CN101037547A - Compound active yellow dye - Google Patents
Compound active yellow dye Download PDFInfo
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- CN101037547A CN101037547A CN 200710106851 CN200710106851A CN101037547A CN 101037547 A CN101037547 A CN 101037547A CN 200710106851 CN200710106851 CN 200710106851 CN 200710106851 A CN200710106851 A CN 200710106851A CN 101037547 A CN101037547 A CN 101037547A
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- formula
- dyestuff
- reactive yellow
- yellow dye
- oso
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Abstract
The invention provides a composite reactive yellow dye, which is confected by (counted by weight quotient): dye shown by formula (1) of 60-99 quotient, and dye shown by formula (2) of 1-40 quotient. The dye owns advantages of stable property, high dissolvability, high fixation yield, good coloration synchronism, good level-dyeing property, good hue reproducibility, especially outstanding dark color dyeing.
Description
Technical field
The present invention relates to a kind of Yellow reactive dyes, particularly a kind of composite reactive yellow dye.
Background technology
Along with the continuous development with staining technique continually developed of cellulosic fibre kind, when the utilization reactive dyestuffs dye to cellulosic fibre, more and more higher requirement has been proposed for the application performance of reactive dyestuffs.Since monochromatic kind dyestuff to filamentary material painted after, the integrated value of various performance index is difficult to reach gratifying effect, dyestuff as similar REACTIVE Yellow 145 structure is a kind of isodigeranyl active group (a chloro-s-triazine base and ethene sulfuryl) dyestuff, though it to cellulosic fibre material painted after, the dyeing and weaving product have the high dyeing fastness, but it have two comparatively significant disadvantages be that level-dyeing property and circulation ratio are all poor, so the composite application of two or more dyestuff dyestuff more and more receives insider's attention and concern.
Once there was the people that the reactive yellow 27 and the dyestuff of similar REACTIVE Yellow 145 structure is composite back to cellulose dyeing, make it that certain improvement arranged on the circulation ratio of level-dyeing property and tone, but dark still be weak aspect the heavy colour with dying dying, in addition the bigger rising space.Also there is the people to be dyeed to cellulosic fibre material in the composite back of the reactive orange 82 and the dyestuff of similar REACTIVE Yellow 145 structure, can on the property certain improvement arranged also, but there is two big shortcomings in this kind composite dye when cellulosic fibre material is dyeed:
1. contain a chloro-s-triazine and vinyl sulfone(Remzaol active group in the REACTIVE Yellow 145 molecular structure, can only dye under mesophilic condition.And contain dichloro s-triazine and vinyl sulfone(Remzaol active group in reactive orange 82 molecular structures, dichloro s-triazine just can dye to cellulosic fibre material at normal temperatures, the vinyl sulfone(Remzaol active group can only dye to cellulosic fibre material under mesophilic condition, that is to say that there are bigger difference in REACTIVE Yellow 145 and reactive orange 82 on dyeing temperature.
2. REACTIVE Yellow 145 and reactive orange 82 these two kinds of dyestuffs are to avidity, dye uptake, the degree of fixation of fiber, and to the bigger individual difference of susceptibility existence of salt, alkali and bath raio, also there are bigger difference in solubleness, level-dyeing property and migration property.
More than 2 comparatively outstanding contradictions, when causing directly that REACTIVE Yellow 145 and reactive orange 82 are composite dye to cellulosic fibre material, on dye asynchronism(-nization) and go on foot, cause coloured light poor reproducibility and high look colored rate.
Summary of the invention
The invention provides a kind of composite reactive yellow dye, the synergistic effect of this composite dye makes that it has that stable performance, solubleness height, degree of fixation height, dyeing synchronism are good, good level-dyeing property, color reproducibility are good, especially dyes dark outstanding advantage.
The present invention realizes by following technical scheme.The present invention is a kind of composite reactive yellow dye, it is characterized in that: meter by weight, and it is by composite the forming of dyestuff shown in the formula (2) that meet that meets dyestuff shown in the formula (1) and 1-40 part of 60-99 part:
In formula (1), the formula (2),
R
1, R
2Independently be-H, C separately
1-C
4Alkyl, C
1-C
4Alkoxyl group ,-NHCONH
2,-NHCOCH
3,-NHCOC
2H
5
R
3, R
6Be H or C
1-C
4Alkyl;
R
4, R
5, R
7, R
8Independently be separately-H ,-SO
3H, C
1-C
4Alkyl, C
1-C
4Alkoxyl group;
M, n are the integer of 0-3.
A is H or atoms metal, as: potassium atom, sodium atom;
X, X
1For halogen atom, as fluorine, chlorine, bromine;
Y, Y
1For-CH=CH
2Or-C
2H
4-U, U are leaving groups, are can isolating group under alkaline condition, can be as-F ,-Cl, Br, OSO
3H ,-SSO
3H ,-OCO-CH
3,-OPO
3H
2,-OCO-C
6H
5,-OSO
2-(C
1-C
4Alkyl) or-OSO
2-N-(C
1-C
4Alkyl), preferred U be-Cl ,-OSO
3H ,-OPO
3H
2Or-OCO-C
6H
5, especially preferably-OSO
3H; Splendid is-OSO
3H hydrochloric acid form-OSO
3Na.
Also can be further defined to:
R
1Be H, R
2For-NHCONH
2, R
3, R
4, R
5, R
6, R
7, R
8Independent separately is H.
A is sodium atom or potassium atom, and m is 3, and n is 2.
X, X
1Be the chlorine atom, Y, Y
1For-C
2H
4OSO
3Na or-CH=CH
2
The dyestuff of formula (1) is the compound that is selected from following formula (1-1), (1-2), (1-3), (1-4),
The dyestuff of formula (2) is the compound that is selected from following formula (2-1), (2-2), (2-3), (2-4),
Be preferably: parts by weight 90-99 part of formula (1) dyestuff, the parts by weight of formula (2) dyestuff are 1-10 part.
Described composite reactive yellow dye is used for dyeing and printing of cellulosic fibre materials.
Composite reactive yellow dye of the present invention can prepare with well-known method.
As the preferred dyestuff parts by weight of formula (1) formula (2) are obtained through mechanically mixing fully.Singlely meet formula (1), formula (2) dyestuff can prepare with known method, respectively it is described as U.S. Pat 4378313 and Japanese Patent JP07-247440.The form that the dyestuff of formula (1) formula (2) exists has all available known method of powder, fine powder, particle, liquid state to prepare.
When the yellow dyestuff of composite reactive of the present invention dyes to cellulosic fibre material, generally need to add some auxiliary agents commonly used, as dyeing accelerant (Na
2SO
4Or NaCl), laking agent (NaOH, Na
2CO
3, NaHCO
3), in order to strengthen feel, can also add softening agent, sometimes for special purposes, can also add some at functional agent, as fire retardant, electrostatic agent.The dyeing process that is suitable for has: dip-dye, dye gigging, pad dyeing, cold rolling heap, preferably contaminate and pad dyeing.The useful fiber material mainly is a cellulosic fibre material, and as cotton, jute, flax, ramie and regenerated cellulose, wherein the form of cellulosic fibre material existence can be: fiber, yarn, woven fabrics or knitted fabrics.
Two components of plyability yellow dye of the present invention are monoazo, double active base (chloro-s-triazine and ethene sulfuryl), belong to warm type when being used for cellulosic fibre material dyeed, on to dye curve approaching, they are to the avidity of fiber, dye uptake, degree of fixation, to electrolyte salt to the laking agent bases, susceptibility to bath raio and dyeing temperature is all more approaching, outstanding dyeing synchronism and level-dyeing property are arranged between the mixture, and the depth that higher degree of fixation is arranged and give prominence to, overcome the defective that exists by REACTIVE Yellow 145 and reactive orange 82 composite Yellow reactive dyes effectively, made the dyeing quality of cellulosic fibre material obtain important guarantee.
In sum, the present invention has that stable performance, solubleness height, degree of fixation height, dyeing synchronism are good, good level-dyeing property, color reproducibility are good, especially dyes dark outstanding advantage.
Embodiment
The synthetic available well-known method of each mixture, the invention will be further described below in conjunction with embodiment, but protection scope of the present invention is not limited thereto.
Embodiment 1: 90g is met formula (1) dyestuff (1-1) and 10g meets formula (2) dyestuff (2-1) through mechanical mixing fully and obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Embodiment 2:
Stir evenly drying after will containing the aqueous solution of 90g formula (1) dyestuff (1-1) and containing the aqueous solution of 10g formula (2) dyestuff (2-1), obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Embodiment 3:
To contain 99g formula (1) dyestuff (1-2) and 1g and meet formula (2) dyestuff (2-2) through mechanical mixing fully and obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Embodiment 4:
Stir evenly drying after will containing the aqueous solution of 99g formula (1) dyestuff (1-2) and 1g formula (2) dyestuff (2-2), obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Embodiment 5:
To contain 90g formula (1) dyestuff (1-1) and 10g and meet formula (2) dyestuff (2-2) through mechanical mixing fully and obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Embodiment 6:
To contain 92g formula (1) dyestuff (1-2) and 8g and meet formula (2) dyestuff (2-1) through mechanical mixing fully and obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Embodiment 7-11:
Composite mode according to embodiment 1, with the dyestuff that meets formula (1) and formula (2) in the following table by described parts by weight behind mechanical mixing fully, can obtain composite reactive yellow dye of the present invention, this dyestuff cellulosic fibre material can be printed and dyed dense, the good level-dyeing property of color depth, favorable reproducibility, yellow that dyefastness is good.
Dyeing explanation 1:
1.8 parts of dyestuffs (1-1) and 0.2 part of dyestuff (2-1) are dissolved in 400 parts of water after fully stirring, the sodium chloride solution that in this system, adds 500 parts of 200g/l, 100 parts of cotton fabrics are put into dye bath, after being warming up to 60 ℃ with 1 ℃/minute, add the sodium carbonate solution of 100 parts of 20g/l, and under this temperature, dyeed 1 hour, then the dyeing and weaving thing is carried out rinsing, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145, obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 2:
1.8 parts of dyestuffs (1-1) and 0.2 part of dyestuff (2-2) are dissolved in 400 parts of water after fully stirring, the sodium chloride solution that in this system, adds 500 parts of 200g/l, 100 parts of cotton fabrics are put into dye bath, after being warming up to 60 ℃ with 1 ℃/minute, add the sodium carbonate solution of 100 parts of 20g/l, and under this temperature, dyeed 1 hour, then the dyeing and weaving thing is carried out rinsing, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145 and obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 3:
1.8 parts of dyestuffs (1-3) and 0.2 part of dyestuff (2-3) are dissolved in 400 parts of water after fully stirring, the sodium chloride solution that in this system, adds 500 parts of 200g/l, 100 parts of cotton fabrics are put into dye bath, after being warming up to 60 ℃ with 1 ℃/minute, add the sodium carbonate solution of 100 parts of 20g/l, and under this temperature, dyeed 1 hour, then the dyeing and weaving thing is carried out rinsing, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145 and obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 4:
1.8 parts of dyestuffs (1-4) and 0.2 part of dyestuff (2-4) are dissolved in 400 parts of water after fully stirring, the sodium chloride solution that in this system, adds 500 parts of 200g/l, 100 parts of cotton fabrics are put into dye bath, after being warming up to 60 ℃ with 1 ℃/minute, add the sodium carbonate solution of 100 parts of 20g/l, and under this temperature, dyeed 1 hour, then the dyeing and weaving thing is carried out rinsing, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145, obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 5:
3.6 parts of dyestuffs (1-2) and 0.4 part of dyestuff (2-2) are dissolved in 50 parts of water after fully stirring, with this solution impregnation cotton fabric, the pick-up that makes cotton fabric is 80%, oven dry then, then in room temperature with containing the sodium carbonate solution of 20g/l and the sodium chloride solution of 200g/l soaks this fabric, making its pick-up is 80%, the fabric that dyed is 30 seconds post rinsings of decatize in 100-102 ℃ saturated vapor, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145, obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 6:
3.6 parts of dyestuffs (1-1) and 0.4 part of dyestuff (2-2) are dissolved in 50 parts of water after fully stirring, with this solution impregnation cotton fabric, the pick-up that makes cotton fabric is 80%, oven dry then, then in room temperature with containing the sodium carbonate solution of 20g/l and the sodium chloride solution of 200g/l soaks this fabric, making its pick-up is 80%, the fabric that dyed is 30 seconds post rinsings of decatize in 100-102 ℃ saturated vapor, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145, obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 7:
3.6 parts of dyestuffs (1-1) and 0.4 part of dyestuff (2-3) are dissolved in 50 parts of water after fully stirring, with this solution impregnation cotton fabric, the pick-up that makes cotton fabric is 80%, oven dry then, then in room temperature with containing the sodium carbonate solution of 20g/l and the sodium chloride solution of 200g/l soaks this fabric, making its pick-up is 80%, the fabric that dyed is 30 seconds post rinsings of decatize in 100-102 ℃ saturated vapor, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145 and obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Dyeing explanation 8:
3.6 parts of dyestuffs (1-3) and 0.4 part of dyestuff (2-1) are dissolved in 50 parts of water after fully stirring, with this solution impregnation cotton fabric, the pick-up that makes cotton fabric is 80%, oven dry then, then in room temperature with containing the sodium carbonate solution of 20g/l and the sodium chloride solution of 200g/l soaks this fabric, making its pick-up is 80%, the fabric that dyed is 30 seconds post rinsings of decatize in 100-102 ℃ saturated vapor, under boiling, use non-ionic detergent soap boiling 15 minutes, post rinse drying.Its result compares with REACTIVE Yellow 145, obtains staining power height, good level-dyeing property, favorable reproducibility, more deepens dense gorgeous yellow.
Result of use is listed as follows:
Claims (8)
1. composite reactive yellow dye is characterized in that: meter by weight, and it meets the dyestuff shown in the formula (1) and 1-40 part by 60-99 part and meets that dyestuff is composite shown in the formula (2) forms;
In described formula (1), formula (2),
R
1, R
2Independently be-H, C separately
1-C
4Alkyl, C
1-C
4Alkoxyl group ,-NHCONH
2,-NHCOCH
3,-NHCOC
2H
5
R
3, R
6Be H or C
1-C
4Alkyl;
R
4, R
5, R
7, R
8Independently be separately-H ,-SO
3H, C
1-C
4Alkyl, C
1-C
4Alkoxyl group;
M, n are the integer of 0-3;
A is H or atoms metal, as: potassium atom, sodium atom;
X, X
1For halogen atom, as fluorine, chlorine, bromine;
Y, Y
1For-CH=CH
2Or-C
2H
4-U, U are leaving groups, are can isolating group under alkaline condition, can be as-F ,-Cl ,-Br ,-OSO
3H ,-SSO
3H ,-OCO-CH
3,-OPO
3H
2,-OCO-C
6H
5,-OSO
2-(C
1-C
4Alkyl) or-OSO
2-N-(C
1-C
4Alkyl), preferred U be-Cl ,-OSO
3H ,-OPO
3H
2Or-OCO-C
6H
5, especially preferably-OSO
3H; Splendid is-OSO
3Form-the OSO of H salt
3Na.
2. composite reactive yellow dye according to claim 1 is characterized in that: described R
1Be H, R
2For-NHCONH
2, described R
3, R
4, R
5, R
6, R
7, R
8Independent separately is H.
3. composite reactive yellow dye according to claim 1 is characterized in that: described A is sodium atom or potassium atom, and described m is 3, and n is 2.
4. composite reactive yellow dye according to claim 1 is characterized in that: described X, X
1Be the chlorine atom, described Y, Y
1For-C
2H
4OSO
3Na or-CH=CH
2
7. according to the described composite reactive yellow dye of claim 1-4, it is characterized in that: the parts by weight of described formula (1) dyestuff are 90-99 part, and the parts by weight of formula (2) dyestuff are 1-10 part.
8. composite reactive yellow dye according to claim 7, it is characterized in that: it is used for dyeing and printing of cellulosic fibre materials.
Priority Applications (1)
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---|---|---|---|
CNB2007101068514A CN100572453C (en) | 2007-05-10 | 2007-05-10 | A kind of composite reactive yellow dye |
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Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2007101068514A CN100572453C (en) | 2007-05-10 | 2007-05-10 | A kind of composite reactive yellow dye |
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Publication Number | Publication Date |
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CN101037547A true CN101037547A (en) | 2007-09-19 |
CN100572453C CN100572453C (en) | 2009-12-23 |
Family
ID=38888732
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CNB2007101068514A Expired - Fee Related CN100572453C (en) | 2007-05-10 | 2007-05-10 | A kind of composite reactive yellow dye |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102433030A (en) * | 2011-10-28 | 2012-05-02 | 浙江瑞华化工有限公司 | Active yellow dye composition |
CN102924348A (en) * | 2012-09-25 | 2013-02-13 | 天津德凯化工股份有限公司 | Reactive dye and intermediate thereof |
CN104559320A (en) * | 2014-04-28 | 2015-04-29 | 无锡润新染料有限公司 | Composite active brilliant orange dye composition |
CN105315718A (en) * | 2015-10-30 | 2016-02-10 | 江苏德旺化工工业有限公司 | Reactive yellow dye composition |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4841031A (en) * | 1981-05-06 | 1989-06-20 | Sumitomo Chemical Company, Limited | Reactive dye having both monochlorotriazinyl and vinylsulfone type reactive groups |
-
2007
- 2007-05-10 CN CNB2007101068514A patent/CN100572453C/en not_active Expired - Fee Related
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102433030A (en) * | 2011-10-28 | 2012-05-02 | 浙江瑞华化工有限公司 | Active yellow dye composition |
CN102433030B (en) * | 2011-10-28 | 2013-08-28 | 浙江瑞华化工有限公司 | Active yellow dye composition |
CN102924348A (en) * | 2012-09-25 | 2013-02-13 | 天津德凯化工股份有限公司 | Reactive dye and intermediate thereof |
CN104559320A (en) * | 2014-04-28 | 2015-04-29 | 无锡润新染料有限公司 | Composite active brilliant orange dye composition |
CN105315718A (en) * | 2015-10-30 | 2016-02-10 | 江苏德旺化工工业有限公司 | Reactive yellow dye composition |
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Publication number | Publication date |
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CN100572453C (en) | 2009-12-23 |
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