CN100503739C - Dispersed ruby dye composition - Google Patents
Dispersed ruby dye composition Download PDFInfo
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- CN100503739C CN100503739C CNB2007100666173A CN200710066617A CN100503739C CN 100503739 C CN100503739 C CN 100503739C CN B2007100666173 A CNB2007100666173 A CN B2007100666173A CN 200710066617 A CN200710066617 A CN 200710066617A CN 100503739 C CN100503739 C CN 100503739C
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- 239000000203 mixture Substances 0.000 title claims abstract description 42
- 239000010979 ruby Substances 0.000 title claims abstract description 19
- 229910001750 ruby Inorganic materials 0.000 title claims abstract description 19
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 12
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000003368 amide group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical compound CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000000975 dye Substances 0.000 abstract description 27
- 238000004043 dyeing Methods 0.000 abstract description 5
- 239000004744 fabric Substances 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 2
- 229920000728 polyester Polymers 0.000 abstract description 2
- 239000001047 purple dye Substances 0.000 abstract description 2
- 239000000839 emulsion Substances 0.000 abstract 1
- 239000002657 fibrous material Substances 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000001044 red dye Substances 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 239000012752 auxiliary agent Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000002131 composite material Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004218 Orcein Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 235000019248 orcein Nutrition 0.000 description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-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 formaldehyde Chemical compound 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 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 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
- 239000004576 sand Substances 0.000 description 2
- 238000005406 washing Methods 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
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 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
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000002195 synergetic effect Effects 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
Abstract
The present invention provides one kind of disperse ruby dye composition comprising one or several red dye component A's in the structure as shown in 60-99 wt% and one or several purple dye component B's in the structure in 1-40 wt%. The disperse ruby dye composition may be prepared into liquid with particle, emulsion, powder or granule. When it is used in dyeing polyester fiber material and the components are regulated properly, excellent ruby dyed fabric with bright color, excellent dispersivity, sunfastness, wash fastness, etc may be obtained.
Description
(1) technical field
The present invention relates to a kind of dispersed ruby dye composition, relate in particular to a kind of dispersed ruby dye composition of trevira printing and dyeing usefulness.
(2) background technology
In dispersed dye, utilize the assembly of single dyestuff to mix to obtain that orchil very more to be seen, as the application that comes to this in U.S. Pat 5910624, Japanese Patent JP7258571, JP7062258, the German patent DE 19545873.The purpose of piece together mixing like this is the excellent more orchil of performance that is applied, as aspect the application performances such as washing fastness, light fastness and level-dyeing property of dyestuff.But in actual tint applications, the depth of composite dyestuff, aspect such as colouring property, synergetic property still can not satisfy the demands fully synchronously.
(3) summary of the invention
The present invention promptly is in order to provide a kind of the assembly to mix that back colouring property synchronously is good, compatibleness is good, the dispersed ruby dye composition of favorable reproducibility.
For reaching goal of the invention the technical solution used in the present invention be:
A kind of dispersed ruby dye composition, mainly form suc as formula the B component shown in (II) (purple dye monomer) suc as formula the component A shown in (I) (orchil monomer) and one or more structures by one or more structures, based on described component A and B component, component A mass content is 60～99%, and the B component mass content is 1～40%;
In the formula (I), X
1For-NO
2Or-C
1～C
4Alkyl, Y, Z independently are hydrogen or cyano group or halogen separately;
W
1Be hydrogen or C
1～C
4Alkyl or C
1～C
4Alkyl amido; Work as X
1For-NO
2, Y be cyano group, Z be hydrogen or Y be hydrogen, when Z is cyano group, W then
1Can only be hydrogen;
R
1, R
2Independent separately is C
1～C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, hydroxyl ,-OCOR
3,-COOR
4Or-OCOOR
5, wherein, R
3～R
5C respectively does for oneself
1～C
4Alkyl; As Y=-CN, Z=W
1=-H, or Y=-H, Z=-CN, W
1During=-H, R
1R
2Be not simultaneously-C
2H
4OCOCH
3
In the formula (II), R
12Be methyl or kharophen; R
13, R
14Independent separately is C
1～C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl is cyano group, C
1～C
4Alkoxyl group or-CH=CH
2, or C
1～C
4Alkanoyloxy.
The composition of described component A and B component also can contain one or more structures suc as formula the component C shown in (III): based on described component A, B component and component C, component A mass content is 60～80%, the B component mass content is 10～30%, and component C mass content is 1～20%.
In the formula (III), n is 1 or 2; X
2Be nitro or halogen;
W
2Be hydrogen or C
1～C
4Alkyl, C
1～C
4Alkoxyl group, halogen or C
1～C
4Alkyl amido;
R
7, R
8Independent separately is C
1～C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, hydroxyl ,-OCOR
9,-OCOOR
10,-COOR
11Or-OR
13, wherein, R
9～R
13C respectively does for oneself
1～C
4Alkyl.
The composition of described component A, B component and component C also can contain structure suc as formula the component D shown in (IV): based on described component A, B component, component C and component D, component A mass content is 60～80%, the B component mass content is 10～30%, component C mass content is 1～20%, and component D mass content is 0.5～10%;
Described composition is made up of suc as formula the component D shown in (IV) suc as formula component C shown in (III) and structure suc as formula the B component shown in (II), one or more structures suc as formula the component A shown in (I), one or more structures one or more structures, component A mass content is 60～80%, the B component mass content is 10～30%, component C mass content is 1～20%, and component D mass content is 0.5～10%.
The composition of described component A and B component also can contain structure suc as formula the component D shown in (IV): based on described component A, B component and component D, component A mass content is 60～80%, the B component mass content is 10～30%, and component D mass content is 0.5～10%;
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:
Described component C is preferably one of following or two or more mixture wherein:
Preferably, described composition is made up of suc as formula the B component shown in component A shown in (I-1) and the formula (II-4) structure, and component A mass content is 65～90%, and the B component mass content is 10～35%;
Preferably, described composition is made up of component C shown in the component A of structure shown in (I-1), the B component shown in the formula (II-4), the formula (III-1) and the component D shown in the formula (IV), component A mass content is 60～80%, the B component mass content is 10～30%, component C mass content is 1～10%, and component D mass content is 1～6%;
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 dye composite of the present invention is made finished product.
It is synthetic that dye component A used in the present invention, B component, component C and component D can know the ground mode by those skilled in the art easily, as method or the similarly method preparation introduced among patent GB2146652, EP0216242, GB1256434, GB1351375, EP0087037, JP58160357 and the JP52009027, list also can be purchased the commercial goods.
Composite disperse dye of the present invention generally needs to add auxiliary agent and disperses during application.After for example with structural formula (I), (II), (III) and (IV) represented former dyestuff mixes by above-mentioned proportioning and array mode, in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed with pulverizers such as sand mill or shredders; Also structural formula (I), (II), (III) can be reached (IV) represented former dyestuff in addition carries out mixing with above-mentioned ratio and array mode after corpusculed is handled with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water or other wetting agent.Usually, auxiliary agent is 0.8～5:1 with the ratio of former dyestuff weight.
Described auxiliary agent is dispersed dye dispersion agent commonly used, diffusants etc. when composite, one of preferred following or its several mixture arbitrarily: 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 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), benzyl naphthalene sulfonic formaldehyde condensation compound such as dispersing agent CNF 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.When dying Polyester Fibers,, can obtain to have that coloured light is gorgeous by adjusting proportion among different with disperse dye composition of the present invention, the scarlet dyeing and weaving thing of premium propertiess such as good dispersity, sun-proof, washable, perspiration resistance.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment, but protection scope of the present invention is not limited in this:
Embodiment 1:
With the B component of the component A of 79 gram formulas (I-1), 21 gram formulas (II-4), the sodium lignosulfonates of 195 grams, add water piece together mix after, grind with shredder and to disperse, spraying drying gets product.This dyestuff can offer the good scarlet of the every fastness ability of fabric.
Embodiment 2:
With the B component of the component A of 72 gram formulas (I-1), 19 gram formulas (II-4), the component C of 6 gram formulas (III-1), the component D of 3 gram formulas (IV), the sodium lignosulfonates of 195 grams, add water piece together mix after, grind with shredder and to disperse, spraying drying gets product.This dyestuff can offer the good scarlet of the every fastness ability of fabric.
Embodiment 3～12:
According to data shown in the table 1, with dye monomer A, dye monomer B, dye monomer C, dye monomer D, auxiliary agent, add water and piece together to mix after, grind dispersion with shredder, spraying drying makes finished product then.
Table 1
Embodiment 21:
Respectively getting 0.5 dispersed dye that make of gram embodiment 1～20 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, adopting GB GB/T3921-1997, GB/T3920-1997, GB/T3922-1997, GB/T8427-1998 to test its colour fastness to washing respectively is 4～5 grades, colour fastness to rubbing 〉=4～5 grade, colour fastness to perspiration 〉=4～5 grade, sun-resistant fastness 〉=6 grade.
Claims (10)
1. dispersed ruby dye composition, mainly form suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures by one or more structures, based on described component A and B component, component A mass content is 60～99%, and the B component mass content is 1～40%;
In the formula (I), X
1For-NO
2Or-C
1～C
4Alkyl, Y, Z independently are hydrogen or cyano group or halogen separately;
W
1Be hydrogen or C
1～C
4Alkyl or C
1～C
4Alkyl amido; Work as X
1For-NO
2, Y be cyano group, Z be hydrogen or Y be hydrogen, when Z is cyano group, W then
1Can only be hydrogen;
R
1, R
2Independent separately is C
1～C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, hydroxyl ,-OCOR
3,-COOR
4Or-OCOOR
5, wherein, R
3～R
5C respectively does for oneself
1～C
4Alkyl; As Y=-CN, Z=W
1=-H, or Y=-H, Z=-CN, W
1During=-H, R
1, R
2Be not simultaneously-C
2H
4OCOCH
3
In the formula (II), R
12Be methyl or kharophen; R
13, R
14Independent separately is C
1～C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl is cyano group, C
1～C
4Alkoxyl group or-CH=CH
2, or C
1～C
4Alkanoyloxy.
2. dispersed ruby dye composition as claimed in claim 1, it is characterized in that described composition also contains one or more structures suc as formula the component C shown in (III): based on described component A, B component and component C, component A mass content is 60～80%, the B component mass content is 10～30%, and component C mass content is 1～20%
In the formula (III), n is 1 or 2; X
2Be nitro or halogen;
W
2Be hydrogen or C
1～C
4Alkyl, C
1～C
4Alkoxyl group, halogen or C
1～C
4Alkyl amido;
R
7, R
8Independent separately is C
1～C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, hydroxyl ,-OCOR
9,-OCOOR
10,-COOR
11Or-OR
13, wherein, R
9～R
13C respectively does for oneself
1～C
4Alkyl.
3. dispersed ruby dye composition as claimed in claim 2, it is characterized in that described composition also contains structure suc as formula the component D shown in (IV): based on described component A, B component, component C and component D, component A mass content is 60～80%, the B component mass content is 10～30%, component C mass content is 1～20%, and component D mass content is 0.5～10%;
4. dispersed ruby dye composition as claimed in claim 3, it is characterized in that described composition is made up of suc as formula the component D shown in (IV) suc as formula component C shown in (III) and structure suc as formula the B component shown in (II), one or more structures suc as formula the component A shown in (I), one or more structures one or more structures, component A mass content is 60～80%, the B component mass content is 10～30%, component C mass content is 1～20%, and component D mass content is 0.5～10%.
5. dispersed ruby dye composition as claimed in claim 1, it is characterized in that described composition also contains structure suc as formula the component D shown in (IV): based on described component A, B component and component D, component A mass content is 60～80%, the B component mass content is 10～30%, and component D mass content is 0.5～10%;
6. as the described dispersed ruby dye composition of one of claim 1～4, it is characterized in that described component A is one of following or two or more mixture wherein:
7. as the described dispersed ruby dye composition of one of claim 1～4, it is characterized in that described B component is one of following or two or more mixture wherein.
8. as claim 2 or 3 described dispersed ruby dye compositions, it is characterized in that described component C is one of following or two or more mixture wherein:
9. dispersed ruby dye composition as claimed in claim 1, it is characterized in that described composition is made up of suc as formula the B component shown in component A shown in (I-1) and the formula (II-4) structure, component A mass content is 65～90%, and the B component mass content is 10～35%;
10. dispersed ruby dye composition as claimed in claim 1, it is characterized in that described composition is made up of component C shown in the component A of structure shown in (I-1), the B component shown in the formula (II-4), the formula (III-1) and the component D shown in the formula (IV), component A mass content is 60～80%, the B component mass content is 10～30%, component C mass content is 1～10%, and component D mass content is 1～6%;
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2007100666173A CN100503739C (en) | 2007-01-05 | 2007-01-05 | Dispersed ruby dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2007100666173A CN100503739C (en) | 2007-01-05 | 2007-01-05 | Dispersed ruby dye composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN100999618A CN100999618A (en) | 2007-07-18 |
| CN100503739C true CN100503739C (en) | 2009-06-24 |
Family
ID=38258448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2007100666173A Active CN100503739C (en) | 2007-01-05 | 2007-01-05 | Dispersed ruby dye composition |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100503739C (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101629026B (en) * | 2009-08-27 | 2012-08-08 | 浙江闰土股份有限公司 | Back-blue dispersed dye composition |
| CN102516797B (en) * | 2011-10-31 | 2014-05-07 | 浙江龙盛染料化工有限公司 | Monoazo dye compound and orange to red dye composition |
| 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 |
| CN109181361B (en) * | 2018-08-07 | 2020-03-17 | 江苏之江化工有限公司 | High-coloring dispersed ruby dye mixture |
| 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 |
| CN110305500B (en) * | 2019-06-20 | 2021-03-19 | 杭州吉华江东化工有限公司 | Dye composition, disperse dye product containing dye composition and application of disperse dye product |
| CN111057395B (en) * | 2019-12-24 | 2022-01-07 | 浙江闰土股份有限公司 | Disperse dye composition, disperse dye, and preparation method and application thereof |
| CN111518414B (en) * | 2020-04-29 | 2021-07-16 | 约克夏(浙江)染化有限公司 | Red disperse dye composition, red disperse dye and preparation method and application thereof |
| CN116694102A (en) * | 2023-06-12 | 2023-09-05 | 大连工业大学 | Azo-type disperse dye with N, N-diethyl-6-aminobenzothiazole structure, and preparation method and application thereof |
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2007
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