KR20140045518A - Disperse dye composition and method for dyeing hydrophobic textile materials using same - Google Patents

Disperse dye composition and method for dyeing hydrophobic textile materials using same Download PDF

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KR20140045518A
KR20140045518A KR1020147002426A KR20147002426A KR20140045518A KR 20140045518 A KR20140045518 A KR 20140045518A KR 1020147002426 A KR1020147002426 A KR 1020147002426A KR 20147002426 A KR20147002426 A KR 20147002426A KR 20140045518 A KR20140045518 A KR 20140045518A
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disperse dye
dyeing
dye composition
disperse
parts
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KR1020147002426A
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Korean (ko)
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히로미츠 도쿠야마
도루 야마구치
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닛뽄 가야쿠 가부시키가이샤
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Publication of KR20140045518A publication Critical patent/KR20140045518A/en

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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • D06P1/20Anthraquinone dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/22Dyes with unsubstituted amino groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/503Amino-hydroxy-anthraquinones; Ethers and esters thereof unsubstituted amino-hydroxy anthraquinone
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/542Anthraquinones with aliphatic, cycloaliphatic, araliphatic or aromatic ether groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/2409Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62
    • C09B5/2436Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62 only nitrogen-containing hetero rings
    • C09B5/2445Phtaloyl isoindoles
    • C09B5/24545,6 phtaloyl dihydro isoindoles
    • C09B5/24631,3 oxo or imino derivatives
    • C09B5/24721,3 dioxo derivatives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00Other synthetic dyes of known constitution
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00Other synthetic dyes of known constitution
    • C09B57/12Perinones, i.e. naphthoylene-aryl-imidazoles
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

 Disperse dye compositions suitably available for synthetic textile materials used in interiors of automobiles, exposed to sunlight and / or high temperature, high humidity conditions, which combine high light fastness and excellent dyeing properties and dyeing methods using the same are disclosed. The disperse dye composition comprises six specific disperse dyes (two specific disperse dyes for each three primary colors). Disperse dye compositions and dyeing methods ensure both high light fastness and good dyeing properties, and achieve reductions in dyeing temperature or dyeing time. This leads to huge energy savings.

Description

DISPERSE DYE COMPOSITION AND METHOD FOR DYEING HYDROPHOBIC TEXTILE MATERIALS USING SAME}

The present invention relates to a disperse dye composition and a dyeing method using the same. More specifically, the present invention relates to a disperse dye composition containing a specific disperse dye and a dyeing method of a hydrophobic fiber material using the disperse dye composition.

Synthetic fiber materials used for automotive interior materials require a high temperature and light resistance because the interior of the automobile becomes hot and humid or the time of exposure to sunlight is considerably longer than other general clothing fiber materials. In order to meet the above requirements, a method is used to dye the fiber material with a dye having a high light resistance. However, if the yellow dye, the red dye and the blue dye differ in the balance of light resistance, only a part of the colors are faded by long time exposure, so that the discoloration of the dye by these dyes becomes larger with time. For this reason, the balanced dye resistance which discolors similarly to the yellow dye, red dye, and blue dye used is not obtained, but such dye which meets these requirements is not obtained.

In addition, the synthetic fiber material is the thickness of the yarn? Not only the difference in the shape of the yarn, but also the difference in the blended fibers in which different materials are blended with the polyester fibers used have different dyeing properties such as different dyeing concentrations, dyeing tones, etc. even in the same dyeing method. In order to dye and process the same synthetic fiber material having different shapes and different properties every time, a dye having excellent dye reproducibility is required even under various dyeing conditions. In particular, for the dyeing of automotive interior materials, it is necessary to perform dyeing using a disperse dye having strong fastness to the environmental conditions as much as possible.

However, if the dyeing properties are not uniform with each other, there may be a difference in dyeing reproducibility between the dyed synthetic fiber materials.

On the other hand, in recent years, reduction of energy consumption has been commonly discussed, and reduction of energy usage, that is, reduction of dyeing temperature and time, has also been required in working processes in dyeing. Currently, in dyeing polyester fibers which are most commonly used among synthetic fiber materials, disperse dyes are used to perform dyeing at temperatures of 100 ° C. or higher. However, in order to uniformly dye polyester fibers and the like in a balanced manner, it is necessary to set the dyeing temperature at 130 ° C or higher, which consumes a lot of energy. If this dyeing temperature can be reduced even a little, it leads to great energy saving.

In such a situation, the light-fastness of each color of the yellow dye, the red dye, and the blue dye can be strong and uniform, and the dispersion dye composition having good reproducibility at the time of dyeing even at a lower temperature and using the composition Dyeing method is required. Prior art documents including the following Patent Documents 1 to 3 disclose various dispersion dye compositions, but no dye compositions satisfying the above requirements are described.

Citation list

Patent literature

Patent Document 1: JP 2005-23254 A

Patent Document 2: JP 2004-168950 A

Patent Document 3: WO 2007/058209

Summary of the Invention

Problems to be solved by the invention

Therefore, an object of the present invention is a disperse dye composition having good reproducibility at the time of dyeing even when dyeing at low temperature can be strong and uniform in the light fastness of each color of yellow dye, red dye, blue dye. ; And a dyeing method using the composition.

The above object is achieved by the present invention defined below.

The present inventors have diligently studied to solve the above problems, and as a result, the following specific dispersion dye combinations have strong and very balanced light fastness among the three primary dyes, and have uniform dyeing properties, and have a dyeing temperature during dyeing. It has been found that even at low levels, a disperse dye composition having excellent dye reproducibility and dyeing method using the same are found. Thus, the present invention has been completed.

That is, the aspect of this invention is as follows.

[1] a yellow-based disperse dye composition comprising a yellow-based disperse dye represented by the following Formula (1) and a yellow-based disperse dye represented by the following Formula (2);

Red dispersion dye composition containing the red dispersion dye represented by following formula (3), and the red dispersion dye represented by following formula (4); And

Disperse dye composition containing the blue disperse dye composition represented by following formula (5) and the blue disperse dye composition containing the blue disperse dye represented by following formula (6):

Figure pct00001

Figure pct00002

Wherein n is an integer from 1 to 4

Figure pct00003

Wherein R 1 represents a mixture of CH 3 and C 2 H 4 OCH 3 .

[2] The weight ratio of the yellow disperse dye (1) and the yellow disperse dye (2) is from 3:97 to 15:85, and / or the red disperse dye (3) and the red disperse dye in [1]. Disperse dye composition of the weight ratio of (4) is 99: 1-85:15, and / or the weight ratio of blue disperse dye (5) and blue disperse dye (6) is 85: 15-70: 30. .

[3] A dyeing method of a hydrophobic fiber material using the disperse dye composition according to the above [1] or [2].

[4] A hydrophobic fiber material dyed by the dyeing method described in [3] above.

[5] An article comprising the hydrophobic fiber material according to the above [4].

Disperse dye compositions containing each of the three primary colors (yellow-based, red-based and blue-based) disperse dye compositions containing the specific disperse dyes according to the present invention, and further, synthetic fiber materials dyed using the disperse dye compositions It has excellent light fastness to, and the balance of light fastness of three primary colors is also good. In addition, the disperse dye compositions allow dyeing at lower temperatures while maintaining good reproducibility during dyeing.

Hereinafter, the present invention will be described in detail.

The disperse dye composition of the present invention comprises a yellow disperse dye composition comprising the yellow disperse dye represented by the formula (1) and the yellow disperse dye represented by the formula (2), a red disperse dye represented by the formula (3), and Red disperse dye composition containing red disperse dye represented by said Formula (4), Blue disperse dye composition containing blue disperse dye represented by said Formula (5), and blue disperse dye represented by said Formula (6) It includes.

The yellow disperse dye represented by the formula (1) is C.I. Disperse Yellow 64. Although this disperse dye can also be manufactured based on well-known literature, a commercial dye can also be used.

The yellow disperse dye represented by the formula (2) is not particularly limited in the substitution position of the methoxy group substituted with the phenyl group in the benzimidazole structure, and the dye may be a mixture thereof having different substitution positions. Examples of such dyes include dyes known as C.I.Disperse Yellow 71. Moreover, although disperse dye can also be manufactured based on well-known literature, a commercial dye can also be used.

As for the weight ratio of the yellow type disperse dye (1) and the yellow type disperse dye (2), 3: 97-15: 85 are preferable.

The red type disperse dye represented by Formula (3) is C.I.Disperse Red 60. Although this disperse dye can also be manufactured based on well-known literature, a commercial dye can also be used.

The red type disperse dye represented by Formula (4) is C.I.Disperse Red 91. Although this disperse dye can also be manufactured based on well-known literature, a commercial dye can also be used.

As for the weight ratio of the red type disperse dye (3) and the red type disperse dye (4), 99: 1-85:15 are preferable.

The blue disperse dye represented by the formula (5) is not particularly limited as long as the number of substitution of the bromine atom and the substitution position are possible, and the disperse dye may be a mixture thereof. Examples of such dyes include dyes known as C.I.Disperse Blue 56. Moreover, although this disperse dye can also be manufactured based on well-known literature, a commercial dye can also be used.

The blue disperse dye represented by the formula (6) is a mixture with respect to R1, and examples thereof include C.I.Disperse Blue 204. In addition, although this disperse dye can be manufactured based on well-known literature, a commercial dye can also be used.

As for the weight ratio of the blue type disperse dye 5 and the blue type disperse dye 6, 85: 15-70: 30 are preferable.

In the disperse dye composition of the present invention, the weight ratio of each of the yellow disperse dye composition, the red disperse dye composition, and the blue disperse dye composition depends on the color tone of the desired dye, and is greater than 0 wt% and less than 100 wt%. It is not particularly limited. The weight ratio is, for example, usually greater than 0% by weight and 99.99% by weight or less, typically greater than 0% by weight and 99.9% by weight, more typically greater than 0% by weight and 99% by weight, even more typically 0% by weight. Greater than 98 weight percent.

The disperse dye composition of this invention can mix and use further disperse dye in order to adjust color tone, or to adjust light fastness, dyeing characteristic, etc. Other disperse dyes can be added at the time of dyeing to use the present compositions.

Equally, dyes other than disperse dyes, for example, direct dyes, reactive dyes, basic dyes and the like may be mixed to use the present composition. Other dyes or dyeing reagents can be added during dyeing to use the present compositions.

In addition, the disperse dye composition of this invention may also contain solvents, such as water, the carrier mentioned later, and the dispersing agent mentioned later.

The disperse dye composition of the present invention can be formed into a desired disperse dye composition by blending each bulk powder of the disperse dye at an appropriate mixing ratio and then applying it to the micronization (dispersion) treatment. Alternatively, each bulk powder of dye may also be applied separately to the micronization (dispersion) treatment and then combined. In the latter case, the disperse dyes respectively applied individually to the micronization (by-oxidation) treatment are added to the salt bath to form the disperse dye composition in the salt bath to be used. In the micronization (dispersion) treatment, a dispersant is usually used as described later. This dispersant described below may be added to the disperse dye composition already applied to the micronization.

The micronization (dispersion) treatment can generally be carried out as follows. The bulk powder of the disperse dye is obtained from a formalin condensate of naphthalene sulfonic acid and an alkylbenzene sulfonic acid, a formalin condensate of naphthalene sulfonic acid, a formalin condensate of cresol sulfonic acid, a formalin condensate of cresol with 2-naphthol-6-sulfonic acid, alkylnaphthalene Dispersants such as formalin condensates of sulfonic acid or formalin condensates of creosote oil sulfonic acid; Anionic dispersants such as lignin sulfonic acid; nonionic dispersants such as block copolymers of ethylene oxide and propylene oxide, ethylene oxide adducts of alkylphenols or ethylene oxide adducts of polystyrene phenols; Or in the presence of a mixture of the anionic dispersant and the above nonionic dispersant and a small amount of water, in most cases using a mill such as a ball mill and a sand mill, sufficiently wet-milling to a size of 0.2 to 2 μm.

The disperse dye composition of the present invention is provided for dyeing, for example, in the form of a liquid or paste as it is granulated, or in a dried state by a spray drying method or the like.

Next, the dyeing method of the hydrophobic fiber material using the disperse dye composition of this invention is demonstrated. The hydrophobic fiber material is not particularly limited, but synthetic fiber materials such as polyester (PET) fibers, cation dyeable polyester (CDP) fibers, triacetate fibers, diacetate fibers or polyamide fibers or these The blend of each other is mentioned. Blends of the fibers with regenerated fibers such as rayon or natural fibers such as cotton, silk and wool may also be included. In addition, the thickness of the hydrophobic fiber material is not particularly limited, but the average thickness is preferably about 0.1 to 10 d (denier).

Staining can be performed as follows. The fiber material is immersed in an aqueous medium in which the disperse dye composition of the present invention is dissolved, and can be dyed under pressure, preferably 105 ° C. or higher, more preferably 110 ° C. to 140 ° C., preferably 30 minutes to 1 hour. have. Especially preferably, it can dye | stain for 30 to 45 minutes at 120 degreeC-130 degreeC. The fiber material can also be dyed in the presence of a carrier such as o-phenylphenol or trichlorobenzene, for example in boiling water. Alternatively, the textile material may be dyed by a so-called thermosol method comprising the step of padding the dye dispersion of the disperse dye composition of the present invention on a cloth, followed by dry heat treatment at 150 to 230 ° C. for 30 seconds to 1 minute. have.

Further, using the disperse dye composition of the present invention, a natural paste (for example, locust bean gum, guar gum), a processing paste (for example, fibrin derivatives such as carboxymethyl cellulose, processed locust bean gum), or A printing method may be performed comprising preparing a printing paste together with a synthetic paste (for example, polyvinyl alcohol and polyvinyl acetic acid), stamping the cloth with the printing paste, and then steaming or thermosolizing the printing paste. have.

Alternatively, a moisturizing agent such as glycerin or diethylene glycol is added to the disperse dye composition of the present invention to prepare an ink, and after printing using a inkjet printer on a cloth to which paste or the like has been previously applied by padding or the like, steaming is performed. Or dyeing by an inkjet printing method comprising the step of thermosol treatment can be carried out.

The amount of use of the disperse dye composition of the present invention at the time of dyeing is an arbitrary amount, but is, for example, about 0.05 to 20% o.w.f. (on the weight of fiber) is preferred, with about 0.2-10% o.w.f. being particularly preferred.

Example

Although an Example demonstrates this invention in detail, this invention is not limited to these examples. In the examples, "part (s)" means "part (s) by weight" and "%" means "% by weight", respectively.

[Referential Example 1]

7.8 parts of a bulk powder of a yellow disperse dye represented by the formula (1) (using CIDisperse Yellow 64; hereinafter referred to as "disperse dye (1)") and a yellow disperse dye represented by the formula (2) (CIDisperse Yellow 71 92.2 parts of the bulk powder of the "dispersion dye (2)" below are blended, and the total amount of these bulk powders and the same amount of a dispersant (sodium salt of Demol N: β-naphthalenesulfonic acid formalin condensate) are added thereto. In addition, the obtained product was subjected to micronization treatment to thereby prepare a yellow dispersion dye composition (A-1).

[Reference Example 2]

90 parts of the bulk powder of the red disperse dye represented by Formula (3) (using CIDisperse Red 60; hereinafter referred to as "disperse dye (3)") and the red disperse dye represented by Formula (4) (CIDisperse Red 91) are used 10 parts of the bulk powder of "dispersion dye (4)" is blended, and the total amount of these bulk powders and the same amount of dispersant (sodium salt of Demol N: beta -naphthalene sulfonic acid formalin condensate) are added thereto; The obtained product was subjected to the micronization treatment, to thereby prepare a red dispersion dye composition (B-1).

[Referential Example 3]

75 parts of bulk powder of the blue dispersion dye represented by the formula (5) (using CIDisperse Blue 56; hereinafter referred to as "dispersion dye (5)") and the blue dispersion dye represented by the formula (6) (CIDisperse Blue 204 25 parts of bulk powder of "dispersion dye (6)" is blended, and the total amount of these bulk powders and the same amount of dispersant (sodium salt of Demol N: beta -naphthalene sulfonic acid formalin condensate) are added thereto. In addition, the obtained product was subjected to micronization treatment to thereby prepare a blue-based disperse dye composition (C-1).

[Reference Example 4]

In the same manner as in Reference Example 1, a yellow-based dispersion dye composition (A-2) was produced using 10 parts of the bulk powder of the disperse dye (1) and 90 parts of the bulk powder of the disperse dye (2).

[Reference Example 5]

In the same manner as in Reference Example 2, 95 parts of the bulk powder of the disperse dye (3) and 5 parts of the bulk powder of the disperse dye (4) were used to prepare a red-based disperse dye composition (B-2).

[Referential Example 6]

In the same manner as in Reference Example 3, a blue disperse dye composition (C-2) was prepared using 70 parts of the bulk powder of the disperse dye (5) and 30 parts of the bulk powder of the disperse dye (6).

[Reference Example 7]

In the same manner as in Reference Example 1, a yellow dispersion dye composition (A-3) was prepared using 5 parts of the bulk powder of the disperse dye (1) and 95 parts of the bulk powder of the disperse dye (2).

[Referential Example 8]

In the same manner as in Reference Example 2, 97 parts of the bulk powder of the disperse dye (3) and 3 parts of the bulk powder of the disperse dye (4) were used to prepare a red based disperse dye composition (B-3).

[Referential Example 9]

In the same manner as in Reference Example 3, a blue-based disperse dye composition (C-3) was prepared using 80 parts of the bulk powder of the disperse dye (5) and 20 parts of the bulk powder of the disperse dye (6).

Example 1

Yellow-based Disperse Dye Composition (A-1) of Reference Example 1 0.131% owf (Large Fiber Weight) and Red-Based Disperse Dye Composition (B-1) of Reference Example 2 0.050% owf (Large Fiber Weight) and Blue of Reference Example 3 0.061% owf (large fiber weight) is added to water in the system-disperse dye composition (C-1); Adjusted to pH 4.5 with acetic acid and sodium acetate; To this, Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) 2.0% owf was added to prepare a salt bath having a total amount of 2000 parts; 100 parts of polyester fiber raised fabric (0.3 denier on the front and 3 denier yarn on the back) were immersed in the salt bath and 40 minutes at respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C. Dyed. Then, to 45 parts of 6% sodium hydroxide, 6 parts hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant), the total amount was 3000 parts. In the bath obtained by adding, each dye was subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dye (polyester dye cloth).

[Example 2]

Yellow-based Disperse Dye Composition (A-2) of Reference Example 4 0.131% owf (Large Fiber Weight) and Red-Based Disperse Dye Composition (B-2) of Reference Example 5 0.050% owf (Large Fiber Weight) and Blue of Reference Example 6 System-based disperse dye composition (C-2) 0.061% owf (large fiber weight) is added to water; Adjust to pH 4.5 with acetic acid and sodium acetate, and add 2.0% owf of Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) thereto to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier at the front and 3 denier at the back) were immersed in the dye bath and dyed at 135 ° C. for 40 minutes. Subsequently, water was added to 6 parts of 45% sodium hydroxide, 6 parts hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, the dyeing | cleaning was performed by 80 degreeC and 10 minutes of reduction washings, Then, it wash | cleaned with water and dried and obtained the dyeing material (polyester dyeing cloth).

[Example 3]

Yellow-based Disperse Dye Composition (A-3) of Reference Example 7 0.131% owf (Large Fiber Weight) and Red-Based Disperse Dye Composition (B-3) of Reference Example 8 0.050% owf (Large Fiber Weight) and Blue of Reference Example 9 0.061% owf (large fiber weight) of the system dispersed dye composition (C-3) is added to water; Using acetic acid and sodium acetate, adjusted to pH 4.5, adding 2.0% owf of Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier at the front and 3 denier at the back) were immersed in the dye bath and dyed at 135 ° C. for 40 minutes. Subsequently, water was added to 6 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, the dyeings were subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain dyeings (polyester dyeing cloth).

[Comparative Example 1]

Add Dia94 Yellow HLA 0.094% owf (large fiber weight), Dianix Red HLA 0.032% owf (large fiber weight) and Dianix Blue HLA 0.079% owf (large fiber weight) available from DyStar Colors Distribution GmbH and; Adjusted to pH 4.5 with acetic acid and sodium acetate; To this, Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) 2.0% owf was added to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier on the front and 3 denier yarn on the back) were immersed in the salt bath and dyed for 40 minutes at respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C. Subsequently, water was added to 3 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, each dyeing was subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyeing (polyester dyeing cloth).

[Test Example 1]

Light fastness test

Using color tone meter (black panel temperature: 89 degrees Celsius ± 3 degrees Celsius, 84MJ) xenon lamp, we irradiate each dyeing material on condition of 162W / m <2> and 144 hours, and JIS L-0804 discolors and fades of irradiation part It judged by the gray scale for discoloration and fading of.

The light fastness of each of the polyester dyeing cloth dyed at 135 ° C of Example 1 and the polyester dyeing cloth dyed at Examples 2 and 3 was 4-5 class.

The light fastness of the polyester dyeing cloth dyed at 135 ° C of Comparative Example 1 was 3-4 class.

In addition, the color difference between the front and the back of the polyester dyeing cloth dyed at 135 ° C of Example 1 and the polyester dyeing cloth dyed with Examples 2 and 3 was compared. The liver color difference was small (ie at first glance no obvious difference was observed visually). In contrast, the color difference between the front side and the back side of the polyester dyed cloth dyed at 135 ° C. of Comparative Example 1 was large (that is, a clear difference was observed at first glance).

Example 4

Yellow-based Disperse Dye Composition (A-1) of Reference Example 1 0.262% owf (Large Fiber Weight) and Red-Based Disperse Dye Composition (B-1) of Reference Example 2 Blue Color of 0.100% owf (Large Fiber Weight) and Reference Example 3 System-based disperse dye composition (C-1) 0.122% owf (large fiber weight) is added to water; Adjusted to pH 4.5 with acetic acid and sodium acetate; To this was added 2.0% owf of Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier on the front and 3 denier yarn on the back) were immersed in the salt bath and dyed for 40 minutes at respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C. Subsequently, water was added to 3 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, each dyeing was subjected to reduction washing at 80 ° C for 10 minutes, and then washed with water and dried to obtain a dyeing (polyester dyeing cloth).

[Example 5]

Yellow dispersion dye composition (A-1) of Reference Example 1 0.524% owf (large fiber weight) and red dispersion dye composition (B-1) 0.200% owf (large fiber weight) of Reference Example 2 and blue of Reference Example 3 0.244% owf (large fiber weight) of the system dispersed dye composition (C-1) was added to water; Adjusted to pH 4.5 with acetic acid and sodium acetate; To this was added Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) 2.0% owf to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier on the front and 3 denier yarn on the back) were immersed in the salt bath and dyed at respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C for 40 minutes. Subsequently, water was added to 6 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, each dyeing was subjected to reduction washing at 80 ° C for 10 minutes, and then washed with water and dried to obtain a dyeing (polyester dyeing cloth).

[Comparative Example 2]

Add 0.187% owf (large fiber weight) of Dianix Yellow HLA, 0.064% owf (large fiber weight) of Dianix Red HLA and 0.158% owf (large fiber weight) of Dianix Blue HLA from DyStar Colors Distribution GmbH and; Adjusted to pH 4.5 with acetic acid and sodium acetate; To this, a 2.0% owf of Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) was added to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier on the front and 3 denier yarn on the back) were immersed in the salt bath and dyed for 40 minutes at respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C. Subsequently, water was added to 3 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, each dyeing was subjected to reduction washing at 80 ° C for 10 minutes, and then washed with water and dried to obtain a dyeing (polyester dyeing cloth).

[Comparative Example 3]

Add Dia74 Yellow HLA 0.374% owf (large fiber weight), Dianix Red HLA 0.128% owf (large fiber weight) and Dianix Blue HLA 0.316% owf (large fiber weight) available from DyStar Colors Distribution GmbH ; Adjusted to pH 4.5 with acetic acid and sodium acetate; To this, Sunlife LP-240 (manufactured by Nicca Chemical Co., Ltd., ultraviolet absorbent) 2.0% owf was added to prepare a salt bath having a total amount of 2000 parts; 100 parts of a polyester fiber brushed fabric (0.3 denier on the front and 3 denier yarn on the back) were immersed in the salt bath and dyed for 40 minutes at respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C. Subsequently, water was added to 6 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and 3 parts of Sunmall RC-700 (manufactured by Nicca Chemical Co., Ltd., anionic surfactant) in a total amount of 3000 parts. In the bath obtained by addition, each dyeing was subjected to reduction washing at 80 ° C for 10 minutes, and then washed with water and dried to obtain a dyeing (polyester dyeing cloth).

[Test Example 2]

The color of each polyester dyed cloth dyed in Example 1, Example 4, Example 5, Comparative Example 1, Comparative Example 2 and Comparative Example 3 was measured with a spectrophotometer (Color-Eye 3100 manufactured by Macbeth). In the case where the color of the dyeing cloth at 135 ° C. is defined as a standard, the color difference ΔE of each dyeing cloth at 120 ° C., 125 ° C. and 130 ° C. is shown in Table 1. The smaller the color difference ΔE is, the better. In other words, the smaller the difference ΔE between the color of the dyed cloth at low temperature and the color (standard) of the dyed cloth at 135 ° C., the better the reproducibility at dyeing at lower temperature is demonstrated.

[Table 1] Color difference ΔE of dyed cloth under each temperature condition

Figure pct00004

Since the dyeing fabrics of Comparative Examples 1, 2 and 3 each had a larger color difference than those of Examples 1, 4 and 5 as the dyeing temperature was lowered, dyeing at 125 ° C or lower The fabric did not endure in practical use. In other words, each of the dyed cloths of Examples 1, 4, and 5 had significantly less color difference than those of Comparative Examples 1, 2, and 3 even when the dyeing temperature was lowered.

[Example 6]

The same conditions as in Example 2 except that the dyeing temperatures were changed to respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C, and the dyeing time was changed to the respective times of 10 minutes, 30 minutes and 60 minutes, respectively. Each dyeing material (polyester dyeing cloth) was obtained.

[Comparative Example 4]

The same conditions as in Comparative Example 2 except that the dyeing temperature was changed to respective temperatures of 120 ° C, 125 ° C, 130 ° C and 135 ° C, and the dyeing time was changed to respective time of 10 minutes, 30 minutes and 60 minutes. Each dyeing material (polyester dyeing cloth) was obtained.

[Test Example 3]

The color of each polyester dyed cloth dyed in Example 6 and Comparative Example 4 was measured with a spectrophotometer (Color-Eye 3100, manufactured by Macbeth). When the color of the dyeing cloth of 135 ° C. and 60 minutes of each example is defined as a standard, the results for the color difference ΔE of each dyeing cloth of 120 ° C., 125 ° C. and 130 ° C., and 10, 30 and 60 minutes are obtained. It is shown in Table 2. As described above, from the viewpoint of good reproducibility in dyeing at a lowered temperature, the smaller the color difference ΔE is, the better.

[Table 2] Color difference ΔE of dyed cloth at each temperature and each time condition

Figure pct00005

Compared with the dispersion dye composition of Comparative Example 4, the disperse dye composition of Example 6 had a small color difference even when the dyeing temperature was low and the dyeing time was short.

As apparent from the above results, the disperse dye composition of the present invention exhibited excellent light fastness when dyed the hydrophobic fiber material as compared with the commercial disperse dye composition. Furthermore, in the disperse dye composition according to the present invention, even when dyeing hydrophobic fiber materials having different thicknesses from the front side and the back side, the front side and the back side were dyed substantially the same, and the dyeing properties at the time of dyeing were uniform. Moreover, even if the dyeing temperature is low and the dyeing time is short, a dye having a small color difference can be obtained, and the disperse dye composition of the present invention was also excellent from the viewpoint of energy saving. On the other hand, the compositions of commercially available disperse dyes blended in each comparative example have non-uniform dyeing properties of fiber materials with different thicknesses, and are affected by the dyeing temperature and dyeing time, causing color differences, and thus It has been found that reduction and shortening of staining time are not possible. These results show that the disperse dye composition which concerns on this invention is large in practical use.

Industrial availability

The disperse dye composition which concerns on this invention has the outstanding light fastness with respect to environmental conditions, and the balance of the light fastness among three primary colors is good. In addition, it is possible to dye at low temperatures while maintaining good reproducibility in dyeing. Thus, this disperse dye composition can be suitably used in dyeing synthetic fiber materials for automotive interior materials that are often exposed to high temperature, high humidity conditions.

Claims (5)

Disperse dye composition comprising:
A yellow disperse dye composition comprising a yellow disperse dye represented by the following Formula (1) and a yellow disperse dye represented by the following Formula (2);
Red dispersion dye composition containing the red dispersion dye represented by following formula (3), and the red dispersion dye represented by following formula (4); And
Blue dispersion dye composition containing the blue dispersion dye represented by following formula (5), and the blue dispersion dye represented by following formula (6):
Figure pct00006

Figure pct00007

Wherein n is an integer from 1 to 4
Figure pct00008

Wherein R 1 represents a mixture of CH 3 and C 2 H 4 OCH 3 .
The weight ratio of the yellow disperse dye (1) and the yellow disperse dye (2) is from 3:97 to 15:85, and / or the red disperse dye (3) and the red disperse dye (4). The disperse dye composition of which the weight ratio of is 99: 1-85:15, and / or the weight ratio of the blue disperse dye (5) and the blue disperse dye (6) is 85:15-70:30. A method of dyeing a hydrophobic fiber material using the disperse dye composition according to claim 1. Hydrophobic fiber material dyed according to the dyeing method according to claim 3. An article comprising the hydrophobic fiber material according to claim 4.
KR1020147002426A 2011-08-01 2012-07-27 Disperse dye composition and method for dyeing hydrophobic textile materials using same KR20140045518A (en)

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