CN104530751B - A kind of dispersed ruby dye composition - Google Patents
A kind of dispersed ruby dye composition Download PDFInfo
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- CN104530751B CN104530751B CN201410525268.7A CN201410525268A CN104530751B CN 104530751 B CN104530751 B CN 104530751B CN 201410525268 A CN201410525268 A CN 201410525268A CN 104530751 B CN104530751 B CN 104530751B
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- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 239000010979 ruby Substances 0.000 title claims abstract description 24
- 229910001750 ruby Inorganic materials 0.000 title claims abstract description 24
- 239000000975 dye Substances 0.000 claims abstract description 55
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 14
- 150000002367 halogens Chemical group 0.000 claims abstract description 14
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 13
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 6
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 3
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- 239000007859 condensation product Substances 0.000 claims description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 5
- -1 methoxyl group Chemical group 0.000 claims description 5
- 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 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims 1
- 239000000986 disperse dye Substances 0.000 abstract description 14
- 238000005530 etching Methods 0.000 abstract description 4
- 238000004043 dyeing Methods 0.000 description 18
- 238000000034 method Methods 0.000 description 18
- 238000007639 printing Methods 0.000 description 12
- 238000013329 compounding Methods 0.000 description 9
- 239000004744 fabric Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 7
- 239000003513 alkali Substances 0.000 description 7
- 239000002270 dispersing agent Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 229920004933 Terylene® Polymers 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 238000005034 decoration Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 229920005610 lignin Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 0 C**(C1=CC(C)[C@](*=*C2=*c(cc(c(N)c3)N)c3[Cn]2)C=C1)[Mn]1*C1 Chemical compound C**(C1=CC(C)[C@](*=*C2=*c(cc(c(N)c3)N)c3[Cn]2)C=C1)[Mn]1*C1 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- NMDKWAQVRNUKQH-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid formaldehyde Chemical compound C=O.C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)(=O)O NMDKWAQVRNUKQH-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
- 241000196324 Embryophyta Species 0.000 description 1
- 101001018064 Homo sapiens Lysosomal-trafficking regulator Proteins 0.000 description 1
- 102100033472 Lysosomal-trafficking regulator Human genes 0.000 description 1
- 235000010703 Modiola caroliniana Nutrition 0.000 description 1
- 244000038561 Modiola caroliniana Species 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Nc1ccccc1 Chemical compound Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 206010040007 Sense of oppression Diseases 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000011109 contamination Methods 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
- 239000000428 dust Substances 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- Coloring (AREA)
Abstract
A kind of dispersed ruby dye composition, formed by former dyestuff and auxiliary agent blending, former dyestuff includes component A and component B, the component A is selected from one or more in compound shown in formula (I), the component B is selected from one or more in compound shown in formula (II), based on described component A and component B, the component A weight percentages are 1~99%, and the component B weight percentages are 1~99%；In formula (I), R1It is halogen or nitro；R2It is hydrogen or halogen；R3It is H, halogen, C1‑C4Alkyl or C1‑C4Alkoxy；R4It is C2H4CN or C1‑C4Alkyl；In formula (II)：R5、R6Each stand alone as halogen, R7It is H or C1‑C4Alkyl；Or R5It is nitro, R6It is hydrogen, R7It is C1‑C4Alkyl；R8It is C1‑C4Alkyl or cyanoethyl, R9It is cyanoethyl, benzyl or phenethyl, and R8、R9It is asynchronously cyanoethyl.Dispersed ruby dye energy acid-fast alkali-proof of the invention, expands the range of application of disperse dyes significantly, it may also be used for alkaline etching field.
Description
(1) technical field
The present invention relates to a kind of dispersed ruby dye composition, hydrophobic fiber material in acid or alkalescence bath is applicable to
And its printing and dyeing of blend fabric.
(2) background technology
Nowadays on piece market, pure terylene is poor due to hygroscopicity, and dress has feeling of oppression and heat, while easily static electrification, contamination
Dust, influences attractive in appearance and comfortableness and becomes not to be fond of by people increasingly.Conversely, polyester cotton is because comfortable and easy to wear, on
Body effect is well-pressed, and relative price is cheap, gradually occupies the no small market share.However, the dyeing traditional for polyester-cotton fabric
Method is that, using two one-bath two-step process, technological process is long, and production cost is high, and increased the discharge of waste water, causes the dirt of environment
Dye.If using the disperse dyes and reactive dye of alkali resistance with bath dye polyester-cotton fabric, it is possible to dispersion/two steps of bath of activity one
Decoration method is completed.In the alkaline laking process of reactive dye, disperse dyes are unaffected, or even can be reached under the cooperation of auxiliary agent
It is cost-effective to a bath one step dyeing.
Under the overall situation that energy-saving and emission-reduction, synergy lower consumption, the appearance of alkaline-proof disperse dyes has obtained popular welcome in the industry,
Although some features and common ground of alkaline-proof disperse dyes have been confirmed, specific which dyestuff can be in which kind of alkaline bath
Under the conditions of use, can only constantly bringing forth new ideas and grope just know by technical staff.
(3) content of the invention
Changed to comply with the epoch, realize that the dispersion/activity one of polyester cotton bathes two step decoration methods, reached energy-conservation and subtract
Row, the purpose of synergy consumption reduction, the invention provides a kind of dispersed ruby dye composition, the dispersed ruby dye is not only resistant to
Acid, and can be alkaline-resisting, the range of application of disperse dyes is expanded significantly, it may also be used for alkaline etching field.
The purpose of the present invention is achieved through the following technical solutions：
A kind of dispersed ruby dye composition, is formed by former dyestuff and auxiliary agent blending, and former dyestuff includes component A and component B,
The component A is selected from one or more in compound shown in formula (I), and the component B is selected from compound shown in formula (II)
One or more, based on described component A and component B, the component A weight percentages are 1~99%, the component B weights
Amount percentage composition is 1~99%；
In formula (I), R1It is halogen or nitro；R2It is hydrogen or halogen；R3It is H, halogen, C1-C4Alkyl or C1-C4Alkoxy；R4
It is C2H4CN or C1-C4Alkyl；
In formula (II)：
R5、R6Each stand alone as halogen, R7It is H or C1-C4Alkyl；Or R5It is nitro, R6It is hydrogen, R7It is C1-C4Alkyl；
R8It is C1-C4Alkyl or cyanoethyl；R9It is cyanoethyl, benzyl or phenethyl, and R8、R9It is asynchronously cyanoethyl.
Further, former dyestuff is made up of component A with component B.
Further, based on described component A and component B, the component A weight percentages are 5~50%, the component
B weight percentages are 50~95%.
Further, described halogen is preferably Cl or Br.
Further, described C1-C4Alkyl is preferably methyl or ethyl.
Further, described C1-C4Alkoxy is preferably methoxyl group.
Further, the component A preferably is selected from mixture more than one of following or two of which：
Further, the component B preferably is selected from mixture more than one of following or two of which：
Particularly, the component A is preferably the former dyestuff shown in formula (I -1), the component B be preferably formula (II -1) and/
Or the former dyestuff shown in formula (II -9).
Dye composition shown in formula (I) used in the present invention, (II) easily can be known by those skilled in the art
Mode synthesize, it is also possible to be situated between with reference to patent CN101117446A, GB1356695A, JP58160355A, JP61223040A etc.
Prepared by the method for continuing or similar method, it would however also be possible to employ commercial goods.Due to the particularity of dye industry, it is difficult to also no must
Sterling is made, so heretofore described " former dyestuff " refers to that dye composition therein is used in preparation process
The slurries for obtaining filter obtained filter cake through filter press or other filter plants, it will usually miscellaneous in some preparation process
Matter, disperse dye composition of the invention is also allowed containing a small amount of physical impurity in preparation process, not influence dyeability
Can be advisable.
Dispersed ruby dye composition of the present invention, as commodity selling or be applied to textile material colour when, lead to
Often also need to add auxiliary agent to be post-processed, described auxiliary agent be dispersant conventional when disperse dyes compounds, diffusant and its
Its surfactant etc., preferred auxiliary agent is selected from one of following or its mixture：Naphthalene sulfonic acid-formaldehyde condensation product, lignin sulfonic acid
Salt, alkyl naphthalene sulfonic acid formaldehyde condensation products (such as condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product
(dispersing agent NNO), benzyl naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A)
Deng.Generally, the ratio between gross weight of auxiliary agent and former dyestuff is 0.2~5:1.
Dispersed ruby dye composition of the present invention, its commercial treatment method is as follows：
After former dye component A and former dye component B are mixed by above-mentioned proportioning, in auxiliary agent, water or other wetting agents
In the presence of carry out corpusculed with pulverizers such as sand mill or grinders；In addition also can B points of original dye component A and former dye component
Not carry out corpusculed treatment with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water or other wetting agents after more than
The ratio stated is mixed.
Dispersed ruby dye composition of the present invention, through commercial treatment after, can be with the liquid after micronized, emulsifiable paste
State or the powdery after being dried with spray drying process etc., graininess supply dyeing.
Disperse dye composition pH is interdependent, and scope is wider, can be dyeed under conditions of pH4.0-13.Basic dyeing
Fabric coloured light is purer gorgeous, and every color fastness is excellent, and especially washing fastness is more excellent than common alkali resistance disperse dye.Together
When can realize polyester cotton dispersion/activity one bathe two step decoration methods, reach energy-saving and emission-reduction, synergy consumption reduction purpose.
Additionally, the disperse dye composition can be additionally used in alkaline burnt-out printing process.Due to alkali resistance disperse dye high and alkalescence
Burnt-out printing process is two necessary conditions for realizing alkaline etching.But alkali resistance dyestuff high is rare, present burn-out printing technique
It is mostly to carry out etching with acid, although sour burn-out printing technics comparing is ripe, but burn-out printing product colour is single, without maturation
The coloring burn-out printing technique of stabilization.Terylene/cotton fabric if using alkaline burn-out printing technique, when alkali removes regenerated cellulose
While fiber, if the disperse dyes of selection have alkali resistance high, the terylene not rotted by alkali just can be while dye.This
When, the alkaline burn-out printing of terylene/cotton fabric in addition to the style (transparent or semitransparent) for having acid burn-out printing, burn-out printing portion
The place divided can just show shades of colour, and this is that acid burn-out printing cannot be realized.
(4) specific embodiment
With reference to specific embodiment, the invention will be further described, but protection scope of the present invention is not limited in
This：
Embodiment l:
By 19 grams of formulas (I-1), 81 grams of formulas (II-1), 250 grams of Dispersant MF, after the blending that adds water, grinding distribution is simultaneously dried,
Obtain final product dispersed ruby dye.
Embodiment 2:
By 15 grams of formulas (I-1), 45 grams of formulas (II-1), 40 grams of formulas (II-9), 200 grams of dispersing agent NNOs, add water 200 grams of blendings
Afterwards, grinding distribution and drying, obtain final product dispersed ruby dye.
Embodiment 3~20
According to the method described in embodiment 1, the difference is that using component A, component B weight ratio and auxiliary agent in table 1, adding water
Slurries are made after blending, the solid content of slurries is controlled for 35~45% are advisable, grinding distribution are dried, and dispersed ruby dye is obtained,
The dyestuff is applicable polyester fiber and its blend fabric and merges the one-bath one-step dyeing for carrying out in the pre-treatment under alkalescence condition and dyeing
Dyeing.
Table 1
Dyeing Example 1
Disperse dyes obtained in weighing 3 grams of embodiments 1 are dispersed in 500 milliliters of water, add 1 gram of dispersing agent NNO stirring equal
It is even, draw the water after 25 milliliters with 175 milliliters and mix, with piece adjusting PH with base to 12.5,5 grams of knitted polyester cloth are put into, it is warming up to 70
DEG C, continue with about 2 DEG C/min gradient increased temperatures to 130 DEG C, insulation dyeing 45 minutes.Then 80 DEG C or so are cooled to and use hot water wash
10min, drying.The method of testing and rating scale of office (ISO) of adopting international standards tests its every dyefastness respectively：Friction
Fastness (ISO105-X12), washing fastness (ISO105-C03), sublimation reliability (ISO105-P01), the results are shown in Table 2.
Table 2
Dyeing Example 2
According to the method described in above-mentioned Dyeing Example 1, carried out respectively using the dyestuff prepared in embodiment 2~20
Dyeing, dye level 3.0%, the difference is that changing dyeing pH value, equally can obtain the basically identical red fabric of dyeability,
Specifically it is shown in Table 3.
Comparative example 1 is dyeed according to the compounding dispersive red dye that patent CN1861697A embodiments 1 are obtained by the application to be implemented
The mode of example 1 is dyeed；
Comparative example 2 is dyeed according to the compounding disperse scarlet dye that patent CN101735664A embodiments 10 are obtained by the application
The mode of embodiment 1 is dyeed；
The compounding Disperse blue dye that comparative example 3~4 is obtained according to patent CN101649129A embodiments 4, embodiment 12
Dyeed in the way of the application Dyeing Example 1；
The compounding dispersion black dyes that comparative example 5~6 is obtained according to patent CN102746713A embodiments 1, embodiment 8 by
The mode of the application Dyeing Example 1 is dyeed；
Comparative example 7 is dyeed according to the compounding dispersed ruby dye that patent CN101265369B embodiments 6 are obtained by the application
The mode of embodiment 1 is dyeed；
The compounding dispersed ruby dye that comparative example 8~9 is obtained according to patent JP06016962A embodiments 2, embodiment 3 by
The mode of the application Dyeing Example 1 is dyeed；
Comparative example 10 is contaminated according to the compounding disperse mauve dye that patent CN102660145A embodiments 13 are obtained by the application
The mode of color embodiment 1 is dyeed；
Comparative example 11 is dyeed according to the compounding dispersed deep blue dye obtained in patent CN101935464A prefabricated 3 by the application
The mode of embodiment 1 is dyeed；
Table 3
Test result shows：Dispersed ruby dye of the invention under the conditions of acid or basic dyeing, imitate by every fastness
Really excellent, compounding effect is notable.
Claims (7)
1. a kind of dispersed ruby dye composition, is formed by former dyestuff and auxiliary agent blending, it is characterised in that：Former dyestuff is by component A
With component B compositions, selected from one or more in compound shown in formula (I), the component B is selected from formula (II) institute for the component A
Show one or more in compound, based on described component A and component B, the component A weight percentages are 5~50%,
The component B weight percentages are 50~95%；
In formula (I), R1It is halogen or nitro；R2It is hydrogen or halogen；R3It is H, halogen, C1-C4Alkyl or C1-C4Alkoxy；R4For
C2H4CN or C1-C4Alkyl；
In formula (II)：
R5、R6Each stand alone as halogen, R7It is H or C1-C4Alkyl；Or R5It is nitro, R6It is hydrogen, R7It is C1-C4Alkyl；
R8It is C1-C4Alkyl or cyanoethyl, R9It is cyanoethyl, benzyl or phenethyl, and R8、R9It is asynchronously cyanoethyl.
2. dispersed ruby dye composition as claimed in claim 1, it is characterised in that：Described halogen is Cl or Br；It is described
C1-C4Alkyl is methyl or ethyl；Described C1-C4Alkoxy is methoxyl group.
3. dispersed ruby dye composition as claimed in claim 2, it is characterised in that：The component A be selected from it is one of following or
Mixture more than two of which：
4. dispersed ruby dye composition as claimed in claim 2, it is characterised in that：The component B be selected from it is one of following or
Mixture more than two of which：
5. the dispersed ruby dye composition as described in claim 3 or 4, it is characterised in that：The component A is formula (I -1) institute
The dye composition for showing, dye compositions of the component B shown in formula (II -1) and/or formula (II -9).
6. dispersed ruby dye composition as claimed in claim 1, it is characterised in that：Described auxiliary agent be selected from it is one of following or
Its mixture：Lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products, naphthalene sulfonic acid-formaldehyde condensation product, the contracting of benzyl naphthalenesulfonateformaldehyde formaldehyde
Compound.
7. dispersed ruby dye composition as claimed in claim 1, it is characterised in that：The ratio between gross weight of auxiliary agent and former dyestuff
It is 0.2~5:1.
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| CN104945954B (en) * | 2015-06-26 | 2017-12-08 | 浙江龙盛集团股份有限公司 | A kind of dispersion red dye composition and dye preparations |
| CN105385192A (en) * | 2015-11-30 | 2016-03-09 | 无锡新德印染制品有限公司 | Green and environment-friendly red reactive dye composite |
| CN111320878A (en) * | 2018-12-14 | 2020-06-23 | 东营安诺其纺织材料有限公司 | Disperse ruby dye and preparation method thereof |
| CN109705618B (en) * | 2018-12-19 | 2020-07-17 | 浙江龙盛集团股份有限公司 | Disperse brilliant red dye composition and dye product |
| CN113913028B (en) * | 2020-08-27 | 2023-12-01 | 青岛大学 | Monochloro-substituted benzothiazole high alkali resistance Gao Naiyang bleach disperse dye |
| CN111925667A (en) * | 2020-08-28 | 2020-11-13 | 上海贝通色彩科技有限公司 | Dacron washing-free dye composition and preparation process and dyeing process thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS63213570A (en) * | 1987-02-27 | 1988-09-06 | Sumitomo Chem Co Ltd | Disperse dye composition and dyeing of hydrophobic fiber using said dye |
| GB0022697D0 (en) * | 2000-09-15 | 2000-11-01 | Basf Ag | Azo disperse dye mixtures |
| CN1325574C (en) * | 2004-12-16 | 2007-07-11 | 浙江龙盛集团股份有限公司 | Red dye composition |
| CN1796463A (en) * | 2004-12-27 | 2006-07-05 | 上海大可染料有限公司 | Red disperse dyes and prepartion method |
| 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 |
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