CN105348860B - A kind of high fastness indigo plant is to black disperse dye composition and dye preparations - Google Patents

A kind of high fastness indigo plant is to black disperse dye composition and dye preparations Download PDF

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Publication number
CN105348860B
CN105348860B CN201510731074.7A CN201510731074A CN105348860B CN 105348860 B CN105348860 B CN 105348860B CN 201510731074 A CN201510731074 A CN 201510731074A CN 105348860 B CN105348860 B CN 105348860B
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component
formula
blue
disperse dye
dye composition
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CN105348860A (en
Inventor
张友珍
张桂香
张婷婷
祝培明
余青结
倪松涛
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SHANGHAI HONGYUAN XINCHUANG MATERIAL TECHNOLOGY Co Ltd
Zhejiang Longsheng Group Co Ltd
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SHANGHAI HONGYUAN XINCHUANG MATERIAL TECHNOLOGY Co Ltd
Zhejiang Longsheng Group Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/004Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated using dispersed dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8276Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester groups

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention discloses a kind of high fastness indigo plants to black disperse dye composition and dye preparations, the indigo plant to black disperse dye composition includes component A and component B, wherein component A is one or more in formula (I) and/or formula (II) compound represented, component B is selected from one or more in compound shown in formula (III), based on the component A and component B, the mass percentage of component A is 30~90%, and the mass percentage of component B is 10~70%.The indigo plant to black disperse dye product mainly contains indigo plant as described in claim 1 to black disperse dye composition and auxiliary agent, and auxiliary agent and the blue weight ratio to black disperse dye composition are 0.2~5:1.It is provided by the invention blue to black disperse dye composition and dye preparations, when being applied to hydrophobic fiber material dyeing, have the characteristics that lifting force it is good and it is resistance to distil, rub resistance and washing fastness it is excellent.

Description

A kind of high fastness indigo plant is to black disperse dye composition and dye preparations
(1) technical field
The present invention relates to a kind of blue to black disperse dye composition and dye preparations, especially a kind of suitable printing hydrophobic The high fastness indigo plant of property fibrous material is to black disperse dye composition and dye preparations.
(2) background technology
In textile color stability quality inspection, wash resistant color fastness is wherein important inspection project, test result It is directly related to the whole color fastness of fabric.The dyestuff of some dyefastness difference can also cause human body different degrees of injury, Therefore different tissues, country all formulate respective standard, the stringent color fastness grade for limiting clothes and household textiles.AATCC is Dyeization man of U.S. association criterion differs greatly with chinese national standard (GB/T series) and international standard (ISO series), such as phase The washing color fastness grade that same product is tested in series is significantly lower than the color fastness grade in national standard.Therefore, it is necessary to Exploitation one kind can reach the high fastness disperse dyes of 3-4 grades of requirements above of AATCC standards, meet medium-to-high grade polyester and terylene/ammonia The coloration requirements of synthetic fibre intertexture.
Existing literature 201110043936.9,201410041902.X each provide a kind of point that every fastness is excellent Black dye composition is dissipated, but still has the space further improved.
(3) invention content
To solve the above problems, the present invention provides a kind of high fastness indigo plants to black disperse dye composition and dyestuff system Product when being applied to hydrophobic fiber material dyeing, have the characteristics that resistance to distillation, rub resistance and washing fastness are excellent.
The technical solution adopted by the present invention is:
A kind of blue to black disperse dye composition, including component A and component B, wherein component A is selected from formula (I) and/or formula (II) one or more in compound represented, component B is one or more in compound shown in formula (III), is based on institute The mass percentage of the component A and component B stated, component A are 30~90%, and the mass percentage of component B is 10~70%;
In formula (I):
R1、R2Respectively stand alone as C1~C4Alkyl;
R3For C1~C4Alkyl, allyl or-CH2COK1, K1For C1~C4Alkyl;
R4For benzyl or C1~C4Alkyl;
In formula (II):
R5、R6Respectively stand alone as C1~C4Alkyl;
R7For C1~C4Alkyl or allyl;
In formula (III):
R8For chlorine or bromine;
R9、R10Respectively stand alone as-CH2COOK2Or-C2H4COOK3, wherein K2、K3Respectively stand alone as C1~C4Alkyl.
Preferably, the mass percentage based on the component A and component B, the component A is 30~80%, component B Mass percentage be 20~70%.
It is furthermore preferred that the mass percentage based on the component A and component B, the component A is 30~70%, group It is 30~70% to divide the mass percentage of B.
Disperse blue of the present invention also can further include component C to black dye composition, and the component C is selected from One or more in compound shown in formula (IV), the quality of component C is no more than component A and the total matter of component B in the composition The 65%, preferably more than 55% of amount,
In formula (IV):
X1、X2Respectively stand alone as hydrogen, halogen, nitro, C1~C4Alkoxy ,-COOC2H4OC2H4OCH3Or-SO2- Ph, wherein Ph is phenyl;
R11For C1~C4Alkyl.
Said components A and component B or component A of the present invention, component B and component C are disperse blue of the present invention to black dyes The main composition of composition, in range well known to those skilled in the art, the present composition can also add other apply In dye monomer of compounding, such as C.I. disperse oranges 61, C.I. disperse blues 165, C.I Red 167s etc., additive amount does not preferably surpass The 30% of abovementioned dyes gross weight is crossed, the compounding dye composite obtained by above-mentioned change, equally in protection scope of the present invention Within.Preferably, the indigo plant is to black disperse dye composition by component A and component B or by component A, component B and component C is formed.
In the present invention, the C1~C4Alkyl can be methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, Sec-butyl, tertiary butyl.The C1~C4Alkoxy can be methoxyl group, ethyoxyl, positive propoxy, isopropoxy, positive fourth oxygen Base, isobutoxy, sec-butoxy, tert-butoxy.The halogen can be F, Cl, Br or I.
Further, R1、R2Respectively independent is preferably methyl or ethyl.
Further, R3Preferably methyl, ethyl, n-propyl, allyl or-CH2COK1, K1For methyl.
Further, R4Preferably benzyl or ethyl.
Further, R5、R6Respectively independent is preferably methyl or ethyl.
Further, R7Preferably methyl, ethyl, n-propyl or allyl.
Further, R9、R10Respectively independent is preferably-CH2COOK2Or-C2H4COOK3, wherein K2、K3Respectively stand alone as methyl Or ethyl.
Further, C1~C4Alkoxy is preferably methoxyl group.
Further, X1、X2In it is at least one be hydrogen.
Further, R11Preferably methyl or ethyl.
Further, the component A preferably is selected from one of following formula or in which two or more mixtures:
Wherein, Ph represents phenyl;
Again further, component A is selected from least one of formula (I -1), (I -8), (II -1) and (II -2).
Further, the component B preferably is selected from one of following formula or in which two or more mixtures:
Again further, component B is selected from least one of formula (III -1), (III -2) and (III -4).
Further, the component C preferably is selected from one of following formula or in which two or more mixtures:
Again further, component C is selected from least one of formula (IV -1), (IV -2), (IV -7), (IV -8).
Disperse blue of the present invention preferably includes component A and component B to black dye composition, wherein:
Component A is selected from least one of formula (I -1), (I -8), (II -1) and (II -2);
Component B is selected from least one of formula (III -1), (III -2) and (III -4);
Based on the above component A and component B, the mass percentage of component A is 30~90%, and the quality percentage of component B contains Amount is 10~70%.
Disperse blue of the present invention preferably includes component A, component B and component C to black dye composition, wherein:
Component A is selected from least one of formula (I -1), (I -8), (II -1) and (II -2);
Component B is selected from least one of formula (III -1), (III -2) and (III -4);
Component C is selected from least one of formula (IV -1), (IV -2), (IV -7), (IV -8);
Based on the above component A and component B, the mass percentage of component A is 30~90%, and the quality percentage of component B contains Amount is 10~70%, and the quality of component C is no more than the 65% of component A and component B gross masses.
Disperse blue of the present invention is more preferably made of component A and component B to black dye composition, wherein:
Component A is selected from least one of formula (I -1), (I -8), (II -1) and (II -2);
Component B is selected from least one of formula (III -1), (III -2) and (III -4);
Based on the above component A and component B, the mass percentage of component A is 30~90%, and the quality percentage of component B contains Amount is 10~70%.
Disperse blue of the present invention is more preferably made of component A, component B and component C to black dye composition, In:
Component A is selected from least one of formula (I -1), (I -8), (II -1) and (II -2);
Component B is selected from least one of formula (III -1), (III -2) and (III -4);
Component C is selected from least one of formula (IV -1), (IV -2), (IV -7), (IV -8);
Based on the above component A and component B, the mass percentage of component A is 30~90%, and the quality percentage of component B contains Amount is 10~70%, and the quality of component C is no more than the 65% of component A and component B gross masses.
Disperse blue of the present invention is coloured to black dye composition as commodity selling or applied to textile material When, it usually also needs to addition auxiliary agent and is post-processed.Therefore, the present invention also provides a kind of blue to black disperse dye product, It mainly contains described blue to black disperse dye composition and auxiliary agent, and the weight ratio of auxiliary agent and disperse dye composition is 0.2~5:1.Preferably, the indigo plant to black disperse dye composition and is helped to black disperse dye product by the indigo plant Agent forms.The auxiliary agent is common dispersant, diffusant and other surfactants etc. when disperse dyes compound, and preferably is selected from One of following or in which two or more mixture:Naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, the contracting of alkyl naphthalene sulfonic acid formaldehyde Close object (such as condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic acids Formaldehyde condensation products (dispersing agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A) etc..
The blue preparation method to black disperse dye product of the present invention is as follows:
After the dye monomer compound (former dyestuff) for forming disperse blue to black dye composition is mixed according to the ratio, helping In the presence of agent, water corpusculed is carried out with pulverizers such as sand mill or grinders;It in addition also can be by dye monomer compound point It is mixed in proportion after not carrying out corpusculed processing with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water. Blue of the present invention to black disperse dye product can after spray drying with being liquid after sand mill or grinder grinding For powdery, graininess, this is well known to those skilled in the art preparation method.
In the present invention, formula (I), (II), (III), dye composition can easily press people in the art shown in (IV) Mode synthesizes known to member, can also be with reference in patent CN101522816, EP0439057, JPS58152056, GB1326124 Prepared by the method for introduction or similar method, can also use commercial goods.
Dyestuff made of dye composite using the present invention, can be by ways customary in industry to hydrophobic fiber material (such as polyester and its blended fabric) is dyed, and is such as dyed using common dip method or high-temperature and high pressure dyeing process, also may be used For direct printing.Wherein, common dip method such as pre-processes hydrophobic fiber material, is put into dye vat and is disseminated, Dye finishes, and cold water wash to neutrality squeezes out, and restores again cleaning, drying;Fabric is such as carried out dye pre-treatment by direct printing, is dried Dry, setting prints disperse dyes mill base on printing machine, then is evaporated, and the dye fixing on fabric is made in the way of decatize, most After wash, stentering forming.
It is provided by the invention blue to black disperse dye composition and dye preparations, it is applied to hydrophobic fiber material and dyes When, have the characteristics that lifting force it is good and it is resistance to distillation, rub resistance and washing fastness it is excellent.
(4) specific implementation mode
With reference to specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in This:
Embodiment 1:
By 20 grams of formulas (I -1) compound, 20 grams of formula (II -1) compounds, 25 grams of formula (III -1) compounds, 35 grams of formulas (IV - 1) compound and 200 grams of Dispersant MF, after adding 650 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can carry Supply the excellent black of fabric items fastness ability.
Embodiment 2:
By 18 grams of formulas (I -1) compound, 24 grams of formula (II -1) compounds, 28 grams of formula (III -2) compounds, 9 grams of formulas (IV -1) Compound, 9 grams of formula (IV -2) compounds, 12 grams of formula (IV -7) compounds and 200 grams of Dispersant MF, after adding 650 grams of blendings of water, Grinding distribution and the dry black that get finished product, which can be supplied to fabric items fastness ability excellent.
Embodiment 3~40:
According to the method described in embodiment 1 or 2, the difference is that using the structure and weight of component A~C in table 1, addition helps 250 grams of agent (Dispersant MF is 200 grams, and sodium lignin sulfonate is 50 grams), adds and slurries is made after 800 grams of blendings of water, grinding distribution, It is dry, finished product, the indigo plant which can be supplied to fabric items fastness ability excellent to black tone.
Table 1
Comparative example:
Using the embodiment 1 in patent CN102153890A as comparative example 1;
Using the embodiment 1 in patent CN103788704A as comparative example 2.
Embodiment 16:
Disperse dyes made from above-described embodiment 1~40, comparative example 1~2 are chosen respectively, using conventional high temperature high pressure dyeing Method and thermal finalization handle polyester fibre/spandex intertexture, and in processing procedure, control dye level (o.w.f) 6.0%, bath raio 1: 25 is adjusted Value in Dyeing Process 4~5, room temperature enter dye, are warming up to 130 DEG C with 1 DEG C/min, keep the temperature 45min, by well-established law reduction washing, washing, do Dry, 180 DEG C of thermal finalization 60 seconds obtains blue to the dyeing and weaving object of black.According to ISO 105-P01, ISO 105-X12, AATCC61-2A tests resistance to distillation, rub resistance and washing color fastness respectively:
Dyestuff made from Examples 1 to 40:
Color fastness to sublimation:It fades >=4 grades, cotton is stained with >=4~5 grades, washs and is stained with >=4~5 grades;
Colour fastness to rubbing:Unlubricated friction >=4~5 grade, it is wet to rub >=4 grades;
Washing color fastness:Cotton staining >=4~5 grade, terylene staining >=4~5 grade, vinegar fibre staining >=3~4 grade, polyamide fibre are stained with Color >=4 grade.
Dyestuff made from comparative example 1~2:
Color fastness to sublimation:It fades 4 grades, cotton is stained with 4 grades, washs and is stained with 4 grades;
Colour fastness to rubbing:4 grades of unlubricated friction is wet to rub 3~4 grades;
Washing color fastness:Cotton is stained with 4~5 grades, washs and is stained with 4~5 grades, 2~3 grades of vinegar fibre staining, 2~3 grades of polyamide fibre staining.
It can be seen that it is blue to black disperse dye composition in the present invention, in deep dense dyeing, through high temperature thermal finalization After processing, fabric items fastness is substantially better than comparative example, disclosure satisfy that the high fastness of deep heavy colour requires the printing and dyeing of blended yarn weaved fabric.

Claims (10)

1. a kind of blue to black disperse dye composition, including component A and component B, wherein component A is selected from formula (I) and/or formula (II) one or more in compound represented, component B is one or more in compound shown in formula (III), is based on institute The mass percentage of the component A and component B stated, component A are 30~90%, and the mass percentage of component B is 10~70%;
In formula (I):
R1、R2Respectively stand alone as C1~C4Alkyl;
R3For C1~C4Alkyl, allyl or-CH2COK1, K1For C1~C4Alkyl;
R4For benzyl;
In formula (II):
R5、R6Respectively stand alone as C1~C4Alkyl;
R7For C1~C4Alkyl or allyl;
In formula (III):
R8For chlorine or bromine;
R9、R10Respectively stand alone as-CH2COOK2Or-C2H4COOK3, wherein K2、K3Respectively stand alone as C1~C4Alkyl.
2. as described in claim 1 blue to black disperse dye composition, it is characterised in that:The disperse blue to black contaminates Feed composition further includes component C, the component C and is selected from one or more, the combination in compound shown in formula (IV) The quality of component C is no more than the 65% of component A and component B gross masses in object,
In formula (IV):
X1、X2Respective independent hydrogen, halogen, nitro, C1~C4Alkoxy ,-COOC2H4OC2H4OCH3Or-SO2- Ph, wherein Ph are benzene Base;
R11For C1~C4Alkyl.
3. as described in claim 1 blue to black disperse dye composition, it is characterised in that:Described is blue to black dispersion dye Feed composition is made of component A and component B.
4. as claimed in claim 2 blue to black disperse dye composition, it is characterised in that:Described is blue to black dispersion dye Feed composition is made of component A, component B and component C.
5. blue to black disperse dye composition as described in one of Claims 1 to 4, it is characterised in that:The component A is selected from One of following formula or in which two or more mixtures:
Wherein, Ph represents phenyl;
6. blue to black disperse dye composition as described in one of Claims 1 to 4, it is characterised in that:The component B is selected from One of following formula or in which two or more mixtures:
7. blue to black disperse dye composition as described in claim 2 or 4, it is characterised in that:The component C is selected from following formula One of or in which two or more mixtures:
8. blue to black disperse dye composition as described in claim 1 or 3, it is characterised in that:
Component A is selected from least one of formula (I-1), (II -1) and (II -2);
Component B is selected from least one of formula (III -1), (III -2) and (III -4);
9. blue to black disperse dye composition as described in claim 2 or 4, it is characterised in that:
Component A is selected from least one of formula (I-1), (II -1) and (II -2);
Component B is selected from least one of formula (III -1), (III -2) and (III -4);
Component C is selected from least one of formula (IV -1), (IV -2), (IV -7), (IV -8);
10. a kind of indigo plant to black disperse dye product, mainly contains as described in claim 1 blue to black disperse dye group Object and auxiliary agent are closed, auxiliary agent and the blue weight ratio to black disperse dye composition are 0.2~5:1.
CN201510731074.7A 2015-10-30 2015-10-30 A kind of high fastness indigo plant is to black disperse dye composition and dye preparations Active CN105348860B (en)

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Publication number Priority date Publication date Assignee Title
CN105860579A (en) * 2016-04-29 2016-08-17 浙江龙盛集团股份有限公司 High-fastness dispersion blue-to-black dye composition and dye product
CN111073340B (en) * 2019-11-29 2022-02-01 浙江龙盛染料化工有限公司 Blue-to-black disperse dye composition and dye product

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Publication number Priority date Publication date Assignee Title
CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Disperse azo dye composition
CN102153890A (en) * 2011-02-24 2011-08-17 绍兴县精细化工有限公司 Disperse dye composition
CN102746711A (en) * 2012-07-10 2012-10-24 浙江昱泰染化科技有限公司 Disperse dye composition, dye product and application thereof
CN103788704A (en) * 2014-01-28 2014-05-14 杭州福莱蒽特精细化工有限公司 Disperse black dye composition for superfine fiber
CN104559316A (en) * 2014-12-18 2015-04-29 浙江龙盛集团股份有限公司 High-fastness blue-to-black disperse dye composition and dye product

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Disperse azo dye composition
CN102153890A (en) * 2011-02-24 2011-08-17 绍兴县精细化工有限公司 Disperse dye composition
CN102746711A (en) * 2012-07-10 2012-10-24 浙江昱泰染化科技有限公司 Disperse dye composition, dye product and application thereof
CN103788704A (en) * 2014-01-28 2014-05-14 杭州福莱蒽特精细化工有限公司 Disperse black dye composition for superfine fiber
CN104559316A (en) * 2014-12-18 2015-04-29 浙江龙盛集团股份有限公司 High-fastness blue-to-black disperse dye composition and dye product

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