A disperse red dye composition, a dye product and use thereof

Abstract

The present application discloses a disperse red dye composition, a dye product and the application thereof. The disperse red dye composition comprises at least two compounds shown in formula (I). The present application provides a disperse red dye product, which comprises the disperse red dye composition and an auxiliary, wherein the weight ratio of the auxiliary and the disperse red dye composition is 0.2-5:1. The present application also provides the application of the disperse red dye product in the dyeing or printing of hydrophobic fiber materials, which has excellent fastness properties and can meet the printing and dyeing of high fastness fabric.

Description

(I) TECHNICAL FIELD

[0001] The present application relates to the field of disperse dyes, in particular, to a disperse red dye composition and a dye product, and the application of the dye product in dyeing 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, usually without 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 fade. 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 of the red single color and compounding dye for polyester-cotton blended fabric on the market needs 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 and its application in dyeing or printing hydrophobic fiber materials, especially polyester-cotton blended fabric, which has excellent color fastnesses such as water bubble resistance, sublimation resistance, rubbing resistance, soaping resistance, etc.

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

[0005] A disperse red dye composition comprises at least two compounds represented by formula (I):

[0006]

[0007] In the above formula (I):

[0008] R 1 is selected from one of the groups represented by the following formulae (1) to (6);

[0009]

[0010] X 1 is chlorine or bromine;

[0011] X 2 is chlorine or bromine;

[0012] X 3 is chlorine, bromine or cyano;

[0013] X 4 is hydrogen, chlorine, bromine, nitro or cyano;

[0014] X 5, X 6 each independently chlorine or bromine, and X 5 , X 6 in the 5,6- or 6,7-positions;

[0015] m is 1 or 2;

[0016] R 2 , R 3 each independently C1-C4 alkyl, preferably methyl or ethyl.

[0017] The disperse red dye composition according to the present application can further comprise Component A selected from at least one of the compounds represented by the following formulae (II), (III) and (IV):

[0018]

[0019] In the above formulae (II) to (IV):

[0020] R 4 , R 6 are the same as the definition of R 1 above;

[0021] R 5 , R 7 , R 8 , R 9 each independently C1-C4 alkyl, preferably methyl or ethyl;

[0022] p, q are each independently 1 or 2;

[0023] R 10 is selected from one of the groups represented by the following formulae (2), (3), (5) or (6):

[0024] X 2 to X 6 are the same as the above definitions;

[0025] R 11 is hydrogen or -NHCOR 14 , R 14 is C1-C4 alkyl;

[0026] R 12 , R 13 are each independently C1-C4 alkyl, or C1-C4 alkyl substituted by cyano, phenyl or -OCOR 15 , R 15 is C1-C4 alkyl.

[0027] The compound represented by formula (I) accounts for 20-99% of the total mass of the dye, the mass of component A accounts for 1-80% of the total mass, and the sum of the masses of the compounds represented by formula (II) and formula (III) does not exceed 40% of the total mass.

[0028] As preferred, the compound represented by formula (I) accounts for 40-99% of the total mass of the dye in the dispersion red dye composition of the present application, the mass of component A accounts for 1-60% of the total mass, and the sum of the masses of the compounds represented by formula (II) and formula (III) does not exceed 20% of the total mass.

[0029] Further, the dispersion red dye composition of the present application preferably comprises at least two of the following formulae (I-1) to (I-35):

[0030]

[0031]

[0032]

[0033]

[0034]

[0035] Further, the dispersion red dye composition of the present application preferably further comprises at least one of the following compounds represented by formulae (II-1) to (II-15), (III-1) to (III-35), (IV-1) to (IV-6):

[0036]

[0037]

[0038]

[0039]

[0040]

[0041]

[0042]

[0043]

[0044] The dispersion 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 dispersion red dye product containing the dispersion red dye composition and auxiliaries, and the weight ratio of auxiliaries to the dispersion red dye composition is 0.2-5:1. Preferably, the dispersion red dye product consists of the dispersion red dye composition and auxiliaries. The auxiliaries are dispersants, diffusants and other surfactants commonly used in the compounding of dispersion 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.

[0045] The preparation method of the dispersion red dye product of the present application is as follows: the dye monomer compounds (primary dyes) constituting the dispersion red dye composition are mixed according to the ratio, and then are micronized by a sand mill or a grinding machine 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 machine and the like in the presence of auxiliaries and water, and then are mixed according to the ratio. The dispersion red dye product of the present application is in a liquid state after being ground by a sand mill or a grinding machine, and can be in a powder or granular state after being spray dried, which is a preparation method known to those skilled in the art. Since it is impossible to remove 100% of the water during the spray drying process, a certain amount of water is still allowed to exist in the dye product, preferably not more than 10% of the total weight of the dye product.

[0046] In addition, it should be noted that the technical features that contribute to the improvement of dyeing effect when the dye product is applied to the printing and dyeing of textile fibers lie in the dye components contained in the product and the proportion thereof.

[0047] The dispersion red dye composition of the present application also allows further compounding with other dyes to produce new dye varieties.

[0048] The present application also provides the use of the dispersion red dye product in the dyeing or printing of hydrophobic fiber materials.

[0049] The dyeing product prepared by using the dye composition of the present application can be used to dye hydrophobic fiber materials (such as polyester and its blended fabrics, such as polyester / nylon blended fabric) in the conventional manner, such as by using the common dip dyeing method or the high temperature and high pressure dyeing method, and can also be used for direct printing. In the common dip dyeing method, the hydrophobic fiber materials are pretreated, then are dipped in a dyeing vat, after dyeing, are washed with cold water to neutral, are wrung, then are reduced washed, and are dried. In the direct printing, the fabric is pretreated, is dried, is shaped, is printed with a dispersed dye color paste on a printing machine, is steamed, is fixed with dye, is washed, and is shaped by tentering.

[0050] The dispersed red dye composition and the dyeing product provided by the present application have excellent color fastnesses, such as water bubble resistance, sublimation resistance, rubbing resistance, and soaping resistance. (IV) DETAILED DESCRIPTION

[0051] The present application is further described below in connection with specific examples, but the scope of the present application is not limited to the following examples:

[0052] Example 1

[0053] 2 grams of the compound shown in formula (I-1) and 98 grams of the compound shown in formula (I-4) and 250 grams of dispersant MF are mixed, ground, dispersed, and dried to obtain the finished product. The finished product can be used to dye polyester and its blended fabrics into red jade color.

[0054]

[0055] Examples 2-105

[0056] The method described in Example 1 is used, except that the compounds and the mass shown in Table 1 are used, 200 grams of auxiliary (150 grams of dispersant MF and 50 grams of sodium lignosulfonate) are added, 800 grams of water is mixed to prepare a slurry, the slurry is ground, dispersed, and dried to obtain the finished product. The dye can provide excellent red color fastness properties for polyester and its blended fabrics.

[0057] Table 1

[0058]

[0059]

[0060]

[0061]

[0062]

[0063] Dyeing Example:

[0064] Take 2 grams of the Disperse Red dye prepared in Examples 1-105 respectively, and use conventional high-temperature and high-pressure dyeing method and heat setting treatment to treat the polyester-nylon knitted fabric. During the treatment, control the dyeing depth (o.w.f) at 2.0%, the bath ratio at 1:40, the pH value of the dyeing bath at 4-5, dye at room temperature, heat up 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, 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 conventional method, and heat set at 180°C for 30 seconds to obtain the red dyed fabric. Test the rubbing fastness (refer to ISO 105-X12), the water-bubble fastness (put 2 g of the red dyed fabric into 95°C (5 g / L of washing powder) for 15 min, the bath ratio is 1:50, and evaluate the water-bubble color loss fastness), the sublimation fastness (refer to ISO 105-P01), and the washing fastness (refer to ISO 105-C10), and the results are shown in Table 2.

[0065]

[0066]

[0067]

[0068]

[0069] As shown in the above table, the Disperse Red dye composition and the dye product thereof in the present application have excellent fastness properties, and can meet the printing and dyeing of high fastness fabric.

Claims

1. A disperse red dye composition, characterized in that: The disperse red dye composition comprises at least two of the compounds shown in formula (I): （Ⅰ） In the above formula (Ⅰ): R 1 Selected from one of the groups shown in formulas (1) to (6); （1） （2） （3） （4） （5） （6） in, X 1 It consists of chlorine and bromine; X 2 It consists of chlorine and bromine; X 3 It is a chlorine, bromine, or cyano group; X 4 It can be hydrogen, chlorine, bromine, nitro, or cyano; X 5 X 6 Each is independently either chlorine or bromine, and X 5 X 6 In the 5th or 6th bit, or the 6th or 7th bit; m is 1 or 2; R 2 R 3 Each is an independent C1 to C4 alkyl group.

2. The disperse red dye composition according to claim 1, characterized in that: The disperse red dye composition further comprises component A, said component A being selected from at least one of the compounds shown in formula (II), formula (III), and formula (IV): （Ⅱ） （Ⅲ） （Ⅳ） In the above formulas (II) to (IV): R 4 R 6 The definition of R is the same as above. 1 The definition is the same; R 5 R 7 R 8 R 9 Each is an independent C1 to C4 alkyl group; p and q are each independently 1 or 2; R 10 Selected from one of the groups shown in formula (2), formula (3), formula (5) or formula (6), wherein X 2 ~X 6 The definition is the same as that in claim 1; R 11 For hydrogen or -NHCOR 14 R 14 It is a C1 to C4 alkyl group; R 12 R 13 Each is independently a C1 to C4 alkyl group, or may be cyano, phenyl, or -OCOR. 15 Substituted C1-C4 alkyl groups, R 15 It is a C1 to C4 alkyl group.

3. The disperse red dye composition according to claim 2, characterized in that: In the disperse red dye composition, the compound represented by formula (I) accounts for 20-99% of the total mass of the dye, and the mass of component A accounts for 1-80% of the total mass, wherein the sum of the masses of the compounds represented by formula (II) and formula (III) does not exceed 40% of the total mass.

4. The disperse red dye composition according to claim 3, characterized in that: In the disperse red dye composition, the compound represented by formula (I) accounts for 40-99% of the total mass of the dye, and the mass of component A accounts for 1-60% of the total mass, wherein the sum of the masses of the compounds represented by formula (II) and formula (III) does not exceed 20% of the total mass.

5. The disperse red dye composition according to claim 1, characterized in that: R 2 R 3 Each can be methyl or ethyl.

6. The disperse red dye composition according to claim 2, characterized in that: R 5 R 7 R 8 R 9 Each can be methyl or ethyl.

7. The disperse red dye composition according to claim 1, characterized in that: The disperse red dye composition comprises at least two of the following formulas (I-1) to (I-35): (Ⅰ-1) (Ⅰ-2) (Ⅰ-3) (Ⅰ-4) (Ⅰ-5) (Ⅰ-6) (Ⅰ-7) (Ⅰ-8) (Ⅰ-9) (Ⅰ-10) (Ⅰ-11) (Ⅰ-12) (Ⅰ-13) (Ⅰ-14) (Ⅰ-15) (Ⅰ-16) (Ⅰ-17) (Ⅰ-18) (Ⅰ-19) (Ⅰ-20) (Ⅰ-21) (Ⅰ-22) (Ⅰ-23) (Ⅰ-24) (Ⅰ-25) (Ⅰ-26) (Ⅰ-27) (Ⅰ-28) (Ⅰ-29) (Ⅰ-30) (Ⅰ-31) (Ⅰ-32) (Ⅰ-33) (Ⅰ-34) (Ⅰ-35)。 8. The disperse red dye composition according to claim 1, characterized in that: The disperse red dye composition further comprises at least one of the following compounds: (II-1) to (II-15), (III-1) to (III-35), and (IV-1) to (IV-6): （Ⅱ-1） （Ⅱ-2） （Ⅱ-3） （Ⅱ-4） （Ⅱ-5） （Ⅱ-6） （Ⅱ-7） （Ⅱ-8） （Ⅱ-9） （Ⅱ-10） （Ⅱ-11） （Ⅱ-12） （Ⅱ-13） （Ⅱ-14） （Ⅱ-15） （Ⅲ-1） （Ⅲ-2） （Ⅲ-3） （Ⅲ-4） （Ⅲ-5） （Ⅲ-6） （Ⅲ-7） （Ⅲ-8） （Ⅲ-9） （Ⅲ-10） （Ⅲ-11） （Ⅲ-12） （Ⅲ-13） （Ⅲ-14） （Ⅲ-15） （Ⅲ-16） （Ⅲ-17） （Ⅲ-18） （Ⅲ-19） （Ⅲ-20） （Ⅲ-21） （Ⅲ-22） （Ⅲ-23） （Ⅲ-24） （Ⅲ-25） （Ⅲ-26） （Ⅲ-27） （Ⅲ-28） （Ⅲ-29） （Ⅲ-30） （Ⅲ-31） （Ⅲ-32） （Ⅲ-33） （Ⅲ-34） （Ⅲ-35） （Ⅳ-1） （Ⅳ-2） （Ⅳ-3） （Ⅳ-4） （Ⅳ-5） （Ⅳ-6）。 9. A disperse red dye article comprising the disperse red dye composition according to any one of claims 1-8 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse red dye composition is 0.2 to 5:

1.

10. The disperse red dye product as described in claim 9, characterized in that: The additive 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.

11. The use of the disperse red dye product as described in claim 9 or 10 in the dyeing or printing of hydrophobic fiber materials.

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