CN101302355A - Yellow reactive dye composition and use thereof - Google Patents
Yellow reactive dye composition and use thereof Download PDFInfo
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- CN101302355A CN101302355A CNA2007100404293A CN200710040429A CN101302355A CN 101302355 A CN101302355 A CN 101302355A CN A2007100404293 A CNA2007100404293 A CN A2007100404293A CN 200710040429 A CN200710040429 A CN 200710040429A CN 101302355 A CN101302355 A CN 101302355A
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Abstract
The invention provides a yellow reactive dye composite which comprises one or a plurality of dyes which is mixed at the weight ratio of between 90 and 10 to between 10 and 90 and is selected from the general formula (1) shown below and one or a plurality of dyes selected from the general formula (2) shown below. The yellow reactive dye composite has a bright color, good compatibility, leveling property, highlighting property and various excellent dye fastness and meets the present dying demands; the yellow reactive dye composite can exert progressive synergistic effect significantly based on the dying performance.
Description
Technical field
The present invention relates to a kind of Yellow active dye composition and painted application on filamentary material.
Background technology
Excellent reactive dyestuffs should have very good tint applications performance, and are particularly important for Yellow active dye.
Yellow active dye not only requires beautiful in colour bright, and compatibleness preferably can be arranged with the reactive dyestuffs of other color and luster.Simultaneously, Yellow active dye dyeing also must have good level-dyeing property, enhancing and every fastness, and wherein light fastness, fastness to chlorine and fastness to perspiration are particularly important.
US 6,624,291 (2003) [DyStar], CN 1,443, and 219 (2003) [DyStar] and US 5,514 disclose the yellow dyes that a series of following general formulas (1) are represented among 782 (1996) [Hoechst].This dyestuff has bright color and luster and good level-dyeing property, but this dyestuff is photochromic easily, causes the quality of institute's dyeing and weaving thing to reduce.
GB 973,569 (1964) [Hoechst], US 3,234,207 (1966) [Hoechst], US 3,483,182 (1969) [SUMITOMO CHEMICALs] and US 3,385, the Yellow active dye of a series of following general formulas (2) expression is disclosed among 843 (1968) [Hoechst], its characteristics are golden yellow color, water-soluble better, its wet fastness, light fastness and wear-resisting rubbing fastness excellence, but aspect other application performance, then there is certain defective.
Summary of the invention
The inventor is surprisingly found out that, the dyestuff of general formula (2) expression shown in below the dyestuff of general formula (1) expression shown in below one or more are selected from and one or more are selected from mixes by a certain percentage, not only can improve level-dyeing property, perviousness, compatibleness, anti-colour fastness, light fastness, fastness to chlorine and fastness to perspiration, and can also reduce photochromism significantly.
Therefore, the invention provides a kind of Yellow active dye composition of tint applications excellent property, this dye composite comprise one or more be selected from below shown in the dyestuff of general formula (1) expression and one or more be selected from below shown in the dyestuff of general formula (2) expression, the dyestuff (abbreviating dyestuff I as) of general formula (1) expression is 90～10: 10～90 with the weight ratio of the dyestuff (abbreviating dyestuff II as) of general formula (2) expression:
Dyestuff I:
[general formula (1)]
In the formula: X is selected from halogen atom Cl, F or HNCN
Y is selected from-CH
2CH
2OSO
3M or-CH=CH
2
M is selected from H or basic metal
R
1And R
2Independently be selected from-H C
1-4Alkyl (as-CH
3), C
1-4Alkoxyl group (as-OCH
3) or-SO
3H
Dyestuff II:
In the formula: Y is selected from-CH
2CH
2OSO
3M or-CH=CH
2,
M is selected from H or basic metal,
R
3And R
4Independently be selected from-H, C
1-4Alkyl (as-CH
3) and C
1-4Alkoxyl group (as-OCH
3).
The inventor is surprised to find by experimental study, adopts dyestuff I and dyestuff II to piece together the Yellow active dye composition that mixes, and has the good application performance that it forms dyestuff concurrently, has given play to the synergistic effect of marked improvement, thereby promotes the applicability of industry greatly.
Reactive dye compositions of the present invention can be dyed selected filamentary material fastness excellence, yellow tone that photochromism is low.
Embodiment
In dye composite of the present invention, it is 90～10: 10～90 that the weight ratio of dyestuff I and dyestuff II is generally, and the weight ratio of preferred dyestuff I and dyestuff II is 80～20: 20～80, and the weight ratio of preferred dyestuff I and dyestuff II is 70～30: 30～70.
Used dyestuff I and the example of dyestuff II comprise the compound with following structure among the present invention:
Dyestuff Ia
Dyestuff Ib
Dyestuff Ic
Dyestuff Id
Dyestuff IIa
Dyestuff IIb
Dyestuff IIc
Dyestuff IId
As mentioned above, dye composition Ia-Id is disclosed in US 6,624 respectively, 291 (2003) [DyStar], CN1, and 443,219 (2003) [DyStar] and US 5,514 are among 782 (1996) [Hoechst].Dye composition IIa-IId is disclosed in GB 973,569 (1964) [Hoechst], US 3,234 respectively, 207 (1966) [Hoechst], US 3,483,182 (1969) [SUMITOMO CHEMICALs] and US 3,385,843 (1968) [Hoechst].The full content of above-mentioned document is with reference to being incorporated among the present invention.
Yellow active dye composition of the present invention also can contain the coloration additive of various conventional uses in dyeing and dye formulations, and its consumption can be selected according to actual needs, and there is no particular limitation, generally is no more than 20 weight %.For example, electrolyte salt, as sodium sulfate or Repone K, content 0～10 weight %, preferred 2～6 weight %; The pH regulator agent, as SODIUM PHOSPHATE, MONOBASIC or Sodium phosphate dibasic, content 0～5 weight %, preferred 0.5～2.5 weight %, dust-proofing agent 0～10 weight %, preferred 0.1～2 weight %; Solubility promoter 1～15 weight %, preferred 0.1～3 weight %.The present composition also can be basically be made up of the dyestuff I and the II of above-mentioned weight ratio.
The preparation method of Yellow active dye composition of the present invention comprises above-mentioned dyestuff I: dyestuff II weight ratio is in accordance with regulations mixed.Mix available various ordinary method, as the mechanically mixing method.During mixing, dyestuff I and dyestuff II can powder types, or with particle form, or exist with aqueous solution form.
Embodiment
Following the invention will be further described with reference to each embodiment, but should be appreciated that following embodiment only is exemplary, can not be used to limit protection scope of the present invention.
Parameters in following examples is measured as follows:
Dyefastness: measure by international standard ISO 105 CO3.
The fast light discoloration that causes: on same DYED FABRICS, cut size and be 6 * 10cm
2Two fabrics of I, II, in thermostatic constant wet chamber, fabric I is lain in the standard VERIVIDE COLOR ASSESMENT CABINET, with D65 standard light source irradiation 8 hours, fabric II then was placed on unglazed according to the place.When reaching the specified time, simultaneously fabric I, II being tested aberration on color measurement and color match instrument Datacolor400, is standard specimen with fabric II, and the variable color situation of test fabric I is with the fast light discoloration that causes of the fabric of judging this type of dyeing.
Permeability test: range estimation method of inspection.
Compatibleness test: determine dyeing recipe, in dyeing course, carry out the segmentation sampling again.Conventionally test technology:
The position of sampling spot can be adjusted according to experiment purpose or other requirements.The cloth specimen that takes out is washed, soaps, washes, is dried.Whether the tone of observing the cloth specimen of each sampling spot changes unanimity, and 7., whether coloured light 8. and the degree of depth consistent.
Fastness to chlorine: measure by international standard ISO 105EO3, every sample is tested in mechanism, separately container.Sample is immersed among the chlorine bleach liquor, and bath raio 100: 1 guarantees that sample soaks into fully.Closing containers stirs 1h under 27 ℃ ± 2 ℃ temperature.Take out sample from container, extruding or dehydration are suspended under the room temperature sheen dry.Variable color with gray scale evaluation sample.
Fastness to perspiration: measure by international standard ISO 105 EO4.
(1) put into a composite sample respectively in bath raio is 50: 1 acid, alkali test solution, make its complete wetting, at room temperature place 30min then, pressing and stirring a little in case of necessity can be good and infiltration uniformly to guarantee test solution.Take out sample, remove raffinate, press from both sides with two glass sticks and remove test solution too much on the composite sample, or composite sample is placed on the sample board, scrape off too much test solution with another piece sample board, with sample holder in the middle of two sample boards.Put other composite samples well with same step, make sample pressurized 12.5kPa then.
(2) acid that has composite sample, two groups of instruments of alkali are placed in the thermostat container, under 37 ℃ ± 2 ℃ temperature, place 4h.
(3) remove all sutures except that a minor face is arranged on the composite sample, launch composite sample, be suspended on temperature and be no more than 60 ℃ air drying.
(4) variable color of evaluating each sample with gray scale and adjacent fabric contact the staining of one side with sample.
Embodiment 1
(1) exhaust dyeing of Yellow active dye composition of the present invention
By dyestuff Ia: dyestuff IIb=80: 20 weight ratio is hybridly prepared into dye composite 1.
Taking by weighing with respect to fiber is the above-mentioned Yellow active dye composition 1 of 1% weight fully in the being dissolved in barrel water, adds the solubility promoter of 0.3 weight %.Under 1: 10 bath raio condition, fabric is kept circulation in overflow, in 10 minutes, add dye liquor, keep 35 ℃ of temperature, add 30 grams per liter sodium sulfate after 10 minutes, be warming up to 60 ℃, add 20 grams per liter soda ash, be incubated 45 minutes, wash then, soap, wash, dry at last.
Testing data shows that Yellow active dye composition of the present invention shows good dye fastness and dye.DYED FABRICS is bright-coloured golden yellow, and every fastness is good, and 4 grades of its washing fastness staining, look become 4-5 level, 4 grades of dry fastnesses, fastness to wet rubbing 3-4 level.
As seen, Yellow active dye composition of the present invention is applicable to exhaust dyeing, and fabric is bright-coloured golden yellow, and every fastness is good, presents excellent application performance.
(2) the fast light discoloration that causes
It is fast light that to cause discoloration particularly important for Yellow active dye.
First group of DYED FABRICS dyestuff: dyestuff I a: dyestuff II b=80: 20
Second group of DYED FABRICS dyestuff: dyestuff I a
Dye level: the 4%o.w.f degree of depth
The colour examining data show in table 1, table 2:
Table 1
| STD Name | L | a | b | ||||
| First group of not illumination of DYED FABRICS | 68.68 | 36.03 | 76.13 | ||||
| Batname | DL | Da | Db | DH | DC | DE | Wgt |
| First group of DYED FABRICS illumination 8 hours | -0.18 | -0.12 | -0.55 | -0.12 | -0.35 | 0.59 | 98.9 |
| First group of DYED FABRICS illumination was placed 8 hours after 8 hours | -0.03 | -0.04 | 0.04 | 0.05 | 0.02 | 0.06 | 109.8 |
Table 2
| STD Name | L | a | b | ||||
| Second group of not illumination of DYED FABRICS | 68.44 | 37.35 | 79.49 | ||||
| Batname | DL | Da | Db | DH | DC | DE | Wgt |
| Second group of DYED FABRICS illumination 8 hours | -0.24 | -0.31 | -0.94 | -0.07 | -0.61 | 1.02 | 97.2 |
| Second group of DYED FABRICS illumination was placed 8 hours after 8 hours | -0.21 | -0.11 | -0.49 | 0.02 | -0.24 | 0.54 | 99.1 |
From test result, it is good that first group of dyeing fabric obviously causes discoloration than second group of dyeing fabric fast light, and photochromic restorability is also better, can better improve yellow based dye in the fast light performance that causes aspect the variable color.
(3) permeability test
The porous tester number of plies of range estimation Yellow active dye composition of the present invention.
The porous tester layer of dyestuff institute is many more, and the perviousness of dyestuff is good more.
Test-results is shown in table 3
Table 3
By table 3 as seen, the penetrating quality of this Yellow active dye composition reaches 5 layers.The perviousness of reactive dyestuffs at present commonly used generally only can reach 3～4 layers.
(4) compatibleness test
As the gorgeous Yellow active dye of coloured light, must have good compatibleness with other color and luster reactive dyestuffs.
(dyestuff Ia: dyestuff IIb=80: 20), the relation of its dye uptake and dyeing time is listed in table 4 to this reactive dye compositions
Table 4
| Dyeing time (branch) | 0 | 10 | 30 | 32 | 35 | 40 | 50 | 70 | 90 | |
| This reactive dye compositions 2% | Dye uptake (%) | 0 | 23.9 | 29.5 | 40.2 | 46.4 | 52.5 | 59.6 | 65.0 | 66.1 |
| Black B | Dye uptake (%) | 0 | 19.0 | 30.0 | 48.0 | 59.5 | 69.5 | 75.5 | 78.0 | 79.8 |
| Red 3BS | Dye uptake (%) | 0 | 33.8 | 42.8 | 55.6 | 61.6 | 67.5 | 79.6 | 82.1 | 82.7 |
| Yellow 3RS commonly used | Dye uptake (%) | 0 | 36.0 | 57.0 | 67.0 | 74.0 | 79.0 | 84.0 | 88.0 | 89.0 |
By table 4 as seen, Yellow active dye composition of the present invention has excellent compatibility with red, the blue dyestuff of using always.
(5) color fastness testing
Shown in embodiment 1-(1), the dyefastness of reactive dyestuffs of the present invention has good behaviour.
Below enumerate table 5, table 6, illustrate that the fastness to chlorine of reactive dye compositions of the present invention and fastness to perspiration increase than single dye component.
1. fastness to chlorine test
Table 5 fastness to chlorine is measured
* dyestuff of the present invention (dyestuff Ia: dyestuff IIb=80: 20)
2. fastness to perspiration test
Table 6 fastness to perspiration is measured
Embodiment 2
(1) pad dyeing of Yellow active dye composition of the present invention dyeing.
By dyestuff Ic: dyestuff IIa=50: 50 weight ratio is hybridly prepared into dye composite 2.
Take by weighing by the above-mentioned Yellow active dye composition 2 of 10 grams per liter consumptions and fully in the being dissolved in barrel water, add the solubility promoter of 0.3 weight %.Put into the groove of continuous dyeing machine with changing good dye liquor, fabric is dried after padding dye liquor, pads in the padding liquid that contains 30 grams per liter soda ash, 250 grams per liter sodium sulfate then, and decatize is 1 minute in 100 ℃ of saturation steams, washing, oven dry.
Testing data shows that the composition of Yellow active dye Different Weight ratio of the present invention all shows good dye fastness and dye.DYED FABRICS all is bright-coloured golden yellow, and every fastness is good, and 4 grades of its washing fastness staining, look become 4-5 level, 4 grades of dry fastnesses, fastness to wet rubbing 3-4 level.
As seen, Yellow active dye composition of the present invention is applicable to pad dyeing dyeing, and fabric is bright-coloured golden yellow, and every fastness is good, presents excellent application performance.
(2) the fast light discoloration that causes
It is fast light that to cause discoloration particularly important for Yellow active dye.
First group of DYED FABRICS dyestuff: dyestuff I c: dyestuff II a=50: 50
Second group of DYED FABRICS dyestuff: dyestuff I c
Dye level: 40g/L
The colour examining data show in table 7, table 8:
Table 7
| STD Name | L | a | b | ||||
| First group of not illumination of DYED FABRICS | 68.65 | 36.09 | 76.10 | ||||
| Batname | DL | Da | Db | DH | DC | DE | Wgt |
| First group of DYED FABRICS illumination 8 hours | -0.15 | -0.10 | -0.51 | -0.14 | -0.38 | 0.63 | 99.1 |
| First group of DYED FABRICS illumination was placed 8 hours after 8 hours | -0.08 | -0.01 | 0.05 | 0.09 | 0.04 | 0.06 | 99.91 |
Table 8
| STD Name | L | a | b | ||||
| Second group of not illumination of DYED FABRICS | 67.85 | 38.53 | 78.95 | ||||
| Batname | DL | Da | Db | DH | DC | DE | Wgt |
| Second group of DYED FABRICS illumination 8 hours | -0.20 | -0.38 | -0.97 | -0.11 | -0.54 | 0.98 | 96.7 |
| Second group of DYED FABRICS illumination was placed 8 hours after 8 hours | -0.17 | -0.05 | -0.53 | 0.07 | -0.28 | 0.60 | 98.5 |
From test result, it is good that first group of dyeing fabric obviously causes discoloration than second group of dyeing fabric fast light, and photochromic restorability is also better, can better improve yellow based dye in the fast light performance that causes aspect the variable color.
(3) permeability test
Estimate the porous tester number of plies of each proportioning composition of Yellow active dye of the present invention.
The porous tester layer of dyestuff institute is many more, and the perviousness of dyestuff is good more.
Test-results is shown in table 9
Table 9
By table 9 as seen, the perviousness of this Yellow active dye composition all reaches 5 layers.The perviousness of reactive dyestuffs at present commonly used generally only can reach 3～4 layers.
(4) pad dyeing enhancing test
One of defective of dyestuff II is pad dyeing enhancing deficiency, is difficult to fabric is dyed dark color.
Yellow active dye composition of the present invention has improved the depth of fabric greatly.
Testing data sees Table 10
Table 10
* dye level is 100 with dyestuff 20g/L of the present invention
Expect dyestuff of the present invention (dyestuff Ic: dyestuff IIa=50: 50)
(5) color fastness testing
Shown in embodiment 2-(1), the dyefastness of reactive dyestuffs of the present invention has good behaviour.
Below enumerate table 11, table 12, illustrate that the fastness to chlorine of reactive dye compositions of the present invention and fastness to perspiration increase than single dye component.
1. fastness to chlorine test
Table 11 fastness to chlorine is measured
* dyestuff of the present invention (dyestuff Ic: dyestuff IIa=50: 50)
2. fastness to perspiration test
Table 12 fastness to perspiration is measured
Embodiment 3
By dyestuff I d: dyestuff II c=20: 80 weight ratio is hybridly prepared into dye composite 3, and with obtaining bright-coloured golden yellow after the dip method dyeing, every index is good.
(1) the fast light discoloration that causes
It is fast light that to cause discoloration particularly important for Yellow active dye.
First group of DYED FABRICS dyestuff: dyestuff I d: dyestuff II c=20: 80
Second group of DYED FABRICS dyestuff: dyestuff I d
Dye level: the 4%o.w.f degree of depth
The colour examining data show in table 13, table 14:
Table 13
| STD Name | L | a | b | ||||
| First group of not illumination of DYED FABRICS | 69.08 | 35.81 | 76.54 | ||||
| Batname | DL | Da | Db | DH | DC | DE | Wgt |
| First group of DYED FABRICS illumination 8 hours | -0.15 | -0.09 | -0.51 | -0.08 | -0.39 | 0.63 | 99.4 |
| First group of DYED FABRICS illumination was placed 8 hours after 8 hours | -0.01 | -0.08 | 0.04 | 0.10 | 0.07 | 0.12 | 99.8 |
Table 14
| STDName | L | a | b | ||||
| Second group of not illumination of DYED FABRICS | 68.44 | 37.35 | 79.49 | ||||
| Bat name | DL | Da | Db | DH | DC | DE | Wgt |
| Second group of DYED FABRICS illumination 8 hours | -0.24 | -0.31 | -0.94 | -0.07 | -0.61 | 1.02 | 97.2 |
| Second group of DYED FABRICS illumination was placed 8 hours after 8 hours | -0.21 | -0.11 | -0.49 | 0.02 | -0.24 | 0.54 | 99.1 |
From test result, it is good that first group of dyeing fabric obviously causes discoloration than second group of dyeing fabric fast light, and photochromic restorability is also better, can better improve yellow based dye in the fast light performance that causes aspect the variable color.
(2) permeability test
Estimate the porous tester number of plies of each proportioning composition of Yellow active dye of the present invention.
The porous tester layer of dyestuff institute is many more, and the perviousness of dyestuff is good more.
Test-results is shown in table 15
Table 15
By table 15 as seen, the perviousness of this Yellow active dye composition all reaches 5 layers.The perviousness of reactive dyestuffs at present commonly used generally only can reach 3～4 layers.
(3) compatibleness test
As the gorgeous Yellow active dye of coloured light, must have good compatibleness with other color and luster reactive dyestuffs.
(dyestuff Id: dyestuff IIc=20: 80) be example, the relation of its dye uptake and dyeing time is listed in table 16 with this reactive dye compositions
Table 16
| Dyeing time (branch) | 0 | 10 | 30 | 32 | 35 | 40 | 50 | 70 | 90 | |
| This reactive dye compositions 2% | Dye uptake (%) | 0 | 24.8 | 31.5 | 41.9 | 48.0 | 53.5 | 61.2 | 66.6 | 67.4 |
| Black B | Dye uptake (%) | 0 | 19.0 | 30.0 | 48.0 | 59.5 | 69.5 | 75.5 | 78.0 | 79.8 |
| Red 3BS | Dye uptake (%) | 0 | 33.8 | 42.8 | 55.6 | 61.6 | 67.5 | 79.6 | 82.1 | 82.7 |
| Yellow 3RS commonly used | Dye uptake (%) | 0 | 36.0 | 57.0 | 67.0 | 74.0 | 79.0 | 84.0 | 88.0 | 89.0 |
By table 16 as seen, Yellow active dye composition of the present invention has excellent compatibility with red, the blue dyestuff of using always.
(4) color fastness testing
Below enumerate table 17, table 18, illustrate that the fastness to chlorine of reactive dye compositions of the present invention and fastness to perspiration increase than single dye component.
1. fastness to chlorine test
Table 17 fastness to chlorine is measured
* dyestuff of the present invention (dyestuff Id: dyestuff IIc=20: 80)
2. fastness to perspiration test
Table 18 fastness to perspiration is measured
Claims (10)
1. Yellow active dye composition, this dye composite comprise one or more be selected from below shown in the dyestuff of general formula (1) expression and one or more be selected from below shown in the dyestuff of general formula (2) expression,
The weight ratio of the dyestuff of the dyestuff of general formula (1) expression and general formula (2) expression is 90～10: 10～90,
In the formula 1: X is selected from halogen atom Cl, F or HNCN,
Y is selected from-CH
2CH
2OSO
3M or-CH=CH
2,
M is selected from H or basic metal,
R
1And R
2Be independently selected from-H, C
1-4Alkyl, C
1-4Alkoxyl group or-SO
3H,
In the formula 2: Y is selected from-CH
2CH
2OSO
3M or-CH=CH
2,
M is selected from H or basic metal,
R
3And R
4Be independently selected from-H, C
1-4Alkyl or C
1-4Alkoxyl group.
2. the described Yellow active dye composition of claim 1 is characterized in that, the X in the general formula (1) is selected from Cl or F.
3. the described Yellow active dye composition of claim 1 is characterized in that, the M in general formula (1) and the general formula (2) is selected from H, Na or K.
4. the described Yellow active dye composition of claim 1 is characterized in that, the Y in general formula (1) and the general formula (2) is-CH
2CH
2OSO
3M.
5. the described Yellow active dye composition of claim 1 is characterized in that, one-SO in the general formula (1)
2Y group is positioned at-contraposition or a position of N=N-group, another-SO
3The M group is positioned at-contraposition or a position of NH-group.
6. the described Yellow active dye composition of claim 1 is characterized in that, the R in the I general formula (1)
1Group is positioned at-contraposition or the ortho position of N=N-group, and R
2Group is positioned at-ortho position or the contraposition of NH-group.
7. the described Yellow active dye composition of claim 1 is characterized in that, the R in the general formula (2)
3And R
4Group lays respectively at-ortho position and a position of N=N-group.
8. the described Yellow active dye composition of claim 1 is characterized in that, the weight ratio of the dyestuff of the dyestuff of general formula (1) expression and general formula (2) expression is 80～20: 20～80.
9. the described Yellow active dye composition of claim 8 is characterized in that, the weight ratio of the dyestuff of the dyestuff of general formula (1) expression and general formula (2) expression is 70～30: 30～70.
10. each described Yellow active dye composition is applied to contain dyeing on carboxyl and/or the formamido-material, particularly filamentary material among the claim 1-9.
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| CN101899228A (en) * | 2010-06-29 | 2010-12-01 | 浙江科永化工有限公司 | Active yellow dye composition |
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| CN102391673A (en) * | 2011-07-07 | 2012-03-28 | 天津德凯化工股份有限公司 | Yellow reactive dye for nylon dyeing and preparation method thereof |
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| CN105385190A (en) * | 2015-11-30 | 2016-03-09 | 无锡新德印染制品有限公司 | Multicomponent compounded yellow dye composition |
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| CN101899228A (en) * | 2010-06-29 | 2010-12-01 | 浙江科永化工有限公司 | Active yellow dye composition |
| CN101899228B (en) * | 2010-06-29 | 2013-07-03 | 浙江科永化工有限公司 | Active yellow dye composition |
| CN102391673A (en) * | 2011-07-07 | 2012-03-28 | 天津德凯化工股份有限公司 | Yellow reactive dye for nylon dyeing and preparation method thereof |
| CN102321391A (en) * | 2011-09-07 | 2012-01-18 | 上海雅运纺织化工股份有限公司 | Three primary color reactive dye composition, and dyeing application of three primary color reactive dye composition in fiber |
| CN102321391B (en) * | 2011-09-07 | 2013-09-18 | 上海雅运纺织化工股份有限公司 | Three primary color reactive dye composition, and dyeing application of three primary color reactive dye composition in fiber |
| CN105566945A (en) * | 2014-10-14 | 2016-05-11 | 沈阳化工研究院有限公司 | Yellow active dye and preparation and application thereof |
| CN105385190A (en) * | 2015-11-30 | 2016-03-09 | 无锡新德印染制品有限公司 | Multicomponent compounded yellow dye composition |
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| CN101302355B (en) | 2011-04-06 |
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