CN104530755A - Composite active black dye - Google Patents
Composite active black dye Download PDFInfo
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- CN104530755A CN104530755A CN201410799319.5A CN201410799319A CN104530755A CN 104530755 A CN104530755 A CN 104530755A CN 201410799319 A CN201410799319 A CN 201410799319A CN 104530755 A CN104530755 A CN 104530755A
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Abstract
The invention relates to the field of active dye in a novel material technology, and particularly relates to composite active black dye. The composite active black dye is formed by mixing active dye A, active dye B, active dye C and active dye D, wherein the weight percent of the four active dye is as follows: the dye A accounts for 5 to 70 percent; the dye B accounts for 5 to 70 percent; the dye C accounts for 5 to 20 percent; the dye D accounts for 5 to 30 percent. The dye provided by the invention is not only good in compatibility and easy to wash, but also relatively high in fixation rate; the absolute fixation rate of the composite active black dye reaches up to 80 to 85 percent; the dying residual liquid can be reduced by 30 to 40 percent under the same condition.
Description
Technical field
The present invention relates to the reactive dyestuff field in new material technology, particularly a kind of compound reactive black dye.
Background technology
Reactive dyestuffs are as the representative of modern dyestuffs industries, and immediate and mid-term obtains fast development.At present, Reactive Dye for Cellulose Fibre annual production reaches about 250,000 tons in the world, accounts for 20% of world's dyestuff annual production.Active black dye applies more, that consumption is maximum look kind in dyestuff.In view of at present conventional reactive black dye kind (such as: reactive black WNN) is when exhaust dyeing, its absolute fixation rate is not high, and unstable, generally only has 65-70%.Thus it is inadequate to result in its dye stability, front and back aberration is comparatively large, and when factory uses, one-time success rate is not high, do over again, modify more.Because the absolute fixation rate of reactive black dye is not high, result also in its dyeing residual liquid COD very high.
Summary of the invention
The invention provides and a kind ofly not only have good compatibleness and easy detergency, and have higher fixation rate, its absolute fixation rate is up to 80-85%, and dyeing residual liquid can reduce the compound reactive black dye of 30-40% on year-on-year basis under condition simultaneously.
A kind of compound reactive black dye, mixed by A, B, C, D tetra-kinds of reactive dyestuffs, A, B, C, D tetra-kinds of reactive dyestuffs mass percents are: dyestuff A accounts for 5-70%; Dyestuff B accounts for 5-70%; Dyestuff C accounts for 5-20%; Dyestuff D accounts for 5-30%;
Wherein,
Dyestuff A comprises the mixture such as formula any one or more than one compound shown in (1):
Wherein: X is halogen, preferred-Cl ,-F; R
1, R
2, R
3, R
4independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
1and Y
2independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff B comprises the mixture such as formula any one or more than one compound shown in (2):
Wherein: R
5, R
6, R
7, R
8independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
3and Y
4independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff C comprises the mixture such as formula any one or more than one compound shown in (3):
Wherein: R
9, R
10, R
11, R
12independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
5and Y
6independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff D comprises the mixture such as formula any one or more than one compound shown in (4):
Wherein: R
13, R
14, R
15, R
16independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
7and Y
8independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H.
Preferably, described dyestuff A is the mixture of one or more compounds in formula (1-1), formula (1-2) and formula (1-3)
Preferably, described dyestuff B is the mixture of one or more compounds in formula (2-1), formula (2-2) and formula (2-3)
Preferably, described dyestuff C is the mixture of one or more compounds in formula (3-1), formula (3-2) and formula (3-3)
Preferably, described dyestuff D is the mixture of one or more compounds in formula (4-1), formula (4-2) and formula (4-3)
In addition, present invention also offers a kind of dye composite, comprise compound reactive black dye and auxiliary agent, auxiliary agent can mix with compound reactive black dye by any part by weight; Described compound reactive black dye, is mixed by A, B, C, D tetra-kinds of reactive dyestuffs, and A, B, C, D tetra-kinds of reactive dyestuffs mass percents are: dyestuff A accounts for 5-70%; Dyestuff B accounts for 5-70%; Dyestuff C accounts for 5-20%; Dyestuff D accounts for 5-30%;
Wherein,
Dyestuff A comprises the mixture such as formula any one or more than one compound shown in (1):
Wherein: X is halogen; R
1, R
2, R
3, R
4independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
1and Y
2independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff B comprises the mixture such as formula any one or more than one compound shown in (2):
Wherein: R
5, R
6, R
7, R
8independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
3and Y
4independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff C comprises the mixture such as formula any one or more than one compound shown in (3):
Wherein: R
9, R
10, R
11, R
12independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
5and Y
6independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff D comprises the mixture such as formula any one or more than one compound shown in (4):
Wherein: R
13, R
14, R
15, R
16independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
7and Y
8independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H.
Preferably, the ratio of described auxiliary agent and compound reactive black dye is: 0-0.3:1.
Preferably, described auxiliary agent is: the one in Sodium sulfate anhydrous.min(99), Sodium hexametaphosphate 99, condensation compound of methyl naphthalene sulfonic acid and formaldehyde, naphthalene sulfonic acidformaldehyde condensation product or its mixture.
The present invention is described further below:
(1), compound reactive black dye Chinese style (1-1) of the present invention---the dyestuff represented by formula (4-3) has document to record, and its Chinese style (1-1), formula (1-2), formula (1-3) can be synthesized according to C.I. REACTIVE Blue 21 4 (CAS141255-32-5); Formula (2-1), formula (2-2), formula (2-3) can be synthesized according to C.I. reactive black 5 (CAS12225-25-1/17095-24-8); Formula (3-1), formula (3-2), formula (3-3) can be synthesized according to C.I. Reactive Red 2 78; Formula (4-1), formula (4-2), formula (4-3) can be synthesized according to C.I. REACTIVE ORANGE 13 1.But, containing these particular dye formulas (1-1)---the structure of formula (4-3) is carried out composite or unknown.Compound reactive black dye of the present invention, dyestuff A accounts for 5-70%; Dyestuff B accounts for 5-70%; Dyestuff C accounts for 5-20%; Dyestuff D accounts for 5-30%; All the other compositions are auxiliary agent, and wherein auxiliary agent can mix with composite active black dye by any part by weight as required.It is made up of (1), (2), (3), (4) four kinds of general structures respectively.
(2), the method that can be recorded by document of each dyestuff contained in compound active black dye composition of the present invention or manufacture based on the method, also can obtain easily from the market.
(3), in compound reactive black dye of the present invention, the fitting method of each reactive dyestuffs is not particularly limited.Such as, can adopt: manufacture each reactive dyestuffs respectively, carry out the method coordinated afterwards.The reaction solution containing each reactive dyestuffs generated when manufacturing is mixed, carries out drying afterwards and obtain the method for composition.And each reactive dyestuffs are dissolved in dye bath, in dye bath, obtain the composing method etc. identical with each composition.Now, the blending ratio of the formula (1) in compound reactive black dye---formula (4) suitably can coordinate according to required tone, has no particular limits.In addition, according to demand, time necessary in composition of the present invention, suitable auxiliary agent can be added and carry out commercialization.Selected auxiliary agent can be: the one in Sodium sulfate anhydrous.min(99), Sodium hexametaphosphate 99, condensation compound of methyl naphthalene sulfonic acid and formaldehyde, naphthalene sulfonic acidformaldehyde condensation product or its mixture, is preferably Sodium sulfate anhydrous.min(99).
(4), in dye bath, pad dye bath, add each dyestuff forming compound reactive black dye of the present invention and the described additive etc. that uses as required in printing paste when preparing dye bath etc. and carry out dyeing.Each dyestuff, the dissolving order of additive etc. can be random order.The usage quantity of each constituent also can be determined with reference to known method.
(5), compound reactive black dye of the present invention is for cellulosic fibre and the fiber useful (as: cotton, fiber crops, artificial silk, wool etc.) containing cellulosic fibre.In its dyeing process, the usage quantity of reactive dye compositions is about 0.005%-15% weight relative to fibre weight usually.
(6), exhaust dyeing method of the present invention, such as: can carry out according to known method described later itself, but be not limited thereto.Such as, in the dyeing of the cellulosic fibres such as cotton, the reactive dye compositions of the present invention meeting required form and aspect and concentration to be added in dye bath and by inorganic neutral salt and alkali binding agent separately separately or combine and be used to carry out.The inorganic neutral salt now used or the usage quantity of alkali binding agent are also not particularly limited.In addition, inorganic neutral salt or alkali binding agent can once carry out to the input in dye bath, also can carry out in batches.Also can combinationally use known dyeing auxiliary in addition, but dyeing auxiliary is not limited thereto.Dyeing temperature is 40 DEG C-90 DEG C, preferably 50 DEG C-70 DEG C.
(7), as continuous knot dyeing staining, can add in dyestuff padding liquid by alkali binding agent is independent or combination, drying is carried out after padding according to known method, then the mono bath padding method being undertaken dyeing by xeothermic or steaming according to known method carries out, or drying can be carried out after padding dyestuff, then pad in known inorganic neutral salt, carry out according to two bath padding methods that known method is undertaken dyeing by xeothermic or steaming, but continuous dyeing method is not limited thereto.
(8), as printing method, can enumerate by using with sodium alginate, emulsification mill base etc. as basic mill base, and comprise the printing paste of the alkali binding agent such as reactive dye compositions and sodium bicarbonate.After carrying out stamp according to known method, carry out according to known method the method that xeothermic or steaming carries out, after dyeing process terminates, wash, hot water wash, then wash in the saponification bath of saponifying agent, terminate dyeing.
Dyestuff provided by the invention not only has good compatibleness and easy detergency, and has higher fixation rate, and its absolute fixation rate is up to 80-85%, and simultaneously dyeing residual liquid can reduce the compound reactive black dye of 30-40% on year-on-year basis under condition.
Embodiment
Dyestuff A, B, C, D that the present invention adopts can be mixed in proportion the product making liquid dye as required, also the liquid dye be mixed can be obtained solid phase prod through spraying dry, or the pressed powder of each dyestuff is directly mixed in proportion obtains solid phase prod.
With specific embodiment, technical scheme of the present invention is described below, but protection scope of the present invention is not limited thereto:
Embodiment 1
Each reactive dye compositions (sample sequence number 1-10) according to proportioning shown in table 1 carries out dry powder blend in tempering tank, or spraying dry after common dissolving.
Also have other reactive dye compositions not enumerating, but comprise in the present invention.
Table 1
Embodiment 2
100g cotton, the black dyes obtained by sample 1-15 in embodiment 1, weighs 2% by fabric, being in the dye bath of 20:1 containing 60g/l Sodium sulfate anhydrous.min(99), bath raio, adsorbing 30min, add soda ash (consumption 15-20g/l) fixation 45min at 60 DEG C.DYED FABRICS is through washing, soap boiling, drying.The black cotton obtained has Exposure to Sunlight and the moisture resistant fastness of homogeneous black and satisfaction.Specific performance is in table 2.
Table 2
Detect according to great many of experiments and show that compound reactive black dye of the present invention has excellent application performance than traditional reactive black dye, concrete correlation data is in table 3.
Table 3
Sequence number | Absolute fixation rate | Dyeing residual liquid COD | First-time qualification rate | The feature of environmental protection |
Dyestuff 1 of the present invention | 82 | 320 | High | Environmental protection |
Dyestuff 2 of the present invention | 80 | 340 | High | Environmental protection |
Dyestuff 3 of the present invention | 80 | 340 | High | Environmental protection |
Dyestuff 4 of the present invention | 81 | 330 | High | Environmental protection |
Dyestuff 5 of the present invention | 82 | 320 | High | Environmental protection |
Dyestuff 6 of the present invention | 83 | 310 | High | Environmental protection |
Dyestuff 7 of the present invention | 85 | 290 | High | Environmental protection |
Dyestuff 8 of the present invention | 82 | 320 | High | Environmental protection |
Dyestuff 9 of the present invention | 81 | 330 | High | Environmental protection |
Dyestuff 10 of the present invention | 84 | 300 | High | Environmental protection |
Sample 11 | 68 | 410 | High | Environmental protection |
Sample 12 | 75 | 390 | High | Environmental protection |
Sample 13 | 65 | 420 | High | Environmental protection |
Sample 14 | 61 | 470 | High | Environmental protection |
Sample 15 | 72 | 400 | High | Environmental protection |
Reactive black WNN | 68 | 550 | Generally | Environmental protection |
Reactive black EDG | 70 | 500 | Generally | Environmental protection |
Reactive black G | 70 | 500 | Generally | Environmental protection |
Reactive black YD-G | 65 | 600 | Generally | Environmental protection |
Reactive black G2RC | 65 | 600 | Generally | Environmental protection |
Reactive black EDQ | 69 | 510 | Generally | Environmental protection |
Finally, it is also to be noted that enumerate above be only specific embodiments of the invention son.Obviously, the invention is not restricted to above examples of implementation, many distortion can also be had.All distortion that those of ordinary skill in the art can directly derive from content disclosed by the invention or associate, all should think protection scope of the present invention.
Claims (8)
1. a compound reactive black dye, is characterized in that: mixed by A, B, C, D tetra-kinds of reactive dyestuffs, and A, B, C, D tetra-kinds of reactive dyestuffs mass percents are: dyestuff A accounts for 5-70%; Dyestuff B accounts for 5-70%; Dyestuff C accounts for 5-20%; Dyestuff D accounts for 5-30%;
Wherein,
Dyestuff A comprises the mixture such as formula any one or more than one compound shown in (1):
Wherein: X is halogen; R1, R2, R
3, R
4independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
1and Y
2independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff B comprises the mixture such as formula any one or more than one compound shown in (2):
Wherein: R
5, R
6, R
7, R
8independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
3and Y
4independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff C comprises the mixture such as formula any one or more than one compound shown in (3):
Wherein: R
9, R
10, R
11, R
12independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
5and Y
6independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H;
Dyestuff D comprises the mixture such as formula any one or more than one compound shown in (4):
Wherein: R
13, R
14, R
15, R
16independently be expressed as-H ,-CH separately
3,-OCH
3,-SO
3m; Y
7and Y
8independently be expressed as-SO separately
2cH=CH
2,-SO
2cH
2cH
2oSO
3m; M is Na, K or H.
2. the compound reactive black dye of one according to claim 1, is characterized in that: described dyestuff A is the mixture of one or more compounds in formula (1-1), formula (1-2) and formula (1-3)
3. compound reactive black dye according to claim 1 and 2, is characterized in that described dyestuff B is the mixture of one or more compounds in formula (2-1), formula (2-2) and formula (2-3)
4. the compound reactive black dye according to claim 1 or 2 or 3, is characterized in that: described dyestuff C is the mixture of one or more compounds in formula (3-1), formula (3-2) and formula (3-3)
5., according to the arbitrary described compound reactive black dye of claim 1-4, it is characterized in that described dyestuff D is the mixture of one or more compounds in formula (4-1), formula (4-2) and formula (4-3)
6. a dye composite, comprises compound reactive black dye according to claim 1 and auxiliary agent, and auxiliary agent can mix with compound reactive black dye by any part by weight.
7. dye composite according to claim 6, is characterized in that: the ratio of described auxiliary agent and compound reactive black dye is 0-0.3:1.
8. dye composite according to claim 6, is characterized in that: described auxiliary agent is: the one in Sodium sulfate anhydrous.min(99), Sodium hexametaphosphate 99, condensation compound of methyl naphthalene sulfonic acid and formaldehyde, naphthalene sulfonic acidformaldehyde condensation product or its mixture.
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CN201410799319.5A CN104530755B (en) | 2014-12-19 | 2014-12-19 | Composite active black dye |
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Cited By (5)
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CN105778559A (en) * | 2016-03-17 | 2016-07-20 | 浙江瑞华化工有限公司 | Black active dye composition and preparation method and use thereof |
CN106700650A (en) * | 2016-12-30 | 2017-05-24 | 江苏安诺其化工有限公司 | Preparation method of black dyestuff |
CN106854385A (en) * | 2016-12-30 | 2017-06-16 | 江苏安诺其化工有限公司 | A kind of black dyes, dye composite and its application |
CN109111759A (en) * | 2018-10-26 | 2019-01-01 | 天津德凯化工股份有限公司 | A kind of digital ink-jet printed active dark blue dye and preparation method thereof |
CN109796785A (en) * | 2018-11-28 | 2019-05-24 | 浙江科永化工有限公司 | A kind of reactive blue is to black dye composition and dye preparations and its application |
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CN102161838A (en) * | 2011-02-16 | 2011-08-24 | 刘鹏 | Composite active black dye |
CN102964870A (en) * | 2012-10-25 | 2013-03-13 | 浙江龙盛集团股份有限公司 | Active black dye composition |
CN103554989A (en) * | 2013-10-24 | 2014-02-05 | 浙江亿得化工有限公司 | Low-temperature composite activated black dye and application thereof |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
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CN105778559A (en) * | 2016-03-17 | 2016-07-20 | 浙江瑞华化工有限公司 | Black active dye composition and preparation method and use thereof |
CN106700650A (en) * | 2016-12-30 | 2017-05-24 | 江苏安诺其化工有限公司 | Preparation method of black dyestuff |
CN106854385A (en) * | 2016-12-30 | 2017-06-16 | 江苏安诺其化工有限公司 | A kind of black dyes, dye composite and its application |
CN106854385B (en) * | 2016-12-30 | 2019-03-19 | 江苏安诺其化工有限公司 | A kind of black dyes, dye composite and its application |
CN109111759A (en) * | 2018-10-26 | 2019-01-01 | 天津德凯化工股份有限公司 | A kind of digital ink-jet printed active dark blue dye and preparation method thereof |
CN109796785A (en) * | 2018-11-28 | 2019-05-24 | 浙江科永化工有限公司 | A kind of reactive blue is to black dye composition and dye preparations and its application |
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Address after: 312300 Shangyu economic and Technological Development Zone, Hangzhou Bay, Shaoxing, Zhejiang Patentee after: Zhejiang Yide New Material Co., Ltd Address before: 312369, No. three, No. nine, Shangyu Industrial Park, Hangzhou Bay, Zhejiang, Shaoxing Patentee before: ZHEJIANG YIDE CHEMICAL Co.,Ltd. |