WO2013018713A1 - 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 PDFInfo
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- WO2013018713A1 WO2013018713A1 PCT/JP2012/069188 JP2012069188W WO2013018713A1 WO 2013018713 A1 WO2013018713 A1 WO 2013018713A1 JP 2012069188 W JP2012069188 W JP 2012069188W WO 2013018713 A1 WO2013018713 A1 WO 2013018713A1
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- disperse dye
- dyeing
- dye composition
- parts
- disperse
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- 0 *N(C(c(c(N)c1C(c2ccccc22)=O)c3c(N)c1C2=O)=O)C3=O Chemical compound *N(C(c(c(N)c1C(c2ccccc22)=O)c3c(N)c1C2=O)=O)C3=O 0.000 description 1
- DFHXKIKAWAILRO-UHFFFAOYSA-N Cc1c(C(c(c(C=O)c(cc2)O)c2N)=O)c(O)ccc1N Chemical compound Cc1c(C(c(c(C=O)c(cc2)O)c2N)=O)c(O)ccc1N DFHXKIKAWAILRO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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
- D06P1/20—Anthraquinone dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/503—Amino-hydroxy-anthraquinones; Ethers and esters thereof unsubstituted amino-hydroxy anthraquinone
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
- C09B1/542—Anthraquinones with aliphatic, cycloaliphatic, araliphatic or aromatic ether groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes 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
- C09B5/2409—Dyes 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
- C09B5/2436—Dyes 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
- C09B5/2445—Phtaloyl isoindoles
- C09B5/2454—5,6 phtaloyl dihydro isoindoles
- C09B5/2463—1,3 oxo or imino derivatives
- C09B5/2472—1,3 dioxo derivatives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/12—Perinones, i.e. naphthoylene-aryl-imidazoles
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General 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
- D06P1/16—General 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Definitions
- 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 method for dyeing a hydrophobic fiber material using the same.
- Synthetic fiber materials used for automobile interior materials require strong temperature resistance and light resistance because the interior of automobiles is hot and humid and the exposure time to sunlight is much longer than other general clothing fiber materials. Is done.
- a method of dyeing fibers using a dye having strong light resistance has been taken.
- the balance of lightfastness of each of the yellow dye, red dye and blue dye is different, only a part of the color will fade due to long exposure. It is likely that the situation will gradually increase with time. For this reason, the yellow dye, the red dye, and the blue dye to be used are required to have a balanced light resistance that fades in the same manner, but such a dye has not been obtained.
- the shape of the yarn, the blended fiber in which other materials are blended with the polyester fiber used, the dyeing density, the color tone, etc. will be different even in the same dyeing method.
- dyes having excellent dye reproducibility are required under various dyeing conditions.
- the dyeing reproducibility of the dyed synthetic fiber material will be different.
- the object of the present invention is to provide a strong and uniform light fastness for each color of yellow dyes, red dyes, and blue dyes. It is to provide a dye composition and a dyeing method.
- the present inventors have combined the following specific disperse dyes, so that the disperse dyes of the three primary colors have a strong and well balanced light fastness, and at the time of dyeing
- the present invention has been completed by finding a disperse dye composition having excellent dyeing characteristics and excellent reproducibility even when the dyeing temperature is lowered, and a dyeing method using the same.
- 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): A red disperse dye containing a red disperse dye represented by the following formula (3) and a red disperse dye represented by the following formula (4); a blue disperse dye represented by the following formula (5); The disperse dye composition containing the blue disperse dye composition containing the blue disperse dye shown by following formula (6). [Wherein n is an integer of 1 to 4. ] [Wherein R 1 is a mixture of CH 3 and C 2 H 4 OCH 3 . ] [2].
- the weight ratio of the yellow disperse dye (1) to the yellow disperse dye (2) is 3:97 to 15:85 and / or the weight of the red disperse dye (3) and the red disperse dye (4) In the above item [1], the ratio is 99: 1 to 85:15, and / or the weight ratio of the blue disperse dye (5) to the blue disperse dye (6) is 85:15 to 70:30.
- the disperse dye composition as described. [3].
- a disperse dye composition containing each of the three primary color (yellow, red and blue) disperse dye compositions containing the specific disperse dye according to the present invention, and a synthetic fiber material dyed using the disperse dye composition Has excellent light fastness to environmental conditions and has a good balance of light fastness of the three primary colors, and in addition, the disperse dye composition maintains good reproducibility during dyeing. It is possible to keep the dyeing temperature low.
- the disperse dye composition of the present invention is a yellow disperse dye composition comprising a yellow disperse dye represented by the formula (1) and a yellow disperse dye represented by the formula (2), and represented by the formula (3).
- a red disperse dye composition comprising a red disperse dye and a red disperse dye represented by formula (4), a blue disperse dye represented by formula (5) and a formula (6)
- a blue disperse dye composition containing a blue disperse dye is contained.
- the yellow disperse dye represented by the formula (1) is C.I. I. Disperse Yellow 64. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
- the substitution position of the methoxy group substituted for the phenyl group of the benzimidazole structure is not particularly limited, and may be a mixture.
- C.I. I. A dye known as Disperse Yellow 71 can be mentioned.
- this disperse dye can also be manufactured based on well-known literature, a commercially available dye can also be used.
- the weight ratio of the yellow disperse dye (1) to the yellow disperse dye (2) is preferably from 3:97 to 15:85.
- the red disperse dye represented by the formula (3) is C.I. I. Disperse Red 60. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
- the red disperse dye represented by the formula (4) is C.I. I. Disperse Red 91. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
- the weight ratio of the red disperse dye (3) to the red disperse dye (4) is preferably 99: 1 to 85:15.
- the blue disperse dye represented by the formula (5) is not particularly limited as long as the number and position of substitution of bromine atoms can be substituted, and may be a mixture thereof.
- C.I. I. A dye known as Disperse Blue 56 may be mentioned.
- this disperse dye can also be manufactured based on well-known literature, a commercially available dye can also be used.
- the blue disperse dye represented by the formula (6) is a mixture of R 1 , for example, C.I. I. Disperse Blue 204. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
- the weight ratio of the blue disperse dye (5) to the blue disperse dye (6) is preferably 85:15 to 70:30.
- 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 desired dyeing shade, and exceeds 0% by weight. For example, it is usually more than 0% by weight and less than 99.99% by weight, typically more than 0% by weight and less than 99.9% by weight, as long as it is less than 100% by weight. May be more than 0% by weight and 99% by weight or less, more typically more than 0% by weight and 98% by weight or less.
- disperse dye composition of the present invention other disperse dyes can be further mixed and used in order to adjust the hue, or to adjust the light fastness, dyeing characteristics, and the like.
- Other disperse dyes may be used in addition to the dyeing.
- dyes other than disperse dyes for example, direct dyes, reactive dyes, basic dyes and the like can be mixed and used.
- Other dyes and dyeing agents may be used in addition to the dyeing.
- the disperse dye composition of the present invention may contain a solvent such as water, a carrier described later, and a dispersant described later.
- the disperse dye composition of the present invention may be prepared as a desired disperse dye composition by mixing a necessary amount of each raw material of a disperse dye and then subjecting it to a fine particle (dispersion) treatment. Or you may mix, after performing the micronization (dispersion) process separately about each of these dye raw materials. In the latter case, it may be formed in the dye bath by adding a disperse dye which has been individually finely divided (dispersed) in the dye bath. In the fine particle (dispersion) treatment, a dispersant is usually used as described later. Moreover, you may add the below-mentioned dispersing agent later to the disperse dye composition finely divided.
- the fine particle treatment includes formalin condensate of naphthalene sulfonic acid and alkylbenzene sulfonic acid, formalin condensate of naphthalene sulfonic acid, formalin condensate of cresol sulfonic acid, cresol and 2-naphthol-6-sulfonic acid.
- Dispersants such as formalin condensate, formalin condensate of alkylnaphthalene sulfonic acid, formalin condensate of creosote oil sulfonic acid; anionic dispersant such as lignin sulfonic acid; block copolymer of ethylene oxide and propylene oxide, alkylphenol A small amount of a nonionic dispersant such as an ethylene oxide adduct of polystyrene and an ethylene oxide adduct of polystyreneated phenol; a mixture of the anionic dispersant and the nonionic dispersant, and a disperse dye bulk powder In the presence of water A ball mill or by using a pulverizer such as a sand mill, and a method to sufficiently wet pulverization until the normal becomes about 0.2 ⁇ 2.mu..
- the disperse dye composition of the present invention is, for example, in the form of a liquid or paste that is finely divided, or is dried by a spray drying method or the like and then used for dyeing.
- the polyester (PET) fiber which is a synthetic fiber material, a cationic dyeable polyester (CDP) fiber, a triacetate fiber, a diacetate fiber, a polyamide fiber, or a blended product of these is mentioned. It is done. Further, it may be a blend of these and recycled fibers such as rayon or natural fibers such as cotton, silk, wool. Further, the thickness of the hydrophobic fiber material is not particularly limited, but the average thickness is preferably about 0.1 to 10 d (denier).
- the fiber material is immersed in an aqueous medium in which the disperse dye composition of the present invention is dissolved, and is preferably 105 ° C. or higher, more preferably 110 ° C. to 140 ° C., preferably 30 minutes under pressure. Can be stained for up to 1 hour. Particularly preferably, the dyeing can be performed at 120 to 130 ° C. for 30 to 45 minutes. It can also be dyed, for example, in the boiling state of water in the presence of a carrier such as o-phenylphenol or trichlorobenzene.
- a carrier such as o-phenylphenol or trichlorobenzene.
- the dye dispersion of the disperse dye composition of the present invention may be padded on a cloth and dyed by a so-called thermosol method in which a dry heat treatment is performed at 150 to 230 ° C. for 30 seconds to 1 minute.
- natural paste for example, locust bean gum, guar gum, etc.
- processed paste for example, fiber derivatives such as carboxymethyl cellulose, processed locust bean gum, etc.
- synthetic paste A printing paste may be prepared together with an agent (for example, polyvinyl alcohol, polyvinyl acetic acid, etc.), printed on a cloth, and then dyed by a printing method in which a steaming or thermosol treatment is performed.
- an ink obtained by adding a non-drying agent such as glycerin or diethylene glycol to the disperse dye composition of the present invention is prepared, and an ink jet printer is used on a cloth that is preliminarily provided with a paste or the like by padding or the like.
- dyeing may be performed by an inkjet printing method in which steaming or thermosol processing is performed.
- the amount of the disperse dye composition of the present invention used for dyeing is arbitrary, but for example, when using a 3 denier fiber material, 0.05 to 20% o.d. w. f. (Weight to fiber) is preferred, 0.2 to 10% o. w. f. The degree is particularly preferred.
- Example 1 Yellow disperse dye composition (A-1) of Reference Example 1 0.131% o.d. w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 2 (B-1) 0.050% o. w. f. (Weight to fiber) and the blue disperse dye composition (C-1) of Reference Example 3 at 0.061% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f.
- a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature.
- 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts.
- Each dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
- Example 2 Yellow disperse dye composition (A-2) of Reference Example 4 0.131% o.d. w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 5 (B-2) 0.050% o. w. f. (Weight to fiber) and 0.061% o.e. blue disperse dye composition (C-2) of Reference Example 6.
- w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. Was added, and a dyeing bath with a total amount of 2000 parts was prepared.
- Example 3 Yellow disperse dye composition (A-3) of Reference Example 7 0.131% o.d. w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 8 (B-3) 0.050% o. w. f. (Weight to fiber) and 0.061% o.e. blue disperse dye composition (C-3) of Reference Example 9 w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f.
- Distar Yellow HLA from Dystar is 0.094% o. w. f. (Vs. fiber weight) and Dianix Red HLA 0.032% o.d. w. f. (Vs. fiber weight) and Dianix Blue HLA 0.079% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f.
- a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature.
- 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to a total of 3000 parts by adding water.
- Each dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyed product (polyester dyed cloth).
- Example 4 Yellow disperse dye composition (A-1) of Reference Example 1 0.262% o.d. w. f. (Weight to fiber) and 0.100% o.d. red disperse dye composition (B-1) of Reference Example 2. w. f. (Weight to fiber) and blue disperse dye composition (C-1) of Reference Example 3 0.122% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f.
- a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature.
- 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts.
- Each dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyed product (polyester dyed cloth).
- Example 5 0.524% o.e. yellow disperse dye composition (A-1) of Reference Example 1 w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 2 (B-1) 0.200% o. w. f. (Weight to fiber) and the blue disperse dye composition of Reference Example 3 (C-1) 0.244% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f.
- a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature.
- 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to a total of 3000 parts by adding water.
- Each dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyed product (polyester dyed cloth).
- a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature.
- 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts.
- Each dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
- a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature.
- 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts.
- Each dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
- Example 2 For each of the polyester dyed fabrics dyed in Example 1, Example 4, Example 5, Comparative Example 1, Comparative Example 2, and Comparative Example 3, the hue was measured with a spectrocolorimeter (Color-Eye 3100 manufactured by Macbeth). did. Table 1 shows the hue difference ⁇ E between the dyed fabrics at 120 ° C, 125 ° C, and 130 ° C with the hue of the dyed fabric at 135 ° C as a standard. The smaller the hue difference ⁇ E, the better. That is, the smaller the hue difference ⁇ E at a lower temperature relative to the hue (standard) of the dyed fabric at 135 ° C., the better the reproducibility when dyeing at a reduced temperature.
- Example 1 Compared with Example 1, Example 4, and Example 5, the dyed fabrics of Comparative Example 1, Comparative Example 2, and Comparative Example 3 have a large hue difference when the dyeing temperature is lowered, and are practically used at 125 ° C. or lower. It was not. In other words, compared with Comparative Example 1, Comparative Example 2, and Comparative Example 3, the dyed fabrics of Example 1, Example 4, and Example 5 had much smaller hue differences even when the dyeing temperature was lowered.
- Example 6 dyeing is performed under the same conditions except that the dyeing temperature is 120 ° C, 125 ° C, 130 ° C, and 135 ° C, and the dyeing time is 10 minutes, 30 minutes, and 60 minutes. Each dyed product (polyester dyed cloth) was obtained.
- Comparative Example 4 In Comparative Example 2, dyeing is performed under the same conditions except that the dyeing temperature is 120 ° C, 125 ° C, 130 ° C, and 135 ° C, and the dyeing time is 10 minutes, 30 minutes, and 60 minutes. Each dyed product (polyester dyed cloth) was obtained.
- Example 3 The hue of each polyester dyed fabric dyed in Example 6 and Comparative Example 4 was measured with a spectrocolorimeter (Color-Eye 3100 manufactured by Macbeth). Table 2 shows the difference ⁇ E between the hues of the dyed fabrics at 120 ° C, 125 ° C and 130 ° C, and 10 minutes, 30 minutes and 60 minutes, with the hues of the dyed fabrics at 135 ° C and 60 minutes of each example as standard. Show. As described above, from the viewpoint of good reproducibility during dyeing at a reduced temperature, the smaller the hue difference ⁇ E, the better.
- the disperse dye composition of Example 6 had a smaller hue difference even when the dyeing temperature was lower and the dyeing time was shorter than the disperse dye composition of Comparative Example 4.
- the disperse dye composition of the present invention exhibited excellent light fastness when dyeing a hydrophobic fiber material as compared with a commercially available disperse dye composition. Furthermore, even if the disperse dye composition of the present invention dyes a fiber material having front and back hydrophobic fiber materials having different thicknesses, the disperse dye composition is dyed in substantially the same manner, and the dyeing characteristics at the time of dyeing are uniform. In addition, even if the dyeing temperature is low or the dyeing time is short, a dyed product having a small difference in hue is obtained, and the disperse dye composition of the present invention is excellent from the viewpoint of energy saving.
- the mixed composition of commercially available disperse dyes in the comparative example does not have the same dyeing characteristics of fiber materials with different thicknesses, and causes a difference in hue due to the influence of dyeing temperature and dyeing time, thereby reducing dyeing temperature and dyeing. It turns out that the time cannot be shortened.
- the disperse dye composition according to the present invention has excellent light fastness against environmental conditions and has a good balance of light fastness of the three primary colors, and in addition, maintains good reproducibility during dyeing. It is possible to keep the dyeing temperature low. Therefore, this disperse dye composition can be suitably used for dyeing synthetic fiber materials for automobile interior materials that are often exposed to high temperature and high humidity conditions.
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Abstract
Description
本発明者等は、前記課題を解決すべく鋭意研究の結果、下記の特定の各種分散染料を組みあわせることによって、三原色の分散染料が強くバランスの良い耐光堅牢度を持ち、かつ、染色時の染色温度を下げても染色特性が揃い再現性に優れた分散染料組成物、ならびにそれを用いた染色法を見出して、本発明を完成させるに至った。 Said object is achieved by the invention as defined below.
As a result of diligent research to solve the above problems, the present inventors have combined the following specific disperse dyes, so that the disperse dyes of the three primary colors have a strong and well balanced light fastness, and at the time of dyeing The present invention has been completed by finding a disperse dye composition having excellent dyeing characteristics and excellent reproducibility even when the dyeing temperature is lowered, and a dyeing method using the same.
[1].下記式(1)で示される黄色系分散染料、および下記式(2)で示される黄色系分散染料を含む黄色系分散染料組成物、
下記式(3)で示される赤色系分散染料、および下記式(4)で示される赤色系分散染料を含む赤色系分散染料組成物、ならびに
下記式(5)で示される青色系分散染料、および下記式(6)で示される青色系分散染料を含む青色系分散染料組成物
を含有する分散染料組成物。
[式中、nは1~4の整数である。]
[式中、R1はCH3とC2H4OCH3の混合物である。]
[2].黄色系分散染料(1)と黄色系分散染料(2)の重量比率が3:97~15:85であり、および/または、赤色系分散染料(3)と赤色系分散染料(4)の重量比率が99:1~85:15であり、および/または、青色系分散染料(5)と青色系分散染料(6)の重量比率が85:15~70:30である上記[1]項に記載の分散染料組成物。
[3].上記[1]または[2]項に記載の分散染料組成物を用いることを特徴とする疎水性繊維材料の染色法。
[4].上記[3]項に記載の染色法で染色された疎水性繊維材料。
[5].上記[4]項に記載の疎水性繊維材料を含む物品。 That is, the aspects of the present invention are as follows.
[1]. 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):
A red disperse dye containing a red disperse dye represented by the following formula (3) and a red disperse dye represented by the following formula (4); a blue disperse dye represented by the following formula (5); The disperse dye composition containing the blue disperse dye composition containing the blue disperse dye shown by following formula (6).
[Wherein n is an integer of 1 to 4. ]
[Wherein R 1 is a mixture of CH 3 and C 2 H 4 OCH 3 . ]
[2]. The weight ratio of the yellow disperse dye (1) to the yellow disperse dye (2) is 3:97 to 15:85 and / or the weight of the red disperse dye (3) and the red disperse dye (4) In the above item [1], the ratio is 99: 1 to 85:15, and / or the weight ratio of the blue disperse dye (5) to the blue disperse dye (6) is 85:15 to 70:30. The disperse dye composition as described.
[3]. A method for dyeing a hydrophobic fiber material, comprising using the disperse dye composition according to the item [1] or [2].
[4]. The hydrophobic fiber material dye | stained by the dyeing | staining method as described in said [3].
[5]. An article comprising the hydrophobic fiber material according to item [4].
本発明の分散染料組成物は、前記式(1)で示される黄色系分散染料および前記式(2)で示される黄色系分散染料を含む黄色系分散染料組成物、前記式(3)で示される赤色系分散染料および前記式(4)で示される赤色系分散染料を含む赤色系分散染料組成物、ならびに、前記式(5)で示される青色系分散染料および前記式(6)で示される青色系分散染料を含む青色系分散染料組成物を含有する。 The present invention is described in detail below.
The disperse dye composition of the present invention is a yellow disperse dye composition comprising a yellow disperse dye represented by the formula (1) and a yellow disperse dye represented by the formula (2), and represented by the formula (3). A red disperse dye composition comprising a red disperse dye and a red disperse dye represented by formula (4), a blue disperse dye represented by formula (5) and a formula (6) A blue disperse dye composition containing a blue disperse dye is contained.
式(2)で示される黄色系分散染料については、ベンゾイミダゾール構造のフェニル基に置換するメトキシ基の置換位置は特に限定されず、混合物であってもよい。例えば、C.I.Disperse イエロー 71として公知である染料が挙げられる。また、この分散染料は、公知文献に基づいて製造することもできるが、市販の染料を使用することもできる。
黄色系分散染料(1)と黄色系分散染料(2)の重量比率は、3:97~15:85が好ましい。 The yellow disperse dye represented by the formula (1) is C.I. I. Disperse Yellow 64. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
Regarding the yellow disperse dye represented by the formula (2), the substitution position of the methoxy group substituted for the phenyl group of the benzimidazole structure is not particularly limited, and may be a mixture. For example, C.I. I. A dye known as Disperse Yellow 71 can be mentioned. Moreover, although this disperse dye can also be manufactured based on well-known literature, a commercially available dye can also be used.
The weight ratio of the yellow disperse dye (1) to the yellow disperse dye (2) is preferably from 3:97 to 15:85.
式(4)で示される赤色系分散染料は、C.I.Disperse レッド 91である。この分散染料は、公知文献に基づいて製造することもできるが、市販の染料を使用することもできる。
赤色系分散染料(3)と赤色系分散染料(4)の重量比率は、99:1~85:15が好ましい。 The red disperse dye represented by the formula (3) is C.I. I. Disperse Red 60. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
The red disperse dye represented by the formula (4) is C.I. I. Disperse Red 91. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
The weight ratio of the red disperse dye (3) to the red disperse dye (4) is preferably 99: 1 to 85:15.
式(6)で示される青色系分散染料は、R1について混合物であり、例えば、C.I.Disperse ブルー 204が挙げられる。この分散染料は、公知文献に基づいて製造することもできるが、市販の染料を使用することもできる。
青色系分散染料(5)と青色系分散染料(6)の重量比率は、85:15~70:30が好ましい。 The blue disperse dye represented by the formula (5) is not particularly limited as long as the number and position of substitution of bromine atoms can be substituted, and may be a mixture thereof. For example, C.I. I. A dye known as Disperse Blue 56 may be mentioned. Moreover, although this disperse dye can also be manufactured based on well-known literature, a commercially available dye can also be used.
The blue disperse dye represented by the formula (6) is a mixture of R 1 , for example, C.I. I. Disperse Blue 204. Although this disperse dye can be manufactured based on well-known literature, a commercially available dye can also be used.
The weight ratio of the blue disperse dye (5) to the blue disperse dye (6) is preferably 85:15 to 70:30.
同様にして分散染料以外の染料、例えば、直接染料、反応性染料、塩基性染料等を混合して使用することもできる。他の染料や染色薬剤は、染色時に加えて使用してもよい。
その他、本発明の分散染料組成物は、水等の溶剤、後記のキャリヤーや後記の分散剤を含んでいてもよい。 In the disperse dye composition of the present invention, other disperse dyes can be further mixed and used in order to adjust the hue, or to adjust the light fastness, dyeing characteristics, and the like. Other disperse dyes may be used in addition to the dyeing.
Similarly, dyes other than disperse dyes, for example, direct dyes, reactive dyes, basic dyes and the like can be mixed and used. Other dyes and dyeing agents may be used in addition to the dyeing.
In addition, the disperse dye composition of the present invention may contain a solvent such as water, a carrier described later, and a dispersant described later.
前記式(1)で示される黄色系分散染料(C.I.Disperse イエロー 64を使用;以下「分散染料(1)」と称する。)の原末7.8部、前記式(2)で示される黄色系分散染料(C.I.Disperse イエロー 71を使用;以下「分散染料(2)」と称する。)の原末92.2部を合わせ、これらの原末の合計量と同量の分散剤(デモールN:β-ナフタレンスルホン酸ホルマリン縮合物のナトリウム塩)を加えて微粒子化処理を行って、黄色系分散染料組成物(A-1)を製造した。 [Reference Example 1]
7.8 parts of bulk powder of the yellow disperse dye represented by the formula (1) (using CI Disperse Yellow 64; hereinafter referred to as “dispersion dye (1)”), represented by the formula (2) 92.2 parts of the powdery yellow disperse dye (using CI Disperse Yellow 71; hereinafter referred to as “dispersion dye (2)”) is combined, and the same amount of dispersion as the total amount of these powders An agent (Demol N: sodium salt of β-naphthalenesulfonic acid formalin condensate) was added to carry out micronization treatment to produce a yellow disperse dye composition (A-1).
前記式(3)で示される赤色系分散染料(C.I.Disperse レッド 60を使用;以下「分散染料(3)」と称する。)の原末90部、前記式(4)で示される赤色系分散染料(C.I.Disperse レッド 91を使用;以下「分散染料(4)」と称する。)の原末10部を合わせ、これらの原末の合計量と同量の分散剤(デモールN:β-ナフタレンスルホン酸ホルマリン縮合物のナトリウム塩)を加えて微粒子化処理を行って、赤色系分散染料組成物(B-1)を製造した。 [Reference Example 2]
90 parts of the raw powder of the red disperse dye represented by the formula (3) (using CI Disperse Red 60; hereinafter referred to as “dispersion dye (3)”), the red color represented by the formula (4) 10 parts of the raw powder of the system disperse dye (using CI Disperse Red 91; hereinafter referred to as “dispersion dye (4)”) is combined, and the same amount of dispersant (Demol N) : Sodium salt of β-naphthalenesulfonic acid formalin condensate) was added to form a fine particle, and a red disperse dye composition (B-1) was produced.
前記式(5)で示される青色系分散染料(C.I.Disperse ブルー 56を使用;以下「分散染料(5)」と称する。)の原末75部、前記式(6)で示される青色系分散染料(C.I.Disperse ブルー 204を使用;以下「分散染料(6)」と称する。)の原末25部を合わせ、これらの原末の合計量と同量の分散剤(デモールN:β-ナフタレンスルホン酸ホルマリン縮合物のナトリウム塩)を加えて微粒子化処理を行って、青色系分散染料組成物(C-1)を製造した。 [Reference Example 3]
75 parts of the bulk powder of the blue disperse dye represented by the formula (5) (using CI Disperse Blue 56; hereinafter referred to as “dispersion dye (5)”), the blue discoloration represented by the formula (6) 25 parts by weight of a base disperse dye (using CI Disperse Blue 204; hereinafter referred to as “dispersion dye (6)”) is combined with a dispersant (Demol N) in the same amount as the total amount of these base powders. : Sodium salt of β-naphthalenesulfonic acid formalin condensate) was added to form a fine particle, and a blue disperse dye composition (C-1) was produced.
参考例1と同様に、分散染料(1)の原末10部、分散染料(2)の原末90部を用いて黄色系分散染料組成物(A-2)を製造した。 [Reference Example 4]
In the same manner as in Reference Example 1, a yellow disperse 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).
参考例2と同様に、分散染料(3)の原末95部、分散染料(4)の原末5部を用いて赤色系分散染料組成物(B-2)を製造した。 [Reference Example 5]
In the same manner as in Reference Example 2, a red disperse dye composition (B-2) was produced using 95 parts of the bulk powder of the disperse dye (3) and 5 parts of the bulk powder of the disperse dye (4).
参考例3と同様に、分散染料(5)の原末70部、分散染料(6)の原末30部を用いて青色系分散染料組成物(C-2)を製造した。 [Reference Example 6]
In the same manner as in Reference Example 3, a blue disperse dye composition (C-2) was produced using 70 parts of the bulk powder of the disperse dye (5) and 30 parts of the bulk powder of the disperse dye (6).
参考例1と同様に、分散染料(1)の原末5部、分散染料(2)の原末95部を用いて黄色系分散染料組成物(A-3)を製造した。 [Reference Example 7]
In the same manner as in Reference Example 1, a yellow disperse dye composition (A-3) was produced using 5 parts of the bulk powder of the disperse dye (1) and 95 parts of the bulk powder of the disperse dye (2).
参考例2と同様に、分散染料(3)の原末97部、分散染料(4)の原末3部を用いて赤色系分散染料組成物(B-3)を製造した。 [Reference Example 8]
In the same manner as in Reference Example 2, a red disperse dye composition (B-3) was produced using 97 parts of the bulk powder of the disperse dye (3) and 3 parts of the bulk powder of the disperse dye (4).
参考例3と同様に、分散染料(5)の原末80部、分散染料(6)の原末20部を用いて青色系分散染料組成物(C-3)を製造した。 [Reference Example 9]
In the same manner as in Reference Example 3, a blue disperse dye composition (C-3) was produced using 80 parts of the bulk powder of the disperse dye (5) and 20 parts of the bulk powder of the disperse dye (6).
参考例1の黄色系分散染料組成物(A-1)0.131%o.w.f.(対繊維重量)と、参考例2の赤色系分散染料組成物(B-1)0.050%o.w.f.(対繊維重量)と、参考例3の青色系分散染料組成物(C-1)を0.061%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、120℃、125℃、130℃及び135℃の各々の温度で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、各染色物に対して80℃、10分間の還元洗浄を施した後に、水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Example 1]
Yellow disperse dye composition (A-1) of Reference Example 1 0.131% o.d. w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 2 (B-1) 0.050% o. w. f. (Weight to fiber) and the blue disperse dye composition (C-1) of Reference Example 3 at 0.061% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. And a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts. Each dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
参考例4の黄色系分散染料組成物(A-2)0.131%o.w.f.(対繊維重量)と、参考例5の赤色系分散染料組成物(B-2)0.050%o.w.f.(対繊維重量)と、参考例6の青色系分散染料組成物(C-2)0.061%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、135℃で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、染色物に対して80℃、10分間の還元洗浄を施した後に、水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Example 2]
Yellow disperse dye composition (A-2) of Reference Example 4 0.131% o.d. w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 5 (B-2) 0.050% o. w. f. (Weight to fiber) and 0.061% o.e. blue disperse dye composition (C-2) of Reference Example 6. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. Was added, and a dyeing bath with a total amount of 2000 parts was prepared. 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) was immersed and dyed at 135 ° C. for 40 minutes. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to a total of 3000 parts by adding water. The dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
参考例7の黄色系分散染料組成物(A-3)0.131%o.w.f.(対繊維重量)と、参考例8の赤色系分散染料組成物(B-3)0.050%o.w.f.(対繊維重量)と、参考例9の青色系分散染料組成物(C-3)0.061%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、135℃で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、染色物に対して80℃、10分間の還元洗浄を施した後に、水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Example 3]
Yellow disperse dye composition (A-3) of Reference Example 7 0.131% o.d. w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 8 (B-3) 0.050% o. w. f. (Weight to fiber) and 0.061% o.e. blue disperse dye composition (C-3) of Reference Example 9 w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. Was added, and a dye bath having a total amount of 2000 parts was prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) was immersed and dyed at 135 ° C. for 40 minutes. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts. The dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
市販のダイスター社のDianix Yellow HLAを0.094%o.w.f.(対繊維重量)と、Dianix Red HLAを0.032%o.w.f.(対繊維重量)と、Dianix Blue HLAを0.079%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、120℃、125℃、130℃及び135℃の各々の温度で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、各染色物に対して80℃、10分間の還元洗浄を施した後に、水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Comparative Example 1]
Commercially available Distar Yellow HLA from Dystar is 0.094% o. w. f. (Vs. fiber weight) and Dianix Red HLA 0.032% o.d. w. f. (Vs. fiber weight) and Dianix Blue HLA 0.079% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. And a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to a total of 3000 parts by adding water. Each dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyed product (polyester dyed cloth).
[耐光堅牢度試験]
フェードメーター(ブラックパネル温度:89℃±3℃、84メガジュール)キセノンランプを用いて、162W/平方メートル、144時間条件で、染色物に光照射し、照射部分の変褪色をJIS L-0804の変褪色用グレースケールにて判定した。
実施例1の135℃で染色したポリエステル染色布、実施例2、実施例3で染色したポリエステル染色布の耐光堅牢度は、すべて4-5級であった。
比較例1の135℃で染色したポリエステル染色布の耐光堅牢度は3-4級であった。 [Test Example 1]
[Light fastness test]
Using a fade meter (black panel temperature: 89 ° C. ± 3 ° C., 84 megajoule) xenon lamp, the dyed product was irradiated with light under the condition of 162 W / square meter for 144 hours, and the discoloration color of the irradiated part was changed according to JIS L-0804. Judgment was made with a gray scale for color change.
The light fastnesses of the polyester dyed fabric dyed at 135 ° C. in Example 1 and the polyester dyed fabric dyed in Examples 2 and 3 were all grades 4-5.
The light fastness of the polyester dyed fabric dyed at 135 ° C. in Comparative Example 1 was grade 3-4.
参考例1の黄色系分散染料組成物(A-1)0.262%o.w.f.(対繊維重量)と、参考例2の赤色系分散染料組成物(B-1)0.100%o.w.f.(対繊維重量)と、参考例3の青色系分散染料組成物(C-1)0.122%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、120℃、125℃、130℃及び135℃の各々の温度で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、各染色物を80℃、10分間の還元洗浄を施した後に、水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Example 4]
Yellow disperse dye composition (A-1) of Reference Example 1 0.262% o.d. w. f. (Weight to fiber) and 0.100% o.d. red disperse dye composition (B-1) of Reference Example 2. w. f. (Weight to fiber) and blue disperse dye composition (C-1) of Reference Example 3 0.122% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. And a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts. Each dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyed product (polyester dyed cloth).
参考例1の黄色系分散染料組成物(A-1)0.524%o.w.f.(対繊維重量)と、参考例2の赤色系分散染料組成物(B-1)0.200%o.w.f.(対繊維重量)と、参考例3の青色系分散染料組成物(C-1)0.244%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、120℃、125℃、130℃及び135℃の各々の温度で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、各染色物を80℃、10分間の還元洗浄を施した後に、水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Example 5]
0.524% o.e. yellow disperse dye composition (A-1) of Reference Example 1 w. f. (Weight to fiber) and the red disperse dye composition of Reference Example 2 (B-1) 0.200% o. w. f. (Weight to fiber) and the blue disperse dye composition of Reference Example 3 (C-1) 0.244% o. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. And a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to a total of 3000 parts by adding water. Each dyed product was subjected to reduction washing at 80 ° C. for 10 minutes, and then washed with water and dried to obtain a dyed product (polyester dyed cloth).
市販のダイスター社のDianix Yellow HLAを0.187%o.w.f.(対繊維重量)と、Dianix Red HLAを0.064%o.w.f.(対繊維重量)と、Dianix Blue HLAを0.158%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、120℃、125℃、130℃及び135℃の各々の温度で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、各染色物を80℃、10分間の還元洗浄を施した後に水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Comparative Example 2]
A commercially available Dystar Dianix Yellow HLA is 0.187% o.d. w. f. (Vs. fiber weight) and Dianix Red HLA 0.064% o.d. w. f. (Vs. fiber weight) and Dianix Blue HLA 0.158% o.d. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. And a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts. Each dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
市販のダイスター社のDianix Yellow HLAを0.374%o.w.f.(対繊維重量)と、Dianix Red HLAを0.128%o.w.f.(対繊維重量)と、Dianix Blue HLAを0.316%o.w.f.(対繊維重量)とを水に加え、酢酸と酢酸ナトリウムによりpH4.5に調整し、サンライフ LP-240(日華化学(株)製、紫外線吸収剤)2.0%o.w.f.を加え、全量を2000部とした染浴を調製し、ポリエステル繊維起毛織物(表側が0.3デニールと裏側が3デニール糸使用)100部を浸漬し、120℃、125℃、130℃及び135℃の各々の温度で40分間染色した。次いで、45%のカセイソーダ6部、ハイドロサルファイト6部、サンモールRCー700(日華化学(株)製、アニオン性界面活性剤)3部に水を加えて全量3000部とした浴で、各染色物を80℃、10分間の還元洗浄を施した後に水洗、乾燥して染色物(ポリエステル染色布)を得た。 [Comparative Example 3]
Commercially available Daistar Yellow HLA manufactured by Daistar Co., Ltd. was 0.374% o.d. w. f. (Vs. fiber weight) and Dianix Red HLA 0.128% o.d. w. f. (Vs. fiber weight) and Dianix Blue HLA 0.316% o.d. w. f. (Weight to fiber) was added to water, adjusted to pH 4.5 with acetic acid and sodium acetate, and Sunlife LP-240 (manufactured by Nikka Chemical Co., Ltd., UV absorber) 2.0% o. w. f. And a dye bath with a total amount of 2000 parts is prepared, and 100 parts of a polyester fiber raised fabric (using 0.3 denier on the front side and 3 denier on the back side) is immersed, and 120 ° C., 125 ° C., 130 ° C. and 135 ° C. Staining for 40 minutes at each temperature. Next, 6 parts of 45% caustic soda, 6 parts of hydrosulfite, 3 parts of Sunmall RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) are added to water to make a total of 3000 parts. Each dyed product was subjected to reduction cleaning at 80 ° C. for 10 minutes, then washed with water and dried to obtain a dyed product (polyester dyed cloth).
実施例1、実施例4、実施例5、比較例1、比較例2、比較例3で染色した各ポリエステル染色布について、分光測色器(Macbeth社製Color-Eye 3100)にて色相を測定した。135℃の染色布の色相を標準として、120℃、125℃、130℃の各々の染色布の色相の差ΔEを表1に示す。色相の差ΔEは、小さいほど優れている。すなわち、135℃の染色布の色相(標準)に対するより低い温度の色相の差ΔEが小さいほど、低下された温度での染色時の良好な再現性が実証される。 [Test Example 2]
For each of the polyester dyed fabrics dyed in Example 1, Example 4, Example 5, Comparative Example 1, Comparative Example 2, and Comparative Example 3, the hue was measured with a spectrocolorimeter (Color-Eye 3100 manufactured by Macbeth). did. Table 1 shows the hue difference ΔE between the dyed fabrics at 120 ° C, 125 ° C, and 130 ° C with the hue of the dyed fabric at 135 ° C as a standard. The smaller the hue difference ΔE, the better. That is, the smaller the hue difference ΔE at a lower temperature relative to the hue (standard) of the dyed fabric at 135 ° C., the better the reproducibility when dyeing at a reduced temperature.
実施例2において、染色温度を120℃、125℃、130℃及び135℃の各々の温度とし、染色時間を10分、30分及び60分の各々の時間とした以外は同じ条件で染色を行い、各々の染色物(ポリエステル染色布)を得た。 [Example 6]
In Example 2, dyeing is performed under the same conditions except that the dyeing temperature is 120 ° C, 125 ° C, 130 ° C, and 135 ° C, and the dyeing time is 10 minutes, 30 minutes, and 60 minutes. Each dyed product (polyester dyed cloth) was obtained.
比較例2において、染色温度を120℃、125℃、130℃及び135℃の各々の温度とし、染色時間を10分、30分及び60分の各々の時間とした以外は同じ条件で染色を行い、各々の染色物(ポリエステル染色布)を得た。 [Comparative Example 4]
In Comparative Example 2, dyeing is performed under the same conditions except that the dyeing temperature is 120 ° C, 125 ° C, 130 ° C, and 135 ° C, and the dyeing time is 10 minutes, 30 minutes, and 60 minutes. Each dyed product (polyester dyed cloth) was obtained.
実施例6、比較例4で染色した各ポリエステル染色布について、分光測色器(Macbeth社製Color-Eye 3100)にて色相を測定した。各例の135℃、60分の染色布の色相を標準として、120℃、125℃及び130℃、並びに、10分、30分及び60分の各々の染色布の色相の差ΔEを表2に示す。上記同様、低下された温度での染色時の良好な再現性の観点から、色相の差ΔEは小さいほど優れている。 [Test Example 3]
The hue of each polyester dyed fabric dyed in Example 6 and Comparative Example 4 was measured with a spectrocolorimeter (Color-Eye 3100 manufactured by Macbeth). Table 2 shows the difference ΔE between the hues of the dyed fabrics at 120 ° C, 125 ° C and 130 ° C, and 10 minutes, 30 minutes and 60 minutes, with the hues of the dyed fabrics at 135 ° C and 60 minutes of each example as standard. Show. As described above, from the viewpoint of good reproducibility during dyeing at a reduced temperature, the smaller the hue difference ΔE, the better.
[Table 2] Color difference ΔE of dyed fabric at each temperature and each time condition
これらの結果は、本発明の分散染料組成物の実用性の高さを示している。 As is apparent from the above results, the disperse dye composition of the present invention exhibited excellent light fastness when dyeing a hydrophobic fiber material as compared with a commercially available disperse dye composition. Furthermore, even if the disperse dye composition of the present invention dyes a fiber material having front and back hydrophobic fiber materials having different thicknesses, the disperse dye composition is dyed in substantially the same manner, and the dyeing characteristics at the time of dyeing are uniform. In addition, even if the dyeing temperature is low or the dyeing time is short, a dyed product having a small difference in hue is obtained, and the disperse dye composition of the present invention is excellent from the viewpoint of energy saving. On the other hand, the mixed composition of commercially available disperse dyes in the comparative example does not have the same dyeing characteristics of fiber materials with different thicknesses, and causes a difference in hue due to the influence of dyeing temperature and dyeing time, thereby reducing dyeing temperature and dyeing. It turns out that the time cannot be shortened.
These results show the high practicality of the disperse dye composition of the present invention.
Claims (5)
- 下記式(1)で示される黄色系分散染料、および下記式(2)で示される黄色系分散染料を含む黄色系分散染料組成物、
下記式(3)で示される赤色系分散染料、および下記式(4)で示される赤色系分散染料を含む赤色系分散染料組成物、ならびに
下記式(5)で示される青色系分散染料、および下記式(6)で示される青色系分散染料を含む青色系分散染料組成物
を含有する分散染料組成物。
[式中、nは1~4の整数である。]
[式中、R1はCH3とC2H4OCH3の混合物である。] 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):
A red disperse dye containing a red disperse dye represented by the following formula (3) and a red disperse dye represented by the following formula (4); a blue disperse dye represented by the following formula (5); The disperse dye composition containing the blue disperse dye composition containing the blue disperse dye shown by following formula (6).
[Wherein n is an integer of 1 to 4. ]
[Wherein R 1 is a mixture of CH 3 and C 2 H 4 OCH 3 . ] - 黄色系分散染料(1)と黄色系分散染料(2)の重量比率が3:97~15:85であり、および/または、赤色系分散染料(3)と赤色系分散染料(4)の重量比率が99:1~85:15であり、および/または、青色系分散染料(5)と青色系分散染料(6)の重量比率が85:15~70:30である請求項1に記載の分散染料組成物。 The weight ratio of the yellow disperse dye (1) to the yellow disperse dye (2) is 3:97 to 15:85 and / or the weight of the red disperse dye (3) and the red disperse dye (4) The ratio according to claim 1, wherein the ratio is 99: 1 to 85:15, and / or the weight ratio of the blue disperse dye (5) to the blue disperse dye (6) is 85:15 to 70:30. Disperse dye composition.
- 請求項1または2に記載の分散染料組成物を用いることを特徴とする疎水性繊維材料の染色法。 A method for dyeing a hydrophobic fiber material, wherein the disperse dye composition according to claim 1 or 2 is used.
- 請求項3に記載の染色法で染色された疎水性繊維材料。 A hydrophobic fiber material dyed by the dyeing method according to claim 3.
- 請求項4に記載の疎水性繊維材料を含む物品。 An article comprising the hydrophobic fiber material according to claim 4.
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JPH06345989A (en) * | 1993-06-10 | 1994-12-20 | Mitsubishi Kasei Hoechst Kk | Disperse dye mixture |
WO2007058209A1 (en) * | 2005-11-16 | 2007-05-24 | Kiwa Chemical Industry Co., Ltd. | Disperse die, disperse die composition, ink for ink-jet printing, and staining method and stained material using the die, composition or ink |
WO2012067027A1 (en) * | 2010-11-19 | 2012-05-24 | 日本化薬株式会社 | Disperse dye and method for dyeing hydrophobic fiber material using same |
WO2012073696A1 (en) * | 2010-11-30 | 2012-06-07 | 日本化薬株式会社 | Disperse dyes and method for dyeing hydrophobic fiber material using same |
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JP2849198B2 (en) * | 1990-11-07 | 1999-01-20 | 日本化薬株式会社 | Dyeing method for disperse dye composition and hydrophobic fiber |
CN102127313B (en) * | 2010-12-24 | 2014-07-16 | 上海宜连化工科技有限公司 | High-light-fastness red disperse dye composition and use thereof |
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JPH06345989A (en) * | 1993-06-10 | 1994-12-20 | Mitsubishi Kasei Hoechst Kk | Disperse dye mixture |
WO2007058209A1 (en) * | 2005-11-16 | 2007-05-24 | Kiwa Chemical Industry Co., Ltd. | Disperse die, disperse die composition, ink for ink-jet printing, and staining method and stained material using the die, composition or ink |
WO2012067027A1 (en) * | 2010-11-19 | 2012-05-24 | 日本化薬株式会社 | Disperse dye and method for dyeing hydrophobic fiber material using same |
WO2012073696A1 (en) * | 2010-11-30 | 2012-06-07 | 日本化薬株式会社 | Disperse dyes and method for dyeing hydrophobic fiber material using same |
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