CN116178981A - Brilliant blue disperse dye compound, composition, preparation method and application thereof - Google Patents
Brilliant blue disperse dye compound, composition, preparation method and application thereof Download PDFInfo
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- CN116178981A CN116178981A CN202211500925.3A CN202211500925A CN116178981A CN 116178981 A CN116178981 A CN 116178981A CN 202211500925 A CN202211500925 A CN 202211500925A CN 116178981 A CN116178981 A CN 116178981A
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- brilliant blue
- disperse dye
- compound
- blue disperse
- formula
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- 239000000986 disperse dye Substances 0.000 title claims abstract description 33
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 title claims abstract description 32
- 150000001875 compounds Chemical class 0.000 title claims abstract description 32
- 239000000203 mixture Substances 0.000 title claims description 16
- 238000002360 preparation method Methods 0.000 title claims description 9
- 239000000975 dye Substances 0.000 claims abstract description 21
- 238000004043 dyeing Methods 0.000 claims abstract description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 10
- 239000004744 fabric Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 239000012954 diazonium Substances 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims description 6
- -1 2-ethoxyethyl Chemical group 0.000 claims description 5
- 229920004933 Terylene® Polymers 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 5
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 4
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000835 fiber Substances 0.000 abstract description 2
- 229920000728 polyester Polymers 0.000 abstract description 2
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 5
- 239000003513 alkali Substances 0.000 description 3
- 239000012752 auxiliary agent Substances 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- IDWXQRMUCRXFAK-UHFFFAOYSA-N (2-phenyldiazenylhydrazinyl)benzene Chemical compound C=1C=CC=CC=1N=NNNC1=CC=CC=C1 IDWXQRMUCRXFAK-UHFFFAOYSA-N 0.000 description 1
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 1
- SQBCSDZTDXLTLE-UHFFFAOYSA-N 5-nitro-2,1-benzothiazol-3-amine Chemical compound C1=CC([N+]([O-])=O)=CC2=C(N)SN=C21 SQBCSDZTDXLTLE-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 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
- 239000006185 dispersion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- WQHQCQSAAOGHQP-UHFFFAOYSA-N formaldehyde;2-methylnaphthalene-1-sulfonic acid Chemical group O=C.C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WQHQCQSAAOGHQP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 230000031700 light absorption Effects 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000012360 testing method Methods 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
- C09B29/0074—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
- C09B29/0077—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms containing a five-membered heterocyclic ring with one nitrogen and one sulfur as heteroatoms
- C09B29/0081—Isothiazoles or condensed isothiazoles
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0833—Amino benzenes characterised by the substituent on the benzene ring excepted the substituents: CH3, C2H5, O-alkyl, NHCO-alkyl, NHCOO-alkyl, NHCO- C6H5, NHCOO-C6H5
- C09B29/0844—Amino benzenes characterised by the substituent on the benzene ring excepted the substituents: CH3, C2H5, O-alkyl, NHCO-alkyl, NHCOO-alkyl, NHCO- C6H5, NHCOO-C6H5 substituted by alkyl, e.g. CF3
-
- 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Abstract
The invention relates to a brilliant blue disperse dye compound, which contains ether bond, has good affinity with polyester fiber, good dyeing leveling property, high lifting force, stable ether bond, difficult hydrolysis, especially stable under alkaline condition, and can dye under alkaline condition.
Description
Technical field:
the invention relates to a blue disperse dye, in particular to a brilliant blue disperse dye compound, a brilliant blue disperse dye composition, a preparation method and an application thereof.
The background technology is as follows:
the disperse brilliant blue 284 is a disperse dye variety with bright color, larger light absorption coefficient, higher dyeing strength and higher lifting rate, is mainly used for dyeing and printing terylene and blended fabrics, and has wider application range. Although the dispersion brilliant blue 284 has excellent performance, the tail group is an ester group, so that the alkali resistance is extremely poor, the dyeing cannot be performed under the alkaline condition, and the application range of the product is greatly limited. Therefore, development of a disperse brilliant blue dye with brilliant color, excellent performance and color light similar to that of the disperse brilliant blue 284 is a problem to be solved in the dye industry.
The invention comprises the following steps:
the invention provides a brilliant blue disperse dye compound, a composition, a preparation method and application thereof, which solve the defect of poor alkali resistance of the existing disperse brilliant blue 284 product, and the dye has the obvious advantages of bright color, good leveling property and high lifting power, and is low in price, and economic and environment-friendly in production process.
In order to achieve the above purpose, the technical scheme of the invention is as follows: a brilliant blue disperse dye compound is a compound with a structure shown in a formula (I),
wherein:
r is selected from any one of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, 2-methoxyethyl, 2-ethoxyethyl and 3-methoxypropyl;
the preparation method of the brilliant blue disperse dye compound comprises the following steps,
a. adding sulfuric acid into a compound with a structure shown in a formula (II) for dissolution, dripping nitrosylsulfuric acid at 0-10 ℃, and preserving heat for 2-4 hours to obtain diazonium solution;
b. dissolving a compound with a structure shown in a formula (III) in water, adding sulfuric acid under stirring, adding sulfamic acid, cooling to 0-5 ℃, adding diazonium solution, and reacting at 0-5 ℃ to obtain the compound with the structure shown in the formula (I).
A composition of a brilliant blue disperse dye comprising a dye component comprising a compound of the structure shown in formula (I) in claim 1 and an auxiliary component.
A brilliant blue disperse dye composition comprises a dispersing agent and a surfactant.
A brilliant blue disperse dye composition comprises a dye component and an auxiliary component in a weight ratio of 1:0.5-6.
A process for preparing the disperse dye composition with brilliant blue color includes such steps as adding assistant component and water, grinding, and drying.
The application of a brilliant blue disperse dye compound in dyeing and printing of terylene and terylene blended fabrics.
The design concept and beneficial effects of the invention are as follows: the brilliant blue disperse dye compound provided by the invention contains ether bonds, has good affinity with polyester fibers, good dyeing leveling property and high lifting force, is stable in ether bonds, is not easy to hydrolyze, is especially stable under alkaline conditions, can be dyed under alkaline conditions, is an indistinct disperse brilliant blue dye compound with good performance, solves the problem of poor alkali resistance of disperse blue 284 products, keeps the obvious advantages of bright color, good leveling property and high lifting force, and is low in price.
The specific embodiment is as follows:
the present invention will be further described with reference to specific examples, but the scope of the present invention is not limited thereto.
Example 1:
the R group in the formula (III) is methyl, and is a formula (IV) with the structure shown in the formula (IV),
9.8g (0.050 mol) of compound 3-amino-5-nitro-2, 1-benzisothiazole with the structure shown in (II) is added into 60.0g of 98% concentrated sulfuric acid to be dissolved in a 250mL glass four-necked flask, 16.3g (0.0526 mol) of 41% nitrosylsulfuric acid is slowly dripped into the flask at the temperature of 0-10 ℃ and the flask is kept for 3 hours to obtain diazonium solution; in a 1000mL glass four-necked flask, 12.3g (0.055 mol) of compound N, N-bis (2-methoxyethyl) m-methylaniline with the structure shown in the formula (IV) is added with 250mL of water, 3.0g of 98% concentrated sulfuric acid is added for dissolution under stirring, 0.5g of sulfamic acid is added, the temperature is reduced to 0-5 ℃, the diazonium solution is added, the reaction is carried out at 0-5 ℃, filtration is carried out after the reaction is completed, the water is washed to be neutral, and 20.3g (0.0473 mol) of disperse dye compound N, N-bis (2-methoxyethyl) -3-methyl-4- (5-nitro-2, 1-benzisothiazole-3-yl) azo aniline with the structure shown in the formula (I-1) is obtained after drying, and the yield is 94.7%.
The structural formula of the disperse dye compound is as follows:
as the compound is a diether group, the coloring rate is high in an alkaline environment.
Examples 2 to 10 ". The procedure described in example 1 was followed, except that the R group in formula (III) was replaced with the desired group, to give the corresponding brilliant blue disperse dye compounds (I-2) to (I-10).
In example 11, 40g of the brilliant blue disperse dye compound in examples 1 to 10 and 160 g of the dispersing agent MF are taken, 300 g of water is added for mixing, the mixture is added with water for mixing to prepare slurry, the solid content of the slurry is controlled to be between 35 and 45 percent, grinding, dispersing and spray drying are carried out, and the brilliant blue disperse dye composition prepared from the brilliant blue disperse dye compound in examples 1 to 10 is obtained respectively, wherein the composition can provide blue color tone with uniform fabric and good fastness. The auxiliary agent is methyl naphthalene sulfonic acid formaldehyde condensate (dispersing agent MF), naphthalene sulfonic acid formaldehyde condensate (dispersing agent NNO), sodium lignin sulfonate (lignin NA, 83A) and the like, and the weight ratio of the dye component to the auxiliary agent component is 1:0.5-6.
Since 100% removal of moisture is not possible during spray drying, a certain amount of moisture is allowed to be present even in a powdery or granular dye preparation.
Because of the particularities of the dye industry, it is difficult and unnecessary to make pure products, often with some impurities during the preparation process, the dye preparations of the present invention also allow for the presence of trace amounts of impurities.
Comparative example 1: the commercial disperse blue 284 commodity was taken as a comparative example, and the depth of the dyed cloth samples was identical to that of the dyed cloth samples of examples 1 to 10.
Table 1: proportion of dye
Performance test:
the disperse dyes prepared in the above examples 1 to 10 and the disperse blue 284 disperse dye of comparative example 1 are treated by a conventional high-temperature high-pressure dyeing method, and in the treatment process, the dyeing depth (o.w.f) is controlled to be 1.2%, and the bath ratio is controlled to be 1:40, the pH value of the dye bath is regulated to 4-5, the dye is added at room temperature, the temperature is increased to 130 ℃ at 1 ℃/min, the heat is preserved for 45min, and the dye is recovered, washed, dried and cooled to 70 ℃ and taken out according to a normal method. Based on the dyeing method, respectively regulating the pH values of the dye baths to be 7, 9 and 10, taking the dyed cloth sample with the pH value of the dye bath of 4-5 as a standard, testing the coloring rate condition of the dye under different pH values, and judging the pH value capable of dyeing normally, wherein the specific reference is shown in Table 2:
TABLE 2 dye color Rate at different pH' s
As can be seen from the color ratios at different pH values in table 2, the color ratio of comparative example 1 was 67.7% at ph=7, 67.0% at ph=9, and 3.2% at ph=10, whereas the color ratios of the cloth samples of examples 1 to 10 after dyeing at ph=7, both reached 99.5% and above, and the color ratio of the cloth sample after dyeing at ph=10 also reached 96.2% and above, so that the dyeing pH range of the dye of example was significantly higher than that of comparative example 1, the pH requirement was wider at dyeing, and the dyeing was more stable in use.
The above embodiments are provided to illustrate the technical concept and features of the present invention and are intended to enable those skilled in the art to understand the content of the present invention and implement the same, and are not intended to limit the scope of the present invention. All equivalent changes or modifications made in accordance with the spirit of the present invention should be construed to be included in the scope of the present invention.
Claims (8)
1. A brilliant blue disperse dye compound, characterized in that: is a compound with a structure shown as a formula (I),
wherein:
r is selected from any one of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, 2-methoxyethyl, 2-ethoxyethyl and 3-methoxypropyl.
2. A brilliant blue disperse dye compound according to claim 1, characterized in that: the disperse dye with the structure shown in the formula (I) is any one of the following structures:
3. the method for preparing a brilliant blue disperse dye compound according to claim 1, wherein: comprises the steps of,
a. adding sulfuric acid into a compound with a structure shown in a formula (II) for dissolution, dripping nitrosylsulfuric acid at 0-10 ℃, and preserving heat for 2-4 hours to obtain diazonium solution;
b. dissolving a compound with a structure shown in a formula (III) in water, adding sulfuric acid under stirring, adding sulfamic acid, cooling to 0-5 ℃, adding diazonium solution, and reacting at 0-5 ℃ to obtain the compound with the structure shown in the formula (I).
4. A brilliant blue disperse dye composition characterized in that: a dye component comprising a compound of the structure of formula (I) in claim 1 and an auxiliary component.
5. The brilliant blue disperse dye composition according to claim 4, wherein: the auxiliary component comprises a dispersing agent and a surfactant.
6. The brilliant blue disperse dye composition according to claim 4, wherein: the weight ratio of the dye component to the auxiliary component is 1:0.5-6.
7. A process for the preparation of a brilliant blue disperse dye composition according to any one of claims 5-6, characterized in that: and (3) taking the dye component, adding the auxiliary component and water, adding a grinding medium, sanding, and drying to obtain a finished product.
8. The use of the brilliant blue disperse dye compound according to claim 1, for dyeing and printing terylene and terylene blend fabrics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211500925.3A CN116178981A (en) | 2022-11-28 | 2022-11-28 | Brilliant blue disperse dye compound, composition, preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211500925.3A CN116178981A (en) | 2022-11-28 | 2022-11-28 | Brilliant blue disperse dye compound, composition, preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN116178981A true CN116178981A (en) | 2023-05-30 |
Family
ID=86435293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211500925.3A Pending CN116178981A (en) | 2022-11-28 | 2022-11-28 | Brilliant blue disperse dye compound, composition, preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN116178981A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60246885A (en) * | 1984-05-22 | 1985-12-06 | 合成染料技術研究組合 | Alkali resist style method |
| CN104087019A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Navy blue or black disperse dye composition |
| CN104088166A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Application of navy blue or black disperse dye |
| CN104087018A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Preparation method for navy blue or black disperse dye |
-
2022
- 2022-11-28 CN CN202211500925.3A patent/CN116178981A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60246885A (en) * | 1984-05-22 | 1985-12-06 | 合成染料技術研究組合 | Alkali resist style method |
| CN104087019A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Navy blue or black disperse dye composition |
| CN104088166A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Application of navy blue or black disperse dye |
| CN104087018A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Preparation method for navy blue or black disperse dye |
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