A disperse red dye composition and a dye article

Abstract

The present application provides a disperse red dye composition and its products, comprising component A and component B, wherein component A is selected from one or more of the compounds shown in formula (I), and component B is selected from one or more of the compounds shown in formula (II), and the dye and its products have good washing fastness, rubbing fastness, and water bubble fastness when applied to hydrophobic fiber material for dyeing.

Description

(I) TECHNICAL FIELD

[0001] The present application relates to the field of disperse dyes, in particular, to a high fastness disperse red dye composition and a dye product, and the dye product is applied to the dyeing of hydrophobic fiber materials, especially polyester and its blended fabrics. (II) BACKGROUND

[0002] In recent years, polyester-cotton blended fabric is popular in the market because of its good elasticity, wrinkle resistance, skin-friendliness and sweat absorption. At the same time, the cleaning condition of the blended fabric is not high, and it can be hand washed, machine washed or dry cleaned, which usually does not cause any damage to the fabric, meeting the needs of sports fabric and other high-end garment fabric. At present, the disadvantage of the blended fabric is that the stability is relatively poor compared with pure polyester fabric, and it is easy to discolor. Therefore, higher requirements are put forward for its coloring dye, among which disperse red dye is a widely used color variety, which can be used for single color application and deep color dye variety compounding and synergism. The color fastness and promotion of the red single color and compounding dye for polyester-cotton blended fabric on the market need to be further improved. (III) SUMMARY

[0003] To solve the above problems, the present application provides a disperse red dye composition and a dye product, which is applied to the dyeing or printing of hydrophobic fiber materials, especially polyester-cotton blended fabric, has bright color, good promotion, excellent fastness such as water washing resistance, sublimation resistance and rubbing resistance, and good water blister discoloration performance.

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

[0005] A disperse red dye composition comprises component A and component B, wherein component A is selected from one or more of the compounds shown in formula (I), component B is selected from one or more of the compounds shown in formula (II), the mass percentage of component A is 1-99% based on the total weight of component A and component B, and the mass percentage of component B is 1-99%:

[0006]

[0007]

[0008] In the above formula (I):

[0009] X 1 , X 2 Each independently is hydrogen, halogen, nitro or cyano;

[0010] R 1 , R 2 Each independently is -CH2COOK 1 or -C2H4COOK 2 , wherein K1 , K 2 each independently is C1-C4 alkyl;

[0011] in the above formula (II) :

[0012] X 3 , X 4 each independently is hydrogen, nitro, cyano or halogen;

[0013] R 3 is -CH2COOK 3 or -C2H4COOK 4 wherein K 3 , K 4 each independently is C1-C4 alkyl.

[0014] In the above formula (I) or (II), the C1-C4 alkyl can be methyl, ethyl, straight or branched propyl, straight or branched butyl. The halogen is Cl or Br.

[0015] Preferably, the mass percentage of component A in the Disperse Red dye composition is 1-50%, and the mass percentage of component B is 50-99%; more preferably, the mass percentage of component A is 1-25%, and the mass percentage of component B is 75-99%.

[0016] Further, the Disperse Red dye composition according to the present application, component A is preferably selected from at least one of the following formulae (I-1) to (I-13) :

[0017]

[0018]

[0019]

[0020] More preferably, component A is at least one of formulae (I-1), (I-2), (I-4), (I-8), (I-9) and (I-11).

[0021] The Disperse Red dye composition according to the present application, component B is preferably selected from at least one of the following formulae (II-1) to (II-9) :

[0022]

[0023]

[0024]

[0025] Further more preferably, component B is at least one of formulae (II-1) to (II-4), (II-7) to (II-8).

[0026] Preferably, the disperse red dye composition consists of component A and component B, wherein the mass percentage of component A is 1 to 50%, and the mass percentage of component B is 50 to 99%.

[0027] Further preferably, the disperse red dye composition consists of component A and component B, wherein:

[0028] Component A is at least one of formulae (I-1), (I-2), (I-4), (I-8), (I-9) and (I-11);

[0029] Component B is at least one of formulae (II-1) to (II-4), (II-7) to (II-8).

[0030] The disperse red dye composition of the present application usually needs to add conventional auxiliaries in the process of commercialization. Therefore, the present application also provides a disperse red dye product containing the disperse red dye composition and auxiliaries, and the weight ratio of auxiliaries to disperse red dye composition is 0.2 to 5:1. Preferably, the disperse red dye product consists of the disperse red dye composition and auxiliaries. The auxiliaries are dispersants, diffusants and other surfactants commonly used in the compounding of disperse dyes, and are preferably selected from one or a mixture of two or more of the following: lignin sulfonate (lignin 85A, lignin 83A, etc.), alkyl naphthalene sulfonate formaldehyde condensate (such as methyl naphthalene sulfonate formaldehyde condensate (dispersant MF)), naphthalene sulfonate formaldehyde condensate (diffusant NNO), benzyl naphthalene sulfonate formaldehyde condensate (diffusant CNF), anhydrous sodium sulfate, etc.

[0031] The preparation method of the disperse red dye product of the present application is as follows: the dye monomer compounds (primary dyes) constituting the disperse red dye composition are mixed according to the ratio, and then micronized by a sand mill or a grinding mill and the like in the presence of auxiliaries and water; alternatively, the dye monomer compounds are separately micronized by a sand mill or a grinding mill and the like in the presence of auxiliaries and water, and then mixed according to the ratio. The disperse red dye product of the present application is liquid after being ground by a sand mill or a grinding mill, and can be powdery or granular after being spray dried. This is a preparation method known to those skilled in the art. Since it is impossible to remove 100% of the water during spray drying, a certain amount of water is still allowed to exist in the powdery or granular dye product, preferably not more than 10% of the total weight of the dye product.

[0032] In addition, it should be noted that the dye product applied to the printing and dyeing of textile fibers contributes to the improvement of dyeing effect by the technical features of the dye components contained in the product and the proportion.

[0033] The dispersion red dye composition described in the present application also allows further compounding and synergistic effects with other dyes to make new dye varieties.

[0034] In the present application, the dye compounds represented by formula (I) and formula (II) can be conveniently synthesized by diazotization and coupling methods known to those skilled in the art, or commercially available products can also be used.

[0035] The present application also provides the use of the dispersion red dye product in the dyeing or printing of hydrophobic fiber materials.

[0036] The dye product made of the dye composition of the present application can be used for dyeing hydrophobic fiber materials (such as polyester and its blended fabrics, such as polyester / ammonia blended fabrics) in the industry in the usual way, such as using ordinary dip dyeing method or high temperature and high pressure dyeing method for dyeing, or can be used for direct printing. Among them, the ordinary dip dyeing method is to pretreat the hydrophobic fiber material, put it into the dyeing vat for dip dyeing, after dyeing, wash it with cold water to neutral, wring out, then perform reduction cleaning and drying; direct printing is to perform dyeing pretreatment on the fabric, dry and set, print the dispersion dye color paste on the printing machine, then perform steaming, use steaming method to fix the dye on the fabric, finally wash and stenter.

[0037] The dispersion red dye composition and dye product provided by the present application have bright color, good build-up, excellent fastness such as washing, sublimation and rubbing resistance, and good water blistering performance when applied to the dyeing or printing of hydrophobic fiber materials. (IV) DETAILED DESCRIPTION

[0038] The present application will be further described below in conjunction with specific examples, but the protection scope of the present application is not limited to this:

[0039] Example 1:

[0040] Mix 20 grams of dye represented by formula (I-1), 80 grams of dye represented by formula (II-1), 250 grams of dispersant MF, and 2000 grams of water, grind and disperse, and dry to obtain the finished product, which can provide red color tone for polyester and its blended fabrics.

[0041]

[0042] Example 2:

[0043] Mixing 50 grams of dye shown in formula (I-1), 50 grams of dye shown in formula (II-2), 200 grams of sodium lignosulfonate, 2000 grams of water, grinding, dispersing and drying, the product is obtained, which can provide red shade for polyester and its blended fabrics.

[0044]

[0045] Example 3

[0046] Mixing 12 grams of dye shown in formula (I-1), 88 grams of dye shown in formula (II-3), 200 grams of dispersing agent MF and 50 grams of sodium lignosulfonate, 2500 grams of water, grinding, dispersing and drying, the product is obtained, which can provide red shade for polyester and its blended fabrics.

[0047]

[0048] Examples 4-25

[0049] According to the method described in examples 1-3, except that the structures and weights of components A and B shown in Table 1 are used, 200 grams of additives (150 grams of dispersing agent MF and 50 grams of sodium lignosulfonate) are added, 2000 grams of water are mixed, a slurry is prepared, grinding, dispersing and drying, the product is obtained, which can provide red shade for polyester and its blended fabrics with excellent fastness properties.

[0050] Table 1

[0051]

[0052]

[0053] Dyeing examples

[0054] Take 2 grams of the dispersion red dyes prepared in Examples 1-25 respectively, and use conventional high-temperature and high-pressure dyeing method and heat setting treatment to treat polyester-nylon knitted fabric. During the treatment, control the dyeing depth (o.w.f) to be 4.0%, the bath ratio to be 1:40, the pH value of the dyeing bath to be 4-5, dye at room temperature, heat to 130°C at a rate of 1°C / min, and keep the temperature for 30 min. Then, wash, reduce clean (2 g / L of flake alkali and 3 g / L of safety powder, 85°C x 20 min), acid wash and neutralize (2 g / L of acetic acid, 40°C x 15 min), wash and dry according to the normal method, and heat set at 180°C for 30 seconds to obtain red dyed fabric. Test the fastness to rubbing, the fastness to sublimation and the fastness to washing according to ISO 105-X12, ISO 105-P01 and ISO 105-C10 respectively. In addition, sew the red dyed fabric 2 g with white cloth 2 g of the same size, and then put them into 95°C (5 g / L of washing powder) for 15 min, with a bath ratio of 1:50. Then, judge the color falling and the staining of the white cloth, and evaluate the fastness to water soaking. The test results are shown in Table 2.

[0055] Table 2

[0056]

[0057] It can be seen that the dispersion red dye composition and the dye product thereof in the present application have excellent fastness properties, especially the fastness to washing and the fastness to water soaking, which can meet the printing and dyeing of high fastness fabric.

Claims

1. A disperse red dye composition comprising component A and component B, wherein component A is selected from one or more compounds of formula (I), and component B is selected from one or more compounds of formula (II), wherein the mass percentage of component A is 1-99% and the mass percentage of component B is 1-99% based on the total weight of said components A and B. In the above formula (I): X 1 X 2 Each can be independently hydrogen, halogen, nitro, or cyano; R 1 R 2 Each is independent as -CH2COOK 1 or -C2H4COOK 2 K 1 K 2 Each is an independent C1 to C4 alkyl group; In the above formula (II): X 3 X 4 Each can be independently hydrogen, nitro, cyano, or halogen; R 3 -CH2COOK 3 or -C2H4COOK 4 K 3 K 4 Each is an independent C1 to C4 alkyl group.

2. The disperse red dye composition according to claim 1, characterized in that: The C1-C4 alkyl group is methyl, ethyl, straight-chain or branched propyl, or straight-chain or branched butyl; the halogen is Cl or Br.

3. The disperse red dye composition according to claim 1, characterized in that: The mass percentage of component A is 1-50%, and the mass percentage of component B is 50-99%.

4. The disperse red dye composition according to claim 1, wherein component A is selected from at least one of the following formulas (I-1) to (I-13):

5. The disperse red dye composition according to claim 1, wherein component B is preferably at least one of the following formulas (II-1) to (II-9):

6. The disperse red dye composition according to claim 4, characterized in that, Component A is at least one of formulas (I-1), (I-2), (I-4), (I-8), (I-9), and (I-11).

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

8. The disperse red dye composition according to claim 1, characterized in that, It consists of component A and component B, wherein the mass percentage of component A is 1-50% and the mass percentage of component B is 50-99%.

9. 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, wherein the auxiliary agent is selected from one or a mixture of two or more of the following: lignin sulfonate, alkyl naphthalene sulfonate formaldehyde condensate, naphthalene sulfonate formaldehyde condensate, benzyl naphthalene sulfonate formaldehyde condensate, and sodium sulfate.

10. The application of the disperse red dye composition of claim 1 or the disperse red dye article of claim 9 in the dyeing of hydrophobic fiber materials.

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