CN117866461A - Dark disperse dye composition and dye product thereof - Google Patents
Dark disperse dye composition and dye product thereof Download PDFInfo
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- CN117866461A CN117866461A CN202311859591.3A CN202311859591A CN117866461A CN 117866461 A CN117866461 A CN 117866461A CN 202311859591 A CN202311859591 A CN 202311859591A CN 117866461 A CN117866461 A CN 117866461A
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- 239000000986 disperse dye Substances 0.000 title claims abstract description 40
- 239000000975 dye Substances 0.000 title claims description 52
- 239000000203 mixture Substances 0.000 title claims description 43
- 150000001875 compounds Chemical class 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 229920000728 polyester Polymers 0.000 claims description 12
- 239000012752 auxiliary agent Substances 0.000 claims description 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- -1 cyano, hydroxy Chemical group 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 5
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 4
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 3
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 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
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 17
- 239000002657 fibrous material Substances 0.000 abstract description 3
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- 239000004744 fabric Substances 0.000 description 13
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 9
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 9
- 229910052794 bromium Inorganic materials 0.000 description 9
- 229910052801 chlorine Inorganic materials 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 238000000227 grinding Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 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 3
- 238000001035 drying Methods 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 241000872198 Serjania polyphylla Species 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- 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
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 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
- 238000004040 coloring Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 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 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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Abstract
The invention discloses a dark disperse dye which comprises a component A in a formula (I), a component B in a formula (II) and a component C in a formula (III), and the dark disperse dye product prepared by the invention has excellent perspiration resistance and blister drop color fastness when being used for dyeing hydrophobic fiber materials.
Description
Technical Field
The invention relates to a disperse dye composition and a product thereof, in particular to an environment-friendly dark disperse dye composition and a dye product which are suitable for dyeing and printing hydrophobic fiber materials.
Background
Dark disperse dyes have an important role in the dye industry, and particularly in recent years, with the increase of environmental protection requirements and the increase of consumer demands for high-quality and high-performance dyes, environmental protection and sustainable development are important development directions of dark disperse dyes. In order to meet increasingly stringent environmental requirements, researchers are continually optimizing dyeing processes and formulas, such as improving color fastness, expanding dyeing range, improving uniformity and vividness, and the like. With the rapid development of industries such as domestic textile, leather, papermaking, plastics and the like, the demand for dark disperse dyes continues to keep on growing situation, and especially the proportion of polyester fibers in textile markets is increasingly improved, so that the development of dark disperse dye markets is further promoted.
Disclosure of Invention
The invention provides a dark disperse dye composition, which comprises a component A, a component B and a component C, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), and the component C is selected from at least one of the following formulas (III), wherein the mass percentage of the component A is 1-50%, the mass percentage of the component B is 20-85%, and the mass percentage of the component C is 1-50%:
in the formula (I), R 1 Halogen, R 2 Is hydrogen or halogen, R 3 Is hydrogen or-NHCOR 4 ，R 4 Is C 1 ～C 4 Alkyl, and R 1 Is halogen, R 2 When hydrogen, R 3 not-NHCOR 4 ；
In the formula (II), R 5 Is halogen or cyano，R 6 、R 7 Each independently is C 1 ～C 4 Alkyl, R 8 、R 9 Each independently is C 1 ～C 4 Alkyl, or alkenyl, cyano, hydroxy, C 1 ～C 4 Alkoxy, -OCOC 6 H 5 、-OC 6 H 5 、-C 6 H 5 、-COOK 1 、-OCOK 2 Substituted C 1 ～C 4 Alkyl, where K 1 、K 2 Each independently is C 1 ～C 4 An alkyl group;
in the formula (III), R 10 Is halogen, R 11 Is C 1 ～C 4 Alkyl or amino, R 12 、R 13 Each independently is C 1 -C 6 Alkyl or quilt C 1 -C 4 Alkoxy substituted C 1 -C 4 An alkyl group.
The C is 1 ～C 4 Alkyl or C 1 ～C 6 The alkyl group may be a straight or branched chain alkyl group, preferably methyl, ethyl, propyl or butyl. The C is 1 ～C 4 The alkoxy group may be methoxy, ethoxy, straight or branched propoxy, straight or branched butoxy. Halogen may be fluorine, chlorine, bromine or iodine, preferably chlorine or bromine.
Preferred compositions of the invention comprise compounds of formula (I), R 1 、R 2 Each independently is halogen, more preferably R 1 、R 2 Each independently chlorine or bromine.
Preferred compositions of the invention comprise compounds of formula (I), R 3 Is hydrogen or-NHCOCH 3 。
Preferred compositions of the invention comprise compounds of formula (II) wherein R 5 Is halogen, more preferably R 5 Is chlorine or bromine.
Preferred compositions of the invention comprise compounds of formula (II) wherein R 6 、R 7 Each independently is C 1 ～C 4 Alkyl, more preferably R 6 、R 7 Each independently is methyl or ethyl.
Preferred compositions of the inventionContains a compound of formula (II), R 8 、R 9 Each independently is C 1 ～C 4 Alkyl, or alkenyl, cyano, C 1 ～C 4 Alkoxy, -COOK 1 、-OCOK 2 Substituted C 1 ～C 4 Alkyl, K 1 、K 2 As defined above, it is more preferred that R 8 、R 9 Each independently is ethyl, allyl, and R 5 Is chlorine or bromine and R 6 、R 7 Each independently is methyl or ethyl.
Preferred compositions of the invention comprise compounds of formula (III), R 10 Is halogen, more preferably R 10 Is chlorine or bromine.
Preferred compositions of the invention comprise compounds of formula (III), R 11 Is C 1 ～C 4 Alkyl or amino, more preferably R 11 Is methyl or amino.
Preferred compositions of the invention comprise compounds of formula (III), R 12 、R 13 Each independently is C 1 -C 6 Alkyl or quilt C 1 -C 4 Alkoxy substituted C 1 -C 4 Alkyl, more preferably R 12 、R 13 Each independently is ethyl or propyl, and R 10 Is chlorine or bromine and R 11 Is methyl or amino.
Particularly preferably, component A according to the invention comprises at least one dye of the formula (I) selected from the following compounds:
particularly preferably, component B according to the invention comprises at least one dye of the formula (II) selected from the following compounds:
particularly preferably, component C according to the invention contains at least one dye of the formula (III) selected from the following compounds:
the dark disperse dye composition provided by the invention can further comprise a dye D shown in a formula (IV) and/or a formula (V):
in the formula (IV), R 14 、R 15 Each independently is hydrogen, halogen or nitro, R 16 、R 17 Each independently is C 1 ～C 4 Alkyl, cyanoethyl, benzyl or phenethyl, R 18 Is hydrogen or C 1 ～C 4 An alkyl group;
in the formula (V), R 19 、R 20 Each independently is hydrogen, halogen, cyano or nitro, R 21 Is hydrogen or C 1 ～C 4 An alkoxy group, an amino group,
R 22 is hydrogen or-NHCOR 23 Wherein R is 23 Is C 1 ～C 4 Alkyl, and when R 19 、R 20 When the two are halogen, R 22 Is not hydrogen.
Preferred compositions of the invention comprise compounds of formula (IV) wherein R 16 、R 17 Each independently is C 1 ～C 4 Alkyl, cyanoethyl, benzyl or phenethyl, more preferably R 16 、R 17 Each independently is cyano or benzyl.
Preferred compositions of the invention comprise compounds of formula (IV) wherein R 18 Is hydrogen or C 1 ～C 4 Alkyl, more preferably R 18 Is hydrogen or methyl, and R 14 、R 15 Each independently is hydrogen and R 16 、R 17 Each independently is cyano or benzyl.
Preferred compositions of the invention comprise compounds of formula (V) wherein R 19 、R 20 Each independently hydrogen, halogen, cyano or nitro, more preferably R 19 、R 20 Each independently is hydrogen, chlorine, bromine, cyano or nitro.
Preferred compositions of the invention comprise compounds of formula (V) wherein R 21 Is hydrogen or C 1 ～C 4 Alkoxy, more preferably R 21 Is hydrogen or methoxy.
Preferred compositions of the invention comprise compounds of formula (V) wherein R 22 Is hydrogen or-NHCOR 23 ，R 23 As defined above, it is more preferred that R 22 Is hydrogen or-NHCOCH 3 And R is 19 、R 20 Each independently is hydrogen, chlorine, bromine, cyano or nitro, and R 21 Is hydrogen or methoxy.
Particularly preferred dye compositions of the invention comprise component A, component B, component C, component D, wherein component D is selected from at least one of the formulae (IV-1) to (IV-8), or at least one of the formulae (V-1) to (V-17):
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the dark disperse dye composition of the invention preferably contains 1 to 45% by mass of the dye of the formula (I), 20 to 80% by mass of the dye of the formula (II) and 1 to 45% by mass of the dye of the formula (III) based on the total amount of the dye.
Further, the dark disperse dye composition consists of 1-45% of dye of formula (I), 20-80% of dye of formula (II) and 1-45% of dye of formula (III) in percentage by mass based on the total amount of the dye.
The mass percentage of the dye of formula (IV) is preferably 0 to 30%, more preferably 1 to 25%, based on the total amount of the dye.
The mass percentage of the dye of the formula (V) is preferably 0 to 30%, more preferably 1 to 25%, based on the total amount of the dye.
The disperse dye compositions according to the invention, the dye compounds (I) to (V) used, can be synthesized by conventional methods, for example by using suitable components known to the person skilled in the art and using the necessary proportions by means of customary diazotisation and coupling reactions.
The invention also provides a dark disperse dye product which mainly comprises the dark disperse dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5:1. Preferably, the disperse dye product consists of the disperse dye composition and an auxiliary agent. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in disperse dye compounding, and is preferably one or a mixture of more than two of the following components in any proportion: naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate [ such as methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF) ], naphthalene sulfonic acid formaldehyde condensate (dispersant NNO), benzyl naphthalene sulfonic acid formaldehyde condensate (dispersant CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), sodium sulfate (sodium sulfate), and the like. Therefore, the disperse blue-to-black dye composition can be directly sold as a commodity or can be sold as a commodity after adding a conventional auxiliary agent or applied to coloring textile materials.
The preparation method of the dark disperse dye product provided by the invention comprises the following steps: mixing dye monomer compounds (raw dyes) forming the dark disperse dye composition according to a proportion, and then carrying out micropellet formation by using a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent, water or other wetting agents; alternatively, the dye monomer compounds may be subjected to a fine particle formation treatment by a pulverizer such as a sand mill or a grinding machine in the presence of an auxiliary agent and water, respectively, and then mixed in proportion. The blue to black dye dispersion product of the present invention is liquid after grinding by a sand mill or a grinding machine, and can be powder or granule after spray drying, which is a preparation method well known to those skilled in the art.
The dark disperse dye product prepared by the method can be dyed by adopting a common dip dyeing method and a pad dyeing method. The common dip dyeing method comprises the steps of pretreating polyester fabric, putting the polyester fabric into a dye vat for dip dyeing, washing the polyester fabric to be neutral by cold water after dyeing, wringing the polyester fabric, carrying out reduction washing, and drying the polyester fabric; and (3) directly printing, namely, carrying out dyeing pretreatment on the fabric, drying, setting, printing disperse dye color paste on a printing machine, steaming, fixing the dye on the fabric by utilizing a steaming mode, washing with water, and tentering and setting.
The dark disperse dye product prepared by the invention has excellent lifting force and dye uptake when being used for dyeing hydrophobic fiber materials, and simultaneously has excellent fastness such as washing resistance, sublimation resistance, friction resistance and the like, and good blister dropping performance.
Detailed Description
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto.
Example 1
40 g of compound of formula (I-1), 33 g of compound of formula (II-3), 27 g of compound of formula (III-5) and 260 g of dispersing agent MF are added with 1650 g of water to be mixed, ground, dispersed and dried, thus obtaining the finished product, and the dye can provide black with excellent fastness properties for polyester and blended fabrics thereof.
Example 2
25 g of compound of formula (I-1), 35 g of compound of formula (II-4), 30 g of compound of formula (III-5), 10 g of compound of formula (IV-3) and 230 g of sodium lignin sulfonate are added with 1150 g of water for blending, and then are ground, dispersed and dried, thus obtaining the finished product, and the dye can provide black with excellent fastness properties for polyester and blended fabrics thereof.
Examples 3 to 39:
according to the method described in example 1 or 2, except that the structure and weight of the dyes I to V in Table 1 are adopted, 250 g of auxiliary agent (200 g of dispersing agent MF and 50 g of sodium lignin sulfonate) is added, 1800 g of water is added to prepare slurry after blending, grinding and dispersing are carried out, and drying are carried out, so that a finished product is obtained, and the dyes can provide blue to black color tone with excellent fastness properties for polyester and blended fabrics thereof:
TABLE 1
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Dyeing examples:
2g of the disperse dyes prepared in examples 1-39 are weighed respectively, the polyester fabric is treated by a conventional high-temperature high-pressure dyeing method and heat setting, the dyeing depth (o.w.f) is controlled to be 6.0%, the bath ratio is 1:20, the pH is regulated to be 4.5 by acetic acid, the temperature is raised to be 60 ℃, the temperature is continuously raised to be 130 ℃ in a gradient mode at about 1 ℃/min, and the dyeing is carried out for 60 minutes. After cooling to 80 ℃, the fabric is placed in 240 ml of 80 ℃ reduction cleaning liquid for cleaning for 20min. Finally, the mixture is washed with 240 ml of 2g/L acetic acid solution at 40 ℃ for 15min, dried and heat-set at 180 ℃ for 30 seconds. The fastness to sublimation and perspiration was measured by the methods described in ISO 105-P01, ISO 105-E04, respectively, while the fastness to water-bath was measured, with the results given in Table 2 below:
TABLE 2
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Comparative example 1
ZL99104177.1 example 35 was taken as comparative example 1:
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transfer test:
the dyeability of the polyester cloth was measured according to the method described in GB/T10663 using the dyes prepared in example 1 and comparative example 1 according to the present invention at a temperature ranging from 70 to 130℃and a dyeing depth of 4.0%, and the results showed that: the dye transfer rate in inventive example 2 was 66.39% and the dye transfer rate in comparative example 1 was 59.64%.
Therefore, the dark disperse dye provided by the invention has a better dyeing effect, and the dyeing performance is better than that of the existing dye.
Claims (10)
1. A dark disperse dye composition comprising a component A, a component B and a component C, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), and the component C is selected from at least one of the following formulas (III), wherein the mass percentage of the component A is 1-50%, the mass percentage of the component B is 20-85%, and the mass percentage of the component C is 1-50%:
in the formula (I), R 1 Halogen, R 2 Is hydrogen or halogen, R 3 Is hydrogen or-NHCOR 4 ，R 4 Is C 1 ～C 4 Alkyl, and R 1 Is halogen, R 2 When hydrogen, R 3 not-NHCOR 4 ；
In the formula (II), R 5 Is halogen or cyano, R 6 、R 7 Each independently is C 1 ～C 4 Alkyl, R 8 、R 9 Each independently is C 1 ～C 4 Alkyl, or alkenyl, cyano, hydroxy, C 1 ～C 4 Alkoxy, -OCOC 6 H 5 、-OC 6 H 5 、-C 6 H 5 、-COOK 1 、-OCOK 2 Substituted C 1 ～C 4 Alkyl, where K 1 、K 2 Each independently is C 1 ～C 4 An alkyl group;
in the formula (III), R 10 Is halogen, R 11 Is C 1 ～C 4 Alkyl or amino, R 12 、R 13 Each independently is C 1 -C 6 Alkyl or quilt C 1 -C 4 Alkoxy substituted C 1 -C 4 An alkyl group.
2. The dark disperse dye composition according to claim 1, further comprising a dye D of formula (IV) and/or formula (V):
in the formula (IV), R 14 、R 15 Each independently is hydrogen, halogen or nitro, R 16 、R 17 Each independently is C 1 ～C 4 Alkyl, cyanoethyl, benzyl or phenethyl, R 18 Is hydrogen or C 1 ～C 4 An alkyl group;
in the formula (V), R 19 、R 20 Each independently is hydrogen, halogen, cyano or nitro, R 21 Is hydrogen or C 1 ～C 4 Alkoxy, R 22 Is hydrogen or-NHCOR 23 Wherein R is 23 Is C 1 ～C 4 Alkyl, and when R 19 、R 20 When the two are halogen, R 22 Is not hydrogen.
3. The dark disperse dye composition according to claim 1, component A containing at least one dye of formula (I) selected from the following compounds:
4. the dark disperse dye composition according to claim 1, component B contains at least one dye of formula (II) selected from the following compounds:
5. a dark disperse dye composition according to claim 1, component C containing at least one dye of formula (III) selected from the following compounds:
6. dark disperse dye composition according to claim 2, component D containing at least one dye of formula (IV) and/or formula (v) selected from the following compounds:
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7. the dark disperse dye composition according to claim 1, characterized in that it comprises the following components:
at least one dye of the formulae (I-1) to (I-5) in claim 3
Component B at least one dye of the formulae (II-1) to (II-16) in claim 4
A component C comprising at least one dye of the formulae (III-1) to (III-13) in claim 5.
8. The blue to black disperse dye composition according to claim 2, comprising the following components:
at least one dye of the formulae (I-1) to (I-5) in claim 3
Component B at least one dye of the formulae (II-1) to (II-16) in claim 4
Component C at least one dye of the formulae (III-1) to (III-13) in claim 5
Component D at least one dye of the formulae (IV-1) to (IV-8) and (V-1) to (V-17) in claim 6.
9. A dye preparation comprising the dark disperse dye composition according to claim 1 or claim 2, which mainly comprises the dark disperse dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5:1, and the auxiliary agent is selected from one or a mixture of more than two of the following in any proportion: naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate, anhydrous sodium sulfate.
10. Use of a dark disperse dye article according to claim 9 in polyesters and their blends.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311859591.3A CN117866461A (en) | 2023-12-30 | 2023-12-30 | Dark disperse dye composition and dye product thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311859591.3A CN117866461A (en) | 2023-12-30 | 2023-12-30 | Dark disperse dye composition and dye product thereof |
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| Publication Number | Publication Date |
|---|---|
| CN117866461A true CN117866461A (en) | 2024-04-12 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311859591.3A Pending CN117866461A (en) | 2023-12-30 | 2023-12-30 | Dark disperse dye composition and dye product thereof |
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| Country | Link |
|---|---|
| CN (1) | CN117866461A (en) |
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2023
- 2023-12-30 CN CN202311859591.3A patent/CN117866461A/en active Pending
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