing diacetic acid fiber fabrics and having good dyeing properties and color fastness.
Disclosure of Invention
Problems to be solved by the invention
In view of the technical problems existing in the prior art, the invention aims to provide an orange disperse dye composition with environmental protection and excellent performance, an orange disperse dye, a preparation method and application thereof, wherein the orange disperse dye composition has excellent lifting power, good compatibility, good washing fastness, sublimation fastness, rubbing fastness and excellent light fastness.
Further, the orange disperse dye composition and the orange disperse dye are applicable to not only polyester fibers but also acetate fibers.
Solution for solving the problem
The invention provides an orange disperse dye composition, which comprises the following components:
component A of formula (I):
a component B represented by the formula (II):
the orange disperse dye composition according to the invention, wherein, based on the total weight of the orange disperse dye composition,
the weight percentage of the component A is 35-99%, preferably 40-95%;
the weight percentage of the component B is 1 to 65 percent, preferably 5 to 60 percent.
The orange disperse dye composition according to the invention, wherein the orange disperse dye composition further comprises a component C shown as a formula (III):
preferably, the weight percentage of component C is 0.1% to 10%, preferably 0.1% to 5%, based on the total weight of the orange disperse dye composition.
The invention also provides an orange disperse dye, which comprises the orange disperse dye composition and auxiliary materials; preferably, the auxiliary materials comprise an auxiliary agent and water.
The orange disperse dye provided by the invention, wherein the mass ratio of the auxiliary agent to the orange disperse dye composition is 0.1-5:1; preferably, the auxiliary agent comprises one or a combination of more than two of dispersing agent, dyeing auxiliary agent and surfactant.
The orange disperse dye provided by the invention, wherein the auxiliary agent comprises one or more than two of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate and sodium sulfate;
preferably, the alkyl naphthalene sulfonic acid formaldehyde condensate comprises methyl naphthalene sulfonic acid formaldehyde condensate.
The invention also provides a preparation method of the orange disperse dye, which comprises the steps of carrying out granulation treatment on each dye component mixture by a pulverizer in the presence of auxiliary materials; or the dye components are respectively subjected to granulation treatment by a pulverizer in the presence of auxiliary materials, and then are mixed.
The invention further provides an application of the orange disperse dye or the orange disperse dye prepared by the preparation method of the invention in dyeing and/or printing of fabrics containing polyester fibers and/or acetate fibers.
The use according to the invention, wherein the fabric comprises a fabric of polyester fibres and/or acetate fibres blended with other fibres; the other fibers are selected from one or more than two of nylon, spandex and viscose fibers; more preferably, the fabric is a diacetate fiber fabric.
The invention further provides a fabric prepared by dyeing and/or printing using the orange disperse dye according to the invention.
ADVANTAGEOUS EFFECTS OF INVENTION
The orange disperse dye composition and the orange disperse dye provided by the invention have excellent lifting power and excellent color fastness.
In particular, the orange disperse dye composition and the orange disperse dye can obtain better lifting force and higher color fastness on acetate fiber fabrics than the traditional dye.
Further, under normal use conditions, the orange disperse dye composition and the orange disperse dye printing acetate fiber can meet the requirements of OKeo-Tex Standard 100 Standard.
In addition, the preparation method of the orange disperse dye is simple and feasible, raw materials are easy to obtain, and the orange disperse dye is suitable for batch production, is economical and environment-friendly, and has excellent performance.
Drawings
Fig. 1 shows the lifting force as a function of the dyeing depth for example 1 and comparative example 1 of the present invention.
Detailed Description
The following describes the present invention in detail. The following description of the technical features is based on the representative 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 illustration of the 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, well known methods, procedures, means, equipment and steps have not been described in detail so as not to obscure the present invention.
It should be noted that:
in the present specification, the numerical range indicated by the term "numerical value a to numerical value B" means a range including the end point numerical value A, B.
In the present specification, as used herein "—ph" represents phenyl in the chemical formula.
Unless otherwise indicated, all units used in the present invention are international standard units, and numerical values, ranges of values, appearing in the present invention should be understood to include errors permitted in industrial production.
Reference throughout this specification to "some specific/preferred embodiments," "other specific/preferred embodiments," "an embodiment," and so forth, 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 elements may be combined in any suitable manner in the various embodiments.
The invention firstly provides an orange disperse dye composition, which comprises the following components:
component A of formula (I):
a component B represented by the formula (II):
in some specific embodiments of the present invention, the weight percent of component a is from 35 to 99%, preferably from 40 to 95%, based on the total weight of the orange disperse dye composition; the weight percentage of the component B is 1 to 65 percent, preferably 5 to 60 percent.
Specifically, the content of the component a may be 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, etc.; the content of the component B may be 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, etc.
In some embodiments of the present invention, the orange disperse dye composition further comprises a component C as shown in formula (III):
preferably, the weight percentage of component C is 0.1 to 10%, preferably 0.1 to 5%, based on the total weight of the orange disperse dye composition. The content of component C may be 0.5%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, etc.
In the present invention, the compounds represented by the formulae (I) to (III) may be synthesized in a manner well known to those skilled in the art, or commercially available ones may be used.
The invention also provides an orange disperse dye, which comprises the orange disperse dye composition and auxiliary materials; preferably, the auxiliary materials comprise an auxiliary agent and water.
In some specific embodiments of the invention, the mass ratio of the adjunct to the orange disperse dye composition is from 0.1 to 5:1. Specifically, the mass ratio of the auxiliary agent to the orange disperse dye composition may be 0.5:1, 1:1, 2:1, 3:1, 4:1, 4.5:1, etc.
In some specific embodiments of the invention, the adjuvant comprises one or a combination of two or more of a dispersant, a dispersing agent, a dyeing auxiliary 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 naphthalene sulfonic acid formaldehyde condensate, methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF).
In the present invention, the specific type of the diffusing agent is not particularly limited. May be a diffusing agent commonly used in the art. Specifically, the dispersing agent comprises one or a combination of more than two of benzyl naphthalene sulfonic acid formaldehyde condensate (dispersing agent CNF), lignin sulfonate and naphthalene sulfonic acid formaldehyde condensate (dispersing agent NNO).
In the present invention, the specific kind of the dyeing auxiliary is not particularly limited. Can be a dyeing auxiliary commonly used in the art. In some specific embodiments of the invention, the dyeing promoter may include anhydrous sodium sulfate (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 or a cationic surfactant, or the like.
In some specific embodiments of the invention, the auxiliary comprises one or a combination of more than two of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, sodium lignin sulfonate, naphthalene sulfonic acid formaldehyde condensate, sodium carbonate. Preferably, the alkyl naphthalene sulfonic acid formaldehyde condensate may include methyl naphthalene sulfonic acid formaldehyde condensate.
The invention also provides a preparation method for preparing the orange disperse dye, which specifically comprises the following steps: in the presence of auxiliary materials, carrying out granulation treatment on each dye component mixture by using a pulverizer; or the dye components are respectively subjected to granulation treatment by a pulverizer in the presence of auxiliary materials, and then are mixed.
Specifically, in some specific embodiments of the present invention, the respective dye compound components of the orange disperse dye composition are mixed in a specific ratio, and subjected to granulation treatment with a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent and water; in other embodiments of the present invention, the individual components of the orange disperse dye composition may be separately granulated in the presence of an auxiliary agent and water by a pulverizer such as a sand mill or a grinding mill, and mixed in a specific ratio after the granulation.
In some specific embodiments of the present invention, the orange disperse dye is in a liquid state after being processed by a pulverizer such as a sand mill or a grinding machine, and the liquid dye can be dried, for example, spray dried, etc., and made into dry powder, granule.
The invention further provides the use of the orange disperse dye or the dye prepared by the preparation method of the orange disperse dye for dyeing and/or printing fabrics.
In some specific embodiments of the invention, the fabric of the invention comprises a fabric of polyester fibers and/or acetate fibers blended with other fibers; the other fibers comprise one or more than two selected from the group consisting of nylon, spandex and viscose. Specifically, the acetate fibers are preferably diacetate fibers.
The invention also provides a fabric, which is prepared by dyeing and printing the dye prepared by the orange disperse dye or the orange disperse dye preparation method.
Examples
Embodiments of the present invention will be described in detail below with reference to examples, but it will be understood by those skilled in the art that the following examples are only for illustrating the present invention and should not be construed as limiting the scope of the present invention. The specific conditions are not noted in the examples and are carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or apparatus used were conventional products commercially available without the manufacturer's attention.
In the embodiments of the present invention, the orange disperse dye composition inevitably contains a small amount of moisture and a small amount of physical impurities in the process of preparing the orange disperse dye, belongs to a normal phenomenon, and does not affect the implementation of the technical scheme and the implementation of the technical effect.
Example 1
30.5 g of the compound of formula (I), 3.5 g of the compound of formula (II), 0.7 g of the compound of formula (III), 17.3 g of lignin 85A and 48 g of dispersing agent MF are added with 150 g of water, fully and uniformly stirred, ground, dispersed and dried to obtain the orange disperse dye.
Example 2
27 g of the compound of formula (I), 9.3 g of the compound of formula (II), 1.1 g of the compound of formula (III), 16.8 g of lignin 85A and 45.8 g of dispersing agent MF are added with 150 g of water, fully and uniformly stirred, ground, dispersed and dried to obtain the orange disperse dye.
Examples 3 to 7
The orange disperse dye was prepared by mixing the structures and weights of component a, component B, component C, auxiliary agent and water according to table 1, using the methods described in examples 1 or 2, to prepare a slurry, grinding and dispersing, and spray drying.
Table 1 units: g
Comparative example 1:
the procedure of example 1 was repeated, except that the compound of formula (I) of example 1 was replaced with a compound of formula (A) below.
Dyeing experiment:
0.5g of orange disperse dye prepared in examples 1-7 and comparative example 1 is accurately weighed, dissolved, stirred uniformly, fixed to 500mL with a volumetric flask, 25mL of dye liquor is sucked into a dyeing cup, 2mL of disperse leveling agent (manufacturer: joker chemical industry control Strand Co., ltd.; model: de-Bao XLF) and 1mL of acetate buffer solution (pH=5.0) are added, 72mL of water and 2.5 g of diacetate fiber cloth are then added, the dyeing depth (o.w.f) is controlled to be 1.0%, the bath ratio is controlled to be 1:40, the temperature is raised to 85 ℃ at a heating rate of 1 ℃/min, the temperature is maintained for 60 min, and the temperature is lowered to 70 ℃ to start sampling. Washing the cloth sample with water and ironing to obtain the orange diacetate fiber fabric.
Lifting force test:
the dye preparations prepared in example 1 and comparative example 1 of the present invention were dyed at dyeing depths of 0.2%, 1.0%, 2.0% and 4.0% according to the method of dyeing experiments, and their lifting force was tested according to the method of GB/T2397-2012, and the results are shown in FIG. 1. As can be seen from fig. 1, the lifting force of example 1 of the present invention is much higher than that of comparative example 1.
And (3) testing various fastness:
the dyed orange diacetic acid fiber fabrics were tested for washing resistance, rubbing resistance, sublimation resistance and light fastness according to ISO 105-C10, ISO 105-X12, ISO105-P01, AATCC 16.3-2012 (20 h), respectively, and the results are shown in Table 2 below.
TABLE 2
As can be seen from Table 2, the orange disperse dye products of examples 1-7 provided by the present invention have superior dyeing properties and fastness properties when dyeing on diacetate fiber fabrics as compared with the orange disperse dye product of comparative example 1. In addition, since the components of examples 1 to 7 were not greatly changed, the main function of component C was to color light in the present application, and thus the detection results were relatively uniform.
The above examples of the present invention are merely illustrative of the present invention and are not intended to limit the embodiments of the present invention. Other variations or modifications of the above teachings will be apparent to those of ordinary skill in the art. It is not necessary here nor is it exhaustive of all embodiments. Any modification, equivalent replacement, improvement, etc. which come within the spirit and principles of the invention are desired to be protected by the following claims.
Claims (16)
1. An orange disperse dye composition, characterized by comprising the following components:
component A of formula (I):
a component B represented by the formula (II):
component C represented by formula (II I):
2. orange disperse dye composition according to claim 1, characterized in that, based on the total weight of the orange disperse dye composition,
the weight percentage of the component A is 35-99 percent;
the weight percentage of the component B is 1-65%.
3. Orange disperse dye composition according to claim 2, characterized in that, based on the total weight of the orange disperse dye composition,
the weight percentage of the component A is 40-95%;
the weight percentage of the component B is 5-60%.
4. An orange disperse dye composition according to any of claims 1-3, characterized in that the weight percentage of component C is 0.1-10% based on the total weight of the orange disperse dye composition.
5. Orange disperse dye composition according to claim 4, characterized in that the weight percentage of component C is 0.1-5% based on the total weight of the orange disperse dye composition.
6. Orange disperse dye, characterized in that it comprises an orange disperse dye composition according to any one of claims 1 to 5 and an auxiliary material.
7. Orange disperse dye according to claim 6, characterized in that the auxiliary material comprises an auxiliary agent and water.
8. Orange disperse dye according to claim 7, characterized in that the mass ratio of auxiliary agent to orange disperse dye composition is 0.1-5:1.
9. The orange disperse dye according to claim 8, wherein the auxiliary agent comprises one or a combination of two or more of a dispersing agent, a dyeing auxiliary agent and a surfactant.
10. Orange disperse dye according to any of claims 7-9, characterized in that the auxiliary comprises one or a combination of more than two of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, sodium sulfate.
11. Orange disperse dye according to claim 10, characterized in that the alkyl naphthalene sulfonic acid formaldehyde condensate comprises methyl naphthalene sulfonic acid formaldehyde condensate.
12. A process for the preparation of an orange disperse dye according to any one of claims 6 to 11, characterized in that the mixture of dye components is subjected to a granulation treatment with a pulverizer in the presence of auxiliary materials; or the dye components are respectively subjected to granulation treatment by a pulverizer in the presence of auxiliary materials, and then are mixed.
13. Use of an orange disperse dye according to any one of claims 6-11 or prepared by a method according to claim 12 for dyeing and/or printing textiles containing polyester fibres and/or acetate fibres.
14. Use according to claim 13, characterized in that the fabric comprises a fabric of polyester fibres and/or acetate fibres blended with other fibres; the other fibers are selected from one or more than two of nylon, spandex and viscose.
15. The use according to claim 14, wherein the fabric is a diacetate fabric.
16. Fabric, characterized in that it is produced by dyeing and/or printing with an orange disperse dye according to any one of claims 6 to 11.
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| CN202111411912.4A CN114085548B (en) | 2021-11-25 | 2021-11-25 | Orange disperse dye composition, orange disperse dye, and preparation method and application thereof |
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| CN202111411912.4A CN114085548B (en) | 2021-11-25 | 2021-11-25 | Orange disperse dye composition, orange disperse dye, and preparation method and application thereof |
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| CN103173038B (en) * | 2013-03-08 | 2014-10-08 | 浙江吉华集团股份有限公司 | Environmentally-friendly composite disperse yellow dye |
| CN105111785B (en) * | 2015-07-27 | 2019-01-29 | 杭州吉华江东化工有限公司 | A kind of deep color dispersion dyes composition and application |
| CN105086513A (en) * | 2015-07-27 | 2015-11-25 | 杭州吉华江东化工有限公司 | Environment-friendly type disperse red dye mixture and applciation |
| CN106590027B (en) * | 2016-12-30 | 2020-05-01 | 浙江闰土研究院有限公司 | Disperse dye composition and preparation method and application thereof |
| CN109679374B (en) * | 2018-12-21 | 2021-05-11 | 浙江闰土股份有限公司 | Yellow disperse dye composition, disperse dye, and preparation method and application thereof |
| CN111423745B (en) * | 2020-04-30 | 2022-09-13 | 约克夏(浙江)染化有限公司 | Black disperse dye composition, black disperse dye and preparation method and application thereof |
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