Disperse navy to black dye composition and dye article

Abstract

A disperse navy to black 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); having excellent wash and light fastness, suitable for printing and dyeing of polyester and its blended fabrics for automotive interior.

Description

(I) Technical Field

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

[0002] Navy blue and black dyes are the most widely used disperse dyes. In recent years, due to their excellent heat and light resistance, polyester fibers have been increasingly used as automotive interior materials, leading to a greater demand for richer colors. However, the environment in which automotive interior fabrics are used is relatively unique. These fabrics need to withstand prolonged exposure to high temperatures, making them prone to color changes and fading. Therefore, their colorfastness requirements are more stringent than those in the traditional clothing industry. While existing disperse navy blue to black dyes on the market have improved their colorfastness to light at high temperatures, their lightfastness under prolonged exposure to high temperatures still needs improvement. Although some conventional disperse navy blue to black dyes can achieve lightfastness of around 6-7 for clothing textiles, according to the stringent testing standards for automotive interior materials, they only achieve a color change and fading level of 3-4. (III) Summary of the Invention

[0003] The purpose of this invention is to provide a disperse navy blue to black 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 navy blue to black 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 30-85%, the mass percentage content of component B is 5-50%, and the mass percentage content of component C is 5-55%.

[0006]

[0007]

[0008] In formula (I):

[0009] R 1It 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 It is a C1-C4 alkyl, phenyl, benzyl, C1-C4 alkyl or nitro-substituted benzyl, methoxyethyl, ethoxyethyl, methoxycarbonylethyl; R 3 R 4 Each is independently a C1 to C4 alkyl group, R 5 It is a C1-C4 alkyl or cyanoethyl;

[0012] In formula (Ⅲ):

[0013] R 6 C1-C4 alkyl or C1-C4 alkoxy substituted C1-C4 alkyl, R 7 R is hydrogen or nitro. 8 It is a nitro group, halogen, C1-C4 alkoxy group, -COOC2H4O-Ph, -OCOOCH2-Ph, -OSO2-Ph or -SO2N(CH3)2, wherein Ph is a phenyl group.

[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]

[0022]

[0023] Preferably, component C is one of the following formulas or a mixture of two or more of them in any proportion:

[0024]

[0025]

[0026] Furthermore, based on the aforementioned components A, B, and C, the mass percentage content of component A is 30–80%, the mass percentage content of component B is 10–50%, and the mass percentage content of component C is 10–55%.

[0027] As a further preferred embodiment, the dispersed navy blue to black dye composition comprises component A, component B, and component C, wherein:

[0028] Component A is selected from at least one of formulas (I-1) to (I-6);

[0029] Component B is selected from at least one of formulas (II-1) to (II-4);

[0030] Component C is selected from at least one of formulas (III-5) to (III-8).

[0031] The mass percentage of component A is 30-80%, the mass percentage of component B is 10-50%, and the mass percentage of component C is 10-55%.

[0032] As a particularly preferred embodiment, the dispersed navy blue to black 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 30-80%, the mass percentage content of component B is 10-50%, and the mass percentage content of component C is 10-55%.

[0033] 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).

[0034] The disperse navy blue to black dye composition of this invention also allows the addition of tinting components at a mass percentage not exceeding 10%, such as small amounts of CI Disperse Yellow 54, CI Disperse Yellow 119, CI Disperse Yellow 163, 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) in the UK 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.

[0035] When the disperse navy blue to black 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 navy blue to black dye product, composed of the aforementioned disperse navy blue to black dye composition and auxiliaries, wherein the weight ratio of auxiliaries to the disperse navy blue to black 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 dispersed navy blue to black 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 sand mill or grinding mill in the presence of auxiliaries and water. Alternatively, the dye monomer compounds can be micronized separately using a sand mill or grinding mill in the presence of auxiliaries and water, and then mixed in a specified ratio. The dispersed navy blue to black dye of the present invention, after being ground using a sand mill or grinding mill, is in liquid form; 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 (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.

[0038] The disperse navy blue to black dye products provided by this invention are used for dyeing polyester and its blended fabrics. They have excellent wash fastness and light fastness, and are also particularly suitable for dyeing 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 35g of the dye shown in formula (I-1), 25g of the dye shown in formula (II-1), 40g of the dye shown in formula (III-5), 262g of dispersant MF, and 2350g of water, grind and disperse, and then dry to obtain the finished product. This finished product can provide black tones for polyester and its blended fabrics.

[0042]

[0043] Example 2:

[0044] Mix 40 grams of the dye shown in formula (I-1), 20 grams of the dye shown in formula (Ⅰ-2), 20 grams of the dye shown in formula (Ⅱ-3), 20 grams of the dye shown in formula (Ⅲ-6), 256 grams of dispersing agent CNF, and 2050 grams of water, grind and disperse, and then dry to obtain the finished product. This finished product can provide a navy blue hue for polyester and its blended fabrics.

[0045]

[0046]

[0047] Examples 3-30

[0048] 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, 220 grams of auxiliaries (100 grams of dispersant MF and 120 grams of sodium lignosulfonate) are added, and 2200 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 in navy blue to black tones.

[0049] Table 1

[0050]

[0051]

[0052] Example 31:

[0053] Mix 41 grams of the dye shown in formula (I-1), 20 grams of the dye shown in formula (II-1), 39 grams of the dye shown in formula (III-7), 5 grams of CI Disperse Yellow 163, and 240 grams of dispersant MF with 2000 grams of water, grind and disperse, and dry to obtain the finished product. This finished product can provide black tones for polyester and its blended fabrics.

[0054] Staining Example:

[0055] Two grams of the disperse navy blue to black dye products prepared in Examples 1-31 were weighed out respectively, and polyester fabrics were treated with conventional high-temperature and high-pressure dyeing methods. During the treatment, the dyeing depth (owf) was controlled at 4.0%, the liquor ratio was 1:25, the pH value of the dye bath was adjusted to 4-5, the dyeing was carried out at room temperature, the temperature was increased to 130℃ at 1℃ / min, and held at that temperature for 60min. The fabrics were then washed, rinsed, and dried according to the conventional method, and cooled to 70℃ before being removed. The color fastness of the sample fabrics was observed, and the sublimation fastness and water wash fastness were tested according to the 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 navy blue to black 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 to 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 navy to black dye composition comprising component A, component B and component C, wherein component A is at least one compound of formula (I), component B is at least one compound of formula (II), and component C is at least one compound of formula (III), the mass percentage of component A is 30-85%, the mass percentage of component B is 5-50%, and the mass percentage of component C is 5-55% based on the total mass of component A, component B and component C: in formula (I), Ph is phenyl; in formula (II), in formula (III), the component A is selected from one of the following formulae or a mixture of two or more thereof in any ratio: the component B is selected from one of the following formulae or a mixture of two or more thereof in any ratio: the component C is selected from one of the following formulae or a mixture of two or more thereof in any ratio: the disperse navy to black dye composition is composed of component A, component B and component C.

2. The component A is selected from at least one of the following formulae (I-1) to (I-6). R 1 is CrC4alkyl, acetyloxyethyl, methoxycarbonyloxyethyl, allyl, CrC4alkoxy-substituted CrC4alkyl, cyanoethyl, -C2H4OCO-Ph, -C2H4O-Ph, benzyl or phenethyl, wherein, 3. The component B is selected from at least one of the following formulae (II-1) to (II-4).

4. The component C is selected from at least one of the following formulae (III-5) to (III-8). R 2 is C1-C4 alkyl, phenyl, benzyl, C1-C4 alkyl or nitro substituted benzyl, methoxyethyl, ethoxyethyl, methoxycarbonyl ethyl; R 3 , R 4 each independently is C1-C4 alkyl, R 5 is C1-C4 alkyl or cyanoethyl; 10. A disperse navy to black dye product comprising an auxiliary and the disperse navy to black dye composition of claim 1, the weight ratio of the auxiliary to the disperse navy to black dye composition being 0.2-5:1, the auxiliary being a dispersant, a diffusing agent or other surfactant commonly used in the compounding of disperse dyes. R 6 is C1-C4alkyl or C1-C4alkyl substituted by C1-C4alkoxy, R 7 is hydrogen or nitro, R 8 is nitro, halogen, C1-C4alkoxy, -COOC2H4O-Ph, -OCOOCH2-Ph, -OSO2-Ph or -SO2N(CH3)2, said Ph being phenyl.

2. The disperse navy to black dye composition of 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 navy to black dye composition of claim 1, wherein, ​ 4. The disperse navy to black dye composition of claim 1, wherein, ​ 5. The disperse navy to black dye composition of claim 1, wherein, ​ 6. The disperse navy to black dye composition of claim 1, wherein, ​ 7. The disperse navy to black dye composition of claim 3, wherein, ​ 8. The disperse navy to black dye composition of claim 4, wherein, ​ 9. The disperse navy to black dye composition of claim 5, wherein, ​ ​

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