CN105647235A - High dye uptake disperse dye composition and preparation method and application thereof - Google Patents
High dye uptake disperse dye composition and preparation method and application thereof Download PDFInfo
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- CN105647235A CN105647235A CN201610040021.5A CN201610040021A CN105647235A CN 105647235 A CN105647235 A CN 105647235A CN 201610040021 A CN201610040021 A CN 201610040021A CN 105647235 A CN105647235 A CN 105647235A
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- 239000000203 mixture Substances 0.000 title claims abstract description 62
- 239000000975 dye Substances 0.000 title claims abstract description 35
- 239000000986 disperse dye Substances 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 239000000835 fiber Substances 0.000 claims abstract description 13
- 238000001694 spray drying Methods 0.000 claims abstract description 8
- 238000004043 dyeing Methods 0.000 claims abstract description 7
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 4
- 239000002270 dispersing agent Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 239000012752 auxiliary agent Substances 0.000 claims description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- -1 cyano, carbonyl Chemical group 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 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 claims description 3
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000000227 grinding Methods 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 2
- 238000000859 sublimation Methods 0.000 abstract description 4
- 230000008022 sublimation Effects 0.000 abstract description 4
- 239000000654 additive Substances 0.000 abstract 2
- 230000000996 additive effect Effects 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 229920004933 Terylene® Polymers 0.000 description 2
- 229920006221 acetate fiber Polymers 0.000 description 2
- VQFAIAKCILWQPZ-UHFFFAOYSA-N bromoacetone Chemical compound CC(=O)CBr VQFAIAKCILWQPZ-UHFFFAOYSA-N 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- DZRZHFOFVWAKGT-UHFFFAOYSA-N 3,5-dinitrothiophen-2-amine Chemical compound NC=1SC([N+]([O-])=O)=CC=1[N+]([O-])=O DZRZHFOFVWAKGT-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 0 CC(NC([C@@](C=C1)N=Nc(c(C#N)cc([N+]([O-])=O)c2)c2Br)C=C1N(*)*)=O Chemical compound CC(NC([C@@](C=C1)N=Nc(c(C#N)cc([N+]([O-])=O)c2)c2Br)C=C1N(*)*)=O 0.000 description 1
- 229920006052 Chinlon® Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920002334 Spandex Polymers 0.000 description 1
- 239000012932 acetate dye Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000004759 spandex Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 210000002268 wool Anatomy 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
- C09B67/0033—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
-
- 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
- D06P3/004—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated using dispersed 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention relates to a high dye uptake disperse dye composition and a preparation method and application thereof. The disperse dye composition is prepared from a compound shown in the formula I with the content accounting for 5-25% of the total mass of the dye composition, a compound shown in the formula II with the content accounting for 5-25% of the total mass of the dye composition, a compound shown in the formula III with the content accounting for 0.5-10% of the total mass of the dye composition, a compound shown in the formula IV with the content accounting for 0.5-8% of the total mass of the dye composition, and the balance additive. The preparation method comprises the steps that the compounds in the formulas I, II, III and IV and the additive are mixed to be uniform and are ground and subjected to spray drying so as to obtain the high dye uptake disperse dye composition. The disperse dye composition is applied to dyeing of hydrophobic fiber or fiber blends. The disperse dye composition has the good soaping fastness, perspiration fastness, sublimation fastness and whiteness pitching fastness. The preparation method is simple in technology, low in cost and good in application prospect.
Description
Technical Field
The invention belongs to the field of nonionic dyes, and particularly relates to a high-dye-uptake disperse dye composition, and a preparation method and application thereof.
Background
Disperse dyes are a class of nonionic dyes that have relatively low water solubility. Disperse dyes were first used for the dyeing of acetate fibers and are known as acetate dyes. With the development of synthetic fibers, chinlon and terylene appear in succession, and particularly terylene has the characteristics of high degree of alignment, few fiber gaps, strong hydrophobicity and the like. The fiber is puffed at high temperature and hot melting, and the dye can enter the fiber and dye the fiber. With the development of synthetic fibers, people also put new demands on dyes, and the conventional dyes have application defects, such as low dye uptake, unacceptable fastness and the like.
Therefore, there is a need to develop a novel dye that can be suitably used for various types of fibers and blended products thereof.
Disclosure of Invention
The invention aims to solve the technical problem of providing a disperse dye composition with high dye-uptake rate, a preparation method and application thereof, wherein the disperse dye composition has good soaping fastness, perspiration fastness, sublimation fastness and white fastness; the preparation method has the advantages of simple process, low cost and good application prospect.
The invention relates to a high-dye-uptake disperse dye composition which comprises the following components in parts by weight: the content of the compound shown in the formula I is 5-25%, preferably 6.5-20% of the total mass of the dye composition; the content of the compound shown in the formula II is 5-25%, preferably 8-15% of the total mass of the dye composition; the content of the compound shown in the formula III is 0.5-10%, preferably 3-8% of the total mass of the dye composition; the content of the compound shown in the formula IV is 0.5-8 percent of the total mass of the dye composition, and preferably 1.5-8 percent; the balance of auxiliary agents.
Wherein, the compound shown in the formula I is:
the compound represented by formula II is:
the compound represented by formula III is:
the compound of formula IV is:
wherein,
R1is hydrogen or (C)1-C4) Alkyl groups of (a);
X1-X6independently selected from hydrogen, halogen, nitro, cyano, carbonyl, SCN or CO-NR2R3(ii) a N and m are each 1, 2, 3 or 4.
Preferably, the first and second liquid crystal materials are,the R is1Is hydrogen, (C)1-C2) Alkyl groups of (a);
X1-X6independently selected from hydrogen, nitro, cyano, bromo or chloro;
n and m above are each 1 or 2.
More preferably, R is1Is methyl or ethyl;
X3，X4and X6Is a nitro group;
X1and X2Independently selected from nitro, bromo or chloro;
X5is hydrogen;
n and m above are each 1 or 2.
Most preferably, the compound shown in the formula I-1 in the disperse dye composition is:
the compound represented by the formula II-1 is:
the compound represented by formula III is:
the compound of formula IV is:
the auxiliary agent is a dispersing agent and/or a dispersing agent.
The auxiliary agent is one or more of naphthalene sulfonic acid formaldehyde condensate, lignosulfonate and alkyl naphthalene sulfonic acid formaldehyde condensate.
The naphthalenesulfonic acid formaldehyde condensate is one or more of a diffusant NNO, a dispersant MF and a diffusant CNF.
Further, in the composition, the mass ratio of the compound shown in the formula I to the compound shown in the formula II is 1:5-5: 1; preferably 1:2.5-2.5: 1.
Further, the composition may also contain other structural dyes.
In another aspect of the present invention, there is provided an aqueous dyeing solution comprising the above disperse dye composition, wherein the content of the dye composition in the aqueous solution is 0.001% to 20%, preferably 0.005% to 16%.
The invention relates to a preparation method of a disperse dye composition with high dye-uptake, which comprises the following steps:
and (3) uniformly mixing the compounds shown in the formulas I to IV with an auxiliary agent, grinding, and then carrying out spray drying to obtain the compound.
The invention relates to an application of a disperse dye composition with high dye-uptake, which is applied to dyeing of hydrophobic fibers or fiber blends.
The hydrophobic fibers or blends include, but are not limited to: acetate fiber, cotton, nylon, polyester fiber, acrylic fiber, wool, and spandex. The textile material or blends thereof may be in the form of filaments, loose fibres, yarns or woven or knitted fabrics.
The preparation method of the compound of the invention can be obtained by referring to the methods disclosed in patents CN101522816, JP58152056 and EP 5551779.
Advantageous effects
The disperse dye composition has good soaping fastness, perspiration fastness and sublimation fastness, and very good white fastness, especially when the compounds of the formulas I to IV are combined according to the proportion of the invention, the composition has good dye uptake, and is particularly suitable for textile dyeing; and the preparation method has simple process, low cost and good application prospect.
Drawings
FIG. 1 is a H1-NMR spectrum of the compound of formula (II-1).
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
Stirring 37g of aniline, 28.8g of acrylic acid and 100g of water at 90 ℃ for reaction for 20 hours, cooling, adding 200g of methanol, stirring for 12 hours at 0-5 ℃, filtering, adding 150g of water, 11g of soda ash and 20g of benzyl chloride, mixing, stirring, adding 2g of potassium iodide at 80 ℃, reacting for 12 hours, cooling, adding 100g of methanol, stirring for 12 hours at 0-5 ℃, mixing a filter cake after filtering with 100g of DMF, 11g of soda ash and 14g of bromoacetone, heating to 60 ℃, adding 1g of potassium iodide, stirring for reaction for 12 hours, cooling to 40 ℃, adding 200g of water, and filtering to obtain an esterified substance.
41.5g sulfuric acid and 9.5g acetic acid mixture, cooling to 10 degrees C below slowly adding 4.65g 2-amino-3, 5 dinitrothiophene, then at 0-5 degrees C slowly adding 8.2g nitrosyl sulfuric acid. After the dropwise addition is finished, the mixture is stirred and reacted for 2 hours at about 0 ℃ until the reaction is completed to obtain diazotization solution.
2g of sulfuric acid, 1.2g of sulfamic acid and 7.8g of an esterified product were added to a mixture of 25g of water and 50g of ice, the diazotization solution was slowly added thereto at a temperature of 0 ℃ or lower, the mixture was stirred at a temperature of 5 ℃ for reaction for 2 hours, and then the reaction mixture was filtered, washed with clean water and dried to obtain 10.68g of a compound of the formula (II-1). Melting point: the H1-NMR spectrum is shown in figure 1 at 118-123 ℃.
Example 2
6.7g of the formula (I-1), 14.5g of the formula (II-1), 8.0g of the formula (III), 1.9g of the formula (IV) and 68.9g of a dispersant MF68 g were mixed with water, and then ground and dispersed with a mill, followed by spray-drying to obtain a blue to black dye composition.
Example 3
20.0g of the formula (I-1), 8.3g of the formula (II-1), 4.0g of the formula (III), 2.3g of the formula (IV) and MF65.4g of a dispersant were kneaded with water, then ground and dispersed with a mill, followed by spray-drying to obtain a blue to black dye composition.
Example 4
25.0g of the formula (I-1), 5.0g of the formula (II-1), 1.5g of the formula (III) and 3.2g of the formula (IV) were mixed with MF65.3g of a dispersant and water, and then the mixture was ground and dispersed by a grinder and then spray-dried to obtain a blue to black dye composition.
Example 5
5.0g of the formula (I-1), 25.0g of the formula (II-1), 1.5g of the formula (III), 3.2g of the formula (IV) and MF65.3g of a dispersant were mixed with water, and then ground and dispersed with a grinder, followed by spray drying to obtain a blue to black dye composition.
Example 6
12.5g of the formula (I-1), 14.3g of the formula (II-1), 3.5g of the formula (III) and 6.2g of the formula (IV) were mixed with MF63.5g of a dispersant by adding water, and then the mixture was ground and dispersed by a grinder and then spray-dried to obtain a blue to black dye composition.
Example 7
6.7g of the formula (I-2), 14.5g of the formula (II-1), 5.0g of the formula (III) and 2.4g of the formula (IV) were mixed with MF71.4g of a dispersant by adding water, followed by milling with a mill and then spray-drying to obtain a blue to black dye composition.
Example 8
21.0g of the formula (I-3), 7.2g of the formula (II-1), 3.1g of the formula (III) and 2.0g of the formula (IV) were mixed with 66.7g of a dispersant by adding water, and then the mixture was ground and dispersed by a grinder, followed by spray drying to obtain a blue to black dye composition.
Example 9
2.0g of each of the disperse dyes prepared in examples 2 to 8 was taken, and water was used to prepare a disperse dye suspension having a concentration of 2g/L, 2ml of the disperse dye suspension was mixed with 8ml of water, the pH of the dye bath was adjusted to 5 with acetic acid, then the temperature was raised to 60 ℃ and 2g of the fiber material shown in the following table was added to perform high-temperature high-pressure dyeing, the temperature was raised to 130 ℃ within 30 minutes, the temperature was maintained for 30 minutes, and the fiber material was cooled and sampled. The color fastness to soaping, the color fastness to sublimation, the fastness to perspiration and the fastness to white mixing of examples 2 to 8 were tested according to the relevant regulations of the national standards, respectively.
TABLE 1
TABLE 2
TABLE 3
TABLE 4
TABLE 5
Claims (9)
1. A high-dye-uptake disperse dye composition is characterized in that: the composition consists of the following components: the content of the compound shown in the formula I is 5-25% of the total mass of the dye composition; the content of the compound shown in the formula II is 5-25% of the total mass of the dye composition; the content of the compound shown in the formula III is 0.5-10% of the total mass of the dye composition; the content of the compound shown in the formula IV is 0.5-8% of the total mass of the dye composition; the balance of auxiliary agents;
wherein, the compound shown in the formula I is:
the compound represented by formula II is:
the compound represented by formula III is:
the compound of formula IV is:
wherein,
R1is hydrogen or (C)1-C4) Alkyl groups of (a);
X1-X6independently selected from hydrogen, halogen, nitro, cyano, carbonyl, SCN or CO-NR2R3；
N and m are each 1, 2, 3 or 4.
2. A disperse dye composition according to claim 1, wherein: the R is1Is hydrogen, (C)1-C2) Alkyl groups of (a);
X1-X6independently selected from hydrogen, nitro, cyano, bromo or chloro;
n and m above are each 1 or 2.
3. The high-dye-uptake disperse dye composition according to claim 2, wherein: the R is1Is methyl or ethyl;
X3，X4and X6Is a nitro group;
X1and X2Independently selected from nitro, bromo or chloro;
X5is hydrogen;
n and m above are each 1 or 2.
4. The high-dye-uptake disperse dye composition according to claim 1, wherein: the compound shown in the formula I is:
the compound shown in the formula II is:
5. the high-dye-uptake disperse dye composition according to claim 1, wherein: the auxiliary agent is a dispersing agent and/or a dispersing agent.
6. The high-dye-uptake disperse dye composition according to claim 5, wherein: the auxiliary agent is one or more of naphthalene sulfonic acid formaldehyde condensate, lignosulfonate and alkyl naphthalene sulfonic acid formaldehyde condensate.
7. The high-dye-uptake disperse dye composition according to claim 1, wherein: the mass ratio of the compound shown in the formula I to the compound shown in the formula II is 1:5-5: 1.
8. A method for preparing the high-dye-uptake disperse dye composition as defined in claim 1, comprising:
and (3) uniformly mixing the compounds shown in the formulas I to IV with an auxiliary agent, grinding, and then carrying out spray drying to obtain the compound.
9. Use of a high dye uptake disperse dye composition according to claim 1, wherein: the disperse dye composition is applied to dyeing of hydrophobic fibers or fiber blends.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106497140A (en) * | 2016-09-14 | 2017-03-15 | 浙江龙盛集团股份有限公司 | A kind of high fastness indigo plant is to black disperse dye composition and dye preparations |
| CN106867274A (en) * | 2016-12-31 | 2017-06-20 | 浙江龙盛集团股份有限公司 | A kind of dispersion red dye composition and dye preparations |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58152056A (en) * | 1982-03-05 | 1983-09-09 | Sumitomo Chem Co Ltd | Preparation of monoazo compound |
| EP0392359A1 (en) * | 1989-04-12 | 1990-10-17 | BASF Aktiengesellschaft | Marine blue and black dyestuff mixtures |
| JP2005036071A (en) * | 2003-07-18 | 2005-02-10 | Dystar Japan Ltd | Disperse dye mixture suitable for dyeing polylactic acid fiber |
| US20070107146A1 (en) * | 2003-12-10 | 2007-05-17 | Clariant Finance (Bvi) Limited | Disperse dyes |
| CN101522816A (en) * | 2006-10-27 | 2009-09-02 | 德意志戴斯达纺织品及染料两合公司 | Disperse dyes, their preparation and their use |
| CN102504595A (en) * | 2011-11-15 | 2012-06-20 | 东营安诺其纺织材料有限公司 | Azo dye composition, preparation method thereof and use method thereof |
| CN105001663A (en) * | 2015-07-10 | 2015-10-28 | 俞杏英 | Beta-ketonic ester and benzyl contained high-sublimation-fastness disperse dye compound, and preparation and application thereof |
| CN105102547A (en) * | 2013-01-14 | 2015-11-25 | 德司达染料分销有限公司 | High wet fast disperse dye mixtures |
-
2016
- 2016-01-20 CN CN201610040021.5A patent/CN105647235A/en active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58152056A (en) * | 1982-03-05 | 1983-09-09 | Sumitomo Chem Co Ltd | Preparation of monoazo compound |
| EP0392359A1 (en) * | 1989-04-12 | 1990-10-17 | BASF Aktiengesellschaft | Marine blue and black dyestuff mixtures |
| JP2005036071A (en) * | 2003-07-18 | 2005-02-10 | Dystar Japan Ltd | Disperse dye mixture suitable for dyeing polylactic acid fiber |
| US20070107146A1 (en) * | 2003-12-10 | 2007-05-17 | Clariant Finance (Bvi) Limited | Disperse dyes |
| CN101522816A (en) * | 2006-10-27 | 2009-09-02 | 德意志戴斯达纺织品及染料两合公司 | Disperse dyes, their preparation and their use |
| CN102504595A (en) * | 2011-11-15 | 2012-06-20 | 东营安诺其纺织材料有限公司 | Azo dye composition, preparation method thereof and use method thereof |
| CN105102547A (en) * | 2013-01-14 | 2015-11-25 | 德司达染料分销有限公司 | High wet fast disperse dye mixtures |
| US20150344695A1 (en) * | 2013-01-14 | 2015-12-03 | Dystar Colours Distribution Gmbh | High wet fast disperse dye mixtures |
| CN105001663A (en) * | 2015-07-10 | 2015-10-28 | 俞杏英 | Beta-ketonic ester and benzyl contained high-sublimation-fastness disperse dye compound, and preparation and application thereof |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106497140A (en) * | 2016-09-14 | 2017-03-15 | 浙江龙盛集团股份有限公司 | A kind of high fastness indigo plant is to black disperse dye composition and dye preparations |
| CN106497140B (en) * | 2016-09-14 | 2020-10-27 | 浙江龙盛集团股份有限公司 | High-fastness blue-to-black disperse dye composition and dye product |
| CN106867274A (en) * | 2016-12-31 | 2017-06-20 | 浙江龙盛集团股份有限公司 | A kind of dispersion red dye composition and dye preparations |
| CN106867274B (en) * | 2016-12-31 | 2019-06-28 | 浙江龙盛集团股份有限公司 | A kind of dispersion red dye composition and dye preparations |
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Application publication date: 20160608 |