CN109957259B - Yellow-orange disperse dye composition and dye product - Google Patents
Yellow-orange disperse dye composition and dye product Download PDFInfo
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- CN109957259B CN109957259B CN201910158006.4A CN201910158006A CN109957259B CN 109957259 B CN109957259 B CN 109957259B CN 201910158006 A CN201910158006 A CN 201910158006A CN 109957259 B CN109957259 B CN 109957259B
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- disperse dye
- orange disperse
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- 239000000986 disperse dye Substances 0.000 title claims abstract description 75
- 239000000203 mixture Substances 0.000 title claims abstract description 68
- 239000000975 dye Substances 0.000 title abstract description 32
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 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
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 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 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 2
- 235000011152 sodium sulphate Nutrition 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 20
- 239000002657 fibrous material Substances 0.000 abstract description 8
- 230000002209 hydrophobic effect Effects 0.000 abstract description 8
- 239000004744 fabric Substances 0.000 description 17
- 229920000728 polyester Polymers 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 229920004933 Terylene® Polymers 0.000 description 6
- 239000005020 polyethylene terephthalate Substances 0.000 description 6
- 238000007639 printing Methods 0.000 description 6
- 229920005552 sodium lignosulfonate Polymers 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 238000000227 grinding Methods 0.000 description 5
- 238000001035 drying Methods 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- GRMDKKJYMUDEJO-UHFFFAOYSA-N 2-[n-(2-acetyloxyethyl)-4-[(2-cyano-4-nitrophenyl)diazenyl]anilino]ethyl acetate Chemical compound C1=CC(N(CCOC(C)=O)CCOC(=O)C)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1C#N GRMDKKJYMUDEJO-UHFFFAOYSA-N 0.000 description 2
- AJKOAOUQPNLZTF-UHFFFAOYSA-N 3-[n-benzyl-4-[(4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound C1=CC([N+](=O)[O-])=CC=C1N=NC1=CC=C(N(CCC#N)CC=2C=CC=CC=2)C=C1 AJKOAOUQPNLZTF-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000010017 direct printing Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 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
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical group O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001048 orange dye Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005303 weighing 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—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
- 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
- D06P1/19—Nitro 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
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
- D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a yellow-orange disperse dye composition and a dye product. The yellow-orange disperse dye composition comprises a component A and a component B, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), the mass percent of the component A in the yellow-orange disperse dye composition is 5-95%, and the mass percent of the component B in the yellow-orange disperse dye composition is 5-95%. The yellow-orange disperse dye product contains the yellow-orange disperse dye composition and an auxiliary agent, and the weight ratio of the auxiliary agent to the yellow-orange disperse dye composition is 0.2-5: 1. When the yellow-orange disperse dye product is applied to dyeing of hydrophobic fiber materials, the yellow-orange disperse dye product is full in color, good in compatibility and excellent in color fastness.
Description
(I) technical field
The invention relates to a yellow-orange dye composition and a dye product, in particular to a yellow-orange disperse dye composition and a dye product which are suitable for printing and dyeing hydrophobic fiber materials.
(II) background of the invention
With the development of superfine denier polyester fibers and the development of high-grade blended fabrics such as polyester/ammonia, polyester/cotton and the like, the existing yellow-orange disperse dyes cannot meet the dyeing requirements during printing and dyeing, and the problems of reduction of the integral color fastness of the fabrics, difficulty in removing stains and the like caused by serious staining of other fibers are solved, the requirements of disperse dyes for polyester fibers are further improved by the EU REACH regulation, and from the aspects of environment and ecology, a novel environment-friendly dye is required to be developed, and the dyes which can meet the requirements are developed by Z L201711309007.1 and Z L201010212592.5, but the space for improvement is still provided.
Disclosure of the invention
The invention provides a yellow-orange disperse dye composition and a dye product, which are full in color, good in compatibility and excellent in color fastness when applied to dyeing of hydrophobic fiber materials.
The technical scheme adopted by the invention is as follows:
a yellow-orange disperse dye composition comprises a component A and a component B, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), the mass percent of the component A in the yellow-orange disperse dye composition is 5-95%, the mass percent of the component B in the yellow-orange disperse dye composition is 5-95%,
in formula (I):
R1、R2each independently is C1～C18An alkyl group;
in the formula (II):
R3is C1～C4An alkyl group;
R4is halogen, C1～C4Alkoxy radical,
Wherein m is 1 or 2, K1Is C1～C4Alkyl radical, C1～C4Alkoxy or halogenAnd (4) element.
In the above formula (I) or (II), said C1～C18The alkyl group may be methyl, ethyl, linear or branched propyl, linear or branched butyl, linear or branched hexyl, linear or branched octyl, linear or branched dodecyl, linear or branched octadecyl, and the like. Said C1～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. The halogen can be F, Cl, Br and I.
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:
as a further preference, the yellow to orange disperse dye composition comprises a component a and a component B, wherein:
the component A is selected from at least one of the formulas (I-1), (I-2) and (I-6);
the component B is at least one selected from the formulas (II-1), (II-2), (II-10) and (II-11).
In the yellow-orange disperse dye composition, the mass percentage of the component A is 5-95%, and the mass percentage of the component B is 5-95%.
Preferably, the yellow-orange disperse dye composition consists of a component A and a component B, wherein the mass percentage of the component A is 5-95%, and the mass percentage of the component B is 5-95%.
As a further preference, the yellow to orange disperse dye composition consists of component a and component B, wherein:
the component A is selected from at least one of the formulas (I-1), (I-2) and (I-6);
the component B is at least one selected from the formulas (II-1), (II-2), (II-10) and (II-11).
In the yellow-orange disperse dye composition, the mass percentage of the component A is 5-95%, and the mass percentage of the component B is 5-95%.
The yellow-orange disperse dye composition can further comprise a component C, wherein in the yellow-orange disperse dye composition, the mass percent of the component A is 5-90%, the mass percent of the component B is 5-90%, the mass percent of the component C is 1-50%, and the component C is selected from one or more compounds shown in a formula (III) and/or (IV):
in the formula (III):
R5is C1～C4An alkyl group;
R6、R7in which one is hydrogen and the other is nitro, -OSO2-Ph、C1～C4Alkoxy or-COOC2H4OC2H4OCH3Wherein Ph is phenyl;
in the formula (IV):
R8is cyano or nitro;
R9is C1～C4Alkyl groups of (a);
R10、R11each independently is C1～C4The substituent of the substituted alkyl is-OCOK2、-COOK3Wherein, K is2、K3Each independently is C1～C4Alkyl group of (1).
In the above formula (III) or (IV), said C1～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.
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 preference, the yellow to orange disperse dye composition comprises component a, component B and component C, wherein:
the component A is selected from at least one of the formulas (I-1), (I-2) and (I-6);
the component B is selected from at least one of the formulas (II-1), (II-2), (II-10) and (II-11);
the component C is selected from at least one of formulas (III-2), (III-4) and (IV-1);
in the yellow-orange disperse dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 1-50% (more preferably 1-40%).
Preferably, the yellow-orange disperse dye composition comprises a component A, a component B and a component C, wherein the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 1-50% (preferably 1-40%).
As a further preference, the yellow to orange disperse dye composition consists of component a, component B and component C, wherein:
the component A is selected from at least one of the formulas (I-1), (I-2) and (I-6);
the component B is selected from at least one of the formulas (II-1), (II-2), (II-10) and (II-11);
the component C is selected from at least one of formulas (III-2), (III-4) and (IV-1);
in the yellow-orange disperse dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 1-50% (more preferably 1-40%).
It should be emphasized that the dye compounds (I), (II), (III) according to the present invention, the dye coupled at the ortho position of the pyridone hydroxyl group, generally exists in the form of quinone hydrazone structure, that is, the dye of the general formula (I), (II), (III) substantially has the quinone hydrazone structure shown in the following formulas (Ia), (IIa), (IIIa), and in consideration of the writing habit of those skilled in the art, the writing form of azo body is still adopted in the summary and the examples section, which does not affect the essence of the present invention:
wherein R is1～R7The same as defined above for the compounds of the formulae (I), (II) and (III).
The yellow-orange disperse dye composition can be optionally added with a certain amount of toning components, such as C.I. disperse orange 288, C.I. disperse red 82 and the like, and can be further compounded with other dyes to be synergized to prepare a new red, blue or orange composition.
The yellow to orange disperse dye composition is sold as a commodity or directly applied to textile material coloring, and a conventional auxiliary agent is usually required to be added. Therefore, the invention also provides a yellow-orange disperse dye product which is sold as a commodity or directly applied to textile material coloring, and the yellow-orange disperse dye product comprises the yellow-orange disperse dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the yellow-orange disperse dye composition is 0.2-5: 1. Preferably, the yellow-orange disperse dye product consists of the yellow-orange disperse 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 preferably selected from one of the following or a mixture of two or more of the following in any proportion: naphthalenesulfonic acid-formaldehyde condensates, lignosulfonates, alkylnaphthalenesulfonic acid-formaldehyde condensates [ e.g., methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF) ], naphthalenesulfonic acid-formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF), sodium lignosulfonates (lignin 85A, lignin 83A), anhydrous sodium sulfate (sodium sulfate), and the like.
The preparation method of the yellow-orange disperse dye product comprises the following steps: mixing dye monomer compounds (crude dyes) for forming the yellow-orange disperse dye composition according to a ratio, and then carrying out microparticulation by a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; alternatively, each of the dye monomer compounds may be subjected to a pulverization 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 ratio. The yellow to orange disperse dye product of the invention is liquid after being ground by a sand mill or a grinding machine, and can be powdery and granular after being spray-dried, which is a preparation method well known by the technicians in the field.
In the present invention, the dye compounds represented by the formulae (I), (II), (III) and (IV) can be conveniently synthesized in a manner well known to those skilled in the art, and commercially available products can also be used.
The dye product prepared by the dye composition can dye hydrophobic fiber materials (such as polyester and blended fabrics thereof) according to 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 directly used for printing. Wherein, the common dip dyeing method comprises the following steps: pretreating a 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, carrying out reduction washing, and drying; direct printing is as follows: the method comprises the steps of carrying out dyeing pretreatment on the fabric, drying, setting, printing disperse dye color paste on a printing machine, carrying out steaming, fixing the color of the dye on the fabric by using a steaming mode, finally washing, and tentering and setting.
The yellow-orange disperse dye composition and the dye product provided by the invention can obtain yellow-orange dyed fabrics with bright color, good heat migration resistance and outstanding washing fastness when the hydrophobic fiber material is dyed, especially can still ensure very high washing fastness after high-temperature setting, effectively solve the problem that the washing fastness of the conventional yellow-orange disperse dye after high-temperature finishing is greatly reduced, and are very suitable for printing and dyeing of medium-high-grade fabrics such as superfine denier fabrics, polyester/cotton, polyester/ammonia and other blended fabrics.
(IV) detailed description of the preferred embodiments
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto:
example 1:
50 g of component A of formula (I-1) and 40 g of component A of formula (I-3), 10 g of component B of formula (II-1), 150 g of dispersant MF, 30 g of sodium lignosulfonate and 650 g of water are mixed, ground, dispersed and dried to obtain a finished product, and the dye can provide yellow with excellent fastness properties for terylene and blended fabrics thereof.
Example 2:
45 g of the component A of the formula (I-1), 28 g of the component B of the formula (II-1), 27 g of the component C of the formula (III-1) and 150 g of sodium lignosulfonate are mixed with 600 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product, wherein the dye can provide yellow with excellent fastness properties for terylene and blended fabrics thereof.
Example 3:
55 g of the component A of the formula (I-3), 28 g of the component B of the formula (II-10), 12 g of the component C of the formula (III-2) and 5 g of the component C of the formula (IV-1) and 150 g of sodium lignosulfonate are mixed with 600 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product, wherein the dye can provide orange with excellent fastness properties for terylene and blended fabrics thereof.
Examples 4 to 33
According to the method described in the example 3, except that the structures and the weights of the component A, the component B and the component C in the table 1 are adopted, 200 g of the auxiliary agent (150 g of the dispersing agent MF and 50 g of sodium lignosulfonate) is added, 850 g of water is added to be mixed to prepare slurry, and the slurry is ground, dispersed and dried to prepare the finished product, wherein the dye can provide yellow to orange color tones with excellent fastness properties for the terylene and blended fabrics thereof.
TABLE 1
Example 34:
45 g of the component A of the formula (I-1), 52 g of the component B of the formula (II-2), 3 g of C.I. disperse orange 288 and 150 g of sodium lignosulfonate are mixed with water, ground and dispersed by a grinding machine and dried to obtain the finished dye, and the dye can provide uniform yellow with good fastness for terylene and blended fabrics.
Example 35:
43 g of component A of formula (I-1), 28 g of component B of formula (II-1), 14 g of formula (III-4), 10 g of formula (IV-1), 5 g of C.I. disperse red 82 and 200 g of dispersing agent MF, adding water, blending, grinding by a grinding machine, dispersing and drying to obtain the finished dye, wherein the dye can provide orange with good fastness performance for terylene and blended fabrics.
Comparative example 1:
example 2 in CN108102422A was taken as comparative example 1;
comparative example 2:
example 2 in CN101880476A was taken as comparative example 2.
Dyeing example:
respectively weighing 2 g of the disperse dye prepared in the examples 1-35 and the dye prepared in the comparative examples 1-2, treating the polyester/ammonia blended fabric by adopting a conventional high-temperature high-pressure dyeing method and heat setting, controlling the dyeing depth (o.w.f) to be 4.0%, controlling the bath ratio to be 1: 25, adjusting the pH value of a dyeing bath to be 4-5, dyeing at room temperature, heating to 125 ℃ at the rate of 1 ℃/min, keeping the temperature for 45min, reducing, cleaning, washing and drying according to the conventional method, and carrying out heat setting at 180 ℃ for 60 seconds to obtain the yellow-orange dyed fabric. Sublimation, rub and wash fastness were tested according to ISO 105-P01, ISO 105-X12, AATCC61-2A, respectively, and the results are given in Table 2 below:
TABLE 2
Therefore, when the yellow-orange disperse dye composition provided by the invention is applied to polyester dyeing, compared with the existing yellow-orange disperse dye, the yellow-orange disperse dye composition has more excellent dyeing performance, can be further compounded with magenta and dark blue disperse dyes, and enriches the dye varieties.
Claims (13)
1. A yellow-orange disperse dye composition comprises a component A and a component B, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), the mass percent of the component A in the yellow-orange disperse dye composition is 5-95%, the mass percent of the component B in the yellow-orange disperse dye composition is 5-95%,
in formula (I):
R1、R2each independently is C1～C18An alkyl group;
in the formula (II):
R3is C1～C4An alkyl group;
R4is composed of
Wherein m is 1 or 2, K1Is C1～C4Alkyl radical, C1～C4Alkoxy or halogen.
2. A yellow to orange disperse dye composition according to claim 1, wherein: the yellow-orange disperse dye composition is composed of a component A and a component B, wherein the mass percentage of the component A is 5-95%, and the mass percentage of the component B is 5-95%.
3. A yellow to orange disperse dye composition according to claim 1, wherein: the yellow-orange disperse dye composition further comprises a component C, wherein in the yellow-orange disperse dye composition, the mass percent of the component A is 5-90%, the mass percent of the component B is 5-90%, the mass percent of the component C is 1-50%, and the component C is selected from one or more compounds shown in a formula (III) and/or (IV):
in the formula (III):
R5is C1～C4An alkyl group;
R6、R7in which one is hydrogen and the other is nitro, -OSO2-Ph、C1～C4Alkoxy or-COOC2H4OC2H4OCH3Wherein Ph is phenyl;
in the formula (IV):
R8is cyano or nitro;
R9is C1～C4Alkyl groups of (a);
R10、R11each independently is C1～C4The substituent of the substituted alkyl is-OCOK2、-COOK3Wherein, K is2、K3Each independently is C1～C4Alkyl group of (1).
4. A yellow to orange disperse dye composition according to claim 3, wherein: the yellow-orange disperse dye composition comprises a component A, a component B and a component C, wherein the component A is 5-90% by mass, the component B is 5-90% by mass, and the component C is 1-50% by mass.
5. A yellow to orange disperse dye composition according to claim 4, wherein: the mass percentage of the component C is 1-40%.
6. A yellow to orange disperse dye composition according to any one of claims 1 to 5, characterized in that: 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:
7. a yellow to orange disperse dye composition according to any one of claims 1 to 5, characterized in that: 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:
8. a yellow to orange disperse dye composition according to claim 1 or 2, characterized in that: in the yellow-orange disperse dye composition:
the component A is selected from at least one of the formulas (I-1), (I-2) and (I-6);
the component B is selected from at least one of the formulas (II-1) and (II-2);
9. a yellow to orange disperse dye composition according to any one of claims 3 to 5, characterized in that: the component C is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
10. a yellow to orange disperse dye composition according to any one of claims 3 to 5, characterized in that: in the yellow-orange disperse dye composition:
the component A is selected from at least one of the formulas (I-1), (I-2) and (I-6);
the component B is selected from at least one of the formulas (II-1) and (II-2);
the component C is selected from at least one of formulas (III-2), (III-4) and (IV-1);
11. a yellow-orange disperse dye product, which contains the yellow-orange disperse dye composition as claimed in claim 1 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the yellow-orange disperse dye composition is 0.2-5: 1.
12. The yellow to orange disperse dye preparation according to claim 11, wherein: the yellow-orange disperse dye product consists of the yellow-orange disperse dye composition and an auxiliary agent.
13. A yellow to orange disperse dye preparation according to claim 11 or 12, wherein: the auxiliary agent is selected from one of the following or a mixture of two or more of the following in any proportion: naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate and anhydrous sodium sulphate.
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| CN110669356B (en) * | 2019-10-23 | 2022-06-21 | 约克夏(浙江)染化有限公司 | Yellow dye composition, yellow dye and preparation method and application thereof |
| CN111423741A (en) * | 2020-05-06 | 2020-07-17 | 杭州福莱蒽特科技有限公司 | Disperse yellow dye and synthetic method thereof |
| CN112574594B (en) * | 2020-12-31 | 2023-05-23 | 绍兴市上虞金冠化工有限公司 | Disperse yellow-orange dye composition and product thereof |
| CN112708287B (en) * | 2020-12-31 | 2022-11-22 | 绍兴市上虞金冠化工有限公司 | Disperse yellow dye composition, and product and application thereof |
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