CN101982510B - Composite of dispersed dyes - Google Patents

Composite of dispersed dyes Download PDF

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CN101982510B
CN101982510B CN 201010290263 CN201010290263A CN101982510B CN 101982510 B CN101982510 B CN 101982510B CN 201010290263 CN201010290263 CN 201010290263 CN 201010290263 A CN201010290263 A CN 201010290263A CN 101982510 B CN101982510 B CN 101982510B
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dyestuff
formula
mass percent
fastness
composition
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CN101982510A (en
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俞杏英
朱亚伟
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Zhejiang Wanfeng Chemical Co., Ltd
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Zhejiang Wanfeng Chemical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing 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
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046—Mixtures of two or more azo dyes
    • C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General 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
    • D06P1/16—General 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
    • D06P1/18—Azo dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)

Abstract

The invention discloses a composite of dispersed dyes, comprising a blue dye A shown in the formula (I), a blue dye B shown in the formula (II), one or two yellow dyes C shown in the formula (III), and a red dye D shown in the formula (IV) or a red dye (E) shown in the formula (V). The composite of the dispersed dyes can be prepared into liquid, emulsifiable paste or powder and the like, and can obtain darkblue to black dyed fabrics with pure colored light, good dispersity, excellent fastness to washing, excellent fastness to sunlight, excellent fastness to perspiration, excellent fastness to rubbing, and less staining on spandex through adjusting the proportion of the different components when the dispersed dyes are used for dyeing terylene and terylene/spandex textiles.

Description

A kind of composition of dispersed dye
Technical field:
The invention belongs to field of fine chemical, relate to a kind of composition of dispersed dye, relate in particular to a kind of terylene and spandex and coat blueness or the black composite disperse dye that textile dyeing is used.
Background technology:
Along with the development of trevira, the particularly fast development of polyester fibre/spandex fabric, people are more and more higher to the requirement of textiles, correspondingly, dyeing behavior and the environmental-protecting performance of dyestuff itself also had higher requirement.Require dyestuff to there is better application performance and every fastness of dyeing.
By the composite dispersed dye that meet high performance requirements of dyestuff, for blueness or black disperse dye, in order to obtain, coloured light is pure, good dispersity, washing fastness is good, fastness to light is good, fastness to perspiration is good, fastness to rubbing is good and the few dispersed dye to spandex staining.At present, from market situation, existing product all comes with some shortcomings.For this reason, developing dyestuff or the composite dyestuff that a class dyeing behavior is excellent, fixation rate is high is the major subjects of current dye industry.
Summary of the invention:
For addressing the above problem, the invention provides a kind ofly have that coloured light is gorgeous, good dispersity, washing fastness is high, light fastness good, fastness to perspiration is good, fastness to rubbing is good and good dark blue to the black combined disperse dye to the spandex staining fastness.
The technical solution adopted for the present invention to solve the technical problems is: a kind of composition of dispersed dye is characterized in that: contain a kind of suc as formula the blue dyes A shown in (I), a kind of suc as formula the blue dyes B shown in (II), a kind of or two kinds suc as formula the yellow dyes C shown in (III), a kind ofly suc as formula the orchil D shown in (IV), form.The mass percent of described dyestuff A is 20-60%, and the mass percent of described dyestuff B is 5-35%, and the mass percent of described dyestuff C is 3-35%, and the mass percent of described dyestuff D is 2-15%.
Wherein, in formula (I), R 1=-H ,-OCH 3or-OC 2h 5; R 2=R 3=-CH 2oCOCH 3,-CH 2oCOC 2h 5,-C 2h 4oCOCH 3,-C 2h 4oCOC 2h 5,-C 2h 4oCOC 2h 4oCH 3,-C 2h 4oCOOCH 3or-C 2h 4oCOOC 2h 5;
In formula (II), R 4=-CN ,-Br or Cl; R 5=-C 2h 4oH ,-C 2h 4oC 3h 6cN or-C 2h 4cN; R 6=-H ,-C 2h 4oC 3h 6cN or-C 2h 4cN;
In formula (III), R 7=-H ,-CH 3,-C 2h 5,-Cl ,-OSOO-C 6h 5,-COO-CH 2-C 6h 5,-COOC 2h 4oC 2h 4oCH 3or-COOCH 2cOOC 2h 5; R 8=-H or-Cl; R 9=-NO 2or-Cl; R 10=-H ,-CH 3,-C 2h 5or-C 4h 9;
In formula (IV), R 11=-H ,-Cl or-CN; R 12=-H or-Cl; R 13=R 14=-C 2h 4cOOCH 3or CH 2cOOCH 3.
Further, the composition of described a kind of dispersed dye, also comprise a kind of dyestuff E as shown in formula V, the mass percent of described dyestuff A is 20-60%, the mass percent of described dyestuff B is 5-30%, the mass percent of described dyestuff C is 3-25%, and the mass percent of described dyestuff D is 2-15%, and the mass percent of described dyestuff E is 2-15%.
Figure BSA00000281274100031
In formula (V), R 15=-OC 3h 7or-OC 4h 9.
As previously mentioned, disperse dye composition of the present invention mainly is comprised of dyestuff A, dyestuff B, dyestuff C and dyestuff D, preferably, contains dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E and forms.
Technique scheme mainly forms with former dyestuff, relates to former dye component of the present invention, is all commercial goods.
On the other hand, disperse dye composition of the present invention, generally need to add auxiliary agent to carry out the hygrometric state grinding distribution during application.For example, after the dyestuff of structural formula (I), structural formula (II), structural formula (III) and structural formula (IV) being mixed according to the above ratio, under the existence of auxiliary agent and water, carry out corpusculed by shredder or sand mill, when measuring the Particle Size of Disperse Dyes disperseed and be 1-3 μ m, stop grinding.Usually, 0.5～4 times of the quality sum that described auxiliary agent is dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E.
Described auxiliary agent is dispersion agent commonly used, diffusant etc. while being the dispersed dye compounded combination, as dispersing agent MF, sodium metnylene bis-naphthalene sulfonate.These auxiliary agents can be bought from the market as dispersing agent NNO, Dispersant MF, modification Dispersant MF etc.
Further, a kind of composition of dispersed dye is characterized in that: described dyestuff A is selected from a kind of suc as formula in compound shown in (Ia), (Ib), (Ic), (Id), (Ie);
Figure BSA00000281274100032
Figure BSA00000281274100041
Described dyestuff B is selected from a kind of suc as formula in compound shown in (IIa), (IIb), (IIc), (IId);
Figure BSA00000281274100042
Described dyestuff C is selected from suc as formula one or both in compound shown in (IIIa), (IIIb), (IIIc), (IIId), (IIIe), (IIIf), (IIIg), (IIIh);
Described dyestuff D is selected from a kind of suc as formula in compound shown in (IVa), (IVb), (IVc), (IVd), (IVe);
Described dyestuff E is selected from a kind of suc as formula in compound shown in (Va), (Vb);
Figure BSA00000281274100071
Due to the singularity of dye industry, usually need not be prepared into the pure dye goods, have some impurity and exist, the finished product dyestuff that disperse dye composition of the present invention is made, also allow other impurity that contains a small amount of water and trace.
Disperse dye composition of the present invention, can make aqueous, emulsifiable paste state or make dye powder through high temperature spray-drying.While with combined disperse dye of the present invention, being used for terylene, polyester fibre/spandex textile dyeing, can be by adjusting the ratio of different components, can obtain that coloured light is pure, good dispersity, washing fastness is good, fastness to light is good, fastness to perspiration is good, fastness to rubbing is good and few dark blue to the black-dyeing fabric to spandex staining.
Embodiment
The all raw material used in embodiment is common reagent, can buy from market.
Below in conjunction with specific embodiment, the invention will be further described, but protection scope of the present invention is not limited to this.
Embodiment 1
By the dyestuff D of the dyestuff C of the dyestuff C of the dyestuff B of the dyestuff A of 25 gram formulas (Ia), 10 gram formulas (IId), 5 gram formulas (IIIa), 10 gram formulas (IIIb), 6 gram formulas (IVb), the Dispersant MF of 44 grams, after adding the water blending, use the shredder grinding distribution, until Particle Size of Disperse Dyes while being 1-3 μ m, stops grinding.Make dye powder through high temperature spray-drying again.This dyestuff can provide the every fastness ability of fabric good black.
Figure BSA00000281274100072
Figure BSA00000281274100081
Embodiment 2
By the dyestuff E of the dyestuff D of the dyestuff C of the dyestuff B of the dyestuff A of 23 gram formulas (Ia), 7 gram formulas (IId), 8 gram formulas (IIIa), 6 gram formulas (IVb), 2 gram formulas (Va) and the Dispersant MF of 54 grams, after adding the water blending, use the shredder grinding distribution, until Particle Size of Disperse Dyes while being 1-3 μ m, stops grinding.Make dye powder through high temperature spray-drying again.This dyestuff can provide the every fastness ability of fabric good blueness.
Figure BSA00000281274100082
Figure BSA00000281274100091
Embodiment 3～15
According to the preparation method shown in embodiment 1, the structure of respectively getting the defined dyestuff A of substituting group, dyestuff B, dyestuff C, dyestuff D and dyestuff E is as shown in table 1, and described dye composite carries out blending by the continuous data of table 2 by dyestuff A, dyestuff B, dyestuff C, dyestuff D or dyestuff E.
Table 1
Figure BSA00000281274100092
Figure BSA00000281274100101
Table 2
Figure BSA00000281274100112
Figure BSA00000281274100121
Performance test
By polyester piece good, high temperature dyeing method is routinely carried out, and dyeing condition is: the dispersed dye powder 2.2%o.w.f in embodiment 1-embodiment, Dispersant MF 1g/L; bath raio 1: 60; 130 ℃ of dyeing temperatures, and dyeing time 40min, regulating Value in Dyeing Process with acetic acid is 5.Observe cloth specimen coloured light, adopt multifilament lining note cloth to test every fastness, washing fastness (method A) adopts the ISO105C03 standard testing, washing fastness (method B) adopts AATCC 61 II A standard testings, washing fastness (method C) adopts ISO 105-E01 standard testing, and perspiration fastness adopts ISO 105-E04 standard testing, and sublimation fastness adopts the AATCC117 standard testing, light fastness adopts the ISO105-B02 test, and fastness to rubbing adopts the AATCC8 standard testing.The results are shown in Table 3.
Table 3
Figure BSA00000281274100131
Figure BSA00000281274100141
Test result shows: every fastness excellent property of disperse dye composition provided by the invention, composite effect is remarkable.

Claims (4)

1. the composition of dispersed dye is characterized in that: contain a kind of suc as formula the blue dyes A shown in (I), a kind of suc as formula the blue dyes B shown in (II), a kind of or two kinds suc as formula the yellow dyes C shown in (III), a kind of suc as formula the orchil D shown in (IV) and a kind of orchil E as shown in formula V; The mass percent of described dyestuff A is 20-60%, and the mass percent of described dyestuff B is 5-30%, and the mass percent of described dyestuff C is 3-25%, and the mass percent of described dyestuff D is 2-15%, and the mass percent of described dyestuff E is 2-15%;
Figure FSB00001103446000011
Wherein, in formula (I), R 1=-H ,-OCH 3or-OC 2h 5; R 2=R 3=-CH 2oCOCH 3,-CH 2oCOC 2h 5,-C 2h 4oCOCH 3,-C 2h 4oCOC 2h 5,-C 2h 4oCOC 2h 4oCH 3,-C 2h 4oCOOCH 3or-C 2h 4oCOOC 2h 5;
In formula (II), R 4=-CN ,-Br or Cl; R 5=-C 2h 4oH ,-C 2h 4oC 3h 6cN or-C 2h 4cN; R 6=-H ,-C 2h 4oC 3h 6cN or-C 2h 4cN;
In formula (III), R 7=-H ,-CH 3,-C 2h 5,-Cl ,-OSOO-C 6h 5,-COO-CH 2-C 6h 5,-COOC 2h 4oC 2h 4oCH 3or-COOCH 2cOOC 2h 5; R 8=-H or-Cl; R 9=-NO 2or-Cl; R 10=-H ,-CH 3,-C 2h 5or-C 4h 9;
In formula (IV), R 11=-H ,-Cl or-CN; R 12=-H or-Cl; R 13=R 14=-C 2h 4cOOCH 3or CH 2cOOCH 3;
In formula (V), R 15=-OC 3h 7or-OC 4h 9.
2. the composition of a kind of dispersed dye as claimed in claim 1 is characterized in that: also include auxiliary agent, the add-on of auxiliary agent, 0.5～4 times of the quality sum that described auxiliary agent is dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E.
3. the composition of a kind of dispersed dye as claimed in claim 2, it is characterized in that: one of described auxiliary agent is following material: dispersing agent MF, sodium metnylene bis-naphthalene sulfonate.
4. the composition of a kind of dispersed dye as claimed in claim 2 is characterized in that: the arbitrary composition that described auxiliary agent is following one or both: dispersing agent NNO, Dispersant MF, modification Dispersant MF.
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CN103044965B (en) * 2012-12-25 2014-09-17 浙江闰土股份有限公司 Dispersed blue dye composition, dispersed blue dye, and preparation method and application thereof
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
CN104893360B (en) * 2015-06-29 2017-02-22 江苏迪安化工有限公司 Dispersed black dye composition
CN105062138A (en) * 2015-07-31 2015-11-18 杭州福莱蒽特精细化工有限公司 Composite disperse black dye with high dyeing degree
CN105062135B (en) * 2015-07-31 2017-04-12 杭州福莱蒽特精细化工有限公司 High dyeing rate disperse black dye composition
CN106700648A (en) * 2016-12-07 2017-05-24 浙江昱泰染化科技有限公司 Black disperse dye composition
CN106893358B (en) * 2017-01-26 2019-06-18 浙江龙盛化工研究有限公司 It is a kind of blue to black disperse dye composition, dye preparations and application
CN107652710B (en) * 2017-09-22 2020-04-21 杭州福莱蒽特股份有限公司 High-fastness disperse black dye composition
CN112011194A (en) * 2019-05-30 2020-12-01 浙江闰土研究院有限公司 Disperse dye composition, preparation method thereof and treatment method of dye intermediate of disperse dye composition
CN112574595B (en) * 2020-12-31 2023-05-23 浙江龙盛染料化工有限公司 Blue-to-black disperse dye composition and dye product
CN114773876B (en) * 2022-05-20 2023-11-24 上海鸿源鑫创材料科技有限公司 Disperse red dye composition and product thereof

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CN101735663A (en) * 2009-12-31 2010-06-16 上虞市金冠化工有限公司 Composite black disperse dye

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JPH11158403A (en) * 1997-11-28 1999-06-15 Sumitomo Chem Co Ltd Disperse dye composition and method for coloring hydrophobic material therbwith

Patent Citations (2)

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CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Disperse azo dye composition
CN101735663A (en) * 2009-12-31 2010-06-16 上虞市金冠化工有限公司 Composite black disperse dye

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Address after: 312073 new second village, Ma On Zhen, Keqiao District, Shaoxing, Zhejiang

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