A disperse blue dye composition and a dye article

Abstract

The present application provides a disperse blue dye composition, comprising component A, component B and component C, wherein component A is at least one of the compounds shown in formula (I), component B is at least one of the compounds shown in formula (II), and component C is at least one of the compounds shown in formula (III); when the dye composition is applied to hydrophobic fiber material for dyeing, it has excellent dyeing fastness, especially excellent light fastness, and is suitable for high standard requirements of automobile interior fabric dyeing.

Description

(I) Technical Field

[0001] This invention relates to a disperse blue dye composition and dye product, and more particularly to a disperse blue dye composition and dye product with high lightfastness suitable for printing and dyeing hydrophobic fiber materials. (II) Background Technology

[0002] Blue dyes are a widely used class of dyes, and are an indispensable main component in color mixing such as lake blue, light green, and deep black. In recent years, with the widespread use of hydrophobic fiber materials, especially polyester fibers, in automotive interior decoration, there has been a greater demand for richer colors. However, the environment in which automotive interior fabrics are used is relatively special, requiring prolonged exposure to high temperatures, which can easily lead to color changes and fading, affecting the quality of use. Although existing disperse blue dyes on the market have improved the color fastness to light at high temperatures, their lightfastness under prolonged exposure to high temperatures still needs improvement. While some conventional disperse blue dyes can achieve lightfastness levels of 7 or even 8 for clothing and textiles, according to the stringent testing standards for automotive interior materials, they can only achieve a color change and fading level of 3 to 4. (III) Summary of the Invention

[0003] The purpose of this invention is to provide a disperse blue dye composition that exhibits excellent wash fastness and light fastness when applied to the dyeing of hydrophobic fiber materials. It is suitable for the printing and dyeing of polyester and its blended fabrics for automotive interiors, and can meet the growing domestic demand for dyeing automotive interior materials.

[0004] The technical solution adopted in this invention is:

[0005] A disperse blue dye composition comprising component A, component B, and component C, wherein component A is at least one of the compounds shown in formula (I), component B is at least one of the compounds shown in formula (II), and component C is at least one of the compounds shown in formula (III). Based on components A, B, and C, the mass percentage content of component A is 10-80%, the mass percentage content of component B is 10-50%, and the mass percentage content of component C is 10-80%.

[0006]

[0007]

[0008] In formula (I):

[0009] R 1 It is a C1-C4 alkyl, acetoxyethyl, methoxycarbonylethyl, allyl, C1-C4 alkoxy-substituted C1-C4 alkyl, cyanoethyl, -C2H4OCO-Ph, -C2H4O-Ph, benzyl or phenethyl, wherein Ph is phenyl;

[0010] In formula (II):

[0011] R 2 C1-C4 alkyl groups substituted with C1-C4 alkyl or C1-C4 alkoxy groups;

[0012] In formula (Ⅲ):

[0013] R 3 For Cl, Br, or CN, R 4 It is H or C1-C4 alkoxy group, R 5 It is a C1 to C4 alkyl group, R 6 R 7 Each can be independently a C1-C4 alkyl, cyanoethyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl, or benzyl.

[0014] In this invention, the C1-C4 alkyl group can be methyl, ethyl, straight-chain or branched propyl, or straight-chain or branched butyl. The C1-C4 alkoxy group can be methoxy, ethoxy, straight-chain or branched propoxy, or straight-chain or branched butoxy.

[0015] Preferably, component A is one of the following formulas or a mixture of two or more of them in any proportion:

[0016]

[0017]

[0018]

[0019] Preferably, component B is one of the following formulas or a mixture thereof in any proportion:

[0020]

[0021] Preferably, component C is one of the following formulas or a mixture of two or more of them in any proportion:

[0022]

[0023]

[0024] Furthermore, based on the aforementioned components A, B, and C, the mass percentage content of component A is 10–80%, the mass percentage content of component B is 10–50%, and the mass percentage content of component C is 10–80%.

[0025] As a further preferred embodiment, the disperse blue dye composition comprises component A, component B, and component C, wherein:

[0026] Component A is selected from at least one of formulas (I-1) to (I-6);

[0027] Component B is selected from at least one of formulas (II-1) to (II-2);

[0028] Component C is selected from at least one of formulas (III-1) to (III-5).

[0029] The mass percentage of component A is 10-80%, the mass percentage of component B is 10-50%, and the mass percentage of component C is 10-80%.

[0030] As a particularly preferred embodiment, the disperse blue dye composition comprises component A, component B, and component C, wherein, based on components A, B, and C, the mass percentage content of component A is 10–80%, the mass percentage content of component B is 10–50%, and the mass percentage content of component C is 10–80%.

[0031] It should be noted that, due to the special nature of the dye industry, it is difficult and unnecessary to produce pure products from components A, B, and C. Small amounts of byproducts are usually generated during their synthesis. These byproducts do not need to be separated and can be used together in the blending of dyes. The amount of byproducts should preferably be controlled within 15% (based on the weight of the dye components, excluding auxiliaries).

[0032] The disperse blue dye composition of this invention also allows the addition of tinting components at a mass percentage not exceeding 10%, such as trace amounts of CI Disperse Yellow 54, CI Disperse Yellow 119, CI Disperse Blue 366, etc. CI refers to the Color Index, an international compilation of dyes and pigments jointly compiled and published by the Society of Dyers and Colorists (SDC) and the American Association of Textile Chemists and Dyers (AATCC). All dye mass percentages are calculated based on the dry weight of the dye filter cake.

[0033] When the disperse blue dye composition described in this invention is sold commercially or used for coloring textile materials, it usually requires the addition of auxiliaries for post-treatment. Therefore, this invention also provides a disperse blue dye product composed of the disperse blue dye composition and auxiliaries, wherein the weight ratio of auxiliaries to disperse blue dye composition is 0.2 to 5:1. The auxiliaries are dispersants, diffusion agents, and other surfactants commonly used in disperse dye compounding, preferably selected from one or more of the following: naphthalene sulfonate formaldehyde condensate, lignin sulfonate, alkyl naphthalene sulfonate formaldehyde condensate (such as methyl naphthalene sulfonate formaldehyde condensate (dispersant MF)), naphthalene sulfonate formaldehyde condensate (diffusion agent NNO), benzyl naphthalene sulfonate formaldehyde condensate (diffusion agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), sodium sulfate, etc.

[0034] The preparation method of the disperse blue dye of the present invention is as follows: The aforementioned dye monomer compounds (original dyes) are mixed according to a specified ratio, and then micronized using a pulverizer such as a sand mill or grinding mill in the presence of auxiliaries and water; alternatively, the dye monomer compounds 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 in a specified ratio. The disperse blue dye of the present invention, after being ground using a sand mill or grinding mill, is in liquid form, and after spray drying, it can be in powder or granular form. This is a preparation method known to those skilled in the art.

[0035] The dye compounds of formulas (I) to (III) used in this invention can be conveniently synthesized in a manner known to those skilled in the art, or commercially available products can be used. Dyes made using the dye compositions of this invention can be used to dye hydrophobic fiber materials (such as polyester and its blended fabrics) in the manner commonly used in the industry, such as by ordinary immersion dyeing or high temperature and high pressure dyeing, and can also be used for yarn dyeing and direct printing. Among them, the ordinary immersion dyeing method involves pretreating the hydrophobic fiber material, immersing it in the dyeing vat, washing it with cold water until neutral, wringing it out, then performing reduction washing and drying; the package yarn dyeing method involves loosening the raw yarn into the package, beveling it, loading it into the cage, entering the dyeing vat, pretreatment, washing it with water, adding yarn dyeing (1℃ / 1min), heating to 70℃ and evenly dyeing for 10min, (1℃ / 1min) heating to 100℃ and evenly dyeing for 10min, (1℃ / min) heating to 130℃ and holding for 45-60min, high-temperature drainage, washing, reduction washing, dehydration, and drying; the direct printing method involves pre-dyeing the fabric, drying it, setting it, printing disperse dye paste on a printing machine, then steaming it to fix the dye on the fabric, finally washing it with water, and stretching it for setting.

[0036] The disperse blue dye product provided by this invention is used for dyeing polyester and its blended fabrics. It has excellent wash fastness and light fastness, and is also particularly suitable for dyeing automotive interior fabrics. (IV) Detailed Implementation

[0037] The present invention will be further described below with reference to specific embodiments, but the scope of protection of the present invention is not limited thereto:

[0038] Example 1:

[0039] Mix 33g of the dye shown in formula (I-1), 27g of the dye shown in formula (II-2), 40g of the dye shown in formula (III-1), 256g of dispersant MF, and 2150g of water, grind and disperse, and then dry to obtain the finished product. This finished product can provide blue hues for polyester and its blended fabrics.

[0040]

[0041] Example 2:

[0042] Mix 20 grams of the dye shown in formula (I-1), 25 grams of the dye shown in formula (Ⅰ-2), 30 grams of the dye shown in formula (Ⅱ-2), 25 grams of the dye shown in formula (Ⅲ-2), 266 grams of dispersing agent CNF, and 1956 grams of water, grind and disperse, and dry to obtain the finished product. This finished product can provide blue hues for polyester and its blended fabrics.

[0043]

[0044] Examples 3-25

[0045] The method described in Examples 1-2 is different in that the dyes and their weights shown in Components A, B and C in Table 1 are used, 215 grams of auxiliaries (100 grams of dispersant MF and 115 grams of sodium lignosulfonate) are added, and 2166 grams of water are added to make a slurry. The slurry is then ground, dispersed and dried to obtain the finished product. This dye can provide polyester and its blended fabrics with excellent fastness properties of blue hue.

[0046] Table 1

[0047]

[0048]

[0049] Example 26:

[0050] Mix 38 grams of the dye shown in formula (I-1), 22 grams of the dye shown in formula (II-1), 40 grams of the dye shown in formula (III-1), 5 grams of CI Disperse Blue 366, and 255 grams of dispersant MF with 2550 grams of water, grind and disperse, and dry to obtain the finished product. This finished product can provide blue hues for polyester and its blended fabrics.

[0051] Comparative Example 1:

[0052] Example 1 in CN102558908A is used as Comparative Example 1.

[0053]

[0054] Comparative Example 2:

[0055] Example 1 in CN103613953A is used as Comparative Example 2.

[0056]

[0057] Staining Example:

[0058] Two grams of the disperse blue dye products prepared in Examples 1-31 were weighed and treated with polyester fabrics using a conventional high-temperature and high-pressure dyeing method. During the treatment, the dyeing depth (owf) was controlled at 4.0%, the liquor ratio at 1:25, the pH value of the dye bath was adjusted to 4-5, and the dyeing was carried out at room temperature. The temperature was increased to 130°C at a rate of 1°C / min and held at that temperature for 60 minutes. The fabrics were then subjected to reduction washing, water washing, and drying according to standard procedures, and then cooled to 70°C before removal. The color fastness of the sample fabrics was observed, and the sublimation fastness and water washing fastness were tested using standards ISO 105-P01 and AATCC 61-2A, respectively. The results are listed in Table 2 below.

[0059] Lightfastness test:

[0060] Referring to the method for determining light fastness in GB / T-16422.2-2022, a high-energy xenon lamp was used with an irradiation density of 162 W / m². 2 The blackboard temperature was 89℃±3℃, and the irradiation was carried out for 38 cycles. Each cycle included 3.8 hours of irradiation time and 1 hour of non-irradiation time. The discoloration and fading of the irradiated part were determined with reference to the gray scale of discoloration and fading in JISL-0804. The results are listed in Table 2 below.

[0061] Table 2

[0062]

[0063]

[0064] As shown in the table above, the disperse blue dye composition prepared by this invention has excellent sublimation resistance and wash fastness when used for printing and dyeing polyester fabrics. Moreover, according to the stringent light fastness test, its fastness can reach grade 4-5, or even grade 5, ultra-high fastness, which can fully meet the printing and dyeing requirements of automotive interior fabrics.

Claims

1. A disperse blue dye composition comprising component A, component B, and component C, wherein component A is at least one of the compounds shown in formula (I), component B is at least one of the compounds shown in formula (II), and component C is at least one of the compounds shown in formula (III), wherein, based on components A, B, and C, the mass percentage content of component A is 10-80%, the mass percentage content of component B is 10-50%, and the mass percentage content of component C is 10-80%. In formula (I): R 1 is CrC4alkyl, acetoxyethyl, methoxycarbonyl ethyl, allyl, CrC4alkoxy-substituted CrC4alkyl, cyanoethyl, -C2H4OCO-Ph, -C2H4O-Ph, benzyl or phenethyl, wherein, Ph stands for phenyl; In formula (II): R 2 Ci-C4alkyl or Ci-C4alkyl substituted by Ci-C4alkoxy; In formula (Ⅲ): R 3 is CI, Br or CN, R 4 is H or C1-C4 alkoxy, R 5 is C1-C4 alkyl, R 6 , R 7 each independently is C1-C4 alkyl, cyanoethyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonyl ethyl, ethoxycarbonyl ethyl or benzyl.

2. A disperse blue dye composition according to claim 1, wherein R1is C1-C4alkyl, acetoxyethyl, methoxycarbonyl ethyl, allyl, C1-C4alkoxy substituted C1-C4alkyl, or cyanoethyl. 1 R1is C1-C4alkyl, acetoxyethyl, methoxycarbonyl ethyl, allyl, C1-C4alkoxy substituted C1-C4alkyl, or cyanoethyl.

3. The disperse blue dye composition according to claim 1, characterized in that, Component A is selected from one of the following formulas or a mixture of two or more of them in any proportion:

4. The disperse blue dye composition according to claim 1, characterized in that, Component B is selected from one of the following formulas or a mixture of two or more of them in any proportion:

5. The disperse blue dye composition according to claim 1, characterized in that, Component C is selected from one of the following formulas or a mixture of two or more of them in any proportion:

6. The disperse blue dye composition according to claim 1, characterized in that, It consists of component A, component B and component C.

7. The disperse blue dye composition according to claim 3, characterized in that, Component A is selected from at least one of formulas (I-1) to (I-6).

8. The disperse blue dye composition according to claim 5, characterized in that, Component C is selected from at least one of formulas (Ⅲ-1) to (Ⅲ-5).

9. A disperse blue dye product, comprising an auxiliary agent and the disperse blue dye composition of claim 1, wherein the weight ratio of the two is 0.2 to 5:1, and the auxiliary agent is a dispersant, diffusion agent or other surfactant commonly used in the compounding of disperse dyes.

10. The application of a disperse blue dye product as described in claim 9 in the dyeing of polyester and its blended fabrics.

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