CN1276031C - Disperse red dye composition - Google Patents
Disperse red dye composition Download PDFInfo
- Publication number
- CN1276031C CN1276031C CN 200410068170 CN200410068170A CN1276031C CN 1276031 C CN1276031 C CN 1276031C CN 200410068170 CN200410068170 CN 200410068170 CN 200410068170 A CN200410068170 A CN 200410068170A CN 1276031 C CN1276031 C CN 1276031C
- Authority
- CN
- China
- Prior art keywords
- grades
- dye composition
- dye
- red dye
- dye monomer
- 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.)
- Expired - Fee Related
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- 239000000203 mixture Substances 0.000 title claims abstract description 19
- 239000001044 red dye Substances 0.000 title claims description 12
- 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 title 1
- 239000000178 monomer Substances 0.000 claims abstract description 24
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 16
- 239000000975 dye Substances 0.000 claims description 39
- 239000006185 dispersion Substances 0.000 claims description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- 239000007859 condensation product Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000009833 condensation Methods 0.000 claims description 8
- 230000005494 condensation Effects 0.000 claims description 8
- 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 5
- 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 4
- 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 claims description 4
- 229920001732 Lignosulfonate Polymers 0.000 claims description 4
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 4
- 235000019357 lignosulphonate Nutrition 0.000 claims description 4
- 229920005552 sodium lignosulfonate Polymers 0.000 claims description 4
- 238000004043 dyeing Methods 0.000 abstract description 4
- 229920000728 polyester Polymers 0.000 abstract description 4
- 238000000859 sublimation Methods 0.000 abstract description 4
- 230000008022 sublimation Effects 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 2
- 238000007639 printing Methods 0.000 abstract description 2
- 238000004040 coloring Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- 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 abstract 1
- 239000002270 dispersing agent Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000001035 drying Methods 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- ZLCUIOWQYBYEBG-UHFFFAOYSA-N 1-Amino-2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(N)C(C)=CC=C3C(=O)C2=C1 ZLCUIOWQYBYEBG-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000002131 composite material Substances 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
- 238000009973 dope dyeing Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001048 orange dye Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000001089 thermophoresis Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 238000009970 yarn dyeing Methods 0.000 description 1
Abstract
The present invention relates to a monoazo dye composition which basically comprises the following components by the weight proportion: 4 to 32% of dye monomer A, 3 to 20% of dye monomer B and an auxiliary agent as the rest, wherein the dye monomer A is represented by a formula (I); the dye monomer B is represented by a formula (II). The dispersing dye composition is particularly suitable for dyeing polyester material and yarn and printing and has the advantages of outstanding coloring performance by hot melting at high temperature, good fastness, such as light fastness, sublimation fastness and washing fastness.
Description
(1) technical field
The present invention relates to a kind of Monoazo-dyes composition.
(2) background technology
From the weaving face fabric present situation, the shared ratio of lining that is formed by multiple fiber combinations increases year by year, and some the medium-to-high grade linings as domestic comprise polyester blended lining etc.Gong Ying dispersed dye in the market, can't satisfy the printing and dyeing needs of such textiles well: its thermophoresis fastness and water washing fastness are all not ideal enough, have influenced the various wet fastness of dope dyeing, have also brought the pollution to surrounding environment.
(3) summary of the invention
For overcoming the deficiency of existing dispersed dye, the object of the invention is to provide a kind of dye uptake height, washing fastness is good, fastness is good, heat-resisting transport property is little dispersion red dye composition, is suitable for the dyeing of multifilament combination lining such as polyester blended lining.
Dispersion red dye composition of the present invention, form by following component basically:
Weight percentage is 4~32% the dye monomer A suc as formula (I),
Weight percentage is 3~20% the dye monomer B suc as formula (II),
Surplus is an auxiliary agent.
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 disperse orange dye of the present invention is made finished product.
Described auxiliary agent is one of following or its two or more mixture: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, sulfonated lignin.Described 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.
The weight percentage of described dye monomer A is preferably 5~25%, and the weight percentage of dye monomer B is preferably 5~15%.
Dispersion red dye composition of the present invention can prepare by the following method:
After dye monomer A, dye monomer B, auxiliary agent, water or the mixing of other wetting agent with the metering ratio, grind dispersion with shredder, then spraying drying.Above-mentioned dye monomer A and monomers B can adopt the commercially available prod respectively.
Dispersion red dye composition of the present invention also can prepare by the following method:
Earlier make finished product dyestuff C, make finished product dyestuff D, will measure the finished product dyestuff C of ratio again by dye monomer B and auxiliary agent by dye monomer A and auxiliary agent) and finished product dyestuff D, auxiliary agent add water piece together mix after, grinding dispersion, spraying drying then; Also above-mentioned finished product dyestuff C, finished product dyestuff D and auxiliary agent directly can be pieced together mixedly, be ground to and be uniformly dispersed.Equally, above-mentioned dyestuff C and dyestuff D also can adopt the commercially available prod.
Dispersion red dye composition of the present invention is very suitable for dying polyester material, yarn dyeing and stamp, and high temperature hot melt dyeing behavior is splendid, and the fastness excellent property is all good as sun-resistant fastness, fastness to sublimation, wash resistant fastness.
(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 1~7
According to data shown in the table 1, after dye monomer A, dye monomer B, auxiliary agent (Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), dispersing agent CNF (benzyl naphthalenesulfonate formaldehyde condensation compound), dispersing agent NNO (naphthalene sulfonic acidformaldehyde condensation product), sodium lignosulfonate) added water and piece together to mix, grind dispersion with shredder, spraying drying gets final product.
Table 1
The embodiment title | Dye monomer A (gram) | Dye monomer B (gram) | Auxiliary agent (gram) | Water (gram) | |||
Dispersant MF | Dispersing agent CNF | Dispersing agent NNO | Sodium lignosulfonate | ||||
Embodiment 1 | 15 | 5 | 60 | 20 | 0 | 0 | 120 |
Embodiment 2 | 15 | 10 | 50 | 0 | 25 | 0 | 120 |
Embodiment 3 | 4.5 | 12 | 50 | 0 | 0 | 33.5 | 120 |
Embodiment 4 | 20 | 15 | 0 | 0 | 0 | 65 | 120 |
Embodiment 5 | 20 | 18 | 0 | 0 | 62 | 0 | 120 |
Embodiment 6 | 25 | 10 | 0 | 65 | 0 | 0 | 120 |
Embodiment 7 | 30 | 8 | 62 | 0 | 0 | 0 | 120 |
Embodiment 8~13
According to data shown in the table 2, with dyestuff C (commercial dye, monomer A content 45.45%, all the other are auxiliary agent), dyestuff D (commercial dye, monomers B content 32%, all the other are auxiliary agent), after auxiliary agent (Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), dispersing agent CNF (benzyl naphthalenesulfonate formaldehyde condensation compound), dispersing agent NNO (naphthalene sulfonic acidformaldehyde condensation product)) adds water and piece together to mix, grind dispersion with shredder, then spraying drying;
Table 2
The embodiment title | Dyestuff C (gram) | Dyestuff D (gram) | Auxiliary agent (gram) | Water (gram) | ||
Dispersant MF | Dispersing agent CNF | Dispersing agent NNO | ||||
Embodiment 8 | 40 | 19 | 62 | 0 | 0 | 0 |
Embodiment 9 | 40 | 38 | 0 | 43 | 0 | 140 |
Embodiment 10 | 50 | 53 | 0 | 0 | 10 | 130 |
Embodiment 11 | 50 | 63 | 0 | 0 | 0 | 130 |
Embodiment 12 | 60 | 34 | 15 | 0 | 0 | 130 |
Embodiment 13 | 70 | 27 | 0 | 9 | 0 | 125 |
Embodiment 14
Respectively getting 0.5 dispersed dye that make of gram embodiment 1~13 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 ℃ to put into 2 grams simultaneously and wash/cotton dyes, in 30 minutes, be warmed up to 130 ℃ by 70 ℃, be incubated 30 minutes, begin sampling when being cooled to 90 ℃.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 3.
Table 3
The embodiment title | Water-fast washing | Rub resistance | Fast light | Sublimation fastness (180 ℃) |
Embodiment 1 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 2 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 3 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 4 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 5 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 6 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 7 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 8 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 9 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 10 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 11 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 12 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Embodiment 13 | 4~5 grades | 4~5 grades | 5~6 grades | 5 grades |
Claims (5)
2, dispersion red dye composition according to claim 1 is characterized in that described auxiliary agent is one of following or its two or more mixture: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, sulfonated lignin.
3, dispersion red dye composition according to claim 2 is characterized in that described alkyl naphthalene sulfonic acid formaldehyde condensation products is condensation compound of methyl naphthalene sulfonic acid and formaldehyde or benzyl naphthalenesulfonate formaldehyde condensation compound.
4, dispersion red dye composition according to claim 2 is characterized in that described sulfonated lignin are sodium lignosulfonate.
5, according to the described dispersion red dye composition of one of claim 1~4, the weight percentage that it is characterized in that described dye monomer A is 5~25%, and the weight percentage of dye monomer B is 5~15%.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410068170 CN1276031C (en) | 2004-11-10 | 2004-11-10 | Disperse red dye composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410068170 CN1276031C (en) | 2004-11-10 | 2004-11-10 | Disperse red dye composition |
Publications (2)
Publication Number | Publication Date |
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CN1631990A CN1631990A (en) | 2005-06-29 |
CN1276031C true CN1276031C (en) | 2006-09-20 |
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Family Applications (1)
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CN 200410068170 Expired - Fee Related CN1276031C (en) | 2004-11-10 | 2004-11-10 | Disperse red dye composition |
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Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100383193C (en) * | 2006-06-02 | 2008-04-23 | 浙江龙盛集团股份有限公司 | Dispersion red dye composition |
CN102351792A (en) * | 2011-08-09 | 2012-02-15 | 杭州福莱蒽特精细化工有限公司 | Azonaphthalene dicarboximide compound and composition, preparation and application thereof |
CN104231659A (en) * | 2014-07-22 | 2014-12-24 | 俞杏英 | Red thiazole heterocyclic disperse dye compound containing benzoate group and preparation and application thereof |
CN106433183B (en) * | 2015-07-25 | 2018-11-09 | 大连理工大学 | 4- oxyquinoline ketone group heterocycle azo disperse dyes and preparation method thereof |
CN106479224A (en) * | 2016-08-25 | 2017-03-08 | 上海盛丘材料科技有限公司 | A kind of high colour-fast rate liquid dispersion dye composite and preparation method thereof, application |
CN107936616A (en) * | 2017-10-26 | 2018-04-20 | 安徽凯奇化工科技股份有限公司 | A kind of red disperse dyes composition of high color fastness |
CN113736284B (en) * | 2021-10-22 | 2023-09-05 | 浙江山峪集团股份有限公司 | Disperse red dye composition |
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- 2004-11-10 CN CN 200410068170 patent/CN1276031C/en not_active Expired - Fee Related
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Granted publication date: 20060920 Termination date: 20191110 |