CN102585549B - Reactive red dye composition - Google Patents
Reactive red dye composition Download PDFInfo
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- CN102585549B CN102585549B CN201110454989.XA CN201110454989A CN102585549B CN 102585549 B CN102585549 B CN 102585549B CN 201110454989 A CN201110454989 A CN 201110454989A CN 102585549 B CN102585549 B CN 102585549B
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- CN
- China
- Prior art keywords
- component
- red dye
- dye composition
- formula
- reactive red
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 239000000203 mixture Substances 0.000 title claims abstract description 44
- 239000001044 red dye Substances 0.000 title claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims description 13
- 150000001340 alkali metals Chemical group 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 22
- 238000007639 printing Methods 0.000 abstract description 6
- 239000000463 material Substances 0.000 abstract description 4
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 20
- 238000000034 method Methods 0.000 description 15
- 150000003839 salts Chemical class 0.000 description 11
- 239000004744 fabric Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 239000000835 fiber Substances 0.000 description 7
- 238000009980 pad dyeing Methods 0.000 description 7
- 239000011230 binding agent Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 239000004753 textile Substances 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000002708 enhancing effect Effects 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000000985 reactive dye Substances 0.000 description 3
- -1 salt sodium sulfate Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229960003010 sodium sulfate Drugs 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 238000010025 steaming Methods 0.000 description 3
- 0 *C([C@@](C=C1)N=Nc(c(S(O)(=O)=O)cc2c3c(Nc4nc(*)nc(Nc5ccccc5)n4)cc(*)c2)c3O)c2c1c(*)ccc2 Chemical compound *C([C@@](C=C1)N=Nc(c(S(O)(=O)=O)cc2c3c(Nc4nc(*)nc(Nc5ccccc5)n4)cc(*)c2)c3O)c2c1c(*)ccc2 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 159000000000 sodium salts Chemical group 0.000 description 2
- 238000005496 tempering Methods 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 239000004218 Orcein Substances 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005097 cold rolling Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 229940045641 monobasic sodium phosphate Drugs 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 235000019248 orcein Nutrition 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000007447 staining method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
本发明提供了一种活性红染料组合物，主要包括一种或多种结构如式(I)所示的组分A和一种或多种结构如式(II)所示的组分B，基于所述的组分A和组分B，组分A质量含量为10％～90％，组分B质量含量为10％～90％；本发明所述的活性红染料组合物，配伍性好，提升性好，溶解度和固色率高，易洗性好，应用于纤维素纤维等材料的印染时可获得深浓色调。 The present invention provides a reactive red dye composition, mainly comprising one or more components A with a structure shown in formula (I) and one or more components B with a structure shown in formula (II), Based on the components A and B, the mass content of component A is 10% to 90%, and the mass content of component B is 10% to 90%; the reactive red dye composition of the present invention has good compatibility , good lifting performance, high solubility and color fixation rate, good washability, and deep color tone can be obtained when it is applied to the printing and dyeing of cellulose fibers and other materials.
Description
(1) technical field
The present invention relates to a kind of reactive dye compositions, particularly a kind of applicable to active red dye composition nitrogenous or hydroxyl dyeing keratin-fiber.
(2) background technology
Along with making constant progress of textile fibres kind and printing technology, dyeing behavior to TEXTILE CHEMICALS dyestuff is also had higher requirement, but existing monochromatic active red dye, when it is applied to separately textile fibres dyeing, often because lifting force is inadequate, cause obtaining dark rich and gaudy color and luster, further apply thereby limited it.Therefore, the dyeing behavior of improving single component by compound synergic technology becomes the emphasis that industry is researched and developed, although patent CN1254735, CN1160421 etc. disclose a kind of composite active red dye, but still having much room for improvement aspect enhancing and depth, and existing composite orchil kind is still abundant not, also need further diversified.
(3) summary of the invention
The object of the invention is to provide a kind of active red dye composition, utilize the active red dye that the present invention makes to have colour fastness excellence, salt tolerant, alkali stability are good, and level-dyeing property, through-dyeing are good, the features such as circulation ratio and enhancing are good, applicable textile fibres is the dark dense dyeing of cellulosic fibre particularly.
The technical solution used in the present invention is:
A kind of active red dye composition, mainly comprise one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula the B component shown in (II), component A based on described and B component, component A mass content is 10%～90%, and B component mass content is 10%～90%;
In formula (I):
R
1for-H or-SO
3m
1, X
1for Cl or F, Y
1for-COOH ,-SO
2cH=CH
2,-SO
2c
2h
4oSO
3m
1, M
1for-H or alkali metal atom (be preferably-H or-Na);
In formula (II):
R
2for C
1～C
4alkyl or C
1～C
4alkoxyl group, X
2for Cl or F, Y
2for-CH=CH
2,-C
2h
4oSO
3m
2; M
2for-H or alkali metal atom (be preferably-H or-Na).-SO
2y
2be preferably placed at imino-(NH-) contraposition or a position, more select contraposition.
Preferably, the component A based on described and B component, component A mass content is 30%～70%, B component mass content is 30%～70%.
In described active red dye composition, also can comprise one or more structures suc as formula the component C shown in (III) and/or one or more structures suc as formula the component D shown in (IV), described component C and/or component D quality are not more than 50% (being preferably 5%～30%) of component A and B component quality sum;
In formula (III), X
3for Cl or F; R
3for H, C
1～C
4alkyl, C
1～C
4alkoxyl group or SO
3m
3; M
3for H or alkali metal atom;
In formula (IV), R
3for H or-CH
2sO
3m
4, X
4for Cl or F, Y
4for-CH=CH
2or-C
2h
4oSO
3m
4; M
4for-H or alkali metal atom.-SO
2y
4be preferably contraposition or a position replacement, more preferably para-orientation.
Described component A is preferably one of following or two or more mixture wherein:
Described B component is preferably one of following or two or more mixture wherein:
Described component C is preferably one of following or two or more mixture wherein:
Described component D is preferably one of following or two or more mixture wherein:
As best technical scheme, described active red dye composition is made up of component A and B component, and component A quality percentage composition is 20%～80%, and B component quality percentage composition is that quality percentage composition is 20%～80%; Described component A be compound (I-1), (I-3) and (I-7) in one or more, described B component is compound (II-1).
Or, described active red dye composition is by component A, B component, and component C and/or component D composition, component A based on described and B component, component A quality percentage composition is 20%～80%, and B component quality percentage composition is that quality percentage composition is 20%～80%, and component C and/or component D quality are not more than 40% (being preferably 5%～30%) of component A and B component quality sum; Described component A be compound (I-1), (I-3) and (I-7) in one or more, described B component is compound (II-1), described component C is compound (III-1), and described component D is compound (IV-2).
The dye composition of formula of the present invention (I)～formula (IV), can free acid (M
1～M
4for-H) or salt (M
1～M
4for alkali metal atom) form exist, preferably exist with the form of salt, described salt is preferably sodium salt (M
1～M
4for-Na).
Active red dye composition of the present invention, component A, B component, component C and the component D using can be synthetic by mode well known to those skilled in the art easily, as prepared according to the method described in patent US5359040, US4341699, JP60023453 and CN1447840 or similar method.
Red reactive dye composition of the present invention, its preparation method comprises formula (I)～formula (IV) dyestuff is mixed according to aforementioned proportioning, mixing can adopt conventional mechanical system to carry out, as at shredder, in kneader or clarifixator, carry out, in mixing process, single dyestuff (I), (II), (III) and (IV) can powdery, granular, the aqueous solution or resulting solution form exist, as single dyestuff (I), (II), (III) during and (IV) with the form blending of resulting solution, separating red reactive dyes mixture of the present invention from resulting solution can be undertaken by general known method, for example use ionogen (as sodium-chlor or Repone K) from reaction medium, dyestuff to be saltoutd and leached, or mixing solutions is evaporated, spraying is dry.
Active red dye composition of the present invention also can contain the coloration additive of various conventional uses in dyeing and dye formulations, its consumption can be selected according to actual needs, and additive and dyestuff weight ratio are (10～90) conventionally: (10～90).Described additive is electrolyte salt sodium sulfate, pH adjusting agent SODIUM PHOSPHATE, MONOBASIC, dust-proofing agent, solubility promoter, dispersion agent etc. such as.
Active red dye composition of the present invention, is specially adapted to the dyeing of cellulosic fibre material, as the printing and dyeing of cotton, fiber crops, regenerated fibre and yarn fabric thereof, in addition, is also applicable to the dyeing of tynex, protein fibre and yarn fabric thereof.Dyeing process can carry out according to known, usual dip-dye, pad dyeing and printing method.
Dip method is to adopt the electrolytic salt (as sodium sulfate, sodium-chlor) of knowing and the acid binding agent (as sodium carbonate, sodium hydroxide) of knowing to be used alone or as a mixture.Can once or in batches add in dye bath according to ordinary method.Also can further add dyeing auxiliaries (as levelling agent, retarding agent) etc., dyeing temperature is generally 40～90 ℃, and preferably dyeing temperature is 50～70 ℃, and dye bath ratio is generally 1: 5～50 (pollutants: staining fluid).
Pad dyeing rule, as cold-rolling heap staining method, makes the material of wish dyeing, utilizes neutral salt and acid binding agent (as water glass, sodium hydroxide) pad dyeing, then at room temperature banks up and dyes for 6～20 hours.Continuous one bathes pad dyeing method, is to mix with the acid binding agent of knowing and padding liquor, makes fabric carry out pad dyeing, then dry or vapour steaming colour fixing according to ordinary method; Two bathe pad dyeing methods be first with dyestuff to fabric pad dyeing, then with inorganic neutral salt and the acid binding agent known, dyeing and weaving thing is processed, dye fabric drying or vapour steaming colour fixing according to ordinary method by what processed.
Textile printing method, as single-phase Decal, to stick with paste containing the stamp of knowing acid binding agent, is imprinted on fabric, and with being dried or vapour steaming colour fixing; Two-phase stamp comprises stamp stick with paste and be imprinted on fabric after, immerse high temperature (90 ℃ or more than) containing fixation in the solution of inorganic neutral salt and acid binding agent.
Active red dye composition of the present invention, compatibleness is good, and enhancing is good, and solubleness and degree of fixation are high, and easily washing property is good, can obtain dark heavy colour and adjust while being applied to the printing and dyeing of the materials such as cellulosic fibre.
(4) embodiment
Below in conjunction with specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in this:
Be generally prepare and separate with the form of its salt according to the compound described in structural formula in an embodiment, preferred form is sodium salt, and is used for dyeing with the form of its salt.Compound described in embodiment, can adopt known method, is similarly synthesized with the form of free acid or the form of its salt, and except as otherwise noted, following " part " is folding hundred weight parts.
Embodiment 1:
The B component of the component A of 70 parts of formulas (I-1), 30 parts of formulas (II-1), 20 parts of Sodium sulfate anhydrous.min(99) (sodium sulfate), 5 parts of Dispersant MFs are carried out to dry powder blend at tempering tank, or dry after common dissolving, the dyes cotton obtaining is scarlet.
Embodiment 2:
By the component A of 60 parts of formulas (I-1), 15 parts of formulas (I-3),, the B component of 25 parts of formulas (II-1), 20 parts of Sodium sulfate anhydrous.min(99) carry out dry powder blend at tempering tank, or dry after common dissolving, the dyes that obtains is cotton is scarlet.
Embodiment 3:
According to the method described in embodiment 1, different is structure and the weight proportion of component A, B component, component C, component D in employing table 1, then adds 20 parts of Sodium sulfate anhydrous.min(99) to carry out Mixed Pinyin, and the dyes cotton obtaining is scarlet.
Table 1
Application Example:
Get the active red dye that embodiment 1～12 obtains, be dissolved in water, add Sodium sulfate anhydrous.min(99) 50g/L to be mixed with dye liquor.Dyeing concentration 2% (dyestuff is to cloth weight); bath raio 1: 15 (the heavy grams of cloth is to dye liquor volume milliliter number); insert at 60 ℃, cotton and adsorb 30 minutes; add alkali (sodium hydroxide 15g/L, sodium carbonate 10g/L) fixation 45 minutes; DYED FABRICS, through washing, soap boiling, dry, obtains the gorgeous scarlet dyeing and weaving thing of coloured light.Carry out washing fastness, fastness to rubbing and sunlight fastness test, its washing fastness >=4～5 grade according to ISO 105-C03, ISO 105X12, ISOZ80105-B103-B02; Dry fastness >=4～5 grade, fastness to wet rubbing >=3～4 grade; Sunlight fastness >=5 grade.
Claims (6)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110454989.XA CN102585549B (en) | 2011-12-30 | 2011-12-30 | Reactive red dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110454989.XA CN102585549B (en) | 2011-12-30 | 2011-12-30 | Reactive red dye composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102585549A CN102585549A (en) | 2012-07-18 |
| CN102585549B true CN102585549B (en) | 2014-06-04 |
Family
ID=46474815
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110454989.XA Expired - Fee Related CN102585549B (en) | 2011-12-30 | 2011-12-30 | Reactive red dye composition |
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Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104774484B (en) * | 2014-12-29 | 2017-02-22 | 浙江科永化工有限公司 | Reactive red dye composition |
| CN111303660A (en) * | 2018-12-12 | 2020-06-19 | 台湾永光化学工业股份有限公司 | Red reactive dye composition and use thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5980590A (en) * | 1995-12-28 | 1999-11-09 | Dystar Texilfarben Gmbh & Co. Deutschland Kg | Dyestuff mixtures of water-soluble fiber-reactive azo dyestuffs, processes for their preparation and their use |
| US6136045A (en) * | 1998-08-13 | 2000-10-24 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Dye mixture comprising water-soluble fiber-reactive azo dyes, preparation thereof and use thereof |
| CN1861696A (en) * | 2006-06-19 | 2006-11-15 | 湖北华丽染料工业有限公司 | Ozo dye mixture |
| CN101935466A (en) * | 2010-08-26 | 2011-01-05 | 浙江科永化工有限公司 | A kind of reactive red dye composition |
-
2011
- 2011-12-30 CN CN201110454989.XA patent/CN102585549B/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5980590A (en) * | 1995-12-28 | 1999-11-09 | Dystar Texilfarben Gmbh & Co. Deutschland Kg | Dyestuff mixtures of water-soluble fiber-reactive azo dyestuffs, processes for their preparation and their use |
| US6136045A (en) * | 1998-08-13 | 2000-10-24 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Dye mixture comprising water-soluble fiber-reactive azo dyes, preparation thereof and use thereof |
| TW564255B (en) * | 1998-08-13 | 2003-12-01 | Dystar Textilfarben Gmbh & Co | Dye mixture comprising water-soluble fiber-reactive azo dyes, preparation thereof and use thereof |
| CN1861696A (en) * | 2006-06-19 | 2006-11-15 | 湖北华丽染料工业有限公司 | Ozo dye mixture |
| CN101935466A (en) * | 2010-08-26 | 2011-01-05 | 浙江科永化工有限公司 | A kind of reactive red dye composition |
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| Publication number | Publication date |
|---|---|
| CN102585549A (en) | 2012-07-18 |
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