Disperse red dye composition and dye product

By adopting a specific dispersed red dye composition, the problem of insufficient sun-fastness at high temperatures in existing dyes is solved, and efficient dyeing and durability of automotive interior fabrics is achieved.

CN119775794AActive Publication Date: 2025-04-08ZHEJIANG LONGSHENG GROUP CO LTD +1
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Patent Information

Application Number
CN202411959328.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-12-30
Publication Date
2025-04-08
Estimated Expiration
2044-12-30

AI Technical Summary

Technical Problem

The existing dark dyes are not enough to meet the high standards of sun-resistant fastness and tones of automotive interior fabrics, especially when exposed to the sun for a long time at high temperatures.

Method used

Using a dispersed red dye composition, including component A, component B and/or component C, excellent dyeing fastness and light fastness are formed through specific dye compounds and additive ratios.

Benefits of technology

It has achieved efficient dyeing of hydrophobic fiber materials, excellent sun-resistant and sublimation-resistant fastness, and fully meets the high standard use requirements of automotive interior fabrics.

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Abstract

The invention provides a disperse red dye composition which comprises a component A, a component B and / or a component C. The component A is at least one of dye compounds shown in the formula (I), the component B is at least one of dye compounds shown in the formula (II), and the component C is at least one of dye compounds shown in the formula (III). When the dye composition is applied to dyeing of hydrophobic fiber materials, the dye composition has excellent dyeing fastness, particularly has outstanding light fastness, and can meet the printing and dyeing requirements of automotive trim fabrics. # imgabs0 #
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Description

(I) Technical field

[0001] The invention relates to a disperse red dye composition and a dye product, in particular to a disperse red dye composition and a dye product with high light fastness suitable for printing and dyeing hydrophobic fiber materials. (II) Background technology

[0002] In recent years, my country's automobile manufacturing industry has developed rapidly and has become the world's largest automobile producer and seller, bringing new opportunities and challenges to my country's automobile interior materials and downstream industries. Among automotive interior textiles, polyester and its blended fabrics are used the most due to their excellent wear resistance, strength and elastic recovery properties, accounting for more than 80%. In addition to the strict requirements for washing fastness and friction fastness, this type of fabric also has an important indicator of light fastness. The light fastness test of general clothing textiles is carried out at about 60°C, while the light fastness test of automotive interior fabrics is carried out at a high temperature of 80-90°C, and the exposure time is relatively long. In addition, the demand for color tones of automotive interior fabrics on the market is changing from light colors such as beige and gray to dark red, navy blue and black, but the existing dark dyes are not enough to meet the above requirements. (III) Summary of the invention

[0003] The object of the present invention is to provide a disperse red dye composition which, when used for dyeing hydrophobic fiber materials, has excellent dyeing fastness, especially excellent light (sunlight) fastness, and can meet the high-standard use requirements of special fabrics such as automotive fabrics.

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

[0005] A disperse red dye composition comprises 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). Based on the component A, component B and / or component C, the mass percentage of component A is 30-85%, and the mass percentage of component B and / or component C is 15-70%. When component B and component C exist at the same time, component B and component C can be compounded in any proportion.

[0006]

[0007]

[0008] In formula (I):

[0009] R 1 is C1-C4 alkyl, phenyl, benzyl, C1-C4 alkyl or nitro-substituted benzyl, methoxyethyl, ethoxyethyl, methoxycarbonylethyl; R 2, R 3 are each independently a C1-C4 alkyl group, R 4 C1-C4 alkyl or cyanoethyl;

[0010] In formula (II):

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

[0012] In formula (III):

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

[0014] In the present invention, the C1-C4 alkyl group may be a methyl group, an ethyl group, a linear or branched propyl group, or a linear or branched butyl group.

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

[0016]

[0017]

[0018]

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

[0020]

[0021]

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

[0023]

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

[0025] As further preferred, 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 formulae (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 particularly preferred, the disperse red dye composition consists of component A, component B and / or component C, and based on the component A, component B and / or component C, the mass percentage of component A is 30-85%, and the mass percentage of component B and / or component C is 15-70%.

[0031] It should be noted that due to the particularity of the dye industry, it is difficult and unnecessary to make the components A, B and C into pure products. Usually, a small amount of by-products will be produced during their synthesis, which do not need to be separated separately and can be used together for dye compounding. The amount is preferably controlled within 10% (based on the weight of the dye components, excluding auxiliaries).

[0032] The disperse red dye composition of the present invention is also allowed to add dyes of the following formulas (IV-1) to (IV-3) in an amount not exceeding 15% by weight:

[0033]

[0034] The disperse red dye composition described in the present invention refers to the dye filter cake (original dye), does not include any post-finishing auxiliary agent, but is allowed to contain a small amount of impurities brought by synthesis, which does not affect the performance of the dye. The dye mass percentage is calculated based on the dry weight of the dye filter cake.

[0035] The disperse red dye composition of the present invention, when sold as a commodity or applied to textile material coloring, usually needs to add an auxiliary agent for post-treatment. Therefore, the present invention also provides a disperse red dye product, which is composed of the disperse red dye composition and the auxiliary agent, and the weight ratio of the auxiliary agent to the disperse red dye composition is 0.2 to 5: 1. The auxiliary agent is a dispersant, a diffusant and other surfactants commonly used in disperse dye compounding, preferably one of the following or a mixture of two or more thereof: naphthalenesulfonic acid formaldehyde condensate, lignin sulfonate, alkylnaphthalenesulfonic acid formaldehyde condensate (such as methylnaphthalenesulfonic acid formaldehyde condensate (dispersant MF)), naphthalenesulfonic acid formaldehyde condensate (diffuser NNO), benzylnaphthalenesulfonic acid formaldehyde condensate (diffuser 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 proportion, and then micronized using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent and water; in addition, the dye monomer compounds can also be micronized using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent and water, and then mixed according to a proportion. The disperse red dye of the present invention is liquid after being ground with a sand mill or a grinder, and can be powdery or granular after being spray-dried, which is a preparation method well known to those skilled in the art.

[0037] The dye compounds of formula (I) to (IV) used in the present invention can be conveniently synthesized in a manner well known to those skilled in the art, or commercially available products can be used. The preparations made using the dye composition of the present invention can be used to dye hydrophobic fiber materials (such as polyester and its blended interwoven fabrics) in a conventional manner in the industry, such as dyeing by ordinary exhaust dyeing or high temperature and high pressure dyeing. The hydrophobic fiber material is pretreated and placed in a dyeing vat for exhaust dyeing. After dyeing, it is washed with cold water until neutral, wrung, and then reduced and washed, dried, etc.

[0038] The disperse red dye product provided by the invention has excellent sunlight fastness and sublimation fastness when used for dyeing polyester and its blended fabrics, and can meet the dyeing requirements of automobile interior fabrics. (IV) Specific implementation methods

[0039] The present invention is further described below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto:

[0040] Embodiment 1:

[0041] 65 g of the dye represented by formula (I-1), 35 g of the dye represented by formula (II-5), 250 g of the dispersant MF, and 1850 g of water are mixed, ground, dispersed and dried to obtain a finished product, which can provide a red hue to polyester and its blended fabrics.

[0042]

[0043] Embodiment 2:

[0044] 55 g of the dye represented by formula (I-1), 30 g of the dye represented by formula (II-7), 15 g of the dye represented by formula (III-1), 255 g of the diffusing agent CNF, and 2050 g of water are added and mixed, and then ground, dispersed and dried to obtain a finished product, which can provide a red hue to polyester and its blended fabrics.

[0045]

[0046] Embodiments 3 to 30

[0047] The method described in Example 1-2 is used, except that the dyes and weights shown in Component A, Component B, and Component C in Table 1 are used, 210 grams of auxiliary agents (100 grams of dispersant MF and 110 grams of sodium lignin sulfonate) are added, 2050 grams of water are added and mixed to form a slurry, which is then ground, dispersed and dried to obtain a finished product. The dye can provide polyester and its blended fabrics with excellent red hue.

[0048] Table 1

[0049]

[0050]

[0051] Embodiment 31:

[0052] 58 g of the dye represented by the following formula (I-1), 20 g of the dye represented by the formula (II-5), 12 g of the dye represented by the formula (III-1), 10 g of the dye represented by the formula (IV-1), and 250 g of the dispersant MF are mixed with 2500 g of water, and then ground, dispersed, and dried to obtain a finished product, which can provide a red hue to polyester and its blended fabrics.

[0053]

[0054] Dyeing Example:

[0055] Weigh 2 grams of disperse red dye products prepared in Examples 1 to 31 respectively, and treat polyester fabrics by conventional high temperature and high pressure dyeing method. During the treatment, the dyeing depth (owf) is controlled to be 2.0%, the bath ratio is 1:25, the pH value of the dye bath is 4-5, dyeing is carried out at room temperature, the temperature is raised to 130°C at 1°C / min, and the temperature is kept for 60 minutes. The fabrics are washed, washed and dried according to the usual method, and cooled to 70°C and taken out. The color light of the sample fabrics is observed, and the sublimation resistance and washing fastness thereof are tested by the standards ISO 105-P01 and AATCC 61-2A, respectively. The results are listed in the following Table 2.

[0056] Light fastness test:

[0057] Refer to the light fastness test method in GB / T-16422.2-2022, use a high-energy xenon lamp with an irradiation density of 162W / m 2 The blackboard temperature was 89°C ± 3°C, and the irradiation was performed 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 by referring to the grayscale of discoloration and fading of JISL-0804. The results are listed in Table 2 below.

[0058] Table 2

[0059]

[0060]

[0061] It can be seen from the above table that the disperse red dye composition prepared by the present invention is used for printing and dyeing of polyester fabrics, and has excellent sublimation resistance and water washing fastness. According to the strict sunlight fastness test, its fastness can reach the highest level 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), and based on the component A, component B and / or component C, the mass percentage of component A is 30-85%, and the mass percentage of component B and / or component C is 15-70%: In formula (I): R 1 is C1-C4 alkyl, phenyl, benzyl, C1-C4 alkyl or nitro-substituted benzyl, methoxyethyl, ethoxyethyl, methoxycarbonylethyl; R 2 , R 3 are each independently a C1-C4 alkyl group, R 4 C1-C4 alkyl or cyanoethyl; In formula (II): R 5 is H, C1-C4 alkyl or chlorine, R 6 is C1-C4 alkyl, cyanoethyl, methoxycarbonylmethyl, methoxycarbonylethyl or ethoxycarbonylethyl, and n is 2 or 3; In formula (III): R 7 It is C1-C4 alkyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonylethyl or ethoxycarbonylethyl.

2. The disperse red dye composition according to claim 1, wherein The R 4 is cyanoethyl, R 5 Methyl or chlorine.

3. The disperse red dye composition according to claim 1, wherein The component A is selected from one of the following formulae or a mixture of two or more thereof in any proportion:

4. The disperse red dye composition according to claim 1, wherein The component B is selected from one of the following formulae or a mixture of two or more thereof in any proportion:

5. The disperse red dye composition according to claim 1, wherein The component C is selected from one of the following formulae or a mixture of two or more thereof in any proportion:

6. The disperse red dye composition according to claim 1, wherein It consists of component A, component B and / or component C.

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

8. The disperse red dye composition according to claim 4, wherein 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, wherein 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 according to claim 1, the weight ratio of the two being 0.2 to 5:1, wherein the auxiliary agent is a dispersant, diffusing agent or other surfactant commonly used in compounding disperse dyes.

Citation Information

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