CN1597790A - Compound dispersion red dye - Google Patents
Compound dispersion red dye Download PDFInfo
- Publication number
- CN1597790A CN1597790A CN 200410025786 CN200410025786A CN1597790A CN 1597790 A CN1597790 A CN 1597790A CN 200410025786 CN200410025786 CN 200410025786 CN 200410025786 A CN200410025786 A CN 200410025786A CN 1597790 A CN1597790 A CN 1597790A
- Authority
- CN
- China
- Prior art keywords
- monomer
- red dye
- disperse red
- naphthalene sulfonic
- formula
- 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.)
- Pending
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- 239000001044 red dye Substances 0.000 title claims abstract description 23
- 150000001875 compounds Chemical class 0.000 title claims abstract description 12
- 239000006185 dispersion Substances 0.000 title description 5
- 239000000178 monomer Substances 0.000 claims abstract description 39
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
- 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 claims description 19
- 239000002131 composite material Substances 0.000 claims description 17
- 239000012752 auxiliary agent Substances 0.000 claims description 10
- 238000009833 condensation Methods 0.000 claims description 9
- 230000005494 condensation Effects 0.000 claims description 9
- 239000007859 condensation product Substances 0.000 claims description 9
- 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 claims description 6
- 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 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 229920005552 sodium lignosulfonate Polymers 0.000 claims description 5
- 229920001732 Lignosulfonate Polymers 0.000 claims description 3
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 235000019357 lignosulphonate Nutrition 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 claims 2
- 238000004043 dyeing Methods 0.000 abstract description 9
- 239000000463 material Substances 0.000 abstract description 3
- 229920000728 polyester Polymers 0.000 abstract description 3
- ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical group [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 description 12
- 239000000975 dye Substances 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- NPBDWXMKLFBNIW-UHFFFAOYSA-N 3-[4-[(2-chloro-4-nitrophenyl)diazenyl]-n-ethylanilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1Cl NPBDWXMKLFBNIW-UHFFFAOYSA-N 0.000 description 1
- 229920004935 Trevira® 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
- 238000005516 engineering process Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010979 ruby Substances 0.000 description 1
- 229910001750 ruby Inorganic materials 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Abstract
The invention relates to a compound dispersive red dye, especially relating to a polyester material printing and dyeing compound dispersive red dye, containing the following components in weight percent: monomer A 20%-45%, monomer B 5%-15% and auxiliary. It has the advantages of high dyeing ratio, good dyeing repeatability, good dyeing uniformity, excellent fastness, approach of coloured light to dispersive red S-5BL, etc.
Description
(1) technical field
The present invention relates to a kind of composite disperse red dye, relate in particular to the composite disperse red dye that a kind of dyeing polyester materials is used.
(2) background technology
In polyester material dyeing, Disperse Red S-5BL (dispersed ruby SE-2GFL) uses a wider dyestuff, but its application performance dyeing repeatability is bad, and dyestuff color development rate is low, and three-waste pollution is big in the production, and sublimation fastness is also bad when being used to print and dye.
(3) summary of the invention
In order to overcome the deficiency of existing dispersive red dye, the object of the invention is to provide a kind of composite disperse red dye that can effectively substitute existing dispersive red dye.
Dispersive red dye of the present invention comprises following component by weight percentage:
20%～45% monomer A as the formula (1),
5%～15% monomers B as the formula (2),
And auxiliary agent.
The weight fraction of described monomer A is preferably 25～40%, most preferably is 35%; The weight fraction of monomers B is 8～12%, most preferably is 10%.
Further, described composite disperse red dye also contains 0.5～2.5% the monomer C shown in general formula (3),
Wherein, R is methyl or ethyl.
The weight fraction of monomer C is preferably 1～2%, most preferably is 1.5%.
Above-mentioned auxiliary agent is dyestuff dispersion agent commonly used, diffusant etc. when composite, is preferably one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, sulfonated lignin.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.
Composite disperse red dye of the present invention can be prepared by following method:
After monomer, auxiliary agent, water or the mixing of other wetting agent with the metering ratio, grind dispersion with shredder, then spraying drying.Above-mentioned monomer A, monomers B, monomer C all can adopt the commercially available prod, can adopt the C.I. Red-1 200 45 former dyestuffs of Zhejiang Province Longsheng Group Co., Ltd's production as monomer A, C.I. Red-1 200 53 former dyestuffs (CAS:78564-87-1) or 53: 2 former dyestuffs of Red-1 200 that the C.I. Disperse Red 50 former dyestuffs that monomers B can adopt Zhejiang Province Longsheng Group Co., Ltd to produce, monomer C can adopt Zhejiang Province Longsheng Group Co., Ltd to produce.
Advantages such as dispersive red dye of the present invention has that dye uptake height, dyeing favorable reproducibility, good level-dyeing property, fastness are good, coloured light and Disperse Red S-5BL are approaching.
(4) embodiment
The invention will be further described below in conjunction with embodiment and Comparative Examples, but protection scope of the present invention is not limited to this.
Embodiment 1～11
According to data shown in the table 1, with dye monomer A, dye monomer B, dye monomer C, auxiliary agent (dispersion agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde (MF), diffusant benzyl naphthalenesulfonate formaldehyde condensation compound (CNF), diffusant naphthalene sulfonic acidformaldehyde condensation product (NNO), sodium lignosulfonate), after adding water and piece together mixing, grind dispersion with shredder, then spraying drying.
Table 1
| The embodiment title | Monomer A (gram) | Monomers B (gram) | Monomer C (gram) R is a methyl | Monomer C (gram) R is an ethyl | Dispersant MF (gram) | Dispersing agent CNF (gram) | Dispersing agent NNO (gram) | Sodium lignosulfonate (gram) | Water (gram) |
| Embodiment 1 | ????35.0 | ????10.5 | ??0 | ??0 | ??30 | ??0 | 0 | ??25 | ??150 |
| Embodiment 2 | ????30.0 | ????8.5 | ??0 | ??0 | ??25 | ??30.5 | 0 | ??0 | ??135 |
| Embodiment 3 | ????25.0 | ????7.0 | ??0 | ??0 | ??32 | ??0 | 0 | ??0 | ??90 |
| Embodiment 4 | ????50.0 | ????16.6 | ??2.4 | ??0 | ??40 | ??16 | 0 | ??0 | ??180 |
| Embodiment 5 | ????45.0 | ????12.8 | ??1.9 | ??0 | ??30 | ??0 | 39 | ??0 | ??195 |
| Embodiment 6 | ????40.0 | ????10.0 | ??1.5 | ??0 | ??40 | ??40 | 10 | ??10 | ??205 |
| Embodiment 7 | ????32.0 | ????10.0 | ??1.0 | ??0 | ??0 | ??40 | 45 | ??0 | ??190 |
| Embodiment 8 | ????50.0 | ????16.6 | ??0 | ??2.4 | ??0 | ??10 | 0 | ??46 | ??180 |
| Embodiment 9 | ????45.0 | ????12.8 | ??0 | ??1.9 | ??0 | ??30 | 0 | ??39 | ??195 |
| Embodiment 10 | ????40.0 | ????10.0 | ??0 | ??1.5 | ??80 | ??0 | 10 | ??10 | ??205 |
| Embodiment 11 | ????32.0 | ????10.0 | ??0 | ??1.0 | ??0 | ??0 | 50 | ??35 | ??190 |
Embodiment 12
Respectively getting 0.5 dispersed dye that make of gram embodiment 1～11 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 30 minutes, begin sampling when being cooled to 90 ℃.Observe sample cloth coloured light, adopt GB GB/T3921-1997, GB/T3920-1997, GB/T5718-1997 to survey its dyefastness.Test result sees Table 2.
Comparative Examples 1
Get 0.5 gram Disperse Red S-5BL dyestuff and repeat embodiment 12.Test result sees Table 2.
Table 2
| The embodiment title | Color | Washing fastness (60 ℃) | Crock fastness | 180 ℃ of sublimation fastness |
| Embodiment 1 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 2 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 3 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 4 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 5 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 6 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 7 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 8 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 9 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 10 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 11 | Blue light is red | 4～5 grades | 4～5 grades | 4～5 grades |
| Comparative Examples 1 | Blue light is red | 4 grades | 4 grades | 4 grades |
Claims (10)
1, a kind of composite disperse red dye, percentage ratio contains following component by weight:
20%～45% monomer A as the formula (1),
5%～15% monomers B as the formula (2)
And auxiliary agent.
2, composite disperse red dye as claimed in claim 1 is characterized in that described auxiliary agent is one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, sulfonated lignin.
3, composite disperse red dye as claimed in claim 2 is characterized in that also containing weight percentage and is 0.5%～2.5% the monomer C shown in general formula (3)
Wherein, R is methyl or ethyl.
4, composite disperse red dye as claimed in claim 2, it is characterized in that composed of the following components: percentage ratio meter by weight, 20%～45% monomer A as the formula (1), 5%～15% monomers B as the formula (2) and surplus are auxiliary agent, and described auxiliary agent is one of following or its mixture: 1. 2. 3. 4. sodium lignosulfonate of benzyl naphthalene sulfonic formaldehyde condensation compound of condensation compound of methyl naphthalene sulfonic acid and formaldehyde of naphthalene sulfonic acidformaldehyde condensation product.
5, composite disperse red dye as claimed in claim 3, it is characterized in that composed of the following components: percentage ratio meter by weight, 20%～45% monomer A as the formula (1), 5%～15% monomers B as the formula (2), 0.5%～2.5% monomer C shown in general formula (3) and surplus are auxiliary agent, and described auxiliary agent is one of following or its mixture: 1. 2. 3. 4. sodium lignosulfonate of benzyl naphthalene sulfonic formaldehyde condensation compound of condensation compound of methyl naphthalene sulfonic acid and formaldehyde of naphthalene sulfonic acidformaldehyde condensation product.
6, as the described composite disperse red dye of one of claim 1～5, the weight fraction that it is characterized in that described monomer A is 25～40%, and the weight fraction of described monomers B is 8～12%.
7, as claim 3 or 5 described composite disperse red dyes, the weight fraction that it is characterized in that described monomer C is 1～2%.
8, composite disperse red dye as claimed in claim 6, the weight fraction that it is characterized in that described monomer A is 35%, the weight fraction of described monomers B is 10%.
9, composite disperse red dye as claimed in claim 7, the weight fraction that it is characterized in that described monomer C is 1.5%.
10, composite disperse red dye as claimed in claim 9, it is characterized in that composed of the following components: percentage ratio meter by weight, 35% monomer A as the formula (1), 10% monomers B as the formula (2), 1.5% monomer C shown in general formula (3) and surplus are condensation compound of methyl naphthalene sulfonic acid and formaldehyde.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410025786 CN1597790A (en) | 2004-07-01 | 2004-07-01 | Compound dispersion red dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410025786 CN1597790A (en) | 2004-07-01 | 2004-07-01 | Compound dispersion red dye |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1597790A true CN1597790A (en) | 2005-03-23 |
Family
ID=34663849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200410025786 Pending CN1597790A (en) | 2004-07-01 | 2004-07-01 | Compound dispersion red dye |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1597790A (en) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100338147C (en) * | 2005-05-20 | 2007-09-19 | 浙江闰土股份有限公司 | Composite moderate temperature type red disperse dyes |
| CN100354377C (en) * | 2005-06-07 | 2007-12-12 | 浙江闰土股份有限公司 | Composite environmental protection type grey disperse dyes |
| CN100383193C (en) * | 2006-06-02 | 2008-04-23 | 浙江龙盛集团股份有限公司 | Dispersion red dye composition |
| CN100422270C (en) * | 2006-04-10 | 2008-10-01 | 浙江龙盛集团股份有限公司 | Composite disperse red dye composition |
| CN101983993A (en) * | 2010-07-30 | 2011-03-09 | 江苏亚邦染料股份有限公司 | Dispersed scarlet dye composite with high washing fastness |
| CN102634231A (en) * | 2012-03-27 | 2012-08-15 | 江苏之江化工有限公司 | Disperse red mix |
| CN101565558B (en) * | 2009-05-05 | 2012-10-17 | 吴江市绿洲染料化工有限公司 | Environment-friendly alkali-resistant disperse red dye mixture |
| CN101735664B (en) * | 2009-12-23 | 2013-04-24 | 浙江龙盛染料化工有限公司 | Disperse scarlet dye composition |
| CN103113759A (en) * | 2013-02-28 | 2013-05-22 | 绍兴县精细化工有限公司 | Red disperse dye composition, and preparation method and application thereof |
| CN104710840A (en) * | 2013-12-31 | 2015-06-17 | 江苏吉华化工有限公司 | Disperse red dye composition |
| CN104945954A (en) * | 2015-06-26 | 2015-09-30 | 浙江龙盛集团股份有限公司 | Disperse red dye composition and dye product |
| CN105086513A (en) * | 2015-07-27 | 2015-11-25 | 杭州吉华江东化工有限公司 | Environment-friendly type disperse red dye mixture and applciation |
| CN107858016A (en) * | 2017-11-21 | 2018-03-30 | 江苏亚邦染料股份有限公司 | A kind of red dispersion dyes mixture |
| CN110183874A (en) * | 2019-07-11 | 2019-08-30 | 浙江双冠染料有限公司 | A kind of red disperse dyes composition |
| CN112063196A (en) * | 2020-09-21 | 2020-12-11 | 浙江双冠染料有限公司 | Red disperse dye composition |
-
2004
- 2004-07-01 CN CN 200410025786 patent/CN1597790A/en active Pending
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100338147C (en) * | 2005-05-20 | 2007-09-19 | 浙江闰土股份有限公司 | Composite moderate temperature type red disperse dyes |
| CN100354377C (en) * | 2005-06-07 | 2007-12-12 | 浙江闰土股份有限公司 | Composite environmental protection type grey disperse dyes |
| CN100422270C (en) * | 2006-04-10 | 2008-10-01 | 浙江龙盛集团股份有限公司 | Composite disperse red dye composition |
| CN100383193C (en) * | 2006-06-02 | 2008-04-23 | 浙江龙盛集团股份有限公司 | Dispersion red dye composition |
| CN101565558B (en) * | 2009-05-05 | 2012-10-17 | 吴江市绿洲染料化工有限公司 | Environment-friendly alkali-resistant disperse red dye mixture |
| CN101735664B (en) * | 2009-12-23 | 2013-04-24 | 浙江龙盛染料化工有限公司 | Disperse scarlet dye composition |
| CN101983993A (en) * | 2010-07-30 | 2011-03-09 | 江苏亚邦染料股份有限公司 | Dispersed scarlet dye composite with high washing fastness |
| CN102634231A (en) * | 2012-03-27 | 2012-08-15 | 江苏之江化工有限公司 | Disperse red mix |
| CN103113759A (en) * | 2013-02-28 | 2013-05-22 | 绍兴县精细化工有限公司 | Red disperse dye composition, and preparation method and application thereof |
| CN104710840A (en) * | 2013-12-31 | 2015-06-17 | 江苏吉华化工有限公司 | Disperse red dye composition |
| CN104710840B (en) * | 2013-12-31 | 2016-10-12 | 江苏吉华化工有限公司 | A kind of dispersion red dye composition |
| CN104945954A (en) * | 2015-06-26 | 2015-09-30 | 浙江龙盛集团股份有限公司 | Disperse red dye composition and dye product |
| CN105086513A (en) * | 2015-07-27 | 2015-11-25 | 杭州吉华江东化工有限公司 | Environment-friendly type disperse red dye mixture and applciation |
| CN107858016A (en) * | 2017-11-21 | 2018-03-30 | 江苏亚邦染料股份有限公司 | A kind of red dispersion dyes mixture |
| CN107858016B (en) * | 2017-11-21 | 2019-08-20 | 江苏亚邦染料股份有限公司 | A kind of red dispersion dyes mixture |
| CN110183874A (en) * | 2019-07-11 | 2019-08-30 | 浙江双冠染料有限公司 | A kind of red disperse dyes composition |
| CN112063196A (en) * | 2020-09-21 | 2020-12-11 | 浙江双冠染料有限公司 | Red disperse dye composition |
| CN112063196B (en) * | 2020-09-21 | 2021-09-10 | 浙江双冠染料有限公司 | Red disperse dye composition |
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