A disperse red dye composition and a dye article

Abstract

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

Description

(I) TECHNICAL FIELD

[0001] The present application relates to a kind of dispersed red dye composition and dye product, especially to a kind of dispersed red dye composition and dye product suitable for printing and dyeing hydrophobic fiber material with high solar fastness. (II) BACKGROUND

[0002] In recent years, China's automobile manufacturing industry has developed rapidly, and has become the world's largest automobile producer and seller, bringing new opportunities and challenges to China's automotive interior materials and downstream industries. Among the automotive interior textiles, polyester and its blended fabrics are most used due to their excellent wear resistance, strength and elastic recovery performance, accounting for more than 80%. In addition to having relatively strict requirements on washing fastness and rubbing fastness, the solar fastness of such fabrics is also an important indicator. The solar fastness test of general clothing textiles is conducted at about 60°C, while the solar fastness test of automotive interior fabrics is conducted at high temperatures of 80-90°C, and the exposure time is longer. In addition, the demand for color tone of automotive interior fabrics on the market is shifting from beige, gray and other light colors to dark red, navy blue and black, but existing dark dyes are insufficient to meet the above requirements. (III) SUMMARY

[0003] The purpose of the present application is to provide a dispersed red dye composition that, when applied to the dyeing of hydrophobic fiber materials, has excellent dyeing fastness, especially excellent light (solar) fastness, and can meet the high standard use requirements of special fabrics such as automotive fabrics.

[0004] The technical solution adopted by the present application is:

[0005] A dispersed red dye composition includes component A, component B and / or component C, wherein component A is at least one of the dye compounds represented by formula (I), component B is at least one of the dye compounds represented by formula (II), and component C is at least one of the dye compounds represented by formula (III). Based on the components A, B and / or C, the mass percentage of component A is 30-85%, the mass percentage of component B and / or component C is 15-70%, and when components B and C are present simultaneously, components B and C can be compounded in any ratio.

[0006]

[0007]

[0008] In formula (I):

[0009] R 1 C1-C4 alkyl, phenyl, benzyl, C1-C4 alkyl or nitro-substituted benzyl, methoxyethyl, ethoxyethyl, methoxycarbonyl ethyl; R 2R 3 Each is independently a C1 to C4 alkyl group, R 4 It is a C1-C4 alkyl or cyanoethyl;

[0010] In formula (II):

[0011] R 5 It is H, C1-C4 alkyl or chlorine, R 6 It is a C1-C4 alkyl, cyanoethyl, methoxycarbonylmethyl, methoxycarbonylethyl or ethoxycarbonylethyl, and n is 2 or 3;

[0012] In formula (Ⅲ):

[0013] R 7 It is a C1-C4 alkyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonylethyl or ethoxycarbonylethyl.

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

[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 of two or more of them in any proportion:

[0020]

[0021]

[0022] Preferably, component C is one of the following formulas or a mixture of two or more of them in any proportion:

[0023]

[0024] Furthermore, based on the aforementioned components A, B, and / or C, the mass percentage content of component A is 40-85%, and the mass percentage content of components B and / or C is 15-60%.

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

[0026] Component A is selected from at least one of formulas (I-1) to (I-4);

[0027] Component B is selected from at least one of formulas (II-5) to (II-8);

[0028] Component C is selected from at least one of formulas (III-1) to (III-3).

[0029] The mass percentage of component A is 30-85%, and the mass percentage of component B and / or component C is 15-70%.

[0030] As a particularly preferred embodiment, the disperse red dye composition comprises component A, component B, and / or component C, wherein, based on component A, component B, and / or component C, the mass percentage content of component A is 30-85%, and the mass percentage content of component B and / or component C is 15-70%.

[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 10% (based on the weight of the dye components, excluding auxiliaries).

[0032] The disperse red dye composition of the present invention may also include dyes of formulas (Ⅳ-1) to (Ⅳ-3) thereof in a mass percentage not exceeding 15%:

[0033]

[0034] The disperse red dye composition described in this invention refers to the dye filter cake (original dye), which does not include any finishing agents, but is allowed to contain a small amount of impurities introduced during synthesis. These impurities do not affect the performance of the dye. The dye mass percentage is calculated based on the dry weight of the dye filter cake.

[0035] When the disperse red 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 red dye product composed of the disperse red dye composition and auxiliaries, wherein the weight ratio of auxiliaries to disperse red dye composition is 0.2 to 5:1. The auxiliaries are dispersants, diffusion agents, and other surfactants commonly used in the compounding of disperse dyes, 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.

[0036] The preparation method of the disperse red 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 red 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.

[0037] The dye compounds of formulas (I) to (IV) used in this invention can be conveniently synthesized in a manner well known to those skilled in the art, or commercially available products can be used. Formulations 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 using ordinary immersion dyeing or high temperature and high pressure dyeing. The hydrophobic fiber materials are pretreated, immersed in a dye vat, and after dyeing, washed with cold water until neutral, wrung dry, and then subjected to reduction washing and drying, etc.

[0038] The disperse red dye product provided by this invention exhibits excellent lightfastness and sublimation fastness when applied to the dyeing of polyester and its blended fabrics, which can meet the dyeing requirements of automotive interior fabrics. (IV) Detailed Implementation

[0039] 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:

[0040] Example 1:

[0041] Mix 65 grams of the dye shown in formula (I-1), 35 grams of the dye shown in formula (II-5), 250 grams of dispersant MF, and 1850 grams of water. Grind, disperse, and dry to obtain the finished product. This finished product can provide red hues for polyester and its blended fabrics.

[0042]

[0043] Example 2:

[0044] Mix 55 grams of the dye shown in formula (I-1), 30 grams of the dye shown in formula (II-7), 15 grams of the dye shown in formula (III-1), 255 grams of dispersing agent CNF, and 2050 grams of water. Grind, disperse, and dry to obtain the finished product. This finished product provides a red hue for polyester and its blended fabrics.

[0045]

[0046] Examples 3-30

[0047] 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, 210 grams of auxiliaries (100 grams of dispersant MF and 110 grams of sodium lignosulfonate) are added, and 2050 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 red hues.

[0048] Table 1

[0049]

[0050]

[0051] Example 31:

[0052] Mix 58 grams of the dye shown in formula (I-1), 20 grams of the dye shown in formula (II-5), 12 grams of the dye shown in formula (III-1), 10 grams of the dye shown in formula (IV-1), and 250 grams of dispersant MF with 2500 grams of water. Grind, disperse, and dry to obtain the finished product. This finished product provides a red hue for polyester and its blended fabrics.

[0053]

[0054] Staining Example:

[0055] Two grams of the disperse red dye products prepared in Examples 1-31 were weighed out respectively, and polyester fabrics were treated using a conventional high-temperature and high-pressure dyeing method. During the treatment, the dyeing depth (owf) was controlled at 2.0%, 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 min. The fabrics were then subjected to reduction washing, water washing, and drying according to the conventional method, 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.

[0056] Lightfastness test:

[0057] 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.

[0058] Table 2

[0059]

[0060]

[0061] As shown in the table above, the disperse red 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 the highest level of 5, which can fully meet the printing and dyeing requirements of automotive interior fabrics.

Claims

1. A disperse red dye composition comprising component A, component B, and / or component C, wherein component A is at least one of the dye compounds shown in formula (I), component B is at least one of the dye compounds shown in formula (II), and component C is at least one of the dye compounds shown in formula (III), wherein, based on components A, B, and / or C, the mass percentage content of component A is 30-85%, and the mass percentage content of components B and / or C is 15-70%. In formula (I): R 1 It is a C1-C4 alkyl, phenyl, benzyl, C1-C4 alkyl or nitro-substituted benzyl, methoxyethyl, ethoxyethyl, methoxycarbonylethyl; R 2 R 3 Each is independently a C1 to C4 alkyl group, R 4 It is a C1-C4 alkyl or cyanoethyl; In formula (II): R 5 It is H, C1-C4 alkyl or chlorine, R 6 It is a C1-C4 alkyl, cyanoethyl, methoxycarbonylmethyl, methoxycarbonylethyl or ethoxycarbonylethyl, and n is 2 or 3; In formula (Ⅲ): R 7 It is a C1-C4 alkyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonylethyl or ethoxycarbonylethyl.

2. The disperse red dye composition according to claim 1, characterized in that, The R mentioned 4 It is cyanoethyl, R 5 It can be methyl or chlorine.

3. The disperse red 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 red 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 red 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 red dye composition according to claim 1, characterized in that, It consists of component A, component B and / or component C.

7. The disperse red dye composition according to claim 3, characterized in that, Component A is selected from at least one of formulas (I-1) to (I-4).

8. The disperse red dye composition according to claim 4, characterized in that, Component B is selected from at least one of formulas (II-5) to (II-8).

9. The disperse red dye composition according to claim 5, characterized in that, Component C is selected from at least one of formulas (Ⅲ-1) to (Ⅲ-3).

10. A disperse red dye product comprising an auxiliary agent and the disperse red 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.

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