CN108410211B - Blue azo dye composition and application thereof - Google Patents
Blue azo dye composition and application thereof Download PDFInfo
- Publication number
- CN108410211B CN108410211B CN201810241002.8A CN201810241002A CN108410211B CN 108410211 B CN108410211 B CN 108410211B CN 201810241002 A CN201810241002 A CN 201810241002A CN 108410211 B CN108410211 B CN 108410211B
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- formula
- dye composition
- azo dye
- dyeing
- blue azo
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Classifications
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- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
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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
- D06P1/18—Azo dyes
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention relates to a blue azo dye composition and application thereof, wherein the blue azo dye composition comprises at least two compounds shown as a formula (I):
Description
Technical Field
The invention belongs to the field of disperse dyes, and particularly relates to a blue azo dye composition and application thereof.
Background
The dyeing application of azo dyes to hydrophobic fibre materials has been long established, and the blending of dyes is increasing. However, with the expansion of the application range of the dyes, the existing dyes still have defects in application performances such as lifting power, color fastness and the like, so that a new azo dye is continuously developed to meet the new requirements of the market.
Disclosure of Invention
The invention aims to solve the technical problem of providing a blue azo dye composition and application thereof, wherein the azo dye composition can remarkably improve the color fastness to sunlight and the rubbing fastness, and particularly has excellent fastness to acid sweat and alkali sweat, so that the blue azo dye composition is very suitable for dyeing close-fitting sports fabrics; under the preferable proportioning range, the invention also has good migration property and good dyeing uniformity; the invention is suitable for medium-temperature printing and dyeing, is beneficial to production and energy conservation, and has good market application prospect.
The invention provides a blue azo dye composition, which comprises at least two compounds shown as a formula (I):
wherein X is halogen or cyano; r is C1-C4 alkyl or phenyl; r1Is a linear or branched C1-C6 alkyl group; r2Is a linear or branched C1-C4 alkyl group.
Further, at least two compounds of formula (I):
wherein X is chlorine, bromine or cyano; r is C1-C4 alkyl, more preferably methyl; r1 and R2 are each ethyl or methyl, more preferably ethyl.
Preferably, the compounds comprise compounds shown in formula (I-1) and formula (I-2);
the mass ratio of the compounds shown in the formula (I-1) and the formula (I-2) is 1:0.5-1:1.5, and the preferable molar ratio is 1:0.8-1: 1.2.
Preferably, the compounds comprise compounds shown in formula (I-1) and formula (I-3);
the mass ratio of the compounds shown in the formula (I-1) and the formula (I-3) is 1:0.5-1:1.5, and the preferable molar ratio is 1:0.8-1: 1.2.
Further, the printing and dyeing auxiliary agent is also included.
The printing and dyeing auxiliary comprises one or two of a dispersing agent and a dust-proof agent.
The dispersant comprises one of the following or a mixture thereof: naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate. Examples of the organic solvent include a methyl naphthalenesulfonic acid-formaldehyde condensate (dispersant MF), a naphthalenesulfonic acid-formaldehyde condensate (dispersant NNO), a benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF), and sodium lignosulfonates (lignin 83A and 85A).
The disperse dye composition can be prepared by the following method comprising the following steps:
mixing at least two compounds of formula (I) in proportion, and granulating with a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent, water or other surfactants; or at least two compounds of formula (I) can be separately pulverized in the presence of adjuvant, water or other surfactant by a pulverizer such as a sand mill or a grinding mill, and then mixed in proportion.
The disperse dye composition of the invention can be liquid after being ground by a sand mill or a grinding machine, and can be powder or granular after being spray-dried.
The compounds of the present invention may be prepared synthetically by conventional methods of diazo coupling using commercially available products or by methods disclosed in reference to US 4497736.
The invention also provides application of the blue azo dye composition to dyeing and printing of hydrophobic materials or blended materials containing the hydrophobic materials.
The hydrophobic material comprises terylene, chinlon, spandex, polypropylene, polyvinyl chloride and acrylic fiber, or a mixed material of the hydrophobic material such as terylene and polyurethane. The blended material is a textile material formed by mixing and spinning hydrophobic materials and other natural fibers such as cotton, silk, hemp and the like, and comprises polyester cotton, wool-viscose blended fabric, sheep rabbit hair blended fabric and the like.
Advantageous effects
The invention can obviously improve the color fastness to sunlight and the rubbing fastness, and particularly has excellent fastness to acid sweat and alkali sweat, so that the invention is very suitable for dyeing close-fitting sports fabrics; under the preferable proportioning range, the invention also has good migration property and good dyeing uniformity; the invention is suitable for medium-temperature printing and dyeing, is beneficial to production and energy conservation, and has good market application prospect.
Detailed Description
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Further, it should be understood that various changes or modifications of the present invention may be made by those skilled in the art after reading the teaching of the present invention, and such equivalents may fall within the scope of the present invention as defined in the appended claims.
Example 1
Mixing 6.08kg of the compound of formula (I-1), 7.30kg of the compound of formula (I-2) and 86.62kg of MF with water, grinding and dispersing by a grinder, and spray drying to obtain a finished product with the total amount of 100 kg. The dye can provide bright blue color to the fabric.
Example 2
Mixing 6.50kg of the compound of formula (I-1), 3.25kg of the compound of formula (I-2) and 90.25kg of MF with water, grinding and dispersing with a grinder, and spray drying to obtain a finished product with a total weight of 100 kg. The dye can provide blue color to the fabric.
Example 3
Mixing 6.50kg of the compound of formula (I-1), 9.75kg of the compound of formula (I-2) and 83.75kg of MF with water, grinding and dispersing with a grinder, and spray drying to obtain a finished product with a total weight of 100 kg. The dye can provide blue color to the fabric.
Example 4
Mixing 6.60kg of the compound of formula (I-1), 7.50kg of the compound of formula (I-3) and 85.90kg of lignin with water, grinding and dispersing by a grinder, and spray drying to obtain a finished product with the total amount of 100 kg. The dye can provide blue color to the fabric.
Example 5
The compositions of the above examples 1-4 were prepared into disperse dye suspensions with mass percentage concentrations of 1% and 3% respectively with water, 20ml of the disperse dye suspension was sucked and mixed with 80ml of water, the pH of the dye bath was adjusted to 5 with acetic acid, then the temperature was raised to 60 ℃, 2g of polyester fiber was put into the dye bath to perform high temperature and high pressure dyeing, the temperature was raised to 130 ℃ within 35 minutes, the temperature was maintained for 30 minutes, and the sample was taken after cooling to 80 ℃.
Example 6
The cloth sample dyed in the example 5 is tested for rubbing fastness, perspiration fastness, washing fastness, light fastness and transfer dyeing performance by adopting the methods of GBT3920-2008, GB/T14576-.
TABLE 1
Example 7
The dyes of the present invention were tested for dye uptake by the method of GB/T9337-2009, by dyeing polyester and spandex with the dyes of examples 1-4, respectively, according to the method of example 4. The composition has good dye uptake on both terylene and spandex materials.
Claims (5)
1. A blue azo dye composition, characterized in that: comprises compounds shown in formula (I-1) and formula (I-2);
2. A blue azo dye composition, characterized in that: comprises compounds shown in formula (I-1) and formula (I-3);
3. The blue azo dye composition according to claim 1 or 2, wherein: also comprises a printing and dyeing auxiliary agent.
4. The blue azo dye composition according to claim 3, wherein: the printing and dyeing auxiliary comprises one or two of a dispersing agent and a dust-proof agent.
5. Use of the blue azo dye composition according to claim 1 or 2, wherein: the method is applied to dyeing and printing of hydrophobic materials or blended materials containing the hydrophobic materials.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810241002.8A CN108410211B (en) | 2018-03-22 | 2018-03-22 | Blue azo dye composition and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810241002.8A CN108410211B (en) | 2018-03-22 | 2018-03-22 | Blue azo dye composition and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108410211A CN108410211A (en) | 2018-08-17 |
| CN108410211B true CN108410211B (en) | 2020-05-05 |
Family
ID=63133156
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810241002.8A Active CN108410211B (en) | 2018-03-22 | 2018-03-22 | Blue azo dye composition and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108410211B (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5045828A (en) * | 1973-08-29 | 1975-04-24 | ||
| JPS50111378A (en) * | 1974-02-07 | 1975-09-02 | ||
| GB2017137A (en) * | 1978-03-24 | 1979-10-03 | Eastman Kodak Co | Dicyano Azo Dyes |
| US4305719A (en) * | 1980-06-25 | 1981-12-15 | Eastman Kodak Company | Stable dyed polyester material |
| GB2009774B (en) * | 1977-11-19 | 1982-08-04 | Bayer Ag | Azo dyestuffs |
-
2018
- 2018-03-22 CN CN201810241002.8A patent/CN108410211B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5045828A (en) * | 1973-08-29 | 1975-04-24 | ||
| JPS50111378A (en) * | 1974-02-07 | 1975-09-02 | ||
| GB2009774B (en) * | 1977-11-19 | 1982-08-04 | Bayer Ag | Azo dyestuffs |
| GB2017137A (en) * | 1978-03-24 | 1979-10-03 | Eastman Kodak Co | Dicyano Azo Dyes |
| US4305719A (en) * | 1980-06-25 | 1981-12-15 | Eastman Kodak Company | Stable dyed polyester material |
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| Publication number | Publication date |
|---|---|
| CN108410211A (en) | 2018-08-17 |
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| CB02 | Change of applicant information | ||
| CB02 | Change of applicant information |
Address after: 312073 new second village, Ma On Zhen, Keqiao District, Shaoxing, Zhejiang Applicant after: Zhejiang Wanfeng Chemical Co.,Ltd. Address before: 312073 new second village, Ma On Zhen, Keqiao District, Shaoxing, Zhejiang Applicant before: ZHEJIANG WANFENG CHEMICAL Co.,Ltd. |
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| GR01 | Patent grant | ||
| PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
| PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A Blue Azo Dye Composition and Its Application Effective date of registration: 20230822 Granted publication date: 20200505 Pledgee: Zhejiang Shaoxing Ruifeng Rural Commercial Bank Co.,Ltd. Binhai sub branch Pledgor: Zhejiang Wanfeng Chemical Co.,Ltd. Registration number: Y2023980053262 |