CN102372932B - Disperse red dye composition - Google Patents
Disperse red dye composition Download PDFInfo
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- CN102372932B CN102372932B CN201110337571.0A CN201110337571A CN102372932B CN 102372932 B CN102372932 B CN 102372932B CN 201110337571 A CN201110337571 A CN 201110337571A CN 102372932 B CN102372932 B CN 102372932B
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- CN
- China
- Prior art keywords
- component
- composition
- ingredients
- red dye
- dye composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 239000001044 red dye Substances 0.000 title claims abstract description 19
- 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 abstract description 5
- 239000012752 auxiliary agent Substances 0.000 claims description 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- 239000006185 dispersion Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 10
- 239000007859 condensation product Substances 0.000 claims description 6
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 claims description 3
- 229920001732 Lignosulfonate Polymers 0.000 claims description 3
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 3
- 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
- 235000019357 lignosulphonate Nutrition 0.000 claims description 3
- 239000000975 dye Substances 0.000 abstract description 29
- 239000004744 fabric Substances 0.000 abstract description 17
- 238000004043 dyeing Methods 0.000 abstract description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 10
- 238000005406 washing Methods 0.000 abstract description 8
- 229910021529 ammonia Inorganic materials 0.000 abstract description 5
- 239000007788 liquid Substances 0.000 abstract description 5
- 239000002657 fibrous material Substances 0.000 abstract description 4
- 230000002209 hydrophobic effect Effects 0.000 abstract description 4
- 229920000742 Cotton Polymers 0.000 abstract description 3
- 229920000728 polyester Polymers 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 239000004753 textile Substances 0.000 abstract description 2
- 239000004615 ingredient Substances 0.000 abstract 7
- 238000001035 drying Methods 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 description 11
- 239000002270 dispersing agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- 229920005552 sodium lignosulfonate Polymers 0.000 description 6
- 238000007639 printing Methods 0.000 description 5
- 229920002334 Spandex Polymers 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- 239000004759 spandex Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229920004933 Terylene® Polymers 0.000 description 2
- 238000010017 direct printing Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 239000000080 wetting agent Substances 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
- 239000004952 Polyamide Substances 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
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Abstract
The invention provides a disperse red dye composition, which mainly comprises one kind or a plurality of kinds of ingredients A in the structure shown as the formula (I) and one kind or a plurality of kinds of ingredients B in the structure shown as the formula (II), on the basis of the ingredients A and the ingredients B, the mass percent of the ingredients A is 1 to 99 percent, and the mass percent of the ingredients B is 1 to 99 percent. After the commercialization treatment, the disperse red dye composition can be used for dyeing in a liquid state and an emulsifiable paste state after being micronized or is in a powder state and a granulate state after being dried by a spraying drying method and the like. When the dye prepared by the disperse red dye composition is used for dyeing hydrophobic fiber materials, the dyeing residual liquid is clear, the flooding color is little, and the proportion of different ingredients is regulated to obtain the composition with the advantages that the color is bright, all color fastness degree is excellent, particularly, the washing fastness is excellent, and the composition is very suitable for the dyeing of medium-to-high grade plus materials such as superfine textiles, polyester/cotton and polyester/ammonia blend fabrics and the like.
Description
(1) technical field
The present invention relates to a kind of dispersion red dye composition, especially a kind of red disperse dyes composition of high washing fastness of applicable printing and dyeing hydrophobic fiber material.
(2) background technology
Along with growth in the living standard, people pursue nature, comfortable high-grade fabric more.Artificial spandex fiber---spandex is as the additive of fabric, and dress is simultaneously close-fitting fit, can be flexible freely along with the activity of human body, make us feeling comfortable.Therefore, containing the stretch fabric of spandex, just receiving the concern of more and more garment material business and printing and dyeing producer.
On the other hand, along with the development of super fine denier trevira, and the development of wash/ammonia, the wash/high-grade BLENDED FABRIC such as cotton, existing dispersive red dye can not meet its dyeing demand when printing and dyeing, as not good in the colour fastness that dyes, washing fastness shortcoming particularly, during dyeing, loose colour is more etc.Although patent CN102127316A increases in washing fastness than traditional dispersive red dye, still unsatisfactory.
(3) summary of the invention
For addressing the above problem, the invention provides a kind of disperse dye composition of redness, while being applied to hydrophobic fiber material dyeing, have splendid washing fastness, dyeing residual liquid is clear, and loose colour is few, economic environmental protection, is specially adapted to high-grade fabric as washed the dyeing of ammonia looped fabric.
The technical solution used in the present invention is:
A kind of dispersion red dye composition, mainly comprise one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula the B component shown in (II), component A based on described and B component, the quality percentage composition of component A is 1～99%, and the quality percentage composition of B component is 1～99%;
In formula (I):
X
1for halogen ,-CF
3or-OCH
3;
X
2for hydrogen, halogen or-CH
3;
R
1for C
1～C
4alkyl;
R
2for C
1～C
4alkyl ,-C
2h
4cN or-C
2h
4oCOCH
3.
N is 1 or 2;
In formula (II):
R
3, R
4independent is separately hydrogen, halogen, nitro ,-COOC
2h
4oC
2h
4oCH
3or-OSO
2-ph, wherein, ph represents phenyl;
R
5for C
1～C
4alkyl.
The chief component that said components A, B component are dispersion red dye composition of the present invention; in scope well known to those skilled in the art; the present composition also can add a small amount of other and can be applicable to composite dye monomer or auxiliary agent; the red dye composition obtaining by above-mentioned change, equally within protection scope of the present invention.
Singularity due to dye industry; be difficult to also there is no need to make sterling; conventionally can be with the impurity in some preparation process; when making finished product, dye composite of the present invention also allows the physical impurity that contains a small amount of moisture and trace; dispersion red dye composition of the present invention, also can further be mixed with redness, brown, blueness, navy and black tone with other dye components.
Preferably, the component A based on described and B component, the quality percentage composition of component A is 40～99%, the quality percentage composition of B component is 1～60%.
More preferred, the component A based on described and B component, the quality percentage composition of component A is 50～95%, the quality percentage composition of B component is 5～50%.
Preferably, described composition is comprised of component A, B component and auxiliary agent, and described auxiliary agent quality is component A and B component total mass 0.8～5 times.Described auxiliary agent is dispersed dye conventional dispersion agent, diffusants etc. when composite, preferably, described auxiliary agent is one of following or two or more mixture wherein: the anionic dispersing agents such as naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Particularly, naphthalene sulfonic acidformaldehyde condensation product is as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products is as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic formaldehyde condensation compound is as dispersing agent CNF etc., and sulfonated lignin are as sodium lignosulfonate (as commercial dispersants Reax83A, Reax85A) etc.
Described component A is preferably one of following or two or more mixture wherein:
Described B component is preferably one of following or two or more mixture wherein:
More preferred, component A is that formula (I-1) described compound, B component are the described compound of formula (II-1).When described composition is above-mentioned two kinds of compound combinations, auxiliary agent is preferably the mixture of Dispersant MF and sodium lignosulfonate.
The dye monomer compound of formula used in the present invention (I) and formula (II) can be synthetic by mode well known to those skilled in the art easily, wherein component A also can, with reference to the method described in patent US5194598A or similarly method preparation, also can adopt commercial goods; B component can, according to the method described in patent US3957749A or similarly method preparation, also can adopt commercial goods.
Dye composite of the present invention, while being applied to dye, generally need to add auxiliary agent to disperse, can directly former dyestuff and auxiliary agent be carried out to mixed preparing in aforementioned specific ratio, for example by the former dyestuff shown in structural formula (I), (II) under the existence of auxiliary agent, water or other wetting agent, by above-mentioned proportioning, mix, use the pulverizers such as sand mill or shredder to carry out after corpusculed making dyestuff finished product; Also structural formula (I), (II) represented former dyestuff can be mixed and made into dyestuff finished product with above-mentioned ratio after carrying out corpusculed processing with pulverizers such as sand mill or shredders respectively under the existence of auxiliary agent, water or other wetting agent in addition.
The dispersive red dye of making according to composition of the present invention, can adopt common dip method, pad dyeing method to dye, and also can be used for direct printing.Wherein, common dip method, as polyester textile is carried out to pre-treatment, is put into dye vat and is contaminated, and dyes completely, and cold water cleans to neutral, and strand is dry, then carries out reduction clearing, dries; Direct printing, as fabric is dyed to pre-treatment, is dried, and setting prints dispersed dye mill base, then evaporates on printing machine, utilizes decatize mode to make the dye fixing on fabric, finally washing, stentering forming.
Dispersion red dye composition of the present invention, after commercialization is processed, the liquid state after can corpusculed, emulsifiable paste state or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.While dying hydrophobic fiber material on the dyestuff made from disperse dye composition of the present invention, dyeing residual liquid is clear, loose colour is few; By adjusting the ratio between different components, can obtaining, to have gorgeous, the every colour fastness of coloured light excellent, and particularly washing fastness is splendid, be highly suitable for medium-to-high grade fabric as super fine denier fabric, wash/cotton, the printing and dyeing of the wash/BLENDED FABRIC such as ammonia.
(4) embodiment
Below in conjunction with specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in this:
Embodiment 1:
By the B component of the component A of 65 grams of formulas (I-1), 35 grams of formulas (II-1), the Dispersant MF of 150 grams, the sodium lignosulfonate (Reax85A) of 35 grams, adding 750 grams, water stirs, grinding distribution is also dry, get product, this dyestuff can offer the good large red of the every fastness ability of fabric.
Embodiment 2:
By the B component of the component A of 75 grams of formulas (I-1) and 25 grams of formulas (II-2), the sodium lignosulfonate (Reax83A) of 150 grams, adding 700 grams, water stirs, grinding distribution is also dry, gets product, and this dyestuff can offer the good large red of the every fastness ability of fabric.
Embodiment 3～17:
According to the method described in embodiment 2, different is structure and the weight of component A, B component in employing table 1, add 200 grams of auxiliary agents (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 40 grams), add after 750 grams of blendings of water, stir, make slurries, grinding distribution, dry, make finished product, this dyestuff can offer the good redness of the every fastness ability of fabric.
Table 1
Embodiment 18:
By the B component of the component A of 72 grams of formulas (I-1), 26 grams of formulas (II-1), 2 grams of C.I. disperse red 356s, the Dispersant MF of 150 grams, the sodium lignosulfonate (Reax85A) of 35 grams, adding 750 grams, water stirs, grinding distribution is also dry, get product, this dyestuff can offer the good large red of the every fastness ability of fabric.
Application Example:
Respectively getting the dispersed dye that 0.5 gram of embodiment 1～18 makes is dispersed in 500 ml waters, after drawing 20 milliliters, mix with the water of 60 milliliters, with acetic acid, adjusting dye bath PH is 4.5, being warming up to 70 ℃ puts into 2 grams simultaneously and washs ammonia looped fabric (terylene 90%, spandex 10%) dye, in 30 minutes, by 70 ℃, be warmed up to 125 ℃, be incubated 40 minutes, be cooled to 90 ℃ of following taking-ups and dye sample, with 0.6%NaOH solution, at 80 ℃, process 10 minutes.According to the method described in ISO 105-C03, ISO 105-C06/C2S, AATCC-612A, test respectively its washing fastness, after measured, its staining fastness on vinegar fibre, polyamide fibre, terylene is all more than 4-5 level.
Claims (5)
1. a dispersion red dye composition, mainly comprises one or more components A and one or more B component, the component A based on described and B component, and the quality percentage composition of component A is 40～99%, the quality percentage composition of B component is 1～60%;
Described component A is one of following or two or more mixture wherein:
Described B component is one of following or two or more mixture wherein:
2. dispersion red dye composition as claimed in claim 1, is characterized in that: the component A based on described and B component, and the quality percentage composition of component A is 50～95%, the quality percentage composition of B component is 5～50%.
3. dispersion red dye composition as claimed in claim 1, is characterized in that described composition is comprised of component A, B component and auxiliary agent, and described auxiliary agent quality is component A and B component total mass 0.8～5 times.
4. dispersion red dye composition as claimed in claim 3, is characterized in that described auxiliary agent is one of following or two or more mixture wherein: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.
5. the dispersion red dye composition as described in one of claim 1～4, is characterized in that: component A is that formula (I-1) described compound, B component are the described compound of formula (II-1);
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110337571.0A CN102372932B (en) | 2011-10-31 | 2011-10-31 | Disperse red dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110337571.0A CN102372932B (en) | 2011-10-31 | 2011-10-31 | Disperse red dye composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102372932A CN102372932A (en) | 2012-03-14 |
| CN102372932B true CN102372932B (en) | 2014-04-09 |
Family
ID=45792182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110337571.0A Active CN102372932B (en) | 2011-10-31 | 2011-10-31 | Disperse red dye composition |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102372932B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103788703B (en) * | 2014-01-28 | 2016-03-02 | 杭州福莱蒽特精细化工有限公司 | A kind of disperse dye composition |
| CN106192457A (en) * | 2016-07-21 | 2016-12-07 | 东莞德永佳纺织制衣有限公司 | A kind of polyester-cotton blend boils drift pre-treatment dye and washs single bath process technique |
| CN106700647B (en) * | 2016-12-06 | 2021-02-02 | 浙江龙盛化工研究有限公司 | Orange-red disperse dye composition and dye product |
| CN111073344B (en) * | 2019-03-21 | 2021-08-31 | 浙江龙盛集团股份有限公司 | Disperse red dye composition and dye product |
| CN114541156A (en) * | 2022-03-09 | 2022-05-27 | 台州东海翔染整有限公司 | High-washing garment fabric and high-washing dye thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5194598A (en) * | 1987-10-24 | 1993-03-16 | Bayer Aktiengesellschaft | Azo dyestuffs in which the coupling component contains an N,N-bis(alkoxy carbonylalkyl) substituent |
| CN1179446A (en) * | 1997-11-06 | 1998-04-22 | 大连理工大学化工学院 | Red colour composite monoazo-dyes for dyeing synthetic fibre |
| CN101020789A (en) * | 2007-02-14 | 2007-08-22 | 浙江龙盛染料化工有限公司 | Disperse azo dye composition |
| CN102127316A (en) * | 2011-01-27 | 2011-07-20 | 浙江昱泰染化科技有限公司 | Disperse scarlet dye composite |
-
2011
- 2011-10-31 CN CN201110337571.0A patent/CN102372932B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5194598A (en) * | 1987-10-24 | 1993-03-16 | Bayer Aktiengesellschaft | Azo dyestuffs in which the coupling component contains an N,N-bis(alkoxy carbonylalkyl) substituent |
| CN1179446A (en) * | 1997-11-06 | 1998-04-22 | 大连理工大学化工学院 | Red colour composite monoazo-dyes for dyeing synthetic fibre |
| CN101020789A (en) * | 2007-02-14 | 2007-08-22 | 浙江龙盛染料化工有限公司 | Disperse azo dye composition |
| CN102127316A (en) * | 2011-01-27 | 2011-07-20 | 浙江昱泰染化科技有限公司 | Disperse scarlet dye composite |
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| Publication number | Publication date |
|---|---|
| CN102372932A (en) | 2012-03-14 |
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