CN101418138A - Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof - Google Patents
Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof Download PDFInfo
- Publication number
- CN101418138A CN101418138A CNA2007100473700A CN200710047370A CN101418138A CN 101418138 A CN101418138 A CN 101418138A CN A2007100473700 A CNA2007100473700 A CN A2007100473700A CN 200710047370 A CN200710047370 A CN 200710047370A CN 101418138 A CN101418138 A CN 101418138A
- Authority
- CN
- China
- Prior art keywords
- dyestuff
- general formula
- dyeing
- reactive dye
- dye
- Prior art date
- 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.)
- Granted
Links
- 239000000985 reactive dye Substances 0.000 title claims abstract description 52
- 239000002131 composite material Substances 0.000 title claims description 13
- 238000004043 dyeing Methods 0.000 title abstract description 38
- 150000003839 salts Chemical class 0.000 title description 8
- 239000000975 dye Substances 0.000 claims abstract description 153
- 239000000203 mixture Substances 0.000 claims abstract description 45
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 30
- 239000000463 material Substances 0.000 claims description 11
- 229910052728 basic metal Inorganic materials 0.000 claims description 4
- 150000003818 basic metals Chemical class 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 229910017053 inorganic salt Inorganic materials 0.000 abstract description 9
- 230000002708 enhancing effect Effects 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 210000004243 sweat Anatomy 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 8
- KUIXZSYWBHSYCN-UHFFFAOYSA-L remazol brilliant blue r Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=C2C(=O)C3=CC=CC=C3C(=O)C2=C1NC1=CC=CC(S(=O)(=O)CCOS([O-])(=O)=O)=C1 KUIXZSYWBHSYCN-UHFFFAOYSA-L 0.000 description 8
- 229910052938 sodium sulfate Inorganic materials 0.000 description 8
- 235000011152 sodium sulphate Nutrition 0.000 description 8
- 235000015598 salt intake Nutrition 0.000 description 7
- 238000000034 method Methods 0.000 description 5
- 239000004744 fabric Substances 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- GCFAQSYBSUQUPL-UHFFFAOYSA-I pentasodium 5-[[4-chloro-6-[3-(2-sulfonatooxyethylsulfonyl)anilino]-1,3,5-triazin-2-yl]amino]-3-[(1,5-disulfonatonaphthalen-2-yl)diazenyl]-4-hydroxynaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].Oc1c(N=Nc2ccc3c(cccc3c2S([O-])(=O)=O)S([O-])(=O)=O)c(cc2cc(cc(Nc3nc(Cl)nc(Nc4cccc(c4)S(=O)(=O)CCOS([O-])(=O)=O)n3)c12)S([O-])(=O)=O)S([O-])(=O)=O GCFAQSYBSUQUPL-UHFFFAOYSA-I 0.000 description 3
- UIEBGVDTKLYGTN-UHFFFAOYSA-J tetrasodium;7-[[2-(carbamoylamino)-4-[[4-chloro-6-[3-(2-sulfonatooxyethylsulfonyl)anilino]-1,3,5-triazin-2-yl]amino]phenyl]diazenyl]naphthalene-1,3,6-trisulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C=1C=C(N=NC=2C(=CC3=CC(=CC(=C3C=2)S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O)C(NC(=O)N)=CC=1NC(N=1)=NC(Cl)=NC=1NC1=CC=CC(S(=O)(=O)CCOS([O-])(=O)=O)=C1 UIEBGVDTKLYGTN-UHFFFAOYSA-J 0.000 description 3
- 239000002351 wastewater Substances 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002932 luster Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000004045 reactive dyeing Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- BMCYONWPAXGKRH-UHFFFAOYSA-N 2-[3-(ethylamino)phenyl]sulfonylethyl hydrogen sulfate Chemical compound CCNC1=CC=CC(S(=O)(=O)CCOS(O)(=O)=O)=C1 BMCYONWPAXGKRH-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 244000226150 Mangifera foetida Species 0.000 description 1
- 235000001273 Mangifera foetida Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- KXXFHLLUPUAVRY-UHFFFAOYSA-J [Na+].[Na+].[Na+].[Cu++].[O-]C(=O)C1=CC=C(C=C1N=N[C-](N=NC1=C([O-])C(NC2=NC(F)=NC(NCCOCCS(=O)(=O)C=C)=N2)=CC(=C1)S([O-])(=O)=O)C1=CC=CC=C1)S([O-])(=O)=O Chemical compound [Na+].[Na+].[Na+].[Cu++].[O-]C(=O)C1=CC=C(C=C1N=N[C-](N=NC1=C([O-])C(NC2=NC(F)=NC(NCCOCCS(=O)(=O)C=C)=N2)=CC(=C1)S([O-])(=O)=O)C1=CC=CC=C1)S([O-])(=O)=O KXXFHLLUPUAVRY-UHFFFAOYSA-J 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000002306 biochemical method Methods 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- HFIYIRIMGZMCPC-UHFFFAOYSA-J chembl1326377 Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC(=CC=3)S(=O)(=O)CCOS([O-])(=O)=O)C(O)=C2C(N)=C1N=NC1=CC=C(S(=O)(=O)CCOS([O-])(=O)=O)C=C1 HFIYIRIMGZMCPC-UHFFFAOYSA-J 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- -1 formamido- Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229940045641 monobasic sodium phosphate Drugs 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride 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
Landscapes
- Coloring (AREA)
Abstract
The invention provides an atroceruleous reactive dye composition for hypohaline dyeing, which comprises one or a plurality of types of dye as shown by a general formula (1) and one or a multiple kinds of dye as shown by a general formula (2) which are mixed with each other in proportion. The atroceruleous reactive dye composition has bright and beautiful color and superior dyeing performance and dyeing fastness. People are pleasantly surprised by the fact that the amount of inorganic salt used under the condition of dyeing is only approximately one half of that of the prior art when the atroceruleous reactive dye composition is applied to hypohaline dyeing. The fixation rate, the lifting property and the leveling property of the reactive dye composition and the compatibility of the reactive dye composition when being dyed together with other commonly used red reactive dye and yellow reactive dye are obviously improved compared with the dye as shown in the formula (1).
Description
Technical field
The present invention relates to navy blue reactive dye composition that a kind of low salt dyeing uses and the tint applications on filamentary material thereof.
Background technology
Reactive dyestuffs with beautiful in colour, chromatogram is complete, application is easy, with low cost, fastness is good and celebrated.But in the traditional dyeing of cellulosic fibre,, usually must add a large amount of inorganic salt (as sodium-chlor or sodium sulfate) and urge to dye for improving the dye uptake and the degree of fixation of reactive dyestuffs.Different according to the breed structure of reactive dyestuffs and color and luster are shortly dyed used traditional technology and are generally 30～120g/L with the salt amount.Although the processing to organic compound in the dyeing waste water obtains remarkable progress at present, the dyeing waste water of supersalinity is difficult to handle by simple materialization and biochemical method.
Therefore, the environmental pollution problem of active dye printing waste water receives people's serious concern day by day.
C.I. Reactive Blue 19 100 # is that well-known anthraquinone is the dark blue reactive dye kind.This dyestuff becomes clear with lovely luster and good light fastness and sweat proof light fastness is good at.But defective is that its fastness to chlorine, level-dyeing property and solubleness are unsatisfactory, is difficult to excellent consistency again and dyes together with the Huang of using always, red reactive dyes, thereby be difficult to satisfy the demand of current printing and dyeing, limits its widespread use.
In recent years, in this area C.I. Reactive Blue 19 100 # composition or mixture have been done extensive studies.Patent application related to the present invention has following seven pieces:
1.CN 1580132 (2005) (Hua Bachang is dyed in Shanghai)
2.WO 2005/090485 (Ciba Specialty Chemicals Holding Inc)
3.CN 1934195 (2007) (Huntsman Advanced Materials Sw)
4.JP 2006-28350 (SUMITOMO CHEMICAL company)
5.JP 7207180 (1995) (Mitsubishi changes into company)
6.JP 8048903 (1996) (Mitsubishi changes into company)
7.EP 905201 (1999) (Bezema companies)
In these patents or the patent application, use C.I. Reactive Blue 222 and derivative thereof, C.I. reactive black 5 and derivative thereof, C.I. Reactive Blue 221 and derivative thereof and dark blue reactive dye (dyestuff III) respectively, # carries out modification to the C.I. Reactive Blue 19 100, to improve or to improve some defective on its dyeing behavior, for example improve and improve its level-dyeing property, enhancing and degree of fixation etc.
(dyestuff III)
Comprehensive dyeing behavior of the navy blue reactive dye composition of above-mentioned patent or patent application still remains further to improve and improve.
The inventor is by great deal of experimental, and surprised discovery contains one or more dark blue reactive dyes of following general formula (2) expression and the dye composite of one or more dark blue reactive dyes that general formula (1) is represented has good dyeing behavior and every dyefastness.Particularly pleasantly surprised is that this dye composite has excellent low salt dyeing performance.
For this reason, success of the present invention a kind of low salt dyeing usefulness is provided, and have the good dyeing behavior and the navy blue reactive dye composition of every dyefastness.
Summary of the invention
One of purpose of the present invention provides a kind of one or more dark blue reactive dyes of general formula (2) expression and dye composite of one or more dark blue reactive dyes that general formula (1) is represented of containing, and it has very excellent dyeing behavior and every fastness.
Particularly pleasantly surprised is that this dye composite has excellent low salt dyeing performance.
Meanwhile, this dye composite is compared with one or more dark blue reactive dyes of general formula (1) expression, and its degree of fixation and enhancing rate obviously improve.Particularly importantly, this dye composite has and other red, excellent compatibility that Yellow active dye dyes altogether commonly used.
Navy dye composite provided by the invention comprise the certain proportion blended 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:
General formula (1)
In the formula: Y
1Be selected from-CH
2CH
2OSO
3M and-CH=CH
2
M is selected from H and basic metal;
R
1Be selected from H, C
1～C
4Alkyl, C
1～C
4Alkoxyl group and carboxyl.
General formula (2)
In the formula: X
1And X
2Be selected from Cl, F and OH;
M is selected from H and basic metal;
R
2And R
3Be selected from H, CH
3And C
2H
5
Y
2Be selected from-CH
2CH
2OSO
3M ,-CH
2CH
2OH and-CH=CH
2
R
6Be selected from-H ,-CH
3,-Cl and-SO
2Y
3
Y
3Be selected from-H ,-CH
2CH
2OSO
3M ,-CH
2CH
2OH and-CH=CH
2
The present invention also provides above-mentioned navy blue reactive dye composition containing carbonyl and/or formamido-material, particularly the application in the filamentary material dyeing.
Navy blue reactive dye composition of the present invention has excellent dyeing behavior and every dyefastness, and with the consistency of other red, excellence that Yellow active dye dyes altogether commonly used.
Embodiment
Comprise the dyestuff of one or more general formulas (1) expression and the dyestuff of one or more general formulas (2) expression in the dye composite of the present invention.
In dye composite of the present invention, the dyestuff of general formula (1) expression (being called for short dyestuff I) is 90～40:10～60,80～50:20～50 with the weight ratio of the dyestuff (being called for short dyestuff II) of general formula (2) expression, preferably 70～60:30～40.
One preferred embodiment in, in the general formula (1)-SO
2Y
1Group is positioned on the benzene nucleus-the NH-group between position or contraposition, R
1Group is positioned on the benzene nucleus-ortho position of NH-group.
Another preferred embodiment in, in the general formula (2)-SO
2Y
2Group is positioned on the benzene nucleus-the NH-group between position or contraposition.
Another preferred embodiment in, the R in the general formula (2)
4Group is selected from
Group, then R
5Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group; R
6Group is positioned on the benzene nucleus-contraposition or a position of NH-group.
Among the present invention, the dyestuff of general formula (1) expression for example comprises following example:
(dyestuff I-1)
(dyestuff I-2)
(dyestuff I-3)
(dyestuff I-4)
(dyestuff I-5)
The dyestuff example of formula of of the present invention (2) expression comprises following example:
(dyestuff II-1)
(dyestuff II-2)
(dyestuff II-3)
(dyestuff II-4)
(dyestuff II-5)
(dyestuff II-6)
The reactive dyestuffs of general formula (1) and general formula (2) expression are known dye.
The reactive dyestuffs of general formula (1) expression are well-known C.I. Reactive Blue 19 100, and many documents disclose the structure and the synthetic method thereof of these reactive dyestuffs, and for example CN 1034012 (1989).
JP 2001-2952, JP 2001-200175, JP 2001-214086, JP 2001-207076, JP 2001-335718, JP 2001-329187, JP 2001-323181, JP 2002-20646 disclose the structure and the synthetic method thereof of the dyestuff of general formula (2) expression respectively.
Navy blue reactive dye composition of the present invention also can contain the dye additive of various conventional uses in dyeing and dye formulations, and its consumption can be selected by actual needs, and there is no particular limitation, generally is no more than 20 weight %.Inorganic salts for example is as NaCl, Na
2SO
4, content 0-10 weight %, dispersant 0-10 weight %, the pH regulator agent, as SODIUM PHOSPHATE, MONOBASIC or Sodium phosphate dibasic, content 0-5 weight %, dust-proofing agent 0-10 weight %, solubility promoter 1-15 weight %.The present composition also can be made up of general formula (1) dyestuff and general formula (2) dyestuff of above-mentioned weight ratio basically.
The preparation method of navy blue reactive dye composition of the present invention comprises above-mentioned general formula (1) dyestuff and general formula (2) dyestuff weight ratio is in accordance with regulations mixed.Mix available various ordinary method, as the mechanically mixing method.During mixing, general formula (1) dyestuff and general formula (2) dyestuff can powder types, or with particle form, or exist with aqueous solution form.For example, mixing step can carry out in suitable shredder such as ball mill or needle mill and in kneader or mixing machine.
Navy blue reactive dye composition of the present invention is suitable for dyeing and various widely material thereof, the material that particularly contains carboxyl and/or formamido-, filamentary material more especially, for example cotton, flax and hemp fibre, and Mierocrystalline cellulose and regenerated cellulose, polyester or polyamide fiber material etc.
Navy blue reactive dye composition of the present invention can be applied to filamentary material and is fixed on the fiber with several different methods as known in the art, for example can dye with dip-dye method or pad dyeing method.
Every testing method of embodiment
Every performance of following embodiment is tested by following every testing method:
1. soaping fastness: measure by international standard ISO 105 C03.
2. fastness to chlorine: measure by international standard ISO 105 E03.
3. light fastness: measure by international standard ISO 105 B02.
4. dye uptake: prepare two parts of identical dye baths, be respectively A, B.Do not put cloth specimen in the A dye bath.A, B two dye baths are dyeed by the standard dyeing.After dyeing finishes, draw A, B dyeing residual liquid 10mL, constant volume is 500mL respectively.A behind the constant volume, B dyeing residual liquid are diluted to certain multiple M
A, M
B, test the absorptance values X of its diluent when maximum absorption wavelength
A, X
B(X
A, X
BShould be between 0.2-0.7.)
5. enhancing rate: press dye dosage 0.5%, 1%, 2%, 4%, 6%, 8%, 10% preparation dye liquor respectively, dye by the standard dyeing.Cloth specimen after soaping, dry after the dyeing is surveyed its K/S value on the color measurement and color match instrument, make the trend map of K/S value-dye dosage, be the enhancing rate curve of reactive dyestuffs.
6. the dyeing of different inorganic salt consumptions
7. press inorganic salt consumption 10g/L respectively, 30g/L, 50g/L prepare dye liquor, dye by the standard dyeing.Cloth specimen after soaping, dry after the dyeing is surveyed its K/S value on the color measurement and color match instrument, make the trend map of K/S value-dye dosage, be the dyeing of the different inorganic salt consumptions of reactive dyestuffs.
The employed dye composite of embodiment
Employed dye composite and reference reactive dye compositions and homogencous dyes are listed in table 1 in the embodiment of the invention.Comprise following content:
1. the different ratios composition of dark blue reactive dye of the present invention;
2. the navy blue reactive dye composition of other known patent or mixture;
Be C.I. Reactive Blue 19 100 #+ dyestuff III
C.I. Reactive Blue 19 100 #+ dyestuff IV
(dyestuff III)
(dyestuff IV)
3.C.I. Reactive Blue 19 100 #
Table 1
Numbering reactive dyestuffs title is formed
1 A, 70% dyestuff I-1+30% dyestuff II-1
2 B, 70% dyestuff I-1+30% dyestuff II-2
3 C, 80% dyestuff I-4+20% dyestuff II-1
4 D, 60% dyestuff I-1+10% dyestuff I-3+30% dyestuff II-1
5 E, 50% dyestuff I-1+50% dyestuff II-1
Reference 1 W 70% dyestuff I-1+30% dyestuff III
Reference 2 X 70% dyestuff I-1+30% dyestuff IV
Reference 3 Y 50% dyestuff I-1+50% dyestuff III
Reference 4 Z 50% dyestuff I-1+50% dyestuff IV
Reference 5 U 100% dyestuff I-1
Reference 6 V 100% dyestuff II-1
Embodiment 1
The stain test of different inorganic salt consumptions
When dye uptake is different time points fabric on the amount of dying dye yield (testing apparatus: computer color measurement and color match instrument; Model: QuestXE; Producer: HunterLab) account for the weight percent of used dyestuff.Therefore, when dyeing, each time point of dyestuff colouring is measured and is calculated first dye uptake S value, final dye uptake E value and its result of degree of fixation F value respectively and is shown in table 2～4 respectively.
1. reactive dye compositions of the present invention (dyestuff A)
Table 2
Dye level: 3%o.w.f.
| The sodium sulfate consumption | The S value | The E value | The F value |
| 50g/L | 47.8％ | 94.5％ | 78.7％ |
| 30g/L | 42.7％ | 91.6％ | 73.8％ |
| 10g/L | 33.0％ | 85.0％ | 68.0％ |
2. reference reactive dye compositions (dyestuff W)
Table 3
Dye level: 3%o.w.f.
| The sodium sulfate consumption | The S value | The E value | The F value |
| 50g/L | 32.1％ | 87.1％ | 71.4％ |
| 30g/L | 23.9％ | 82.1％ | 67.2％ |
| 10g/L | 14.9％ | 72.8％ | 57.3％ |
3. reference reactive dye compositions (dyestuff X)
Table 4
Dye level: 3%o.w.f.
| The sodium sulfate consumption | The S value | The E value | The F value |
| 50g/L | 40.0％ | 90.8％ | 74.1％ |
| 30g/L | 31.4％ | 86.3％ | 68.0％ |
| 10g/L | 20.4％ | 77.2％ | 60.1％ |
By the data of table 2～4 as seen, reactive dyeing reaches same S value, E value, F value, and the inorganic salt consumption of reactive dye compositions dyestuff A of the present invention can lack 20g/L than dyestuff W, dyestuff X, has significantly reduced the pollution to environment like this.
Embodiment 2
The stain test of different inorganic salt consumptions
1. reactive dye compositions of the present invention (dyestuff E)
Table 5
Dye level: 3%o.w.f.
| The sodium sulfate consumption | The S value | The E value | The F value |
| 50g/L | 44.4％ | 91.2％ | 75.6％ |
| 30g/L | 39.1％ | 89.0％ | 70.2％ |
| 10g/L | 30.3％ | 82.1％ | 65.3％ |
2. reference reactive dye compositions (dyestuff Y)
Table 6
Dye level: 3%o.w.f.
| The sodium sulfate consumption | The S value | The E value | The F value |
| 50g/L | 37.1％ | 84.5％ | 68.0％ |
| 30g/L | 20.2％ | 79.3％ | 64.4％ |
| 10g/L | 18.4％ | 69.2％ | 54.4％ |
3. reference reactive dye compositions (dyestuff Z)
Table 7
Dye level: 3%o.w.f.
| The sodium sulfate consumption | The S value | The E value | The F value |
| 50g/L | 36.8％ | 87.3％ | 71.0％ |
| 30g/L | 28.4％ | 83.1％ | 64.8％ |
| 10g/L | 17.8％ | 74.2％ | 57.3％ |
By the data of table 2～4 as seen, reactive dyeing reaches same S value, E value, F value, and the inorganic salt consumption of reactive dye compositions dyestuff E of the present invention can lack 20g/L than dyestuff Y, dyestuff Z, has significantly reduced the pollution to environment like this.
Embodiment 3
Compatibility test
Test navy blue reactive dye composition of the present invention and its composition dyestuff as stated above respectively, and C.I. REACTIVE Yellow 145 #, C.I. REACTIVE Red 195 # on dye curve.Its data are listed in table 8
Table 8
Dye curve (dyestuff 2%o.w.f., sodium sulfate 40g/L, yellow soda ash 20g/L) on dark blue reactive dye of the present invention and C.I. REACTIVE Yellow 145 and the C.I. REACTIVE Red 195
By above data as can be seen, dark blue reactive dye of the present invention has very good consistency with Yellow active dye (C.I. REACTIVE Yellow 145) and the red reactive dyes (C.I. REACTIVE Red 195) used always.
Embodiment 4
The enhancing rate test
Test the enhancing rate of navy blue reactive dye composition of the present invention as stated above respectively, # compares with the C.I. Reactive Blue 19 100, and its enhancing rate improves a lot.Data are listed in table 9.
Table 9
1％ 2％ 4％ 6％
The dyestuff title
Enhancing rate (%) enhancing rate (%) enhancing rate (%) enhancing rate (%)
Dyestuff A 147.63 150 150.08 143.96
Dyestuff B 142.06 150.00 144.63 133.44
Dyestuff U (reference) 100* 100* 100* 100*
U is 100 with the reference dyestuff, lists relative value.
Embodiment 5
Every dyefastness test
Every dyefastness of dyestuff A of the present invention and dyestuff B, its data are as follows after tested:
Dyestuff A: 4 grades of washing fastness 4-5 levels, light fastness 4-5 level, sweat light fastness (sour sweat) 4-5 level, sweat light fastness (alkali sweat)
Dyestuff B: 4 grades of washing fastness 4-5 levels, 4 grades of light fastnesss, sweat light fastness (sour sweat) 4-5 level, sweat light fastness (alkali sweat).
Claims (10)
1. navy blue reactive 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.
General formula (1)
In the formula: Y
1Be selected from-CH
2CH
2OSO
3M and-CH=CH
2
M is selected from H and basic metal;
R
1Be selected from H, C
1～C
4Alkyl, C
1～C
4Alkoxyl group and carboxyl.
General formula (2)
In the formula: X
1And X
2Be selected from Cl, F and OH;
M is selected from H and basic metal;
R
2And R
3Be selected from H, CH
3And C
2H
5
Y
2Be selected from-CH
2CH
2OSO
3M ,-CH
2CH
2OH and-CH=CH
2
R
4Be selected from-CN ,-CH
2CH
2OH and
In the following formula: R
5Be selected from-SO
3M and H;
R
6Be selected from-H ,-CH
3,-Cl and-SO
2Y
3
Y
3Be selected from-H ,-CH
2CH
2OSO
3M ,-CH
2CH
2OH and-CH=CH
2
2. the described navy blue reactive dye composition of claim 1, its characteristic are that one or more of general formula (1) expression dye
Material is general formula (a 1) dyestuff with the weight ratio of one or more dyestuffs of general formula (2) expression
General formula (2) dyestuff=90～40:10～60.
3. the described navy blue reactive dye composition of claim 2, its characteristic is that the weight ratio of one or more dyestuffs of one or more dyestuffs of general formula (1) expression and general formula (2) expression is general formula (a 1) dyestuff: general formula (2) dyestuff=80～50:20～50.
4. the described navy blue reactive dye composition of claim 1, its characteristic be, in the general formula (1)-and SO
2Y
1Group is positioned on the benzene nucleus-the NH-group between position or contraposition, R
1Group is positioned on the benzene nucleus-ortho position of NH-group.
5. the described navy blue reactive dye composition of claim 4, its characteristic is that general formula (1) is selected from following dyestuff:
(dyestuff I-1)
(dyestuff I-2)
(dyestuff I-3)
(dyestuff I-4)
(dyestuff I-5).
6. the described navy blue reactive dye composition of claim 1, its characteristic be, in the general formula (2)-and SO
2Y
2Group is positioned on the benzene nucleus-the NH-group between position or contraposition.
7. the described navy blue reactive dye composition of claim 1, its characteristic are, R in the general formula (2)
5Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group; R
6Group is positioned on the benzene nucleus-contraposition or a position of NH-group.
8. claim 1,6 or 7 described navy blue reactive dye compositions, its characteristic is that general formula (2) is selected from:
(dyestuff II-1)
(dyestuff II-2)
(dyestuff II-3)
(dyestuff II-4)
(dyestuff II-5)
(dyestuff II-6).
9. the described navy blue reactive dye composition of claim 1, its characteristic is that M is selected from H, Na and K.
Among the claim 1-9 each described navy blue reactive dye composition in the tint applications that contains carbonyl and/or formamido-material, particularly filamentary material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100473700A CN101418138B (en) | 2007-10-24 | 2007-10-24 | Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100473700A CN101418138B (en) | 2007-10-24 | 2007-10-24 | Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101418138A true CN101418138A (en) | 2009-04-29 |
| CN101418138B CN101418138B (en) | 2012-05-09 |
Family
ID=40629147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007100473700A Active CN101418138B (en) | 2007-10-24 | 2007-10-24 | Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101418138B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102329522A (en) * | 2011-09-29 | 2012-01-25 | 天津德凯化工股份有限公司 | Reactive dye and preparation method thereof |
| CN102433026A (en) * | 2011-09-29 | 2012-05-02 | 天津德凯化工股份有限公司 | Black active dye for pure cotton or cotton and wool blended textile dyeing and preparation method thereof |
| CN102850823A (en) * | 2012-09-28 | 2013-01-02 | 浙江亿得化工有限公司 | Composite anthraquinone-type cobalt blue reactive dye |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006022447A (en) * | 2004-07-09 | 2006-01-26 | Sumitomo Chemical Co Ltd | Method for dyeing soybean protein-containing fiber |
| JP2006052249A (en) * | 2004-08-10 | 2006-02-23 | Sumitomo Chemical Co Ltd | Reactive dyestuff composition and method of dyeing |
| GB0425551D0 (en) * | 2004-11-19 | 2004-12-22 | Dystar Textilfarben Gmbh & Co | New reactive dyes |
-
2007
- 2007-10-24 CN CN2007100473700A patent/CN101418138B/en active Active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102329522A (en) * | 2011-09-29 | 2012-01-25 | 天津德凯化工股份有限公司 | Reactive dye and preparation method thereof |
| CN102433026A (en) * | 2011-09-29 | 2012-05-02 | 天津德凯化工股份有限公司 | Black active dye for pure cotton or cotton and wool blended textile dyeing and preparation method thereof |
| CN102329522B (en) * | 2011-09-29 | 2016-08-03 | 天津德凯化工股份有限公司 | A kind of reactive dye and preparation method thereof |
| CN102850823A (en) * | 2012-09-28 | 2013-01-02 | 浙江亿得化工有限公司 | Composite anthraquinone-type cobalt blue reactive dye |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101418138B (en) | 2012-05-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102757667B (en) | Red reactive dye composition and dyeing application thereof on fiber | |
| CN101497747B (en) | Red reactive dye composition and application thereof | |
| CN101368008B (en) | Navy blue reactive dye composition and dyeing uses in fibrous material thereof | |
| CN102585553B (en) | Navy-blue reactive dye composition and dyeing application thereof | |
| CN102115613B (en) | Blue reactive dye composition and dyeing application to fiber material thereof | |
| CN102876084B (en) | Reactive dye composition and application thereof to fabric dyeing | |
| CN101457032B (en) | Dark blue reactive dye composition for cotton and dyeing use thereof | |
| CN101597435A (en) | Yellow active dye composition and application thereof | |
| CN101418138B (en) | Navy blue reactive dyes composite for low salt dyeing and dyeing application thereof | |
| CN102321391B (en) | Three primary color reactive dye composition, and dyeing application of three primary color reactive dye composition in fiber | |
| CN106479223A (en) | Yellow active dye composition and its tint applications on fiber and method | |
| CN101440227B (en) | Yellow reactive dye composition and use thereof | |
| CN102115612B (en) | Dark blue active dye composition and application thereof in dyeing fibers | |
| CN102485802B (en) | Navy blue reactive dye composition and its application in fiber dyeing | |
| CN102304299B (en) | Tricolor reactive dye composition and application thereof in dyeing fibers | |
| CN102115614B (en) | Navy blue reactive dye composite and dyeing application thereof to fiber | |
| CN102295840B (en) | Navy blue reactive dye composition and dyeing application thereof to fibers | |
| CN102311668B (en) | Blue reactive dye composition and dying application thereof on fiber | |
| CN103554993A (en) | Red active dye composition and dyeing application thereof to fibers | |
| CN115537037A (en) | Black reactive dye and preparation method and application thereof | |
| CN102766355B (en) | Anthraquinone blue dye composition and dyeing applications of same to fibers | |
| CN102295841B (en) | Navy reactive dye composition and dyeing application thereof in fiber | |
| CN101613536B (en) | Navy active dye composition and dyeing application thereof | |
| CN102766354B (en) | Blue reactive dye composition and dyeing applications of same to fibers | |
| CN102206427B (en) | Yellow reactive dye composition and its application in dyeing of fiber |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C53 | Correction of patent of invention or patent application | ||
| CB02 | Change of applicant information |
Address after: Five road 201812 Shanghai city Jiading District Jiangqiao Fengbang Po Garden No. 301 Applicant after: SHANGHAI ARGUS TEXTILE CHEMICAL Co.,Ltd. Address before: Five road 201812 Shanghai city Jiading District Jiangqiao Fengbang Po Garden No. 301 Applicant before: SHANGHAI ARGUS TEXTILE CHEMICA |
|
| COR | Change of bibliographic data |
Free format text: CORRECT: APPLICANT; FROM: YANYUN TEXTILE CHEMICAL CO., LTD., SHANGHAI TO: SHANGHAI ARGUS TEXTILE CHEMICAL CO., LTD. |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C56 | Change in the name or address of the patentee | ||
| CP02 | Change in the address of a patent holder |
Address after: 200231 Shanghai city Xuhui District Yindu Road No. 388 building 16 room 275-278 Patentee after: SHANGHAI ARGUS TEXTILE CHEMICAL Co.,Ltd. Address before: Five road 201812 Shanghai city Jiading District Jiangqiao Fengbang Po Garden No. 301 Patentee before: SHANGHAI ARGUS TEXTILE CHEMICAL Co.,Ltd. |
|
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20220804 Address after: No.388, Jinyuan 6th Road, Jiading District, Shanghai, 201812 Patentee after: ARGUS (SHANGHAI) TEXTILE AUXILIARY Co.,Ltd. Address before: Room 275-278, building 16, 388 Yindu Road, Xuhui District, Shanghai 200231 Patentee before: SHANGHAI ARGUS TEXTILE CHEMICAL Co.,Ltd. |