CN112724707A - Disperse orange dye composition and dye product - Google Patents
Disperse orange dye composition and dye product Download PDFInfo
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- CN112724707A CN112724707A CN202011509357.4A CN202011509357A CN112724707A CN 112724707 A CN112724707 A CN 112724707A CN 202011509357 A CN202011509357 A CN 202011509357A CN 112724707 A CN112724707 A CN 112724707A
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- 239000000203 mixture Substances 0.000 title claims abstract description 41
- ZLCUIOWQYBYEBG-UHFFFAOYSA-N 1-Amino-2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(N)C(C)=CC=C3C(=O)C2=C1 ZLCUIOWQYBYEBG-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 239000001048 orange dye Substances 0.000 title claims abstract description 31
- 239000000975 dye Substances 0.000 title abstract description 48
- 150000001875 compounds Chemical class 0.000 claims abstract description 28
- 238000004043 dyeing Methods 0.000 claims abstract description 20
- 239000004744 fabric Substances 0.000 claims abstract description 18
- 229920000728 polyester Polymers 0.000 claims abstract description 14
- 239000002270 dispersing agent Substances 0.000 claims description 12
- 239000000986 disperse dye Substances 0.000 claims description 10
- 239000012752 auxiliary agent Substances 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- WQHQCQSAAOGHQP-UHFFFAOYSA-N formaldehyde;2-methylnaphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WQHQCQSAAOGHQP-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- SRDOTWUOTQTGAK-UHFFFAOYSA-N C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 Chemical compound C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 SRDOTWUOTQTGAK-UHFFFAOYSA-N 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- 235000011152 sodium sulphate Nutrition 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 18
- 238000005406 washing Methods 0.000 abstract description 11
- 239000002657 fibrous material Substances 0.000 abstract description 9
- 230000002209 hydrophobic effect Effects 0.000 abstract description 9
- 238000000859 sublimation Methods 0.000 abstract description 7
- 230000008022 sublimation Effects 0.000 abstract description 7
- 238000000034 method Methods 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 6
- ROPYWXVRNREIQD-UHFFFAOYSA-N 2-[n-(2-cyanoethyl)-4-[(2,6-dichloro-4-nitrophenyl)diazenyl]anilino]ethyl acetate Chemical compound C1=CC(N(CCC#N)CCOC(=O)C)=CC=C1N=NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl ROPYWXVRNREIQD-UHFFFAOYSA-N 0.000 description 5
- 238000007639 printing Methods 0.000 description 5
- 238000000227 grinding Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 238000001694 spray drying Methods 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 238000010017 direct printing Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- RULKYXXCCZZKDZ-UHFFFAOYSA-N 2,3,4,5-tetrachlorophenol Chemical compound OC1=CC(Cl)=C(Cl)C(Cl)=C1Cl RULKYXXCCZZKDZ-UHFFFAOYSA-N 0.000 description 1
- NMDKWAQVRNUKQH-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid formaldehyde Chemical compound C=O.C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)(=O)O NMDKWAQVRNUKQH-UHFFFAOYSA-N 0.000 description 1
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 1
- ZSPPPAFDNHYXNW-UHFFFAOYSA-N 3-[n-ethyl-4-[(4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 ZSPPPAFDNHYXNW-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- -1 methoxy, ethoxy Chemical group 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic 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
- C09B67/008—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
-
- 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
- C09B67/0079—Azoic dyestuff preparations
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a disperse orange dye composition which comprises a component A, a component B and a component C, wherein the component A is selected from one or more compounds shown in a formula (I) and/or a formula (II), the component B is selected from one or more compounds shown in a formula (III), and the component C is selected from one or more compounds shown in a formula (IV). When the disperse orange dye composition provided by the invention is applied to dyeing of hydrophobic fiber materials such as polyester and blended fabrics thereof, the dye composition has excellent sublimation resistance, washing resistance and water bubble color fastness:
Description
(I) technical field
The invention relates to a disperse orange dye composition and a dye product, in particular to a disperse orange dye composition and a dye product which are suitable for printing and dyeing hydrophobic fiber materials.
(II) background of the invention
C.i. disperse orange 30 is a reddish-brown powdery solid, and has been widely used because of its superiority in terms of low price, leveling property, hiding property, light fastness and the like, and is one of the essential basic hues in polyester fibers. However, textiles dyed with c.i. disperse orange 30 dye were tested for severe over-standard tetrachlorophenol and pentachlorophenol, while it was poorly alkali-resistant, greatly limiting the amount of c.i. disperse orange 30 used, and dutch C & a company has placed c.i. disperse orange 30 on the forbidden dye list. Some patents such as CN101275039A and CN101265370A also introduce substitutes similar to environment-friendly dispersed orange 30, but neither the color light nor the fastness index can meet the requirements of c.i. dispersed orange 30, and cannot be directly substituted. Therefore, a dye product capable of directly replacing C.I. disperse orange 30 is urgently needed in the market, and the color light of the dye under various light sources is required to be consistent, and the fastness of the dye to washing, sublimation and water bubble is also equal to or even better so as to meet the continuously changing customer requirements.
Disclosure of the invention
In order to solve the problems, the invention provides a disperse orange dye composition and a dye product, which have the characteristics of excellent washing fastness and sublimation fastness, good water bubble staining performance and the like when being applied to dyeing or printing of hydrophobic fiber materials.
The technical scheme adopted by the invention is as follows:
a disperse orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more compounds shown in a formula (I) and/or a formula (II), the component B is selected from one or more compounds shown in a formula (III), the component C is selected from one or more compounds shown in a formula (IV), based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%:
in formula (I):
R1is cyanoethyl, C1～C4Alkyl or CH2-CH＝CH2；
n is 1 or 2.
In the formula (II):
X1、X2each independently is hydrogen or halogen;
R2、R3each independently is C1～C4Alkyl or substituted C1～C4Alkyl, said substituted C1～C4The substituent of the alkyl group is selected from-CN or-OCOC6H5。
In the formula (III):
X3、X4each independently is NO2H, halogen, C1～C4Alkoxy group, -SO2-Ph、-COOC2H4OC2H4OCH3or-OCH2-Ph, Ph being phenyl;
R4is C1～C4Alkyl group of (1).
In the formula (IV):
X5is H, NO2Halogen or CN;
R5is C1～C4Alkyl groups of (a);
R6、R7each independently is hydrogen, C1～C4Alkyl or substituted C1～C4Alkyl, said substituted C1～C4The substituents for the alkyl groups being selected from-OCOR8、-COOR9，R8、R9Each independently is C1～C4Alkyl group of (1).
The above-mentioned formulas (I), (II), (III)) (IV) wherein C is1～C4The alkyl group may be methyl, ethyl, linear or branched propyl, or linear or branched butyl. Said C1～C4Alkoxy can be methoxy, ethoxy, linear or branched propoxy, linear or branched butoxy. Halogen is preferably Cl or Br.
Preferably, the component A is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
preferably, the component B is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
preferably, the component C is selected from one of the following formulas or a mixture of two or more of the following formulas in any ratio:
as a further preferred, the disperse orange dye composition comprises:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is at least one selected from formulas (IV-1) to (IV-4).
Based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
Furthermore, the disperse orange dye composition comprises a component A, a component B and a component C, wherein based on the component A to the component C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
Furthermore, the disperse orange dye composition provided by the invention comprises a component A, a component B and a component C, wherein:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is at least one selected from formulas (IV-1) to (IV-4).
Based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
The disperse orange dye composition provided by the invention usually needs to be added with conventional auxiliaries in a commercial process. Therefore, the invention also provides a disperse dye product which contains the disperse orange dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse orange dye composition is (0.2-5): 1, preferably (0.5-2): 1. Preferably, the disperse dye product consists of a disperse orange dye composition and an auxiliary agent. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in the process of compounding disperse dyes, and is particularly preferably selected from one or a mixture of more than two of the following components: lignosulfonate (e.g., commercially available dispersant Reax 83A, Reax 8A), methyl naphthalenesulfonic acid formaldehyde condensate (dispersant MF), naphthalenesulfonic acid formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid formaldehyde condensate (dispersant CNF), anhydrous sodium sulfate, polycarboxylic acid polymer dispersant, and the like.
The disperse dye product can be obtained by the following method: mixing A, B, C monomer compound (crude dye) at a certain ratio, and micronizing with a grinder such as a sand mill or a grinder in the presence of adjuvant and water; alternatively, the monomeric dye compounds of component A, B, C may be subjected to particle formation treatment in the presence of an auxiliary agent and water by a pulverizer such as a sand mill or a grinder, and then mixed in a certain proportion. The disperse dye preparations according to the invention, which are liquid after grinding with a sand mill or a grinding mill and can be in the form of powder or granules after spray drying, are known to the person skilled in the art and, since 100% removal of water is not possible during spray drying, even in the case of pulverulent or granular dye preparations a certain amount of water is still allowed, preferably not more than 10% by weight of the total dye preparation.
In addition, when the dye product is applied to printing and dyeing of textile fibers, the technical characteristics which contribute to the improvement of the dyeing effect are the components and the proportion of the dye contained in the product.
The disperse orange dye composition disclosed by the invention can be further compounded with other dyes to be synergistic to prepare new orange, blue or black dye products. The dye compounds of the formulae (I), (II), (III) and (IV) according to the invention can be synthesized conveniently in a manner known to the person skilled in the art, and commercially available products can also be used.
The invention provides an application of the disperse orange dye composition and a dye product in dyeing of hydrophobic fiber materials. The dye prepared by the dye composition can dye hydrophobic fiber materials (such as polyester and blended fabrics thereof) in a conventional mode in the industry, such as dyeing by a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be used for direct printing. Wherein, the common dip-dyeing method comprises the steps of pretreating the hydrophobic fiber material, putting the hydrophobic fiber material into a dye vat for dip-dyeing, washing the hydrophobic fiber material to be neutral by cold water after dyeing, wringing, reducing, washing and drying; the direct printing is to carry out dyeing pretreatment, drying and setting on the fabric, print disperse dye color paste on a printing machine, then carry out steaming, fix the color of the dye on the fabric by using a steaming mode, finally wash and tenter setting.
The disperse orange dye composition and the dye product provided by the invention meet the requirements of ecological environment-friendly Standard Oeko-Tex Standard l00 on textiles when being applied to dyeing or printing of hydrophobic fiber materials, and have the characteristics of excellent washing and sublimation fastness, good water bubble staining performance and the like.
Fourth, detailed description of the invention
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto:
example 1
25 g of dye compound shown in formula (I-1), 10 g of dye compound shown in formula (II-3), 45 g of dye compound shown in formula (-III 1), 10 g of dye compound shown in formula (IV-1), 250 g of dispersing agent MF, 2500 g of water are mixed, ground, dispersed and spray-dried to obtain a finished product, and the finished product can provide orange color tone of polyester and blended fabrics thereof.
Example 2
20 g of dye compound of formula (I-1), 10 g of dye compound of formula (II-1), 50 g of dye compound of formula (III-2), 20 g of dye compound of formula (IV-2), 200 g of dispersing agent MF and 30 g of sodium lignosulfonate, adding 2500 g of water, mixing, grinding, dispersing, and spray drying to obtain the finished product, wherein the finished product can provide orange color tone of polyester and blended fabrics thereof.
Example 3
15 g of the dye compound of the formula (II-1), 15 g of the dye compound of the formula (II-3), 40 g of the dye compound of the formula (II-7), 30 g of the dye compound of the formula (IV-1) and 150 g of a dispersing agent MF are mixed with 500 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, wherein the finished product can provide orange color tone for polyester and blended fabrics thereof.
Examples 4 to 25
According to the method described in the embodiment 1-3, except that 200 g of auxiliary agent (150 g of dispersing agent MF and 50 g of sodium lignosulfonate) is added and mixed with 2650 g of water to prepare slurry according to the structure and weight of the component A, the component B and the component C in the table 1, and the slurry is ground, dispersed and dried to prepare a finished product, and the dye can provide orange color tone with excellent fastness performance for polyester and blended fabrics thereof.
TABLE 1
Example 26
20 g of dye compound of formula (I-1), 10 g of dye compound of formula (II-3), 45 g of dye compound of formula (-III 1), 10 g of dye compound of formula (IV-1), 5g of C.I. disperse orange 25 shown in formula (V), 250 g of dispersing agent MF, 2500 g of water are mixed, ground, dispersed and spray-dried to obtain the finished product, and the finished product can provide orange tone for polyester and blended fabrics thereof.
Comparative example 1:
a commercially available disperse yellow brown S-4RL 150% (c.i. disp. ora 30) dye was used as comparative example 1.
Comparative example 2:
example 2 in CN 101880476B was taken as comparative example 2, and the dye composition was as follows:
dyeing examples
The disperse dyes prepared in the embodiments 1-26 and the comparative examples 1-2 are respectively weighed, the polyester fabric is treated by a conventional high-temperature high-pressure dyeing method, in the treatment process, the dyeing depth (o.w.f) is controlled to be 2.6%, the bath ratio is 1: 25, the pH value of a dyeing bath is adjusted to be 4-5, the polyester fabric is dyed at room temperature, the temperature is increased to 130 ℃ at 1 ℃/min, the temperature is kept for 60min, and the polyester fabric is washed, reduced, cleaned, neutralized in acid and shaped (180 ℃ multiplied by 30s) according to the conventional method to obtain the dyed fabric. The fastness to sublimation and washing is respectively tested by adopting ISO 105-X11 and AATCC 61-2A, and the fastness to sublimation and washing is specifically shown in Table 2:
TABLE 2
Colour fastness to water blister test
2g of the polyester fabric dyed by the dyes in the examples 1-26 and the comparative examples 1-2 is sewn with 2g of white cloth of the same specification, and then is respectively soaked in 60 ℃ (clear water), 60 ℃ (washing powder 5g/L), 95 ℃ (clear water) and 95 ℃ (washing powder 5g/L) for 15min, the bath ratio is 1:50, the color fall weight and the white cloth staining rating are judged, and the results are shown in a table 3:
TABLE 3
Therefore, when the disperse orange dye product is applied to dyeing of terylene and blended fabrics, the sublimation fastness and washing fastness are outstanding, the color fastness of water bubbles is excellent, the disperse orange dye product can be further compounded with magenta and dark blue disperse dyes, and the dye variety is enriched.
Claims (10)
1. A disperse orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more compounds shown in a formula (I) and/or a formula (II), the component B is selected from one or more compounds shown in a formula (III), the component C is selected from one or more compounds shown in a formula (IV), based on the component A to the component C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%:
in formula (I):
R1is cyanoethyl, C1～C4Alkyl or CH2-CH＝CH2；
n is 1 or 2.
In the formula (II):
X1、X2each independently is hydrogen or halogen;
R2、R3each independently is C1～C4Alkyl or substituted C1～C4Alkyl, said substituted C1～C4The substituent of the alkyl group is selected from-CN or-OCOC6H5。
In the formula (III):
X3、X4each independently is NO2H, halogen, C1～C4Alkoxy group, -SO2-Ph、-COOC2H4OC2H4OCH3or-OCH2-Ph, Ph being phenyl;
R4is C1～C4Alkyl group of (1).
In the formula (IV):
X5is H, NO2Halogen or CN;
R5is C1～C4Alkyl groups of (a);
R6、R7each independently is hydrogen, C1～C4Alkyl or substituted C1～C4Alkyl, said substituted C1～C4The substituents for the alkyl groups being selected from-OCOR8、-COOR9，R8、R9Each independently is C1～C4Alkyl group of (1).
2. A disperse orange dye composition according to claim 1, said C1～C4Alkyl is methyl or ethyl, X3、X4Each independently is NO2、H、C1～C4Alkoxy or-SO of2-Ph, Ph is phenyl, X5Is NO2Or CN.
3. A disperse orange dye composition according to claim 1, wherein component a is selected from one of the following formulae or a mixture of two or more thereof in any ratio:
4. a disperse orange dye composition according to claim 1, wherein component B is selected from one of the following formulae or a mixture of two or more thereof in any ratio:
5. a disperse orange dye composition according to claim 1, wherein component C is selected from one of the following formulae or a mixture of two or more thereof in any ratio:
6. the disperse orange dye composition according to claim 1, comprising component a, component B and component C:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is selected from at least one of formulas (IV-1) to (IV-4);
based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
7. The disperse orange dye composition as claimed in claim 1, wherein the disperse orange dye composition comprises a component A, a component B and a component C, and based on the component A to the component C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
8. The disperse orange dye composition according to claim 6, which is composed of component A, component B and component C, wherein:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is selected from at least one of formulas (IV-1) to (IV-4);
based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
9. A disperse dye product comprising the disperse orange dye composition as claimed in any one of claims 1 to 8 and an auxiliary agent, wherein the weight ratio of the disperse orange dye composition to the auxiliary agent is 0.2-5: 1, and the auxiliary agent is one or a combination of any of the following: naphthalene sulfonic acid formaldehyde condensate, methyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonate formaldehyde condensate, anhydrous sodium sulphate and polycarboxylic acid polymer dispersant.
10. Use of a disperse dye preparation according to claim 9 for dyeing polyester and polyester blend fabrics.
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| CN113980487A (en) * | 2021-11-03 | 2022-01-28 | 菲诺染料化工(无锡)有限公司 | High-fastness yellow-brown disperse dye mixture |
| CN116396625A (en) * | 2022-06-30 | 2023-07-07 | 浙江龙盛集团股份有限公司 | Disperse orange dye composition and product thereof |
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| CN112724707B (en) | 2024-01-02 |
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