JP3299015B2 - Blue dye composition, dyeing method using the same and dyed product thereof - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

The present invention relates to the dyeing of polyamide fibers. More specifically, the present invention relates to a blue dye composition for polyamide fibers suitable for sportswear and the like requiring high wet fastness, a dyeing method using the same, and a dyed product thereof.

[0002]

2. Description of the Related Art In recent years, with the expansion of the sports clothing market, there is a high demand for polyamide fibers having a wet fastness of dyeings of medium and high concentrations. Conventionally, polyamide fiber is yellow,
When performing dyeing with so-called three primary colors dyes of red and blue colors, it is known that uniform dyeing can be easily obtained using a so-called leveling-type acid dye having good transferability. It has a disadvantage of inferior degree.

In order to solve this drawback, use of fast acid dyes having good wet fastness has been recognized in some cases. However, wet fastness dyes have poor transferability, and when two or more dyes are used in combination, the dyeing amount becomes large in the temperature range of 70 to 90 ° C., so that the leveling properties are generally poor. For this reason, even if the operation is devised such as slowly raising the temperature, the leveling property cannot be easily obtained. Therefore, it takes a very long time to dye and is not practical. In the case of dyeing using only one type of fast-acting acid dye, the dyeing conditions (PH,
It is possible to obtain a uniform dyed product by adjusting the temperature, the rate of temperature rise, etc.) or by utilizing a dyeing aid.

[0004] However, it is extremely rare to dye using only a single dye in general, and in order to obtain a dyed product over a wide hue range, several kinds of different color dyes are mixed.
It must be toned and correspond to the desired hue. Nevertheless, in the case of the fast acid dyes, the dyed product of the compound dyeing is poor in uniformity, and the preferred three primary colors of fast acid dyes have not yet been obtained.

[0005] The inventors of the present invention can impart wet fastness and levelness by selecting and blending a single dye from each of the three groups in each of the three primary color systems. The dye composition for three primary colors is obtained, and the dyeing speed of each of the three primary colors is uniformed, so that it is possible to dye in a so-called good compatibility state. A possible method has been proposed (JP-A-2-53972). After that, they further developed this and found a red dye composition satisfying the needs and demands of the industry, and filed a patent application (Japanese Patent Application No. 4-345232).

[0006]

Such a method has attracted attention because it can be used advantageously in an industrially short time and can be uniformly dyed. However, recently, it is a navy blue color and is suitable for dark color dyeing. And the above requirements, that is, the proposal of a so-called compatible dye composition with other dyes has been demanded, and as a result of intensive research and examination, a combination of a specific metal complex salt dye and an acid dye is selected. As a result, it has been found that the above-mentioned object is achieved, and the present invention has been completed.

That is, an object of the present invention is to provide a dye composition capable of dyeing polyamide fibers in a uniform navy blue color and imparting good wet fastness. Another object is a method for dyeing polyamide fibers in a uniform and wet fast navy blue color. Still another object is to provide a polyamide fiber which is dyed in a uniform navy blue color and has good wet fastness. Another object of the present invention is to provide an excellent dyeing method for performing so-called three primary color dyeing in combination with the above-described yellow and red dye compositions of the prior invention.

[0008]

The present invention provides a dye composition for dyeing polyamide fibers, wherein the composition comprises:
The following formula (1) in the form of free acid

[0009]

Embedded image In the form of a 2: 1 type chromium complex dye of a monoazo compound represented by the formula and a free acid, the following formula (2)

[0010]

Embedded image A blue dye composition comprising a disazo dye represented by the formula: Further, the present invention further provides the above dye composition in the form of a free acid in the following formula (3):

[0011]

Embedded image

(Wherein Q represents a substituted or unsubstituted phenyl group or cyclohexyl group). The blue dye composition further comprises an anthraquinone dye represented by the formula:

A preferred embodiment of the present invention is represented by the formula (1)
50 to 90% by weight of a 2: 1 chromium complex dye of the formula (2)
Is a blue dye composition for dyeing polyamide fibers comprising 10 to 50% by weight of a disazo dye represented by formula (1) and 0 to 30% by weight of an anthraquinone dye represented by formula (3). In a further preferred embodiment, the anthraquinone dye represented by the formula (3) is represented by the following formula (4):

[0014]

Embedded image And / or the following formula (5)

[0015]

Embedded image

A dye composition for dyeing polyamide fibers, which is preferably prepared by mixing an anthraquinone dye alone or a mixture thereof, preferably 3 to 20% by weight.
In the present invention, examples of the anthraquinone-based dye represented by the general formula (3) include the following anthraquinone-based dyes (6) to (14).

[0017]

Embedded image

[0018]

Embedded image

Hereinafter, the present invention will be described in more detail. Until now, dyes that dye polyamide fibers in a preferable navy blue color have been known and awarded.However, dyes conventionally used have a problem in pH sensitivity in particular, that is, when the dyeing bath goes too far to the acidic side. There were problems such as the occurrence of reddish color, so-called acid burning phenomenon. However, by mixing a predetermined amount of the 2: 1 chromium complex dye of the monoazo compound represented by the above formula (1) and a predetermined amount of the disazo dye represented by the above formula (2) according to the present invention, a preferable navy blue color is obtained. It has been found by the present inventors that the above-mentioned disadvantages are eliminated at once while maintaining the hue.

Therefore, the blue dye composition for dyeing polyamide fibers of the present invention can solve the conventional disadvantages by itself, and can obtain a dyed product having a favorable hue, which is fast and has good levelness. be able to. A preferred embodiment of the present invention is a case where a mixture of the dyes represented by the formulas (1), (2), (4) and (5) is used.
The mixing ratio of these four dyes is 50 to 90% by weight of the 2: 1 chromium complex dye of the formula (1), 10 to 50% by weight of the disazo dye of the formula (2), and the formulas (4) and (4). (5)
Is a dye composition comprising 2 to 30% by weight of an anthraquinone dye. Here, when a mixture of the anthraquinone dye represented by the formula (4) and the anthraquinone dye represented by the formula (5) is used, the mixing ratio of the formula (4) is 10 to 90% by weight. 90 to 10% by weight
Is preferable.

Another object of the present invention is to provide a method for dyeing a polyamide fiber, which comprises dyeing the polyamide fiber in a preferable navy blue color using the dye composition for dyeing the polyamide fiber. Still another object of the present invention is to provide a polyamide fiber dyed using the dye composition for dyeing the above polyamide fiber.

However, the dye composition of the present invention is more excellent when it is used as one component of a three primary color dye. That is, the blue dye composition of the present invention is described in other dye compositions of the three primary color dyes, specifically, Japanese Patent Application Laid-Open No. 2-53972 or Japanese Patent Application No. 4-345232 previously proposed by the present inventors. As such, for example, when used together with a yellow dye composition and a red color composition as described below, when used as a so-called three primary color dye composition, it has a preferable dye compatibility, and among the three primary color dye compositions, It can be used as a blue dye composition to provide more favorable results.

Here, as the yellow dye composition, dye group (YA); CIAcid Yellow 42, 219 dye group (YB): CIAcid Orange 67, 127 Dye group (YC): CIAcid Orange 95, 127 One or more dyes each selected from
Seeds), and as a red dye composition, as a dye group, a dye group (RA): CIAcid Red 119 dye group (RB): CIAcid Red 151, 299 dye group (RC): one or more dyes each selected from CIAcid Orange 95 (at least 3
This is a red dye composition obtained by blending (a) with (a).

The dye composition of the present invention has good compatibility in so-called dyeing with these yellow dye composition and red dye composition and can uniformly dye polyamide fibers. Accordingly, the present invention includes a compound dye composition for three primary colors, a method for dyeing polyamide fibers using these, and a polyamide fiber dyed using these.

As a method for preparing these dyes, the selected individual dyes are added to a dye bath at the time of dyeing, and the dyes are prepared so as to be dyed in a state where the predetermined dyes according to the present invention are mixed in the dye bath. However, when it is complicated, it is preferable to prepare a dye composition in which the selected individual dyes have been prepared before adding to the dye bath.

In the three primary color dyeing using the thus-prepared yellow, red and blue dye compositions,
Even if these are blended at an arbitrary ratio, a unique effect that industrially advantageous dyeing can be realized in a short time without impairing the leveling property is exhibited. The dye composition of the present invention may contain, in addition to the above-described dye composition, usual known diluents and additives such as salt, inorganic salts such as sodium sulfate, dextrin, naphthalenesulfonic acid-formalin condensate, and dust. -An anti-scattering agent and the like can be appropriately compounded and used.

The polyamide fibers applicable to the present invention include natural polyamide fibers such as wool, synthetic polyamide fibers such as nylon, and fibers blended with natural and synthetic polyamides. Wool, yarn, woven, knitted, carpet, etc. The dye composition according to the present invention is characterized in that the change in the dyeing speed with the change in the dyeing temperature is smaller than that of the conventional fast acid dyes, and that the maximum dyeing speed is small, so that the dyeing composition is excellent in levelness. Have.
In particular, the dye composition of the present invention is excellent in dyeing a synthetic polyamide such as 6-nylon and 66-nylon.

Conventionally, in the case of compound dyeing using a single fast acid dye, a very complicated dyeing operation requiring setting of heating conditions and adjustment of dyeing conditions corresponding to each dyeing speed is required. However, the dye composition according to the present invention and the compounded dye composition thereof can be arbitrarily set to a dyeing program suitable for the processing form of the polyamide fiber and the type of dyeing apparatus, and have a uniform and wet fastness. Good dyeing can be easily obtained with good reproducibility. As a result, the dyeing time which conventionally required a long time can be inevitably shortened, and an industrially advantageous dyeing method can be established.

[0029]

According to the present invention, a polyamide fiber can be dyed in a preferable navy blue color having good levelness by using a specific compound dye composition. Further, the dye composition of the present invention has extremely good dyeing compatibility at any mixing ratio by using it in combination with other dyes for three primary colors.

[0030]

【Example】

Examples Next, the present invention will be described with reference to examples. In the examples,
All% mean parts by weight and weight%.

Example 1 As a fast acid dye,

[0032]

Embedded image 65 parts of a 2: 1 type chromium complex dye of a monoazo compound represented by the formula:

[0033]

Embedded image 10 parts of disazo dye represented by

[0034]

Embedded image 3 parts of anthraquinone dye represented by

[0035]

Embedded image

A synthetic polyamide fiber was dyed using a dye composition consisting of 10 parts of an anthraquinone dye represented by the following, 7 parts of Demol RN (dispersing agent manufactured by Kao Corporation), 7 parts of sodium sulfate, and the dyeing speed curve was measured at the same time.

The staining conditions are as follows. Equipment used: Mini color 12 type (manufactured by Texam Giken) Dyeing material: nylon jersey (manufactured by Toray Industries) Bath ratio: 1:30 Dyeing concentration: 1.0% o.w.f Auxiliary agent; ammonium sulfate 2.0% o.w.f

This dye composition dyed a polyamide fiber in a preferable navy blue color with good levelness. Also,
FIG. 1 shows the dyeing speed curves of the components of the dye composition and the prepared dye. This compounded dye exhibited a good compatibility dyeing speed curve.

Example 2 Using the dye prepared in Example 1 as a blue dye of a fast acid dye, a dye having the following composition as a yellow dye: (1) CIAcid Yellow 42 (dye group YA) (2) CIAcid Orange 67 (Dye group YB) (3) CIAcid Orange 127 (Dye group YC) Same amount of the dye of (1) (2) (3) above

(4) CIAcid Red 119 (dye group RA) (5) CIAcid Red 299 (dye group RB) (6) CIAcid Orange 95 (dye group RC) Above (4) (5) Using the same amount of the dye of (6),
Staining was carried out under the same staining conditions. However, the usage fee of each compounded dye was blue dye; 0.5% owf yellow dye; 0.86% owf red dye; 0.25% owf. The dyeing speeds of the three primary colors were similar, and a uniform and well-colored brown dyed product was obtained.

Example 3 As fast acid dye

[0042]

Embedded image 66 parts of a 2: 1 type chromium complex dye of a monoazo compound represented by the formula:

[0043]

Embedded image 14 parts of disazo dye represented by

[0044]

Embedded image

A synthetic polyamide fiber was dyed using a blue dye composition comprising 7 parts of an anthraquinone dye represented by the following formula: 8 parts Demol RN (dispersant manufactured by Kao Corporation) 8 parts Glauber's salt 5 parts The staining conditions are as follows.

Dyeing material: Nylon jersey (manufactured by Toray Industries) Bath ratio: 1:30 Dyeing concentration: 1.0% owf ammonium sulfate; added so as to have pH = 4 Glauber's salt; 5% owf temperature; From 50 ° C. to 100 ° C. 40 Temperature rise in 100 minutes, 100
Hold at ℃ for 30 minutes

[0047] A dyeing product exhibiting good compatibility and having a navy blue color was obtained. This dye composition was prepared in Example 2
In the same manner as in the above, the dyeing speeds of the three primary colors were approximately the same, and a uniform dyed product having good compatibility was obtained.

[0048]

[Brief description of the drawings]

FIG. 1 shows the dyeing speed curves of the components of the dye composition described in Example 1 and the prepared dyes. In the figure,

1 is a dyeing speed curve of the chemical formula (1) -a. 2 shows a dyeing speed curve of the chemical formula (2) -a.
4 shows the dyeing speed curve of the chemical formula (4) -a. 5 shows the dyeing speed curve of the chemical formula (5) -a. A shows a dyeing speed curve of these four-component dye compositions.

Continued on the front page (72) Inventor Shuhei Hashizume 3-1-198 Kasuganaka, Konohana-ku, Osaka Examiner, Sumitomo Chemical Co., Ltd. Shoei Hoshino (56) References JP 52-96631 (JP, A) JP-A-60-158261 (JP, A) JP-A-60-229955 (JP, A) JP-A-58-204052 (JP, A) JP-A-58-125755 (JP, A) JP-A-2- 279768 (JP, A) JP-A-58-125754 (JP, A) JP-A-56-100854 (JP, A) JP-A-58-197384 (JP, A) JP-A-2-53972 (JP, A) JP-A-6-184459 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C09B 67/22 D06P 3/24

Claims (10)

(57) [Claims] 1. A dye composition for dyeing polyamide fibers, the composition comprising the following formula (1) in the form of a free acid: In the form of a 2: 1 type chromium complex dye of a monoazo compound represented by the formula and a free acid, the following formula (2): A blue dye composition comprising a disazo dye represented by the formula: 2. A dye composition for dyeing polyamide fibers, the composition comprising the following formula (1) in the form of a free acid: A 50% to 90% by weight of a 2: 1 type chromium complex salt dye of a monoazo compound represented by the following formula (2) in the form of a free acid: 10 to 50% by weight of a disazo dye represented by the following formula (3) in the form of a free acid: (In the formula, Q represents a substituted or unsubstituted phenyl group or cyclohexyl group.) A blue dye composition comprising 0 to 30% by weight of an anthraquinone dye represented by the formula: 3. An anthraquinone dye represented by the general formula (3) is converted into a free acid form by the following formula (4): In the form of an anthraquinone dye and / or a free acid represented by the following formula (5): The blue dye composition according to claim 2, which is an anthraquinone dye represented by the formula: 4. An anthraquinone-based dye represented by the formula (4) and an anthraquinone-based dye represented by the formula (5), wherein the formula (4) is 10 to 90% by weight and the formula (5) is 90 to 10% by weight.
The blue dye composition according to claim 3, which is a mixture consisting of: 5. An anthraquinone dye represented by the general formula (3) is converted into a free acid form by the following formula (6). The blue dye composition according to claim 2, which is an anthraquinone dye represented by the formula: 6. A compound of the following formula (1) in the form of a free acid: Embedded image 50 to 90% by weight of a 2: 1 type chromium complex salt dye of a monoazo compound represented by the following formula (2) in the form of a free acid: 10 to 50% by weight of a disazo dye represented by the following formula (3) in the form of a free acid: (Wherein Q represents a substituted or unsubstituted phenyl group or cyclohexyl group). A polyamide fiber characterized by dyeing a polyamide fiber from a dye bath containing 0 to 30% by weight of an anthraquinone dye represented by the formula: Dyeing method. 7. A method for dyeing a polyamide fiber, comprising dyeing the polyamide fiber with the blue dye composition according to any one of claims 1 to 5. 8. A polyamide fiber dyed by the method according to claim 6. Description: 9. Dye group (YA), (YB) and (YC) Dye group (YA); CIAcid Yellow 42, 219 Dye group (YB): CIAcid Orange 67, 127 Dye group (YC): CIAcid Orange 95 , 127, a yellow dye composition prepared by mixing at least one or more dyes selected respectively from the following dye groups (RA), (RB) and (RC) dye group (RA): CIAcid Red 119 dye group ( RB): CIAcid Red 151, 299 Dye group (RC): Red dye composition prepared by mixing at least one dye selected from CIAcid Orange 95, and any one of claims 1 to 5. A dyeing method for polyamide fiber, comprising dyeing polyamide fiber using the blue dye composition as described above as a three primary color dye. 10. A polyamide fiber dyed by the method according to claim 9. [0001]