CN114316628A - High-lifting-force monoazo disperse dye, and preparation and application methods thereof - Google Patents
High-lifting-force monoazo disperse dye, and preparation and application methods thereof Download PDFInfo
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- CN114316628A CN114316628A CN202210037056.9A CN202210037056A CN114316628A CN 114316628 A CN114316628 A CN 114316628A CN 202210037056 A CN202210037056 A CN 202210037056A CN 114316628 A CN114316628 A CN 114316628A
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- 239000000986 disperse dye Substances 0.000 title claims abstract description 62
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims abstract description 48
- 238000000034 method Methods 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 54
- 238000004043 dyeing Methods 0.000 claims abstract description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 5
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
- 239000000975 dye Substances 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 238000005859 coupling reaction Methods 0.000 claims description 15
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 12
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims description 12
- 230000008878 coupling Effects 0.000 claims description 11
- 238000010168 coupling process Methods 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 239000012752 auxiliary agent Substances 0.000 claims description 10
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 6
- 235000017550 sodium carbonate Nutrition 0.000 claims description 6
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 claims description 6
- -1 monoazo compound Chemical class 0.000 claims description 5
- 238000006193 diazotization reaction Methods 0.000 claims description 4
- 238000000227 grinding Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000004982 aromatic amines Chemical class 0.000 claims description 3
- 238000006149 azo coupling reaction Methods 0.000 claims description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 claims description 3
- 229940089960 chloroacetate Drugs 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000001694 spray drying Methods 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims 1
- 229920004933 Terylene® Polymers 0.000 abstract 1
- 239000005020 polyethylene terephthalate Substances 0.000 abstract 1
- 229920006306 polyurethane fiber Polymers 0.000 abstract 1
- 239000000835 fiber Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 8
- 229920000728 polyester Polymers 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- LXQOQPGNCGEELI-UHFFFAOYSA-N 2,4-dinitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O LXQOQPGNCGEELI-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 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
- 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
- 239000005457 ice water Substances 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
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Abstract
The invention relates to a high-lifting-force monoazo disperse dye, a preparation method and an application method thereof, wherein the compound of the high-lifting-force monoazo disperse dye is shown as a general formula (I): in the general formula: r1 and R2 are C1-C4 alkyl, R3 is hydrogen, methyl, ethyl, -NHCOCH3 or-NHCOCH 2CH3, and m and n are each independently a positive integer of 1-6. The structure of D is shown as one of formula (2), formula (3), formula (4) and formula (5), wherein R4 is H, Cl, Br, -NO2 or-CN, and R5 is H, Cl, Br or-CN. The monoazo disperse dye has good dyeing application performance, can obtain better dyeing depth and dyeing fastness on terylene and polyester-polyurethane fibers, and has excellent dyeing lifting force.
Description
Technical Field
The invention relates to the technical field of disperse dyes, in particular to a monoazo disperse dye with high lifting power, and a preparation method and an application method thereof.
Background
The disperse dye is a hydrophobic dye which has a simple molecular structure and does not contain ionizable water-soluble groups, is mainly used for dyeing and printing polyester fibers and blended fabrics thereof, and can also be used for dyeing textiles such as acetate fibers, polyamide fibers and the like.
In recent years, the market share of high-performance disperse dye products is gradually increased, particularly in the fields of some related products such as sports, tourism and the like with higher requirements on the performance of the dye. Patent US5550217 discloses a class of heat migration resistant disperse dyes which are applied to dyeing of polyester fiber textiles and can achieve high dye fastness and excellent comprehensive performance. However, in dyeing application, the lifting force of the dye is still not excellent enough, and the dye is especially obvious in deep dyeing.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to provide a monoazo disperse dye with high lifting force, a preparation method and an application method thereof.
The above object of the present invention is achieved by the following technical solutions:
a high-lifting-force monoazo disperse dye compound is shown as a general formula (I):
in the general formula: r1 and R2 are C1-C4 alkyl, R3 is hydrogen, methyl, ethyl, -NHCOCH3 or-NHCOCH 2CH3, and m and n are respectively and independently positive integers of 1-6;
the structure of D is shown as one of formula (2), formula (3), formula (4) and formula (5), wherein R4 is H, Cl, Br, -NO2 or-CN, and R5 is H, Cl, Br or-CN.
The present invention in a preferred example may be further configured to: the monoazo disperse dye comprises at least two or more dye compounds which are obtained by changing m and n values and are shown in a formula (I), wherein one dye compound is shown in the formula (I) with m & ltSUB & gt 1 & lt/SUB & gt and n & ltSUB & gt 1 & lt/SUB & gt, and the other dye compound is shown in the formula (I) with m & ltSUB & gt + n & ltSUB & gt 3 & lt/SUB & gt.
The present invention in a preferred example may be further configured to: the monoazo disperse dye is a monoazo compound prepared by diazo coupling reaction of one diazo component compound shown in a formula (II), a formula (III), a formula (IV) and a formula (V) and at least two or more coupling component compounds shown in a formula (VI).
The present invention in a preferred example may be further configured to: the coupling component compound of the monoazo disperse dye is a compound shown in a formula (VIa), a formula (VIb) and a formula (VIc).
The present invention in a preferred example may be further configured to: the monoazo disperse dye comprises the following components: the content by weight of a compound (m + n ═ 2) of formula (I) is between 60% and 98%.
The present invention in a preferred example may be further configured to: the monoazo disperse dye comprises the following components: the content by weight of a compound (m + n ═ 3) of formula (I) is between 2% and 28%.
The present invention in a preferred example may be further configured to: the monoazo disperse dye comprises the following components: the weight content of a compound (m + n is more than or equal to 4) shown in the general formula (I) is 0-12 percent.
A process for preparing the monoazo-disperse dye with high lifting power includes such steps as diazotizing one of the compounds shown in formula (II), (III), (IV) and (V) in acid solution at a certain temp and concentration by known method, and coupling reaction between the diazotized compound and the compound shown in formula (VI).
The present invention in a preferred example may be further configured to: the process for the preparation of the mixture of compounds of formula (VI) comprises the following steps: adding a proper amount of sodium chloroacetate and/or water into a mixed reaction system of arylamine, chloroacetate, soda ash and sodium bromide, heating to the reaction temperature, and preserving the temperature for a period of time to complete the reaction.
The application method of the monoazo disperse dye with high lifting force comprises the steps of adding an auxiliary agent for dispersing before dyeing and printing application of the monoazo disperse dye;
mixing the dye shown in the formula (I), an auxiliary agent and water according to a certain proportion, grinding and dispersing to prepare a liquid disperse dye commodity or spray drying to obtain a disperse dye commodity, wherein the weight ratio of the auxiliary agent to the raw dye is (0.6-5): 1.
in conclusion, the beneficial technical effects of the invention are as follows:
the monoazo disperse dye of the invention meets the existing environmental protection and ecological requirements, and can be applied to dyeing and printing of hydrophobic fiber products, particularly polyester fiber products. The obtained dyed product has the characteristics of high dye uptake, good deep dyeing property, excellent lifting power, excellent dyeing fastness, good level dyeing property and the like. The fibrous articles mentioned can be in any form, such as fibers, yarns, nonwovens, woven or knitted fabrics.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, it is obvious that the drawings in the following description are only some embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the drawings without creative efforts.
FIG. 1 is a chemical formula diagram of a monoazo disperse dye showing high lifting power according to the present invention.
Detailed Description
The present invention will be described in further detail with reference to the accompanying drawings, but the present invention is not limited thereto. The starting materials and reagents used in the following examples are commercially available, unless otherwise specified; the experimental procedures, for which specific conditions are not specified, are generally carried out under conventional conditions or under conditions recommended by the manufacturer.
Example 1:
adding 7.5g of m-acetamino aniline and 16g of methyl chloroacetate into a reaction bottle, stirring, adding 0.6g of sodium chloroacetate, 0g of water, 6.6g of soda ash and 1.2g of sodium bromide, heating to 95-98 ℃, and carrying out heat preservation reaction for 2 hours. Removing excessive methyl chloroacetate by reduced pressure distillation, then adding 30mL of water, and demixing to obtain a lower oil phase which is the compound shown in the formula (VI), wherein the mass percentages of the compounds with different m and n values are shown in Table 1.
Examples 2 to 10:
the compounds of examples 2-10 were prepared as shown in Table 1, with reference to the procedure of example 1.
TABLE 1
Examples 11 to 12:
referring to the method of example 1, 5.4g of m-toluidine, 16g of methyl chloroacetate, 6.6g of soda ash, 1.2g of sodium bromide and sodium chloroacetate were charged into a reaction flask to prepare the compounds of examples 11 to 12 as shown in table 1.
Examples 13 to 14:
referring to the method of example 1, 4.7g of aniline, 16g of methyl chloroacetate, 6.6g of soda ash, 1.2g of sodium bromide, sodium chloroacetate and water were charged in a reaction flask to prepare the compounds of examples 13 to 14 as shown in Table 1.
Example 15:
12g of 98% concentrated sulfuric acid and 16.4g of 40% nitrosyl sulfuric acid are added into a flask, stirring is started, the temperature is kept at 20-25 ℃, 9.2g of 2, 4-dinitroaniline is added, and after the addition is finished, the temperature is kept for 3 hours continuously, so that the diazotization reaction is finished.
Adding 100mL of water and 0.2g of sulfamic acid into a coupling container, stirring and dissolving, cooling to 0-5 ℃ in an ice water bath, uniformly dropwise adding the diazo liquid and the compound solution prepared in the example 1 for coupling reaction, continuing stirring for 2 hours after the coupling is finished, filtering and washing to obtain 23.6g of dye filter cake. Maximum absorption wavelength lambda of the resulting dyemaxAre listed in table 2.
Examples 16 to 24:
referring to the method of example 15, other diazo component compounds were selected for diazotization and coupled with the coupling compounds shown in Table 1Synthesis reactions to prepare the dyes of examples 16 to 24, the maximum absorption wavelength λ of the dyes obtained is shown in Table 2 and Table 3maxListed in the rightmost column of the table.
TABLE 2
| Examples | R1 | R2 | R3 | R4 | R5 | Coupling component | λmax/nm |
| 15 | -CH3 | -CH3 | -NHCOCH3 | -NO2 | -H | Example 1 | 501 |
| 16 | -CH3 | -CH3 | -H | -H | -H | Example 14 | 473 |
| 17 | -CH3 | -CH3 | -CH3 | -Cl | -H | Example 11 | 479 |
| 18 | -CH3 | -CH3 | -NHCOCH3 | -CN | -Br | Example 5 | 533 |
| 19 | -CH3 | -CH3 | -CH3 | -Br | -Cl | Example 7 | 428 |
| 20 | -CH3 | -CH3 | -NHCOCH3 | -NO2 | -Br | Example 9 | 512 |
| 21 | -CH3 | -CH3 | -NHCOCH3 | -H | -CN | Example 10 | 507 |
TABLE 3
Example 25:
10g of the dye obtained in example 15 was taken, and 15g of dispersant MF and 35g of water were added thereto, followed by grinding and dispersion in a sand mill to obtain a commercial disperse dye.
The commercial disperse dye is used for dip-dyeing and dyeing polyester fiber cloth at 130 ℃, the heat preservation time is 50 minutes, and the dyeing concentration is 0.5-4% (o.w.f.). After dyeing, reduction washing is carried out at 80 ℃ for 20 minutes.
The lifting power of the dye is measured according to the national standard GB/T2397-. The test results are shown in Table 4.
Comparative example:
the sanding, dyeing and performance test method of example 25 was repeated with the disperse dye of formula (VII). The test results are shown in Table 4.
TABLE 4
As is clear from the results in Table 4, the monoazo dispersion dyes of the present invention have better lifting power than the single-structure dyes of formula (VII), and the fastness properties are similar to those of the single-structure dyes of formula (VII).
Referring to fig. 1, the monoazo disperse dye with high lifting power is shown in the general formula (I):
in the general formula: r1 and R2 are C1-C4 alkyl, preferably methyl, ethyl or allyl, and more preferably methyl;
r3 is hydrogen, methyl, ethyl, -NHCOCH3 or-NHCOCH 2CH3, preferably-NHCOCH 3, methyl or hydrogen;
m and n are respectively and independently positive integers of 1-6;
the structure of D is shown as one of formula (2), formula (3), formula (4) and formula (5), wherein R4 is H, Cl, Br, -NO2 or-CN, and R5 is H, Cl, Br or-CN.
The monoazo disperse dye comprises at least two or more dye compounds which are shown in a formula (I) and are obtained by changing m and n, wherein one dye compound is shown in the formula (I) with m being 1 and n being 1, and the other dye compound is shown in the formula (I) with m + n being 3.
Further, the monoazo disperse dye is a monoazo compound prepared by diazo coupling reaction of one diazo component compound shown in formula (II), formula (III), formula (IV) and formula (V) and at least two or more coupling component compounds shown in formula (VI).
R1, R2, R3, R4, R5, m and n in the formula (II) and the formula (VI) are the same as defined in the formula (I).
The coupling component compound of the monoazo disperse dye is a compound shown in a formula (VIa) or a formula (VIb) or a formula (VIc).
The monoazo disperse dye comprises the following components: the content by weight of a compound of formula (I) (m + n ═ 2) is from 60% to 98%, preferably from 70% to 97%, more preferably from 80% to 96%.
The monoazo disperse dye comprises the following components: the content by weight of a compound of formula (I) (m + n ═ 3) is from 2% to 28%, preferably from 3% to 22%, more preferably from 4% to 15%.
The monoazo disperse dye comprises the following components: the weight content of a compound (m + n is more than or equal to 4) shown in the general formula (I) is 0-12%, preferably 0-8%, and more preferably 0-5%.
A process for preparing the monoazo-disperse dye with high lifting power includes such steps as diazotizing one of the compounds shown in formula (II), (III), (IV) and (V) in acid solution at a certain temp and concentration by known method, and coupling reaction between the diazotized compound and the compound shown in formula (VI).
The diazo component compounds (II) to (V) used in the monoazo disperse dye are known and are easily obtained from the market; the compounds of the coupling component (VI) can be prepared by known methods.
Wherein the process for the preparation of the mixture of compounds of formula (VI) comprises the steps of: adding a proper amount of sodium chloroacetate and/or water into a mixed reaction system of arylamine, chloroacetate, soda ash and sodium bromide, heating to the reaction temperature, and preserving the temperature for a period of time to complete the reaction.
The application method of the high-lifting-force monoazo disperse dye is characterized in that an auxiliary agent is added to disperse the monoazo disperse dye before dyeing and printing application. Wherein, the auxiliary agent is a dispersing agent, a surfactant and the like commonly used for dispersing dyes, and preferably comprises one of the following or a mixture thereof: naphthalenesulfonic acid-formaldehyde condensate, lignosulfonate, alkylnaphthalenesulfonic acid-formaldehyde condensate, dispersant MF (methylnaphthalenesulfonic acid-formaldehyde condensate), and EO-based nonionic surfactant, and more preferably dispersant MF and sodium lignosulfonate.
Mixing the dye shown in the formula (I), an auxiliary agent and water according to a certain proportion, grinding and dispersing to prepare a liquid disperse dye commodity or spray drying to obtain a disperse dye commodity, wherein the weight ratio of the auxiliary agent to the raw dye is (0.6-5): 1.
the implementation principle of the embodiment is as follows: the monoazo disperse dye of the invention meets the existing environmental protection and ecological requirements, and can be applied to dyeing and printing of hydrophobic fiber products, particularly polyester fiber products. The obtained dyed product has the characteristics of high dye uptake, good deep dyeing property, excellent lifting power, excellent dyeing fastness, good level dyeing property and the like. The fibrous articles mentioned can be in any form, such as fibers, yarns, nonwovens, woven or knitted fabrics.
The embodiments of the present invention are preferred embodiments of the present invention, and the scope of the present invention is not limited by these embodiments, so: all equivalent changes made according to the structure, shape and principle of the invention are covered by the protection scope of the invention.
Claims (10)
1. A monoazo disperse dye with high lifting power is characterized in that: the monoazo disperse dye compound is shown as a general formula (I):
in the general formula: r1 and R2 are C1-C4 alkyl, R3 is hydrogen, methyl, ethyl, -NHCOCH3 or-NHCOCH 2CH3, and m and n are respectively and independently positive integers of 1-6;
the structure of D is shown as one of formula (2), formula (3), formula (4) and formula (5), wherein R4 is H, Cl, Br, -NO2 or-CN, and R5 is H, Cl, Br or-CN.
2. A high lifting force monoazo disperse dye according to claim 1, wherein: the monoazo disperse dye comprises at least two or more dye compounds which are obtained by changing m and n values and are shown in a formula (I), wherein one dye compound is shown in the formula (I) with m & ltSUB & gt 1 & lt/SUB & gt and n & ltSUB & gt 1 & lt/SUB & gt, and the other dye compound is shown in the formula (I) with m & ltSUB & gt + n & ltSUB & gt 3 & lt/SUB & gt.
3. A high lifting force monoazo disperse dye according to claim 1, wherein: the monoazo disperse dye is a monoazo compound prepared by diazo coupling reaction of one diazo component compound shown in a formula (II), a formula (III), a formula (IV) and a formula (V) and at least two or more coupling component compounds shown in a formula (VI).
4. A high lifting force monoazo disperse dye according to claim 1, wherein: the coupling component compound of the monoazo disperse dye is a compound shown in a formula (VIa), a formula (VIb) and a formula (VIc).
5. A high lifting force monoazo disperse dye according to claim 1, wherein: the monoazo disperse dye comprises the following components: the content by weight of a compound (m + n ═ 2) of formula (I) is between 60% and 98%.
6. A high lifting force monoazo disperse dye according to claim 1, wherein: the monoazo disperse dye comprises the following components: the content by weight of a compound (m + n ═ 3) of formula (I) is between 2% and 28%.
7. A high lifting force monoazo disperse dye according to claim 1, wherein: the monoazo disperse dye comprises the following components: the weight content of a compound (m + n is more than or equal to 4) shown in the general formula (I) is 0-12 percent.
8. A preparation method of a monoazo disperse dye with high lifting power is characterized in that: carrying out diazotization reaction on one compound shown in the formula (II), the formula (III), the formula (IV) and the formula (V) by a known method at a certain temperature in acid liquor with a certain concentration by using a diazotization reagent, and then carrying out coupling reaction on the obtained diazo compound and the compound shown in the formula (VI) by a known method.
9. The process for preparing a high-lifting monoazo disperse dye according to claim 8, wherein: the process for the preparation of the mixture of compounds of formula (VI) comprises the following steps: adding a proper amount of sodium chloroacetate and/or water into a mixed reaction system of arylamine, chloroacetate, soda ash and sodium bromide, heating to the reaction temperature, and preserving the temperature for a period of time to complete the reaction.
10. An application method of a high-lifting-force monoazo disperse dye is characterized in that: before the monoazo disperse dye is used for dyeing and printing, an auxiliary agent is added for dispersion;
mixing the dye shown in the formula (I), an auxiliary agent and water according to a certain proportion, grinding and dispersing to prepare a liquid disperse dye commodity or spray drying to obtain a disperse dye commodity, wherein the weight ratio of the auxiliary agent to the raw dye is (0.6-5): 1.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115160818A (en) * | 2022-08-11 | 2022-10-11 | 江苏迪安化工有限公司 | Efficient synthesis method of disperse dye R-4BS |
| CN115386243A (en) * | 2022-07-29 | 2022-11-25 | 浙江嘉欣丝绸股份有限公司 | Preparation and application of flexible chain-connected bisazo red high-water-washing disperse dye compound |
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