CN111511981A - High-fastness disperse dye composition and method for dyeing fibers by using same - Google Patents
High-fastness disperse dye composition and method for dyeing fibers by using same Download PDFInfo
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- CN111511981A CN111511981A CN201980006938.5A CN201980006938A CN111511981A CN 111511981 A CN111511981 A CN 111511981A CN 201980006938 A CN201980006938 A CN 201980006938A CN 111511981 A CN111511981 A CN 111511981A
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- chemical formula
- disperse dye
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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
-
- 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
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- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
The present invention relates to a disperse dye composition comprising 1 to 99 parts by weight of a compound of the following chemical formula 1 and 1 to 99 parts by weight of a compound of the following chemical formula 2, and a method of dyeing semi-synthetic fibers, regenerated fibers or blended fibers of synthetic fibers and natural fibers using the disperse dye composition. The disperse dye composition of the present invention comprises a combination of specific compounds, and therefore, the disperse dye composition exhibits excellent dye adsorption rate when dyeing a blend fiber material including polyester fiber and the like, has excellent all-round fastness such as light fastness, water fastness and sublimation fastness, and can exhibit high-density color. [ chemical formula 1]
[ chemical formula 2]
In chemical formula 2, R1Is a hydrogen atom or a (C1-C18) alkyl group; r2Is (C1-C18) alkyl or- (CH)2)n‑CO2Ra(ii) a n is an integer of 1 to 8; and RaIs (C1-C18) alkyl or (C1-C8) alkoxy (C1-C8) alkyl.
Description
Cross-referencing
This application claims the benefit of priority from korean patent application No.10-2018-0015697, filed on 2018, month 02, 08, the entire disclosure of which is incorporated herein by reference.
Technical Field
The present invention relates to a disperse dye composition and a method for dyeing fibers using the same, and more particularly, to a disperse dye composition having excellent properties such as light fastness, water fastness and sublimation fastness when dyeing polyester fibers, and a method for dyeing fibers.
Background
Synthetic fibers, such as acetate and polyester fibers, are difficult to dye with conventional hydrophilic dyes because they have very high hydrophobicity compared to conventional cellulosic and protein fibers. The dye for dyeing hydrophobic fibers does not contain a water-soluble group, and a water-insoluble dye is used by dispersing in water.
However, due to the characteristics of the disperse dyes, excellent dye adsorption rate and high light fastness cannot be sufficiently achieved, and the affinity of the polyester fiber to the blend fiber cannot be ensured.
Therefore, in order to improve color developability, dye adsorption rate, and water fastness, it has been attempted to mix a composition of a disperse dye. However, dyes of various colors having desired properties such as color developability while exhibiting excellent fastness and dye adsorption rate have not been developed yet.
Accordingly, the present inventors have conducted intensive studies and various experiments repeatedly, and as described below, developed a method for dyeing a blended fiber material comprising polyester fibers and the like, using a disperse dye composition comprising a specific combination of compounds. The present inventors have found that excellent dye adsorption rate and fastness can be obtained by the above method, and have completed the present invention.
Disclosure of Invention
The problem to be solved by the present invention is to provide a disperse dye composition having excellent fastness by mixing a disperse dye in an appropriate ratio.
Further, another problem to be solved by the present invention is to provide a method for dyeing blend fibers comprising polyester fibers and the like using the disperse dye composition, wherein the method can provide excellent fastness compared to conventional dyes.
In order to accomplish the above problems, there is provided a disperse dye composition including 1 to 99 parts by weight of a compound of the following chemical formula 1 and 1 to 99 parts by weight of a compound of the following chemical formula 2:
[ chemical formula 1]
[ chemical formula 2]
In the chemical formula 2, the first and second organic solvents,
R1is a hydrogen atom or a (C1-C18) alkyl group;
R2is (C1-C18) alkyl or- (CH)2)n-CO2Ra；
n is an integer of 1 to 8; and
Rais (C1-C18) alkyl or (C1-C8) alkoxy (C1-C8) alkyl.
When a compound selected from the group consisting of the compound of chemical formula 1 and the compound of chemical formula 2 is mixed, a disperse dye composition having superior light fastness, sublimation fastness, water fastness, etc. compared to conventional dye compositions can be prepared.
The red-based disperse dye composition prepared using the compound of chemical formula 1 has a problem of difficulty in exhibiting a dark color due to a low dyeing concentration, and the red-based disperse dye component prepared using the compound of chemical formula 2 has a problem of poor sublimation fastness.
Therefore, the disperse dye composition according to the present invention can achieve a desired level of high dyeing concentration and excellent light fastness, sublimation fastness and water fastness by compounding the compounds of chemical formula 1 and chemical formula 2 at a specific content ratio.
According to an embodiment of the present invention, in the compound of chemical formula 2, R1Is (C1-C8) alkyl, R2Is (C1-C8) alkyl, n is an integer of 1 to 3, RaIs (C1-C8) alkyl or (C1-C4) alkoxy (C1-C4) alkyl.
According to one embodiment of the present invention, the disperse dye composition may include 20 to 80 parts by weight of the compound of chemical formula 1 and 80 to 20 parts by weight of the compound of chemical formula 2.
Other components such as a solubilizing agent, a buffer and an antifreezing agent may be added to the composition of the present invention within a range not affecting the object and effect of the present invention. These other additives may be added in a weight range of about 1% to 20% based on the total weight of the composition.
The solubilizing agent is an additive component that prevents agglomeration of the dye and facilitates dissolution, and typical examples thereof include urea, thiourea, caprolactam, and the like. The buffer is a component for buffering pH to prevent decomposition of the dye during storage, and typical examples thereof include sodium phosphate, potassium phosphate, sodium acetate, and the like. The anti-freezing agent is an ingredient for preventing the liquid dye from freezing by lowering the freezing point of the liquid dye during refrigeration, and typical examples thereof include ethylene glycol, polyethylene glycol, polyol compounds, and the like.
In addition, the invention provides a method for dyeing fiber materials by using the disperse dye composition.
Examples of the fiber material include a semi-synthetic fiber, a regenerated fiber, or a blended fiber of a synthetic fiber and a natural fiber. Examples of such semi-synthetic fibers include acetate fibers and the like. Examples of such synthetic fibers include polyester, polyamide, polyethylene, polyurethane-based fibers, and the like. Examples of such regenerated fibers include cellulose and the like.
The disperse dye composition is also applied to dyeing of blend fibers of polyester fibers, such as blend fibers comprising polyester fibers and cellulose fibers, and exhibits high dye adsorption rate and excellent fastness.
In one aspect of the present invention, there is provided a method for dyeing semi-synthetic fibers, regenerated fibers or blended fibers of synthetic fibers and natural fibers using the disperse dye composition.
In one aspect of the present invention, there is provided a method for dyeing polyester-based fibers or polyester-based composite fibers using the disperse dye composition.
In one aspect of the invention, the blend fiber may include polyester fiber and cellulose fiber.
The disperse dye composition according to the present invention can be applied to various processes such as a cold pad-batch process, a continuous dyeing process, a padding process, a textile printing process, a discharge printing process, etc., and the continuous dyeing process and the padding process are preferred.
Specifically, as the continuous dyeing method, there are used a one-bath method in which an acidic binder (e.g., sodium carbonate, sodium bicarbonate, etc.) is mixed with a filling liquid and pad-dyed with dry heat or steam heat according to a known method, and a two-bath method in which, after filling with a dye, an inorganic neutral salt (e.g., anhydrous sodium sulfate, edible salt, etc.) and an acidic binder (e.g., caustic soda, sodium silicate, etc.) are mixed with a filling liquid and pad-dyed with dry heat or steam heat according to a known method.
The dyed and printed material obtained according to the invention has excellent build-up and level-dyeing properties. In addition, they have excellent colorability, high fiber dye binding stability and excellent light fastness, and they are also excellent in preventing contamination of other fibers.
The invention has the beneficial effects that:
the disperse dye composition according to the present invention includes a combination of specific compounds, and therefore, the disperse dye composition exhibits excellent dye adsorption rate when dyeing a blend fiber material containing polyester fiber and the like, and has excellent all-round fastness such as light fastness, water fastness, and sublimation fastness.
Detailed Description
Hereinafter, embodiments of the present invention will be described in detail so that those skilled in the art can easily practice the present invention. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.
[ production example 1]Preparation of disperse dye composition comprising compound of chemical formula 1
The compound of the following chemical formula 1 is milled with water and a dispersant to make particles having a particle size of 1 μm or less to reach or exceed 90%, and then the pH is adjusted. And then spray-dried to obtain a disperse dye composition including the compound of the following chemical formula 1.
[ chemical formula 1]
[ production example 2]Preparation of disperse dye composition comprising Compound of chemical formula 3
A disperse dye composition including the compound of the following chemical formula 3 was obtained in the same manner as in preparation example 1, except that the compound of chemical formula 3 was used.
[ chemical formula 3]
[ production example 3]Preparation of disperse dye composition comprising Compound of chemical formula 4
A disperse dye composition including the compound of the following chemical formula 4 was obtained in the same manner as in preparation example 1, except that the compound of chemical formula 4 was used.
[ chemical formula 4]
[ production example 4]Preparation of disperse dye composition comprising Compound of chemical formula 5
A disperse dye composition including the compound of the following chemical formula 5 was obtained in the same manner as in preparation example 1, except that the compound of chemical formula 5 was used.
[ chemical formula 5]
Comparative example 1
As shown in table 1 below, a disperse dye composition including the composition of preparation example 2 was prepared.
Examples 1 to 3
As shown in table 1 below, a disperse dye composition including the composition of preparation example 1 and the composition selected from the compositions of preparation examples 2 to 4 was prepared.
[ Table 1]
[ dyeing behavior and fastness evaluation of disperse dye composition ]
The pH of 100g of polyester and 1g of each of the disperse dye compositions of examples 1 to 3 and comparative example 1 was adjusted to 4.0 to 5.0 with 80% acetic acid at room temperature, the groups were immersed in a solution containing 0.5 g/L leveling agent at a liquid ratio of 1:10, dyed for 60 minutes, heated to 60 ℃ at a rate of 3 ℃/min, and then heated to 130 ℃ at a rate of 1 to 2 ℃/min, and subsequently, the dye solution was cooled to 80 ℃, the dyed polyester fiber was washed with water, and then reduction-washed for 20 minutes at a temperature of 70 to 80 ℃ in a container containing 4 ml/L, 36% sodium hydroxide solution and 4 g/L sodium hydrogen sulfate solution, and then the treated dyed material was washed with water and dried.
The light fastness was assessed according to AATCC 16E, the water fastness was assessed according to ISO-105-E01, and the sublimation fastness was assessed according to ISO-105-P01.
The results of the dye adsorption rate and fastness evaluation at the same concentration are shown in Table 2 below.
[ Table 2]
As shown in table 2, the disperse dye compositions of examples 1 to 3, in which the compounds of preparation examples 1 to 4 were mixed, exhibited superior dye adsorption rate in dyeing polyester fibers, as compared to the case of using the disperse dye composition of comparative example 1.
Further, it was also found that the disperse dye compositions of examples 1 to 3 had excellent light fastness, water fastness and sublimation fastness in dyeing of polyester fibers, as compared with the case of using the disperse dye composition of comparative example 1.
While the present invention has been particularly shown and described with reference to particular examples thereof, it will be clearly understood by those skilled in the art that this is merely a preferred embodiment and that the scope of the present invention is not limited thereby. Therefore, the scope of the invention should be defined by the appended claims and equivalents thereof.
Claims (5)
1. A disperse dye composition comprising 1 to 99 parts by weight of a compound of the following chemical formula 1 and 1 to 99 parts by weight of a compound of the following chemical formula 2:
[ chemical formula 1]
[ chemical formula 2]
In the chemical formula 2, the first and second organic solvents,
R1is a hydrogen atom or a (C1-C18) alkyl group;
R2is (C1-C18) alkyl or- (CH)2)n-CO2Ra；
n is an integer of 1 to 8; and
Rais (C1-C18) alkyl or (C1-C8) alkoxy (C1-C8) alkyl.
2. The disperse dye composition according to claim 1, wherein in the compound of chemical formula 2, R is1Is (C1-C8) alkyl, R2Is (C1-C8) alkyl, n is an integer of 1 to 3, RaIs (C1-C8) alkyl or (C1-C4) alkoxy (C1-C4) alkyl.
3. The disperse dye composition according to claim 1, wherein the composition comprises 20 to 80 parts by weight of the compound of chemical formula 1 and 80 to 20 parts by weight of the compound of chemical formula 2.
4. A method for dyeing a semi-synthetic fiber, a regenerated fiber or a blended fiber of a synthetic fiber and a natural fiber using the disperse dye composition of claim 1.
5. The method of claim 4, wherein the blend fibers comprise polyester fibers and cellulosic fibers.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020180015697A KR20190096126A (en) | 2018-02-08 | 2018-02-08 | Disperse dyes composites and methods of dyeing fiber using the same |
| KR10-2018-0015697 | 2018-02-08 | ||
| PCT/KR2019/000643 WO2019156378A1 (en) | 2018-02-08 | 2019-01-16 | High-fastness disperse dye composition and method for dyeing fibers by using same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN111511981A true CN111511981A (en) | 2020-08-07 |
Family
ID=67548513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201980006938.5A Pending CN111511981A (en) | 2018-02-08 | 2019-01-16 | High-fastness disperse dye composition and method for dyeing fibers by using same |
Country Status (3)
| Country | Link |
|---|---|
| KR (1) | KR20190096126A (en) |
| CN (1) | CN111511981A (en) |
| WO (1) | WO2019156378A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116656151A (en) * | 2023-04-18 | 2023-08-29 | 浙江龙盛集团股份有限公司 | Disperse red dye composition, dye product and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5413613A (en) * | 1992-11-12 | 1995-05-09 | Sumitomo Chemical Co., Ltd. | Compositions containing benzodifuranone compounds and methods for coloring hydrophobic materials using the same |
| JPH10316879A (en) * | 1997-05-16 | 1998-12-02 | Sumitomo Chem Co Ltd | Disperse dye composition |
| JP2004339252A (en) * | 2003-05-12 | 2004-12-02 | Dystar Japan Ltd | Disperse dye mixture suitable for dyeing composite material of polyurethane and polyester |
| CN1852883A (en) * | 2003-09-19 | 2006-10-25 | 京仁洋行 | Alpha-hydroxy-benzeneacetic acid derivatives, and compounds having two 5-membered lactone rings fused to central cyclohexa-1,4-diene nucleus based upon the same, and uses of the compounds |
| CN102471996A (en) * | 2009-08-21 | 2012-05-23 | 德司达染料德国有限责任公司 | Disperse dye mixtures, their preparation and use |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0711587A (en) * | 1993-06-22 | 1995-01-13 | Sumitomo Chem Co Ltd | Dyeing of fiber material with benzodifuranone compound |
| GB9514524D0 (en) * | 1995-07-15 | 1995-09-13 | Zeneca Ltd | Dye mixtures |
-
2018
- 2018-02-08 KR KR1020180015697A patent/KR20190096126A/en not_active Application Discontinuation
-
2019
- 2019-01-16 CN CN201980006938.5A patent/CN111511981A/en active Pending
- 2019-01-16 WO PCT/KR2019/000643 patent/WO2019156378A1/en active Application Filing
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5413613A (en) * | 1992-11-12 | 1995-05-09 | Sumitomo Chemical Co., Ltd. | Compositions containing benzodifuranone compounds and methods for coloring hydrophobic materials using the same |
| JPH10316879A (en) * | 1997-05-16 | 1998-12-02 | Sumitomo Chem Co Ltd | Disperse dye composition |
| JP2004339252A (en) * | 2003-05-12 | 2004-12-02 | Dystar Japan Ltd | Disperse dye mixture suitable for dyeing composite material of polyurethane and polyester |
| CN1852883A (en) * | 2003-09-19 | 2006-10-25 | 京仁洋行 | Alpha-hydroxy-benzeneacetic acid derivatives, and compounds having two 5-membered lactone rings fused to central cyclohexa-1,4-diene nucleus based upon the same, and uses of the compounds |
| CN102471996A (en) * | 2009-08-21 | 2012-05-23 | 德司达染料德国有限责任公司 | Disperse dye mixtures, their preparation and use |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116656151A (en) * | 2023-04-18 | 2023-08-29 | 浙江龙盛集团股份有限公司 | Disperse red dye composition, dye product and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2019156378A1 (en) | 2019-08-15 |
| KR20190096126A (en) | 2019-08-19 |
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Application publication date: 20200807 |
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