Disperse blue dye composition and dye product

By using specific proportions of components A, component B and component C and additives for dispersed blue dye, the problem of insufficient light fastness at high temperatures is solved, and a dye composition with high light fastness and water washing resistance is achieved, which is suitable for dyeing automotive interior materials.

CN119775795AActive Publication Date: 2025-04-08ZHEJIANG LONGSHENG GROUP CO LTD +1
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Patent Information

Application Number
CN202411959568.6
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 dispersed blue dyes are not light-resistant and fast enough to meet the strict test standards for automotive interior materials when exposed to the sun for a long time at high temperatures.

Method used

Using a dispersed blue dye composition, including component A, component B and component C, the dye is treated with a specific compound ratio and additives to improve the water washing resistance and light color fastness of the dye.

Benefits of technology

It achieves high light fastness under long-term exposure to the sun at high temperatures, excellent water-resistant and light-resistant color fastness of dyes, which can meet the dyeing needs of automotive interior materials.

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Abstract

The invention provides a disperse blue dye composition which comprises a component A, a component B and a component C. The component A is at least one of compounds shown in the formula (I), the component B is at least one of compounds shown in the formula (II), and the component C is at least one of 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, especially excellent light fastness, and is suitable for high-standard dyeing requirements of automotive interior fabrics. # imgabs0 #
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Description

(I) Technical field

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

[0002] Blue dye is a kind of dye with a wide range of uses. It is one of the main components that are indispensable for color matching such as lake blue, light green, and dark black. In recent years, as hydrophobic fiber materials, especially polyester fiber materials, have been widely used in automobile interior decoration, more demands have been put forward for the richness of colors. However, the use environment of automobile interior fabrics is relatively special. They need to withstand long-term high temperature exposure, which is prone to color change and fading, affecting the quality of use. Although the existing disperse blue dyes on the market have improved the color fastness to light at high temperatures, the light fastness under long-term exposure at high temperatures still needs to be improved. Although some conventional disperse blue dyes can achieve light fastness of level 7 or even level 8 for clothing textiles, according to the strict testing standards for automobile interior materials, they can only reach the level of discoloration and fading of level 3 to 4. (III) Summary of the invention

[0003] The purpose of the present invention is to provide a disperse blue dye composition, which has excellent water-washing and light-fastness when used for dyeing hydrophobic fiber materials, is suitable for printing and dyeing polyester and its blended fabrics for automobile interiors, and can meet the growing domestic demand for dyeing automobile interior materials.

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

[0005] A disperse blue dye composition comprises 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), component C is at least one of the compounds shown in formula (III), and based on the components A, B and C, 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%.

[0006]

[0007]

[0008] In formula (I):

[0009] R 1 C 1 ~C 4 Alkyl, acetyloxyethyl, methoxycarbonylethyl, allyl, C 1 ~C 4 Alkoxy substituted C1 ~C 4 Alkyl, cyanoethyl, -C 2 H 4 OCO-Ph, -C 2 H 4 O-Ph, benzyl or phenethyl, wherein Ph is phenyl;

[0010] In formula (II):

[0011] R 2 C 1 ~C 4 Alkyl or C 1 ~C 4 Alkoxy substituted C 1 ~C 4 alkyl;

[0012] In formula (III):

[0013] R 3 is Cl, Br or CN, R 4 H or C 1 ~C 4 Alkoxy, R 5 C 1 ~C 4 Alkyl, R 6 , R 7 Each is independent of C 1 ~C 4 alkyl, cyanoethyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl or benzyl.

[0014] In the present invention, the C 1 ~C 4 The alkyl group may be a methyl group, an ethyl group, a straight-chain or branched-chain propyl group, or a straight-chain or branched-chain butyl group. 1 ~C 4 The alkoxy group may be a methoxy group, an ethoxy group, a straight-chain or branched-chain propoxy group, or a straight-chain or branched-chain butoxy 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 thereof in any proportion:

[0020]

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

[0022]

[0023]

[0024] Furthermore, based on the component A, component B and component C, 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%.

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

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

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

[0028] Component C is selected from at least one of formulae (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 particularly preferred, the disperse blue dye composition consists of component A, component B and component C. Based on the components A, B and C, 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%.

[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 15% (based on the weight of the dye components, excluding auxiliaries).

[0032] The disperse blue dye composition of the present invention is also allowed to add a coloring component with a mass percentage content not exceeding 10%, such as adding a trace amount of CI Disperse Yellow 54, CI Disperse Yellow 119, CI Disperse Blue 366, etc. The CI refers to the dye index number (COLOR INDEX), which is an international dye and pigment variety compilation jointly compiled and published by the British Society of Dyers (SDC) and the American Association of Textile Chemists and Colorists (AATCC). The mass percentage of the dye is calculated based on the dry weight of the dye filter cake.

[0033] The disperse blue dye composition of the present invention, when sold as a commodity or used for coloring textile materials, usually needs to add an auxiliary agent for post-treatment. Therefore, the present invention also provides a disperse blue dye product, which is composed of the disperse blue dye composition and the auxiliary agent, and the weight ratio of the auxiliary agent to the disperse blue dye composition is 0.2 to 5:1. The auxiliary agent is a dispersant, a diffusant and other surfactants commonly used in the compounding of disperse dyes, 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.

[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 proportion, and then micronized using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent and water; alternatively, the dye monomer compounds can 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 blue dye of the present invention is in liquid form after being ground with a sand mill or a grinder, and can be in powder or granular form after being spray-dried, which is a preparation method well known to those skilled in the art.

[0035] The dye compounds of formula (I) to (III) 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 dye prepared using the dye composition of the present invention can be used to dye hydrophobic fiber materials (such as polyester and its blended fabrics) in a conventional manner in the industry, such as dyeing using ordinary exhaust dyeing or high temperature and high pressure dyeing, and can also be used for cheese dyeing and direct printing. Among them, the common dip dyeing method is such as pre-treating the hydrophobic fiber material, putting it into the dyeing tank for dip dyeing, washing it with cold water until it is neutral, wringing it, and then reducing and washing it, and drying it; the cheese dyeing is such as loosening the original yarn, chamfering it, putting it into the cage, entering the dyeing tank, pre-treatment, washing, adding yarn dyeing (1℃ / 1min), heating to 70℃ and dyeing it evenly for 10min-(1℃ / 1min), heating to 100℃ and dyeing it evenly for 10min-(1℃ / min), heating to 130℃ and keeping it warm for 45-60min-high temperature drainage-washing water-reducing washing-dehydration-drying; direct printing is such as pre-dyeing the fabric, drying, shaping it, printing disperse dye paste on the printing machine, and then steaming it, using steaming to fix the dye on the fabric, and finally washing it with water and stretching it for shaping.

[0036] The disperse blue dye product provided by the present invention is applied to dyeing polyester and its blended fabrics, has the characteristics of excellent water fastness, light fastness and the like, and is also particularly suitable for dyeing automotive interior fabrics. (IV) Specific implementation methods

[0037] The present invention is further described below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto:

[0038] Embodiment 1:

[0039] 33 g of the dye represented by formula (I-1), 27 g of the dye represented by formula (II-2), 40 g of the dye represented by formula (III-1), and 256 g of the dispersant MF are mixed with 2150 g of water, and then ground, dispersed and dried to obtain a finished product, which can provide a blue hue to polyester and its blended fabrics.

[0040]

[0041] Embodiment 2:

[0042] 20 grams of the dye represented by formula (I-1), 25 grams of the dye represented by formula (I-2), 30 grams of the dye represented by formula (II-2), 25 grams of the dye represented by formula (III-2), and 266 grams of the diffusant CNF are mixed with 1956 grams of water, and then ground, dispersed and dried to obtain a finished product, which can provide a blue hue to polyester and its blended fabrics.

[0043]

[0044] Embodiments 3 to 25

[0045] The method described in Example 1-2 is followed, except that the dyes and weights shown in Component A, Component B and Component C in Table 1 are used, 215 grams of auxiliary agents (100 grams of dispersant MF and 115 grams of sodium lignin sulfonate) are added, 2166 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 a blue hue having excellent fastness properties.

[0046] Table 1

[0047]

[0048]

[0049] Embodiment 26:

[0050] 38 grams of the dye represented by the aforementioned formula (I-1), 22 grams of the dye represented by the formula (II-1), 40 grams of the dye represented by the formula (III-1), 5 grams of CI Disperse Blue 366, 255 grams of dispersant MF, and 2550 grams of water are mixed, ground, dispersed and dried to obtain a finished product, which can provide a blue hue to 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] Dyeing Example:

[0058] Weigh 2 grams of disperse blue 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 4.0%, 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 water washing color fastness thereof are tested by the standards ISO 105-P01 and AATCC 61-2A, respectively. The results are listed in the following Table 2.

[0059] Light fastness test:

[0060] 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.

[0061] Table 2

[0062]

[0063]

[0064] It can be seen from the above table that the disperse blue 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 4 to 5 levels, or even 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 represented by formula (I), component B is at least one of the compounds represented by formula (II), and component C is at least one of the compounds represented by formula (III). Based on the components A, B and C, 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%. In formula (I): R 1 is C1-C4 alkyl, acetoxyethyl, methoxycarbonylethyl, allyl, C1-C4 alkyl substituted with C1-C4 alkoxy, cyanoethyl, -C2H4OCO-Ph, -C2H4O-Ph, benzyl or phenethyl, wherein, Ph is phenyl; In formula (II): R 2 C1~C4 alkyl or C1~C4 alkyl substituted by C1~C4 alkoxy; In formula (III): R 3 is Cl, Br or CN, R 4 is H or C1-C4 alkoxy, R 5 is C1~C4 alkyl, R 6 , R 7 Each is independently C1-C4 alkyl, cyanoethyl, acetoxyethyl, methoxycarbonylmethyl, methoxycarbonylethyl, ethoxycarbonylethyl or benzyl.

2. The disperse blue dye composition according to claim 1, wherein The R 1 It is C1~C4 alkyl, acetoxyethyl, methoxycarbonylethyl, allyl, C1~C4 alkyl substituted by C1~C4 alkoxy or cyanoethyl.

3. The disperse blue 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 blue 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 blue 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 blue dye composition according to claim 1, wherein It consists of component A, component B and component C.

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

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

10. Use of the disperse blue dye product as claimed in claim 9 for dyeing polyester and its blended fabrics.

Citation Information

Patent Citations

  • Compound high-strength disperse dye

    CN102558908A

  • Dispersed blue dye composition

    CN103554987A

  • Disperse blue dye composition, disperse dye, and preparation method and application of disperse dye

    CN103613953A

  • Antibacterial disperse blue dye composition

    CN105315716A

  • Disazo dye for polyester fiber

    JP1984193961A