CN1995154A - Disperse orange dye composition and disperse dye - Google Patents

Disperse orange dye composition and disperse dye Download PDF

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Publication number
CN1995154A
CN1995154A CN 200610155382 CN200610155382A CN1995154A CN 1995154 A CN1995154 A CN 1995154A CN 200610155382 CN200610155382 CN 200610155382 CN 200610155382 A CN200610155382 A CN 200610155382A CN 1995154 A CN1995154 A CN 1995154A
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component
dye composition
disperse orange
orange dye
alkyl
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CN1995154B (en
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阮伟祥
欧其
汪仁良
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Zhejiang Longsheng Group Co Ltd
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Zhejiang Longsheng Group Co Ltd
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Abstract

The invention provides a disperse orange dye composition which basically comprises one or more components A with a structure shown in a formula and one or more components B with a structure shown in a formula (II), wherein based on the components A or B, the weight percentage of the component A is 1-99%, and the weight percentage of the component B is 1-99%; the disperse dye composition can be commercialized to be used for dyeing in a liquid state or a cream state after being micronized or in a powder state or a particle state after being dried by a spray drying method and the like. When the disperse dye prepared by the disperse dye composition is used for dyeing polyester fiber materials, yellow to orange to red dyed fabrics with excellent performances such as bright color, good dispersibility, sun resistance, washing resistance, sweat resistance and the like can be obtained by adjusting the proportion of different components.

Description

A kind of disperse orange dye composition and dispersed dye
(1) technical field
The present invention relates to a kind of disperse orange dye composition and dispersed dye, relate in particular to the disperse dye composition and the dispersed dye of a kind of terylene and BLENDED FABRIC thereof printing and dyeing usefulness.
(2) background technology
Along with the fast development of the new fiber of polyester in recent years and people to the raising that textiles requires, correspondingly, dyeing behavior, environmental-protecting performance that dyestuff itself has are also had higher requirement.Promptly require the good and every fastness of dyeing excellence of the heat-resisting transport property of dyestuff.
Azoic dyestuff is synthetic simple relatively with it, realizes that easily advantage such as large-scale industrial production occupied the maximum market share.It is very common that assembly between its dyestuff mixes application, all is that dyestuff is pieced together the application that mixes as patent EP0491386, JP10251534, JP08100132, and purpose is to promote the printing and dyeing performance of dyestuff.But piece together union dyeing material kind from existing azo, still can not satisfy the demands fully aspect the application performances such as lifting force and dyefastness.
(3) summary of the invention
The present invention promptly is for the disperse orange dye composition and the dispersed dye of a kind of good level-dyeing property, dyefastness excellence are provided.
For reaching goal of the invention the technical solution used in the present invention be:
A kind of disperse orange dye composition, basically 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 or B, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%; The connotation of said here " basically " is this disperse orange dye composition by component A and B constitutes or mainly be made of component A and B, but also may contain other component that some auxiliary agent or a spot of impurity etc. do not influence its dominant hue;
In the formula (I),
X 1Be hydrogen or halogen;
Y 1Be hydrogen or C 1~C 4Alkyl;
R 1Be C 1~C 4Alkyl or cyanoethyl;
R 2For-(CH 2) n-Ph or-(CH 2) n-OCO-Ph, wherein n is 1 or 2;
In the formula (II),
X 3For-H ,-NO 2Or-COOR 5, wherein, R 5Be C 1~C 4Alkyl; X 4, X 5Independently be separately-H ,-NO 2Or halogen; Y 2For-H, C 1~C 4Alkyl or alkyl amido;
R 3, R 4Independent separately is C 1~C 4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, phenyl ,-OCO-Ph ,-COOR 6, or-OCOR 7, wherein, R 6, R 7Be C 1~C 4Alkyl, and work as X 3For-NO 2, X4 is C l, R 3For-(CH 2) n-Ph or-(CH 2) nDuring-OCO-Ph, R 4Only be-(CH 2) n-Ph or-(CH 2) n-OCO-Ph, wherein n is 1 or 2.
Preferably, based on described component A or B, described component A weight percentage is 20~80%, and described B component weight percentage is 20~80%.
Preferred, based on described component A or B, described component A weight percentage is 40~60%, and described B component weight percentage is 40~60%.
More preferred, based on described component A or B, described component A weight content 40%, described B component weight content 60%.
Described disperse orange dye composition is made up of suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%.
Concrete, 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:
Figure A20061015538200102
Especially, described component A is compound (I-1), and described B component is compound (II-1).
When preparing composite disperse dye composition of the present invention, employed dye monomer A, dye monomer B can be synthetic by mode well known to those skilled in the art easily, also can also can purchase commercial goods dye monomer A, dye monomer B with reference to method of introducing among patent JP58160355A and the CN1844260A or similarly method preparation.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 allow to contain the physics impurity of a spot of moisture content and trace during composite disperse dye composition commercialization of the present invention.
Composite disperse dye composition of the present invention generally needs to add auxiliary agent and disperses during application.After for example with structural formula (I) and (II) represented component is mixed by above-mentioned proportioning, in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed with pulverizers such as sand mill or shredders; In addition also can with structural formula (I) and (II) represented component in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed respectively and handle the back and mix with above-mentioned ratio with pulverizers such as sand mill or shredders.
The invention still further relates to a kind of disperse orange dye, be made up of described disperse orange dye composition and auxiliary agent, described auxiliary agent is 0.8~5: 1 with the ratio of component A and B gross weight.
Described auxiliary agent is dispersed dye dispersion agent commonly used, diffusants etc. when composite, is preferably one of following or its several mixture arbitrarily: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Concrete, 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 after the commercialization, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.When the dispersed dye that make with disperse dye composition of the present invention dye Polyester Fibers, by adjusting proportion among different, can obtain to have that coloured light is gorgeous, the Huang of premium propertiess such as good dispersity, sun-proof, washable, perspiration resistance is to orange to red dyeing and weaving thing.
(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 40 gram formulas (I-1), 60 gram formulas (II-1), 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 fabric evenly and the good hues of orange of fastness ability.
Embodiment 2~10:
According to data shown in the table 1, with component A, B component, auxiliary agent 195 grams, add water piece together mix after, grind dispersion with shredder, spraying drying makes finished product then.
Table 1
Embodiment Dye composite Auxiliary agent Weight (g) Tone
Component A B component Component A B component
2 (I-1) (I-2) (II-1) MF 35 35 30 Orange
3 (I-3) (II-2) CNF 70 30 Red
4 (I-4) (II-3) (II-10) MF 1 49 50 Orange
5 (I-5) (II-4) 83A 20 80 Dark orange
6 (I-6) (II-5) CNF 99 1 Orange
7 (I-7) (II-6) (II-11) 83A 40 30 30 Orange
8 (I-8) (II-7) 83A 1 99 Orange
9 (I-2) (I-8) (II-8) 83A 50 30 20 Orange
10 (I-3) (I-5) (II-9) (II-12) NNO 5 10 10 75 Yellow
Embodiment 11
Respectively getting 0.5 dispersed dye that make of gram embodiment 1~10 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, adopt that GB GB/T3921-1997, GB/T3920-1997, GB/T5718-1997, GB/T8427-1998 test respectively that it is washable, rub resistance, perspiration resistance, sun-resistant fastness, the results are shown in Table 2.
Table 2
Embodiment Fastness to washing (60 ℃) Fastness to rubbing Fastness to sublimation Sun-resistant fastness
Variable color Nylon is stained with Do Wet
Embodiment 1 4~5 grades 4~5 grades 5 grades 4~5 grades 5 grades 6~7 grades
Embodiment 2 4~5 grades 4~5 grades 5 grades 4~5 grades 5 grades 6~7 grades
Embodiment 3 4 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6 grades
Embodiment 4 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 5 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 6 4 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6 grades
Embodiment 7 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Embodiment 8 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6 grades
Embodiment 9 4 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6 grades
Embodiment 4~5 grades 4~5 grades 4~5 grades 4~5 grades 4~5 grades 6~7 grades
Test result shows: the every fastness excellent property of disperse orange dye composition provided by the invention, composite effect is remarkable.

Claims (10)

1. disperse orange dye composition, basically 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 or B, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%;
In the formula (I),
X 1Be hydrogen or halogen;
Y 1Be hydrogen or C 1~C 4Alkyl;
R 1Be C 1~C 4Alkyl or cyanoethyl;
R 2For-(CH 2) n-Ph or-(CH 2) n-OCO-Ph, wherein n is 1 or 2;
In the formula (II),
X 3For-H ,-NO 2Or-COOR 5, wherein, R 5Be C 1~C 4Alkyl;
X 4, X 5Independently be separately-H ,-NO 2Or halogen;
Y 2For-H, C 1~C 4Alkyl or alkyl amido;
R 3, R 4Independent separately is C 1~C 4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, phenyl ,-OCO-Ph ,-COOR 6, or-OCOR 7, wherein, R 6, R 7Be C 1~C 4Alkyl, and work as X 3For-NO 2, X 4Be Cl, R 3For-(CH 2) n-Ph or-(CH 2) nDuring-OCO-Ph, R 4Only be-(CH 2) n-Ph or-(CH 2) n-OCO-Ph, wherein n is 1 or 2.
2. disperse orange dye composition as claimed in claim 1 is characterized in that: based on described component A or B, described component A weight percentage is 20~80%, and described B component weight percentage is 20~80%.
3. disperse orange dye composition as claimed in claim 2 is characterized in that: based on described component A or B, described component A weight percentage is 40~60%, and described B component weight percentage is 40~60%.
4. disperse orange dye composition as claimed in claim 3 is characterized in that: based on described component A or B, and described component A weight content 40%, described B component weight content 60%.
5. disperse orange dye composition as claimed in claim 1, it is characterized in that described disperse orange dye composition is made up of suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%.
6. as the described disperse orange dye composition of one of claim 1~5, it is characterized in that described component A is one of following or two or more mixture wherein:
Figure A2006101553820003C1
Figure A2006101553820004C1
7. as the described disperse orange dye composition of one of claim 1~5, it is characterized in that described B component is one of following or two or more mixture wherein:
Figure A2006101553820004C2
Figure A2006101553820005C1
8. as the described disperse orange dye composition of one of claim 1~5, it is characterized in that described component A is compound (I-1), described B component is compound (II-1):
Figure A2006101553820006C1
9. disperse orange dye, by forming as described disperse orange dye composition of one of claim 1~5 and auxiliary agent, described auxiliary agent is 0.8~5: 1 with the ratio of component A and B gross weight.
10. disperse orange dye as claimed in claim 9 is characterized in that described auxiliary agent is one of following or its several mixture arbitrarily: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.
CN 200610155382 2006-12-21 2006-12-21 Dispersing orange dye composition and dispersing dye Expired - Fee Related CN1995154B (en)

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CN102153889A (en) * 2011-02-24 2011-08-17 浙江万丰化工有限公司 Orange disperse dye compound
CN102229757A (en) * 2011-04-29 2011-11-02 浙江闰土股份有限公司 Disperse dye composition with a color range of yellow to golden yellow
CN102516815A (en) * 2011-12-30 2012-06-27 吴江市绿洲染料化工有限公司 Disperse orange dye mixture
CN102618078A (en) * 2012-03-07 2012-08-01 浙江万丰化工有限公司 Disperse dye composition, dyeing method and preparation method of disperse dye composition
CN103044963A (en) * 2012-12-11 2013-04-17 苏州大学 Dye composition and method for polyester fiber fabric short process alkaline dyeing using the same
CN103382314A (en) * 2013-06-21 2013-11-06 浙江龙盛集团股份有限公司 Dark azo type disperse dye composition
CN103602100A (en) * 2013-11-19 2014-02-26 江苏盛吉化工有限公司 Mixture of orange to yellowish-brown disperse dyes
CN104119695A (en) * 2014-07-21 2014-10-29 浙江万丰化工有限公司 Environment-friendly type high-efficiency washing disperse orange dye composition and application thereof
CN104151865A (en) * 2014-07-21 2014-11-19 浙江万丰化工有限公司 Environment-friendly alkaline-resistant high-washing-dispersity orange dye composition and application thereof
CN104327548A (en) * 2014-10-08 2015-02-04 浙江龙盛集团股份有限公司 Disperse yellow and disperse orange dye composition
CN106118132A (en) * 2016-06-20 2016-11-16 浙江工业大学上虞研究院有限公司 A kind of disperse dye composition and application thereof
CN107974102A (en) * 2017-10-30 2018-05-01 安徽凯奇化工科技股份有限公司 A kind of composite disperse orange dye
CN109181362A (en) * 2018-08-07 2019-01-11 江苏之江化工有限公司 A kind of orange disperse dye mixture of high washing fastness
CN111484753A (en) * 2020-04-24 2020-08-04 浙江理工大学上虞工业技术研究院有限公司 Sun-proof easy-to-wash red azo disperse dye and preparation method thereof
CN111484751A (en) * 2020-03-13 2020-08-04 浙江理工大学上虞工业技术研究院有限公司 Alkali washable sun-proof orange azo disperse dye and preparation method thereof
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WO2020235560A1 (en) * 2019-05-23 2020-11-26 日本化薬株式会社 Colored dispersion, recording medium, and textile printing method for hydrophobic fibers
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CN102153889B (en) * 2011-02-24 2013-04-17 浙江万丰化工有限公司 Orange disperse dye compound
CN102153889A (en) * 2011-02-24 2011-08-17 浙江万丰化工有限公司 Orange disperse dye compound
CN102229757A (en) * 2011-04-29 2011-11-02 浙江闰土股份有限公司 Disperse dye composition with a color range of yellow to golden yellow
CN102516815A (en) * 2011-12-30 2012-06-27 吴江市绿洲染料化工有限公司 Disperse orange dye mixture
CN102618078B (en) * 2012-03-07 2014-02-12 浙江万丰化工有限公司 Disperse dye composition, dyeing method and preparation method of disperse dye composition
CN102618078A (en) * 2012-03-07 2012-08-01 浙江万丰化工有限公司 Disperse dye composition, dyeing method and preparation method of disperse dye composition
CN103044963A (en) * 2012-12-11 2013-04-17 苏州大学 Dye composition and method for polyester fiber fabric short process alkaline dyeing using the same
CN103382314A (en) * 2013-06-21 2013-11-06 浙江龙盛集团股份有限公司 Dark azo type disperse dye composition
CN103382314B (en) * 2013-06-21 2016-04-13 浙江龙盛集团股份有限公司 A kind of Dark azo type disperse dye composition
CN103602100A (en) * 2013-11-19 2014-02-26 江苏盛吉化工有限公司 Mixture of orange to yellowish-brown disperse dyes
CN104119695A (en) * 2014-07-21 2014-10-29 浙江万丰化工有限公司 Environment-friendly type high-efficiency washing disperse orange dye composition and application thereof
CN104151865A (en) * 2014-07-21 2014-11-19 浙江万丰化工有限公司 Environment-friendly alkaline-resistant high-washing-dispersity orange dye composition and application thereof
CN104151865B (en) * 2014-07-21 2016-05-18 浙江万丰化工有限公司 A kind of environment-friendly alkali-resistant type high washing disperse orange dye composition and application thereof
CN104327548B (en) * 2014-10-08 2016-08-10 浙江龙盛集团股份有限公司 A kind of disperse yellow is to orange compositions
CN104327548A (en) * 2014-10-08 2015-02-04 浙江龙盛集团股份有限公司 Disperse yellow and disperse orange dye composition
CN106118132A (en) * 2016-06-20 2016-11-16 浙江工业大学上虞研究院有限公司 A kind of disperse dye composition and application thereof
CN107974102A (en) * 2017-10-30 2018-05-01 安徽凯奇化工科技股份有限公司 A kind of composite disperse orange dye
CN109181362A (en) * 2018-08-07 2019-01-11 江苏之江化工有限公司 A kind of orange disperse dye mixture of high washing fastness
CN113874444A (en) * 2019-05-23 2021-12-31 日本化药株式会社 Coloring dispersion liquid, recording medium, and method for printing hydrophobic fiber
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CN111484753B (en) * 2020-04-24 2021-06-11 浙江理工大学上虞工业技术研究院有限公司 Sun-proof easy-to-wash red azo disperse dye and preparation method thereof
CN111500088B (en) * 2020-04-24 2021-08-17 王羽蘅 Disperse yellow dye composition, dye product and application
CN111500088A (en) * 2020-04-24 2020-08-07 王羽蘅 Disperse yellow dye composition, dye product and application
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CN112574594B (en) * 2020-12-31 2023-05-23 绍兴市上虞金冠化工有限公司 Disperse yellow-orange dye composition and product thereof

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