High-fastness disperse dark red dye mixture, dye product containing high-fastness disperse dark red dye mixture and application of high-fastness disperse dark red dye mixture

The problem between dark dye depth and high color fastness is solved by using a high-fast dispersed dark red dye mixture of specific structures on polyester stretch fabrics, especially in terms of water fastness.

CN119708882APending Publication Date: 2025-03-28HANGZHOU JIHUA JIANGDONG CHEMICAL CO LTD
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Patent Information

Application Number
CN202411859851.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-12-17
Publication Date
2025-03-28

AI Technical Summary

Technical Problem

The prior art is difficult to achieve dark dyeing and high color fastness on polyester elastic fabrics at the same time, especially the problem that the soaking fastness does not meet the requirements.

Method used

Using a high-fast dispersed dark red dye mixture, including azo dyes, diazon dyes and nitrobenzothiazole dyes of specific mass components, the binding force and fastness of the dye to fibers is improved by optimizing the functional group structure and compounding technology of the coupling part.

Benefits of technology

The dyeing depth, color fastness and soaking fastness on polyester fiber and its blended fabrics have been significantly improved, and the problem of the color fastness of dark red and burgundy types in the market is not up to the requirements.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention belongs to the technical field of disperse dyes, and particularly relates to a high-fastness disperse dark red dye mixture, a dye product containing the high-fastness disperse dark red dye mixture and application of the high-fastness disperse dark red dye mixture. The high-fastness disperse dark red dye product disclosed by the invention has excellent deep dyeing property and color fastness, especially has excellent water-soaking fastness compared with the existing dye, and solves the problem that the color fastness of dark purplish red and wine red dyed in the market cannot meet the requirement.
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Description

Technical Field

[0001] The invention belongs to the technical field of disperse dyes, and in particular relates to a high-fastness disperse dark red dye mixture, a dye product containing the mixture and applications thereof. Background Art

[0002] With the rise of national sports and outdoor craze, various stretch fabrics widely used in underwear, casual wear, and sportswear have become the focus of development and research. Such as polyester-ammonia, polyester-nylon, nylon-ammonia and other stretch clothing fabrics. In recent years, new polyester fibers have continued to emerge, and a large number of new functional and differentiated fabrics of polyester and polyester-ammonia blends have been introduced, such as ultra-fine polyester fibers and shaped silks, making fabric development tend to be multi-fiber, clothing styles more personalized, consumers have higher and higher requirements for functionality, comfort, and high-end experience, and have put forward more and higher requirements for fabric dyeing and finishing. Polyester stretch fabrics are dyed in dark colors, requiring both depth and color fastness to meet customer requirements. Good dyeing depth and excellent color fastness are the key issues to be overcome in the industry, especially the water fastness that customers have paid attention to in recent years.

[0003] The main reason for the decline in polyester-spandex fastness is that spandex itself has a certain hydrophobicity, and disperse dyes have a certain degree of dyeing on it. Because its glass transition temperature is lower than that of polyester, ordinary disperse dyes are both easy to dye and desorb from spandex, that is, the phenomenon of serious staining. The severity of this staining varies depending on the structure of the disperse dye, which leads to the disperse dyes stained on the spandex during post-dyeing finishing such as wet heat setting treatment, storage, and wearing. The disperse dyes will migrate out of the fiber again, eventually causing a decrease in fastness.

[0004] Improving the color fastness of polyester-ammonia fabrics in dark colors has always been a key issue in the industry. Dark dyeing of polyester-ammonia varieties often results in staining or wet fastness that does not meet requirements, especially for fabrics used in white-patch clothing, which have higher requirements for color fastness. Therefore, how to further improve the fastness of polyester-ammonia dark fabrics has always been the focus of dyeing factories. Summary of the invention

[0005] In view of this, the purpose of the present invention is to provide a high-fastness disperse dark red dye mixture, a dye product containing the same and an application thereof in view of the technical problems existing in the prior art. The high-fastness disperse dark red dye mixture and the dye product containing the same have excellent dyeing depth and color fastness, especially better water fastness than existing dyes, solving the dilemma that the color fastness of dyeing dark red and wine red types in the market does not meet the requirements.

[0006] A first object of the present invention is to provide a high fastness disperse magenta dye mixture.

[0007] In order to achieve the above object, the present invention adopts the following technical solution:

[0008] A high-fastness disperse dark red dye mixture comprises the following mass components: comprising the following mass components: 25-50wt% of component A as shown in formula I,

[0009]

[0010] Wherein, R1 is C1-C4 alkyl, R2 and R3 are each independently selected from: C1-C4 alkyl, -CH2CH2OCH3, or -CH2CH2OCH2CH2OCH3;

[0011] 10-35 wt% of component B as shown in formula II,

[0012]

[0013] Wherein, R4 and R5 are each independently selected from: -(CH 2 ) n COOCH3, n = 1, 2 or 3; -CH2-CH = CH2 or

[0014] 10-35 wt% of component C as shown in formula III,

[0015]

[0016] Wherein, R6 is selected from -H, -NO2, -CN or halogen, R7 is selected from -NHCOCH3, -H or -CH3; R8 and R9 are each independently selected from: C1-C4 alkyl, -(CH2) n COOCH3, n=1, 2 or 3; or

[0017] 5-25 wt% of component D as shown in formula IV,

[0018]

[0019] Among them, R 10 is selected from: -H, -NHCOCH3, -OH or -CH3; R 11 Selected from:

[0020] In order to further improve the fastness of polyester-ammonia dark fabrics, the dye component A used in the present invention is an azo dye of the phthalamide type, and the functional groups of its coupling part are optimized; component B and component C select the diazo part to introduce cyano group, and methyl acetate, allyl group and benzyl group are introduced into the coupling part; component D is a red dye of nitrobenzothiazole structure, and the differential introduction of the upper and lower groups of the coupling part can improve the spatial position between the dyes.

[0021] Furthermore, the component A is composed of one or more compounds as shown in I-1 to I-5:

[0022]

[0023] It is worth noting that component A is a phthalamide type azo dye with high color fastness. In addition to introducing conventional alkyl and alkoxy groups in the coupling part, the present invention also creatively introduces benzyl and benzoyl groups to increase the affinity between the dye and the fiber, thereby improving the binding stability of the dye with the fiber after dyeing, thereby achieving the purpose of improving the color fastness of the dyeing.

[0024] Furthermore, the component B is composed of one or more compounds as shown in II-1 to II-3:

[0025]

[0026] It is worth noting that the introduction of cyano group into the diazo part of component B has a darkening effect, while the introduction of methyl acetate, allyl group and benzyl group into the coupling part helps to improve the color fastness of the dye.

[0027] Furthermore, component C is composed of one or more compounds as shown in III-1 to III-4:

[0028]

[0029] It is worth noting that the selection of component C of the present invention is the same as that of component B, and the functional groups introduced into the dye structure are aimed at improving the dyeing depth and color fastness of the dye.

[0030] Furthermore, the component D is composed of one or more compounds as shown in IV-1 to IV-3:

[0031]

[0032] It is worth noting that component D is a red dye of nitrobenzothiazole structure. The differential introduction of the upper and lower groups of the coupling part can improve the spatial position between the dyes, make the arrangement of the dyes and the back of the fiber closer, and strengthen the binding force with the fiber.

[0033] A second object of the present invention is to provide a dye product comprising the high fastness disperse magenta dye mixture as described above.

[0034] A dye product comprises the high-fastness disperse dark red dye mixture and an auxiliary agent, wherein the mass ratio of the high-fastness disperse dark red dye mixture and the auxiliary agent is 40-60:60-40, and the auxiliary agent comprises one or more of a dispersant, a diffusant, and a surfactant.

[0035] Furthermore, the dispersant includes alkylnaphthalenesulfonic acid formaldehyde condensate, the diffuser includes naphthalenesulfonic acid formaldehyde condensate, and the surfactant includes lignin sulfonate.

[0036] Preferably, the auxiliary agent includes one or more of the diffusant NNO, the dispersant MF, CNF, and the lignin S-29, 85A.

[0037] Furthermore, the high-fastness disperse dark red dye product comprises the following components by weight: 26-50wt% component A, 15-35wt% component B, 14-34wt% component C, 7-25wt% component D and 48.5-54wt% auxiliary agent.

[0038] It is worth noting that the dye product disclosed in the present invention, based on the existing dye structure, introduces different functional groups to ensure the dyeing depth and color fastness performance of each component dye of the present invention. At the same time, each component dye is compounded and enhanced to achieve the ultimate requirement of the present invention.

[0039] The third object of the present invention is to provide a use of the dye product as described above.

[0040] The invention discloses an application of a high-fastness disperse dark red dye product in dyeing polyester fiber and its blended fabrics.

[0041] It is worth noting that the polyester fiber and its blended fabrics include polyester-cotton, polyester-ammonia and the like.

[0042] It is worth noting that the main reason for the decline in polyester-spandex fastness is that spandex itself has a certain hydrophobicity, and disperse dyes have a certain degree of dyeing on it. Because its glass transition temperature is lower than that of polyester, ordinary disperse dyes are both easy to dye and desorb on spandex, that is, the phenomenon of serious staining. This staining varies in severity according to the different structures of the disperse dyes, resulting in the disperse dyes stained on the spandex during post-dyeing finishing such as wet heat setting treatment, storage, and wearing. The disperse dyes will migrate out of the fiber and eventually cause a decline in fastness. The present invention solves the problem that the color fastness of deep red and wine red dyes in the market does not meet the requirements through dye structure optimization and compounding technology.

[0043] Compared with the prior art, the high-fastness dispersed dark red dye mixture and the dye product including the same disclosed in the present invention, based on the existing dye structure, introduce different functional groups and compound and enhance the synergy of each component dye, and have excellent lifting power not only on conventional polyester and its polyester-spandex blended fabrics, but also on ultra-fine polyester and its polyester-spandex blended fabrics. In addition, while taking into account the fastness to wet treatments such as washing and sweat stains, the water fastness is improved by 0.5-1 level compared with the traditional color matching formula. It is suitable for polyester, polyester-spandex blended fabrics, etc. DETAILED DESCRIPTION

[0044] The technical solutions in the embodiments of the present invention are described clearly and completely below. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0045] The word "embodiment" used here as an "exemplary" does not necessarily mean that any embodiment described is superior to or better than other embodiments. Unless otherwise specified, the performance index tests in the embodiments of this application are performed using conventional test methods in the art. It should be understood that the terms described in this application are only used to describe specific implementation methods and are not used to limit the content disclosed in this application.

[0046] Unless otherwise specified, the technical and scientific terms used in this document have the same meanings as commonly understood by ordinary technicians in the technical field to which this application belongs; other experimental methods and technical means not specifically specified in this application refer to experimental methods and technical means commonly used by ordinary technicians in this field.

[0047] The terms "substantially" and "approximately" used herein are used to describe small fluctuations. For example, they can refer to less than or equal to ±5%, such as less than or equal to ±2%, such as less than or equal to ±1%, such as less than or equal to ±0.5%, such as less than or equal to ±0.2%, such as less than or equal to ±0.1%, such as less than or equal to ±0.05%. The numerical data represented or presented in the range format herein are used only for convenience and brevity, and should therefore be flexibly interpreted as including not only the values ​​clearly listed as the limits of the range, but also all independent values ​​or sub-ranges contained in the range. For example, the numerical range of "1-5%" should be interpreted as including not only the clearly listed values ​​of 1% to 5%, but also the independent values ​​and sub-ranges within the range shown. Therefore, independent values ​​such as 2%, 3.5% and 4% and sub-ranges such as 1%-3%, 2%-4% and 3%-5% are included in this numerical range. This principle also applies to the range of only one numerical value. In addition, such an interpretation applies regardless of the width of the range or the characteristics described.

[0048] In order to better illustrate the content of the present application, numerous specific details are provided in the specific examples below. It should be understood by those skilled in the art that the present application can also be implemented without certain specific details. In the embodiments, some methods, means, instruments, equipment, etc. well known to those skilled in the art are not described in detail in order to highlight the main purpose of the present application.

[0049] Under the premise of no conflict, the technical features disclosed in the embodiments of the present application can be combined arbitrarily, and the resulting technical solutions belong to the contents disclosed in the embodiments of the present application.

[0050] Examples 1 to 10

[0051] A series of high fastness disperse dark red dye products, the formula of which is shown in Table 1:

[0052] Table 1 Composition of Examples 1 to 10 (Unit: Weight)

[0053]

[0054]

[0055] In order to further demonstrate the beneficial effects of the present invention and to better understand the present invention, the application performance of the high-fastness disperse dark red dye products disclosed in Examples 1-10 of the present invention is further illustrated by the following measurement tests, but it should not be understood as a limitation of the present invention. The product properties obtained by other measurement experiments conducted by technicians in this field based on the above-mentioned invention content and the applications based on the above-mentioned properties are also regarded as falling within the protection scope of the present invention.

[0056] Comparative Example

[0057] Take the formula samples of disperse red HXW-FBS, disperse yellow-brown HWT-2R, and disperse blue HWT as comparative examples, where the dyeing formula of 100% 75D polyester knitted fabric is: disperse red HXW-FBS 2% + disperse yellow-brown HWT-2R 1% + disperse blue HWT 0.1%. The dyeing formula of 80% 50D / 72F polyester and 20% OP knitted double-sided fabric is: disperse red HXW-FBS 2.6% + disperse yellow-brown HWT-2R 1.3% + disperse blue HWT 0.13%.

[0058] Experimental Example 1

[0059] Lifting Determination

[0060] 100% 75D polyester knitted fabric (Table 2), 80% 50D / 72F polyester, 20% OP knitted double-sided fabric (Table 3) were used as dyeing matrix, and the dye products disclosed in the comparative examples and Examples 1-10 were tested on different fabrics. The polyester knitted fabric was prepared with dye liquor at 0.5%, 1%, 2%, 3%, 4%, 6%, 8% (owf), and the polyester ammonia (80 / 20) was prepared with dye liquor at 1%, 2%, 4%, 6%, 8%, 10%, 12% (owf), and the pH of the dye liquor was adjusted to 4-4.5, and dyed by high temperature and high pressure dyeing method. The Integ value of the fabric was tested.

[0061] Table 2 100% 75D polyester knitted lifting test results

[0062]

[0063] Table 3 Lifting test results of 80% 50D / 72F polyester and 20% OP knitted double-sided fabric

[0064]

[0065] Experimental Example 2

[0066] Tests on washing fastness, perspiration fastness, water fastness and sublimation fastness of polyester fabrics

[0067] The dye products disclosed in the comparative example and examples 1 to 10 were tested on the fabric using 100% pure polyester knitted fabric as the dyeing matrix. The washing fastness test was carried out in accordance with GB / T 3921.3, eqv ISO 105C03; the perspiration fastness test was carried out in accordance with GB / T 3922, eqv ISO 105E04; the water fastness test was carried out in accordance with 60°C×30min, washing powder: 5g / L, residual liquid gray card rating method; the sublimation fastness test was carried out in accordance with GB / T 5718, eqv ISO 105P01.

[0068] Table 4 Tests on washing fastness, perspiration fastness, water fastness and sublimation fastness of polyester fabrics

[0069]

[0070] Experimental Example 3

[0071] Tests on washing fastness, perspiration fastness, water fastness and sublimation fastness of polyester / spandex fabrics

[0072] The polyester-ammonia 88 / 12 fabric was used as the dyeing matrix, and the dye products disclosed in the comparative example and Examples 1-10 were tested on the fabric. The washing fastness test was carried out in accordance with GB / T 3921.3, eqv ISO 105C03; the perspiration fastness test was carried out in accordance with GB / T 3922, eqv ISO 105E04; the water fastness test was carried out in accordance with 60°C×30min, washing powder: 5g / L, residual liquid gray card rating method; the sublimation fastness test was carried out in accordance with GB / T 5718, eqv ISO 105P01.

[0073] Table 5 Tests on washing fastness, perspiration fastness, water fastness and sublimation fastness of polyester / spandex fabrics

[0074]

[0075] Therefore, the dye product disclosed in the present invention not only has excellent lifting power on conventional polyester and polyester-spandex blended fabrics, but also has excellent lifting power performance on ultrafine polyester and polyester-spandex blended fabrics; while taking into account the wet treatment fastness such as washing and sweat stains, the water fastness is improved by 0.5-1 level compared with the traditional color matching formula, and is suitable for polyester, polyester-spandex blended fabrics, etc.

[0076] The above description of the disclosed embodiments enables one skilled in the art to implement or use the present invention. Various modifications to these embodiments will be apparent to one skilled in the art, and the general principles defined herein may be implemented in other embodiments without departing from the spirit or scope of the present invention. Therefore, the present invention will not be limited to the embodiments shown herein, but rather to the widest scope consistent with the principles and novel features disclosed herein.

Claims

1. A high fastness disperse dark red dye mixture, characterized in that: The composition comprises the following components by weight: 25-50 wt% of component A as shown in formula I, Wherein, R1 is C1-C4 alkyl, R2 and R3 are each independently selected from: C1-C4 alkyl, -CH2CH2OCH3, or -CH2CH2OCH2CH2OCH3; 10-35 wt% of component B as shown in formula II, Wherein, R4 and R5 are each independently selected from: -(CH 2 ) n COOCH3, n = 1, 2 or 3; -CH2-CH = CH2 or 10-35 wt% of component C as shown in formula III, Wherein, R6 is selected from -H, -NO2, -CN or halogen, R7 is selected from -NHCOCH3, -H or -CH3; R8 and R9 are each independently selected from: C1-C4 alkyl, -(CH2) n COOCH3, n=1, 2 or 3; or 5-25 wt% of component D as shown in formula IV, Among them, R 10 is selected from: -H, -NHCOCH3, -OH or -CH3; R 11 Selected from:

2. A high fastness disperse dark red dye mixture according to claim 1, characterized in that: The component A is composed of one or more compounds as shown in I-1 to I-5:

3. A high fastness disperse dark red dye mixture according to claim 1, characterized in that: The component B is composed of one or more compounds as shown in II-1 to II-3:

4. A high fastness disperse dark red dye mixture according to claim 1, characterized in that: The component C is composed of one or more compounds as shown in III-1 to III-4:

5. A high fastness disperse dark red dye mixture according to claim 1, characterized in that: The component D is composed of one or more compounds as shown in IV-1 to IV-3:

6. A dye product comprising the high-fastness disperse dark red dye mixture according to any one of claims 1 to 5 and an auxiliary agent, characterized in that: The mass ratio of the high-fastness disperse dark red dye mixture to the auxiliary agent is 40-60:60-40, and the auxiliary agent includes one or more of a dispersant, a diffusant, and a surfactant.

7. The high-fastness disperse dark red dye product according to claim 6, characterized in that: The dispersant comprises alkylnaphthalenesulfonic acid formaldehyde condensate, the diffuser comprises naphthalenesulfonic acid formaldehyde condensate, and the surfactant comprises lignin sulfonate.

8. The high-fastness disperse dark red dye product according to claim 6, characterized in that: The invention comprises the following components by weight: 26-50 wt% of component A, 15-35 wt% of component B, 14-34 wt% of component C, 7-25 wt% of component D and 48.5-54 wt% of auxiliary agent.

9. The use of the high-fastness disperse dark red dye product according to any one of claims 6 to 8, characterized in that: The high-fastness disperse dark red dye product is used in dyeing polyester fiber and its blended fabrics.