CN107815141B - Disperse blue-to-black dye composition and dye product - Google Patents
Disperse blue-to-black dye composition and dye product Download PDFInfo
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- CN107815141B CN107815141B CN201710919272.5A CN201710919272A CN107815141B CN 107815141 B CN107815141 B CN 107815141B CN 201710919272 A CN201710919272 A CN 201710919272A CN 107815141 B CN107815141 B CN 107815141B
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- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 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 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000000975 dye Substances 0.000 abstract description 49
- 238000004043 dyeing Methods 0.000 abstract description 24
- 239000000986 disperse dye Substances 0.000 abstract description 11
- 238000005406 washing Methods 0.000 abstract description 10
- 239000002657 fibrous material Substances 0.000 abstract description 8
- 230000002209 hydrophobic effect Effects 0.000 abstract description 8
- 238000000859 sublimation Methods 0.000 abstract description 4
- 230000008022 sublimation Effects 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 12
- 239000004744 fabric Substances 0.000 description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 239000012752 auxiliary agent Substances 0.000 description 8
- 238000001035 drying Methods 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 238000009998 heat setting Methods 0.000 description 3
- 229920005610 lignin Polymers 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 229920002334 Spandex Polymers 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000010017 direct printing Methods 0.000 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 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 238000012827 research and development Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 239000004759 spandex Substances 0.000 description 2
- 238000010025 steaming Methods 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
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006185 dispersion Substances 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
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- -1 methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—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
- C09B67/0052—Mixtures of two or more reactive monoazo dyes
- C09B67/0054—Mixtures of two or more reactive monoazo dyes all the reactive groups not being directly attached to a heterocyclic system
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The disperse blue-to-black dye composition comprises a component A and a component B, wherein based on the component A and the component B, the mass percent of the component A is 35-95%, and the mass percent of the component B is 5-65%; the component A is selected from at least one of the following formula (I) and/or the following formula (II); the component B is selected from at least one of the following formulas (III); the blue-to-black disperse dye composition and the dye product provided by the invention have the characteristics of low cost, high strength, good dye dispersibility, good lifting power, good deep dyeing property, good level dyeing property, excellent sublimation resistance, friction resistance, washing resistance, excellent perspiration fastness and the like when being applied to dyeing of hydrophobic fiber materials;
Description
(I) technical field
The invention relates to a disperse blue-black dye composition, in particular to a high-fastness disperse blue-black dye composition suitable for printing and dyeing hydrophobic fiber materials.
(II) background of the invention
In the quality test of textile color fastness, washing fastness is an important test item, and the test result is directly related to the overall color fastness of the fabric. Some dyes with poor color fastness can also cause harm to human bodies in different degrees, so corresponding standards are established by different organizations and countries, and the color fastness grades of clothes and household textiles are strictly limited. AATCC is a standard of American society of dyers, and has a large difference with Chinese national standards (GB/T series) and international standards (ISO series), for example, the same product has a color fastness to washing in series which is obviously lower than that in the national standard.
In order to meet the more severe requirements for dyeing textiles, a great deal of research and development work is carried out in the industry, but due to certain limitations of single dyes in terms of dyeing performance, the skilled person takes multi-component compounding and synergism of the dyes as an important research and development direction, for example, the dyes described in known patents ZL201510731091.0, ZL201510731071.3, ZL201510731074.7 and the like have obvious advantages in terms of water washing resistance, friction resistance and sublimation resistance in dyeing of high-grade polyester fabrics or polyester spandex compared with the single dyes, and further research shows that the existing dye varieties still have a larger space for improving the cost performance.
Disclosure of the invention
In order to solve the problems, the invention provides a disperse blue-black dye composition which has the characteristics of low cost, high strength, good dye dispersibility, good lifting power, good leveling property, sublimation resistance, excellent fastness to washing and the like when being applied to dyeing of hydrophobic fiber materials.
The technical scheme adopted by the invention is as follows:
the disperse blue-to-black dye composition comprises a component A and a component B, wherein based on the component A and the component B, the mass percent of the component A is 35-95%, and the mass percent of the component B is 5-65%.
Further, the disperse blue-to-black dye composition comprises a component A, a component B and a component C, wherein based on the component A, the component B and the component C, the total mass percentage of the component A and the component B is 10-70%, and the mass percentage of the component C is 30-90%; based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
Further, the disperse blue-to-black dye composition comprises a component A, a component B and a component D, wherein based on the component A, the component B and the component D, the total mass percentage of the component A and the component B is 40-90%, and the mass percentage of the component D is 10-60%; based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
Furthermore, the disperse blue-to-black dye composition comprises a component A, a component B, a component C and a component D, wherein based on the component A, the component B, the component C and the component D, the total mass percentage of the component A and the component B is 5-70%, the mass percentage of the component C is 25-90%, and the mass percentage of the component D is 1-20%; based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
In the present invention, the component A is at least one selected from the following formula (I) and/or the following formula (II):
in formula (I):
R1、R2each independently is C1～C4An alkyl group; preferably, R1、R2Each independently is methyl or ethyl;
R3is C1～C4Alkyl, allyl or-CH2COK1，K1Is C1～C4An alkyl group; preferably, R3Is methyl, ethyl, n-propyl, allyl or-CH2COK1(ii) a Particularly preferably, R3is-CH2COK1，K1Is methyl;
R4is benzyl or C1～C4An alkyl group; preferably, R4Is benzyl or ethyl;
in formula (II):
R5、R6each independently is C1～C4An alkyl group; preferably, R5、R6Each independently is methyl or ethyl;
R7is C1～C4Alkyl or allyl; preferably, R7Is methyl, ethyl, n-propyl or allyl.
The component B is selected from at least one of the following formulas (III):
in the formula (III):
R8is C1～C4Alkyl radical, C1～C4Alkoxy, phenyl or amino; preferably, R8Is methyl or ethyl;
R9is hydrogen or C1～C4An alkoxy group; preferably, R9Is hydrogen or methoxy;
R10is C1～C4An alkyl group; preferably, R10Is methyl or ethyl;
X1、X2each independently is hydrogen, nitro or cyano;
m is 1 or 2.
The component C is selected from at least one of the following formula (IV) and/or the following formula (V):
in the formula (IV):
X3is Cl or Br;
R11、R12each independently is C1～C4An alkyl group; preferably, R11、R12Each independently is methyl or ethyl;
R13、R14each independently is-CH2COOK2or-C2H4COOK3In which K is2、K3Each independently is C1～C4An alkyl group; preferably, R13、R14Each independently is-CH2COOK2or-C2H4COOK3In which K is2、K3Each independently is methyl or ethyl;
in the formula (V):
R15is hydrogen or C1～C4An alkoxy group; preferably, R15Is hydrogen or methoxy;
R16is hydrogen, hydroxy or-NHCOCH3(ii) a Preferably, R16is-NHCOCH3；
n is 1 or 2.
The component D is selected from at least one of the following formula (VI) and/or the following formula (VII):
in formula (VI):
X4、X5each independently of the other hydrogen, halogen, nitro, C1～C4Alkoxy, -COOC2H4OC2H4OCH3or-OSO2-Ph, wherein Ph is phenyl;
R17is C1～C4An alkyl group; preferably, R17Is methyl or ethyl;
in the formula (VII):
R18is C1～C4Alkyl, -CH2CN or-CH2COOK4In which K is4Is C1～C4An alkyl group; preferably, R18Is methyl, ethyl or-CH2CN；
p is 1 or 2.
In the present invention, said C1～C4The alkyl group can be methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl; said C1～C4The alkoxy group may be methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy.
Further, the component A is selected from at least one of the following formulas (I-1) to (I-8), (II-1) to (II-6); further, the component A is selected from at least one of the formulas (I-1), (I-8), (II-1) and (II-2); ph in the formulae (I-1) to (I-7) represents a phenyl group.
Further, the component B is selected from at least one of the following formulas (III-1) to (III-18); further, the component B is selected from at least one of the formulae (III-1), (III-8) and (III-18).
Further, the component C is selected from at least one of the following formulas (IV-1) to (IV-4), (V-1) to (V-8); still further, the component C is selected from at least one of the formulae (IV-1), (IV-2), (V-1) to (V-4).
Further, the component D is selected from at least one of the following formulas (VI-1) to (VI-8), (VII-1) to (VII-6); further, the component D is selected from at least one of the formulas (VI-1), (VI-2), (VI-7), (VI-8), (VII-1) and (VII-2).
Preferably, the disperse blue-black dye composition comprises a component A and a component B, wherein based on the component A and the component B, the mass percentage of the component A is 40-95%, and the mass percentage of the component B is 5-60%.
More preferably, the disperse blue-black dye composition consists of a component A and a component B, wherein based on the component A and the component B, the mass percentage of the component A is 40-95%, and the mass percentage of the component B is 5-60%.
More preferably, the disperse blue-to-black dye composition consists of a component A, a component B and a component C, wherein based on the component A, the component B and the component C, the total mass percentage of the component A and the component B is 10-70%, and the mass percentage of the component C is 30-90%; based on the component A and the component B, the mass percentage of the component A is 40-95%, and the mass percentage of the component B is 5-60%.
More preferably, the disperse blue-black dye composition consists of a component A, a component B and a component D, wherein based on the component A, the component B and the component D, the total mass percentage of the component A and the component B is 40-90%, and the mass percentage of the component D is 10-60%; based on the component A and the component B, the mass percentage of the component A is 40-95%, and the mass percentage of the component B is 5-60%.
More preferably, the disperse blue-to-black dye composition comprises a component A, a component B, a component C and a component D, wherein based on the component A, the component B, the component C and the component D, the total mass percentage of the component A and the component B is 5-70%, the mass percentage of the component C is 25-90%, and the mass percentage of the component D is 1-20%; based on the component A and the component B, the mass percentage of the component A is 40-95%, and the mass percentage of the component B is 5-60%.
Particularly preferably, the disperse blue to black dye composition of the present invention comprises the following component a and component B, and may further comprise the following component a and component B, wherein:
the component A is selected from at least one of formulas (I-1), (I-8), (II-1) and (II-2);
the component B is selected from at least one of formulas (III-1), (III-8) and (III-18);
based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
Alternatively, the disperse blue to black dye composition according to the invention, particularly preferably comprises, and may further consist of, component a, component B and component C as shown below, wherein:
the component A is selected from at least one of formulas (I-1), (I-8), (II-1) and (II-2);
the component B is selected from at least one of formulas (III-1), (III-8) and (III-18);
the component C is selected from at least one of formulas (IV-1), (IV-2), (V-1) to (V-4);
based on the component A, the component B and the component C, the total mass percentage of the component A and the component B is 10-70%, and the mass percentage of the component C is 30-90%; based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
Alternatively, the disperse blue to black dye composition according to the invention, particularly preferably comprises component a, component B and component D shown below, and may also further consist of component a, component B and component D shown below, wherein:
the component A is selected from at least one of formulas (I-1), (I-8), (II-1) and (II-2);
the component B is selected from at least one of formulas (III-1), (III-8) and (III-18);
the component D is selected from at least one of formulas (VI-1), (VI-2), (VI-7), (VI-8), (VII-1) and (VII-2);
based on the component A, the component B and the component D, the total mass percentage of the component A and the component B is 40-90%, and the mass percentage of the component D is 10-60%; based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
Alternatively, the disperse blue to black dye composition according to the invention, particularly preferably comprises component a, component B, component C and component D shown below, and may also further consist of component a, component B, component C and component D shown below, wherein:
the component A is selected from at least one of formulas (I-1), (I-8), (II-1) and (II-2);
the component B is selected from at least one of formulas (III-1), (III-8) and (III-18);
the component C is selected from at least one of formulas (IV-1), (IV-2), (V-1) to (V-4);
the component D is selected from at least one of formulas (VI-1), (VI-2), (VI-7), (VI-8), (VII-1) and (VII-2);
based on the component A, the component B, the component C and the component D, the total mass percentage of the component A and the component B is 5-70%, the mass percentage of the component C is 25-90%, and the mass percentage of the component D is 1-20%; based on the component A and the component B, the mass percentage of the component A is 35-95%, and the mass percentage of the component B is 5-65%.
The disperse blue to black dye composition provided by the invention is sold as a commodity or applied to textile material coloring, and usually needs to be added with an auxiliary agent for post-treatment. Therefore, the invention also provides a blue-to-black disperse dye product which mainly comprises the disperse blue-to-black dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse blue-to-black dye composition is 0.2-5: 1. Preferably, the blue-to-black disperse dye product consists of the disperse blue-to-black 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 preferably one or a mixture of more than two of the following materials: 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 blue-black disperse dye product comprises the following steps: mixing dye monomer compounds (crude dyes) for forming the disperse blue-black dye composition according to a ratio, and then carrying out microparticulation by using a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; alternatively, the dye monomer compound may be subjected to a pulverization treatment using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent or water, and then mixed in a ratio. The blue to black disperse dye product of the present invention is liquid after being ground by a sand mill or a grinder, and can be powdery or granular after being spray-dried, which is a preparation method well known to those skilled in the art.
In the present invention, the dye compounds of the formulae (I), (II), (III), (IV), (V), (VI), (VII) can be conveniently synthesized in a manner known to the person skilled in the art, and can be prepared by the methods described in patents EP0439057, CN101522816, US5550217, CN1208057, CN101081838, GB1326124, GB2034734 or by analogous methods, or by commercially available products.
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 blue-to-black disperse dye composition and the dye product provided by the invention have the characteristics of low cost, high strength, good dye dispersibility, good lifting power, good deep dyeing property, good level dyeing property, excellent sublimation resistance, friction resistance, washing resistance, excellent perspiration fastness and the like when being applied to dyeing of hydrophobic fiber materials.
(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:
40 g of a compound of a formula (I-1), 20 g of a compound of a formula (II-1), 40 g of a compound of a formula (III-1) and 300 g of a dispersing agent MF are mixed with 1000 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product, and the dye can provide blue with excellent fastness performance for fabrics.
Example 2:
the dye is prepared by mixing 10 g of a compound of a formula (I-8), 20 g of a compound of a formula (II-1), 5 g of a compound of a formula (III-1), 65 g of a compound of a formula (IV-1) and 280 g of a dispersant MF with 850 g of water, grinding, dispersing and drying.
Example 3:
45 g of a compound of a formula (I-1), 25 g of a compound of a formula (II-2), 15 g of a compound of a formula (III-8), 15 g of a compound of a formula (VI-1) and 300 g of a dispersing agent MF are mixed with 1000 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product.
Examples 4 to 40:
according to the method described in the example 1 or 2, except that the structures and the weights of the components A-D in the table 1 are adopted, 300 g of the auxiliary agent (200 g of the dispersing agent MF and 100 g of the sodium lignosulfonate) is added, 1000 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 blue to black tones with excellent fastness properties for fabrics.
TABLE 1
Comparative example:
example 1 in patent CN105419388A was taken as comparative example 1;
example 1 in patent CN105348860A was taken as comparative example 2;
example 1 in patent CN103890103A was taken as comparative example 3.
Performance example 1:
selecting the disperse dye raw dyes in the examples 1-40 and the comparative examples 1-3 respectively, controlling the solid content to be 38-40%, adding required amount of dispersing agent MF, lignin, proper amount of water and glass beads (0.5-0.8 mm) respectively, sanding for 2 hours, stopping sanding, and screening out the glass beads to obtain filter pulp. The high-temperature and low-temperature dispersivity is respectively tested according to GB/T5541-2007, GB/T5540-2007 and GB/T2394-2013, and the results are as follows:
examples 1 to 40:
high-temperature dispersibility: a/3;
low-temperature dispersibility: and A/3.
Comparative examples 1 to 3:
high-temperature dispersibility: a/2;
low-temperature dispersibility: and A/2.
It can be seen that the high-temperature, low-temperature dispersion properties of the dyes according to the invention are better than those of the comparative examples on a residue scale.
Performance example 2:
respectively selecting the disperse dyes prepared in the embodiments 1-40 and the comparative examples 1-3, treating the terylene/spandex mixed fabric by a conventional high-temperature high-pressure dyeing method and heat setting, controlling the dyeing depth (o.w.f) to be 4.0 percent in the treatment process, regulating the pH value of a dyeing bath to be 4-5, dyeing at room temperature, heating to 130 ℃ at 1 ℃/min, keeping the temperature for 45min, reducing, cleaning, washing with water, drying and heat setting at 180 ℃ for 60 seconds according to the conventional method to obtain a blue-to-black dyed fabric. The lifting power, the color fastness to washing and the migration property are respectively tested according to GB/T2397-:
TABLE 2
From the above table, the blue-to-black disperse dye composition disclosed by the invention has the advantages that when the fabric is subjected to high-temperature heat setting treatment in deep and dense dyeing, the fastness of the fabric is equivalent to that of a comparative example, the lifting force and the migration property are greatly improved, and the uniform dyeing requirement of the blended fabric with deep and dense color and high fastness can be met.
Claims (17)
1. The disperse blue-to-black dye composition comprises a component A and a component B, wherein based on the component A and the component B, the mass percent of the component A is 35-95%, and the mass percent of the component B is 5-65%;
the component A is selected from at least one of the following formula (I) and/or the following formula (II):
in formula (I):
R1、R2each independently is C1～C4An alkyl group;
R3is allyl or-CH2COK1，K1Is C1～C4An alkyl group;
R4is benzyl or C1～C4An alkyl group;
in formula (II):
R5、R6each independently is C1～C4An alkyl group;
R7is C1～C4Alkyl or allyl;
the component B is selected from at least one of the following formulas (III):
in the formula (III):
R8is C1～C4Alkyl radical, C1～C4Alkoxy, phenyl or amino;
R9is hydrogen or C1～C4An alkoxy group;
R10is C1～C4An alkyl group;
X1is nitro or cyano;
X2is hydrogen;
m is 1 or 2.
2. The disperse blue-black dye composition according to claim 1, wherein the disperse blue-black dye composition comprises a component A, a component B and a component C, and the total mass percentage of the component A and the component B is 10-70% and the mass percentage of the component C is 30-90% based on the component A, the component B and the component C;
the component C is selected from at least one of the following formula (IV) and/or the following formula (V):
in the formula (IV):
X3is Cl or Br;
R11、R12each independently is C1～C4An alkyl group;
R13、R14each independently is-CH2COOK2or-C2H4COOK3In which K is2、K3Each independently is C1～C4An alkyl group;
in formula (V):
R15is hydrogen or C1～C4An alkoxy group;
R16is hydrogen, hydroxy or-NHCOCH3；
n is 1 or 2.
3. The disperse blue-black dye composition according to claim 1, wherein the disperse blue-black dye composition comprises a component A, a component B and a component D, and the total mass percentage of the component A and the component B is 40-90% and the mass percentage of the component D is 10-60% based on the component A, the component B and the component D;
the component D is selected from at least one of the following formula (VI) and/or the following formula (VII):
in formula (VI):
X4、X5each independently of the other hydrogen, halogen, nitro, C1～C4Alkoxy, -COOC2H4OC2H4OCH3or-OSO2-Ph, wherein Ph is phenyl;
R17is C1～C4An alkyl group;
in the formula (VII):
R18is C1～C4Alkyl, -CH2CN or-CH2COOK4In which K is4Is C1～C4An alkyl group;
p is 1 or 2.
4. The disperse blue-black dye composition according to claim 1, wherein the disperse blue-black dye composition comprises a component A, a component B, a component C and a component D, and based on the component A, the component B, the component C and the component D, the mass percentage of the component A and the component B is 5-70%, the mass percentage of the component C is 25-90%, and the mass percentage of the component D is 1-20%;
the component C is selected from at least one of the following formula (IV) and/or the following formula (V):
in the formula (IV):
X3is Cl or Br;
R11、R12each independently is C1～C4An alkyl group;
R13、R14each independently is-CH2COOK2or-C2H4COOK3In which K is2、K3Each independently is C1～C4An alkyl group;
in formula (V):
R15is hydrogen or C1～C4An alkoxy group;
R16is hydrogen, hydroxy or-NHCOCH3；
n is 1 or 2;
the component D is selected from at least one of the following formula (VI) and/or the following formula (VII):
in formula (VI):
X4、X5each independently of the other hydrogen, halogen, nitro, C1～C4Alkoxy, -COOC2H4OC2H4OCH3or-OSO2-Ph, wherein Ph is phenyl;
R17is C1～C4An alkyl group;
in the formula (VII):
R18is C1～C4Alkyl, -CH2CN or-CH2COOK4In which K is4Is C1～C4An alkyl group;
p is 1 or 2.
5. The disperse blue to black dye composition according to claim 1, wherein the component a is at least one selected from the group consisting of the following formulae (i-1), (i-5) to (i-8), (ii-1) to (ii-6), Ph in the formulae (i-1), (i-5) to (i-7) represents a phenyl group;
6. the disperse blue to black dye composition according to claim 1, wherein the component B is at least one selected from the group consisting of the following formulae (iii-1) to (iii-13), (iii-18);
7. the disperse blue to black dye composition according to claim 2, wherein the component C is at least one selected from the group consisting of the following formulae (iv-1) to (iv-4), (v-1) to (v-8);
8. a disperse blue to black dye composition according to claim 3, wherein said component D is selected from at least one of the following formulae (vi-1) to (vi-8), (vii-1) to (vii-6);
9. the disperse blue-black dye composition according to claim 1, wherein the disperse blue-black dye composition comprises a component A and a component B, and the mass percentage of the component A is 35-95% and the mass percentage of the component B is 5-65% based on the component A and the component B; and, the component A is selected from at least one of the formulas (I-1), (I-8), (II-1) and (II-2); the component B is selected from at least one of formulas (III-1), (III-8) and (III-18);
10. the disperse blue-black dye composition according to claim 2, wherein the disperse blue-black dye composition comprises a component A, a component B and a component C, and the total mass percentage of the component A and the component B is 10-70% and the mass percentage of the component C is 30-90% based on the component A, the component B and the component C; and, the component A is selected from at least one of the formulas (I-1), (I-8), (II-1) and (II-2); the component B is selected from at least one of formulas (III-1), (III-8) and (III-18); the component C is selected from at least one of formulas (IV-1), (IV-2), (V-1) to (V-4);
11. the disperse blue-black dye composition according to claim 3, wherein the disperse blue-black dye composition comprises a component A, a component B and a component D, and the total mass percentage of the component A and the component B is 40-90% and the mass percentage of the component D is 10-60% based on the component A, the component B and the component D; and, the component A is selected from at least one of the formulas (I-1), (I-8), (II-1) and (II-2); the component B is selected from at least one of formulas (III-1), (III-8) and (III-18); the component D is selected from at least one of formulas (VI-1), (VI-2), (VI-7), (VI-8), (VII-1) and (VII-2);
12. the disperse blue-black dye composition according to claim 4, wherein the disperse blue-black dye composition comprises a component A, a component B, a component C and a component D, and based on the component A, the component B, the component C and the component D, the total mass percentage of the component A and the component B is 5-70%, the mass percentage of the component C is 25-90%, and the mass percentage of the component D is 1-20%; and, the component A is selected from at least one of the formulas (I-1), (I-8), (II-1) and (II-2); the component B is selected from at least one of formulas (III-1), (III-8) and (III-18); the component C is selected from at least one of formulas (IV-1), (IV-2), (V-1) to (V-4); the component D is selected from at least one of formulas (VI-1), (VI-2), (VI-7), (VI-8), (VII-1) and (VII-2);
13. the disperse blue to black dye composition according to any one of claims 1, 5, 6 and 9, wherein the disperse blue to black dye composition consists of component a and component B.
14. The disperse blue to black dye composition according to any one of claims 2, 7 and 10, wherein the disperse blue to black dye composition consists of component a, component B and component C.
15. The disperse blue to black dye composition according to any one of claims 3, 8 or 11, wherein the disperse blue to black dye composition consists of component a, component B and component D.
16. The disperse blue to black dye composition according to any one of claims 4 and 12, wherein the disperse blue to black dye composition consists of component a, component B, component C and component D.
17. A disperse blue-to-black dye product comprising the disperse blue-to-black dye composition according to any one of claims 1 to 4.
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| CN110373041B (en) * | 2019-06-10 | 2021-04-09 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
| CN110845864B (en) * | 2019-11-27 | 2021-05-04 | 浙江龙盛化工研究有限公司 | Disperse dark blue-to-black dye composition, dye product and application thereof |
| CN113563736B (en) * | 2019-11-29 | 2023-08-22 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
| CN114773877B (en) * | 2022-05-20 | 2023-12-22 | 上海鸿源鑫创材料科技有限公司 | Disperse blue dye composition and product thereof |
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