CN100374511C - Combined disperse dye consisting of blended black and blue series - Google Patents
Combined disperse dye consisting of blended black and blue series Download PDFInfo
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- CN100374511C CN100374511C CNB2006100506095A CN200610050609A CN100374511C CN 100374511 C CN100374511 C CN 100374511C CN B2006100506095 A CNB2006100506095 A CN B2006100506095A CN 200610050609 A CN200610050609 A CN 200610050609A CN 100374511 C CN100374511 C CN 100374511C
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Abstract
The present invention discloses a combined disperse dye composed of blended black and blue series, which comprises one or more than one dye monomer shown in a formula (1), one or more than one dye monomer shown in a formula (2) and one or more than one dye monomer shown in a formula (3). In the formulae, substituent groups are defined in a specification part, and the combined disperse dye is particularly suitable for dyeing and printing hydrophobic synthetic materials.
Description
Technical field
The present invention relates to a kind of dispersed dye, is a kind of consisting of blended black, the blue series of combination dispersed dye that are applicable to printing and dyeing hydrophobicity synthetic materials.
Background technology
In the printing and dyeing of hydrophobicity synthetic materials, piecing together black, the blue series dyes that mix by C.I.DISP.BLUE 291:1, C.I.DISP.VIOLET 93#, C.I.DISP.ORANGE 76# is most widely used, but owing to its compound dyestuff can cracking produce harmful arylamine under given conditions, it is irritated that human body is produced, classified as the forbidding dyestuff by European Union member countries such as Germany, so can't satisfy the outlet needs of dyeing textile product.Seek the substitute that substitutes this dyestuff, and must satisfy environmental requirement, having preferably with other dyestuff, compatibleness is the difficult problem of the required solution of present printing and dyeing mill.
Summary of the invention
The invention provides a kind of consisting of blended black, blue series of combination dispersed dye, the environmental issue of black, the blue series dyes that solution is composited by C.I.DISP.BLUE 291:1, C.I.DISP.VIOLET 93#, C.I.DISP.ORANGE 76#, and can keep original compatibleness, washing fastness, crock fastness.
A kind of consisting of blended black, blue series of combination dispersed dye comprise any one or more than one dye monomer as the formula (1):
Wherein X be H or halogen or-CN;
R
9Be C
1～C
4Alkoxyl group;
R
10For-NHCOH or-NHCOCH
3Or-NHCOCH
2CH
3Or-NHCOCH
2CH
2CH
3
R
11And R
12Be H, C independently of each other
2～C
4Alkenyl, unsubstituted C
1～C
4Alkyl or quilt-OCOR ,-CN or-C that COOR replaces
1～C
4Alkyl;
With:
As the formula (2) any one or more than one dye monomer:
Wherein Y be H or halogen or-CN
R
13For-NHCOH or-NHCOCH
3Or-NHCOCH
2CH
3Or-NHCOCH
2CH
2CH
3R
14And R
15Be H, C independently of each other
2～C
4Alkenyl, unsubstituted C
1～C
4Alkyl or quilt-OCOR ,-CN or-C that COOR replaces
1～C
4Alkyl;
And:
As the formula (3) any one or more than one dye monomers:
R
1And R
2And R
5And R
7And R
8Can be independently of each other H or halogen or-NO
2Or-CN;
R
6Be H or C
1～C
4Alkyl;
R
3Be H or C
1～C
4Alkyl;
R
4For-C
6H
5Or OCOC
6H
5, n=1 or 2
Can be preferably any one or more than one dye monomer suc as formula the dyestuff A shown in (1) general structure suc as formula (4)～(8):
Can be preferably any one or more than one dye monomer suc as formula the dyestuff B shown in (2) general structure suc as formula (9)～(13):
Can be preferably any one or more than one dye monomer suc as formula the dyestuff C shown in (3) general structure suc as formula (14)～(17):
A kind of consisting of blended black, blue series of combination dispersed dye comprise following component by weight percentage:
4.1～36.35% dyestuff A as the formula (1), 0.8～23.65% dyestuff B as the formula (2), 1.05～32.45% dyestuff C as the formula (3), surplus is an auxiliary agent.
Auxiliary agent described in the present invention is common dispersants, diffusant and the tensio-active agents thereof etc. of dispersed dye when composite, preferably includes one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.As condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate etc.
The weight percentage of described dye monomer A is preferably 8.4～27.5%; The weight percentage of dye monomer B is preferably 2.7～18.5%; The weight percentage of dye monomer C is preferably 3.0～25.5%.
Consisting of blended black of the present invention, blue series of combination dispersed dye can prepare in order to the below method:
The dyestuff of above-mentioned weight ratio is mixed the back grind dispersion with auxiliary agent, water, then spraying drying with sand mill.Above-mentioned dyestuff A, dyestuff B, dyestuff C all can adopt the commercially available prod.
Dye monomer A, B described in the present invention, C, all meet environmental protection and the ecological requirement of the Oeko-Tex Standard100 of the European Community, substituted the deficiency that C.I.DISP.ORANGE 76# pieces together mix black, blue series dyes effectively, dye monomer A of the present invention, B, C compatibleness are good, can produce the product of greater concn, reduce dyeing waste, become and meet Oeko-Tex Standard100 environmental protection and the ecological green colouring material that requires, have that lifting force is good, premium propertiess such as good level-dyeing property, dyeing repeatability and dye uptake height.
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 1～15
According to data shown in the table 1, after dyestuff A, dyestuff B, dyestuff C and dispersion agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde (MF), diffusant benzyl naphthalene sulfonic formaldehyde condensation compound (CNF), diffusant naphthalene sulfonic acidformaldehyde condensation product (NNO), sodium lignosulfonate added water and piece together to mix, grind dispersion with sand milling, carry out spraying drying then.
Wherein dyestuff A can select the C.I.DISP.VIOLET 93# (main component is dyestuff B and auxiliary agent) that C.I.DISP.BLUE291:1 (main component is dyestuff A and auxiliary agent), the dyestuff B of Zhejiang Province Runtu intercalated Co., Ltd's production can select for use Zhejiang Province Runtu intercalated Co., Ltd, jiangsu wuxi dye processing plant to produce for use, the DISP.ORANGE 278# (main component is dyestuff C and auxiliary agent) that dyestuff C can select for use the intercalation native company limited in Zhejiang to produce.
Table 1
| Embodiment | Dyestuff A (gram) | Dyestuff B (gram) | Dyestuff C (gram) | Dispersant MF (gram) | Dispersing agent NNO (gram) | Sodium lignosulfonate (gram) | Water (gram) | |||
| 1 | Formula (4) | 4.1 | Formula (9)+formula (10) | 0.5+0.7 | Formula (14)+formula (15) | 3+2 | 30 | 20 | 39.7 | 150 |
| 2 | Formula (5)+formula (6) | 15+20 | Formula (10) | 22.0 | Formula (15)+formula (16) | 0.2+0.6 | 28 | 0 | 18 | 145 |
| 3 | Formula (5)+formula (7) | 10+12 | Formula (9)+formula (12) | 11+13.4 | Formula (17)+formula (19) | 0.5+0.6 | 25 | 15 | 16 | 155 |
| 4 | Formula (6)+formula (8) | 8+12 | Formula (10)+formula (13) | 4+4.1 | Formula (15)+formula (18) | 23+10.1 | 10 | 20 | 21 | 153 |
| 5 | Formula (5)+formula (8) | 1+3.8 | Formula (11)+formula (12) | 1+0.6 | Formula (16)+formula (19) | 1.5+4 | 40 | 10 | 37 | 148 |
| 6 | Formula (5)+formula (6)+formula (7) | 2+9+10 | Formula (9)+formula (11)+formula (13) | 5+6+10 | Formula (15)+formula (16)+formula (19) | 1+ 0.5+1.5 | 0 | 22 | 30 | 146 |
| 7 | Formula (5)+formula (6)+formula (8) | 8+5+12 | Formula (9)+formula (13) | 8+14 | Formula (15)+formula (17)+formula (19) | 0.2+0.8 +0.3 | 34 | 20 | 0 | 154 |
| 8 | Formula (4)+formula (6)+formula (7) | 15+7+1 0 | Formula (11)+formula (12)+(13) | 9+2+10 | Formula (16)+formula (17)+formula (18)+formula (19) | 0.1+0.3 +0.2+ 0.4 | 11 | 33 | 7 | 158 |
| 9 | Formula (4)+formula (5)+formula (7)+formula (8) | 1+2+0.5 +0.8 | Formula (9)+formula (10)+formula (11)+formula (13) | 0.2+0.4 +0.5+ 0.5 | Formula (15)+formula (16)+formula (17)+formula (19) | 1+0.5+ 2.5+2 | 50 | 10 | 31 | 155 |
| 10 | Formula (4)+formula (6)+formula (7)+formula (8) | 14+5+8 +7 | Formula (10)+formula (12)+formula (13) | 7+9+5 | Formula (17)+formula (19) | 1+0.6 | 12 | 9 | 20 | 147 |
| 11 | Formula (4)+formula (5)+formula (6)+formula (8) | 20+5+2 +3 | Formula (9)+formula (11)+formula (12)+formula (13) | 8+2+4+ 2 | Formula (19) | 1.0 | 37 | 0 | 20 | 156 |
| 12 | Formula (4)+formula (5)+formula (6)+formula (7)+formula (8) | 1+4+2+ 3+2 | Formula (12)+ | 4.2 | Formula (15)+formula (16)+formula (19) | 5+8+2 | 22 | 30 | 20 | 155 |
| 13 | Formula (4)+formula (7) | 5+6 | Formula (13)+ | 13 | Formula (17)+formula (18)+formula (19) | 0.2+0.4 +0.2 | 45 | 10 | 17 | 145 |
| 14 | Formula (4)+formula (8) | 10+4 | Formula (11)+formula (13) | 3+3 | Formula (16) | 25 | 15 | 9 | 30 | 148 |
| 15 | Formula (4)+formula (5)+formula (8) | 1+5+2 | Formula (12)+formula (13) | 2+0.8 | Formula (18) | 11 | 55 | 20 | 15 | 160 |
The dispersed dye that the foregoing description is made carry out performance test, and testing method is as follows:
Respectively get the dispersed dye that 0.5 gram embodiment 1～15 makes, water is mixed with the dispersion suspension liquid that concentration is 0.5g/500ml respectively, drawing 20ml mixes with the water of 80ml, regulate dye bath PH to 5 with acetic acid, be warmed up to 60 ℃ then, put into the 2g trevira simultaneously respectively and carry out high-temperature pressure dyeing, in 35 minutes, be warmed up to 130 ℃, be incubated 30 minutes, sampling when being cooled to 80 ℃.Observe cloth specimen coloured light and adopt GB/T3921-1997, GB/T3920-1997, GB/T5718-1997 to measure its dyefastness.Measurement result sees Table 2.
Comparative Examples 1
The dyestuff of getting 0.5 gram Disperse Black EX-SF (being made up of C.I.DISP.BLUE 291:1, C.I.DISP.VIOLET93#, C.I.DISP.ORANGE 76#) repeats embodiment 12.Test result sees Table 2.
Comparative Examples 2
The dyestuff of getting 0.5 gram EX-SF DISPERSE BLUE EX-SF 300 EX-SF (being made up of C.I.DISP.BLUE 291:1, C.I.DISP.VIOLET93#, C.I.DISP.ORANGE 76#) repeats embodiment 12.
Test result sees Table 2.
Table 2
| The embodiment title | Color | Washing fastness (60 ℃) | Crock fastness | Sublimation fastness (180 ℃) |
| Embodiment 1 | Black | 4～5 grades | 5 grades | 4～5 grades |
| Embodiment 2 | Blue | 5 grades | 4～5 grades | 4 grades |
| Embodiment 3 | Blue | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 4 | Black | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 5 | Black | 5 grades | 4～5 grades | 4～5 grades |
| Embodiment 6 | Blue | 4～5 grades | 5 grades | 4 grades |
| Embodiment 7 | Blue | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 8 | Blue | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 9 | Black | 5 grades | 4～5 grades | 4～5 grades |
| Embodiment 10 | Blue | 4～5 grades | 5 grades | 4 grades |
| Embodiment 11 | Blue | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 12 | Black | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 13 | Blue | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 14 | Black | 4～5 grades | 5 grades | 4～5 grades |
| Embodiment 15 | Black | 4～5 grades | 4～5 grades | 4 grades |
| Comparative Examples 1 | Grey | 4 grades | 4～5 grades | 4 grades |
| Comparative Examples 2 | Dark blue | 4 grades | 4～5 grades | 4 grades |
Claims (6)
1. a consisting of blended black, blue series of combination dispersed dye comprise any one or more than one dye monomer A as the formula (1):
Wherein X be H or halogen or-CN;
R
9Be C
1～C
4Alkoxyl group;
R
10For-NHCOCH
3Or-NHCOCH
2CH
3Or-NHCOCH
2CH
2CH
3R
11And R
12Be C independently of each other
2～C
4Alkenyl;
With:
As the formula (2) any one or more than one dye monomer B:
Wherein Y be H or halogen or-CN
R
13For-NHCOCH
3Or-NHCOCH
2CH
3Or-NHCOCH
2CH
2CH
3
R
14And R
15Be C independently of each other
1～C
4Alkyl;
And:
As the formula (3) any one or more than one dye monomers C:
R
1And R
2And R
5And R
7And R
8Can be independently of each other H or halogen or-NO
2Or-CN;
R
6Be H or C
1～C
4Alkyl;
R
3Be H or C
1～C
4Alkyl;
R
4-C
6H
5Or OCOC
6H
5, n=1 or 2
2. consisting of blended black according to claim 1, blue series of combination dispersed dye is characterized in that: optional from any one or more than one the dye monomer suc as formula (4)～(8) suc as formula the dye monomer A shown in (1) general structure:
3. consisting of blended black according to claim 1, blue series of combination dispersed dye is characterized in that: optional from any one or more than one the dye monomer suc as formula (9)～(13) suc as formula the dye monomer B shown in (2) general structure:
4. consisting of blended black according to claim 1, blue series of combination dispersed dye is characterized in that: do for oneself suc as formula any one or more than one the dye monomer of (14)～(17) suc as formula the dye monomer C shown in (3) general structure is optional:
5. according to the arbitrary described consisting of blended black of claim 1-4, blue series of combination dispersed dye, it is characterized in that: this combined disperse dye comprises following component by weight percentage:
4.1～36.35% dye monomer A as the formula (1), 0.8～23.65% dye monomer B as the formula (2), 1.05～32.45% dye monomer C as the formula (3), surplus is an auxiliary agent.
6. consisting of blended black according to claim 5, blue series of combination dispersed dye is characterized in that: the weight percentage of described dye monomer A is 8.4～27.5%; The weight percentage of dye monomer B is 2.7～18.5%; The weight percentage of dye monomer C is 3.0～25.5%, and surplus is an auxiliary agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100506095A CN100374511C (en) | 2006-04-29 | 2006-04-29 | Combined disperse dye consisting of blended black and blue series |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100506095A CN100374511C (en) | 2006-04-29 | 2006-04-29 | Combined disperse dye consisting of blended black and blue series |
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|---|---|
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| CN100374511C true CN100374511C (en) | 2008-03-12 |
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Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101798472B (en) * | 2010-03-26 | 2014-01-15 | 浙江闰土股份有限公司 | Black and blue disperse dye composition |
| CN102653635A (en) * | 2012-03-15 | 2012-09-05 | 江苏之江化工有限公司 | Printing black disperse dyes |
| CN103194094B (en) * | 2013-03-29 | 2015-09-02 | 浙江龙盛集团股份有限公司 | A kind of blue to black disperse dye composition |
| CN103627207B (en) * | 2013-11-19 | 2015-04-15 | 江苏盛吉化工有限公司 | Deep blue disperse dye mixture |
| ES2653737T3 (en) * | 2013-12-30 | 2018-02-08 | Zhejiang Runtu Co., Ltd. | Composition of dispersed dye, dispersed dye and method of preparation and use thereof |
| CN104371371A (en) * | 2014-10-16 | 2015-02-25 | 杭州宇田科技有限公司 | Manufacturing process of disperse orange composition |
| CN104788994A (en) * | 2015-03-16 | 2015-07-22 | 太湖亚太精化有限公司 | Dispersed azo dye mixture, product thereof, and use of product in printing and dyeing of hydrophobic synthetic materials |
| CN106590027B (en) * | 2016-12-30 | 2020-05-01 | 浙江闰土研究院有限公司 | Disperse dye composition and preparation method and application thereof |
| CN113583468A (en) * | 2021-09-03 | 2021-11-02 | 上海安诺其集团股份有限公司 | Dispersed brown and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1077583A (en) * | 1996-09-04 | 1998-03-24 | Sumitomo Chem Co Ltd | Dyeing or printing of new synthetic polyester fiber with disperse dyestuff composition |
| JPH10195327A (en) * | 1997-01-16 | 1998-07-28 | Sumitomo Chem Co Ltd | Disperse dye composition and method for coloring hydrophobic material therewith |
-
2006
- 2006-04-29 CN CNB2006100506095A patent/CN100374511C/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1077583A (en) * | 1996-09-04 | 1998-03-24 | Sumitomo Chem Co Ltd | Dyeing or printing of new synthetic polyester fiber with disperse dyestuff composition |
| JPH10195327A (en) * | 1997-01-16 | 1998-07-28 | Sumitomo Chem Co Ltd | Disperse dye composition and method for coloring hydrophobic material therewith |
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