CN111004524B - Disperse dye composition, disperse dye, and preparation method and application thereof - Google Patents
Disperse dye composition, disperse dye, and preparation method and application thereof Download PDFInfo
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- CN111004524B CN111004524B CN201911350557.7A CN201911350557A CN111004524B CN 111004524 B CN111004524 B CN 111004524B CN 201911350557 A CN201911350557 A CN 201911350557A CN 111004524 B CN111004524 B CN 111004524B
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- disperse dye
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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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent 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
- 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 provides a disperse dye composition, a disperse dye, and a preparation method and application thereof. The dye is suitable for dyeing and printing terylene and blended fabrics thereof. The dye has the advantages of bright color, deep chromaticity, low cost, good level dyeing property, fast dyeing, good compatibility among dyes, wide pH value application range, and particularly excellent washing fastness, perspiration fastness and light fastness.
Description
Technical Field
The invention relates to a disperse dye composition, a disperse dye, a preparation method and application thereof, wherein the disperse dye is suitable for dyeing and printing terylene and blended fabrics thereof.
Background
Disperse red 60, which is a brilliant blue red in color and is popular with people, is a product of anthraquinone type, and has light chroma, high cost, complex process and great pollution. Then, people change to the monoazo disperse red 343 with darker chroma and lower cost, but the light fastness of the monoazo disperse red 343 is greatly different from that of the disperse red 60, and the monoazo disperse red 60 cannot be completely replaced.
Disclosure of Invention
Problems to be solved by the invention
The invention provides a disperse dye composition and a disperse dye, wherein the disperse dye is suitable for dyeing and printing terylene and blended fabrics thereof. The dye has the advantages of bright color, deep chromaticity, low cost, good level dyeing property, fast dyeing, good compatibility among dyes, wide pH value application range, and particularly excellent washing fastness, perspiration fastness and light fastness.
Means for solving the problems
The invention provides a disperse dye composition, which comprises the following components:
component A represented by the formula (1):
and one or more components B represented by the formula (2):
wherein R is 1 Is hydrogen or methyl, R 2 、R 3 Each independently is C 1 ～C 4 The hydrogen of said alkyl group being optionally substituted by-CN or-OCO-Ph,
preferably, the component B is one or two of the following compounds:
the disperse dye composition according to the invention further comprises: component C represented by the formula (3):
in one embodiment, the disperse dye composition comprises 50-90% of the component A and 10-50% of the component B based on 100% of the total mass of the composition.
In another embodiment, the disperse dye composition comprises 20-90% of the total content of the component A and the component B, and 10-80% of the content of the component C, based on 100% of the total mass of the composition;
and wherein in the combination of the component A and the component B, the content of the component A is 50-90% and the content of the component B is 10-50% based on 100% of the total mass of the component A and the component B.
The invention also provides a disperse dye, which comprises the disperse dye composition and auxiliary materials; preferably, the auxiliary materials comprise an auxiliary agent and water; more preferably, the adjuvant comprises one or a combination of more than two of a surfactant, a bactericide or a dye dispersant.
According to the disperse dye, the dye dispersant comprises one or more of the following combinations: naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, or anhydrous sodium sulfate.
According to the disperse dye, the mass ratio of the auxiliary agent to the disperse dye composition is 0.2-3.5: 1; preferably, the disperse dye is liquid after being ground by a sand mill or a grinding machine, and the solid content is 20-50%, or the disperse dye is powdery or granular after being spray-dried, and the solid content is 87-96%.
The invention also provides a method for preparing the disperse dye, which comprises the following steps:
mixing the dye components, and then carrying out granulation treatment by using a sand mill or a grinding machine in the presence of auxiliary materials; or granulating the dye components by a sand mill or a grinding machine in the presence of auxiliary materials, and mixing.
The invention also provides the use of the disperse dyes according to the invention for dyeing textiles; preferably, the fabric is terylene and blended fabric thereof.
The invention also provides a fabric prepared by dyeing with the disperse dye; preferably, the fabric is terylene and blended fabric thereof.
ADVANTAGEOUS EFFECTS OF INVENTION
The invention provides a disperse dye composition and a disperse dye, wherein the disperse dye is suitable for dyeing and printing terylene and blended fabrics thereof. The dye has the advantages of bright color, deep chromaticity, low cost, good level dyeing property, quick dyeing, good compatibility among dyes, wide application range of pH value, excellent washing fastness, perspiration fastness and light fastness, and particularly less staining on acetate and chinlon in the washing fastness.
Detailed Description
The present invention will be described in detail below. The technical features described below are explained based on typical embodiments and specific examples of the present invention, but the present invention is not limited to these embodiments and specific examples.
Furthermore, in the following detailed description, numerous specific details are set forth in order to provide a better understanding of the present invention. It will be understood by those skilled in the art that the present invention may be practiced without some of these specific details. In other instances, methods, means, devices and steps which are well known to those skilled in the art have not been described in detail so as not to obscure the invention.
It should be noted that:
in the present specification, the numerical range represented by "numerical value a to numerical value B" means a range including the end point numerical value A, B.
All units used in the present invention are international standard units unless otherwise stated, and numerical values and numerical ranges appearing in the present invention should be understood to include errors allowed in industrial production.
In the present specification, reference to "some particular/preferred embodiments," "other particular/preferred embodiments," "embodiments," and the like, means that a particular element (e.g., feature, property, and/or characteristic) described in connection with the embodiment is included in at least one embodiment described herein, and may or may not be present in other embodiments. In addition, it is to be understood that the described elements may be combined in any suitable manner in the various embodiments.
The invention provides a disperse dye composition, which comprises the following components:
component A represented by the formula (1):
and one or more components B represented by the formula (2):
wherein R is 1 Is hydrogen or methyl, R 2 、R 3 Each independently is C 1 ～C 4 The hydrogen in said alkyl group is optionally substituted with-CN or-OCO-Ph.
In one embodiment, the disperse dye composition of the present invention further comprises a component C represented by formula (3):
in the present invention, said C 1 ～C 4 The alkyl group of (A) may be a straight-chain alkyl group or a branched-chain alkyl group, for example, the C 1 ～C 4 The alkyl group of (b) may be a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, etc. In some preferred embodiments of the present invention, C is as defined above 1 ～C 4 The hydrogen in the alkyl group of (a) may be optionally substituted by-CN or-OCO-Ph, wherein "Ph" represents phenyl.
In some particular embodiments of the invention, the component B is preferably one or both of the following compounds:
further, in order to obtain a disperse dye composition having more excellent properties, in one embodiment (embodiment in which the composition comprises component a and component B), the content of component a is 50 to 90% and the content of component B is 10 to 50% based on 100% by mass of the total composition.
In another embodiment (embodiment where the composition comprises component A, component B, and component C), the sum of the contents of component A and component B is 20 to 90% and the content of component C is 10 to 80%, based on 100% of the total mass of the composition; and wherein in the combination of the component A and the component B, the content of the component A is 50-90% and the content of the component B is 10-50% based on 100% of the total mass of the component A and the component B.
Specifically, the content of component a may be 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, etc.; the content of component B can be 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, etc.; the content of component C may be 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, etc.
In the present invention, the compounds represented by the formulae (1), (2) and (3) may be synthesized in a manner known to those skilled in the art, and commercially available products may also be used.
In the actual production process, each dye component of the invention usually carries some by-products and other impurities, but the invention is not affected.
The invention also provides a disperse dye, which comprises the disperse dye composition and auxiliary materials; preferably, the auxiliary materials comprise an auxiliary agent and water.
The disperse dye comprises one or more of a surfactant, a bactericide or a dye dispersant.
In the present invention, specific kinds of the dye dispersants are not particularly limited, and may be those commonly used in the art. Specifically, the dye dispersant may include one or a combination of two or more of an alkylnaphthalenesulfonic acid-formaldehyde condensate (e.g., a methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF)), and a benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF). One or a combination of two or more of lignosulfonate and naphthalenesulfonic acid/formaldehyde condensate (diffusing agent NNO) may be used. Further, the lignosulfonate is preferably sodium lignosulfonate, which may be lignin 85A, lignin 83A, or the like.
In the present invention, the specific kind of the surfactant is not particularly limited, and may be a surfactant commonly used in the art. In some specific embodiments of the present invention, the surfactant may include an anionic surfactant, a cationic surfactant, and the like.
The specific composition of the bactericide of the present invention is not particularly limited, and may be any bactericide commonly used in the art.
Preferably, the auxiliary agent comprises one or more of alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate and anhydrous sodium sulphate.
The disperse dye composition comprises an auxiliary agent and a disperse dye composition, wherein the mass ratio of the auxiliary agent to the disperse dye composition is 0.2-3.5: 1. Specifically, the mass ratio of the auxiliary agent to the disperse dye composition may be 0.5:1, 1:1, 1.5:1, 2:1, 2.5:1, 3:1, or the like.
The present invention also provides a process for preparing the disperse dye according to the present invention, which comprises the steps of: in the presence of auxiliary materials, carrying out granulation treatment on each dye component by using a pulverizer; or the dye components are respectively granulated by a pulverizer in the presence of auxiliary materials and then mixed.
In some specific embodiments of the present invention, the respective dye compound components of the disperse dye composition are mixed according to a ratio, and subjected to a granulation treatment with a pulverizer such as a sand mill or a grinder in the presence of an auxiliary and water; the individual components of the disperse dye composition may be granulated in a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent and water, and the granulated components may be mixed in a certain proportion.
In some specific embodiments of the present invention, the disperse dye is in a liquid state after being treated by a pulverizer such as a sand mill or a grinder, and the liquid dye may be dried, for example, spray-dried, and then made into a dry powder or a granule. Specifically, the components of the dye are mixed with the auxiliary agent and water according to a certain proportion, and then are ground and dispersed by a sand mill to prepare slurry, or further are spray-dried to prepare the dye.
In the invention, the dye components are subjected to particle treatment by a pulverizer to form liquid disperse dye with solid content of 20-50%; or the disperse dye is powdery or granular after spray drying, and the solid content is 87-96%.
The invention also provides the use of the disperse dye for dyeing the fabrics, preferably the fabrics are terylene and blended fabrics thereof.
The invention also provides a fabric prepared by dyeing with the disperse dye, preferably the fabric is terylene and blended fabric thereof.
Examples
The present invention will be further described with reference to the following specific examples, but the scope of the present invention is not limited thereto. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products commercially available.
In the examples, the component A, B or the component A, B, C of the present invention is mixed with an auxiliary agent and water according to a certain proportion, and then ground and dispersed by a sand mill to prepare slurry, or further spray-dried to prepare the dye.
The component A, B, C is a known dye compound and is either commercially available or can be prepared by existing methods.
Formula (1) is disperse red 153 produced by Zhejiang leata Limited company: 2;
the formula (2-1) is disperse red 152 produced by Zhejiang Runli soil GmbH: 2;
the formula (2-2) is disperse red 152 produced by Zhejiang Runlong soil GmbH;
formula (3) is commercially available disperse Red 343 (ethyl).
Examples 1 to 11
Component a, component B or component A, B, C was mixed with adjuvants, water, ground to make liquid dyes or spray dried to make disperse dyes according to table 1.
Table 1 units: keke (Chinese character of 'Keke')
Note: the water content in table 1 is the moisture content of the final dye product.
Performance tests were conducted on the disperse dyes prepared in examples 1 to 21 and on a commercially available disperse red 343 (a mixture of ethyl and propyl) in comparative example. (Note: disperse Red 343 (ethyl) lift is too poor to be used alone in general.)
The specific test method is as follows:
according to GB/T2374-2017, with the dyeing depth of the disperse red 343 sold in the comparative example of 2% as a reference sample, the samples 1-21 are respectively folded and dyed into the same chromaticity as the disperse red 343 sold in the comparative example of the same performance comparison, and the washing fastness, the perspiration fastness and the light fastness are measured according to GB/T3921-2008, GB/T3922-2013 and GB/T8427-2008, and the test results are shown in Table 2.
Table 2 units: stage
Claims (12)
1. A disperse dye composition is characterized by comprising the following components:
component A represented by the formula (1):
and a component B represented by the formula (2-1):
and the content of the component A is 50-90% and the content of the component B is 10-50% based on 100% of the total mass of the composition.
2. A disperse dye, comprising the disperse dye composition according to claim 1 and an auxiliary material.
3. A disperse dye according to claim 2, wherein the auxiliary materials comprise auxiliaries and water.
4. The disperse dye according to claim 3, wherein the auxiliary agent comprises one or a combination of two or more of a surfactant, a bactericide or a dye dispersant.
5. The disperse dye according to claim 4, wherein the dye dispersant comprises one or a combination of two or more of the following: naphthalene sulfonic acid formaldehyde condensates, lignosulfonates, or anhydrous sodium sulfate.
6. A disperse dye according to any one of claims 3 to 5, wherein the mass ratio of the auxiliary to the disperse dye composition is 0.2 to 3.5: 1.
7. A disperse dye according to any one of claims 2 to 5, wherein the disperse dye is liquid after being ground by a sand mill or a grinding mill and has a solid content of 20 to 50%, or the disperse dye is powdery or granular after being spray-dried and has a solid content of 87 to 96%.
8. A process for preparing a disperse dye according to any one of claims 2 to 7, comprising the steps of:
mixing the dye components, and then carrying out granulation treatment by using a sand mill or a grinding machine in the presence of auxiliary materials; or granulating the dye components by a sand mill or a grinding machine in the presence of auxiliary materials, and mixing.
9. Use of a disperse dye according to any one of claims 2 to 7 for dyeing textiles.
10. Use of the disperse dyes according to claim 9 for dyeing textiles, characterized in that the textiles are polyester and blends thereof.
11. A fabric prepared by dyeing with the disperse dye according to any one of claims 2 to 7.
12. The fabric of claim 11, wherein the fabric is polyester and blends thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911350557.7A CN111004524B (en) | 2019-12-24 | 2019-12-24 | Disperse dye composition, disperse dye, and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201911350557.7A CN111004524B (en) | 2019-12-24 | 2019-12-24 | Disperse dye composition, disperse dye, and preparation method and application thereof |
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| CN111004524A CN111004524A (en) | 2020-04-14 |
| CN111004524B true CN111004524B (en) | 2022-08-12 |
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Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
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| DE3844067A1 (en) * | 1988-12-28 | 1990-07-05 | Bayer Ag | MIXTURES OF DISPERSION AZO DYES |
| JPH0745636B2 (en) * | 1991-06-18 | 1995-05-17 | 三菱化成ヘキスト株式会社 | Disperse dye mixture |
| JPH06299084A (en) * | 1993-04-19 | 1994-10-25 | Mitsubishi Kasei Hoechst Kk | Dye composition |
| JPH0762258A (en) * | 1993-08-26 | 1995-03-07 | Sumitomo Chem Co Ltd | Red coloring composition containing benzodifuranone and coloring of hydrophobic material using the composition |
| DE19545873A1 (en) * | 1995-12-08 | 1997-06-12 | Basf Ag | Dye mixtures for dyeing or printing cellulose acetate in red shades |
| JPH10237335A (en) * | 1997-02-25 | 1998-09-08 | Sumitomo Chem Co Ltd | Disperse dye composition |
| CN1305972C (en) * | 2004-11-10 | 2007-03-21 | 浙江龙盛集团股份有限公司 | Composite disperse red dye |
| CN1796463A (en) * | 2004-12-27 | 2006-07-05 | 上海大可染料有限公司 | Red disperse dyes and prepartion method |
| CN1305973C (en) * | 2004-12-28 | 2007-03-21 | 浙江龙盛集团股份有限公司 | Disperse red dye composition |
| JP4617914B2 (en) * | 2005-02-17 | 2011-01-26 | 住友化学株式会社 | Red disperse dye composition and application to hydrophobic fiber materials |
| CN104945954B (en) * | 2015-06-26 | 2017-12-08 | 浙江龙盛集团股份有限公司 | A kind of dispersion red dye composition and dye preparations |
| CN109705618B (en) * | 2018-12-19 | 2020-07-17 | 浙江龙盛集团股份有限公司 | Disperse brilliant red dye composition and dye product |
| CN110373046B (en) * | 2019-07-24 | 2024-02-23 | 孚美科(绍兴)染料科技有限公司 | Disperse red FS150% dye composition |
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