CN101775235A - Reactive black dye - Google Patents
Reactive black dye Download PDFInfo
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- CN101775235A CN101775235A CN200910155360A CN200910155360A CN101775235A CN 101775235 A CN101775235 A CN 101775235A CN 200910155360 A CN200910155360 A CN 200910155360A CN 200910155360 A CN200910155360 A CN 200910155360A CN 101775235 A CN101775235 A CN 101775235A
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- dyestuff
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- reactive black
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- 239000000975 dye Substances 0.000 claims description 149
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 20
- 229910052728 basic metal Inorganic materials 0.000 claims description 15
- 150000003818 basic metals Chemical class 0.000 claims description 15
- 239000012752 auxiliary agent Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- CWEKGCILYDRKNV-KPOOZVEVSA-L Orange B Chemical compound [Na+].[Na+].CCOC(=O)c1[nH]n(-c2ccc(cc2)S([O-])(=O)=O)c(=O)c1\N=N\c1ccc(c2ccccc12)S([O-])(=O)=O CWEKGCILYDRKNV-KPOOZVEVSA-L 0.000 claims description 5
- 235000013987 orange B Nutrition 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 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 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 29
- 150000003839 salts Chemical class 0.000 abstract description 9
- 239000003513 alkali Substances 0.000 abstract description 6
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 4
- 238000000034 method Methods 0.000 description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 239000002131 composite material Substances 0.000 description 11
- 239000004744 fabric Substances 0.000 description 11
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 11
- 229920000742 Cotton Polymers 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000003086 colorant Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 3
- 239000001045 blue dye Substances 0.000 description 3
- 230000002860 competitive effect Effects 0.000 description 3
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000001048 orange dye Substances 0.000 description 3
- 238000009980 pad dyeing Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 231100000719 pollutant Toxicity 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- PANBYUAFMMOFOV-UHFFFAOYSA-N sodium;sulfuric acid Chemical compound [Na].OS(O)(=O)=O PANBYUAFMMOFOV-UHFFFAOYSA-N 0.000 description 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000005097 cold rolling Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000002650 habitual effect Effects 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 235000019357 lignosulphonate Nutrition 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 229960004249 sodium acetate Drugs 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 159000000000 sodium salts Chemical group 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229960003010 sodium sulfate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000007447 staining method Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
The reactive black dye mainly comprises a fuchsin component A, an orange component B and a navy component C, wherein based on the component A, the orange component B and the navy component C, the weight percentage of the component A is 1-25%, the weight percentage of the component B is 1-25%, and the weight percentage of the component C is 50-95%; the component A comprises at least one dye shown in a formula and at least one dye shown in a formula (II), the component B comprises at least one dye shown in a formula (III) and at least one dye shown in a formula (IV), and the component C comprises at least one dye shown in a formula (V). The invention has the following advantages: the product has high solubility, salt resistance and alkali resistance; the dye uptake and the fixation rate are high; excellent dyeing fastness and environmental protection.
Description
(1) technical field
The present invention relates to a kind of reactive black dye, the active economical three primary colors that relate in particular to a kind of super quality and competitive price, environmental protection are pieced together the reactive black dye that mixes.
(2) background technology
Reactive dyestuffs are good with its lovely luster, colour fastness, be applicable to cellulose dyeing and be able to widespread use, wherein three primary colors are approaching because of each monochromatic component dyeing behavior, compatibleness good, can be composite go out various satisfactory coloured light enjoys high praise, common three primary colors are made up of active pinkish red, active orange, reactive navy blue in the dyestuff, the three primary colors of traditional classical as:
Active pinkish red component:
Active orange component:
The reactive navy blue component:
But the composite back of above-mentioned three primary colors is in the saturation ratio of color, compatibleness and dyeing behavior aspect still need be improved, to this, patent CN1730565, CN1730566 has selected other red component for use, yellow color component, composite with above-mentioned dark blue component, patent CN1912014 is then by changing the structure of reactive navy blue component, reach improved purpose with above-mentioned pinkish red component and orange component are composite again, but the dyeing behavior of above-mentioned composite dyestuff still can not be entirely satisfactory, and product cost is all higher, be unsuitable for applying on a large scale, its cost performance aspect still remains further to be improved.
(3) summary of the invention
The objective of the invention is to screen suitable pinkish red component, orange component and dark blue component as three primary colors, the composite new reactive black dye that obtains super quality and competitive price satisfies dyeing low cost at present, high quality and requirements of green environmental protection.
For achieving the above object, the technical solution adopted in the present invention is:
A kind of reactive black dye, described reactive black dye mainly is made up of pinkish red component A, orange B component, dark blue component C, based on described component A, B component and component C, the weight percentage of component A is 1～25%, the weight percentage of B component is 1～25%, and the percentage composition of component C is 50～95%; Described component A comprises at least a suc as formula dyestuff shown in (I) and at least a suc as formula the dyestuff shown in (II), based on the dyestuff shown in dyestuff shown in the described formula (I) and the formula (II), the shared weight percent of formula (I) dyestuff is 70～99%, and the shared weight percent of formula (II) dyestuff is 1～30%;
In formula (I) and the formula (II):
M
1Or M
2Independent separately is hydrogen or basic metal; R
1For-H or-SO
3M
10, R
2, R
3, R
4Independently be separately-H ,-C
1～C
4Alkyl ,-C
1～C
4Alkoxyl group or-SO
3M
11, M wherein
10Or M
11Independent separately is hydrogen or basic metal; X
1Be halogen; Y
1, Y
2, Y
3Independently be-CH=CH separately
2Or-C
2H
4OSO
3M
3, M wherein
3Be hydrogen or basic metal;
Described B component comprise at least a suc as formula the dyestuff shown in (III) and at least a suc as formula (IV) dyestuff, based on the dyestuff shown in dyestuff shown in the described formula (III) and the formula (IV), the shared weight percent of formula (III) dyestuff is 75～99%, and the shared weight percent of formula (IV) dyestuff is 1～25%;
In formula (III) and the formula (IV):
M
4, M
5Independent separately is hydrogen or basic metal, X
2Be halogen, R
5Be C
1～C
4Alkyl or amino, R
6, R
7Independent separately is H, C
1～C
4Alkyl, C
1～C
4Alkoxyl group or-SO
3M
6, Y
4, Y
5, Y
6Independently be-CH=CH separately
2Or-C
2H
4OSO
3M
6, M wherein
6Be hydrogen or basic metal;
Described component C comprises at least a dyestuff shown in formula V;
In the formula V:
M
7Be hydrogen or basic metal, R
8, R
9, R
10, R
11Independent separately is H, C
1～C
4Alkyl, C
1～C
4Alkoxyl group or-SO
3M
8, Y
7, Y
8Independently be-CH=CH separately
2Or-C
2H
4OSO
3M
9, M
8, M
9Independent separately is hydrogen or basic metal.
Among the present invention, described reactive black dye is by component A, B component, and component C and auxiliary agent are formed; Based on described component A, B component and component C, the quality percentage composition of component A is 1～25%, and the percentage composition of B component is 1～25%, and the percentage composition of component C is 50～95%; The quality of described auxiliary agent is component A, 1～55% of B component and component C total mass.Auxiliary agent of the present invention can be dispersion agent, diffusant or weighting agent, or their combinations of any two or three, the auxiliary agent of dyestuff can be in preparation during reactive black dye directly in the adding composition, is used after also can be before use adding auxiliary agent with the combination of reactive black dye.
Preferably, described component A is made up of formula (I) dyestuff and formula (II) dyestuff; Described B component is made up of formula (III) dyestuff and formula (IV) dyestuff; Described component C is made up of the formula V dyestuff, and based on component A, B component and component C, the weight percent of component A is 1～20%, and the weight percent of B component is 1～20%, and the weight percent of component C is 60-95%.Preferably, described M
1, M
2, M
3, M
4, M
5, M
6, M
7, M
8, M
9, M
10, M
11Independent separately is hydrogen or sodium, described X
1, X
2Independent of separately being Cl or F, described R
5Be methyl or amino, described R
6, R
7Independent separately be hydrogen or-SO
3M
6, described R
8～R
11Independent separately be hydrogen or-SO
3M
8
Further, among the component A of the present invention, formula (I) is preferably the dyestuff of at least a formula (I-1)～(I-5), and formula (II) is the dyestuff of at least a formula (II-1)～(II-6).
Further, in the B component of the present invention, formula (III) is preferably the dyestuff of at least a formula (III-1)～(III-5), and formula (IV) is the dyestuff of at least a formula (IV-1)～(IV-6).
Further, among the component C of the present invention, formula V is preferably the dyestuff of at least a formula (V-1)～(V-5):
Further, pinkish red component A of the present invention is preferably the combination of formula (I-1) and formula (II-1) dyestuff; The shared weight percent of its Chinese style (I-1) dyestuff is 70～99%, and the shared weight percent of formula (II-1) dyestuff is 1～30%; Described orange B component is preferably the combination of formula (III-1) and formula (IV-1) dyestuff, perhaps the combination of formula (III-4) and formula (IV-1) dyestuff; Wherein, formula (III-1) or (III-4) the shared weight percent of dyestuff be 75～99%, the shared weight percent of formula (IV-1) dyestuff is 1～25%; Described dark blue component C is preferably the dyestuff of formula (V-1).Preferably, pinkish red component A of the present invention is the combination of formula (I-1) and formula (II-1) dyestuff, and the shared weight percent of its Chinese style (I-1) dyestuff is 80～99%, and the shared weight percent of formula (II-1) dyestuff is 1～20%; Described orange B component is the combination of formula (III-1) and formula (IV-1) dyestuff, the perhaps combination of formula (III-4) and formula (IV-1) dyestuff, wherein, formula (III-1) or (III-4) the shared weight percent of dyestuff be 80～99%, the shared weight percent of formula (IV-1) dyestuff is 1～20%; Described dark blue component C is the dyestuff of formula (V-1).
In the present invention, described auxiliary agent is the combination of following one or more arbitrary proportions: Sodium sulfate anhydrous.min(99) (industrial sulphuric acid sodium), naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products; As condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate (xylogen 85A, xylogen 83A) etc., described auxiliary agent with the ratio of the total mass of described component A, B component, component C is: 1～55: 100.
Reactive black dye of the present invention can also contain some other dye component or auxiliary agent and partial impurities, because dyestuff in routine is synthetic, have add earlier acid, after the process that adds alkali or saltout, therefore the dyestuff that is synthesized generally speaking inevitably has electrolyte powder, as sodium sulfate, sodium-chlor and sodium-acetate, the existence of these materials does not influence technique effect of the present invention.
Reactive black dye of the present invention, the form that can be sour or the form of salt present, and particularly basic metal and alkaline-earth metal in the use, are preferably the form of alkaline metal salt.
Pinkish red component A of the present invention, orange B component and dark blue component C have performance characteristics such as super quality and competitive price, dyeing behavior excellence, compatibleness and good level-dyeing property with the composite reactive black dye product that obtains of aforementioned proportion.
Reactive black dye of the present invention, each component can dry method or wet method piece together mixedly, and can make the liquid dye product as required, also can be with the spray-dried solid phase prod that makes of liquid dye product.
Reactive black dye of the present invention, employed component A, B component, and component C in dyestuff, can be synthetic by mode well known to those skilled in the art easily, as carrying out according to method among publication CN101250334, CN1163291, CN1646636, US631018 and the CN1569965 or similar method respectively, also can adopt the commercially available prod.
Reactive black dye of the present invention is specially adapted to the dyeing of cellulosic fibre material, and the printing and dyeing as cotton, fiber crops, regenerated fibre and yarn fabric thereof in addition, also are applicable to the dyeing of tynex, protein fibre and yarn fabric thereof.Dyeing process can carry out according to known, habitual dip-dye or pad dyeing method, for example dip method is after pollutant is adsorbed in the dye bath for preparing, use the alkaline purification fixation again, dyeing and color fixing temperature are usually between 40～90 ℃, preferable dyeing and color fixing temperature are 50～70 ℃, and the dye bath ratio is generally 1: 5～50 (pollutants: staining fluid).Pad dyeing rule such as cold-rolling heap staining method make the painted material of desire, utilize neutral salt and acid binding agent (as water glass, sodium hydroxide) pad dyeing, at room temperature bank up 6～20 hours then to carry out set.
Reactive black dye of the present invention has following superiority: (1) product solubility height, salt tolerant, alkali resistance are strong; (2) dye uptake, degree of fixation height, because the synergistic effect between a plurality of active groups of this composite dye, the probability of dyestuff and fiber bonding is increased, the utilization ratio of dyestuff improves, the reactive enhancing, dye stability is good, and this dye strength height, solubleness height, salt tolerant alkali resistance are strong, have effectively guaranteed painted enhancing and depth; (3) fastness of dyeing is good, and the high colour-fast rate of the acid resistance of vinyl sulfone(Remzaol and the alkali resistance of s-triazine and dyestuff makes this dyestuff acid and alkali-resistance good stability, and hydrolised dye is few; (4) environmental protection does not contain carcinogenic arylamine component, can replace most of import dyestuff, and be applicable to dip-dye, knot dyeing technology, and it is required to meet current market, is that dye-works reduces cost, improves the ideal selection that once is coloured to power.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment, but protection scope of the present invention is not limited in this:
Generally be with the form of its salt preparation and isolating according to the described compound of structural formula in an embodiment, preferred form is sodium salt or sylvite, and is used for dyeing with the form of its salt.Compound described in the embodiment can adopt known method, similarly is synthesized with the form of free acid or the form of its salt.
Embodiment 1
Following dye composite is provided:
Rosaniline dyes component A15 gram, wherein wt per-cent, formula (I-1): formula (II-1): Sodium sulfate anhydrous.min(99) (industrial sulphuric acid sodium)=90: 10: 10;
Orange dye component B15 gram, wherein wt per-cent, formula (III-1): formula (IV-1): Sodium sulfate anhydrous.min(99)=92: 8: 15;
Dark blue dye component C70 gram, wherein wt per-cent, formula (V-1): Sodium sulfate anhydrous.min(99)=85: 15
To fully stir doing to piece together in the bucket by each component dyestuff of said ratio, it is even to carry out dry powder blend, and the black dyes that obtains is used for dyeing cotton fabric, performance such as have that pitch black degree is good, level-dyeing property and colour fastness are good.
Embodiment 2
Following dye composite is provided:
Rosaniline dyes component A10 gram, wherein wt per-cent, formula (I-1): formula (II-1): Sodium sulfate anhydrous.min(99)=95: 5: 15;
Orange dye component B20 gram, wherein wt per-cent, formula (III-4): formula (IV-1): Sodium sulfate anhydrous.min(99)=90: 10: 20;
Dark blue dye component C70 gram, wherein wt per-cent, formula (V-1): Sodium sulfate anhydrous.min(99)=90: 10;
Will be by each component dyestuff of said ratio, 5 gram diffusant naphthalene sulfonic acidformaldehyde condensation products (NNO), stir after being dissolved in water and dry, the black dyes that obtains is used for dyeing cotton fabric, performance such as have that pitch black degree is good, level-dyeing property and colour fastness are good.
Embodiment 3
Following dye composite is provided:
Rosaniline dyes component A10 gram, wherein wt per-cent, formula (I-1): formula (II-1)=95: 5;
Orange dye component B15 gram, wherein wt per-cent, formula (III-1): formula (IV-1): Sodium sulfate anhydrous.min(99)=90: 10;
The dark blue dye component C75 gram of formula (V-4),
Will be by the dyestuff of said ratio and 20 gram Sodium sulfate anhydrous.min(99), 5 gram Dispersant MFs (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), stir after being dissolved in water and dry, the black dyes that obtains is used for dyeing cotton fabric, performance such as have that pitch black degree is good, level-dyeing property and colour fastness are good.
Comparative Examples 1
The dyestuff of 10 gram formulas (I-1), the dyestuff of 15 gram formulas (III-1), the dyestuff of 75 gram formulas (V-1), and 35 gram Sodium sulfate anhydrous.min(99) stir after being dissolved in water and dry, the black dyes that obtains is used for dyeing cotton fabric.
Comparative Examples 2:
Take from the embodiment 5 (with patent CN1730566 embodiment 2) among the patent CN1730565, the pinkish red component of 15 grams, the 15 orange components of gram and the dark blue component of 70 grams are respectively the dyestuff of following formula (201), (301) and (101), operate obtaining dyestuff by the method for patent CN1730565 embodiment 5.
Comparative Examples 3:
Take from the preferred ingredient among the patent CN1912014, the dark blue component of the orange component of the pinkish red component of 15 gram formulas (403), 15 grams (801) and 70 grams (101), the auxiliary agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde of quality such as adding and above dye mixture total mass 1/9, the dyestuff that mixing obtains obtains dyestuff by the blending means operation of embodiment 4 among the patent CN1912014.
Dyeing process:
Get the reactive black dye that obtains according to said ratio, be dissolved in the water, add Sodium sulfate anhydrous.min(99) 50g/L and be configured to dye liquor.Dyeing concentration 2% (dyestuff to cloth heavy); bath raio 1: 20 (cloth heavily restrains several to dye liquor volume milliliter number); insert the absorption 30 minutes down of 60 ℃ on cotton; add alkali (sodium hydroxide 15g/L, yellow soda ash 10g/L) fixation 45 minutes; DYED FABRICS is through washing, soap boiling, drying, the black cotton fabric that obtains, colourability is good; the degree of fixation height, the colour fastness excellence.
Get embodiment 1～3 respectively, the reactive black dye in the Comparative Examples 1～3 according to above-mentioned dyeing process, records dye uptake and degree of fixation under coloured differently time and the fixation time conditions, sees the following form 1:
Table 1
From last table as can be known, the reactive black dye that adopts pinkish red component of the present invention, orange component and dark blue component to form, promptly do not increase under the condition of cost not changing former monogenetic dyestuff structure, its dye uptake and degree of fixation reach even exceed existing improved expensive reactive black dye.
In addition, reactive black dye of the present invention, also can obtain, when being applied to cotton fabric dyeing process, can obtain excellent Color equally according to dyeing process of the present invention according to component shown in the embodiment 4～7 and proportioning in embodiment 3 described preparation methods and the following table 2.
Table 2
Claims (9)
1. reactive black dye, it is characterized in that: described reactive black dye mainly is made up of pinkish red component A, orange B component, dark blue component C, based on described component A, B component and component C, the weight percentage of component A is 1～25%, the weight percentage of B component is 1～25%, and the percentage composition of component C is 50～95%; Described component A comprises at least a suc as formula dyestuff shown in (I) and at least a suc as formula the dyestuff shown in (II), based on the dyestuff shown in dyestuff shown in the described formula (I) and the formula (II), the shared weight percent of formula (I) dyestuff is 70～99%, and the shared weight percent of formula (II) dyestuff is 1～30%;
In formula (I) and the formula (II):
M
1Or M
2Independent separately is hydrogen or basic metal; R
1For-H or-SO
3M
10, R
2, R
3, R
4Independently be separately-H ,-C
1～C
4Alkyl ,-C
1～C
4Alkoxyl group or-SO
3M
11, M wherein
10Or M
11Independent separately is hydrogen or basic metal; X
1Be halogen; Y
1, Y
2, Y
3Independently be-CH=CH separately
2Or-C
2H
4OSO
3M
3, M wherein
3Be hydrogen or basic metal;
Described B component comprises at least a suc as formula dyestuff shown in (III) and at least a dyestuff suc as formula (IV), based on the dyestuff shown in dyestuff shown in the described formula (III) and the formula (IV), the shared weight percent of formula (III) dyestuff is 75～99%, and the shared weight percent of formula (IV) dyestuff is 1～25%;
In formula (III) and the formula (IV):
M
4, M
5Independent separately is hydrogen or basic metal, X
2Be halogen, R
5Be C
1～C
4Alkyl or amino, R
6, R
7Independent separately is H, C
1～C
4Alkyl, C
1～C
4Alkoxyl group or-SO
3M
6, Y
4, Y
5, Y
6Independently be-CH=CH separately
2Or-C
2H
4OSO
3M
6, M wherein
6Be hydrogen or basic metal;
Described component C comprises at least a dyestuff shown in formula V;
In the formula V:
M
7Be hydrogen or basic metal, R
8, R
9, R
10, R
11Independent separately is H, C
1～C
4Alkyl, C
1～C
4Alkoxyl group or-SO
3M
8, Y
7, Y
8Independently be-CH=CH separately
2Or-C
2H
4OSO
3M
9, M
8, M
9Independent separately is hydrogen or basic metal.
2. reactive black dye according to claim 1 is characterized in that described reactive black dye by component A, B component, and component C and auxiliary agent are formed; Based on described component A, B component and component C, the quality percentage composition of component A is 1～25%, and the percentage composition of B component is 1～25%, and the percentage composition of component C is 50～95%; The quality of described auxiliary agent is component A, 1～55% of B component and component C total mass.
3. reactive black dye according to claim 1 is characterized in that described component A is made up of formula (I) dyestuff and formula (II) dyestuff; Described B component is made up of formula (III) dyestuff and formula (IV) dyestuff; Described component C is the formula V dyestuff, and based on component A, B component and component C, the weight percent of component A is 1～20%, and the weight percent of B component is 1～20%, and the weight percent of component C is 60-95%.
4. according to the described reactive black dye of one of claim 1～3, it is characterized in that described M
1, M
2, M
3, M
4, M
5, M
6, M
7, M
8, M
9, M
10, M
11Independent separately is hydrogen or sodium.
5. according to the described reactive black dye of one of claim 1～3, it is characterized in that described X
1, X
2Independent of separately being Cl or F, described R
5Be methyl or amino, in the described formula V dyestuff, R
6, R
7Independent separately be hydrogen or-SO
3M
6, in described formula (IV) dyestuff, R
8～R
11Independent separately be hydrogen or-SO
3M
8
6. according to the described reactive black dye of one of claim 1～3, it is characterized in that among the described component A that formula (I) is the dyestuff of at least a formula (I-1)～(I-5), formula (II) is the dyestuff of at least a formula (II-1)～(II-6),
7. according to the described reactive black dye of one of claim 1～3, it is characterized in that in the described B component that formula (III) is the dyestuff of at least a formula (III-1)～(III-5), formula (IV) is the dyestuff of at least a formula (IV-1)～(IV-6),
8. reactive black dye according to claim 1 is characterized in that among the described component C that formula V is the dyestuff of at least a formula (V-1)～(V-5),
9. according to the described reactive black dye of one of claim 1～3, it is characterized in that described component A is the combination of formula (I-1) dyestuff and formula (II-1) dyestuff; Described B component is combination or formula (III-1) dyestuff or (III-4) combination of dyestuff of formula (III-1) and formula (IV-1) dyestuff; Described component C is the dyestuff shown in the formula (V-1).
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009101553608A CN101775235B (en) | 2009-12-21 | 2009-12-21 | Active black dye |
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| CN101775235B CN101775235B (en) | 2013-04-24 |
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