CN115537037A - Black reactive dye and preparation method and application thereof - Google Patents
Black reactive dye and preparation method and application thereof Download PDFInfo
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- CN115537037A CN115537037A CN202211030521.2A CN202211030521A CN115537037A CN 115537037 A CN115537037 A CN 115537037A CN 202211030521 A CN202211030521 A CN 202211030521A CN 115537037 A CN115537037 A CN 115537037A
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- 239000000985 reactive dye Substances 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 44
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 239000000975 dye Substances 0.000 claims abstract description 27
- 238000004043 dyeing Methods 0.000 claims abstract description 22
- 239000000835 fiber Substances 0.000 claims abstract description 20
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 8
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 8
- 229920003043 Cellulose fiber Polymers 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 239000004744 fabric Substances 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 16
- 229920000742 Cotton Polymers 0.000 claims description 11
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 9
- 239000012752 auxiliary agent Substances 0.000 claims description 9
- 239000002270 dispersing agent Substances 0.000 claims description 9
- 239000000843 powder Substances 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 210000002268 wool Anatomy 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 244000025254 Cannabis sativa Species 0.000 claims description 4
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 claims description 4
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 235000009120 camo Nutrition 0.000 claims description 4
- 235000005607 chanvre indien Nutrition 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 239000011487 hemp Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 4
- 235000011152 sodium sulphate Nutrition 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000008187 granular material Substances 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000006172 buffering agent Substances 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- -1 hydroxy, sulfo Chemical group 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000012265 solid product Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- SRDOTWUOTQTGAK-UHFFFAOYSA-N C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 Chemical compound C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 SRDOTWUOTQTGAK-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000002131 composite material Substances 0.000 abstract description 4
- 239000002657 fibrous material Substances 0.000 abstract description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 238000005406 washing Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000002002 slurry Substances 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
- 241000220324 Pyrus Species 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 239000012847 fine chemical 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
- 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 1
- 235000021017 pears Nutrition 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000988 sulfur dye Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 239000002759 woven fabric Substances 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
- C09B67/0055—Mixtures of two or more disazo dyes
- C09B67/0057—Mixtures of two or more reactive disazo dyes
- C09B67/0059—Mixtures of two or more reactive disazo dyes all the reactive groups are not directly attached to a heterocyclic system
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0079—Azoic dyestuff preparations
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—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 reactive 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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
The invention provides a black reactive dye composition, a preparation method and application thereof, belonging to the field of reactive dyes. The dye composition comprises a component A consisting of one or more compounds in a compound shown in a formula (I), a component B consisting of one or more compounds in a compound shown in a formula (II), a component C consisting of one or more compounds in a compound shown in a formula (III) and optional auxiliaries. The black reactive dye composition has excellent performance, is suitable for dyeing or printing fiber materials containing hydroxyl or nitrogen, such as cellulose fibers, protein fibers and the like, has good color fixation rate and color fastness, and can be used for dyeingThe composite material has excellent comprehensive performance and excellent performance,
Description
Technical Field
The invention belongs to the field of fine chemical engineering, and particularly relates to a reactive black dye composition, and a preparation method and application thereof.
Background
In cotton fiber dyeing, black almost accounts for 40-50%, and more direct dyes and sulfur dyes are forbidden and restricted due to environmental problems. The active black KN-B has low price, good fastness, higher fixation rate and easy washability, and does not have the environmental protection problems including AOX, so the using amount is larger. But also has the defects of poor lifting force, insufficient blackness and the like, thereby limiting the wide application of the composite material.
At present, some patents of composite reactive black dye make obvious progress in improving the lifting power and blackness of the reactive black dye, such as patent publications CN 1730566A, CN1687244A, etc. However, as the benefits of the printing and dyeing industry are gradually reduced recently, the market competition of the reactive dyes is intensified day by day, and the requirements of people on the cost performance of the reactive dyes are higher and higher. The research and development of reactive dye varieties with good washing fastness, perspiration fastness and dyeing reproducibility, higher lifting power and fixation rate and more advantageous cost have more and more important significance.
Disclosure of Invention
The invention provides a black reactive dye composition, which has high fixation rate and excellent color fastness performances such as washing resistance, friction resistance, perspiration resistance and the like, is suitable for printing and dyeing of fibers or textile materials thereof, and is an environment-friendly reactive dye.
The invention provides a black reactive dye composition, which comprises a component A consisting of one or more compounds in a compound shown as a formula (I), a component B consisting of one or more compounds in a compound shown as a formula (II), a component C consisting of one or more compounds in a compound shown as a formula (III) and optional auxiliary agents:
wherein A, B and C are each independently hydrogen or-SO 3 M 3 Methoxy, methyl; r is 1 、R 2 、R 3 、R 4 、R 6 、R 7 Each independently is-CH = CH 2 or-C 2 H 4 OSO 3 M 4 Alkyl, or H; r 5 Hydrogen, sodium or potassium; each R is 8 Each independently is-SO 3 M 6 、(C 1 ～C 4 ) Alkoxy of (C) 1 ～C 4 ) Alkyl groups of (a); x 1 Is oxygen, sulfur or-NR ’ -, and R ’ Is hydrogen or (C) 1 ～C 4 ) -alkoxy, hydroxy, sulfo, cyano; x 2 is-NH-X ’ ，X ’ Is hydrogen, (C) 1 ～C 4 ) Alkyl or R of ” SO 3 M 7 ，R ” Is (C) 1 ～C 4 ) Alkyl groups of (a); m 1 、M 2 、M 3 、M 4 、M 5 、M 6 、M 7 Each independently potassium, sodium or lithium.
Preferably, the black reactive dye composition is characterized in that the component A is selected from one or more compounds of formulas (I-1) to (I-16),
preferably, in the above black reactive dye composition, the component B is selected from one or more compounds of formulae (II-1) to (II-9):
preferably, in the black reactive dye composition, the component C is selected from one or more compounds of formulas (III-1) to (III-15):
after the composition forms a dye, the synergistic effect of the components ensures that the composition has the advantages of high color fixing rate, good lifting power, good fastness properties and the like, and meets the requirements of modern high-grade reactive dyes. The composite dye is used for printing and dyeing cellulose fiber materials, such as cotton, hemp, viscose fiber and textile fabrics thereof, and is also suitable for printing and dyeing wool, silk and wool fabrics and printing and dyeing cotton-wool blended fabrics.
In the present invention, the selection of the above-mentioned auxiliary is not particularly limited, and conventional auxiliary may be used. Preferably, the above-mentioned auxiliary agent is selected from one or more of a dispersant, a filler, and other performance-improving auxiliary agents.
Preferably, the dispersant is one or more selected from the group consisting of a methylnaphthalenesulfonic acid formaldehyde condensate (dispersant MF), a naphthalenesulfonic acid formaldehyde condensate (NNO), and a benzylnaphthalenesulfonic acid salt formaldehyde condensate (dispersant CNF).
Preferably, the filler is sodium industrial sulfate (anhydrous sodium sulfate).
Preferably, the other performance improvement additives are selected from one or more of dust-proofing agents, solubility improvement agents, alkali resistance additives, surfactants, buffering agents, and dyeing promoters.
Preferably, in the black dye composition, the content of the component a is 10 to 90 parts by weight, preferably 20 to 90 parts by weight, more preferably 30 to 90 parts by weight, and still more preferably 40 to 90 parts by weight;
preferably, in the black dye composition, the content of the component B is 1 to 50 parts by weight, preferably 4 to 45 parts by weight, more preferably 7 to 40 parts by weight, and still more preferably 10 to 35 parts by weight;
preferably, in the black dye composition, the content of the component C is 1 to 30 parts by weight, preferably 1 to 25 parts by weight, more preferably 1 to 20 parts by weight, and still more preferably 1 to 15 parts by weight;
preferably, in the black dye composition, the content of the auxiliary is 0 to 80 parts by weight, preferably 0 to 70 parts by weight, more preferably 0 to 60 parts by weight, and still more preferably 0 to 50 parts by weight.
The invention also provides a preparation method of the black reactive dye composition, which is characterized by comprising the step of mixing the component A, the component B, the component C and optional auxiliary agents. In the mixing process, each dye monomer compound can exist in the forms of powder, granules or aqueous solution, and can be prepared into a liquid dye product according to needs, or the liquid dye product can be prepared into a solid product through an optional drying process, or the liquid dye product can be directly mixed according to the solid dye powder of each component.
In the present invention, the apparatus for mixing the dry powder is not particularly limited, but preferably, a conical, roller or pears blade type mixer is used for mixing, and after mixing, the dry powder is qualified for test analysis and then packaged. The method for mixing the slurry is not particularly limited, and preferably, the slurry is stirred and mixed in a vessel. In the present invention, the equipment used in the drying process is not particularly limited, and it is preferable to dry the product in the form of granules or powder by using a spray tower, a drying room, a flash dryer, or the like.
In another aspect, the use of the above black reactive dye composition as a black reactive dye is provided.
Alternatively, the black reactive dye composition is used for printing and dyeing cellulose fibers, protein fibers, polyamide fibers or woven fabrics and blended fabrics thereof.
Optionally, the cellulosic fibers include cotton fibers, hemp fibers, and regenerated fibers.
Optionally, the protein fibers include wool, silk, and wool fabrics.
Optionally, the black reactive dye composition is used for printing and dyeing of hydroxyl-containing or nitrogen-containing fiber materials such as cellulose fibers and protein fibers, and optionally, the printing and dyeing comprises dyeing or printing.
The black reactive dye composition has the following advantages: high color fixing rate, good lifting force, excellent color fastness such as washing resistance, friction resistance, perspiration resistance and the like. The black reactive dye composition is suitable for printing and dyeing cellulose fiber materials, such as cotton, hemp, regenerated fibers and textile fabrics thereof, and is also suitable for printing and dyeing protein fibers, polyamide fibers and textile fabrics and blended fabrics thereof.
Detailed Description
The present invention will be further described with reference to specific examples, but the scope of the present invention is not limited thereto.
The black reactive dye composition of the present invention, the component A represented by formula (I), the component B represented by formula (II), and the component C represented by formula (III) can be conveniently synthesized by a method known by those skilled in the art, such as conventional synthesis method, or can be prepared by a commercially available product.
Example 1
68.5 parts by weight of the component A of the formula (I-6), 28.8 parts by weight of the component B of the formula (II-1), 1.2 parts by weight of the component C of the formula (III-1) and 1.5 parts by weight of anhydrous sodium sulphate are mixed by a mixing machine to obtain a composition 1, and the composition is used as a black reactive dye and can dye cotton fabrics into black.
Example 2
68.5 parts by weight of the component A of the formula (I-1), 28.8 parts by weight of the component B of the formula (II-1), 1.2 parts by weight of the component C of the formula (III-1) and 1.5 parts by weight of anhydrous sodium sulphate are mixed by a mixing machine to obtain a composition 2, and the composition is used as a black reactive dye and can dye cotton fabrics into black.
Comparative example 1
73 parts by weight of the component A of the formula (I-1), 23.5 parts by weight of the component (IV) and 3.5 parts by weight of anhydrous sodium sulphate are mixed by a mixing machine to obtain a composition 3, and the composition is used as an active black dye to dye and dye cotton fabrics into black.
Comparative example 2
And (2) carrying out dry powder mixing on 73 parts by weight of the component A shown in the formula (I-1), 18 parts by weight of the component IV and 9 parts by weight of the component III-1 by a mixing machine to obtain a composition 4, wherein the composition is used as an active black dye and can be used for printing and dyeing cotton fabrics into black.
Comparative example 3
And (2) carrying out dry powder mixing on 71 parts by weight of the component A shown in the formula (I-1), 20 parts by weight of the component shown in the formula (III-1) and 9 parts by weight of the component shown in the formula (V) by a mixing machine to obtain a composition 5, wherein the composition is used as an active black dye and can be used for printing and dyeing cotton fabrics into black.
Performance testing
The compositions obtained in examples 1-2 and comparative examples 1-3 were subjected to a printing and dyeing test with reference to national standard GB/2387-2003 method for measuring dyeing color and intensity of reactive dyes, and fabric samples were subjected to color fixing rate, rubbing resistance, washing resistance and perspiration stain resistance tests according to GB/T2391-2014, GB/T3920-2008, GB/T3921-2008 and GB/T3922-2013, and the results are as follows:
TABLE 1
The result shows that compared with the performance of the traditional product, the product performance of the black reactive dye composition has high fixation rate, good lifting power, good performance indexes, especially excellent color fastness such as washing resistance, friction resistance, perspiration resistance and the like, and is an environment-friendly reactive black dye which can meet the requirements of high-end customers.
Claims (10)
1. A black reactive dye composition comprises a component A consisting of one or more compounds in a compound of a formula (I), a component B consisting of one or more compounds in a compound of a formula (II), a component C consisting of one or more compounds in a compound of a formula (III) and optional auxiliary agents:
wherein A, B and C are each independently hydrogen or-SO 3 M 3 Methoxy, methyl; r 1 、R 2 、R 3 、R 4 、R 6 、R 7 Each independently is-CH = CH 2 or-C 2 H 4 OSO 3 M 4 Alkyl, or H; r is 5 Hydrogen, sodium or potassium; each R is 8 Each independently is-SO 3 M 6 、(C 1 ～C 4 ) Alkoxy of (C) or 1 ～C 4 ) Alkyl groups of (a); x 1 Is oxygen, sulfur or-NR '-, and R' is hydrogen or (C) 1 ～C 4 ) -alkoxy, hydroxy, sulfo, cyano; x 2 is-NH-X ', X' is hydrogen, (C) 1 ～C 4 ) Alkyl or R' SO of 3 M 7 R' is (C) 1 ～C 4 ) Alkyl groups of (a); m 1 、M 2 、M 3 、M 4 、M 5 、M 6 、M 7 Each independently potassium, sodium or lithium.
2. The black reactive dye composition according to claim 1, wherein the component A is selected from one or more compounds of formulae (I-1) to (I-16),
3. the black reactive dye composition according to any one of claims 1 to 2, wherein the component B is selected from one or more compounds of formulae (II-1) to (II-9):
4. the black reactive dye composition according to any one of claims 1 to 3, wherein the component C is one or more compounds selected from the group consisting of compounds of formulae (III-1) to (III-15):
5. the black reactive dye composition according to any one of claims 1 to 4, wherein the auxiliary agent is selected from one or more of a dispersant, a filler and other performance improvement auxiliary agents;
optionally, the dispersant is selected from one or more of dispersant MF, dispersant NNO, benzyl naphthalene sulfonate formaldehyde condensate (dispersing agent CNF), the filler is anhydrous sodium sulphate, and the other performance improvement auxiliary agent is selected from one or more of dust-proof agent, solubility improvement agent, alkali resistance auxiliary agent, surfactant, buffering agent and dyeing accelerant.
6. The black reactive dye composition according to any one of claims 1 to 5, wherein the component A is present in an amount of 10 to 90 parts by weight, preferably 20 to 90 parts by weight, more preferably 30 to 90 parts by weight, and still more preferably 40 to 90 parts by weight;
preferably, the content of the component B is 1 to 50 parts by weight, preferably 4 to 45 parts by weight, more preferably 7 to 40 parts by weight, and still more preferably 10 to 35 parts by weight;
preferably, the content of the component C is 1 to 30 parts by weight, preferably 1 to 25 parts by weight, more preferably 1 to 20 parts by weight, and still more preferably 1 to 15 parts by weight;
preferably, the content of the auxiliary is 0 to 80 parts by weight, preferably 0 to 70 parts by weight, more preferably 0 to 60 parts by weight, and still more preferably 0 to 50 parts by weight.
7. A process for preparing a black reactive dye composition according to any one of claims 1 to 6, which comprises mixing component A, component B, component C and optionally auxiliaries;
optionally, during the mixing process, each dye monomer compound exists in the form of powder, granules or aqueous solution;
alternatively, a liquid dye product is prepared, or a solid product is prepared by subjecting the liquid dye product to an optional drying process, or is obtained by directly mixing solid dye powders according to the components.
8. Use of the black reactive dye composition according to any one of claims 1 to 6 as a black reactive dye.
9. The use according to claim 8, characterized in that the black reactive dye composition is used for printing and dyeing cellulose fibers, protein fibers, polyamide fibers or woven or blended fabrics thereof;
optionally, the cellulosic fibers include cotton fibers, hemp fibers, and regenerated fibers;
optionally, the protein fibers include wool, silk, and wool fabrics.
10. Use according to claims 8-9, wherein the black reactive dye composition is used for printing of hydroxyl-group-containing or nitrogen-containing fibre materials such as cellulose fibres, protein fibres and the like, optionally the printing comprises dyeing or printing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211030521.2A CN115537037B (en) | 2022-08-26 | 2022-08-26 | Black reactive dye and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211030521.2A CN115537037B (en) | 2022-08-26 | 2022-08-26 | Black reactive dye and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115537037A true CN115537037A (en) | 2022-12-30 |
| CN115537037B CN115537037B (en) | 2024-03-01 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211030521.2A Active CN115537037B (en) | 2022-08-26 | 2022-08-26 | Black reactive dye and preparation method and application thereof |
Country Status (1)
| Country | Link |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116102900A (en) * | 2023-02-13 | 2023-05-12 | 湖北华丽染料工业有限公司 | Reactive dark black dye and application thereof |
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| CN102898869A (en) * | 2012-09-28 | 2013-01-30 | 浙江亿得化工有限公司 | Composite dark black reactive dye |
| CN104610776A (en) * | 2005-10-05 | 2015-05-13 | 德司达染料分销有限公司 | Azo reactive dyes and mixtures of fiber-reactive azo dyes, their preparation and their use |
| CN112574592A (en) * | 2020-12-26 | 2021-03-30 | 浙江科永化工有限公司 | Active navy blue to black dye composition and dye product |
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| CN104610776A (en) * | 2005-10-05 | 2015-05-13 | 德司达染料分销有限公司 | Azo reactive dyes and mixtures of fiber-reactive azo dyes, their preparation and their use |
| CN102898869A (en) * | 2012-09-28 | 2013-01-30 | 浙江亿得化工有限公司 | Composite dark black reactive dye |
| CN112574592A (en) * | 2020-12-26 | 2021-03-30 | 浙江科永化工有限公司 | Active navy blue to black dye composition and dye product |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN116102900A (en) * | 2023-02-13 | 2023-05-12 | 湖北华丽染料工业有限公司 | Reactive dark black dye and application thereof |
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