CN1312227C - Disperse blue dye composition - Google Patents
Disperse blue dye composition Download PDFInfo
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- CN1312227C CN1312227C CNB200410093365XA CN200410093365A CN1312227C CN 1312227 C CN1312227 C CN 1312227C CN B200410093365X A CNB200410093365X A CN B200410093365XA CN 200410093365 A CN200410093365 A CN 200410093365A CN 1312227 C CN1312227 C CN 1312227C
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- dyestuff
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- disperse dye
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- 239000000203 mixture Substances 0.000 title claims abstract description 27
- 239000001045 blue dye Substances 0.000 title abstract description 6
- 239000000975 dye Substances 0.000 claims abstract description 47
- 239000000986 disperse dye Substances 0.000 claims description 19
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- -1 methoxyl group Chemical group 0.000 claims description 4
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical compound CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000004043 dyeing Methods 0.000 abstract description 9
- 239000000835 fiber Substances 0.000 abstract description 4
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- 239000002657 fibrous material Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 229920006221 acetate fiber Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 8
- 239000012752 auxiliary agent Substances 0.000 description 6
- 239000007859 condensation product Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 4
- AIARLPIXVMHZLJ-UHFFFAOYSA-N 4,8-diamino-2-bromo-1,5-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(N)C=C(Br)C(O)=C2C(=O)C2=C1C(O)=CC=C2N AIARLPIXVMHZLJ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229920004935 Trevira® Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 235000019357 lignosulphonate Nutrition 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 1
- BZOVBIIWPDQIHF-UHFFFAOYSA-N 3-hydroxy-2-methylbenzenesulfonic acid Chemical compound CC1=C(O)C=CC=C1S(O)(=O)=O BZOVBIIWPDQIHF-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- SRDOTWUOTQTGAK-UHFFFAOYSA-N C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 Chemical compound C=O.C1(=CC=CC2=CC=CC=C12)S(=O)(=O)OCC1=CC=CC=C1 SRDOTWUOTQTGAK-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 230000000176 photostabilization Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 102220187649 rs145044428 Human genes 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 230000000192 social effect Effects 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
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Abstract
The invention relates to a disperse blue dye composition, which comprises the following components: dye A shown as formula , one or more dyes B shown as formula (II) and one or more dyes C shown as formula (III); when the disperse blue dye composition is used for dyeing hydrophobic material fibers, particularly polyester fibers and acetate fiber materials, the disperse blue dye composition has the characteristics of high dye uptake, excellent dyeing fastness, good promotion performance, good leveling property and the like.
Description
(1) technical field
The present invention relates to a kind of azo dye composition.
(2) background technology
C.I. Disperse Blue-56 is a kind of important blue disperse dye of generally acknowledging in the world, this is because its color and luster that not only can obtain to become clear in the dyeing of hydrophobic fiber (especially trevira) but also have good photostabilization, and this also is the performance that other dispersed dye do not possess.But Disperse Blue-56 also exists the shortcoming that self can't overcome: the tinctorial yield when textile dyeing is very low to make cost increase greatly more to have caused the serious environmental pollution; Use the uneven phenomenon of existence dyeing when the modern times, dyeing method dyeed to fabric fast, have only by increasing dyeing time just can address this problem.In addition, relatively more responsive to metal ion especially cupric ion in dye bath, and also this DYE PRODUCTION process contamination level is very big, therefore reduces the application quantity of this dyestuff under the condition that does not change existing capability, purposes, and very big social effect is also arranged.For solving these shortcomings of Disperse Blue-56, various countries are numerous and confused to propose various blue azoic dyestuffs as its substitute, as patent DE3347572, DE3023330 and DE3043184, but the blue azoic dyestuff described in the several patents does not possess the performance that substitutes Disperse Blue-56 fully regrettably.
(3) summary of the invention
For overcome existing dispersed blue dye dyeing behavior deficiency, the invention provides a kind of disperse dye composition.
Disperse dye composition of the present invention comprises following component: suc as formula the dyestuff A shown in (I), one or more suc as formula the dyestuff B shown in (II) and one or more suc as formula the dyestuff C shown in (III);
Wherein, R
1Be C
1～C
4Alkyl ,-NHCOCH
3,-OCH
3Or-OC
2H
5, be preferably one of following: methyl, ethyl, propyl group, methoxyl group, oxyethyl group, kharophen, more preferably methyl; R
2For H ,-CH
3Or-OCH
3, be preferably H or methyl, more preferably H; R
3, R
4Independent separately is C
1～C
4Alkyl, be preferably ethyl or propyl group, more preferably ethyl; R
5For-CH
3,-OCH
3,-NHCOCH
3Or-NHCOC
2H
5, be preferably methyl; R
6Be H ,-CH
3Or-OCH
3, be preferably H; R
7, R
8Independent separately is C
1～C
4Alkyl, aryl or-C
2H
4OCOCH
3R
7Be preferably methyl, ethyl or propyl group, more preferably ethyl; R
8Be preferably C
1～C
4Alkyl or-C
2H
4OCOCH
3, more preferably ethyl or-C
2H
4OCOCH
3
As present invention further optimization, described dye composite is made up of following component basically: suc as formula the dyestuff A shown in (I), suc as formula the dyestuff B shown in (IV), dyestuff C shown in formula V and formula (VI).
The weight content of described dyestuff A is 5～50%, is preferably 10～45%, more preferably 10～40%; The weight content of dyestuff B is 5～50%, is preferably 10～40%, more preferably 10～35%; The weight fraction of dyestuff C is 15～85%, is preferably 20～80%, more preferably 25～75%.
Disperse dye composition of the present invention generally needs to add auxiliary agent and disperses during application.As can by with the represented former dyestuff of Disperse Blue-56, structural formula (II) and structural formula (III) represented after wherein two kinds of former dyestuffs mix by above-mentioned proportioning, in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed with pulverizers such as sand mill or shredders; Also can respectively each former dyestuff be carried out mixing with above-mentioned ratio after corpusculed is handled with pulverizers such as sand mill or shredders in the presence of auxiliary agent, water or other wetting agent in addition.Usually, auxiliary agent is (0.8～5) with the ratio of former dyestuff weight: 1.
The auxiliary agent that is adopted is dyestuff dispersion agent commonly used, diffusant etc. when composite, comprise one of following or its mixture: anionic dispersing agents such as the formaldehyde condensation products of the formaldehyde condensation products of naphthene sulfonic acid and alkyl benzene sulphonate (ABS), the formaldehyde condensation products of alkyl naphthalene sulfonic acid, cresol sulfonic acid, sulfonated lignin, the perhaps non-ionic dispersing agents such as ethylene oxide adduct of the ethylene oxide adduct of the segmented copolymer of oxyethane, propylene oxide, alkylphenol, polystyrene phenol.Particularly, naphthalene sulfonic acidformaldehyde condensation product such as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products such as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), dispersing agent CNF (benzyl naphthalenesulfonate formaldehyde condensation compound) etc., sulfonated lignin such as sodium lignosulfonate (as commercial dispersants Reax 83A, Reax 85A) etc.
Disperse dye composition of the present invention, the liquid state after can corpusculed, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, the particulate state state is supplied with dyeing.When dying hydrophobic material fiber, particularly trevira, vinegar fiber material with disperse dye composition of the present invention, characteristics such as have dye uptake height, dyefastness excellence, enhancing is good, equalization is good.
(4) embodiment
The invention will be further described below in conjunction with embodiment, but protection scope of the present invention is not limited to this.
Embodiment 1
With weight be the former dyestuffs of C.I. Disperse Blue-56 of 13 grams, former dyestuff 18 grams, former dyestuff 7 grams shown in the formula (VI), dispersion agent Reax 83A65 gram, pure water 140 grams one shown in former dyestuff 12 gram shown in the formula (IV), formula V reinstate sand mill and carry out corpusculed (making dispersion treatment), spraying drying promptly gets blue dyes composition of the present invention again.
Embodiment 2～12
According to the preparation method of embodiment 1, be by the data shown in the following table 3 component A (Disperse Blue-56), B component, component C to be pieced together mixedly as the dye composite that is used, wherein, the defined disperse dyes structure formula of each substituting group sees Table 1, table 2.
Table 1
Table 2
Table 3
| The embodiment title | Each dye composition and usage quantity thereof (gram) | Auxiliary agent (gram) | Pure water (gram) | |
| Embodiment 2 | ?A∶B1∶C1∶C2＝4∶4∶28∶14 | ?65 | Dispersant MF | ?140 |
| Embodiment 3 | ?A∶B1∶C1∶C3＝3∶5∶28∶14 | ?65 | ?140 | |
| Embodiment 4 | ?A∶B1∶C1∶C4＝5∶8∶28∶9 | ?65 | ?140 | |
| Embodiment 5 | ?A∶B1∶C2∶C4＝8∶10∶26∶6 | ?65 | ?140 | |
| Embodiment 6 | ?A∶B2∶C1∶C5＝10∶10∶24∶6 | ?65 | Dispersing agent CNF | ?140 |
| Embodiment 7 | ?A∶B3∶C3∶C5＝12∶10∶21∶7 | ?65 | ?140 | |
| Embodiment 8 | ?A∶B4∶C5∶C6＝15∶12∶18∶5 | ?65 | ?140 | |
| Embodiment 9 | ?A∶B5∶C5∶C8＝18∶12∶16∶4 | ?65 | ?140 | |
| Embodiment 10 | ?A∶B6∶C1∶C9＝20∶15∶12∶3 | ?65 | Dispersion agent Reax 83A | ?140 |
| Embodiment 11 | ?A∶B7∶C1∶C5＝22∶10∶8∶10 | ?65 | ?140 | |
| Embodiment 12 | ?A∶B8∶C1∶C10＝22∶18∶7∶3 | ?65 | ?140 | |
| Embodiment 13 | ?A∶B9∶C1∶C5＝25∶11∶5∶9 | ?65 | ?140 | |
| Embodiment 14 | ?A∶B10∶C1∶C7＝16∶24∶7∶3 | ?65 | ?140 | |
Embodiment 15
Respectively getting 0.5 dispersed dye that make of gram embodiment 1～14 is dispersed in 500 ml waters, mix with 60 milliliters water after drawing 20 milliliters, transferring dye bath PH with acetic acid is 5, being warming up to 70 ℃ puts into 2 gram trevira cloth simultaneously and dyes, in 30 minutes, be warmed up to 130 ℃ by 70 ℃, be incubated 40 minutes, be cooled to begin below 90 ℃ the sampling.Adopt that GB GB/T3921-1997, GB/T3920-1997, GB/T8427-1998, GB/T5718-1997 test respectively that it is water-fastly washed, rub resistance, colour fastness to light and sub limation fastness.Test result sees Table 4.
Comparative Examples 1
Get 0.5 gram C.I. Disperse Blue-56 and compare experiment according to the method shown in the embodiment 15.Test result sees Table 4.
Table 4
| The embodiment title | Water-fast washing (60 ℃) | Rub resistance | Fast light | 180 ℃ of sublimation fastness |
| Embodiment 1 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 2 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 3 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 4 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 5 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 6 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 7 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 8 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 9 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 10 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 11 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 12 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 13 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Embodiment 14 | 4～5 grades | 4～5 grades | 5～6 grades | 4～5 grades |
| Comparative Examples 1 | 4 grades | 4 grades | 5 grades | 4 grades |
Claims (10)
1, a kind of disperse dye composition comprises following component: suc as formula the dyestuff A shown in (I), one or more suc as formula the dyestuff B shown in (II) and one or more suc as formula the dyestuff C shown in (III);
Wherein, R
1Be C
1～C
4Alkyl ,-NHCOCH
3,-OCH
3Or-OC
2H
5
R
2For H ,-CH
3Or-OCH
3
R
3, R
4Independent separately is C
1～C
4Alkyl;
R
5For-CH
3,-OCH
3,-NHCOCH
3Or-NHCOC
2H
5
R
6Be H ,-CH
3Or-OCH
3
R
7, R
8Independent separately is C
1～C
4Alkyl, aryl or-C
2H
4OCOCH
3
2, disperse dye composition according to claim 1 is characterized in that described R
1For one of following: methyl, ethyl, propyl group, methoxyl group, oxyethyl group, kharophen; R
2Be H or methyl; R
3Be ethyl or propyl group; R
4Be ethyl or propyl group.
3, disperse dye composition according to claim 1 is characterized in that described R
3, R
4Be respectively ethyl.
4, disperse dye composition according to claim 1 is characterized in that described R
7Be methyl, ethyl or propyl group; R
8Be C
1～C
4Alkyl or-C
2H
4OCOCH
3
5, disperse dye composition according to claim 2 is characterized in that described R
1Be methyl, R
2Be hydrogen, R
3Be ethyl, R
4Be ethyl.
6, disperse dye composition according to claim 4 is characterized in that described R
5Be methyl, R
6Be H, R
7Be ethyl, R
8For ethyl or-C
2H
4OCOCH
3
7, disperse dye composition according to claim 6 is characterized in that disperse dye composition is made up of following component basically: suc as formula the dyestuff A shown in (I), suc as formula the dyestuff B shown in (IV), dyestuff C shown in formula V and formula (VI).
8, according to the described disperse dye composition of one of claim 1～7, the weight content that it is characterized in that described dyestuff A is 5～50%, and the weight content of dyestuff B is 5～50%, and the weight content of dyestuff C is 15～85%.
9, disperse dye composition according to claim 8, the weight content that it is characterized in that described dyestuff A is 10～45%, and the weight content of dyestuff B is 10～40%, and the weight content of dyestuff C is 20～80%.
10, disperse dye composition according to claim 9, the weight content that it is characterized in that described dyestuff A is 10～40%, and the weight content of dyestuff B is 10～35%, and the weight content of dyestuff C is 25～75%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200410093365XA CN1312227C (en) | 2004-12-16 | 2004-12-16 | Disperse blue dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB200410093365XA CN1312227C (en) | 2004-12-16 | 2004-12-16 | Disperse blue dye composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1640944A CN1640944A (en) | 2005-07-20 |
| CN1312227C true CN1312227C (en) | 2007-04-25 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB200410093365XA Expired - Fee Related CN1312227C (en) | 2004-12-16 | 2004-12-16 | Disperse blue dye composition |
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| CN100415835C (en) * | 2006-06-02 | 2008-09-03 | 浙江龙盛集团股份有限公司 | Disperse blue dye composition |
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| CN102229756B (en) * | 2011-04-29 | 2013-12-25 | 浙江闰土股份有限公司 | Mesothermal disperse blue dye composition |
| CN102585551A (en) * | 2011-12-31 | 2012-07-18 | 浙江博澳染料工业有限公司 | Composite disperse dye |
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| CN104448928B (en) * | 2014-12-01 | 2017-04-12 | 浙江长征化工有限公司 | Disperse blue dye composition, disperse dye, preparation method and application |
| CN106084886B (en) * | 2016-06-12 | 2017-08-29 | 沈金火 | A kind of blue disperse dye mixture and disperse dyes |
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| CN108264780B (en) * | 2017-12-31 | 2019-11-29 | 浙江龙盛化工研究有限公司 | A kind of disperse dye composition and dye preparations |
| CN110643198B (en) * | 2019-10-17 | 2020-10-13 | 上海贝通色彩科技有限公司 | Disperse blue dye composition |
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|---|---|---|---|---|
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| US5382263A (en) * | 1991-09-26 | 1995-01-17 | Basf Aktiengesellschaft | Blue dye mixtures of high brilliance |
| CN1158343A (en) * | 1995-10-30 | 1997-09-03 | 双星日本株式会社 | Blue type disperse dye mixture |
-
2004
- 2004-12-16 CN CNB200410093365XA patent/CN1312227C/en not_active Expired - Fee Related
Patent Citations (6)
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|---|---|---|---|---|
| JPS58132181A (en) * | 1982-01-27 | 1983-08-06 | 三井東圧化学株式会社 | Dyeing of polyester fiber base material |
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| US4681932A (en) * | 1984-07-07 | 1987-07-21 | Bayer Aktiengesellschaft | Benzoisothiazole azo dyestuffs |
| US5382263A (en) * | 1991-09-26 | 1995-01-17 | Basf Aktiengesellschaft | Blue dye mixtures of high brilliance |
| EP0561215A1 (en) * | 1992-03-20 | 1993-09-22 | BASF Aktiengesellschaft | Blue mixtures of dyes |
| CN1158343A (en) * | 1995-10-30 | 1997-09-03 | 双星日本株式会社 | Blue type disperse dye mixture |
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| CN1640944A (en) | 2005-07-20 |
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