CN1317338C - Monoazo dye composition - Google Patents
Monoazo dye composition Download PDFInfo
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- CN1317338C CN1317338C CNB2004100990972A CN200410099097A CN1317338C CN 1317338 C CN1317338 C CN 1317338C CN B2004100990972 A CNB2004100990972 A CN B2004100990972A CN 200410099097 A CN200410099097 A CN 200410099097A CN 1317338 C CN1317338 C CN 1317338C
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- dyestuff
- dye
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- gram
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- 239000000203 mixture Substances 0.000 title claims abstract description 19
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title abstract 2
- 239000000975 dye Substances 0.000 claims abstract description 82
- 239000000986 disperse dye Substances 0.000 abstract description 9
- 238000004043 dyeing Methods 0.000 abstract description 7
- 229920000728 polyester Polymers 0.000 abstract description 3
- 238000005406 washing Methods 0.000 abstract description 3
- 239000002657 fibrous material Substances 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 9
- 239000012752 auxiliary agent Substances 0.000 description 7
- 239000002131 composite material Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000007859 condensation product Substances 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 239000004576 sand Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- WBCXRDHKXHADQF-UHFFFAOYSA-N 4,11-diamino-2-(3-methoxypropyl)naphtho[2,3-f]isoindole-1,3,5,10-tetrone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=C(C(N(CCCOC)C1=O)=O)C1=C2N WBCXRDHKXHADQF-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 229920004935 Trevira® Polymers 0.000 description 2
- -1 alkyl naphthalene sulfonic acid Chemical compound 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
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 235000019357 lignosulphonate Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000012360 testing method Methods 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
- 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
- 229920001577 copolymer Polymers 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
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000000835 fiber Substances 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
- 239000000463 material Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
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- Coloring (AREA)
Abstract
The invention relates to a monoazo dye composition which basically comprises a dye A shown as a formula , a dye B shown as a formula (II), a dye C shown as a formula (III) and a dye D shown as a formula (IV). When the disperse dye composition is used for dyeing polyester fiber materials, the disperse dye composition has the characteristics of high dye uptake, excellent dyeing fastness, high washing fastness, good promotion, good leveling property and the like.
Description
(1) technical field
The present invention relates to a kind of Monoazo-dyes composition.
(2) background technology
Need especially a kind ofly to have good equalization and depth and be applicable to painted in short-term dyestuff for trevira being dyed dark color (as mazarine, black etc.).Inventors of the present invention are through deeply and developed a kind of dye composite that had not only satisfied above-mentioned requirements but also had good washable fastness after testing widely and studying.
C.I. the equalization of EX-SF DISPERSE BLUE EX-SF 300 284 when dyeing in short-term is relatively poor, can not satisfy the particularly painted needs of polyester material that dye.
(3) summary of the invention
The object of the invention is to provide a kind of to be had good equalization and dyeing behavior and is applicable to painted in short-term dye composite.
Described Monoazo-dyes composition is basically by suc as formula the dyestuff A shown in (I), suc as formula the dyestuff B shown in (II), form suc as formula the dyestuff C shown in (III) with suc as formula the dyestuff D shown in (IV).
Because the singularity of dye industry is difficult to also there is no need to make pure product, can have the impurity in some preparation process usually, also allows to contain the physics impurity of a spot of moisture content and trace when composite dye of the present invention is made finished product.
In the described dye composite, the weight percentage of dyestuff A is 1～90%, is preferably 20～90%, more preferably 20～80%, most preferably be 30～80%; The weight percentage of dyestuff B is 1～90%, is preferably 2～10%, more preferably 3～9%, most preferably be 4～8%; The weight percentage of dyestuff C is 1～90%, is preferably 5～70%, more preferably 10～70%, most preferably be 10～60%; The weight percentage of dyestuff D is 1～90%, is preferably 2～10%, more preferably 4～9%, most preferably be 4～8%.
Prepare the employed dyestuff A of disperse dye composition of the present invention, dyestuff B, dyestuff C and dyestuff D and be respectively disclosed dyestuff such as patent US4211696, patent US3835154, patent JP58160356 and patent EP147938 or similar these dyestuff, with the method for wherein record or similarly method can make at an easy rate; Also can adopt the former dyestuff of commercially available prod C.I. EX-SF DISPERSE BLUE EX-SF 300 284, C.I. Disperse Blue-60, C.I. Disperse Brown 19 and C.I. Disperse Red 301 respectively.
Disperse dye composition of the present invention, general needs adding auxiliary agent disperses when being used to dye.After for example dyestuff A, dyestuff B, dyestuff C and dyestuff D being mixed 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 dyestuff A, dyestuff B, dyestuff C and dyestuff D can be carried out mixing with above-mentioned ratio after corpusculed is handled with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water or other wetting agent in addition.Usually, auxiliary agent is 0.8～5: 1 with the ratio of former dyestuff weight.Certainly, also can adopt commercially available prod C.I. EX-SF DISPERSE BLUE EX-SF 300 284, C.I. Disperse Blue-60, C.I. Disperse Brown 19 and the C.I. Disperse Red 301 direct methods of mixing of piecing together.
Described auxiliary agent is dyestuff dispersion agent commonly used, diffusant etc. when composite, comprise one of following or its several mixture arbitrarily: 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, graininess is supplied with dyeing.By regulating the proportioning of each component, can be used to dye dark blue to black.When Polyester Fibers being dyeed, have characteristics such as dye uptake height, fastness of dyeing excellence especially have high washing fastness, enhancing is good, equalization is good with disperse dye composition of the present invention.
(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
22 gram dyestuff A, 2 gram dyestuff B, 6 gram dyestuff C, 2 gram dyestuff D, 68 gram dispersion agent Reax83A, 135 gram pure water one are reinstated sand mill and carried out corpusculed (making dispersion treatment), spraying drying again, the coloured light of gained disperse dye composition is mazarine.
Embodiment 2
11 gram dyestuff A, 2 gram dyestuff B, 17 gram dyestuff C, 2 gram dyestuff D, 68 gram dispersion agent Reax83A, 135 gram pure water one are reinstated sand mill and carried out corpusculed (making dispersion treatment), spraying drying again, the coloured light of gained disperse dye composition is black.
Embodiment 3～10
According to the preparation method of embodiment 1, press the continuous data shown in the table 1 dyestuff A, dyestuff B, dyestuff C, dyestuff D, auxiliary agent and wetting agent are pieced together mixed be disperse dye composition of the present invention, result such as table 2.
Table 1
| The embodiment title | Dyestuff A (gram) | Dyestuff B (gram) | Dyestuff C (gram) | Dyestuff D (gram) | Auxiliary agent (gram) | Pure water (gram) | |
| Embodiment 3 | 10 | 1.8 | 18.1 | 2.1 | Dispersant MF | 68 | 135 |
| Embodiment 4 | 12 | 1.8 | 16.1 | 2.1 | 68 | 135 | |
| Embodiment 5 | 14 | 1.9 | 14.1 | 2.0 | Dispersing agent CNF | 68 | 135 |
| Embodiment 6 | 16 | 1.9 | 12.1 | 2.0 | 68 | 135 | |
| Embodiment 7 | 18 | 2.0 | 10.1 | 1.9 | 68 | 135 | |
| Embodiment 8 | 20 | 2.0 | 8.1 | 1.9 | Dispersing agent NNO | 68 | 135 |
| Embodiment 9 | 22 | 2.1 | 6.1 | 1.8 | 68 | 135 | |
| Embodiment 10 | 24 | 2.1 | 4.1 | 1.8 | 68 | 135 | |
Embodiment 11
Respectively getting 0.5 dye composite that makes of gram embodiment 1～10 is dispersed in 500 ml waters, mix with 60 milliliters water after drawing 20 milliliters, transferring dye bath PH with acetic acid is 5, be warming up to 70 ℃ put into simultaneously 2 the gram trevira dye, in 30 minutes, be warmed up to 130 ℃ by 70 ℃, be incubated after 40 minutes, begin sampling when being cooled to below 90 ℃.Adopt GB GB/T3921-1997, GB/T3920-1997, GB/T5718-1997 to survey its fastness of dyeing.Test result sees Table 2.
Table 2
| The embodiment title | Washing fastness (60 ℃) | Crock fastness | Sublimation fastness (180 ℃) |
| Embodiment 1 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 2 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 3 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 4 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 5 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 6 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 7 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 8 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 9 | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 10 | 4～5 grades | 4～5 grades | 4～5 grades |
Claims (3)
1, a kind of Monoazo-dyes composition, basically by suc as formula the dyestuff A shown in (I), suc as formula the dyestuff B shown in (II), form suc as formula the dyestuff C shown in (III) with suc as formula the dyestuff D shown in (IV),
The weight percentage of described dyestuff A is 20～90%, and the weight percentage of dyestuff B is 2～10%, and the weight percentage of dyestuff C is 5～70%, and the weight percentage of dyestuff D is 2～10%.
2, Monoazo-dyes composition according to claim 1, it is characterized in that: the weight percentage of dyestuff A is 20～80%, the weight percentage of dyestuff B is 3～9%, and the weight percentage of dyestuff C is 10～70%, and the weight percentage of dyestuff D is 4～9%.
3, Monoazo-dyes composition according to claim 2, it is characterized in that: the weight percentage of dyestuff A is 30～80%, the weight percentage of dyestuff B is 4～8%, and the weight percentage of dyestuff C is 10～60%, and the weight percentage of dyestuff D is 4～8%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100990972A CN1317338C (en) | 2004-12-28 | 2004-12-28 | Monoazo dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100990972A CN1317338C (en) | 2004-12-28 | 2004-12-28 | Monoazo dye composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1648169A CN1648169A (en) | 2005-08-03 |
| CN1317338C true CN1317338C (en) | 2007-05-23 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004100990972A Expired - Fee Related CN1317338C (en) | 2004-12-28 | 2004-12-28 | Monoazo dye composition |
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| Country | Link |
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| CN (1) | CN1317338C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101914309B (en) * | 2010-07-19 | 2013-04-24 | 浙江闰土股份有限公司 | Environment-friendly composite disperse dye composition capable of performing discharge printing |
| CN102504595B (en) * | 2011-11-15 | 2014-08-06 | 东营安诺其纺织材料有限公司 | Azo dye composition, preparation method thereof and use method thereof |
| CN104974552B (en) * | 2015-07-31 | 2017-01-11 | 杭州福莱蒽特精细化工有限公司 | Disperse sapphire blue dye composition with high color fastness |
| CN108395732B (en) * | 2018-04-09 | 2019-11-08 | 九江富达实业有限公司 | A kind of black disperse dye composition and black disperse dye |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3835154A (en) * | 1972-07-25 | 1974-09-10 | Du Pont | Blue disperse 1,4-diaminoanthraquinone-2,3-dicarboximide dyes |
| US4211696A (en) * | 1972-01-28 | 1980-07-08 | Imperial Chemical Industries Limited | Disperse monoazo dyestuffs derived from 3,5-dinitro-2-amino thiophene as disazo component and an arylamine coupling component |
| JPS58160356A (en) * | 1982-03-18 | 1983-09-22 | Sumitomo Chem Co Ltd | Production of monoazo dye |
| EP0147938A2 (en) * | 1983-12-08 | 1985-07-10 | Imperial Chemical Industries Plc | Disperse dyestuffs |
-
2004
- 2004-12-28 CN CNB2004100990972A patent/CN1317338C/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4211696A (en) * | 1972-01-28 | 1980-07-08 | Imperial Chemical Industries Limited | Disperse monoazo dyestuffs derived from 3,5-dinitro-2-amino thiophene as disazo component and an arylamine coupling component |
| US3835154A (en) * | 1972-07-25 | 1974-09-10 | Du Pont | Blue disperse 1,4-diaminoanthraquinone-2,3-dicarboximide dyes |
| JPS58160356A (en) * | 1982-03-18 | 1983-09-22 | Sumitomo Chem Co Ltd | Production of monoazo dye |
| EP0147938A2 (en) * | 1983-12-08 | 1985-07-10 | Imperial Chemical Industries Plc | Disperse dyestuffs |
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| Publication number | Publication date |
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| CN1648169A (en) | 2005-08-03 |
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