CN108148449A - A kind of active black dye composition and its application - Google Patents

A kind of active black dye composition and its application Download PDF

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Publication number
CN108148449A
CN108148449A CN201711494390.2A CN201711494390A CN108148449A CN 108148449 A CN108148449 A CN 108148449A CN 201711494390 A CN201711494390 A CN 201711494390A CN 108148449 A CN108148449 A CN 108148449A
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Prior art keywords
component
formula
dye composition
black dye
active black
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CN201711494390.2A
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CN108148449B (en
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何旭斌
张桂香
王小红
邱雯
陈东
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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
    • C09B67/0055Mixtures of two or more disazo dyes
    • C09B67/0057Mixtures of two or more reactive disazo dyes
    • C09B67/0059Mixtures of two or more reactive disazo dyes all the reactive groups are not directly attached to a heterocyclic system
    • 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
    • D06P1/38General 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 reactive dyes
    • D06P1/384General 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 reactive dyes reactive group not directly attached to heterocyclic group
    • 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
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • D06P3/666Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group

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

Abstract

The present invention provides a kind of active black dye compositions, include component A, component B, component C, component D and component E, the component A is at least one of compound shown in formula (1), the component B is at least one of compound shown in formula (2), the component C is at least one of compound shown in formula (3), the component D is at least one of compound shown in formula (4), and the component E is at least one of compound shown in formula (5).When the reactive black dye of the present invention is used for fabric printing, good with depth, every color fastness is excellent, and particularly washable water fastness and fastness to rubbing protrude, and are a environmental protection and economy type active black dye compositions.

Description

A kind of active black dye composition and its application
(1) technical field
The present invention relates to a kind of active black dye compositions, particularly a kind of to be suitable for cellulose fibre or contain cellulose The active black dye composition of fibrous material printing and dyeing.
(2) background technology
In reactive dye, dark dye dosage is larger, particularly black and active dye, and Reactive dye red M-3BE is low due to price Honest and clean, fastness is good, higher degree of fixation and uncomplicated laundering, and there is no the environmental issue including AOX, thus dosage compared with Greatly.However, there are also promoted force difference, pitch black degree is inadequate the defects of, so as to limit being widely used for it.
The prior art occurs carrying out colorant match acquisition active black dye based on Reactive dye red M-3BE, and dyeability is changed It is kind, such as patent CN105542510A, CN105778562A and CN102558907A, but these products are in washing fastness and resistance to Still there is the space further improved in terms of crock fastness.
(3) invention content
The purpose of the present invention is to provide a kind of active black dye composition, not only depth is good for the dye composite, and And items color fastness is excellent, particularly washable water fastness and fastness to rubbing protrude.
The technical solution adopted by the present invention is:
A kind of active black dye composition is formula comprising component A, component B, component C, component D and component E, the component A (1) at least one of compound shown in, the component B are at least one of compound shown in formula (2), and the component C is At least one of compound shown in formula (3), the component D be at least one of compound shown in formula (4), the component E For at least one of compound shown in formula (5), based on the gross weight of the component A~E, the parts by weight of component A are 30~85 Part, the parts by weight of component B are 1~40 part, and the parts by weight of component C are 5~50 parts, and the parts by weight of component D are 5~50 parts, component E Parts by weight be 1~40 part:
In formula (1)~formula (5),
Y1~Y6Respectively stand alone as-C2H4OSO3M13Or-CH=CH2, wherein Y1Preferably-C2H4OSO3M13、Y2Preferably- CH=CH2
M1~M13Respectively stand alone as hydrogen or alkali metal, it is preferred that the alkali metal is Na or K, particularly preferred M1~M13 Respectively independent is preferably H or Na.
The component A preferred formulas (1-1) and/or the dye composition shown in (1-2):
The component B preferred formulas (2-1) and/or the dye composition shown in (2-2):
The component C preferred formulas (3-1) and/or the dye composition shown in (3-2):
The component D preferred formulas (4-1)~at least one of dye composition shown in (4-4):
The component E preferred formulas (5-1) and/or the dye composition shown in (5-2):
Component A~E quality sums are preferably based on, the mass percentage of component A is 30~85%, component B's Mass percentage is 1~40%, and the mass percentage of component C is 5~50%, the mass percentage of component D for 5~ The mass percentage of 50%, component E are 1~30%.
It is highly preferred that active black dye composition of the present invention, the component A comprising formula (1-1), formula (2-1) group Divide the component E of B, the component C of formula (3-1), the component D of formula (4-1) and formula (5-1), based on component A~E quality sums, group The mass percentage for dividing A is 30~85%, and the mass percentage of component B is 1~40%, the mass percentage of component C It is 5~40%, the mass percentage of component D is 5~40%, and the mass percentage of component E is 1~30%.
It is particularly preferred, active black dye composition of the present invention, by the component A of formula (1-1), the group of formula (2-1) Point B, the component C of formula (3-1), the component D of formula (4-1) and formula (5-1) component E compositions, based on component A~E mass it Mass percentage with, component A is 30~85%, and the mass percentage of component B is 1~40%, the quality percentage of component C Content is 5~40%, and the mass percentage of component D is 5~40%, and the mass percentage of component E is 1~30%.
The compound of formula (1) of the present invention~formula (5), can be with free acid (M1~M13For hydrogen) or salt (M1~M13For Alkali metal) form exist, preferably exist in a salt form, the salt can be alkali metal salt (M1~M13For alkali metal), this The invention reactive dye compound, free acid form (M1~M13For hydrogen) and salt form (M1~M13For alkali metal) be can be with It mutually converts, does not influence coloring, in general, dyestuff exists in a salt form in preparation process, can also be acidified with acid To free acid form, particularly preferably sodium salt or sylvite (M1~M13For Na or K).
Active black dye composition of the present invention, used dye composition formula (1)~formula (5) can be by normal Rule method obtains, such as by using suitable component well known to those skilled in the art and using necessary ratio by means of logical Normal diazo-reaction and coupling reaction synthesis or with reference to publication CN101250334A, CN104968732A and It is prepared by method or approximate method in CN1524904A.
Active black dye composition of the present invention, preparation method are included dye component A~E according to aforementioned proportioning It is mixed, mixing can be used conventional mechanical system and carry out, and such as carries out, mixed in grinder, kneader or homogenizer Cheng Zhong, single dye composition formula (1)~formula (5) can exist in the form of powdery, granular, aqueous solution or synthetic solvent, when single Dye composition during blending, is detached composite active black dye of the present invention from synthetic solvent and can be used in the form of synthetic solvent Generally known method carries out, such as dyestuff, which is saltoutd, from reaction medium filters out with electrolyte (such as sodium chloride or potassium chloride), Or mixed solution is evaporated, is spray-dried, therefore, dye component A~E and its dye composite are generally comprised in active dyestuff Conventional electrolytic salt (such as sodium chloride, sodium sulphate).
Active black dye composition of the present invention, can be with when being coloured as commodity selling or applied to textile material Be added without auxiliary agent, the conven-tional adjuvants in commercial dye can also be added in, as cosolvent, dispersant, alkali resistance auxiliary agent, dust-proofing agent, Surfactant, buffer and accelerant etc..Preferably following a kind of or arbitrarily several combination of the auxiliary agent:Naphthalenesulfonateformaldehyde formaldehyde Condensation product (NNO), condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), benzyl naphthalenesulfonate formaldehyde condensation compound (dispersing agent CNF), Anhydrous sodium sulphate (industrial sulphuric acid sodium).The auxiliary agent is commercially available conventional variety, and the weight ratio of the reactive black dye and auxiliary agent is 100:0~45, preferably 100:0~40.
Active black dye composition of the present invention, suitable for the print of cellulose fibre, Fypro and its fabric Dye, wherein, the preferred cotton fiber of cellulose fibre or regenerated fiber may also comprise other vegetative fibers certainly, such as crudefiber crop fibre Dimension or fabric;Fypro preferably includes the animal fiber material including skin, hair or silk and nylon 6, the nylon of synthesis 66 grade fibrous materials.During using reactive navy blue of the present invention to the black dye composition above-mentioned fibrous material of printing and dyeing, it can abide by It is carried out according to known reactive dyes dyeing method, such as common reactive dyestuffs in exhaustion decoration method and pad dyeing decoration method, the leaching Dye dyeing is that fabric is impregnated in dye liquor, and the method that dyestuff is made gradually to go up dyeing and weaving object usually needs dyed-fixation-water Wash-the processes such as soap boiling-washing-dehydration-drying.
The pad dyeing is then that first fabric is impregnated in dye liquor, then fabric is made to pass through roll, dye liquor is uniformly rolled into Fabric, then the colouring method through the processing such as decatize or hot melt usually (need to pad fixation through padding dye liquor-drying- Liquid)-decatize bakes-wash-soaping-and the processes such as wash-dry.
The beneficial effects are mainly as follows:Active black dye composition of the present invention during for fabric printing, has Depth is good, and every color fastness is excellent, and particularly washable water fastness and fastness to rubbing protrude, and is a environmental protection and economy type activity Black dye composition.
(4) specific embodiment
With reference to specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in (compound in embodiment as formula description is expressed as the form of its sodium salt, i.e. M for this1~M13For Na, because it is excellent usually with salt The form of sodium salt or sylvite is selected to prepare and detach):
Embodiment 1:
By the component A of 55 parts of formulas (1-1), the component B of 15 parts of formulas (2-1), 10 parts of formulas (3-1) component C, 15 parts of formula (4- 1) component D, the component E of 5 parts of formulas (5-1) and 15 parts of anhydrous sodium sulphate carry out mechanical mixtures, and obtained dye composite can be by fabric It contaminates for black.
Embodiment 2:
By the component A of 60 parts of formulas (1-2), the component B of 10 parts of formulas (2-2), 10 parts of formulas (3-1) component C, 10 parts of formula (4- 1) component D, 10 parts of formulas (5-1) component E and carry out mechanical mixtures with 15 parts of anhydrous sodium sulphate, obtained dye composite can will be knitted Object dye is black.
Embodiment 3~30:
Method as described in embodiment 1 or 2 using the type and weight of component A~E in table 1 and auxiliary agent, equally carries out machine Tool mixes, and obtaining reactive dye of the present invention can contaminate fabric for black:
Table 1
Comparative example 1~3:
Respectively by the embodiment 67 in CN105542510A, the example 1 in CN105778562A, the example in CN102558907A 1 Examples 1 to 3 as a comparison.
Dyeing Example:
At 30 DEG C, dyestuff that the dye composition for respectively obtaining Examples 1 to 30 and comparative example 1~3 obtain It closes object and adds to (dye strength 2.0%, bath raio 1 in the dye bath of the anhydrous sodium sulphate containing 60g/L:25) temperature, is raised to 60 with 2 DEG C/min DEG C, it is according to said method made and dyeing 30 minutes is carried out to fabric, add in 15g/L soda ash, and dye at this temperature after sixty minutes, so After rinse product dyed thereby, soaped 15 minutes with nonionic detergent, then rinse and dry.Respectively by ISO105-C10 and ISO105 × The method determined in 12 tests its water-fastness and colour fastness to rubbing, as a result such as the following table 2:
2 color fastness of table
As shown in Table 2, the water-fastness and rub resistance color of 0 reactive dye of Examples 1 to 3 as made from the method for the invention Fastness is 0.5~1 grade higher than the water-fastness and colour fastness to rubbing of reactive dye that comparison Examples 1 to 3 obtains, and performance significantly changes It is kind.

Claims (10)

1. a kind of active black dye composition is formula comprising component A, component B, component C, component D and component E, the component A (1) at least one of compound shown in, the component B are at least one of compound shown in formula (2), and the component C is At least one of compound shown in formula (3), the component D be at least one of compound shown in formula (4), the component E For at least one of compound shown in formula (5), based on the gross weight of the component A~E, the parts by weight of component A are 30~85 Part, the parts by weight of component B are 1~40 part, and the parts by weight of component C are 5~50 parts, and the parts by weight of component D are 5~50 parts, component E Parts by weight be 1~40 part:
In formula (1)~formula (5),
Y1~Y6Respectively stand alone as-C2H4OSO3M13Or-CH=CH2, M1~M13Respectively stand alone as hydrogen or alkali metal.
2. a kind of active black dye composition as described in claim 1, Y1For-C2H4OSO3M13、Y2For-CH=CH2;M1~M13 Respectively stand alone as hydrogen, Na or K.
3. a kind of active black dye composition as described in claim 1, component A are selected from shown in formula (1-1) and/or (1-2) Dye composition:
4. a kind of active black dye composition as described in claim 1, component B are selected from shown in formula (2-1) and/or (2-2) Dye composition:
5. a kind of active black dye composition as described in claim 1, component C are selected from shown in formula (3-1) and/or (3-2) Dye composition:
6. a kind of active black dye composition as described in claim 1, component D are selected from formula (4-1)~dyestuff shown in (4-4) Close at least one of object:
7. a kind of active black dye composition as described in claim 1, component E are selected from shown in formula (5-1) and/or (5-2) Dye composition:
8. a kind of active black dye composition as described in one of claim 1~7, it is characterised in that:Include the group of formula (1-1) Divide the component E of A, the component B of formula (2-1), the component C of formula (3-1), the component D of formula (4-1) and formula (5-1), based on the component A~E quality sums, the mass percentage of component A is 30~85%, and the mass percentage of component B is 1~40%, component C Mass percentage for 5~40%, the mass percentage of component D is 5~40%, the mass percentage of component E for 1~ 30%.
9. a kind of active black dye composition as described in one of claim 1~7, it is characterised in that:By the component of formula (1-1) A, the component E compositions of the component B of formula (2-1), the component C of formula (3-1), the component D of formula (4-1) and formula (5-1), based on described group Divide A~E quality sums, the mass percentage of component A is 30~85%, and the mass percentage of component B is 1~40%, group The mass percentage for dividing C is 5~40%, and the mass percentage of component D is 5~40%, and the mass percentage of component E is 1~30%.
10. a kind of active black dye composition as described in one of claim 1~7, as commodity selling or applied to weaving When material colours, the conven-tional adjuvants in commercial dye are added in, the weight ratio of the active black dye composition and auxiliary agent is 100:0 ~45.
CN201711494390.2A 2017-12-31 2017-12-31 Reactive black dye composition and application thereof Active CN108148449B (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1687244A (en) * 2005-04-01 2005-10-26 上海科华染料工业有限公司 Composite active black dye
CN101117449A (en) * 2007-09-04 2008-02-06 大连理工大学 High-concentration composite reactive dye
CN101143972A (en) * 2007-10-31 2008-03-19 浙江瑞华化工有限公司 Reactive dye composition and preparation method and application thereof
CN102558907A (en) * 2011-12-30 2012-07-11 浙江科永化工有限公司 Compound active black dye composition
CN105542510A (en) * 2015-09-09 2016-05-04 上海科华染料工业有限公司 Reactive black dye composition and dye product
CN105778562A (en) * 2016-03-17 2016-07-20 浙江瑞华化工有限公司 Black active dye composition and preparation method and use thereof
CN107501997A (en) * 2017-07-28 2017-12-22 浙江科永化工有限公司 A kind of reactive navy blue is to black dye composition and dye preparations

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1687244A (en) * 2005-04-01 2005-10-26 上海科华染料工业有限公司 Composite active black dye
CN101117449A (en) * 2007-09-04 2008-02-06 大连理工大学 High-concentration composite reactive dye
CN101143972A (en) * 2007-10-31 2008-03-19 浙江瑞华化工有限公司 Reactive dye composition and preparation method and application thereof
CN102558907A (en) * 2011-12-30 2012-07-11 浙江科永化工有限公司 Compound active black dye composition
CN105542510A (en) * 2015-09-09 2016-05-04 上海科华染料工业有限公司 Reactive black dye composition and dye product
CN105778562A (en) * 2016-03-17 2016-07-20 浙江瑞华化工有限公司 Black active dye composition and preparation method and use thereof
CN107501997A (en) * 2017-07-28 2017-12-22 浙江科永化工有限公司 A kind of reactive navy blue is to black dye composition and dye preparations

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