Disperse yellow-to-orange dye composition and dye product

Abstract

The present invention provides a disperse yellow-to-orange dye composition, which comprises a component A and a component B. The component A is at least one of dye compounds represented by a formula (I), and the component B is at least one of dye compounds represented by a formula (II) and / or a 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 #

Description

(I) Technical field

[0001] The invention relates to a disperse yellow to orange dye composition and a dye product, in particular to a disperse yellow to orange 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, with the high-end development of automobiles in my country, automobile interior materials are shifting from the widely used polyvinyl chloride to polyester fibers. The dye requirements for such polyester fibers are higher than the light fastness requirements for ordinary clothing dyes. The light fastness test of general clothing textiles is carried out at around 60°C, while the light fastness test of automobile interior fabrics is carried out at a high temperature of 80-90°C and the exposure time is relatively long. At present, the dyes used for automobile interior fabrics are mostly dyed after appropriate compounding of the three basic colors of anthraquinone yellow, anthraquinone red and anthraquinone blue, but the dyeing effect is not satisfactory, and the production process of most anthraquinone dyes is not friendly to the ecological environment. Research on a product with good dyeing effect and can replace or reduce anthraquinone dyes has become a market need. (III) Summary of the invention

[0003] The present invention aims to provide a disperse yellow to orange dye composition, which has excellent dyeing performance when used for dyeing hydrophobic fiber materials, especially excellent light 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 yellow to orange dye composition comprises component A and component B, wherein component A is at least one of the dye compounds represented by formula (I), and component B is at least one of the dye compounds represented by formula (II) and / or formula (III), and based on the component A and component B, the mass percentage of component A is 5-50%, and the mass percentage of component B is 50-95%.

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

[0012] In formula (III):

[0013] R 8 is H or Br, R 9 It is -CONHC2H5 or -CON(CH3)2.

[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]

[0023] Furthermore, based on the component A and the component B, the mass percentage of the component A is 5-40%, and the mass percentage of the component B is 60-95%.

[0024] As further preferred, the disperse yellow to orange dye composition comprises component A and component B, wherein:

[0025] Component A is selected from at least one of formulas (I-1) to (I-4);

[0026] Component B is selected from at least one of formulas (II-5) to (II-8) and (III-1) to (III-2).

[0027] The mass percentage of component A is 5-50%, and the mass percentage of component B is 50-95%.

[0028] As a particularly preferred embodiment, the disperse yellow to orange dye composition consists of component A and component B. Based on the components A and B, the mass percentage of component A is 5-50%, and the mass percentage of component B is 50-95%.

[0029] It should be noted that due to the particularity of the dye industry, it is difficult and unnecessary to make the components A and B 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 for dye compounding. The amount is preferably controlled within 15% (based on the weight of the dye components, excluding auxiliaries).

[0030] The disperse yellow to orange 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 10% by weight:

[0031]

[0032] The disperse yellow to orange 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.

[0033] The disperse yellow to orange dye composition of the present invention is usually required to add an auxiliary agent for post-treatment when it is sold as a commodity or applied to textile material coloring. Therefore, the present invention also provides a disperse yellow to orange dye product, which is composed of the disperse yellow to orange dye composition and an auxiliary agent, and the weight ratio of the auxiliary agent to the disperse yellow to orange 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 yellow to orange 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 yellow to orange 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.

[0035] 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.

[0036] The disperse yellow to orange dye product provided by the present invention has excellent light fastness, washing 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

[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] 25 g of the dye represented by formula (I-1), 75 g of the dye represented by formula (II-5), 245 g of the dispersant MF, and 1950 g of water are mixed, ground, dispersed and dried to obtain a finished product, which can provide an orange hue to polyester and its blended fabrics.

[0040]

[0041] Embodiment 2:

[0042] 30 g of the dye represented by formula (I-1), 40 g of the dye represented by formula (II-6), 30 g of the dye represented by formula (III-1), 235 g of the diffusing agent CNF, and 2100 g of water are added and mixed, and then ground, dispersed and dried to obtain a finished product, which can provide an orange hue to polyester and its blended fabrics.

[0043]

[0044] Embodiments 3 to 30

[0045] The method described in Examples 1-2 is followed, except that the dyes and weights shown in Component A and Component B in Table 1 are used, 205 grams of auxiliary agents (100 grams of dispersant MF and 105 grams of sodium lignin sulfonate) are added, 2000 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 excellent yellow to orange tones to polyester and its blended fabrics.

[0046] Table 1

[0047]

[0048]

[0049] Embodiment 31:

[0050] 30 g of the dye represented by the following formula (I-1), 45 g of the dye represented by the formula (II-5), 20 g of the dye represented by the formula (III-1), 5 g of the dye represented by the formula (IV-3), and 256 g of the dispersant MF are mixed with 2550 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.

[0051]

[0052] Dyeing Example:

[0053] Weigh 2 grams of disperse yellow to orange dye products prepared in Examples 1 to 31, and treat polyester fabrics by conventional high temperature and high pressure dyeing. 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, the dyeing is carried out at room temperature, the temperature is raised to 130°C at 1°C / min, the temperature is kept for 60 minutes, and the fabrics are washed, washed and dried according to the usual method, 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 Table 2 below.

[0054] Light fastness test:

[0055] 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.

[0056] Table 2

[0057]

[0058]

[0059] It can be seen from the above table that the disperse yellow to orange 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 needs of automotive interior fabrics.

Claims

1. A disperse yellow to orange dye composition, comprising component A and component B, wherein component A is at least one of the dye compounds represented by formula (I), and component B is at least one of the dye compounds represented by formula (II) and / or formula (III), and based on the component A and component B, the mass percentage of component A is 5-50%, and the mass percentage of component B is 50-95%: 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 a C1-C4 alkyl group or a C1-C4 alkyl group substituted with a C1-C4 alkoxy group, R 6 is hydrogen or nitro, R 7 is nitro, halogen, C1-C4 alkoxy, -COOC2H4O-Ph, -OCOOCH2-Ph, -OSO2-Ph or -SO2N(CH3)2, wherein Ph is phenyl; In formula (III): R 8 is H or Br, R 9 It is -CONHC2H5 or -CON(CH3)2.

2. The disperse yellow to orange dye composition according to claim 1, characterized in that The R 4 is cyanoethyl, R 5 It is methyl or ethyl.

3. The disperse yellow to orange dye composition according to claim 1, characterized in that 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 yellow to orange dye composition according to claim 1, characterized in that 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 yellow to orange dye composition according to claim 1, characterized in that It consists of component A and component B.

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

7. The disperse yellow to orange dye composition according to claim 4, characterized in that Component B is selected from at least one of formulas (II-5) to (II-8) and (III-1) to (III-2).

8. A disperse yellow to orange dye product, comprising an auxiliary agent and the disperse yellow to orange 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.

9. Use of the disperse yellow to orange dye product as claimed in claim 8 for dyeing polyester and its blended fabrics.

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