CN101967307A - Disperse dye composite - Google Patents

Disperse dye composite Download PDF

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Publication number
CN101967307A
CN101967307A CN2010102902647A CN201010290264A CN101967307A CN 101967307 A CN101967307 A CN 101967307A CN 2010102902647 A CN2010102902647 A CN 2010102902647A CN 201010290264 A CN201010290264 A CN 201010290264A CN 101967307 A CN101967307 A CN 101967307A
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formula
dyestuff
suc
ococh
mass percent
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CN101967307B (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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Abstract

A disperse dye composite contains an orange dye A shown in the formula (I), a purple dye B shown in the formula (II), a red dye C shown in the formula (III), a blue dye D shown in the formula (IV), a blue dye E shown in the formula (V) and a red dye F shown in the formula (VI). The disperse dye composite of the invention can be used to prepare liquid, pasty or powdery products and the like. When the disperse dye composite of the invention is used to dye the polyester fabric and the polyester/spandex fabric, the dyed fabrics which have pure color light, good dispersivity, good wash-fastness, sunlight fastness, perspiration fastness and rubbing fastness, less stain to spandex and a range of color from deep blue to black, can be obtained by adjusting the ratios of different components.

Description

A kind of dispersed dye mixture
Technical field
The invention belongs to field of fine chemical, relate to a kind of dispersed dye mixture, 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, the dyeing behavior and the environmental-protecting performance of dyestuff itself also had higher requirement.Promptly require dyestuff to have better application performance and every fastness of dyeing.
By the composite dispersed dye that satisfy high performance requirements of dyestuff, at blueness or black disperse dye, coloured light is pure in order to obtain, good dispersity, washing fastness is good, fastness to light is good, fastness to perspiration is good, fastness to rubbing is good and the dispersed dye few to spandex staining.At present, from market situation, existing product all comes with some shortcomings.For this reason, develop a class dyeing behavior excellence, dyestuff or composite dyestuff that fixation rate is high are 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 height, light fastness is good, fastness to perspiration is good, fastness to rubbing is good and to good dark blue to the black combined disperse dye of spandex staining fastness.
The technical solution adopted for the present invention to solve the technical problems is: a kind of dispersed dye mixture is characterized in that: contain a kind of suc as formula the orange dye A shown in (I), a kind of suc as formula the purple dye B shown in (II), a kind of suc as formula the orchil C shown in (III), a kind of suc as formula the blue dyes D shown in (IV), a kind of blue dyes E shown in formula V; The mass percent of described dyestuff A is 5-40%, and the mass percent of described dyestuff B is 2-12%, and the mass percent of described dyestuff C is 2-15%, and the mass percent of described dyestuff D is 5-35%, and the mass percent of described dyestuff E is 5-35%.
Figure BSA00000281277200021
Wherein, in the formula (I), R 1=-C 2H 4OCOCH 3, C 2H 4OH ,-OC 2H 4O-C 6H 5Or-C 2H 4OC 2H 4CN;
In the formula (II), work as R 2During=-CN, R 3=-H; Work as R 2=-NO 2The time, R 3=-Br or-Cl;
In the formula (III), R4=-H or-NHCOCH 3R 5=-C 2H 4CN ,-C 2H 4OCOCH 3Or-CH 2OCOCH 3R 6=-C 2H 4OCOCH 2O-C 6H 5,-C 2H 4OCOCH 3,-CH 2OCOCH 3Or-C 2H 4OCOCH (CH 3) 2
In the formula (IV), R 7=-H or-OCH 3R 8=-H ,-C 2H 4COCH 3,-C 2H 4OC 2H 4OCH 3Or-C 2H 4OCOCH 3R 9=-C 2H 4COCH 3,-C 2H 4OC 2H 4OCH 3,-C 2H 4OCOCH 3Or C 2H 4OCOC 2H 4OCH 3
In the formula V, R 10=-C 2H 5Or-C 2H 4COOCH 3R 11=-CH 2CH (OH) CH 2OH or-C 2H 4COOCH 3
Further, described a kind of dispersed dye mixture, also comprise a kind of suc as formula the dyestuff F shown in (VI), the mass percent of described dyestuff A is 5-40%, the mass percent of described dyestuff B is 2-10%, and the mass percent of described dyestuff C is 2-10%, and the mass percent of described dyestuff D is 5-35%, the mass percent of described dyestuff E is 5-35%, and the mass percent of described dyestuff F is 2-6%.
Figure BSA00000281277200031
In the formula (VI), R 12=-C 2H 4OCH 3Or-C 2H 4OCOCH 3
In the above-mentioned technical scheme, dispersed dye mixture of the present invention mainly is made up of former dyestuff, as comprises dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E, or further also includes dyestuff F.Relating to former dyestuff of the present invention, all is the commercial goods.
On the other hand, dispersed dye mixture of the present invention generally needs to add auxiliary agent and carries out hygrometric state grinding dispersion during application.After for example the dyestuff of structural formula (I), structural formula (II), structural formula (III), structural formula (IV) and structure formula V being mixed according to the above ratio, in the presence of auxiliary agent and water, carry out corpusculed by shredder or sand mill, when measuring that dispersive dispersed dye particle diameter has been 1-3 μ m, stop to grind.Usually, described auxiliary agent is 0.5～4 times of quality sum of dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E.Perhaps, described auxiliary agent is 0.5～4 times of quality sum of dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E, dyestuff F.
The dispersion agent of using always when described auxiliary agent is the dispersed dye compounded combination, diffusant etc. are as dispersing agent MF, sodium metnylene bis-naphthalene sulfonate.These auxiliary agents such as dispersing agent NNO, Dispersant MF, modification Dispersant MF etc. can both be bought from the market.
Further, a kind of dispersed dye mixture is characterized in that:
It is characterized in that: described dyestuff A is selected from a kind of suc as formula in the compound shown in (Ia), (Ib), (Ic), (Id);
Figure BSA00000281277200032
Figure BSA00000281277200041
Described dyestuff B is selected from a kind of suc as formula in the compound shown in (IIa), (IIb), (IIc);
Described dyestuff C is selected from a kind of suc as formula in the compound shown in (IIIa), (IIIb), (IIIc), (IIId), (IIIe);
Figure BSA00000281277200043
Figure BSA00000281277200051
Described dyestuff D is selected from a kind of suc as formula in the compound shown in (IVa), (IVb), (IVc), (IVd), (IVe);
Figure BSA00000281277200052
Described dyestuff E is selected from a kind of suc as formula in the compound shown in (Va), (Vb);
Figure BSA00000281277200062
Described dyestuff F is selected from a kind of suc as formula in the compound shown in (VIa), (VIb);
Figure BSA00000281277200063
Because the singularity of dye industry need not be prepared into the pure dye goods usually, have some impurity and exist, the finished product dyestuff that dispersed dye mixture of the present invention is made also allows to contain a spot of water and other micro-impurity.
Dispersed dye mixture of the present invention can be made aqueous, emulsifiable paste attitude or make dye powder through high temperature spray-drying.When being used for terylene, polyester fibre/spandex textile dyeing with combined disperse dye of the present invention, 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 to few dark blue to the black-dyeing fabric of spandex staining.
Embodiment
The all raw material that uses among the embodiment is common reagent, can buy from market.
Below in conjunction with specific embodiment the present invention is further described, but protection scope of the present invention is not limited to this.
Embodiment 1
With the dyestuff A of 8 gram formulas (Ia), the dyestuff B of 3 gram formulas (IIa), dyestuff C, the dyestuff D of 16 gram formulas (IVa), the dyestuff E of 10 gram formulas (Va) and the Dispersant MF of 57 grams of 8 gram formulas (IIIa), after adding water and piece together mixing, grind dispersion with shredder, when the dispersed dye particle diameter is 1-3 μ m, stop to grind.Make dye powder through high temperature spray-drying again.This dyestuff can provide the every fastness ability of fabric good black.
Embodiment 2
With the dyestuff B of the dyestuff A of 8 gram formulas (Ic), 2 gram formulas (IIc), the dyestuff C of 2 gram formulas (IIIc), dyestuff D, the dyestuff E of 7 gram formulas (Va), the dyestuff F of 2 gram formulas (VIa) and the Dispersant MFs of 71 grams of 10 gram formulas (IVc), after adding water and piece together mixing, grind dispersion with shredder, when the dispersed dye particle diameter is 1-3 μ m, stop to grind.Make dye powder through high temperature spray-drying again.This dyestuff can provide the every fastness ability of fabric good blueness.
Figure BSA00000281277200081
Embodiment 3～10
According to the preparation method shown in the embodiment 1, the structure of respectively getting the defined dyestuff A of substituting group, dyestuff B, dyestuff C, dyestuff D, dyestuff E and dyestuff F is as shown in table 1, and described dye composition is pieced together dyestuff A, dyestuff B, dyestuff C, dyestuff D, dyestuff E or dyestuff F mixed by the continuous data of table 2.
Table 1
Figure BSA00000281277200091
Figure BSA00000281277200101
Table 2
Figure BSA00000281277200111
Performance test
Polyester piece good high temperature dyeing method is routinely carried out, and dyeing condition is: the dispersed dye powder 2.2%o.w.f among the embodiment 1-embodiment, Dispersant MF 1g/L; bath raio 1: 60; 130 ℃ of dyeing temperatures, and dyeing time 40min, regulating dye bath pH value with acetic acid is 5.Observe cloth specimen coloured light, adopt multifilament to serve as a contrast obedient cloth and 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 ISO 105-E04 standard testing is adopted in perspiration fastness, 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 BSA00000281277200131
Test result shows: every fastness excellent property of dispersed dye mixture provided by the invention, composite effect is remarkable.

Claims (8)

1. a dispersed dye mixture is characterized in that: contain a kind of suc as formula the orange dye A shown in (I), a kind of suc as formula the purple dye B shown in (II), a kind of suc as formula the orchil C shown in (III), a kind of suc as formula the blue dyes D shown in (IV) and a kind of blue dyes E shown in formula V; The mass percent of described dyestuff A is 5-40%, and the mass percent of described dyestuff B is 2-12%, and the mass percent of described dyestuff C is 2-15%, and the mass percent of described dyestuff D is 5-35%, and the mass percent of described dyestuff E is 5-35%;
Figure FSA00000281277100011
Wherein, in the formula (I), R 1=-C 2H 4OCOCH 3, C 2H 4OH ,-OC 2H 4O-C 6H 5Or-C 2H 4OC 2H 4CN; In the formula (II), work as R 2During=-CN, R 3=-H; Work as R 2=-NO 2The time, R 3=-Br or-Cl;
In the formula (III), R 4=-H or-NHCOCH 3R 5=-C 2H 4CN ,-C 2H 4OCOCH 3Or-CH 2OCOCH 3R 6=-C 2H 4OCOCH 2O-C 6H 5,-C 2H 4OCOCH 3,-CH 2OCOCH 3Or-C 2H 4OCOCH (CH 3) 2
In the formula (IV), R 7=-H or-OCH 3R 8=-H ,-C 2H 4COCH 3,-C 2H 4OC 2H 4OCH 3Or-C 2H 4OCOCH 3R 9=-C 2H 4COCH 3,-C 2H 4OC 2H 4OCH 3,-C 2H 4OCOCH 3Or C 2H 4OCOC 2H 4OCH 3
In the formula V, R 10=-C 2H 5,-C 2H 4COOCH 3R 11=-CH 2CH (OH) CH 2OH or-C 2H 4COOCH 3
2. dispersed dye mixture, it is characterized in that: contain a kind of suc as formula the orange dye A shown in (I), a kind of, and a kind of suc as formula the orchil F shown in (VI) suc as formula the purple dye B shown in (II), a kind of suc as formula the orchil C shown in (III), a kind of suc as formula the blue dyes D shown in (IV), a kind of blue dyes E shown in formula V; The mass percent of described dyestuff A is 5-40%, the mass percent of described dyestuff B is 2-10%, the mass percent of described dyestuff C is 2-10%, the mass percent of described dyestuff D is 5-35%, the mass percent of described dyestuff E is 5-35%, and the mass percent of described dyestuff F is 2-6%;
Figure FSA00000281277100021
Wherein, in the formula (I), R 1=-C 2H 4OCOCH 3, C 2H 4OH ,-OC 2H 4O-C 6H 5Or-C 2H 4OC 2H 4CN;
In the formula (II), work as R 2During=-CN, R 3=-H; Work as R 2=-NO 2The time, R 3=-Br or-Cl;
In the formula (III), R4=-H or-NHCOCH3; R 5=-C 2H 4CN ,-C 2H 4OCOCH 3Or-CH 2OCOCH 3R 6=-C 2H 4OCOCH 2O-C 6H 5,-C 2H 4OCOCH 3,-CH 2OCOCH 3Or-C 2H 4OCOCH (CH 3) 2
In the formula (IV), R 7=-H or-OCH 3R 8=-H ,-C 2H 4COCH 3,-C 2H 4OC 2H 4OCH 3Or-C 2H 4OCOCH 3R 9=-C 2H 4COCH 3,-C 2H 4OC 2H 4OCH 3,-C 2H 4OCOCH 3Or C 2H 4OCOC 2H 4OCH 3
In the formula V, R 10=-C 2H 5Or-C 2H 4COOCH 3R 11=-CH 2CH (OH) CH 2OH or-C 2H 4COOCH 3
In the formula (VI), R 12=-C 2H 4OCH 3Or-C 2H 4OCOCH 3
3. a kind of dispersed dye mixture as claimed in claim 1 is characterized in that: also include auxiliary agent, the add-on of described auxiliary agent is 0.5～4 times of quality sum of dyestuff A, dyestuff B, dyestuff C, dyestuff D and dyestuff E.
4. a kind of dispersed dye mixture as claimed in claim 2 is characterized in that: also include auxiliary agent, the add-on of described auxiliary agent is 0.5～4 times of quality sum of dyestuff A, dyestuff B, dyestuff C, dyestuff D, dyestuff E and dyestuff F.
5. as claim 3 or 4 described a kind of dispersed dye mixtures, it is characterized in that: described auxiliary agent is one of following material: dispersing agent MF, sodium metnylene bis-naphthalene sulfonate.
6. a kind of dispersed dye mixture as claimed in claim 3 is characterized in that: described dyestuff A is selected from a kind of suc as formula in the compound shown in (Ia), (Ib), (Ic), (Id);
Described dyestuff B is selected from a kind of suc as formula in the compound shown in (IIa), (IIb), (IIc);
Figure FSA00000281277100041
Described dyestuff C is selected from a kind of suc as formula in the compound shown in (IIIa), (IIIb), (IIIc), (IIId), (IIIe);
Figure FSA00000281277100042
Figure FSA00000281277100051
Described dyestuff D is selected from a kind of suc as formula in the compound shown in (IVa), (IVb), (IVc), (IVd), (IVe);
Figure FSA00000281277100052
Described dyestuff E is selected from a kind of suc as formula in the compound shown in (Va), (Vb);
7. a kind of dispersed dye mixture as claimed in claim 4 is characterized in that: described dyestuff A is selected from a kind of suc as formula in the compound shown in (Ia), (Ib), (Ic), (Id);
Figure FSA00000281277100062
Described dyestuff B is selected from a kind of suc as formula in the compound shown in (IIa), (IIb), (IIc);
Figure FSA00000281277100063
Described dyestuff C is selected from a kind of suc as formula in the compound shown in (IIIa), (IIIb), (IIIc), (IIId), (IIIe);
Figure FSA00000281277100072
Described dyestuff D is selected from a kind of suc as formula in the compound shown in (IVa), (IVb), (IVc), (IVd), (IVe);
Figure FSA00000281277100081
Described dyestuff E is selected from a kind of suc as formula in the compound shown in (Va), (Vb);
Figure FSA00000281277100082
Described dyestuff F is selected from a kind of suc as formula in the compound shown in (VIa), (VIb);
Figure FSA00000281277100091
8. as claim 3 or 4 described a kind of dispersed dye mixtures, it is characterized in that: described auxiliary agent is any mixture of following one or both: dispersing agent NNO, Dispersant MF, modification Dispersant MF.
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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102153888A (en) * 2011-02-24 2011-08-17 浙江万丰化工有限公司 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
CN104710839A (en) * 2013-12-31 2015-06-17 江苏吉华化工有限公司 Disperse dye mixture
CN104710838A (en) * 2013-12-31 2015-06-17 江苏吉华化工有限公司 Disperse dye
CN104725895A (en) * 2013-12-20 2015-06-24 上海安诺其集团股份有限公司 Preparation method of disperse dyes mixture capable of alkaline dyeing
CN105131649A (en) * 2015-07-27 2015-12-09 杭州吉华江东化工有限公司 Composite disperse black-blue dye with high washing fastness
CN105566947A (en) * 2016-01-11 2016-05-11 浙江龙盛集团股份有限公司 Disperse blue to black dye composition, dye product and applications thereof
CN106084886A (en) * 2016-06-12 2016-11-09 沈金火 A kind of blue disperse dye mixture and disperse dyes
CN106084890A (en) * 2016-06-20 2016-11-09 浙江工业大学上虞研究院有限公司 A kind of azo dye composition and application thereof
CN106967303A (en) * 2017-05-02 2017-07-21 杭州福莱蒽特精细化工有限公司 A kind of blue azo dyes of gorgeous color and its preparation method and application
CN114773876A (en) * 2022-05-20 2022-07-22 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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JPS5543190A (en) * 1978-09-19 1980-03-26 Sandoz Ag Dispersed dyestuff mixture
CN1099776A (en) * 1993-05-06 1995-03-08 希巴-盖吉股份公司 Azo dyes
US5505742A (en) * 1993-12-21 1996-04-09 Dystar Japan Ltd. Method for dyeing hydrophobic fibers black and dye useful for the method
CN1183438A (en) * 1996-09-09 1998-06-03 戴斯塔纺织纤维股份有限公司德国两和公司 Disperse dyestuff mixtures

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Publication number Priority date Publication date Assignee Title
US3997520A (en) * 1973-07-17 1976-12-14 Sandoz Ltd. 5-Nitrothiazolyl-2-azophenyl disperse dyes
JPS5543190A (en) * 1978-09-19 1980-03-26 Sandoz Ag Dispersed dyestuff mixture
CN1099776A (en) * 1993-05-06 1995-03-08 希巴-盖吉股份公司 Azo dyes
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Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102153889A (en) * 2011-02-24 2011-08-17 浙江万丰化工有限公司 Orange disperse dye compound
CN102153889B (en) * 2011-02-24 2013-04-17 浙江万丰化工有限公司 Orange disperse dye compound
CN102153888A (en) * 2011-02-24 2011-08-17 浙江万丰化工有限公司 Disperse dye compound
CN104725895A (en) * 2013-12-20 2015-06-24 上海安诺其集团股份有限公司 Preparation method of disperse dyes mixture capable of alkaline dyeing
CN104710839B (en) * 2013-12-31 2016-09-14 江苏吉华化工有限公司 A kind of admixture of disperse dyes
CN104710839A (en) * 2013-12-31 2015-06-17 江苏吉华化工有限公司 Disperse dye mixture
CN104710838A (en) * 2013-12-31 2015-06-17 江苏吉华化工有限公司 Disperse dye
CN105131649A (en) * 2015-07-27 2015-12-09 杭州吉华江东化工有限公司 Composite disperse black-blue dye with high washing fastness
CN105566947A (en) * 2016-01-11 2016-05-11 浙江龙盛集团股份有限公司 Disperse blue to black dye composition, dye product and applications thereof
CN105566947B (en) * 2016-01-11 2018-05-08 浙江龙盛集团股份有限公司 A kind of disperse blue is to black dye composition and its dye preparations and application
CN106084886A (en) * 2016-06-12 2016-11-09 沈金火 A kind of blue disperse dye mixture and disperse dyes
CN106084890A (en) * 2016-06-20 2016-11-09 浙江工业大学上虞研究院有限公司 A kind of azo dye composition and application thereof
CN106967303A (en) * 2017-05-02 2017-07-21 杭州福莱蒽特精细化工有限公司 A kind of blue azo dyes of gorgeous color and its preparation method and application
CN114773876A (en) * 2022-05-20 2022-07-22 上海鸿源鑫创材料科技有限公司 Disperse red dye composition and product thereof
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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