Reactive dye composition, reactive dye, preparation method and application

The reactive dye composition prepared by combining components A, B, C and auxiliaries solves the problems of insufficient dyeing depth, lifting power and photochromic resistance of existing yellow reactive dyes, and realizes high-performance textile dyeing and printing, which is suitable for cotton and rayon fabrics.

CN120865732APending Publication Date: 2025-10-31YORKSHIRE (ZHEJIANG) DYES & CHEM CO LTD
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Patent Information

Application Number
CN202510973617.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-07-15
Publication Date
2025-10-31

AI Technical Summary

Technical Problem

Existing yellow reactive dyes are insufficient in terms of dyeing depth, uplift strength, and photochromic resistance, making it difficult to meet the current performance requirements of textiles. Furthermore, single-color dyes may pollute the environment and harm human health during use.

Method used

A reactive dye composition is provided, comprising components A, B, and C in a ratio of 20-90%, 5-60%, and 1-35%, respectively, with the addition of auxiliaries such as fillers and dispersants. The reactive dye is prepared by mixing and spray drying and is used for dyeing and printing cotton and rayon fabrics.

Benefits of technology

It achieves high boosting power, good photochromic properties, wash fastness and rubbing fastness of reactive dyes, is suitable for mass production, and has a simple and easy preparation method.

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Abstract

The invention provides a reactive dye composition, a reactive dye and a preparation method and application thereof. The reactive dye composition comprises the following components: a component A as shown in a formula (I), a component B as shown in a formula (II) and a component C as shown in a formula (III). The reactive dye composition and the reactive dye disclosed by the invention are excellent in lifting power and good in photochromism resistance, and also have good washing fastness, water stain fastness and rubbing fastness.
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Description

Technical Field

[0001] This invention relates to a reactive dye composition, reactive dye, preparation method and use, and belongs to the field of dyes. Background Technology

[0002] As people's demands for clothing comfort and ecological health increase, textile products are increasingly concentrated on cotton fabrics, and the demand for reactive dyes is also increasing, making them one of the most widely used synthetic dyes.

[0003] The most widely used representative yellow reactive dye is CI.Reactive Yellow 176. Its structural formula is:

[0004]

[0005] This dye possesses good dyeing compatibility and wide process adaptability, but it also has certain drawbacks. For example, its relative dyeing depth, uplift capacity, and photochromic resistance are difficult to meet current printing and dyeing requirements. Improving the dye's uplift capacity and photochromic resistance has become one of the current development directions for reactive dyes. High uplift capacity allows for a relatively smaller amount of dye used in high-dyeing-depth printing and dyeing processes. However, dyes with poor photochromic resistance can release harmful aromatic amines, formaldehyde, and other substances after photodecomposition, polluting the environment and harming human health. Since single-color dyes often fail to meet performance requirements after dyeing fibers, the compound application of two or more dyes has become a research focus. Summary of the Invention

[0006] The problem the invention aims to solve

[0007] In view of the technical problems existing in the prior art, the purpose of the present invention is to provide a reactive dye composition and a reactive dye, which have excellent boosting power, good photochromic resistance, and good wash fastness, water stain fastness and rubbing fastness.

[0008] Furthermore, the present invention also provides a method for preparing reactive dyes, the raw materials of which are easy to obtain, the preparation method is simple and easy to implement, and it is suitable for mass production.

[0009] Solution for solving the problem

[0010] This invention provides a reactive dye composition comprising the following components:

[0011] Component A as shown in formula (Ⅰ):

[0012]

[0013] Component B as shown in formula (II):

[0014]

[0015] Component C as shown in formula (III):

[0016]

[0017] According to the reactive dye composition of the present invention, the weight percentage of component A is 20% to 90% based on the total weight of the reactive dye composition; the weight percentage of component B is 5% to 60%; and the weight percentage of component C is 1% to 35%.

[0018] According to the reactive dye composition of the present invention, the weight percentage of component A is 25% to 85%; the weight percentage of component B is 10% to 60%; and the weight percentage of component C is 1% to 30%.

[0019] The present invention also provides a reactive dye comprising the reactive dye composition and auxiliaries described in the present invention.

[0020] According to the reactive dye of the present invention, the mass ratio of the reactive dye composition to the auxiliary agent is 1:0.1-100.

[0021] According to the reactive dye of the present invention, the auxiliary agent includes one or more of fillers and dispersants.

[0022] The present invention also provides a method for preparing reactive dyes according to the present invention, which includes the following steps: mixing each dye component and auxiliary agent uniformly in a mixer to obtain reactive dye; or adding auxiliary agent and water to each dye component, dissolving by pulping, and then spray drying to obtain reactive dye.

[0023] The present invention also provides the use of the reactive dye according to the present invention for dyeing and / or printing fabrics.

[0024] According to the intended use of the invention, the fabric is cotton, rayon, or a blend thereof.

[0025] The present invention also provides a fabric prepared by dyeing and / or printing with reactive dyes according to the present invention.

[0026] The effects of the invention

[0027] The reactive dye composition and reactive dye of the present invention have excellent enhancing power, good photochromic resistance, and good fastness to washing, water stains and rubbing.

[0028] Furthermore, the preparation method of the reactive dye of the present invention uses readily available raw materials, is simple and easy to implement, and is suitable for mass production. Attached Figure Description

[0029] Figure 1 This diagram illustrates a comparison of the boosting power of reactive dyes in Examples 1-2 and Comparative Examples 1-2 of the present invention. Detailed Implementation

[0030] 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.

[0031] 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.

[0032] 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.

[0033] In this specification, the word "may" has two meanings: to perform a certain process and not to perform a certain process.

[0034] 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.

[0035] 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.

[0036] This invention provides a reactive dye composition comprising the following components:

[0037] Component A as shown in formula (Ⅰ):

[0038]

[0039] Component B as shown in formula (II):

[0040]

[0041] Component C as shown in formula (III):

[0042]

[0043] In this invention, the compounds represented by formulas (I) to (III) can be synthesized in a manner known to those skilled in the art, or commercially available products can be used.

[0044] Furthermore, in some specific embodiments, based on the total weight of the reactive dye composition, the weight percentage of component A is 20% to 90%, preferably 25% to 85%; the weight percentage of component B is 5% to 60%, preferably 10% to 60%; and the weight percentage of component C is 1% to 35%, preferably 1% to 30%.

[0045] Specifically, the content of component A can be 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, etc.; the content of component B can be 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, etc.; and the content of component C can be 1%, 2%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, etc.

[0046] The present invention also provides a reactive dye comprising the reactive dye composition and auxiliaries according to the present invention, wherein the mass ratio of the reactive dye composition and the auxiliaries is 1:0.1-100, for example: 1:0.1, 1:0.5, 1:1, 1:5, 1:10, 1:20, 1:30, 1:40, 1:50, 1:60, 1:70, 1:80, 1:90, etc.

[0047] Specifically, in this invention, the auxiliary agent is one or a combination of two or more of fillers and dispersants. There is no particular limitation on the specific type of dispersant; it can be a commonly used dispersant in the art. Preferably, the dispersant can be one or a combination of two or more of naphthalenesulfonic acid formaldehyde condensate and lignin sulfonate. The dye dispersant preferably includes one or a combination of one or more of the following: naphthalenesulfonic acid formaldehyde condensate (e.g., dispersant MF, dispersant CNF, dispersant NNO) or sodium lignin sulfonate (e.g., lignin 85A, lignin 83A). The filler includes one or more of maltodextrin and sodium sulfate.

[0048] The reactive dyes of the present invention exhibit excellent lifting power and photochromic resistance when used for dyeing cotton, rayon and their blended fabrics, while also possessing good wash fastness, water stain fastness and rubbing fastness.

[0049] The present invention also provides a method for preparing reactive dyes according to the present invention, comprising the following steps:

[0050] The dye components and auxiliaries are mixed evenly in a mixer to obtain the reactive dye composition; or auxiliaries and water are added to the reactive dye, the mixture is pulped and dissolved, and then spray-dried to obtain the composition.

[0051] The present invention also provides for the use of a reactive dye according to the present invention for dyeing and / or printing fabrics.

[0052] According to the intended use described in this invention, the fabric is cotton, rayon, or a blend thereof.

[0053] The present invention also provides a fabric prepared by dyeing and / or printing using the reactive dyes described in the present invention.

[0054] Example

[0055] 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.

[0056] Example 1

[0057] 46 grams of component A compound, 15 grams of component B compound, 5 grams of component C compound, and 34 grams of sodium sulfate were ground into powder using a pulverizer and then mixed evenly in a mixer to obtain a yellow reactive dye.

[0058] Example 2

[0059] 36 grams of component A compound, 21 grams of component B compound, 6 grams of component C compound, and 37 grams of sodium sulfate were ground into powder using a pulverizer and then mixed evenly in a mixer to obtain a yellow reactive dye.

[0060] Comparative Example 1

[0061] The commercially available dye CI Reactive Yellow 176 has the following structural formula:

[0062]

[0063] The yellow reactive dyes of Examples 1-2 and Comparative Example 1 were tested for light-induced color fastness. The specific test method is as follows:

[0064] The dry reactive dyes obtained in Examples 1-2 and Comparative Example 1 were separately dissolved in water, and sodium sulfate 50 g / L and sodium carbonate 15 g / L were added to prepare a dyeing solution. The dyeing concentration was 2% (o.w.f), the bath ratio was 1:20, and cotton fabric was put in and kept warm at 60 °C for 50 minutes. The dyed fabric was washed, soaped, and dried to obtain a yellow fabric.

[0065] On the same dyed fabric, two pieces of fabric I and II with dimensions of 6×10 cm were cut. In a constant temperature and humidity chamber, fabric I was placed flat in a standard color comparison light box and irradiated with a D65 standard light source for 1 hour, while fabric II was placed in a place without light. At the specified time, the color difference of fabric I and II was measured simultaneously on a colorimetric and color matching instrument Datacolor800. Taking fabric II as the standard sample, the color change of fabric I was tested. Then fabric I was placed in a place without light for half an hour, and taking fabric II as the standard sample, the color change of fabric I was tested again to determine the light-induced color fastness of the fabric dyed with such dyes. The test results are shown in Table 1.

[0066] Among them, the color change of fabric I is represented by ΔE: ΔE represents the magnitude of the total color difference. The smaller the value, the smaller the color difference (ΔE < 0.3, the color difference is very small or none; 0.3 < ΔE < 0.5, the color difference is tiny; 0.5 < ΔE < 1.0, the color difference is from tiny to medium, only acceptable in some application fields; 1.0 < ΔE < 2.0, the color difference is medium, only acceptable in specific applications; 2.0 < ΔE < 4.0, the color difference is large).

[0067] Table 1

[0068]

[0069]

[0070] As can be seen from Table 1, the total color difference of the yellow reactive dyes of Example 1 and Example 2 of the present invention is smaller than that of Comparative Example 1. Therefore, the yellow reactive dyes of the present invention have more excellent light-induced color fastness.

[0071] Examples 3-8

[0072] According to Table 2, components A, B, C and auxiliaries were pulverized by a pulverizer (grinder) and then entered a mixer to be mixed evenly to obtain a yellow reactive dye.

[0073] Table 2 Unit: g

[0074]

[0075] Comparative Example 2

[0076] The commercially available dye CI Reactive Yellow 160 has the following structural formula:

[0077]

[0078] Comparative Examples 3-5

[0079] According to Table 3, components A, B, C and additives are ground into powder by a pulverizer and then mixed evenly in a mixer to obtain a yellow reactive dye.

[0080] Table 3 grams

[0081]

[0082] The color fastness properties of the yellow reactive dyes from Examples 3-8 and Comparative Examples 2-5 were tested. The specific test methods are as follows:

[0083] The dried reactive dyes obtained in Examples 3-8 and Comparative Examples 2-5 were dissolved in water, and 50 g / L sodium sulfate and 15 g / L sodium carbonate were added to prepare dyeing solutions. The dyeing concentration was 2% (owf), the liquor ratio was 1:20, and cotton fabric was placed in the solution and kept at 60°C for 50 minutes. The dyed fabric was then washed, soaped, and dried to obtain a yellow fabric.

[0084] The dyed cotton fabrics were tested for wash fastness, water stain fastness and rubbing fastness according to ISO 105-C10, ISO 105-E01 and ISO 105-X12 respectively. The test results are shown in Table 4.

[0085] Table 4

[0086]

[0087] The results showed that the reactive dye products of Examples 1-8 provided by the present invention had higher wash fastness, rubbing fastness and water stain fastness when dyeing cotton fabrics compared with those of Comparative Examples 2-5.

[0088] In addition, the yellow reactive dyes of Examples 1-2 and Comparative Examples 1-2 were subjected to lifting power tests according to standard GB / T21875-2016, and the results are as follows. Figure 1 As shown.

[0089] Depend on Figure 1 It can be seen that the reactive dyes of Examples 1-2 of this application have a better boosting power than Comparative Examples 1 and 2.

[0090] 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.

[0091] 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 reactive dye composition, characterized in that, Includes the following components: Component A as shown in formula (Ⅰ): Component B as shown in formula (II): Component C as shown in formula (III):

2. The reactive dye composition according to claim 1, characterized in that, Based on the total weight of the reactive dye composition, the weight percentage of component A is 20% to 90%; the weight percentage of component B is 5% to 60%; and the weight percentage of component C is 1% to 35%.

3. The reactive dye composition according to claim 2, characterized in that, The weight percentage of component A is 25% to 85%; the weight percentage of component B is 10% to 60%; and the weight percentage of component C is 1% to 30%.

4. A reactive dye, characterized in that, It comprises a reactive dye composition and an auxiliary agent according to any one of claims 1 to 3.

5. The reactive dye according to claim 4, characterized in that, The mass ratio of the reactive dye composition to the auxiliaries is 1:0.1-100.

6. The reactive dye according to claim 4 or 5, characterized in that, The additives include one or more of fillers and dispersants.

7. A method for preparing a reactive dye according to any one of claims 4-6, characterized in that, Includes the following steps: The dye components and auxiliaries are mixed evenly in a mixer to obtain reactive dyes; or auxiliaries and water are added to each dye component, the mixture is pulped and dissolved, and then spray-dried to obtain reactive dyes.

8. Use of a reactive dye according to any one of claims 4-6 for dyeing and / or printing fabrics.

9. The use according to claim 8, characterized in that, The fabric is cotton, rayon, or their blends.

10. A fabric, characterized in that, It is prepared by dyeing and / or printing with the reactive dyes according to any one of claims 4-6.