CN103571231A - Dark colored reactive dye with high fixation rate - Google Patents
Dark colored reactive dye with high fixation rate Download PDFInfo
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- CN103571231A CN103571231A CN201310549676.1A CN201310549676A CN103571231A CN 103571231 A CN103571231 A CN 103571231A CN 201310549676 A CN201310549676 A CN 201310549676A CN 103571231 A CN103571231 A CN 103571231A
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Abstract
The invention relates to a dark colored reactive dye with high fixation rate, belonging to the technical field of chemical dyestuff. The dark colored reactive dye consists of dark blue, red and yellow reactive dyes. The dye is characterized by comprising dark blue, red and yellow components in structures shown in general formulae. The three-primary-color reactive dye comprises the following components in ratio by weight: dark blue: red: orange=(50-80):(6-25):(6-20). The dark colored reactive dye provided by the invention is applicable to dyeing natural fibers such as cotton, hemps and regenerated fibers and is also applicable to dyeing protein fibers and polyamide fibers. The textile fibers can be in various forms such as fibers, yarns, fabrics or knitted goods. Dip dyeing means that the dyed object is absorbed in a dye bath with an appointed formula and then is fixed by alkali treatment, wherein the dyeing and fixing temperature is 50-70 DEG C. The leveling property of the dye is better promoted, the three components are good in compatibility, the colored light in a dyeing process is relatively stable, and the dye has good pitch-black degree.
Description
Technical field
The present invention relates to chemical dyestuff technical field, especially a kind of reactive dyestuffs of field of fine chemical.
Background technology
Black and active dye is in dyestuff, to apply the kind more, output is larger.Since 21 century, a large amount of reactive black patents is come out, but up to now, in commodity reactive dyestuffs, the overwhelming majority is still and take C.I. reactive black 5 as navy component, composite with redness and yellow color component, obtains the good reactive black of pitch black degree.Cibacron Black WNN for example, Cibacron Supra Black G, Supra Black R etc.The advantage of these dyestuffs, except DYED FABRICS has good pitch black degree, also has and dyes that curvilinear trend is consistent on trichromatic, and consistency is better etc.In this relevant patent, there is CN200510047135.4, CN200510047136.9, WO2004069937, US6537332, USP5849887 etc.
But the degree of fixation of dyestuff only has 60%~65% during above-mentioned dyestuff main not enough, the colourity of dyeing residual liquid is high, and the dyestuff of a large amount of not sets and hydrolysis remains in dyeing waste liquid, has not only affected economic benefit, and has caused environmental pollution.
Summary of the invention
Improving reactive black degree of fixation, reduce dyestuff content in dyeing waste liquid, is the main purpose that the present invention improves black and active dye.
The invention provides one group and there is the polycomponent composite black active dye that good dyeing behavior, pitch black degree, level-dyeing property and lifting force are good, degree of fixation is high, synthetic three primary colors component convenient, that raw material is easy to get forms.At least by the navy component of following general formula (1), the magenta component of general formula (2), the Yellow active dye of general formula (3) forms.Its performance characteristic is compatibleness and the lifting force that each component dyestuff is good.Its DYED FABRICS has excellent pitch black degree and uniform dyeing property.
Composite dye constitutional features of the present invention is that the structure of three primary colors component dyestuff has very approaching wetting ability, lipophilicity, wherein comprises navy, magenta and the orange-yellow component of following general formula.
Dark blue reactive dye component is the structure shown in general formula (1):
R
1=H, CH3, OCH
3, SO
3m or Cl;
Y=Cl ,-CH=CH
2or-CH
2cH
2oSO
3
M=H, Na, Li or K
Red reactive dyes component is structure shown in 1~2 kind of general formula (2):
General formula (2)
R
2~R
5=H, CH3, OCH
3, SO
3m or Cl;
R
2~R
5=H, CH
3, OCH
3, SO
3m or Cl;
M=H, Na, Li or K;
W=H, CH
3or CH
2sO
3m;
Y=Cl ,-CH=CH
2or-CH
2cH
2oSO
3h
Yellow active dye component is the structure shown in 1~2 kind of general formula (4):
In general formula (4):
Ar-phenyl ring or naphthalene nucleus;
R
5~R
8=H, CH3, OCH
3, SO
3m or Cl;
M=H, Na, Li or K;
Q=H, SO
3m, C
6h
5or C
6h
4sO
3m;
W=H、-CH
3、-CH
2SO
3M;
Y=Cl ,-CH=CH
3or-CH
2cH
2oSO
3h;
Z=H or COOH;
The proportioning of above-mentioned three primary colors reactive dyestuffs component is, dark blue: magenta: orange weight percent is (50~80): (6~25): (6~20).
As the active diazo component of Huang, product, blue or green three primary colors component dyestuff as (01-13) of benzene compounds:
The structure of navy component dyestuff has general formula (1) constitutional features above.
Red component dyestuff is at least one or two orchil of have general formula (2) or following dyestuff 201-207 feature.For example, below:
At least one or two have the structure of formula (3) yellow color component dyestuff.Be exemplified below row dyestuff (301-308):
Above-mentioned diazotization, the couling process preparation of respectively organizing dyestuff can be conventional.If desired can be concentrated by membrane sepn desalination, with the dyestuff of the high density made.
Black dyes can be composite by a certain percentage by orange, pinkish red, dark blue component, makes the reactive black of high colour-fast rate.Each component of three primary colors can be a dyestuff, can be also the mixture of two dyestuffs.The feature of gained reactive black is that the consistency of three primary colors component is good, and dyeing speed approaches, and degree of fixation is high, and the colourity at the residual night of dyeing is more shallow.Composite method can be that each component powder dye (dry method) in mixing machine mixes mutually, and after also can again dissolving by designated ratio, (wet method) spraying is dry.
The ratio range of dark blue, pinkish red, orange three primary colors component is generally (50~80): (6~25): (6~20).
Beneficial effect of the present invention, with respect to prior art, black plyability reactive dyestuffs of the present invention are suitable for dying natural fiber, as cotton, fiber crops, regenerated fibre, are applicable to too protein fibre and tynex.Above-mentioned textile fiber can take various forms, as fiber, yarn, fabric or tricot.Dip-dye is after pollutant is adsorbed in the dye bath of specified mix, then uses alkaline purification fixation, and dyeing and color fixing temperature are 50~70 ℃, the level-dyeing property of this dyestuff, promote, and the compatibleness of three components is good, and in dyeing course, coloured light is more stable, has good pitch black degree.
Embodiment
In following embodiment, as nothing, indicate especially, hundred parts by weight (with g or kg metering) are rolled in being of referring to.
Embodiment 1
By 0.1mol para-ester (compound 01) and 0.15mol mixed in hydrochloric acid, add 350g mixture of ice and water, making beating 30min drips 30%NaNO at 0~5 ℃ from liquid level
2solution 0.1mol, keeps NaNO in dropping and reaction process
2excessive.Diazotization after terminal, excessive NaNO
2with thionamic acid, destroy.
0.1mol-amino-8-naphthol-3,6-disulfonic acid (H acid) solution adds in above-mentioned diazonium salt, carries out acid coupling at 5~8 ℃.After having reacted, the 2.4-bis-(β – hydroxyethyl sulfone sulfuric esters of 0.1mol) diazonium salt of aniline is added drop-wise in the monoazo-dyes reaction solution of above-mentioned acid coupling, and maintain 10 ℃, PH6~6.5 and be reacted to terminal.Membrane sepn desalination, spraying make navy component dyestuff 101 after being dried.
Embodiment 2
In 10%J acid solution (0.1mol), add 15g novalgin, at 50 ℃ of following reaction 4h, obtain 2-sulphur methylamino--5 naphthols-7-sulfonic acid solutions.0.1mol para-ester diazonium salt acid solution adds in above-mentioned coupling component, controls PH≤2, at 0~5 ℃, is coupled to and reacts completely.0.2mol para-ester diazonium salt solution is added drop-wise in an above-mentioned even summation liquid, at room temperature, PH progressively brings up to 6~6.2 to reacting completely.Saltout, drying and crushing, obtain yellow color component dyestuff 301.
Embodiment 4
45 parts of dyestuffs (101), 15 parts of dyestuffs (202), 12 parts of dyestuffs (301) and 10 parts of naphthalene sulfonic acidformaldehyde condensation products carry out dry powder blend in tempering tank, or after jointly dissolving, spraying is dry, obtain black dyes and dye cotton for aterrimus.There is good dyeing ability and satisfied dyefastness.
Embodiment 5
With reference to the synthesis technique of embodiment 1,0.1mol sulfonation para-ester (compound 05) is replaced to compound 01, synthetic dark blue component dyestuff 102.
Embodiment 6
In 0.1mol sulfonation para-ester (compound 05) diazonium salt solution, add 0.1mol2-amino-5-naphthols-solution, control PH < 2, at 0~5 ℃, be coupled to and react completely.PH is transferred to 5~6 and 0.1mol2-methyl-5-methoxyl group para-ester (compound 06) diazonium salt is added drop-wise in this monoazo-dyes again.Control PH=6~6.5, after secondary coupled reaction is extremely complete, desalination, spraying are dried, and obtain red component dyestuff 207.
Embodiment 7
Navy component dyestuff 102, red component dyestuff 202, yellow color component dyestuff 301 carry out composite with weight ratio 55:18:17, after the 10 parts of methods by embodiment 4 of 901 parts of dyestuffs and auxiliary agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde that obtain are mixed, obtain reactive black three primary colors consistency good, dye cellulosic fibre and have good pitch black degree, higher degree of fixation and the colour fastness being satisfied with, the residual dim light of night degree that dyes is low.
Embodiment 8
Navy component dyestuff 101, red component dyestuff 204, yellow color component dyestuff 304 carry out composite with weight ratio 60:20:12 successively, after the 8 parts of methods by embodiment 4 of 90 parts of dyestuffs and auxiliary agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde that obtain are mixed, the reactive black three primary colors consistency obtaining is good, dye cellulosic fibre and have good pitch black degree, higher degree of fixation and the colour fastness being satisfied with, the residual dim light of night degree that dyes is low.
Embodiment 9-18
The dyestuff of embodiment 9-18 synthesizes and complex process can carry out with reference to the method for embodiment 1-4.Component dyestuff used is as shown in the table.The 0-85 proportional range that in black dyes, the proportioning of each component dyestuff can provide in the present invention according to required coloured light is adjusted.
Embodiment 19
In low bath raio type liquid-flow dyeing machinery, load onto the knitted fabrics of 100 parts of cotton yarn systems; bath raio and water temperature are transferred to respectively 1:6 and 60 ℃. the reactive dye compositions then 6 parts of embodiment 4 being obtained is water-soluble; resulting solution is added in the dye bath of dyeing machinery, and at 60 ℃, keeps for some time bathing temperature.40 parts of anhydrous sodium sulphate are added in bath, at this temperature, knitted fabrics are processed 20 minutes.After this, 8 parts of sodium carbonate are added in bath, then, at this temperature, knitted fabrics are processed 60 minutes, thereby finish dyeing.According to traditional method washing, dyeing waste water colourity is starkly lower than conventional dyes, obtains the black knitted fabrics of fabulous level-dyeing property again.
Claims (1)
1. a dark black active dyestuff with high colour-fast rate, is comprised of navy, redness, Yellow active dye, it is characterized in that the navy, redness and the yellow color component that comprise following general formula,
(1) dark blue reactive dye component is the structure shown in general formula (1):
R
1=H, CH3, OCH
3, SO
3m or Cl;
Y=Cl ,-CH=CH
2or-CH
2cH
2oSO
3;
M=H, Na, Li or K;
(2) red reactive dyes component is structure shown in 1~2 kind of general formula (2):
General formula (2)
M=H, Na, Li or K;
W=H, CH
3or CH
2sO
3m;
X=SO
3m or SO
2y;
Y=Cl ,-CH=CH
2or-CH
2cH
2oSO
3h;
(3) Yellow active dye component is the structure shown in 1~2 kind of general formula (4):
In general formula (4):
Ar-phenyl ring or naphthalene nucleus;
R
5~R
8=H, CH3, OCH
3, SO
3m or Cl;
M=H, Na, Li or K;
Q=H, SO
3m, C
6h
5or C
6h
4sO
3m;
W=H、-CH
3、-CH
2SO
3M;
Y=Cl ,-CH=CH
3or-CH
2cH
2oSO
3h;
Z=H or COOH;
The proportioning of above-mentioned three primary colors reactive dyestuffs component is, navy: redness: orange-yellow weight percent is (40~85): (5~30): (5~25).
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CN201310549676.1A CN103571231A (en) | 2013-11-07 | 2013-11-07 | Dark colored reactive dye with high fixation rate |
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CN201310549676.1A CN103571231A (en) | 2013-11-07 | 2013-11-07 | Dark colored reactive dye with high fixation rate |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104073024A (en) * | 2014-07-10 | 2014-10-01 | 浙江瑞华化工有限公司 | Black active dye composition and application thereof |
CN104479403A (en) * | 2014-12-11 | 2015-04-01 | 吴江桃源染料有限公司 | Environment-friendly reactive red disazo dye and preparation method thereof |
CN104861739A (en) * | 2015-04-29 | 2015-08-26 | 浙江亿得化工有限公司 | Red reactive dye and preparation method thereof |
CN105385191A (en) * | 2015-12-24 | 2016-03-09 | 上海雅运纺织化工股份有限公司 | Water-solubility dye composition and dyeing application thereof |
CN106833011A (en) * | 2016-12-05 | 2017-06-13 | 泰兴锦云染料有限公司 | A kind of active orange dye and its preparation and application |
CN107501996A (en) * | 2017-09-07 | 2017-12-22 | 上海万得化工有限公司 | A kind of synthetic method of black and active dye compound |
CN109468864A (en) * | 2018-11-19 | 2019-03-15 | 绍兴百丽恒印染有限公司 | The non-aqueous dyeing method that fixation substep carries out is contaminated on cotton fabric |
CN116102900A (en) * | 2023-02-13 | 2023-05-12 | 湖北华丽染料工业有限公司 | Reactive dark black dye and application thereof |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5849887A (en) * | 1997-04-07 | 1998-12-15 | Ciba Specialty Chemicals Corporation | Mixtures of reactive dyes and their use |
US6537332B1 (en) * | 1998-07-27 | 2003-03-25 | Ciba Speciality Chemicals Corporation | Reactive colorants, mixtures of reactive colorants and production and use thereof |
CN1730566A (en) * | 2005-08-30 | 2006-02-08 | 大连理工大学 | Alkali resistant black active dye suitable for batch cold process |
CN1730565A (en) * | 2005-08-30 | 2006-02-08 | 大连理工大学 | Black and active dye |
CN1746230A (en) * | 2005-10-18 | 2006-03-15 | 朱海根 | Composite active black dye |
CN1858118A (en) * | 2006-06-09 | 2006-11-08 | 浙江闰土股份有限公司 | Active composite dye |
CN1912014A (en) * | 2006-08-15 | 2007-02-14 | 大连华成中瑞科技有限公司 | Dark black active dyestuff having high colour fixing rate |
-
2013
- 2013-11-07 CN CN201310549676.1A patent/CN103571231A/en active Pending
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5849887A (en) * | 1997-04-07 | 1998-12-15 | Ciba Specialty Chemicals Corporation | Mixtures of reactive dyes and their use |
US6537332B1 (en) * | 1998-07-27 | 2003-03-25 | Ciba Speciality Chemicals Corporation | Reactive colorants, mixtures of reactive colorants and production and use thereof |
CN1730566A (en) * | 2005-08-30 | 2006-02-08 | 大连理工大学 | Alkali resistant black active dye suitable for batch cold process |
CN1730565A (en) * | 2005-08-30 | 2006-02-08 | 大连理工大学 | Black and active dye |
CN1746230A (en) * | 2005-10-18 | 2006-03-15 | 朱海根 | Composite active black dye |
CN1858118A (en) * | 2006-06-09 | 2006-11-08 | 浙江闰土股份有限公司 | Active composite dye |
CN1912014A (en) * | 2006-08-15 | 2007-02-14 | 大连华成中瑞科技有限公司 | Dark black active dyestuff having high colour fixing rate |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104073024A (en) * | 2014-07-10 | 2014-10-01 | 浙江瑞华化工有限公司 | Black active dye composition and application thereof |
CN104073024B (en) * | 2014-07-10 | 2016-07-06 | 浙江瑞华化工有限公司 | A kind of Black reactive dye composition and its purposes |
CN104479403A (en) * | 2014-12-11 | 2015-04-01 | 吴江桃源染料有限公司 | Environment-friendly reactive red disazo dye and preparation method thereof |
CN104861739A (en) * | 2015-04-29 | 2015-08-26 | 浙江亿得化工有限公司 | Red reactive dye and preparation method thereof |
CN105385191A (en) * | 2015-12-24 | 2016-03-09 | 上海雅运纺织化工股份有限公司 | Water-solubility dye composition and dyeing application thereof |
CN106833011A (en) * | 2016-12-05 | 2017-06-13 | 泰兴锦云染料有限公司 | A kind of active orange dye and its preparation and application |
CN107501996A (en) * | 2017-09-07 | 2017-12-22 | 上海万得化工有限公司 | A kind of synthetic method of black and active dye compound |
CN109468864A (en) * | 2018-11-19 | 2019-03-15 | 绍兴百丽恒印染有限公司 | The non-aqueous dyeing method that fixation substep carries out is contaminated on cotton fabric |
CN116102900A (en) * | 2023-02-13 | 2023-05-12 | 湖北华丽染料工业有限公司 | Reactive dark black dye and application thereof |
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Application publication date: 20140212 |