CN101948633B - Environment-friendly quick dyeing disperse dye composition - Google Patents
Environment-friendly quick dyeing disperse dye composition Download PDFInfo
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- CN101948633B CN101948633B CN 201010265050 CN201010265050A CN101948633B CN 101948633 B CN101948633 B CN 101948633B CN 201010265050 CN201010265050 CN 201010265050 CN 201010265050 A CN201010265050 A CN 201010265050A CN 101948633 B CN101948633 B CN 101948633B
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- 239000000203 mixture Substances 0.000 title claims abstract description 36
- 239000000986 disperse dye Substances 0.000 title claims abstract description 29
- 238000004043 dyeing Methods 0.000 title claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 38
- 239000002994 raw material Substances 0.000 claims abstract description 6
- -1 Ethoxyl group Chemical group 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000005041 acyloxyalkyl group Chemical group 0.000 claims 1
- 238000000859 sublimation Methods 0.000 abstract description 4
- 230000008022 sublimation Effects 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 4
- 239000000975 dye Substances 0.000 description 36
- 239000012752 auxiliary agent Substances 0.000 description 12
- 239000002131 composite material Substances 0.000 description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical compound CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- ROPYWXVRNREIQD-UHFFFAOYSA-N 2-[n-(2-cyanoethyl)-4-[(2,6-dichloro-4-nitrophenyl)diazenyl]anilino]ethyl acetate Chemical compound C1=CC(N(CCC#N)CCOC(=O)C)=CC=C1N=NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl ROPYWXVRNREIQD-UHFFFAOYSA-N 0.000 description 1
- CULIYQPRUGMRRT-UHFFFAOYSA-N 2-chloro-n-[2-[(2-cyano-4-nitrophenyl)diazenyl]-5-(diethylamino)phenyl]acetamide Chemical compound ClCC(=O)NC1=CC(N(CC)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1C#N CULIYQPRUGMRRT-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- OGGXGZAMXPVRFZ-UHFFFAOYSA-N dimethylarsinic acid Chemical compound C[As](C)(O)=O OGGXGZAMXPVRFZ-UHFFFAOYSA-N 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
- 239000006185 dispersion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 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
- 235000019357 lignosulphonate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- LCRMGUFGEDUSOG-UHFFFAOYSA-N naphthalen-1-ylsulfonyloxymethyl naphthalene-1-sulfonate;sodium Chemical compound [Na].C1=CC=C2C(S(=O)(OCOS(=O)(=O)C=3C4=CC=CC=C4C=CC=3)=O)=CC=CC2=C1 LCRMGUFGEDUSOG-UHFFFAOYSA-N 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
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- Coloring (AREA)
Abstract
本发明提供了一种环保型快速上染分散染料组合物，其原料重量百分比组成包括：40％～86％的组分A，组分A为如式(I)和(I’)所示化合物中的一种或多种；7％～48％的组分B，组分B为如式(II)所示化合物中的一种或多种；7％～50％的组分C，组分C为如式(III)所示化合物中的一种或多种。本发明所述的分散染料组合物是一种日晒牢度、摩擦牢度、升华牢度等各项牢度均优，特别是水洗牢度方面有明显提高，配伍性好，且能快速上染的节能环保型蓝色至黑色分散染料组合物。The invention provides an environment-friendly fast-dyeing disperse dye composition, the raw material weight percent composition comprises: 40% to 86% of component A, and component A is a compound shown in formula (I) and (I') One or more of: 7% to 48% of component B, component B is one or more of the compounds shown in formula (II); 7% to 50% of component C, component C is one or more of the compounds represented by formula (III). The disperse dye composition of the present invention is excellent in light fastness, rubbing fastness, sublimation fastness, etc., especially in washing fastness, has a good compatibility, and can quickly An energy-saving and environment-friendly blue to black disperse dye composition.
Description
Technical field
The present invention relates to disperse dye composition, relate in particular to a kind of environment-friendly type and dye disperse dye composition on fast.
Background technology
From 20 century 70s, dispersed dye develop rapidly, and increasing composite new variety are developed.For dark dye, therefore the shortcoming such as the dyestuff that structure is single often exists depth and lifting force not enough, and fastness ability is poor adopts different dispersed dye composite, is to obtain blue effective way to black disperse dye.In addition, along with improving constantly of standard of living, people are to Industrial products, particularly Chemicals for example the energy-conserving and environment-protective performance of dyestuff particularly pay attention to.Therefore, seek the dark dye that a kind of environmental-protecting performance and application performance thereof all can satisfy industry demand, become the problem of a hot topic.
Summary of the invention
The invention provides a kind of environment-friendly type and dye disperse dye composition on fast, this disperse dye composition is that every fastness such as a kind of light fastness, crock fastness, sublimation fastness are all excellent, particularly the washing fastness aspect is significantly improved, compatibleness is good, and the energy saving and environment friendly blueness of dying on can be fast is to black disperse dye composition, and manufacturing cost is lower.
Dye disperse dye composition on a kind of environment-friendly type is quick, its raw material weight per-cent forms and comprises:
40%～86% component A
7%～48% B component
7%～50% component C
Wherein, component A is suc as formula in the compound shown in (I) and the formula (I ') one or more:
Formula (I) and formula (I ') middle R
1Be halogen, R
2Be C
1～C
4Alkoxyl group, R
3Be C
1～C
4Alkyl amido;
B component is suc as formula in the compound shown in (II) one or more:
R in the formula (II)
4Be cyano group or halogen, R
5Be hydrogen or C
1～C
4Alkyl amido, Y
1, Y
2Independent separately is the alkyloyloxyethyl alkyl;
Component C is suc as formula in the compound shown in (III) one or more:
R in the formula (III)
6, R
7Independent separately is halogen, Y
3Be C
1～C
4Alkyl or cyanoethyl.
Preferably, dye disperse dye composition on above-mentioned environment-friendly type is quick, weight percent forms and comprises:
40%～86% component A
7%～48% B component
7%～50% component C
Wherein, component A is one or more in the compound shown in formula (I) and the formula (I '), R among formula (I) and (I ')
1Be Cl or Br, R
2Be methoxy or ethoxy, R
3Be formamido group or kharophen; B component is one or more in the compound shown in the formula (II), R in the formula (II)
4Be cyano group, Cl or Br, R
5Be hydrogen, kharophen or propionamido, Y
1, Y
2Independently be acetyl oxygen ethyl separately; Component C is one or more in the compound shown in the formula (III), R in the formula (III)
6, R
7Independent separately is Cl or Br, Y
3Be methyl or cyanoethyl.
Further preferred, the compound shown in the formula (I) is one of following compounds:
Compound shown in the formula (I ') is one of following compounds:
Preferably, the compound shown in the formula (II) is one of following compounds:
Preferably, the compound shown in the formula (III) is one of following compounds:
In the above-claimed cpd, the cost of the B component that formula (II) forms is lower, and for reducing the overall cost of dye composite, the weight percent that dyes disperse dye composition on preferred environment-friendly type is quick forms and comprises:
40%～52% component A
21%～48% B component
7%～29% component C;
Consider that compound (II-1) cost in the compound shown in the formula (II) is minimum, so further the preferred environment-friendly type weight percent that dyes disperse dye composition on fast forms and comprises:
41%～49% component A
22%～32% B component
24%～29% component C.
Disperse dye composition of the present invention generally needs to add auxiliary agent and disperses during application.After for example structural formula (I) or formula (I '), structural formula (II) and the represented compound of structural formula (III) being mixed by certain proportioning, in the presence of auxiliary agent, water or other wetting agent, carry out particlized with sand mill or other pulverizers; Also structural formula (I) or formula (I '), structural formula (II) and the represented compound of structural formula (III) can be carried out mixing with above-mentioned ratio after particlized is processed with sand mill or other pulverizers respectively in the presence of auxiliary agent, water or other wetting agent in addition.When disperse dye composition of the present invention used, auxiliary agent was 0.5～3.5: 1 with the ratio of dye composite weight.
Described auxiliary agent is dispersed dye dispersion agent commonly used, diffusants etc. when composite, is preferably one of following or any one mixture wherein: the anionic dispersing agents such as naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl sulfonic formaldehyde condensation compound, sulfonated lignin.More preferred, described auxiliary agent is one of following or any one mixture wherein: dispersing agent NNO (sodium methylene bis-naphthalene sulfonate), Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), dispersing agent CNF (benzyl naphthalenesulfonate formaldehyde condensation compound), sodium lignosulfonate (such as commercial dispersants Reax83A, Reax 85A) etc.
Dying disperse dye composition on environment-friendly type of the present invention is quick can prepare by the following method: after dye component A, B component, component C, auxiliary agent, water or the mixing of other wetting agent with above-mentioned weight percent, carry out grinding distribution, then spraying drying with shredder.Above-mentioned component A, B component, component C and auxiliary agent all can adopt the commercially available prod.
Environment-friendly type of the present invention is dyed disperse dye composition on fast, can be aqueously behind the corpusculed, can be powdery, particulate state after the spraying drying.Dying disperse dye composition on environment-friendly type of the present invention is quick can obtain according to the ratio adjustment of dye component A, B component, component C and auxiliary agent blue to black coloured light, the gained dye composite is environmental protection type dye, meets environmental protection and the ecological requirement of the Oeko-Tesstandard of the European Community 100.And the pH value scope of application is wider when dyeing, and compatibleness is splendid, and every fastness such as light fastness, crock fastness, sublimation fastness are all excellent, and particularly the washing fastness aspect is significantly improved.This dye composite dyes on can be fast, and dye uptake can improve more than 10% under the equal temperature condition, has effectively saved the required energy, is that the blueness of a energy-conserving and environment-protective is to black disperse dye; In addition, the cost of material that the present invention adopts is cheap, and especially the market price of B component is generally lower in the raw material, wherein, compound (II-1) price is minimum, and the cost for preparing dye composite reduces by 10～20% than similar dyestuff on the market, has wide market outlook.
Embodiment
Embodiment 1～19
According to the feed ratio of table 1, after component A, B component and component C, auxiliary agent, water blending, carry out grinding distribution with shredder, then carry out spraying drying, make finished product.
Wherein, can select the commercial dye composition that compound is made by a certain percentage shown in compound shown in the formula (I) or the formula (I ') among the component A, can adopt the C.I.DISP.BLUE 291:4# of the manufacturer production such as Zhejiang Province Runtu intercalated Co., Ltd, B component can adopt C.I.DISP.RED 82#, C.I.DISP.RED 167#, the C.I.DISP.RED 167:1# of the manufacturer production such as Zhejiang Province Runtu intercalated Co., Ltd, and component C can adopt C.I.DISP.ORANGE30:2#, the C.I.DISP.ORANGE 278# etc. of the manufacturer production such as Zhejiang Province Runtu intercalated Co., Ltd.
Table 1
Comparative Examples 1
To be mixed by 45% (weight) EX-SF DISPERSE BLUE EX-SF 300 291:1,30% (weight) 63 DISPERSE Violet 63 93#, 25% (weight) DISPERSE ORANGE 30 200 288#, add auxiliary agent, wherein the weight ratio of auxiliary agent and dye composite is 0.5: 1, disperse black composition according to preparing with embodiment 1 identical method, carry out performance test by as above method, measurement result sees Table 2:
Performance test
The dye mixture that above-described embodiment 1～19 and Comparative Examples 1 are made carries out performance test, and testing method is as follows:
According to the similar method of GB/T2394-2003, respectively get the dispersed dye that 0.5 gram embodiment 1～19 and Comparative Examples 1 make, water is mixed with respectively the dispersed dye suspension that concentration is 0.5g/500ml, gets 20ml and mixes with the water of 80ml, regulates dye bath pH to 5 with acetic acid, then be warmed up to 60 ℃, put into respectively simultaneously 2 gram trevira and carry out high-temperature pressure dyeing, in 35 minutes, be warmed up to 130 ℃, be incubated 30 minutes, be cooled to 80 ℃ of samplings, measurement result sees Table 2
Table 2
By the test result of table 2 as can be known, dye composite dyeing compatibleness of the present invention is splendid, and dye uptake is high under the same temperature condition, and all excellent in every fastness such as light fastness, crock fastness, sublimation fastness, particularly the washing fastness aspect is significantly improved.In addition, guarantee various aspects of performance by prerequisite under, the content of embodiment 3,8,11,13,15 and 16 total B component is higher, the overall cost that obtains dye composite is lower, particularly embodiment 11,13 and 15 total cost processed for preparing dye composite reduces by 10～20% than similar cost of dye on the market, has wide market outlook.
Claims (8)
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|---|---|---|---|
| CN 201010265050 CN101948633B (en) | 2010-08-24 | 2010-08-24 | Environment-friendly quick dyeing disperse dye composition |
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| CN101948633B true CN101948633B (en) | 2013-04-24 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102702790B (en) * | 2012-06-07 | 2014-06-18 | 江苏之江化工有限公司 | Disperse black azo dye mixture |
| CN102775809B (en) * | 2012-08-09 | 2014-07-02 | 江苏之江化工有限公司 | Cyano-containing azo disperse dye |
| CN106752081B (en) * | 2016-12-30 | 2020-05-01 | 浙江闰土研究院有限公司 | A kind of disperse dye composition and its preparation method and use |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101307191A (en) * | 2008-06-28 | 2008-11-19 | 浙江龙盛集团股份有限公司 | A kind of disperse dye composition and disperse dye |
| CN101792615A (en) * | 2010-03-09 | 2010-08-04 | 江苏吉华化工有限公司 | Environment-friendly dark blue and black series compound disperse dye and production method thereof |
| CN101798472A (en) * | 2010-03-26 | 2010-08-11 | 浙江闰土股份有限公司 | Black and blue disperse dye composition |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101307191A (en) * | 2008-06-28 | 2008-11-19 | 浙江龙盛集团股份有限公司 | A kind of disperse dye composition and disperse dye |
| CN101792615A (en) * | 2010-03-09 | 2010-08-04 | 江苏吉华化工有限公司 | Environment-friendly dark blue and black series compound disperse dye and production method thereof |
| CN101798472A (en) * | 2010-03-26 | 2010-08-11 | 浙江闰土股份有限公司 | Black and blue disperse dye composition |
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