CN116875080B - Carmine acid dye composition, carmine acid dye, and preparation method and application thereof - Google Patents
Carmine acid dye composition, carmine acid dye, and preparation method and application thereof Download PDFInfo
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- CN116875080B CN116875080B CN202310831329.1A CN202310831329A CN116875080B CN 116875080 B CN116875080 B CN 116875080B CN 202310831329 A CN202310831329 A CN 202310831329A CN 116875080 B CN116875080 B CN 116875080B
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- acid dye
- reddish
- component
- brown acid
- brown
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- 239000000980 acid dye Substances 0.000 title claims abstract description 61
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- DGQLVPJVXFOQEV-MPQDNOGBSA-N 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2r,4s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid Chemical compound OC1=C2C(=O)C=3C(C)=C(C(O)=O)C(O)=CC=3C(=O)C2=C(O)C(O)=C1[C@H]1OC(CO)C(O)[C@@H](O)C1O DGQLVPJVXFOQEV-MPQDNOGBSA-N 0.000 title description 4
- 239000004744 fabric Substances 0.000 claims abstract description 23
- 238000004043 dyeing Methods 0.000 claims abstract description 18
- 210000002268 wool Anatomy 0.000 claims abstract description 15
- 229920006052 Chinlon® Polymers 0.000 claims abstract description 8
- 239000012752 auxiliary agent Substances 0.000 claims description 16
- 239000000975 dye Substances 0.000 claims description 15
- 239000002270 dispersing agent Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000945 filler Substances 0.000 claims description 4
- 239000006184 cosolvent Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000004537 pulping Methods 0.000 claims description 3
- 238000001694 spray drying Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 abstract description 7
- 239000004677 Nylon Substances 0.000 description 5
- 229920001778 nylon Polymers 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 4
- 239000002994 raw material Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 239000005913 Maltodextrin Substances 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229940035034 maltodextrin Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
Classifications
-
- 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
- C09B67/0072—Preparations with anionic dyes or reactive 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
-
- 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
- D06P1/39—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 acid 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/16—Wool using acid 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/241—Polyamides; Polyurethanes using acid dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention provides a reddish-brown acid dye composition, a reddish-brown acid dye and a preparation method and application thereof. The reddish-brown acid dye composition comprises the following components: component A of formula (I):a component B represented by the formula (II):component C as shown in formula (III):and a component D which is one or a combination of two or more of the following formulas (IV) to (V):
Description
Technical Field
The invention relates to a reddish-brown acid dye composition, a reddish-brown acid dye and a preparation method and application thereof, and belongs to the field of dyes.
Background
The nylon has the characteristics of high strength, high wear resistance, high chemical resistance, good deformation resistance, ageing resistance and the like; the wool is used as natural protein fiber, has soft hand feeling, soft luster, firm texture, excellent warmth retention property and hygroscopicity, and the manufactured clothing has unique elegant style and good wearing comfort, and is popular with consumers. At present, the dye can be used for wool dyeing and chinlon dyeing, and the maotame red acid dye with excellent color fastness and good compatibility is few and cannot print and dye the market demand.
Disclosure of Invention
Problems to be solved by the invention
In view of the technical problems existing in the prior art, the invention aims to provide a reddish-brown acid dye composition and a reddish-brown acid dye, which have good lifting power and compatibility and excellent washing fastness, rubbing fastness, perspiration fastness and light fastness when used for dyeing wool, chinlon and blended fabrics thereof.
Furthermore, the invention also provides a preparation method of the reddish-brown acid dye, which is easy to obtain raw materials, simple and feasible and suitable for mass production.
Solution for solving the problem
The invention provides a reddish-brown acid dye composition, which comprises the following components:
component A of formula (I):
a component B represented by the formula (II):
component C as shown in formula (III):
and a component D which is one or a combination of two or more of the following formulas (IV) to (V):
the reddish-brown acid dye composition according to the present invention, wherein the weight percentage of the component a is 5% to 85% based on the total weight of the reddish-brown acid dye composition; the weight percentage of the component B is 5% -90%; the weight percentage of the component C is 2% -40%; the weight percentage of the component D is 0.1-30%.
The reddish-brown acid dye composition disclosed by the invention, wherein the weight percentage of the component A is 5% -80%; the weight percentage of the component B is 5-85 percent; the weight percentage of the component C is 2% -35%; the weight percentage of the component D is 0.1-25%.
The invention also provides a reddish-brown acid dye, which comprises the reddish-brown acid dye composition and an auxiliary agent.
The reddish-brown acid dye disclosed by the invention, wherein the mass ratio of the reddish-brown acid dye composition to the auxiliary agent is 1:0.1-100.
The reddish-brown acid dye, disclosed by the invention, wherein the auxiliary agent comprises one or a combination of more than two of a filler, a dispersing agent and a cosolvent.
The invention also provides a preparation method of the reddish-brown acid dye, which comprises the following steps: uniformly mixing the dye components and the auxiliary agent in a mixer to obtain a reddish-brown acid dye; or adding an auxiliary agent and water into each dye component, pulping and dissolving, and then spray-drying to obtain the reddish-brown acid dye.
The invention also provides the use of a reddish-brown acid dye according to the invention for dyeing and/or printing textiles.
The use according to the invention, wherein the fabric is wool, chinlon or a blend thereof.
The invention also provides a fabric prepared by dyeing and/or printing the reddish-brown acid dye.
ADVANTAGEOUS EFFECTS OF INVENTION
The reddish-brown acid dye composition and the reddish-brown acid dye have good lifting power and compatibility and excellent washing fastness, rubbing fastness, perspiration fastness and light fastness when being used for dyeing wool, chinlon and blended fabrics thereof.
Furthermore, the preparation method of the reddish-brown acid dye is easy to obtain raw materials, simple and feasible, and suitable for mass production.
Detailed Description
Various exemplary embodiments, features and aspects of the invention are described in detail below. The word "exemplary" is used herein to mean "serving as an example, embodiment, or illustration. Any embodiment described herein as "exemplary" is not necessarily to be construed as preferred or advantageous over other embodiments.
Furthermore, in the following detailed description, numerous specific details are set forth in order to provide a better illustration of the 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, well known methods, procedures, means, equipment and steps have not been described in detail so as not to obscure the present invention.
Unless otherwise indicated, all units used in this specification are units of international standard, and numerical values, ranges of values, etc. appearing in the present invention are understood to include systematic errors unavoidable in industrial production.
In the present specification, the meaning of "can" includes both the meaning of performing a certain process and the meaning of not performing a certain process.
Reference throughout this specification to "some specific/preferred embodiments," "other specific/preferred embodiments," "an embodiment," and so forth, means that a particular element (e.g., feature, structure, 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 elements may be combined in any suitable manner in the various embodiments.
In the present specification, the numerical range indicated by the term "numerical value a to numerical value B" means a range including the end point numerical value A, B.
In the present specification, when "normal temperature" or "room temperature" is used, the temperature may be 10 to 40 ℃.
The invention firstly provides a reddish-brown acid dye composition, which comprises the following components:
component A of formula (I):
a component B represented by the formula (II):
component C as shown in formula (III):
and a component D which is one or a combination of two or more of the following formulas (IV) to (V):
in the present invention, the compounds represented by the formulae (I) to (V) may be synthesized in a manner well known to those skilled in the art, or commercially available ones may be used.
Further, in some specific embodiments, the weight percent of component a is from 5% to 85%, preferably from 5% to 80%, based on the total weight of the reddish-brown acid-dye composition; the weight percentage of the component B is 5-90%, preferably 5-85%; the weight percentage of the component C is 2-40%, preferably 2-35%; the weight percentage of the component D is 0.1-30%, preferably 0.1-25%.
Specifically, the content of the component a may be 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, etc.; the content of the component B may be 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, etc.; the content of the component C may be 2%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, etc.; the component D may be present in an amount of 0.1%, 0.5%, 1%, 5%, 10%, 15%, 20%, 25%, 30%, etc.
The invention also provides a reddish-brown acid dye, which comprises the reddish-brown acid dye composition and an auxiliary agent according to the invention, wherein the mass ratio of the reddish-brown acid dye composition to the auxiliary agent is 1:0.1-100, such as 1:0.1, 1:0.5, 1:1, 1:5, 1:10, 1:20, 1:30, 1:40, 1:50, 1:60, 1:70, 1:80, 1:90 and the like.
Specifically, in the invention, the auxiliary agent is one or a combination of more than two of a filler, a dispersing agent and a cosolvent. The specific type of the dispersant is not particularly limited, and may be a dispersant commonly used in the art. Preferably, the dispersant may be one or a combination of two or more of naphthalene sulfonic acid formaldehyde condensate and lignin sulfonate. The dye dispersant preferably comprises one or a combination of more than two of the following: naphthalene sulfonic acid formaldehyde condensate (e.g., dispersant MF, dispersant CNF, dispersant NNO) or sodium lignin sulfonate (e.g., lignin 85A, lignin 83A) or a combination of two or more thereof. The filler comprises one or more of maltodextrin and anhydrous sodium sulfate.
The reddish-brown acid dye has good lifting power and compatibility and excellent washing fastness, rubbing fastness, perspiration fastness and light fastness when being used for dyeing wool, chinlon and blended fabrics thereof.
The invention also provides a preparation method of the reddish-brown acid dye, which comprises the following steps:
uniformly mixing the dye components and the auxiliary agent in a mixer to obtain the acid dye composition; or adding an auxiliary agent and water into the acid dye, pulping and dissolving, and then spray-drying to obtain the composition.
The invention also provides the use of the reddish-brown acid dye according to the invention for dyeing and/or printing textiles.
According to the application of the invention, the fabric is wool, chinlon or a blended fabric thereof.
The invention also provides a fabric which is prepared by dyeing and/or printing by using the reddish-brown acid dye.
Examples
Embodiments of the present invention will be described in detail below with reference to examples, but it will be understood by those skilled in the art that the following examples are only for illustrating the present invention and should not be construed as limiting the scope of the present invention. The specific conditions are not noted in the examples and are carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or apparatus used were conventional products commercially available without the manufacturer's attention.
Examples 1 to 13
According to the raw material proportion shown in Table 1, the dye component A, the dye component B, the dye component C, the dye component D and the auxiliary agent are milled by a mill and then enter a mixer to be mixed uniformly, so that the reddish-brown acid dye is obtained.
Table 1 units: gram (g)
Dyeing example 1:
1 g of the reddish-brown acid dye prepared in examples 1-13 is accurately weighed and dissolved, stirred uniformly, the volume is fixed to 500 mL by a volumetric flask, 25 mL of dye liquor is sucked into a dyeing cup, 2.5 mL of 100g/L anhydrous sodium sulfate and 2.5 mL 30% glacial acetic acid are added, then 70mL of water is added, 5 g of wool is put in, and the dyeing depth (o.w.f) is controlled to be 1.0%, and the bath ratio is controlled to be 1:20. Heating to 100 ℃ at a heating rate of 1 ℃/min, preserving heat for 55 min, and then cooling to 50 ℃ at a speed of 9.9 ℃/min to start sampling. Washing and drying the cloth sample to obtain the wool fabric.
And (3) testing various fastness:
the dyed wool fabrics were tested for wash, rub and light fastness according to ISO 105-C10, ISO 105-X12 and AATCC 16.3-2012 (20 h), respectively, and the results are shown in table 2 below.
TABLE 2
The dyed wool fabric was tested for perspiration fastness according to ISO105-E04 and the results are shown in Table 3 below.
TABLE 3 Table 3
Dyeing example 2:
1 g of the reddish-brown acid dye prepared in examples 1-13 is accurately weighed and dissolved, stirred uniformly, the volume is fixed to 500 mL by a volumetric flask, 25 mL of dye liquor is sucked into a dyeing cup, 2.5 mL of 10g/L of Inlet color Al new and 2.5 mL of buffer solution with pH of 6.5 are added, 70mL of water is then added, 5 g of nylon cloth is put, and the dyeing depth (o.w.f) is controlled to be 1.0%, and the bath ratio is controlled to be 1:20. Heating to 100 ℃ at a heating rate of 1 ℃/min, preserving heat for 55 min, and then cooling to 50 ℃ at a speed of 9.9 ℃/min to start sampling. And washing and drying the cloth sample to obtain the nylon fabric.
And (3) testing various fastness:
the dyed wool fabrics were tested for wash, rub and light fastness according to ISO 105-C10, ISO 105-X12 and AATCC 16.3-2012 (20 h), respectively, and the results are shown in table 4 below.
TABLE 4 Table 4
The perspiration fastness of the dyed nylon fabric was measured according to ISO105-E04, and the results are shown in Table 5 below.
TABLE 5
From the data, the reddish-brown acid dye products of examples 1 to 13 provided by the invention have higher washing fastness, rubbing fastness, light fastness and perspiration fastness, stable performance and good market prospect when being dyed on wool fabrics and nylon fabrics.
It should be noted that, although the technical solution of the present invention is described in specific examples, those skilled in the art can understand that the present invention should not be limited thereto.
The foregoing description of embodiments of the invention has been presented for purposes of illustration and description, and is not intended to be exhaustive or limited to the embodiments disclosed. Many modifications and variations will be apparent to those of ordinary skill in the art without departing from the scope and spirit of the various embodiments described. The terminology used herein was chosen in order to best explain the principles of the embodiments, the practical application, or the technical improvements in the marketplace, or to enable others of ordinary skill in the art to understand the embodiments disclosed herein.
Claims (10)
1. A reddish-brown acid dye composition, comprising the following components: component A of formula (I):
a component B represented by the formula (II):
component C as shown in formula (III):
and a component D which is one or a combination of two or more of the following formulas (IV) to (V):
2. the reddish-brown acid dye composition according to claim 1, wherein the weight percentage of component a is 5-85% based on the total weight of the reddish-brown acid dye composition; the weight percentage of the component B is 5% -90%; the weight percentage of the component C is 2% -40%; the weight percentage of the component D is 0.1-30%.
3. A reddish-brown acid dye composition according to claim 2, wherein the weight percentage of component a is 5% to 80%; the weight percentage of the component B is 5-85 percent; the weight percentage of the component C is 2% -35%; the weight percentage of the component D is 0.1-25%.
4. A reddish-brown acid dye, characterized in that it comprises a reddish-brown acid dye composition according to any one of claims 1 to 3 and an auxiliary agent.
5. The reddish-brown acid dye according to claim 4, wherein the mass ratio of the reddish-brown acid dye composition to the auxiliary agent is 1:0.1-100.
6. A reddish-brown acid dye according to claim 4 or 5, wherein the auxiliary agent comprises one or a combination of two or more of a filler, a dispersant and a cosolvent.
7. A process for the preparation of a reddish-brown acid dye according to any of claims 4-6, characterized in that it comprises the following steps: uniformly mixing the dye components and the auxiliary agent in a mixer to obtain a reddish-brown acid dye; or adding an auxiliary agent and water into each dye component, pulping and dissolving, and then spray-drying to obtain the reddish-brown acid dye.
8. Use of a reddish-brown acid dye according to any of claims 4-6 for dyeing and/or printing fabrics.
9. The use according to claim 8, wherein the fabric is wool, chinlon or a blend thereof.
10. Fabric, characterized in that it is prepared by dyeing and/or printing with a reddish-brown acid dye according to any one of claims 4 to 6.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310831329.1A CN116875080B (en) | 2023-07-07 | 2023-07-07 | Carmine acid dye composition, carmine acid dye, and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310831329.1A CN116875080B (en) | 2023-07-07 | 2023-07-07 | Carmine acid dye composition, carmine acid dye, and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN116875080A CN116875080A (en) | 2023-10-13 |
| CN116875080B true CN116875080B (en) | 2024-03-01 |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS238094B1 (en) * | 1984-01-30 | 1985-11-13 | Karel Ruzicka | 2:1 metallocomplex dye stuffs preparation method |
| US4818246A (en) * | 1984-11-09 | 1989-04-04 | Ciba-Geigy Corporation | Process for improving the light-fastness of leather dyeings |
| EP0356851A2 (en) * | 1988-08-31 | 1990-03-07 | BASF Aktiengesellschaft | Process for the preparation of solutions of 1:2-chromium complex azo dyes |
| CN105985663A (en) * | 2015-02-11 | 2016-10-05 | 上海雅运纺织化工股份有限公司 | Black acid dye composition and dyeing application thereof |
| CN111902489A (en) * | 2018-03-27 | 2020-11-06 | 保土谷化学工业株式会社 | Complex salt compound, dye composition, coloring agent for anodized aluminum, coloring method, and method for producing complex salt compound |
| CN112424652A (en) * | 2018-07-23 | 2021-02-26 | Jsr株式会社 | Display element and method for manufacturing display element |
-
2023
- 2023-07-07 CN CN202310831329.1A patent/CN116875080B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS238094B1 (en) * | 1984-01-30 | 1985-11-13 | Karel Ruzicka | 2:1 metallocomplex dye stuffs preparation method |
| US4818246A (en) * | 1984-11-09 | 1989-04-04 | Ciba-Geigy Corporation | Process for improving the light-fastness of leather dyeings |
| EP0356851A2 (en) * | 1988-08-31 | 1990-03-07 | BASF Aktiengesellschaft | Process for the preparation of solutions of 1:2-chromium complex azo dyes |
| CN105985663A (en) * | 2015-02-11 | 2016-10-05 | 上海雅运纺织化工股份有限公司 | Black acid dye composition and dyeing application thereof |
| CN111902489A (en) * | 2018-03-27 | 2020-11-06 | 保土谷化学工业株式会社 | Complex salt compound, dye composition, coloring agent for anodized aluminum, coloring method, and method for producing complex salt compound |
| CN112424652A (en) * | 2018-07-23 | 2021-02-26 | Jsr株式会社 | Display element and method for manufacturing display element |
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| CN116875080A (en) | 2023-10-13 |
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