Disperse dye composition, disperse dyes and methods of making and using the same

By preparing a disperse dye composition containing components A, B, and C, the problem of yellowing of white background in the printing process of blue-black series disperse dyes was solved, achieving the effects of less carbon staining on white background, shallow water immersion, and excellent rubbing fastness and washing fastness. It is suitable for dyeing and printing polyester and its blended fabrics.

CN117820875BActive Publication Date: 2025-12-05ZHEJIANG RUNTU +1
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Patent Information

Application Number
CN202311821839.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-12-27
Publication Date
2025-12-05
Estimated Expiration
2043-12-27

AI Technical Summary

Technical Problem

Existing blue-black disperse dyes have problems in printing processes, such as yellowing of white backgrounds and unclear printing outlines. In particular, the staining of white backgrounds still cannot meet the requirements when printing high-end black and white full-print patterns.

Method used

A disperse dye composition is provided, comprising components A, B and C, which are processed by a sand mill or grinding mill for dyeing and printing polyester and its blended fabrics. The weight percentages of components A, B and C are 20-60%, 39-70% and 1-10%, respectively. The composition is supplemented with auxiliaries such as naphthalenesulfonic acid formaldehyde condensate, lignin, etc., and is processed into a liquid or powder product by a grinding mill.

Benefits of technology

It achieves minimal carbon staining on white bases, shallow water immersion, and excellent rubbing fastness, washing fastness, and sublimation fastness, making it particularly suitable for dyeing and printing polyester and its blended fabrics.

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Abstract

The present application provides a kind of disperse dye composition, disperse dye and its preparation method and use.The disperse dye composition includes the following components: component A as shown in formula (1): component B as shown in formula (2): one or more than two components C as shown in formula (3): Wherein, X1, X2 Each is independently-NO2 Or-Cl;X3 is hydrogen or C1-C4 Alkoxy;R1, R2 Each is independently one of-CH2-CH=CH2, -R3OCOR4 And substituted or unsubstituted C1-C4 Alkyl, and R1, R2 Not simultaneously ethyl;Wherein, the substituent group is selected from cyano or phenyl;R3 is C1-C4 Alkylene, R4 It is C1-C4 Alkyl.The disperse dye composition of the present application has less white bottom contamination when black and white full printing pattern, water immersion foot water is shallow and each item fastness is excellent.
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Description

Technical Field

[0001] This invention relates to a disperse dye composition, a disperse dye, a method for preparing the same, and its uses. The disperse dye is suitable for dyeing or printing polyester and its blended fabrics, and is particularly suitable for printing polyester and its blended fabrics, belonging to the field of dyes. Background Technology

[0002] Blue-black series is the most widely used disperse dye. It is generally obtained by mixing CI disperse orange 288, CI disperse violet 93:1 and CI disperse blue 291:1. Since this disperse dye is a medium temperature dye, there are problems such as yellowing of white background and unclear printing outline in the printing process.

[0003] Patent application CN105524487A discloses a disperse dye composition that solves the above problems, but the white background still cannot meet the requirements when printing high-end black and white full-print patterns. Summary of the Invention

[0004] The problem the invention aims to solve

[0005] In view of the problems in the prior art, the present invention firstly provides a disperse dye composition and disperse dye, which exhibits minimal staining of the white base during dyeing or printing, especially during printing, shallow water immersion, and excellent fastness in various aspects. The disperse dye composition and disperse dye have significant advantages over commercially available dyes in terms of rubbing fastness, washing fastness, and sublimation fastness.

[0006] Furthermore, the present invention also provides a method for preparing disperse dyes, which is simple and easy to implement, uses readily available raw materials, and is suitable for mass production.

[0007] Solution for solving the problem

[0008] This invention first provides a disperse dye composition comprising the following components:

[0009] Component A as shown in formula (1):

[0010]

[0011] Component B as shown in formula (2):

[0012]

[0013] One or more components C as shown in formula (3):

[0014]

[0015] Among them, X1 and X2 are independently -NO2 or -Cl;

[0016] X3 is hydrogen or C1-C4 alkoxy;

[0017] R1 and R2 are each independently one of -CH2-CH=CH2, -R3OCOR4, and a C1-C4 alkyl group that is substituted or unsubstituted, and R1 and R2 are not both ethyl groups; wherein,

[0018] The substituent is selected from cyano or phenyl;

[0019] R3 is a C1-C4 alkylene, and R4 is a C1-C4 alkyl.

[0020] According to the disperse dye composition of the present invention, wherein component C is selected from one or more combinations of formulas (3-1) to (3-6):

[0021]

[0022]

[0023] According to the disperse dye composition of the present invention, wherein, based on the total weight of the disperse dye composition as 100%, the weight percentage of component A is 20-60%; the weight percentage of component B is 39-70%; and the weight percentage of component C is 1-10%.

[0024] The present invention also provides a disperse dye, comprising the disperse dye composition according to the present invention; preferably, the disperse dye further comprises excipients; more preferably, the excipients comprise auxiliaries and water.

[0025] According to the disperse dye of the present invention, the auxiliary agent includes one or more of surfactants, bactericides, and dye dispersants. Preferably, the dye dispersant includes one or more of naphthalenesulfonic acid formaldehyde condensate, lignin sulfonate, and sodium sulfate.

[0026] According to the disperse dye of the present invention, the weight ratio of the auxiliary agent and the disperse dye composition is 0.2 to 6.0:1.

[0027] According to the disperse dye of the present invention, the disperse dye is a liquid after being ground by a sand mill or a grinding mill, with a solid content of 20-50%, or the disperse dye is a powder or granules after being spray-dried, with a solid content of 87-96%.

[0028] The present invention also provides a method for preparing the disperse dye according to the present invention, which includes the following steps:

[0029] After mixing the dye components, they are granulated using a sand mill or grinding mill in the presence of excipients; or the dye components are granulated separately using a sand mill or grinding mill in the presence of excipients, and then mixed.

[0030] Furthermore, the present invention also provides the use of the disperse dye according to the present invention for dyeing and / or printing fabrics, preferably for printing.

[0031] Furthermore, the present invention also provides a fabric prepared by dyeing or printing using disperse dyes according to the present invention.

[0032] The effects of the invention

[0033] The disperse dye compositions and disperse dyes of the present invention are suitable for dyeing and printing polyester and its blended fabrics. When printing black and white full-body patterns, the disperse dye compositions and disperse dyes exhibit less white background staining, shallow water immersion, and excellent fastness properties, particularly in rubbing fastness, washing fastness, and sublimation fastness.

[0034] Furthermore, the method for preparing disperse dyes according to the present invention is simple and easy to implement, the raw materials are readily available, and it is suitable for mass production. Detailed Implementation

[0035] Various exemplary embodiments, features, and aspects of the present invention will be described in detail below. The term "exemplary" as used herein means "serving as an example, embodiment, or illustration." Any embodiment described herein as "exemplary" is not necessarily to be construed as superior to or better than other embodiments.

[0036] Furthermore, to better illustrate the present invention, numerous specific details are set forth in the following detailed embodiments. Those skilled in the art should understand that the present invention can be practiced without certain specific details. In other instances, methods, means, apparatus, and steps well known to those skilled in the art have not been described in detail in order to highlight the spirit of the present invention.

[0037] Unless otherwise stated, all units used in this specification are international standard units, and all numerical values ​​and ranges appearing in this invention should be understood to include systematic errors that are unavoidable in industrial production.

[0038] In this specification, the word "may" has two meanings: to perform a certain process and not to perform a certain process.

[0039] In this specification, references to "some specific / preferred embodiments," "other specific / preferred embodiments," "implementation," etc., refer to specific elements (e.g., features, structures, properties, and / or characteristics) related to that embodiment, which are included in at least one of the embodiments described herein and may or may not be present in other embodiments. Furthermore, it should be understood that these elements may be combined in any suitable manner in various embodiments.

[0040] In this specification, the range of values ​​referred to as "value A to value B" refers to the range including the endpoint values ​​A and B.

[0041] In this instruction manual, when "room temperature" or "room temperature" is used, the temperature can be 15-25℃.

[0042] This invention first provides a disperse dye composition comprising the following components:

[0043] Component A as shown in formula (1):

[0044]

[0045] Component B as shown in formula (2):

[0046]

[0047] One or more components C as shown in formula (3):

[0048]

[0049] Among them, X1 and X2 are independently -NO2 or -Cl;

[0050] X3 is hydrogen or C1-C4 alkoxy;

[0051] R1 and R2 are each independently one of -CH2-CH=CH2, -R3OCOR4, and a C1-C4 alkyl group that is substituted or unsubstituted, and R1 and R2 are not both ethyl groups; wherein,

[0052] The substituent is selected from cyano or phenyl;

[0053] R3 is a C1-C4 alkylene, and R4 is a C1-C4 alkyl.

[0054] Specifically, when R1 and R2 are C1-C4 alkyl groups substituted with substituents, one of the hydrogen atoms in the C1-C4 alkyl group may be substituted by the substituent.

[0055] In some specific embodiments, component C comprises one or more combinations of formulas (3-1) to (3-6):

[0056]

[0057]

[0058] In this invention, the compounds represented by formulas (1) to (3-6) can be synthesized in a manner known to those skilled in the art, or commercially available products can be used.

[0059] Specifically, in this invention, based on the total weight of the disperse dye composition as 100%, the weight percentage of component A is 20-60%, for example, 25%, 30%, 35%, 40%, 45%, 50%, 55%, etc.; the weight percentage of component B is 39-70%, for example, 40%, 45%, 50%, 55%, 60%, 65%, etc.; and the weight percentage of component C is 1-10%, for example, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, etc.

[0060] It should be noted that in the actual production process, the dye components of this invention usually carry some by-products and other impurities, but this is acceptable as long as it does not affect the implementation of this invention.

[0061] Furthermore, the present invention also provides a disperse dye comprising the disperse dye composition according to the present invention; preferably, the disperse dye further comprises excipients; more preferably, the excipients comprise auxiliaries and water.

[0062] Specifically, the auxiliary agent includes one or more of surfactants, bactericides, and dye dispersants; in this invention, the specific type of dye dispersant is not particularly limited, and it can be a commonly used dye dispersant in the art. Preferably, the dye dispersant can be one or more of naphthalenesulfonic acid formaldehyde condensate, lignin sulfonate, and sodium sulfate.

[0063] Furthermore, in this invention, the dye dispersant preferably includes one or more of the following combinations: naphthalenesulfonic acid formaldehyde condensate (e.g., dispersant MF, dispersant CNF, diffusion agent NNO), sodium lignin sulfonate (e.g., lignin 85A, lignin 83A), or sodium sulfate.

[0064] In some specific embodiments, the weight ratio of the auxiliary agent to the disperse dye composition is 0.2 to 6.0:1, for example: 0.5:1, 1:1, 1.5:1, 2:1, 2.5:1, 3:1, 3.5:1, 4:1, 4.5:1, 5:1, 5.5:1, etc.

[0065] In this invention, the disperse dye can be either liquid or solid. In some specific embodiments, the disperse dye is ground into a liquid using a sand mill or grinding mill, with a solid content of 20-50%, or the disperse dye is spray-dried into a powder or granules, with a solid content of 87-96%.

[0066] The disperse dyes of the present invention are suitable for dyeing and printing polyester and its blended fabrics. Especially in printing, the disperse dyes of the present invention result in less staining on white backgrounds when used for full black and white printing, shallow water immersion, and significant advantages in terms of rubbing fastness, washing fastness, and sublimation fastness.

[0067] The present invention also provides a method for preparing the disperse dye according to the present invention, comprising the following steps:

[0068] After mixing the dye components, they are granulated using a sand mill or grinding mill in the presence of excipients; or the dye components are granulated separately using a sand mill or grinding mill in the presence of excipients, and then mixed.

[0069] Specifically, the method includes: mixing the dye component compounds of the disperse dye composition according to the specified ratio, and micronizing them using a pulverizer such as a sand mill or grinding mill in the presence of auxiliaries and water; alternatively, the dye components can be micronized separately using a pulverizer such as a sand mill or grinding mill in the presence of auxiliaries and water, and then mixed according to the above ratio. The disperse dye is in a liquid state after being processed by a pulverizer such as a sand mill or grinding mill. If a solid disperse dye is required, it can be spray-dried to obtain a dry powder or granules.

[0070] The present invention also provides the use of the disperse dye according to the invention for dyeing and / or printing fabrics, particularly for printing fabrics. The fabric is polyester or its blends.

[0071] Furthermore, the present invention also provides a fabric prepared by dyeing or printing using disperse dyes according to the present invention.

[0072] Example

[0073] The embodiments of the present invention will be described in detail below with reference to examples. However, those skilled in the art will understand that the following examples are for illustrative purposes only and should not be considered as limiting the scope of the invention. Unless otherwise specified in the examples, conventional conditions or conditions recommended by the manufacturer are followed. Reagents or instruments whose manufacturers are not specified are all commercially available conventional products.

[0074] In the embodiments, the components A, B, and C of the present invention are mixed with auxiliaries and water in a certain ratio, and then ground and dispersed by a sand mill to produce a liquid dye, or further spray-dried to produce a powder or granular dye.

[0075] Components A, B, and C are all known dye compounds that are commercially available or can be prepared by existing methods.

[0076] Example 1

[0077] Add 30g of component A (as shown in formula (1), 63g of component B (as shown in formula (2), 7g of component C (as shown in formula (3-1)) and 100g of dispersant MF to 22.2g of water, stir thoroughly until homogeneous, grind and disperse, and dry to obtain disperse dye.

[0078] Comparative Example 1

[0079] The disperse dye was prepared by repeating the method of Example 1, replacing component C shown in formula (3-1) of Example 1 with the following formula (4) while keeping everything else unchanged.

[0080]

[0081] Performance testing

[0082] The specific testing method is as follows:

[0083] The black disperse dyes of Example 1 and Comparative Example 1 were respectively prepared into printing pastes of 100 g / L, with the remainder being printing paste and water. After printing on polyester fabric using a printing machine, the fabrics were pre-dried, fixed, washed, and set to produce printed textiles. Their sublimation fastness, rubbing fastness, and washing fastness were tested according to GB / T 5718-1997, GB / T 3920-1997, and GB / T 3921-1997. Specific results are shown in Table 1.

[0084] Table 1: Unit: Level

[0085]

[0086] As can be seen from Table 1, the disperse dye composition of the present invention exhibits higher sublimation fastness, rubbing fastness, and washing fastness after printing compared to Comparative Example 1.

[0087] Example 2-14

[0088] According to the content of each component in Table 2, component A, component B, component C, auxiliaries and water are mixed, ground and made into liquid dye, thus obtaining disperse dye.

[0089] Table 2: Unit: grams

[0090]

[0091] Note: The moisture content in Table 2 refers to the moisture content of the final dye product.

[0092] Performance testing

[0093] The specific testing method is as follows:

[0094] The black disperse dyes from Examples 2-14 were each prepared into printing pastes of 100 g / L, with the remainder being printing paste and water. After printing on polyester fabrics using a printing machine, the fabrics were pre-dried, fixed, washed, and set to produce printed textiles. Their sublimation fastness, rubbing fastness, and washing fastness were tested according to GB / T 5718-1997, GB / T 3920-1997, and GB / T 3921-1997. The test results are shown in Table 3.

[0095] Table 3: Unit: Level

[0096]

[0097] As can be seen from Table 3, the disperse dye composition of the present invention exhibits excellent sublimation fastness, rubbing fastness, and washing fastness after printing.

[0098] It should be noted that although the technical solution of the present invention has been described with specific examples, those skilled in the art will understand that the present invention should not be limited thereto.

[0099] The various embodiments of the present invention have been described above. These descriptions are exemplary and not exhaustive, nor are they limited to the disclosed embodiments. Many modifications and variations will be apparent to those skilled in the art without departing from the scope and spirit of the described embodiments. The terminology used herein is chosen to best explain the principles, practical application, or technical improvements to the embodiments in the market, or to enable others skilled in the art to understand the embodiments disclosed herein.

Claims

1. A disperse dye composition, characterized in that, comprising the following components: component A as shown in formula (1): component B as shown in formula (2): one or more than two components C as shown in formula (3-1)~(3-6):

2. The disperse dye composition according to claim 1, characterized in that, the weight percentage of the component A is 20-60% based on the total weight of the dispersion dye composition; the weight percentage of the component B is 39-70%; the weight percentage of the component C is 1-10%.

3. A disperse dye, characterized in that, the dispersion dye composition according to claim 1 or 2.

4. Disperse dye according to claim 3, characterized in that the dispersion dye further comprises an auxiliary.

5. Disperse dye according to claim 4, characterized in that the auxiliary comprises an additive and water.

6. Disperse dye according to claim 5, characterized in that the additive comprises one or more than two combinations of a surfactant, a bactericide, a dye dispersant.

7. Disperse dye according to claim 6, characterized in that the dye dispersant comprises one or more than two combinations of a naphthalene sulfonic acid formaldehyde condensate, a lignin sulfonate, and anhydrous sodium sulfate.

8. Disperse dye according to any one of claims 5 to 7, characterized in that the weight ratio of the additive and the dispersion dye composition is 0.2-6.0:

1.

9. Disperse dye according to any one of claims 3 to 7, characterized in that the dispersion dye is liquid after being ground by a sand mill or a grinder, and the solid content is 20-50%, or the dispersion dye is in a powder or granular form after being spray-dried, and the solid content is 87-96%.

10. A process for the preparation of a disperse dye according to any one of claims 3 to 9, characterized in that, comprising the following steps: mixing the dye components, and then performing a particle treatment by a sand mill or a grinder in the presence of an auxiliary; or respectively performing a particle treatment by a sand mill or a grinder in the presence of an auxiliary, and then mixing the dye components.

11. Use of the dispersion dye according to any one of claims 3-9 for fabric dyeing and / or printing.

12. Use according to claim 11, characterized in that, the dispersion dye is used for fabric printing.

13. A fabric, characterized by is prepared by using the dispersion dye according to any one of claims 3-9 for dyeing or printing.

Citation Information

Patent Citations

  • Disperse dye composition and disperse dye and preparation method and application thereof

    CN105524487A

  • High-fastness dispersion blue-to-black dye composition and dye product

    CN105860579A