CN1696205A - Composite environmental protection type disperse dyes - Google Patents

Composite environmental protection type disperse dyes Download PDF

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Publication number
CN1696205A
CN1696205A CN 200510050373 CN200510050373A CN1696205A CN 1696205 A CN1696205 A CN 1696205A CN 200510050373 CN200510050373 CN 200510050373 CN 200510050373 A CN200510050373 A CN 200510050373A CN 1696205 A CN1696205 A CN 1696205A
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dye monomer
dye
formula
auxiliary agent
monomer
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CN 200510050373
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CN100341953C (en
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赵国生
项东
叶尧亮
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Zhejiang Runtu Co Ltd
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Zhejiang Runtu Co Ltd
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Abstract

An environmental protection type composite disperse green dye with high dyeing uniformity, producibility and dye uptake contains proportionally dye monomers A, B, C and D and assistant.

Description

A kind of composite environmental protection type disperse dyes
Technical field
The present invention relates to a kind of dispersed dye, is the dispersed dye that are applicable to the composite environment-friendly type of printing and dyeing polyester material.
Background technology
In the printing and dyeing of polyester material, piecing together black, the blue series dyes that mix by C.I.DISP.BLUE 291:1, C.I.DISP.VIOLET93#, C.I.DISP.ORANGE 76# is most widely used, but owing to a dyestuff is arranged in its compound dyestuff is that C.I.DISP.ORANGE 76# 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 composite environmental protection type disperse dyes, the environmental issue of black, the blue series dyes that solution is composited by C.I.DISP.BLUE291:1, C.I.DISP.VIOLET 93#, C.I.DISP.ORANGE 76#, and can keep original compatibleness, washing fastness, crock fastness.
A kind of composite environmental protection type disperse dyes comprises following component by weight percentage:
8.2~37.0% dye monomer A as the formula (1)
Figure A20051005037300041
Wherein X=Cl, Br
6.7~25.6% dye monomer B as the formula (2)
Figure A20051005037300051
Wherein X=Cl, Br
2.0~27.1% dye monomer C as the formula (3)
Figure A20051005037300052
Surplus is an auxiliary agent.
A kind of composite environmental protection type disperse dyes comprises following component by weight percentage:
8.2~37.0% dye monomer A as the formula (1)
Wherein X=Cl, Br
2.0~27.1% dye monomer C as the formula (3)
1.5~27.1% dye monomer D as the formula (4)
Wherein X=H, Br; Y=Cl, Br, NO 2
Surplus is an auxiliary agent.
A kind of composite environmental protection type disperse dyes comprises following component by weight percentage:
8.2~37.0% dye monomer A as the formula (1), 6.7~25.6% dye monomer B as the formula (2), 2.0~27.1% dye monomer C as the formula (3), 1.5~27.1% dye monomer D as the formula (4), surplus are 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 10~35%; The weight percentage of dye monomer B is preferably 8~24%; The weight percentage of dye monomer C is preferably 3~27%; The weight percentage of dye monomer D is preferably 1.5~26%.
Composite environmental protection type disperse dyes of the present invention can prepare in order to the below method:
The dye monomer of above-mentioned weight ratio is pressed three kinds of combined methods: (1) dye monomer A, B, C; (2) dye monomer A, C, D; (3) grind dispersion with sand mill after dye monomer A, B, C, D mix with auxiliary agent, water respectively, then spraying drying.Above-mentioned dye monomer A, dye monomer B, dye monomer C, dye monomer D all can adopt the commercially available prod.
Dye monomer A, B described in the present invention, C, D all meet environmental protection and the ecological requirement of the Oeko-TexStandard of the European Community 100, substituted the deficiency that C.I.DISP.ORANGE 76# pieces together mix black, blue series dyes effectively, the present invention can produce the product of greater concn, reduce dyeing waste, become and meet Oeko-Tex Standard 100 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 1~11
According to data shown in the table 1, with dye monomer A, dye monomer B, dye monomer C or dye monomer D or dye monomer A, dye monomer B, dye monomer C, dye monomer D 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 add water piece together mix after, grind dispersion with sand milling, carry out spraying drying then.
Wherein dye monomer A can select the C.I.DISP.VIOLET 93# (main component is dye monomer B and auxiliary agent) that C.I.DISP.BLUE 291:1 (main component is dye monomer A and auxiliary agent), the dye monomer 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 288 (main component is dye monomer C and auxiliary agent) that dye monomer C can select for use the intercalation native company limited in Zhejiang to produce; The Disperse Red R T-1 that dye monomer D can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce, Disperse Red R T-2, Disperse Red R T-5, Disperse Red R T-8, Disperse Red R T-10, a kind of (main component is dye monomer D and auxiliary agent) among the Disperse Red R T-15.
Table 1
The embodiment title Dye monomer A (gram) Dye monomer B (gram) Dye monomer C (gram) Dye monomer D (gram) Dispersant MF (gram) Dispersing agent CNF (gram) Dispersing agent NNO (gram) Sodium lignosulfonate (gram) Water (gram)
Embodiment 1 ??15.0 ??11.0 ??19.0 ??0 ??35.0 ??0 ??0 ??20.0 ??145
Embodiment 2 ??16.0 ??13.5 ??20.4 ??0 ??60.0 ??0 ??40 ??45 ??293
Embodiment 3 ??12.5 ??9.9 ??2.5 ??0 ??20 ??10 ??10 ??0 ??90
Embodiment 4 ??27.5 ??20.5 ??7.0 ??0 ??40 ??10 ??0 ??20 ??180
Embodiment 5 ??28.5 ??0 ??4.0 ??19.5 ??90 ??0 ??0 ??0 ??195
Embodiment 6 ??50.0 ??0 ??3.5 ??2.5 ??25 ??20 ??20 ??15 ??205
Embodiment 7 ??16.3 ??12.5 ??25.5 ??0 ??20 ??0 ??20 ??0 ??133
Embodiment 8 ??27.5 ??26.0 ??5.7 ??0 ??22 ??10 ??10 ??0 ??148
Embodiment 9 ??16.4 ??0 ??2.5 ??15.2 ??10 ??0 ??0 ??12 ??78
Embodiment 10 ??21.8 ??5.5 ??11.5 ??9.7 ??28 ??10 ??0 ??10 ??144
Embodiment 11 ??31.8 ??5.0 ??3.0 ??1.3 ??30 ??0 ??11 ??0 ??125
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 1~11 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 Grey 4~5 grades 4~5 grades 4~5 grades
Embodiment 2 Grey 4~5 grades 4~5 grades 4~5 grades
Embodiment 3 Dark blue 4~5 grades 4~5 grades 4~5 grades
Embodiment 4 Dark blue 4~5 grades 4~5 grades 4~5 grades
Embodiment 5 Grey 4~5 grades 4~5 grades 4~5 grades
Embodiment 6 Dark blue 4~5 grades 4~5 grades 4~5 grades
Embodiment 7 Grey 4~5 grades 4~5 grades 4~5 grades
Embodiment 8 Dark blue 4~5 grades 4~5 grades 4~5 grades
Embodiment 9 Grey 4~5 grades 4~5 grades 4~5 grades
Embodiment 10 Grey 4~5 grades 4~5 grades 4~5 grades
Embodiment 11 Dark blue 4~5 grades 4~5 grades 4~5 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 (8)

1. composite environmental protection type disperse dyes comprises following component by weight percentage:
8.2~37.0% dye monomer A as the formula (1)
Figure A2005100503730002C1
Wherein X=Cl, Br
6.7~25.6% dye monomer B as the formula (2)
Wherein X=Cl, Br
2.0~27.1% dye monomer C as the formula (3)
Figure A2005100503730002C3
Surplus is an auxiliary agent.
2. composite environmental protection type disperse dyes comprises following component by weight percentage:
8.2~37.0% dye monomer A as the formula (1)
Figure A2005100503730002C4
Wherein X=Cl, Br
2.0~27.1% dye monomer C as the formula (3)
Figure A2005100503730002C5
1.5~27.1% dye monomer D as the formula (4)
Figure A2005100503730003C1
Wherein X=H, Br; Y=Cl, Br, NO 2
Surplus is an auxiliary agent.
3. composite environmental protection type disperse dyes, comprise following component by weight percentage: 8.2~37.0% dye monomer A as the formula (1), 6.7~25.6% dye monomer B as the formula (2), 2.0~27.1% dye monomer C as the formula (3), 1.5~27.1% dye monomer D as the formula (4), surplus are auxiliary agent.
4. according to claim 1 or 2 or 3 described dispersed dye, it is characterized in that: described auxiliary agent comprises one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.
5. dispersed dye according to claim 4 is characterized in that: described auxiliary agent comprises one of following or its mixture: condensation compound of methyl naphthalene sulfonic acid and formaldehyde, naphthalene sulfonic acidformaldehyde condensation product, benzyl naphthalene sulfonic formaldehyde condensation compound, sodium lignosulfonate.
6. dispersed dye according to claim 1 is characterized in that: comprise following component by weight percentage: 10~35% dye monomer A, 8~24% dye monomer B, 3~27% dye monomer C and the auxiliary agent of surplus.
7. dispersed dye according to claim 2 is characterized in that: comprise following component by weight percentage: 10~35% dye monomer A, 3~27% dye monomer C, 1.5~26% dye monomer D and the auxiliary agent of surplus.
8. dispersed dye according to claim 3 is characterized in that: comprise following component by weight percentage: 10~35% dye monomer A, 8~24% dye monomer B, 3~27% dye monomer C, 1.5~26% dye monomer D and the auxiliary agent of surplus.
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Cited By (14)

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CN102002259A (en) * 2010-11-04 2011-04-06 浙江闰土股份有限公司 High-fastness black and blue disperse dye composite
CN102031020A (en) * 2010-12-07 2011-04-27 浙江闰土股份有限公司 Light fastness-enhanced dispersed black and blue dye composition
CN102516812A (en) * 2011-11-14 2012-06-27 浙江闰土股份有限公司 Complex blue dye composition, complex dispersion blue dye and preparation method thereof
CN103627207A (en) * 2013-11-19 2014-03-12 江苏盛吉化工有限公司 Deep blue disperse dye mixture
WO2014094261A1 (en) * 2012-12-19 2014-06-26 浙江龙盛集团股份有限公司 Blue-to-black disperse dye compound substance 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
CN104559321A (en) * 2015-01-29 2015-04-29 浙江昱泰染化科技有限公司 Disperse black dye composition, dye product and application
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
CN105694532A (en) * 2015-12-30 2016-06-22 绍兴市上虞康汇化工有限公司 Blue disperse dye composition, blue disperse dye and preparation method and application of blue disperse dye
CN106590027A (en) * 2016-12-30 2017-04-26 浙江闰土研究院有限公司 Disperse dye composition, and preparation method and application thereof
CN106752080A (en) * 2016-12-30 2017-05-31 浙江闰土研究院有限公司 A kind of disperse dye composition and its production and use
CN106928750A (en) * 2013-12-30 2017-07-07 浙江闰土股份有限公司 A kind of disperse dye composition, disperse dyes and its preparation method and purposes
CN112048190A (en) * 2020-09-21 2020-12-08 浙江龙盛染料化工有限公司 Disperse blue-to-black dye composition and dye product thereof
CN112500717A (en) * 2020-09-21 2021-03-16 浙江龙盛染料化工有限公司 Disperse blue dye composition and dye product thereof

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PL148424B2 (en) * 1987-08-05 1989-10-31 Golten-brown colouring agent for polyester fibres
CN1164252A (en) * 1994-11-21 1997-11-05 巴斯福股份公司 Mixtures of azo dyes for black hues
EP0945493B1 (en) * 1998-03-23 2002-01-16 DyStar Textilfarben GmbH & Co. Deutschland KG Mixtures of monoazo disperse dyes

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CN102002259B (en) * 2010-11-04 2013-12-25 浙江闰土股份有限公司 High-fastness black and blue disperse dye composite
CN102002259A (en) * 2010-11-04 2011-04-06 浙江闰土股份有限公司 High-fastness black and blue disperse dye composite
CN102031020A (en) * 2010-12-07 2011-04-27 浙江闰土股份有限公司 Light fastness-enhanced dispersed black and blue dye composition
CN102031020B (en) * 2010-12-07 2013-04-24 浙江闰土股份有限公司 Light fastness-enhanced dispersed black and blue dye composition
CN102516812B (en) * 2011-11-14 2014-03-19 浙江闰土股份有限公司 Complex blue dye composition, complex dispersion blue dye and preparation method thereof
CN102516812A (en) * 2011-11-14 2012-06-27 浙江闰土股份有限公司 Complex blue dye composition, complex dispersion blue dye and preparation method thereof
CN104884539A (en) * 2012-12-19 2015-09-02 浙江龙盛集团股份有限公司 Blue-to-black disperse dye compound substance and use thereof
WO2014094261A1 (en) * 2012-12-19 2014-06-26 浙江龙盛集团股份有限公司 Blue-to-black disperse dye compound substance and use thereof
CN104884539B (en) * 2012-12-19 2017-06-13 浙江龙盛集团股份有限公司 It is a kind of blue to black disperse dye compound and its application
CN103627207B (en) * 2013-11-19 2015-04-15 江苏盛吉化工有限公司 Deep blue disperse dye mixture
CN103627207A (en) * 2013-11-19 2014-03-12 江苏盛吉化工有限公司 Deep blue disperse dye mixture
CN106928750A (en) * 2013-12-30 2017-07-07 浙江闰土股份有限公司 A kind of disperse dye composition, disperse dyes and its preparation method and purposes
CN106928750B (en) * 2013-12-30 2019-11-22 浙江闰土股份有限公司 A kind of disperse dye composition, disperse dyes and its preparation method and purposes
CN104371371A (en) * 2014-10-16 2015-02-25 杭州宇田科技有限公司 Manufacturing process of disperse orange composition
CN104559321A (en) * 2015-01-29 2015-04-29 浙江昱泰染化科技有限公司 Disperse black dye composition, dye product and application
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
CN105694532A (en) * 2015-12-30 2016-06-22 绍兴市上虞康汇化工有限公司 Blue disperse dye composition, blue disperse dye and preparation method and application of blue disperse dye
CN106752080A (en) * 2016-12-30 2017-05-31 浙江闰土研究院有限公司 A kind of disperse dye composition and its production and use
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CN112048190A (en) * 2020-09-21 2020-12-08 浙江龙盛染料化工有限公司 Disperse blue-to-black dye composition and dye product thereof
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CN112500717B (en) * 2020-09-21 2022-08-05 浙江龙盛染料化工有限公司 Disperse blue dye composition and dye product thereof

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