CN107345083B - It is a kind of blue to black disperse dye composition and dye preparations - Google Patents

It is a kind of blue to black disperse dye composition and dye preparations Download PDF

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Publication number
CN107345083B
CN107345083B CN201710504497.4A CN201710504497A CN107345083B CN 107345083 B CN107345083 B CN 107345083B CN 201710504497 A CN201710504497 A CN 201710504497A CN 107345083 B CN107345083 B CN 107345083B
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component
formula
blue
disperse dye
black
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CN107345083A (en
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祝培明
高怀庆
刘彦杰
张海斌
李君�
郭塬智
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ZHEJIANG LONGSHENG CHEMICALS CO Ltd
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ZHEJIANG LONGSHENG CHEMICALS 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
    • D06P1/19Nitro dyes

Abstract

The invention discloses a kind of blue to black disperse dye composition, including component A, component B and component C, the component A is the mixture of at least one of at least one of formula (I) and formula (II a) and/or formula (II b), the component B is the compound of at least one of formula (III -1)~(III -3), and the component C is the compound of at least one of formula (IV).Invention still further provides a kind of indigo plants to black disperse dye product, contain the indigo plant to black disperse dye composition and auxiliary agent.The present invention also provides the blue applications to black disperse dye product in the dyeing of hydrophobic fiber material, have good dispersion, stability good, and intensity is high, dyes the features such as low-consuming.

Description

It is a kind of blue to black disperse dye composition and dye preparations
(1) technical field
The present invention relates to a kind of blue to black dye composition and dye preparations, especially a kind of suitable printing hydrophobic fibre The environment-friendly type indigo plant of material is tieed up to black disperse dye composition and dye preparations.
(2) background technique
Blue-black series dyes usage amount is maximum in disperse dyes, and tradition is by disperse blue 291:1, disperse violet 93# and disperse orange 76# spells the dye composite of blue-black, generates the virtue being harmful to the human body since disperse orange 76# can be cracked under given conditions Amine generates allergy to human body, is classified as prohibitive dye by European Union member countries such as Germany.The Recent study black indigo plant of many environment-friendly types Dye composite, but the black blue dye composition of environmental protection and economy type excellent without a kind of properties and low dyeing cost so far, If patent CN201110360218.4 provides a kind of environment-friendly type compound blue dye composite, although color fastness such as light fastness Height, lifting force are good, but the dye composite bad dispersibility, and dyeing course dyestuff is easy cohesion, cause dyeing uneven; CN201010519396.2 provides a kind of environment-friendly type black blue series disperse dye composition, strong although every color fastness is excellent Spend still not high enough, dye dosage is more when dyeing, and economy is not strong.
(3) summary of the invention
The present invention provides a kind of blue to black disperse dye composition and dye preparations, the dyestuff good dispersion, stabilization Property it is good, intensity is high, dyes low-consuming, and every color fastness is excellent, is the black blue series dyes composition of a environmental protection and economy type.
The technical solution adopted by the present invention is that:
It is a kind of blue to black disperse dye composition, including component A, component B and component C, the component A are formula (I) At least one of and at least one of formula (II a) and/or formula (II b) mixture, the component B be formula (III -1)~ The compound of at least one of (III -3), the component C are the compound of at least one of formula (IV), based on the component A, The mass percentage of component B and component C, component A are 20~75%, wherein formula (I) and formula (II a) and/or formula (II b) Mass ratio is 50~95:5~50, preferably 60~95:5~40;The mass percentage of component B is 5~50%;The matter of component C Measuring percentage composition is 5~55%:
Above formula (I) is into formula (IV):
X1~X4It is independently of one another chlorine or bromine, preferably chlorine;
R1、R2Respectively stand alone as ethyl, allyl or benzyl.
Further, the component A is following formula (I -1) and/or formula (I -2) and following formula (II a-1)/(II a-2)/(II b- 1) mixture of at least one of/(II b-2):
Further, the component C is selected from one of following formula or in which two or more mixtures:
Preferably, the component A is the mixture of at least one of at least one of formula (I) and formula (II a), and formula It (I) is 60~95:5~40 with the mass ratio of formula (II a).
Preferably, the indigo plant is made of, based on described to black disperse dye composition component A, component B and component C Component A, component B and component C, the mass percent of component A are 25~70%, and the mass percent of component B is 5~45%, group The mass percent for dividing C is 10~50%.
It is of the present invention blue to black disperse dye composition, further preferably composed of the following components:
The mixture of component A formula (I) and formula (II a), and X1~X2For chlorine
At least one of component B formula (III -1)~(III -3)
Component C formula (IV -1) and/or formula (IV -2)
Based on the component A, component B and component C, the mass percent of component A is 20~75%, the quality of component B Percentage is 5~50%, and the mass percent of component C is 5~55%.
For indigo plant of the present invention to black disperse dye composition, each monogenetic dye inevitably generates phase in synthesis The by-product answered, is based on the monogenetic dye, and by-product mass percentage is no more than 10%, including but not limited to following formula (V- 1) one of by-product shown in~(V -12) is a variety of:
The by-product can not separate, together for can also optionally be separated, above-mentioned in further dye compounding In content range, technical effect of the invention is not influenced, therefore, indigo plant of the present invention to black disperse dye composition, if When also including the by-product, equivalent technical solutions should be regarded as.
It is of the present invention blue to black disperse dye composition, as commodity selling or it is applied to textile material coloring When, it usually also needs that auxiliary agent is added and is post-processed.Therefore, the present invention also provides a kind of blue to black disperse dye product, It is made of indigo plant to the black disperse dye composition and auxiliary agent, the weight ratio of auxiliary agent and disperse dye composition is 0.2 ~5:1.The auxiliary agent is common dispersing agent, 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), sodium sulphate etc..
It is of the present invention it is blue to black disperse dye product the preparation method is as follows:
The dye monomer compound (former dyestuff, dyestuff filter-cakes) of said components A, component B and component C are mixed according to the ratio Afterwards, corpusculed is carried out with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water;It in addition can also be by above-mentioned dyestuff list Body compound carry out corpusculed processing with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water respectively after in proportion It is mixed;Wherein, the formula (I) in component A, formula (II a)/(II b) compound can also be directly by coupling component according to aforementioned It is synthesized together after ratio mixing with diazo component, obtains the mixture of the component A, or be respectively synthesized after dyestuff again in proportion Mixing.It is of the present invention blue to black disperse dye product, it is liquid after being ground with sand mill or grinder, after spray drying It can be powdery, graininess, this is well known to those skilled in the art preparation method.
In the present invention, dye composition shown in formula (I)~(IV) is convenient to by well known to those skilled in the art heavy Nitridation, coupling manner synthesis, are also referred to introduce in patent CN103613511A, CN104059377A, GB2123845A Method or the preparation of similar method, can also use commercial goods.
It, can be by ways customary in industry to hydrophobic fiber material using dyestuff made of dye composite of the invention (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, can also 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, dries;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, good dispersion, stability are good, intensity is high, and dye dosage saves and every color fastness is excellent, are the black blue systems of a environmental protection and economy type Column dye composite.
(4) specific embodiment
The invention will be further described combined with specific embodiments below, but protection scope of the present invention is not limited in This:
Embodiment 1:
The component A of 30 grams of formulas (I -1) compound, the component A of 10 grams of formula (II a-1) compounds, 40 grams of formulas (III -1) are changed The component C and 150 grams of Dispersant MF for closing the component B of object, 10 grams of formula (IV -1) compounds and 10 grams of formula (IV -2) compounds, add After 650 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can be supplied to excellent black of fabric items fastness ability Color.
Embodiment 2:
The component A of 40 grams of formulas (I -1) compound, the component A of 10 grams of formula (II a-1) compounds, 10 grams of formulas (III -1) are changed Close the component B of object, the component C and 140 grams of Dispersant MF of 40 grams of formula (IV -1) compounds, after adding 650 grams of blendings of water, grinding point It dissipates and dries to get finished product, which can be supplied to the excellent navy of fabric items fastness ability.
Embodiment 3~40:
According to method described in embodiment 1 or 2, the difference is that using the structure and component A~component C of component C in table 1 Weight is added 200 grams of auxiliary agent (Dispersant MF is 150 grams, and sodium lignin sulfonate is 50 grams), slurry is made after adding 800 grams of blendings of water Liquid, grinding distribution is dry, finished product, which can be supplied to the excellent indigo plant of fabric items fastness ability to black.
Table 1
Dyeing Example:
Disperse dyes made from above-described embodiment 1~30 are chosen respectively, and terylene is handled using conventional high temperature high-pressure dyeing Fabric in treatment process, controls dye level (o.w.f) 6.0%, and bath raio 1: 25 adjusts Value in Dyeing Process 4~5, and room temperature enters dye, with 1 DEG C/min is warming up to 130 DEG C, 45min is kept the temperature, restores washing, washing, drying by well-established law, obtains the blue dyeing and weaving object to black. Resistance to distillation, rub resistance and washing color fastness are tested respectively according to ISO 105-P01, ISO 105-X12, AATCC 61-2A:
Dyestuff made from Examples 1 to 30:
Color fastness to sublimation: it fades >=4~5 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 >=4 grade, polyamide fibre staining >= 4 grades.
Comparative example 1:
By the embodiment 1 in CN201110360218.4 patent as a comparison case 1.
Dispersed embodiment:
(1) by the dyestuff of Examples 1 to 30, comparative example 1, according to the method in AATCC 146-2006, its dispersion is tested Property, it as a result see the table below 2:
Table 2
(2) by the dyestuff of Examples 1 to 30, comparative example 1, cheese is used according to the dyeing parameter of above-mentioned Dyeing Example Dyeing, dyeing terminate, and take out dacron, and observe the staining conditions of dacron: the dyeing of Examples 1 to 30 is uniform, Stability is good;And have dyestuff cohesion on the dacron after the dyeing of comparative example 1, there is the uneven phenomenon of dyeing.
It can be seen that disperse blue provided by the present invention, to black dye composition, the dispersion compared to comparative example 1 contaminates Material, has clear improvement in terms of dispersibility.
Comparative example 2:
By the embodiment 5 in CN201010519396.2 patent as a comparison case 2.
Intensity embodiment:
Using the dyestuff in comparative example 2 as standard items, according to the method in GB/T 2394-2013, testing example 1~30 Intensity >=105% of dyestuff.
Economic analysis:
By Examples 1 to 30 and comparative example 2, knitted by the terylene of 1: 25 couple of dye level (o.w.f) 6.0%, bath raio 400kg Object is dyed, and the dyeing cost of dyestuff see the table below 3:
3 dyeing cost of table (fabric weight 400kg)
It can be seen that disperse blue provided by the present invention, to black dye composition, the dispersion compared to comparative example 2 contaminates Material, dye dosage saves when dyeing, and every cylinder (fabric weight 400kg) dyeing cost can reduce by 80 yuan, and contaminating one ton of fabric can reduce into This 200 yuan, produce apparent economic benefit.
In conclusion when disperse blue provided by the present invention to black dye composition, is applied to dacron dyeing, respectively Item color fastness is excellent;And good dispersion, even dyeing, intensity is high, dyeing is low-consuming, is the black blue series of a environmental protection and economy type Dye composite.

Claims (7)

1. a kind of blue to black disperse dye composition, it is characterised in that: be made of component A, component B and component C, the group Dividing A is the mixture of at least one of at least one of formula (I) and formula (II a) and/or formula (II b), and the component B is formula The compound of at least one of (III -1)~(III -3), the component C is the compound of at least one of formula (IV), based on described Component A, component B and component C, the mass percentage of component A is 20~70%, wherein formula (I) and formula (II a) and/or formula The mass ratio of (II b) is 50~95:5~50;The mass percentage of component B is 5~45%;The mass percentage of component C It is 10~50%;
Above formula (I) is into formula (IV):
X1~X4It is independently of one another chlorine or bromine;
R1、R2Respectively stand alone as ethyl, allyl or benzyl.
2. as described in claim 1 a kind of blue to black disperse dye composition, it is characterised in that: formula (I) and formula (II a) And/or the mass ratio of formula (II b) is 60~95:5~40.
3. as described in claim 1 a kind of blue to black disperse dye composition, it is characterised in that: the component C is selected from One of following formula or in which two or more mixtures,
4. as described in claim 1 blue to black disperse dye composition, it is characterised in that: the component A be in formula (I) extremely A kind of mixture of at least one of few and formula (II a), and the mass ratio of formula (I) and formula (II a) are 60~95:5~40.
5. indigo plant as described in claim 1 is to black disperse dye composition, composed of the following components:
The mixture of component A formula (I) and formula (II a), and X1~X2For chlorine;
At least one of component B formula (III -1)~(III -3);
Component C formula (IV -1) and/or formula (IV -2);
Based on the component A, component B and component C, the mass percent of component A is 20~75%, the quality percentage of component B Than being 5~50%, the mass percent of component C is 5~55%.
6. a kind of indigo plant contains indigo plant described in one of Claims 1 to 4 to black disperse dye group to black disperse dye product The weight ratio of conjunction object and auxiliary agent, auxiliary agent and disperse dye composition is 0.2~5:1.
7. blue to black disperse dye composition or as claimed in claim 6 blue to black as described in one of Claims 1 to 5 Application of the color disperse dyes product in the dyeing of hydrophobic fiber material or stamp.
CN201710504497.4A 2017-06-28 2017-06-28 It is a kind of blue to black disperse dye composition and dye preparations Active CN107345083B (en)

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Publication number Priority date Publication date Assignee Title
KR102096383B1 (en) * 2018-11-28 2020-04-06 주식회사 오영 Composition of Black Disperse Dye
CN112608622B (en) * 2020-12-07 2023-05-23 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product

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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
CN101768376A (en) * 2009-12-30 2010-07-07 浙江闰土股份有限公司 Environment-friendly disperse dye composition
CN103113758A (en) * 2012-12-14 2013-05-22 杭州吉泉投资管理合伙企业(有限合伙) Dispersed dye mixture and application thereof
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