CN102604427A - Anthraquinone blue acidic dye composition and dyeing application of composition on fiber - Google Patents
Anthraquinone blue acidic dye composition and dyeing application of composition on fiber Download PDFInfo
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- CN102604427A CN102604427A CN2012100175755A CN201210017575A CN102604427A CN 102604427 A CN102604427 A CN 102604427A CN 2012100175755 A CN2012100175755 A CN 2012100175755A CN 201210017575 A CN201210017575 A CN 201210017575A CN 102604427 A CN102604427 A CN 102604427A
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- 0 Cc(c(*(*)=O)c1)ccc1Nc(c(C(c1ccccc11)=O)c2C1=O)cc(S(O)(=O)=O)c2N Chemical compound Cc(c(*(*)=O)c1)ccc1Nc(c(C(c1ccccc11)=O)c2C1=O)cc(S(O)(=O)=O)c2N 0.000 description 1
- LQWXDEOZWGMSAR-UHFFFAOYSA-N Cc(c(N)c(C)c(S(O)(=O)=O)c1C)c1Nc(cc(c(N)c1C(c2c3cccc2)=O)S(O)(=O)=O)c1C3=O Chemical compound Cc(c(N)c(C)c(S(O)(=O)=O)c1C)c1Nc(cc(c(N)c1C(c2c3cccc2)=O)S(O)(=O)=O)c1C3=O LQWXDEOZWGMSAR-UHFFFAOYSA-N 0.000 description 1
- ZOHPJXCEVYGLJT-UHFFFAOYSA-N Nc1cc(Nc(c(C(c2c3cccc2)=O)c2C3=O)cc(S(O)(=O)=O)c2N)ccc1S(O)(=O)=O Chemical compound Nc1cc(Nc(c(C(c2c3cccc2)=O)c2C3=O)cc(S(O)(=O)=O)c2N)ccc1S(O)(=O)=O ZOHPJXCEVYGLJT-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention provides an anthraquinone blue acidic dye composition. The dye composition comprises one or more dye compounds selected from compounds of a general formula (1) and one or more dye compounds selected from compounds of a general formula (2). The anthraquinone blue acidic dye composition of the invention has the advantages of gorgeous color and excellent fastness. The soaping fastness of the dye composition of the invention is obviously higher than soaping fastnesses of dyes of the general formula (1). The anthraquinone blue acidic dye composition of the invention can be successfully applied to the dyeing of protein fibers, polyamide fibers and blended products. The general formula (1) and the general formula (2) are shown in the specification.
Description
Technical field
The present invention relates to a kind of anthraquinone type Vickery blue compsn and the tint applications on filamentary material thereof.Particularly, the present invention relates to a kind of anthraquinone type Vickery blue compsn and the tint applications on protein fibre and tynex thereof.
Background technology
The present invention is intended to develop that a kind of coloured light is gorgeous, dyeing behavior is excellent, the anthraquinone type Vickery blue compsn of dyefastness excellent protein fiber and tynex dyeing usefulness.It is actually rare that the dyeing property that has above-mentioned excellence concurrently is used for Vickery blue or its compsn of protein fibre and tynex.
Current anthraquinone type Vickery blue is many to be starting raw material with the bromamine acid.Wherein enjoy great prestige quality for a long time, when pushing away C.I.Acid Blue 324.This kind was promptly developed as far back as the thirties in last century.This kind is synthetic convenient, has certain dyeing behavior characteristics, receives the favor of dyeing deeply, and is widely used.
The representative structure of C.I.Acid Blue 324 is following:
Secular practice shows that there is certain dyeing behavior defective in this dye species, and it is bigger especially to wash variable color, is not suitable for as dying middle dark color, causes each major company of the world to adopt the mode of compsn to improve these defectives.
The mode that adopts C.I.Acid Blue 324 homologues to piece together mixing composition, the patent of delivering has:
US?4579561(1986)(Crompton?Knowles)
US?4773914(1988)(Bayer)
US?6030420(2000)(Ciba?S.C.)
CN 101228237 (2008) (Krairi Anter Finanace (BVI) Co., Ltd.)
US?2009/0100611(Clariant)
EP?0924266(1996)(Ciba?S.C.)
The patent that adopts C.I.Acid Blue 324 and other Vickery blue to piece together mixing composition has:
US?4402704(1983)(Ciba?Geigy)
US?4537598(1985)(Ciba?Geigy)
US?4954563(1990)(Ciba?Geigy)
US?5131919(1992)(Ciba?Geigy)
US?5196520(1993)(Ciba?Geigy)
US?5234467(1993)(Ciba?Geigy)
US?5630851(1997)(Ciba?Geigy)
The inventor is on the basis of a large amount of experimental studies; Find pleasantly surprisedly, with C, general formula of the present invention (1) dyestuff that on behalf of kind or its homologue, I.Acid Blue 324 represent; Dye composite with the dyestuff of general formula of the present invention (2) expression is formed has good dyeing behavior.Anthraquinone type Vickery blue compsn of the present invention, coloured light is gorgeous, not only has good dyeing behavior, and has excellent dyefastness concurrently.
The dyestuff of general formula (2) expression is the dye species that Shanghai Argus Textile Chemical Co., Ltd. developed and applied for simultaneously patent of invention recently.Its compound method and dyeing behavior thereof are seen the patent of invention of this kind.
General formula (2)
Research practice shows that anthraquinone type Vickery blue compsn of the present invention is successfully used to the tint applications of protein fibre, tynex and BLENDED FABRIC thereof.
Summary of the invention
The inventor is on the basis of a large amount of research trials; Find pleasantly surprisedly; The dye composite that one or more blue anthraquinone type matching stains of one or more blue anthraquinone type matching stains of general formula (1) expression and general formula (2) expression are formed has excellent dyeing behavior and each item fastness.
It should be noted that Vickery blue compsn of the present invention, compare that its each item fastness all has improvement with the dyestuff of its component dyestuff general formula (1) expression.
Anthraquinone type Vickery blue compsn provided by the invention comprise the certain proportion blended one or more be selected from below shown in the dye composition of general formula (1) expression be selected from one or more below shown in the dye composition of general formula (2) expression.
General formula (1)
In the formula:
R
1Be H, C
1-C
4Alkyl, C
1-C
4Alkoxyl group or-SO
3M;
R
2Be H or C
1-C
4Alkyl;
R
3Be C
1-C
4Alkyl;
M is H or alkali metal cation;
General formula (2)
In the formula:
N is 0,1,2 or 3;
M is 0 or 1;
M is H or alkali metal cation;
R is-COOR
4Or-OCR
5Group;
R wherein
4Be C
9～C
16The alkyl of straight or branched;
R
5Be C
9～C
16The alkyl of straight or branched.
The present invention also provides the tint applications of above-mentioned anthraquinone type Vickery blue compsn on protein fibre, tynex and BLENDED FABRIC thereof.
Embodiment
Comprise the dye composition of one or more general formulas (1) expression and the dye composition of one or more general formulas (2) expression in the dye composite of the present invention.
In the dye composite of the present invention, the dyestuff of general formula (1) expression (being called for short dyestuff I) is 90-10: 10-90, preferably 70-30: 30-70 with the weight ratio of the dyestuff (being called for short dyestuff II) of general formula (2) expression.
At a preferred enforcement, the R in the general formula (1)
1Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
Another preferred embodiment in, in the general formula (1)-NR
2COR
3Group, be positioned on the benzene nucleus-the NH-group between position or contraposition.
One preferred embodiment in, in the general formula (2)-(CH
3)
nGroup is worked as n=3 ,-CH
3Group lays respectively on the benzene nucleus-ortho position and the contraposition of NH-group; Work as n=2 ,-CH
3Group lays respectively on the benzene nucleus-contraposition, a position or the ortho position of NH-group; Work as n=1 ,-CH
3Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.(SO in the general formula (2)
3M) m group when m=1, is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
One preferred embodiment in, in the general formula (2)-the NHR group, be positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
Another preferred embodiment in, the n in the general formula (2) is selected from 1,2 or 3; M in the general formula (2) is selected from 0 or 1.
In the present invention, the dye composition of general formula (1) expression for example comprises following instance:
Dyestuff I-1
Dyestuff I-2
Dyestuff I-3
Dyestuff I-4
Dyestuff I-5
Dyestuff I-6
Dyestuff I-7 or
Dyestuff I-8;
Among the present invention, the dye composition of general formula (2) expression for example comprises following instance:
Dyestuff II-1
Dyestuff II-2
Dyestuff II-3
Dyestuff II-4
Dyestuff II-5
Dyestuff II-6
Dyestuff II-7
Dyestuff II-8
Dyestuff II-9 or
Dyestuff II-10.
The represented dye composition of general formula (1) is a known dye.
The compound method of the dye composition of general formula (1) expression is seen U.S. Pat 1927125 (1933) (GeneralAniline Works).
The dye composition of general formula (2) expression can prepare embodiment and make by following dyestuff.
Anthraquinone type Vickery blue 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 %.For example, electrolyte salt, like sodium sulfate or Repone K, content 0～10 weight %, preferred 2～6 weight %; The pH regulator agent, like SODIUM PHOSPHATE, MONOBASIC or Sodium phosphate, dibasic, content 0～5 weight %, preferred 0.5～2.5 weight %, dust-proofing agent 0～10 weight %, preferred 0.1～2 weight %; Solubility promoter 1～15 weight %, preferred 0.1～3 weight %.The present composition also can be basically by general formula (1) dyestuff of above-mentioned weight ratio with general formula (2) dyestuff is formed or be made up of general formula (1) dyestuff and general formula (2) dyestuff of above-mentioned weight ratio.
Anthraquinone type Vickery blue preparation of compositions method of the present invention comprises mixes above-mentioned general formula (1) dye composition and general formula (2) dye composition by the weight ratio of regulation.Mix available various ordinary method, like 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.
Anthraquinone type Vickery blue compsn of the present invention is suitable for dyeing and various widely material thereof.
Anthraquinone type Vickery blue compsn 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.
One, dyestuff prepares embodiment
Present embodiment comprises the synthetic instance and the tint applications instance thereof of general formula of the present invention (2) dyestuff.
1, general formula of the present invention (2) dyestuff is synthetic
1) synthesis step of the precursor compound of general formula of the present invention (2) dyestuff, can be with reference to following patent:
CN 101585974 (2009) (the Tianjin moral is triumphant)
US?3519656(1970)(Geigy)
DE?709689(1941)(Sandoz)
US?3813402(1974)(Crompton&Knowles?Corp.)
US?3842102(1974)(Ciba-Geigy)
US?3859283(1975)(Ciba-Geigy)
US?4077987(1978)(Bayer)
These precursor compounds are:
Dyestuff II-1a
Dyestuff II-2a
Dyestuff II-4a
Dyestuff II-6a
Dyestuff II-7a
2) synthesis step of general formula of the present invention (2) dyestuff:
(1) prepares dyestuff II-1 by dyestuff II-1a
Take by weighing dye composition II-1a sodium salt 73.8 grams (content 78%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% chloroformic acid dodecyl ester (ClCOOC
12H
25) 26.1 grams, be warming up to 80-85 ℃, stirred 1-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 102.8 gram wet cakes (solid content 80%) of dyestuff II-1, yield 95.8%.
The synthetic reaction formula does
(2) prepare dyestuff II-2 by dyestuff II-2a
Take by weighing dye composition II-1a sodium salt 65.8 grams (content 74%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% chloroformic acid dodecyl ester (ClCOOC
12H
25) 26.1 grams, be warming up to 80-85 ℃, stirred 1-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 91.4 gram wet cakes (solid content 78%) of dyestuff II-2, yield 96.2%.
The synthetic reaction formula does
(3) prepare dyestuff II-3 by dyestuff II-1a
Take by weighing dye composition II-1a sodium salt 77.8 grams (content 72%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% alkyl chloroformate (ClCOOC
9H
19) 21.7 grams, be warming up to 80-85 ℃, kept this temperature 1-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 97.2 gram wet cakes (solid content 79%) of dyestuff II-3, yield 97.2%.
The synthetic reaction formula does
(4) prepare dyestuff II-4 by dyestuff II-4a
Take by weighing dye composition II-4a sodium salt 78.2 grams (content 70%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% chloroformic acid dodecyl ester (ClCOOC
12H
25) 26.1 grams, be warming up to 80-85 ℃, stirred 1-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 98.3 gram wet cakes (solid content 82%) of dyestuff II-4, yield 94.3%.
The synthetic reaction formula does
(5) prepare dyestuff II-5 by dyestuff II-2a
Take by weighing dye composition II-2a sodium salt 65.8 grams (content 72%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% alkyl chloroformate (ClCOOC
9H
19) 21.7 grams, be warming up to 80-85 ℃, stirred 1-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 83.2 gram wet cakes (solid content 81%) of dyestuff II-5, yield 95.6%.
The synthetic reaction formula does
(6) prepare dyestuff II-6 by dyestuff II-6a
Take by weighing dye composition II-6a sodium salt 57.1 grams (content 78.1%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% chloroformic acid dodecyl ester (ClCOOC
12H
25) 26.1 grams, be warming up to 80-85 ℃, kept this temperature 2-2.5 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 87.8 gram wet cakes (solid content 78%) of dyestuff II-6, yield 97.2%.
The synthetic reaction formula does
(7) prepare dyestuff II-7 by dyestuff II-7a
Take by weighing dye composition II-7a sodium salt 68.2 grams (content 78.3%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% chloroformic acid dodecyl ester (ClCOOC
12H
25) 26.1 grams, be warming up to 80-85 ℃, stirred 1.5-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 99.6 gram wet cakes (solid content 78.6%) of dyestuff II-2, yield 95.3%.
The synthetic reaction formula does
(8) prepare dyestuff II-8 by dyestuff II-1a
Take by weighing dye composition II-1a sodium salt 73.8 grams (content 78%), be dissolved in the water of 500 grams.At room temperature in 30 minutes, drip 100% chloroformic acid cetyl ester (ClCOOC
16H
33) 32.1 grams, be warming up to 80-85 ℃, stirred 1.5-2 hour.20% Na is often added in reaction
2CO
3Solution is 6.5-7.5 with the PH that keeps reaction solution.It is terminal point that reaction disappears with blue base.
Reaction is saltoutd, is filtered after finishing, and makes the about 112.0 gram wet cakes (solid content 80%) of dyestuff II-8, yield 94.2%.
The synthetic reaction formula does
2, the ultimate analysis of anthraquinone type Vickery blue of the present invention
With the dyestuff of the synthetic II-1～dyestuff II-8 that makes, through refining, the liquid phase separation laggard row element analysis of purifying, results of elemental analyses is listed in the table 1
Table 1
Visible by table 1, the structure of dyestuff II-1～dyestuff II-8 is following
Dyestuff II-1
Dyestuff II-2
Dyestuff II-3
Dyestuff II-4
Dyestuff II-5
Dyestuff II-6
Dyestuff II-7 with
Dyestuff II-8.
3, the application implementation of general formula of the present invention (2) dyestuff example
Fastness to soaping test:, measure by international standard ISO 105-C10 with the dyeing nylon fabric.
Embodiment 1
Fastness to soaping
Measure the fastness to soaping of following dyestuff as stated above, test result is recorded in the table 2
Table 2
Visible by table 2:
General formula of the present invention (2) dye composition has more excellent washing fastness.
Two, application performance embodiment
Each item testing method of embodiment
Each item performance of present embodiment is tested by following each item testing method
1, solubleness: take by weighing a certain amount of dyestuff in the beaker of 250ml, add the hot water of 80 ℃ of 100ml, carry out suction filtration (during suction filtration, pressure 0.075Mpa, 5A qualitative filter paper) after 5 minutes, observe the filter paper residual condition with the mechanical stirrer stirring.Reduce dye strength (G/L), no dyestuff is residual on filter paper, and the dye strength (G/L) of this moment is the solubleness of dyestuff.
2, dyeing nylon exhaustion rate test: the dye liquor preparation, press the acid dyeing dyeing of nylon.After dyeing finishes, test the absorbancy of dyeing residual liquid and the absorbance of the preceding dye liquor of dyeing respectively.
Exhaustion rate=(absorbance of dye liquor before the absorbance/dyeing of 1-dyeing back dye liquor) * 100%
3, the water colour of anti-chlorination fastness test:, measure by international standard ISO 105E03 with the dyeing nylon fabric.
4, colour fastness to perspiration test:, measure by international standard ISO 105-E04 with the dyeing nylon fabric.
5, fastness to soaping test:, measure by international standard ISO 105-C10 with the dyeing nylon fabric.
Dye type shown in the according to the form below 3 and consumption thereof by ordinary method uniform mixing in this area, are prepared the various anthraquinone type Vickery blue compsns of the embodiment of the invention with various dye components.
" % " in the table 3 all representes weight %, is benchmark with the gross weight of dye composite.
Table 3
| Numbering | The dyestuff title | Form |
| 1 | A | 70% dyestuff I-1+30% dyestuff II-1 |
| 2 | B | 50% dyestuff I-1+50% dyestuff II-1 |
| 3 | C | 30% dyestuff I-1+70% dyestuff II-1 |
| 4 | D | 70% dyestuff I-2+30% dyestuff II-3 |
| 5 | E | 50% dyestuff I-2+50% dyestuff II-3 |
| 6 | F | 30% dyestuff I-2+70% dyestuff II-3 |
| 7 | G | 50% dyestuff I-3+50% dyestuff II-4 |
| 8 | Reference X | 100% dyestuff I-1 |
| 9 | Reference Y | 100% dyestuff II-1 |
| 10 | Reference W | 100% dyestuff I-2 |
| 11 | Reference U | 100% dyestuff II-3 |
Embodiment 1
The solubleness test
Measure the solubleness of following dyestuff as stated above, test result is recorded in the table 4
Table 4
Visible by table 4:
Anthraquinone type Vickery blue compsn of the present invention has solubleness preferably, and level-dyeing property is better.
Embodiment 3
Dyeing nylon exhaustion rate is measured
Measure the exhaustion rate of following dyestuff as stated above, test result is recorded in the table 5
Table 5
Visible by table 5:
Anthraquinone type Vickery blue compsn of the present invention have a splendid dyeing exhaustion rate.
Embodiment 4
The water dungeon of anti-chlorination degree
Measure the water colour of anti-chlorination fastness of following dyestuff as stated above, test result is recorded in the table 6
Table 6
Visible by table 6:
Anthraquinone type Vickery blue compsn of the present invention still has the excellent water dungeon of anti-chlorination degree.
Embodiment 5
Colour fastness to perspiration
Measure the colour fastness to perspiration of following dyestuff as stated above, test result is recorded in the table 7
Table 7
Visible by table 7:
Anthraquinone type Vickery blue compsn of the present invention has good fastness to perspiration.
Embodiment 6
Fastness to soaping
Measure the fastness to soaping of following dyestuff as stated above, test result is recorded in the table 8
Table 8
Visible by table 8:
The dyestuff that anthraquinone type Vickery blue compsn of the present invention has improved general formula (I) the expression effectively look of soaping becomes big defective.
Claims (10)
1. anthraquinone type Vickery blue compsn, this dye composite comprise one or more be selected from below shown in the dye composition of general formula (1) expression be selected from one or more below shown in the dye composition of general formula (2) expression:
General formula (1)
In the formula:
R
1Be H, C
1-C
4Alkyl, C
1-C
4Alkoxyl group or-SO
3M;
R
2Be H or C
1-C
4Alkyl;
R
3Be C
1-C
4Alkyl;
M is H or alkali metal cation;
General formula (2)
In the formula:
N is 0,1,2 or 3;
M is 0 or 1;
M is H or alkali metal cation;
R is-COOR
4Or-COR
5Group;
R wherein
4Be C
9～C
16The alkyl of straight or branched;
R
5Be C
9～C
16The alkyl of straight or branched.
2. the described anthraquinone type Vickery blue of claim 1 compsn, its characteristic are that the dye composition of general formula (1) expression is 90～10: 10～90 with the weight ratio of the dye composition that general formula (2) is represented, is preferably 70～30: 30～70.
3. the described anthraquinone type Vickery blue of claim 1 compsn is characterized in that, the R in the general formula (1)
1Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
4. the described anthraquinone type Vickery blue of claim 1 compsn, its characteristic be, in the general formula (1)-NR
2COR
3Group, be positioned on the benzene nucleus-the NH-group between position or contraposition.
5. the described anthraquinone type Vickery blue of claim 1 compsn is characterized in that, in the general formula (2)-(CH
3)
nGroup is worked as n=3 ,-CH
3Group lays respectively on the benzene nucleus-ortho position and the contraposition of NH-group; Work as n=2 ,-CH
3Group lays respectively on the benzene nucleus-contraposition, a position or the ortho position of NH-group; Work as n=1 ,-CH
3Group is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
6. the described anthraquinone type Vickery blue of claim 1 compsn, its characteristic is, (the SO in the general formula (2)
3M) m group when m=1, is positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
7. the described anthraquinone type Vickery blue of claim 1 compsn, its characteristic be, in the general formula (2)-the NHR group, be positioned on the benzene nucleus-ortho position, a position or the contraposition of NH-group.
8. the described anthraquinone type Vickery blue of claim 1 compsn, its characteristic are that the dye composition of general formula (1) expression is:
Dyestuff I-1
Dyestuff I-2
Dyestuff I-3
Dyestuff I-4
Dyestuff I-5
Dyestuff I-6
Dyestuff I-7 or
Dyestuff I-8.
9. the described anthraquinone type Vickery blue of claim 1 compsn, its characteristic are that the dye composition of general formula (2) expression is:
Dyestuff II-1
Dyestuff II-2
Dyestuff II-3
Dyestuff II-4
Dyestuff II-5
Dyestuff II-6
Dyestuff II-7
Dyestuff II-8
Dyestuff II-9 or
Dyestuff II-10.
In the claim 1～9 each described anthraquinone type Vickery blue compsn in the tint applications of protein fibre, tynex and its blending fabric.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100175755A CN102604427A (en) | 2012-01-19 | 2012-01-19 | Anthraquinone blue acidic dye composition and dyeing application of composition on fiber |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100175755A CN102604427A (en) | 2012-01-19 | 2012-01-19 | Anthraquinone blue acidic dye composition and dyeing application of composition on fiber |
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| Publication Number | Publication Date |
|---|---|
| CN102604427A true CN102604427A (en) | 2012-07-25 |
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ID=46522223
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|---|---|---|---|
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1485438A (en) * | 1974-10-14 | 1977-09-14 | Ici Ltd | Anthraquinone dyes |
| GB1557669A (en) * | 1976-07-16 | 1979-12-12 | Ici Ltd | Anthraquinone dyes |
| US4328159A (en) * | 1978-06-02 | 1982-05-04 | Ciba-Geigy Corporation | Anthraquinone compounds and mixtures thereof |
| CN1223282A (en) * | 1997-12-10 | 1999-07-21 | 西巴特殊化学品控股有限公司 | Dye mixtures and the use thereof |
-
2012
- 2012-01-19 CN CN2012100175755A patent/CN102604427A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1485438A (en) * | 1974-10-14 | 1977-09-14 | Ici Ltd | Anthraquinone dyes |
| GB1557669A (en) * | 1976-07-16 | 1979-12-12 | Ici Ltd | Anthraquinone dyes |
| US4328159A (en) * | 1978-06-02 | 1982-05-04 | Ciba-Geigy Corporation | Anthraquinone compounds and mixtures thereof |
| CN1223282A (en) * | 1997-12-10 | 1999-07-21 | 西巴特殊化学品控股有限公司 | Dye mixtures and the use thereof |
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| 夏征农: "《大辞海 化工轻工纺织卷》", 31 August 2009 * |
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