JPH07258572A - Orange disperse dye composition and method of dyeing hydrophobic fibrous material therewith - Google Patents

Abstract

PURPOSE:To dye a material composed of polyester fibers of different finenesses to produce a dyed piece excellent in level dyeing and fastness. CONSTITUTION:The composition comprises a dye represented by formula I (wherein X1 and X2 are each hydrogen or bromine, and R1 is lower alkyl or allyl), a dye represented by formula II, and optionally a dye represented by formula III.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a dye composition and a dyeing method using the same. More specifically, it relates to a water-insoluble disperse dye composition containing a specific dye and a method for dyeing a hydrophobic fiber using the same.

[0002]

2. Description of the Related Art In recent years, differentiated products that utilize the characteristics of synthetic fibers have been created as new synthetic fibers by various fiber manufacturers. The yarns that make up these differentiated products are ultrafine fibers,
Composed of a composite processing or combination of differentiated fibers with special characteristics such as special cross-section yarns and different shrinkage mixed yarns. Natural fibers such as silk-like material, thin napped knitted fabric (peach skin), rayon-like material The texture and texture peculiar to synthetic fibers, which is not available in the market, has been accepted, and is rapidly expanding into the market.

However, there is a problem in dyeing and processing these new-sensitized materials, especially because the fibers are extremely fine and the surface area of the fibers is increased. Specifically, (1) reflection on the fiber surface The increase in light reduces the visual density of the dyed product. (2) It is susceptible to oxidation / reduction by light, and the light fastness is lowered. (3) Due to (1), the amount of dye used per unit area increases, and as a result, the dye sublimation and wet fastness decrease. (4) Irregularity (disproportionate dyeing) occurs in the dyed product due to the different thickness of the composited fibers. It is a problem such as.

[0004]

In order to solve these problems, it is necessary not only to use a dye having excellent build-up property and high fastness, but also to use yarns having different thicknesses. It is necessary to use a dye that is excellent in levelness or color uniformity of the composite material. However, few products currently used in the market have these properties sufficiently. Therefore, development of a dye sufficiently having these properties is desired.

[0005]

Means for Solving the Problems The present inventors have conducted sincerity research to solve the above-mentioned problems, and as a result, the above-mentioned problems were solved by blending a disperse dye having a specific structure and dyeing. The inventors have completed the present invention by finding out that they will be solved. That is, the present invention relates to the formula (1) (1)

[0006]

[Chemical 4]

A dye represented by the formula (1), wherein X ₁ and X ₂ each independently represent a hydrogen atom or a bromine atom, and R ₁ represents a lower alkyl group or an allyl group;

[0008]

[Chemical 5]

The dye represented by the formula (3) and optionally the formula (3)

[0010]

[Chemical 6]

There is provided an orange disperse dye composition characterized by containing a dye represented by: and a method for dyeing a hydrophobic fiber material characterized by using the same. In the present invention, the "lower alkyl" means alkyl having 1 to 4 carbon atoms.

The present invention will be described in detail. Generally, many azo disperse dyes are excellent in build-up property and have relatively high fastness, but they are inferior in level dyeing property. Many of the anthraquinone disperse dyes are excellent in light fastness and level dyeability, but tend to be inferior in build-up properties, sublimation fastness, and the like. Therefore, anthraquinone dyes have been mainly used in the light to medium color fields, and azo dyes have been mainly used in the medium to dark color fields. However, as described above, it has become difficult to dye fibers made of fine fibers and composite materials by using conventional dyes properly. In particular, in the dyeing of a composite material of different fineness yarns, even if the amount of dyeing on the ultrafine yarn side and the regular yarn side are the same, the dyed product resulting from a decrease in the luminous density of the ultrafine yarn side for the reasons described above. There is a problem that unevenness (uneven dyeing) occurs. Therefore,
It is necessary to have the property of being able to dye such a material uniformly or in the same color. At the same time, the ultrafine yarn side is required to have a higher level of fastness than ever before, as described above. The present inventors have used the dyes represented by the formula (1), the formula (2) and, if necessary, the formula (3) in combination to provide the composite material of the different fineness yarn with excellent levelness and high fastness. It was found that a dye composition having the same was obtained, and the present invention was reached. That is, when the above-mentioned composite material is dyed using the dye composition of the present invention, a dyed product having excellent levelness and good fastness can be obtained.

The dye composition of the present invention preferably contains the dye represented by the formula (1) in an amount of 30 to 90% by weight, the dye represented by the formula (2) in an amount of 10 to 50% by weight, and optionally a formula ( It is prepared by blending the dye represented by 3) in a proportion of 0 to 30% by weight. More preferably, the proportion of the dye of the formula (1) is 50 to 70% by weight, the dye of the formula (2) is 20 to 30% by weight, and the dye of the formula (3) is 10 to 20% by weight. Prepared. The dye represented by the formula (3) has a reddish hue as compared with the dyes represented by the formulas (1) and (2), and is used for toning. Therefore, the object of the present invention can be achieved even if the dye represented by the formula (3) is not contained.

Next, the dye represented by the formula (1) used in preparing the dye composition of the present invention is disclosed in JP-A-63-
No. 135455, the dye represented by the formula (2) is described in U.S. Pat. No. 2,782,187, and the dye represented by the formula (3) is disclosed in JP-B-43-4212 and JP-B-43-153.
No. 10 is known, and dye bulk powders can be produced by the methods described therein.

Specific examples of the dye of the formula (1) used in the present invention are, for example,

[0016]

[Chemical 7]

[0017]

[Chemical 8]

[0018]

[Chemical 9]

[0019]

[Chemical 10]

And the like, and a mixture thereof can also be used.

The dye composition of the present invention comprises formulas (1) and (2).
Alternatively, the respective bulk powders of the dyes represented by the formula (3) may be mixed at the above-mentioned mixing ratio and then subjected to fine particle (dispersion) treatment to obtain a dye composition. The particles may be separately subjected to a fine particle (dispersion) treatment, and then mixed in the ratio as described above. In the latter case, the finely divided (dispersed) dyes may be added to the dye bath to form the same composition as the dye composition of the present invention in the dye bath.

When the bulk powders of the dyes represented by the formulas (1), (2) and (3) or a mixture thereof are subjected to fine particle treatment, generally, the bulk powders of the dyes are mixed with naphthalenesulfonic acid and alkylbenzene. Sulfonic acid formalin condensate, naphthalene sulfonic acid formalin condensate, cresol sulfonic acid formalin condensate, cresol and 2
-Formalin condensate of naphthol-6 sulfonic acid, formalin condensate of alkylnaphthalene sulfonic acid, formalin condensate of creosote oil sulfonic acid, anionic dispersant such as lignin sulfonic acid, or block copolymerization of ethylene oxide and propylene oxide Compounds, ethylene oxide adducts of alkylphenols, nonionic dispersants such as ethylene oxide adducts of polystyrene phenols, or mixtures of these anionic and nonionic dispersants, in the presence of a small amount of water, ball mill, sand. It is carried out by sufficiently wet pulverizing with a pulverizer such as a grinder or a sand mill. At this time, the bulk powder of dye is usually 10 to 5 with respect to the total amount of the dye composition.
It is blended in a proportion of 0% by weight. The dye composition of the present invention is used for dyeing in the form of a finely divided paste, or after being dried. Specific examples of the hydrophobic fiber which can be dyed by the method of the present invention include polyester fiber, triacetate fiber, diacetate fiber, polyamide fiber and a blended product of the same, and recycled fiber such as rayon or cotton, silk, It may be a blended product with a natural fiber such as wool.

To dye hydrophobic fibers with a dye composition containing a dye of formula (1), formula (2) and optionally formula (3) used in the method of the present invention, It is advantageous to dye at a temperature of 105 ° C. or higher, preferably 110 ° C. to 140 ° C., under pressure in a dipped aqueous solvent. It is also possible to dye in the presence of a carrier such as o-phenylphenol or trichlorobenzene at a relatively high temperature, for example, boiling water. Alternatively, so-called thermosol method dyeing is also possible in which the dye dispersion is padded on a cloth and subjected to dry heat treatment at 150 to 230 ° C. for 30 seconds to 1 minute. On the other hand, the dye composition of the present invention contains a natural sizing agent (eg, locust bean gum, guar gum, etc.), a processed sizing agent (eg, fiber derivative such as carboxymethyl cellulose, processed locust bean gum, etc.), a synthetic sizing agent (eg, polyvinyl alcohol, polyvinyl). It is also possible to prepare a printing paste together with (acetic acid, etc.) and the like, and after printing on a cloth, dyeing by a printing method of steaming or thermosol treatment.

The effects of the present invention will be described below with reference to Tables 1 and 2. In the description, "part" and "%" are "part by weight" and "% by weight", respectively. Table 1 compares the same color properties of 2.0 denier polyester processed yarn fabric (hereinafter referred to as regular PET) and 0.14 denier polyester processed yarn fabric (hereinafter referred to as ultrafine polyester) when dyed in the same bath. Is. It can be seen that the dye compositions of the examples of the present invention have a smaller difference in concentration between the regular polyester and the ultrafine polyester, that is, the same color property, as compared with the commercially available dyes of the comparative examples. In addition, it can be seen from Table 2 that each of the dye compositions of the examples of the present invention has good fastness to light, sublimation, and wet (washing), which requires a high level for ultrafine materials.

[0025]

[Table 1]

(Note 1) A total of 3000 parts of each dyebath containing 2 parts of each of the dye compositions obtained in Examples 1, 2 and 3 was prepared, respectively, and 50 parts of 2.0 denier polyester processed yarn fabrics were prepared. 0.14 denier polyester processed yarn fabric 5
0 part of each was dipped and dyed at 130 ° C. for 60 minutes, then reduced and washed, washed with water and dried. As a comparative example, a commercially available dye was prepared so that the visual density was almost the same as that of the dye fabric of the dye composition of Example 1, and the dyeing treatment was performed in the same manner. (Note 2) The concentration-value ratio of ultrafine PET to regular PET was calculated by measuring the color using a COMSEK III color measurement system (manufactured by Nippon Kayaku Co., Ltd.). The closer the value is to 100, the closer the density value of the dyed product, and the better the color uniformity. (Note 3) As a comparative dye, Disperse Oran
A commercially available product of ge 37 was used.

[0027]

[Table 2]

(Note 4) A total of 3000 parts of each dye bath containing 2 parts of each of the dye compositions obtained in Examples 1, 2 and 3 was prepared, and 100 parts of polyester tropical cloth was immersed in each of the dye baths, and 130 A dyeing product obtained by dyeing at 60 ° C. for 60 minutes, reduction washing, water washing and drying was subjected to a fastness test. The commercially available dye of the comparative example was prepared so that the dye density of the dye composition of Example 1 was substantially the same as that of the dyed product, and the dye was similarly treated.

(Note 5) JIS-L0842, the carbon arc lamp method, and the degree of discoloration are judged by the JIS blue scale for discoloration. (Note 6) JIS-L0879B, 180 ° C, 30 seconds, the degree of contamination of polyester white cloth is judged by JIS contamination gray scale. (Note 7) After heat setting the dyed cloth at 180 ° C for 30 seconds, washing test (AATCCTest Method 6
1 (according to IIA) was carried out, and the degree of contamination on the nylon white cloth was judged by the JIS contamination gray scale.

[0030]

EXAMPLES The present invention will be described in more detail with reference to the following examples. In the examples, "parts" and "%" are "parts by weight" and "% by weight", respectively.

Example 1 21 parts of the bulk powder of the formula (4), 8 parts of the bulk powder of the formula (2) and 5 parts of the bulk powder of the formula (3) were added to Demol N (Kao ( Co., Ltd., anion dispersant) 66 parts with a sand grinder to make fine particles (dispersion)
Then, a dye composition of the present invention was obtained. Pure water adjusted to pH 4.5 was added to 2 parts of this dye composition to prepare 3000 parts of a dye bath, 100 parts of polyester tropical cloth was dipped and dyed at 130 ° C. for 60 minutes. 4
6% 5% caustic soda, 6 parts hydrosulfite,
Sanmor RC-700 (manufactured by Nika Kagaku Co., Ltd., anionic surfactant) was added with water to make a total amount of 3000 parts, and subjected to reduction washing at 80 ° C. for 10 minutes, washing with water and drying. An orange dyed product was obtained. The obtained dyed product had good levels of light fastness, sublimation and washing fastness.

Example 2 24 parts of the bulk powder of the formula (4) and 10 parts of the bulk powder of the formula (2) were made into fine particles (dispersion) together with 66 parts of Demol N (previously described) using a sand grinder. ),
A dye composition of the present invention was obtained. 2 parts of this dye composition was dyed in the same manner as in Example 1 to obtain an orange dyed product. The obtained dyed product had good levels of light fastness, sublimation and washing fastness.

Example 3 17 parts of the bulk powder of the formula (4), 13 parts of the bulk powder of the formula (2) and 4 parts of the bulk powder of the formula (3) were added to Demol N (described above). The dye composition of the present invention was obtained by making fine particles (dispersion) together with 66 parts by using a sand grinder. 2 parts of this dye composition was dyed in the same manner as in Example 1 to obtain an orange dyed product. The obtained dyed product had good levels of light fastness, sublimation and washing fastness.

Example 4 A total of 3000 containing 2 parts of the dye composition obtained in Example 1.
Parts of dyeing bath are prepared, 50 parts of 2.0 denier polyester processed yarn fabric and 50 parts of 0.14 denier polyester processed yarn fabric are each dipped and dyed at 130 ° C. for 60 minutes, and then reduction washing, water washing, Dried. When the dyed product thus obtained was compared with the dyed product of the 2.0 denier yarn woven fabric and the dyed product of the 0.14 denier yarn woven fabric, the same chromaticity was found.

Example 5 A total of 3000 containing 2 parts of the dye composition obtained in Example 2.
Parts of dyeing bath are prepared, 50 parts of 2.0 denier polyester processed yarn fabric and 50 parts of 0.14 denier polyester processed yarn fabric are each dipped and dyed at 130 ° C. for 60 minutes, and then reduction washing, water washing, Dried. When the dyed product thus obtained was compared with the dyed product of the 2.0 denier yarn woven fabric and the dyed product of the 0.14 denier yarn woven fabric, the same chromaticity was found.

Example 6 To 20 parts of the dye composition of Example 1 was added 380 parts of water, and then 7.5% of fine gum MC-8 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd., sizing agent) and sorbitose C5. (Wa Skotern Co., Ltd., sizing agent) 4.5%, citric acid 0.3% original paste 6
After kneading with 00 parts and printing on a polyester palace cloth and performing high-temperature steaming at 175 ° C for 7 minutes, the dyed product is 2 parts soda ash, 2 parts hydrosulfite, Meisanol BHS New (Meisei Chemical Industry Co., Ltd.) Manufactured by adding non-ionic surfactant (1 part), water was added to make a total amount of 1000 parts, subjected to reduction washing at 80 ° C. for 10 minutes, washed with water and dried to obtain an orange dyed product. The obtained dyed product had good levels of light fastness, sublimation and water fastness.

[0037]

By the dyeing method using the dye composition of the present invention, excellent levelness and fastness can be obtained in dyeing a material in which fibers having different thicknesses are combined.

Claims (3)

[Claims] 1. A formula (1): (In the formula (1), X ₁ and X ₂ each independently represent a hydrogen atom or a bromine atom, and R ₁ represents a lower alkyl group or an allyl group), and a dye represented by the formula (2): A dye represented by the formula and, if necessary, a compound of formula (3) An orange disperse dye composition containing a dye represented by 2. The dye of the formula (1) 30 to 90% by weight and the dye 10 of the formula (2) in claim 1.
50% by weight and, if necessary, the dye of formula (3) 0
The orange disperse dye composition according to claim 1, wherein the orange disperse dye composition is contained in a proportion of about 30% by weight. 3. A method for dyeing a hydrophobic fiber material, which comprises using the disperse dye composition according to claim 1 or 2.