A dispersion orange dye composition and an article thereof

Abstract

The present application provides an environment-friendly dispersed orange dye composition, which comprises component A, component B and component C, wherein the component A is at least one selected from the following formula (I), the component B is at least one selected from the following formula (II), and the component C is at least one selected from the following formula (III). When applied to hydrophobic fiber material dyeing, the composition has excellent sublimation staining resistance, rubbing fastness, blister fastness and color dropping clarity.

Description

(1) Technical field

[0001] The invention relates to a disperse orange dye composition, in particular to an environmentally friendly disperse orange dye composition suitable for printing and dyeing hydrophobic fiber materials and products thereof. (2) Background technology

[0002] With the advancement of society and the improvement of people's living standards, textile fabrics made from a variety of blended fibers have come into use. Among them, polyester / spandex blends, with their excellent drape, comfortable wrapping, rich and soft hand, and comfortable and breathable feel, meet many of the demands for apparel fabrics. They currently offer wearability unmatched by conventional fabrics, thus gaining a broad market share. High standards are also being placed on the wash fastness of printed and dyed polyester / spandex products, such as requiring six-fiber staining to achieve Grade 4 or higher. Practical application also places new demands on the dye's blister fastness. Disperse orange dyes are a widely used color, suitable for both single-color applications and for blending with darker dyes such as red, blue, and black. However, orange dyes with excellent overall performance are very limited on the market. (3) Summary of the invention

[0003] To solve the above problems, the present invention provides an environmentally friendly disperse orange dye composition, which, when used for dyeing hydrophobic fiber materials, has the characteristics of good sublimation staining fastness, rubbing fastness, blister fastness and clear fading.

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

[0005] A disperse orange dye composition comprises component A, component B and component C, wherein component A is selected from at least one of the following formulas (I), component B is selected from at least one of the following formulas (II), and component C is selected from at least one of the following formulas (III). Based on the components A, B and C, the mass percentage of component A is 1-40%, the mass percentage of component B is 10-80%, and the mass percentage of component C is 10-85%.

[0006]

[0007] In formula (I):

[0008] X 1 is nitro, cyano or halogen,

[0009] X 2 is halogen, preferably chlorine or bromine,

[0010] R 1C1-C4 alkyl, benzyl or C1-C4 alkoxy substituted C1-C4 alkyl, wherein the C1-C4 alkyl is preferably methyl or ethyl, and the C1-C4 alkoxy is preferably methoxy or ethoxy;

[0011] In formula (II):

[0012] R 2 is a C1-C4 alkyl group or a C1-C4 alkyl group substituted with a C1-C4 alkoxy group,

[0013] R 3 C1~C4 alkyl, C1~C4 alkyl substituted by C1~C4 alkoxy;

[0014] In formula (III):

[0015] R 4 is -H, halogen or -CN,

[0016] R 5 is -H or halogen,

[0017] R 6 is C1~C4 alkyl or cyanoethyl,

[0018] n is 1 or 2.

[0019] In the present invention, the C1-C4 alkyl group may be methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or tert-butyl.

[0020] The disperse orange dye composition of the present invention is preferably, based on the component A, component B and component C, the mass percentage of component A is 1 to 30%, the mass percentage of component B is 15 to 70%, and the mass percentage of component C is 20 to 80%.

[0021] Furthermore, the component A is preferably selected from one of the following formulae or a mixture of two or more thereof in any proportion:

[0022]

[0023]

[0024] Furthermore, the component B is preferably selected from one of the following formulae or a mixture of two or more thereof in any proportion:

[0025]

[0026]

[0027]

[0028] Furthermore, the component C is preferably selected from one of the following formulae or a mixture of two or more thereof in any proportion:

[0029]

[0030]

[0031] Preferably, the disperse orange dye composition of the present invention comprises component A, component B and component C, wherein:

[0032] Component A is at least one selected from formulas (I-1) to (I-5);

[0033] Component B is at least one selected from formulas (II-1) to (II-4);

[0034] Component C is at least one selected from formulas (III-1) to (III-4);

[0035] Based on the components A, B and C, the mass percentage of component A is 1-40%, the mass percentage of component B is 10-80%, and the mass percentage of component C is 10-85%.

[0036] More preferably, the disperse orange 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 1 to 40%, the mass percentage of component B is 10 to 80%, and the mass percentage of component C is 10 to 85%.

[0037] Particularly preferably, the disperse orange dye composition consists of component A, component B and component C, wherein:

[0038] Component A is at least one selected from formulas (I-1) to (I-5);

[0039] Component B is at least one selected from formulas (II-1) to (II-4);

[0040] Component C is at least one selected from formulas (III-1) to (III-4);

[0041] Based on the components A, B and C, the mass percentage of component A is 1-40%, the mass percentage of component B is 10-80%, and the mass percentage of component C is 10-85%.

[0042] The disperse orange dye composition of the present invention may further include an orange or yellow tinting component, such as CI Disperse Orange 30, CI Disperse Yellow 119, etc., in an amount not exceeding 20% ​​by weight of the total weight of components A to C.

[0043] The dispersion orange dye composition of the present application can be sold as a product directly or after adding conventional auxiliaries and then sold as a product or applied to textile material coloring. Therefore, the present application further provides a dispersion orange dye product mainly containing the dispersion orange dye composition and auxiliaries, and the weight ratio of the auxiliaries to the dispersion orange dye composition is 0.2-5:1. Preferably, the dispersion orange dye product is composed of the dispersion orange dye composition and auxiliaries. The auxiliaries are dispersants, diffusants and other surfactants commonly used in dispersion dye compounding, and are preferably selected from one or a mixture of two or more thereof in any ratio: naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate [such as methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF)], naphthalene sulfonic acid formaldehyde condensate (diffusant NNO), benzyl naphthalene sulfonic acid formaldehyde condensate (diffusant CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), sodium sulfate (sulfate), etc.

[0044] The preparation method of the dispersion orange dye product of the present application is as follows: the dye monomer compounds (primary dyes) constituting the dispersion orange 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, water or other wetting agents; alternatively, each dye monomer compound is micronized by a sand mill or a grinding mill and the like in the presence of auxiliaries, water, and then mixed according to the aforementioned ratio. The dispersion orange dye product of the present application is in a liquid state after being ground by a sand mill or a grinding mill, and can be in a powder or granular form after being spray dried, which is a preparation method known to those skilled in the art.

[0045] In the present application, the dye compounds represented by formula (I)-(III) can be conveniently synthesized in a manner known to those skilled in the art, can be prepared according to the methods described in the patent ZL88102341A and the like, or similar methods, or can be commercially available.

[0046] The dye product prepared from the dye composition of the present application can be used to dye hydrophobic fiber materials (such as polyester and its blended and interwoven fabrics) in a manner commonly used in the industry, such as ordinary dip dyeing or high temperature and pressure dyeing, or directly used for printing. Among them, the ordinary dip dyeing method is as follows: the hydrophobic fiber material is pretreated, put into a dyeing vat for dip dyeing, after dyeing, washed with cold water to neutral, wrung out, then reduced and washed, and dried; the direct printing is as follows: the fabric is pretreated before dyeing, dried, shaped, printed with dispersion dye paste on a printing machine, then steamed, the dye on the fabric is fixed by steaming, and finally washed and stentered.

[0047] The dispersion orange dye composition and the dye product provided by the present application have excellent sublimation staining resistance, rubbing color fastness, water blister fastness and color bleeding, etc. when applied to dyeing of hydrophobic fiber materials. (IV) Specific implementation methods

[0048] The present invention will be further described below with reference to specific embodiments, but the protection scope of the present invention is not limited thereto.

[0049] Example 1:

[0050] 20 grams of component A represented by formula (I-1), 40 grams of component B represented by formula (II-1), 40 grams of component C represented by formula (III-1), 250 grams of dispersant MF, and 50 grams of sodium lignin sulfonate are mixed with 1000 grams of water, and then ground, dispersed and dried to obtain the finished product. This dye can provide an orange color with excellent fastness properties for polyester and its blended fabrics.

[0051]

[0052] Example 2

[0053] 30 g of component A represented by formula (I-1), 40 g of component B represented by formula (II-2), 20 g of component C represented by formula (III-2), 10 g of CI Disperse Yellow 119 represented by formula (IV), 250 g of dispersant MF, and 30 g of sodium lignin sulfonate are mixed with 850 g of water, and then ground, dispersed, and dried to obtain the finished product. This dye can provide polyester and its blended fabrics with an orange color with excellent fastness properties.

[0054]

[0055]

[0056] Examples 3 to 30:

[0057] The method described in Example 1 was followed, except that the structures and weights of components A to C in Table 1 were used, 250 g of additives (200 g of dispersant MF and 50 g of sodium lignin sulfonate) were added, and 1500 g of water was added to form a slurry. The mixture was ground, dispersed, and dried to obtain a finished product. The dye can provide an orange color with excellent fastness properties to polyester and its blended fabrics:

[0058] Table 1

[0059]

[0060]

[0061] Dyeing Example:

[0062] 2 g of each disperse orange dye prepared in Examples 1 to 30 was weighed and treated with a conventional high-temperature, high-pressure dyeing method for polyester / spandex fabrics. During the treatment, the dyeing depth (owf) was controlled at 3.0%, the bath ratio was 1:25, and the pH value of the dye bath was adjusted to 4-5. The dye was added at room temperature, and the temperature was raised to 130°C at a rate of 1°C / min and held for 60 min. The dye was then washed, reduced, neutralized, and set (180°C x 30 s) as usual to obtain the dyed fabric. The color shade of the fabric samples was observed, and their sublimation fastness and water-washing fastness were tested using ISO 105-X12 and AATCC 61-2A, respectively. The results are shown in Table 2.

[0063] Table 2

[0064]

[0065]

[0066] Water blisters color fastness test

[0067] 2 g of polyester fabric dyed with the dyes of Examples 1 to 30 was sewn together with 2 g of white cloth of the same specification and then immersed in 60°C (clean water), 60°C (5 g / L washing powder), 95°C (clean water), and 95°C (5 g / L washing powder) for 15 min, respectively, with a bath ratio of 1:50. The severity of fading and the staining of the white cloth were judged. The results are shown in Table 3:

[0068] Table 3

[0069]

[0070]

[0071] It can be seen that the disperse orange dye of the present invention has excellent fastness to water staining and water fading when used for dyeing polyester and its blended fabrics, and can be further compounded with other blue and red dyes to form new dark dye varieties.

Claims

1. A disperse orange dye composition comprising component A, component B, and component C, wherein component A is selected from at least one of the following formulas (I), component B is selected from at least one of the following formulas (II), and component C is selected from at least one of the following formulas (III), and based on the components A, B, and C, the mass percentage of component A is 1 to 40%, the mass percentage of component B is 10 to 80%, and the mass percentage of component C is 10 to 85%. In formula (I): X 1 is nitro, cyano or halogen, X 2 is halogen, R 1 C1~C4 alkyl, benzyl or C1~C4 alkyl substituted by C1~C4 alkoxy; In formula (II): R 2 is a C1-C4 alkyl group or a C1-C4 alkoxy-substituted C1-C4 alkyl group, R 3 C1~C4 alkyl, C1~C4 alkyl substituted by C1~C4 alkoxy; In formula (III): R 4 is -H, halogen or -CN, R 5 is -H or halogen, R 6 is a C1-C4 alkyl group or a cyanoethyl group, and n is 1 or 2.

2. The disperse orange dye composition according to claim 1, wherein The X 2 is chlorine or bromine, the C1~C4 alkyl is methyl or ethyl, and the C1~C4 alkoxy is methoxy or ethoxy.

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

7. The disperse orange dye composition according to claim 1, wherein: Component A is at least one selected from formulas (I-1) to (I-5); Component B is at least one selected from formulas (II-1) to (II-4); Component C is at least one selected from formulas (III-1) to (III-4); 8. A disperse orange dye product comprising an auxiliary agent and the disperse orange dye composition according to claim 1, wherein the weight ratio of the auxiliary agent and the disperse orange dye composition is 0.2 to 5:1, wherein the auxiliary agent is a dispersant, diffusing agent or other surfactant commonly used in the compounding of disperse dyes.

9. Use of the disperse orange dye composition according to claim 1 or the disperse orange dye product according to claim 8 in dyeing polyester and its blended fabrics.

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