CN107163620B - A kind of high color fastness and the black liquor disperse dyes of low lightness and preparation method thereof - Google Patents
A kind of high color fastness and the black liquor disperse dyes of low lightness and preparation method thereof Download PDFInfo
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- CN107163620B CN107163620B CN201710405714.4A CN201710405714A CN107163620B CN 107163620 B CN107163620 B CN 107163620B CN 201710405714 A CN201710405714 A CN 201710405714A CN 107163620 B CN107163620 B CN 107163620B
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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
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
- C09B67/0082—Preparations of disperse dyes or solvent dyes in liquid form
-
- 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
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
- D06P1/5257—(Meth)acrylic acid
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5292—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds containing Si-atoms
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
- D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
-
- 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
Abstract
The invention discloses a kind of high color fastnesses and the black liquor disperse dyes of low lightness and preparation method thereof, liquid disperse dyes are mixed by the former dyestuff of black dyes compound, anionic surfactant, nonionic surfactant, polyacrylate copolymer, amido silicon oil, benzoisothiazolinone and water, ground to be made.The high color fastness of preparation and the black liquor disperse dyes of low lightness can improve PRINTED FABRIC and obtain color depth, and dyestuff loose colour is reduced, and improve the color fastness of dyeing articles；With lightness dyeing articles, the effective dose of dyestuff can be saved, and the task of the reduction cleaning and washing after extremely substantially reduced stamp, saved water resource and energy consumption, reduced the cost of wastewater treatment.
Description
Technical field
The present invention relates to technical field of textile printing, and in particular to a kind of high color fastness and the dispersion of the black liquor of low lightness
Dyestuff and preparation method thereof, for improving the color depth that obtains of black disperse dye, reduction dyeing waste water discharge.
Background technique
Polyester fiber is the maximum synthetic fibers of yield, and the dyeing of textile and stamp mostly use disperse dyes, wherein
It is maximum with the dosage of black-and-blue disperse dyes.
Black-and-blue disperse dyes are mostly the mixture based on tricolor dye component, relate generally to improve dye utilization rate,
The color fastness for improving dyed fabric expands the purposes such as the adaptability of application, and the assembled scheme of mixture is extremely abundant, black
The report of disperse dye composition is more, but existing disclosed dyestuff is during the preparation process, will be first related to based on three originals
The mixture of color dyestuff component, i.e., former dye composition is ground by a certain percentage with auxiliary agent, then is re-dubbed and is needed color
Solid, powdery, liquid or paste disperse dyes.For the abrasiveness for improving disperse dyes, dispersing agent accounts for the mass percent of former dyestuff
Higher (being greater than 40%), dispersing agent mostly uses di-2-ethylhexylphosphine oxide methyl naphthalene sulfonic acid salt, methylene dinaphthalene sulfonate etc..But in dyestuff
The presence of a large amount of dispersing agents, can be substantially reduced the combination of dyestuff and fiber, the loose colour of fiber surface dyestuff is caused to increase, and need to add
Qiang Houdao reduction cleaning or the number soaped remove dyestuff loose colour, therefore the utilization rate of dyestuff is lower, especially disappears to water
Consumption is big.
Requirement with dyeing to energy-saving and emission-reduction is higher and higher, and existing black disperse dye exists in use
Problem, the reduction cleaning task such as the printed polyester product of disperse dyes is heavier, big to the consumption of water, and chroma in waste water is deep；Again
Color fastness such as black terylene printed articles is poor, the number for needing to reinforce reduction cleaning or soaping, by removing fiber surface
Dyestuff loose colour, preferable color fastness could be obtained, but will lead to simultaneously color depth becomes clear；For a long time, low lightness is prepared
The black products of (high color depth), color fastness is all poor, is difficult while can prepare low lightness to have high color fastness again
Printed polyester product.In addition, dyeing the problems such as there are still high discharge of wastewater, high pollution and high water consumptions.
Summary of the invention
The purpose of the present invention is to solve the deficiency of existing black disperse dye, a kind of high dye utilization rate, height are provided
Obtain color depth, the high color fastness of low discharge of wastewater and black liquor disperse dyes of low lightness and preparation method thereof.
To achieve the above object of the invention, the technical solution adopted by the present invention is that:
A kind of black liquor disperse dyes of high color fastness and low lightness, by weight percent, the high color fastness and low
The composition of the black liquor disperse dyes of lightness are as follows:
Former dye composition 10~40%
Anionic surfactant 2~4%
Nonionic surfactant 0.5~1%
Acrylic copolymer 3~8%
Amido silicon oil 0.5~1%
Benzoisothiazolinone 0.02~0.05%
Remaining is water.
In above-mentioned technical proposal, the anionic surfactant is formaldehyde condensate of sodium methylnaphthalene sulfonate, fatty amine
The one or more of polyoxyethylene ether sulfate；The nonionic surfactant is aliphatic amine polyoxyethylene ether.
In above-mentioned technical proposal, the aliphatic amine polyoxyethylene ether sulfate is aliphatic amine polyoxyethylene ether and dimethyl sulfate
The modifier of ester；The aliphatic amine polyoxyethylene ether has a structure that
In formula, R C16H33Or C18H37, p is 15~30.
In above-mentioned technical proposal, the acrylic copolymer is by acrylic acid, acrylonitrile, ethyl acrylate, vinylpyridine
Pyridine is raw material, prepares performed polymer using emulsion polymerization, then performed polymer is aoxidized obtained polyacrylic acid in hydrogen peroxide solution and is total to
Polymers；In the lotion of the emulsion polymerization, the mass fraction of acrylic acid is 6-8%, and the mass fraction of acrylonitrile is 4-5%, propylene
The mass fraction of acetoacetic ester is 2-3%, and the mass fraction of vinylpyridine is 15-20%.
The invention also discloses the preparation methods of above-mentioned high color fastness and the black liquor disperse dyes of low lightness, including with
Lower step:
(1) it is made poly- by emulsion polymerization, oxidation reaction by acrylic acid, propylene cyanogen, ethyl acrylate, vinylpyridine nitrogen
Acrylic copolymer；
(2) by former dye composition, anionic surfactant, nonionic surfactant, acrylic copolymer, benzene
And the black liquor disperse dyes of high color fastness and low lightness are made in isothiazolinone and water mixing, grinding 6~8 hours.
The preparation method of acrylic copolymer of the present invention includes the following steps:
1) acrylic acid, propylene cyanogen, ethyl acrylate, vinylpyridine nitrogen are mixed in the presence of emulsifier with water, and filled
Divide and stirs into lotion；In the lotion, the mass fraction of acrylic acid is 6-8%, and the mass fraction of acrylonitrile is 4-5%, acrylic acid
The mass fraction of ethyl ester is 2-3%, and the mass fraction of vinylpyridine is 15-20%；
2) it takes the 1/2 to 1/3 of the lotion to measure, in the presence of ammonium persulfate, is warming up to 80 DEG C, react 10 min, then
Remaining lotion is added in 60min, after the completion, in 85 DEG C of reaction 1h, performed polymer is made；
3) at 85 DEG C, hydrogen peroxide and ferrous sulfate are added into performed polymer, reacts 2h, acrylic copolymer is made.
Acrylic copolymer of the invention has following chemical structure:
In above-mentioned technical proposal, the original dye composition be made of red former dyestuff, orange former dyestuff, blue dyes or
Person is made of orange former dyestuff, purple original dyestuff, the former dyestuff of blue；The orchil is compound shown in A1；It is described orange
Dyestuff is compound shown in A2, compound shown in compound or C1 shown in B1；The cudbear be B2 shown in compound or
Compound shown in person C2；The blue dyes is compound shown in A3, shown in compound or C3 shown in compound, B3 shown in A4
Compound；
。
Preferably, compound shown in former dye composition compound, A2 as shown in A1, compound, A4 institute shown in A3
Show that compound forms；Or compound shown in former dye composition compound, B2 as shown in B1, compound shown in B3；Or
Compound shown in original dye composition compound, C2 shown in C1 described in person, compound shown in C3 form.
The invention also discloses a kind of textile printing process, comprising the following steps:
(1) the black liquor disperse dyes, thickener, the migration inhibitor that weigh above-mentioned high color fastness and low lightness are mixed to get
Print paste；
(2) in the presence of print paste, fabric is baked by screen printing, drying, high temperature, reduction cleaning, drying, it is complete
At textile printing.
The invention also discloses a kind of PRINTED FABRIC, the preparation method of the PRINTED FABRIC the following steps are included:
(1) by black liquor disperse dyes, thickener, the migration inhibitor of high color fastness described in claim 1 and low lightness
It is mixed to get print paste；
(2) in the presence of print paste, fabric is baked, hot water wash, drying by screen printing, drying, high temperature, is obtained
PRINTED FABRIC.
The present invention uses the mixture of anionic surfactant and nonionic surfactant for grinding aid, can also obtain
The same grinding effects such as di-2-ethylhexylphosphine oxide methyl naphthalene sulfonic acid salt, methylene dinaphthalene sulfonate are used to independent.In equal conditions
Under, the grinding efficiency for the grinding aid being made of the mixture of anionic surfactant and nonionic surfactant is higher than
The grinding aids such as individual di-2-ethylhexylphosphine oxide methyl naphthalene sulfonic acid salt, methylene dinaphthalene sulfonate, and can significantly reduce mixture group
At grinding aid dosage.In the test of disperse dyes grinding, it has unexpectedly been found that, in the mixing based on black disperse dye
In object, a kind of special acrylic copolymer is added, the utilization rate of dyestuff can be obviously improved, improves the color of printed polyester product
Fastness, and high color depth or low colour brilliance are obtained in conjunction with amido silicon oil, it is a kind of liquid disperse dyes of high-quality
Technology of preparing.
The invention also discloses a kind of colouring compositions, including above-mentioned high color fastness and the black liquor of low lightness dispersion dye
Material, further includes thickener, migration inhibitor；And the colouring composition in dacron or washs answering in spandex fabric stamp
With.In the present invention, black liquor disperse dyes, thickener, the migration inhibitor of above-mentioned high color fastness and low lightness are mixed to get
Print paste.
Since above-mentioned technical proposal is used, the present invention has the advantage that compared with existing commercial black disperse dyes
1) color fastness of black disperse dye of the invention is higher, and WASHING COLOR FASTNESS is 4-5 grades, and wet friction color fastness is 4-
5 grades；The color fastness of existing black disperse dye is lower, and WASHING COLOR FASTNESS is 4 grades, and wet friction color fastness is 4 grades.
2) identical dye dosage, black disperse dye of the invention color depth it is higher, colour brilliance value is lower, and
Identical dyed fabric or PRINTED FABRIC color depth, the usage amount of black dyes can be reduced.
3) dye utilization rate based on black disperse dye of the invention is high, and the dyestuff loose colour of printed polyester product is few, mentions
High WASHING COLOR FASTNESS and wet friction color fastness, while the substantially reduced task of the post-processing of printed polyester product；Post-processing
Few and low with the coloration advantage of waste water, reduces the cost of wastewater treatment.
4) high color fastness disclosed by the invention and the black liquor disperse dyes of low lightness improve printed polyester product
Color fastness, fastness to soaping reach 4-5 grades, and colour fastness to rubbing (dry state and hygrometric state) reaches 4-5 grades；And fabric feeling after handling
It is soft.
Detailed description of the invention
Fig. 1 is the K/S value curve graph of part PRINTED FABRIC.
Specific embodiment
The present invention will be further described below with reference to examples, synthetic thickening agent PTF-3, synthetic thickening agent PTF-S and
Migration inhibitor MP is commercial product.
Embodiment 1
1) by 8.0g acrylic acid, 4.0g acrylonitrile, 2.0g ethyl acrylate, 16.0g vinylpyridine, appropriate emulsifier
The mixing of (1.0g fatty alcohol (C12-18) polyoxyethylene ether (15) sodium sulfonate, 0.5g emulsifier SP-80) and 68.5g water, and sufficiently
Stir into latex A；
2) the 1/3 of latex A quality is taken, 0.9g ammonium persulfate is added, is slowly ramped to 80 DEG C, reacts 10 at this temperature
Min, then be slowly added into remaining 2/3 latex A in 60min, after being added dropwise to complete, then 85 DEG C of reaction 1h of constant temperature, pre-polymerization is made
Body A；
3) in above-mentioned performed polymer, at 85 DEG C of constant temperature, suitable hydrogen peroxide and ferrous sulfate is added, the reaction was continued 2h,
Acrylic copolymer A is made.
Embodiment 2
1) by 6.0g acrylic acid, 5.0g acrylonitrile, 3.0g ethyl acrylate, 19.0g vinylpyridine, appropriate emulsifier
The mixing of (1.0g dodecyl sodium sulfate, 0.5g emulsifier SP-80) and 65.5 g water, and lotion B is sufficiently stirred into；
2) the 1/3 of latex A quality is taken, 1.0g ammonium persulfate is added, is slowly ramped to 80 DEG C, reacts 1 at this temperature
Min, then be slowly added into remaining 2/3 latex A in 60min, after being added dropwise to complete, then 85 DEG C of reaction 1h of constant temperature, pre-polymerization is made
Body B；
3) in above-mentioned performed polymer, at 85 DEG C of constant temperature, suitable hydrogen peroxide and ferrous sulfate is added, the reaction was continued 2h,
Acrylic copolymer B is made.
Embodiment 3
By the indigo plant of the orchil of 0.77g structural formula A1, the orange of 11.46g structural formula A2,6.18g structural formula A3
Color dyestuff, the blue dyes of 6.65g structural formula A4,2.0g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.5g fatty amine polyoxy second
Alkene ether (EO=15), 5.0g acrylic copolymer A, 0.5g amido silicon oil, 0.02g benzoisothiazolinone and 66.92g water are mixed
It closes, is ground 2.5 hours on zirconium oxide sand mill, liquid disperse dyes AA-1 is made.
Embodiment 4
By the indigo plant of the orchil of 0.77g structural formula A1, the orange of 11.46g structural formula A2,6.18g structural formula A3
Color dyestuff, the blue dyes of 6.65g structural formula A4,3.0g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.5g fatty amine polyoxy second
Alkene ether (EO=20), 8.0g acrylic copolymer A, 0.6g amido silicon oil, 0.05g benzoisothiazolinone and 62.79g water are mixed
It closes, is ground 3 hours on zirconium oxide sand mill, liquid disperse dyes AA-2 is made.
Embodiment 5
By the indigo plant of the orchil of 0.77g structural formula A1, the orange of 11.46g structural formula A2,6.18g structural formula A3
Color dyestuff, the blue dyes of 6.65g structural formula A4,2.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 1.0g fatty amine are poly-
Ethylene oxide ether (EO=30), 3.0g acrylic copolymer A, 0.7g amido silicon oil, 0.03g benzoisothiazolinone and 67.71g
Water mixing, grinds 2 hours on zirconium oxide sand mill, and liquid disperse dyes AA-3 is made.
Embodiment 6
By the blue of the orange of 5.08g structural formula B1, the cudbear of 3.59g structural formula B2,3.83 structural formula B3
Dyestuff, 2.0g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=20), 0.5g fat
Amine polyoxyethylene ether (EO=20), 7.50g acrylic copolymer B, 0.5g amido silicon oil, 0.05g benzoisothiazolinone and
The mixing of 76.45g water, grinds 3 hours on zirconium oxide sand mill, and liquid disperse dyes BB-1 is made.
Embodiment 7
By the blue of the orange of 5.08g structural formula B1, the cudbear of 3.59g structural formula B2,3.83 structural formula B3
Dyestuff, 2.0g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.5g aliphatic amine polyoxyethylene ether (EO=15), 5.20g polyacrylic acid are total
Polymers B, 0.6g amido silicon oil, 0.02g benzoisothiazolinone and the mixing of 79.18g water, grind 2.5 on zirconium oxide sand mill
Hour, liquid disperse dyes BB-2 is made.
Embodiment 8
By the blue of the orange of 5.08g structural formula B1, the cudbear of 3.59g structural formula B2,3.83 structural formula B3
Dyestuff, 1.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 0.5g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.8g fat
Amine polyoxyethylene ether (EO=30), 3.0g acrylic copolymer B, 0.9g amido silicon oil, 0.5g amido silicon oil, 0.03g benzisoxa
Thiazolinone and the mixing of 80.77g water, grind 2 hours on zirconium oxide sand mill, liquid disperse dyes BB-3 are made.
Embodiment 9
By the blue of the orange of 0.79g structural formula C1, the cudbear of 2.94g structural formula C2,6.53g structural formula C3
Dyestuff, 1.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 0.5g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.8g fat
Amine polyoxyethylene ether (EO=30), 7.0g acrylic copolymer A, 0.8g amido silicon oil, 0.03g benzoisothiazolinone and
The mixing of 79.11g water, grinds 2 hours on zirconium oxide sand mill, and liquid disperse dyes CC-1 is made.
Embodiment 10
By the blue of the orange of 0.79g structural formula C1, the cudbear of 2.94g structural formula C2,6.53g structural formula C3
Dyestuff, 1.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 0.5g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.8g fat
Amine polyoxyethylene ether (EO=30), 7.0g acrylic copolymer A, 0.8g amido silicon oil and the mixing of 79.14g water, in oxidation zircon sand
It is ground 2 hours on grinding machine, liquid disperse dyes CC-2 is made.
Embodiment 11
By the blue of the orange of 0.79g structural formula C1, the cudbear of 2.94g structural formula C2,6.53g structural formula C3
Dyestuff, 1.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 0.5g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.8g fat
Amine polyoxyethylene ether (EO=30), 0.8g amido silicon oil, 0.03g benzoisothiazolinone and the mixing of 86.11g water, in oxidation zircon sand
It is ground 2 hours on grinding machine, liquid disperse dyes CC-3 is made.
Embodiment 12
By the blue of the orange of 0.79g structural formula C1, the cudbear of 2.94g structural formula C2,6.53g structural formula C3
Dyestuff, 1.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 0.5g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.8g fat
Amine polyoxyethylene ether (EO=30), 7.0g acrylic copolymer A, 0.03g benzoisothiazolinone and the mixing of 79.91g water,
It is ground 2 hours on zirconium oxide sand mill, liquid disperse dyes CC-4 is made.
Comparative example 1
By the indigo plant of the orchil of 0.77g structural formula A1, the orange of 11.46g structural formula A2,6.18g structural formula A3
Color dyestuff, the blue dyes of 6.65g structural formula A4,11.0 g formaldehyde condensate of sodium methylnaphthalene sulfonate and the mixing of 63.94g water,
It is ground 2 hours on zirconium oxide sand mill, liquid disperse dyes RA-1 is made.
Comparative example 2
By the indigo plant of the orchil of 0.77g structural formula A1, the orange of 11.46g structural formula A2,6.18g structural formula A3
Color dyestuff, the blue dyes of 6.65g structural formula A4,20.0 g formaldehyde condensate of sodium methylnaphthalene sulfonate and the mixing of 54.94g water,
It is ground 2 hours on zirconium oxide sand mill, liquid disperse dyes RA-2 is made.
Comparative example 3
By the indigo plant of the orchil of 0.77g structural formula A1, the orange of 11.46g structural formula A2,6.18g structural formula A3
Color dyestuff, the blue dyes of 6.65g structural formula A4,3.0g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.5g fatty amine polyoxy second
Alkene ether (EO=20), 0.05g benzoisothiazolinone and the mixing of 71.39g water, grind 3 hours on zirconium oxide sand mill, are made
Liquid disperse dyes RA-3.
Comparative example 4
By the blue of the orange of 5.08g structural formula B1, the cudbear of 3.59g structural formula B2,3.83g structural formula B3
Dyestuff, 14.50g formaldehyde condensate of sodium methylnaphthalene sulfonate and the mixing of 73.00g water, grind 2 hours on zirconium oxide sand mill,
Liquid disperse dyes RB-1 is made.
Comparative example 5
By the blue of the orange of 5.08g structural formula B1, the cudbear of 3.59g structural formula B2,3.83g structural formula B3
Dyestuff, 2.0g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.5g aliphatic amine polyoxyethylene ether (EO=15), 0.02g benzisothiazole
Quinoline ketone and the mixing of 84.98g water, grind 2 hours on zirconium oxide sand mill, liquid disperse dyes RB-2 are made.
Comparative example 6
By the blue of the orange of 0.79g structural formula C1, the cudbear of 2.94g structural formula C2,6.53g structural formula C3
Dyestuff, 1.5g aliphatic amine polyoxyethylene ether ammonium sulfate (EO=15), 0.5g formaldehyde condensate of sodium methylnaphthalene sulfonate, 0.8g fat
Amine polyoxyethylene ether (EO=30), 0.03g benzoisothiazolinone and the mixing of 86.91g water, it is small to grind 2 on zirconium oxide sand mill
When, liquid disperse dyes RC-1 is made.
Performance test:
1) printing technology process and technological parameter
Technique A: (liquid disperse dyes, synthetic thickening agent PTF-3 1.0%, synthesis increase dacron → preparation print paste
Thick dose of PTF-S 1.0%, migration inhibitor MP 0.5%, remaining is water) roasting of → screen printing → drying (70 DEG C × 2min) → high temperature
Dry (180 DEG C × 1min) → hot water wash (50 DEG C × 10min) → drying → finished product.
Technique B: (liquid disperse dyes, synthetic thickening agent PTF-3 1.0%, synthesis increase dacron → preparation print paste
Thick dose of PTF-S 1.0%, migration inhibitor MP 0.5%, remaining is water) roasting of → screen printing → drying (70 DEG C × 2min) → high temperature
Baking (180 DEG C × 1min) → reduction cleaning (sodium hydroxide 1.0g/L, sodium hydrosulfite 1.0g/L, 1: 10,70 DEG C × 10min of bath raio) →
Hot water wash (50 DEG C × 10min, bath raio 1: 10) → drying → finished product.
2) color fastness, L*(lightness) and K/S value curve:
Colour fastness to rubbing: it is tested by GB/T 3920-2008 " textile color stability test colour fastness to rubbing "；
Fastness to soaping: it is surveyed by GB/T 3921-2008 " textile color stability tests fastness to soaping: method 3 "
Examination.
L* value: L is tested on UltraScanXE computer colour matching instrument*Value.Test condition is D65Light source, 100Visual angle, examination
Sample is folded into 4 layers, takes 10 average value.
The difference of L* value: the difference of the L* value of technique A and technique B, removal degree of the characterization cleaning condition to loose colour are calculated.
K/S value curve: tested K/S value curve on UltraScanXE computer colour matching instrument.Test condition is D65Light source,
100Visual angle, sample are folded into 4 layers, take 10 average value, characterize to obtain the shallow degree of color depth.
Using the liquid disperse dyes of same amount, by the orchil of structural formula A1, the orange of structural formula A2, knot
The black dyes that the blue dyes of structure formula A3, the blue dyes of structural formula A4 form, the L*(using printing technology A and technique B are bright
Degree) test result is shown in Table 1, and color fastness test result is shown in Table 2；Section Example and comparative example are knitted using the stamp of printing technology A
The K/S value curve of object is shown in Fig. 1.
Using the liquid disperse dyes of same amount, by the orange of structural formula B1, the cudbear of structural formula B2, knot
The black dyes of the blue dyes composition of structure formula B3, using the L*(lightness of printing technology A and technique B) test result is shown in Table 3, color
Fastness test result is shown in Table 4.
Using the liquid disperse dyes of same amount, by the orange of structural formula C1, the cudbear of structural formula C2, knot
Structure formula C3 blue dyes composition black dyes, using the L*(lightness of printing technology A) and color fastness test result be shown in Table 5.
By Tables 1 and 2 it is found that 3~embodiment of embodiment 5, no matter smaller using technique A or technique B, L* difference, soap
It washes color fastness and dry/wet friction color fastness all reaches 4-5 grades.This explanation is not needed when 3~embodiment of embodiment 5 is using technique A
Color fastness is improved using reduction cleaning, the color fastness that can have been obtained.1~comparative example of comparative example 3, using technique A preparation
L* value is lower, and color is deeper, but WASHING COLOR FASTNESS and dry/wet friction color fastness are poor；The L* value prepared using technique B is higher,
Color is shallower, but WASHING COLOR FASTNESS and dry/wet friction color fastness are preferable, but wet friction color fastness is still poor.Embodiment 3~implementation
The L* value of example 5 will be lower than 1~comparative example of comparative example 3, and have preferable WASHING COLOR FASTNESS and dry/wet friction color fastness.Compare
1~comparative example of comparative example 3, the anionic surfactant concentration highest in comparative example 2, L* value highest；And in comparative example 3
Anion and non-ionic surfactant concentration are minimum, and L* value is minimum.Visible Fig. 1 of intuitively observation of this shade, it is real
The K/S value highest (L* value is minimum, and color is most deep) of example 4 is applied, and the K/S value of comparative example 2 is minimum (L* value highest, color are most shallow).
By table 3 and table 4 it is found that 6~embodiment of embodiment 8, smaller using technique A or technique B, L* difference, color of soaping
Fastness and dry/wet friction color fastness all reach 4-5 grades.The color of the PRINTED FABRIC of 6~embodiment of embodiment 8 is deeper, L* value compared with
It is low.Comparative example 4 and comparative example 5, the L* value prepared using technique A is lower, and color is deeper, and color fastness is poor；It is prepared using technique B
L* value it is big, color is shallower, and color fastness is preferable；No matter comparative example 4 and comparative example 5 use technique A or technique B, color depth
With color fastness still not as good as 6~embodiment of embodiment 8.
As shown in Table 4, comparing embodiment 9 and embodiment 10, L* value, WASHING COLOR FASTNESS and dry/wet friction color fastness are several
It is identical, illustrate dyestuff of the invention to the excellent stabilization of the printing performance of fabric.
The L* value of comparing embodiment 11 and embodiment 12, embodiment 11 is higher, smaller to brightness value decline, and embodiment 12
L* value it is lower, color is deeper；But for color depth not as good as embodiment 9 or embodiment 10, this illustrates acrylic copolymer and ammonia
Base silicone oil is simultaneously in use, L* value can be reduced more.
The technology of the present invention can not only obtain deeper color depth, and using light weak cleaning condition, can obtain excellent
Color fastness, so can clean consumption to water, also can energy conservation auxiliary agent, the burden of wastewater treatment can be greatly reduced.
1 L*(lightness of table) test result
2 color fastness test result of table
3 L*(lightness of table) test result
4 color fastness test result of table
5 L*(lightness of table) test result (technique A)
Claims (3)
1. the black liquor disperse dyes of a kind of high color fastness and low lightness, which is characterized in that by weight percent, the high color
The composition of the black liquor disperse dyes of fastness and low lightness are as follows:
Former dye composition 10~40%
Anionic surfactant 2~4%
Nonionic surfactant 0.5~1%
Acrylic copolymer 3~8%
Amido silicon oil 0.5~1%
Benzoisothiazolinone 0.02~0.05%
Remaining is water；
The anionic surfactant be formaldehyde condensate of sodium methylnaphthalene sulfonate, aliphatic amine polyoxyethylene ether sulfate one
Kind is several；The nonionic surfactant is aliphatic amine polyoxyethylene ether；The aliphatic amine polyoxyethylene ether sulfate is
The modifier of aliphatic amine polyoxyethylene ether and dimethyl suflfate；The aliphatic amine polyoxyethylene ether has following chemical structure:
In formula, R C16H33Or C18H37, p is 15~30；
The acrylic copolymer is raw material by acrylic acid, acrylonitrile, ethyl acrylate, vinylpyridine, poly- using lotion
It is legal to prepare performed polymer, then performed polymer is aoxidized in hydrogen peroxide solution and is made；In the lotion of the emulsion polymerization, acrylic acid
Mass fraction is 6-8%, and the mass fraction of acrylonitrile is 4-5%, and the mass fraction of ethyl acrylate is 2-3%, vinylpyridine
Mass fraction is 15-20%；
The original dye composition is made of red former dyestuff, orange former dyestuff, blue dyes or by orange former dyestuff, purple
The former dyestuff composition of former dyestuff, blue；The orchil is compound shown in A1；The orange be A2 shown in compound,
Compound shown in compound or C1 shown in B1；The cudbear is compound shown in compound shown in B2 or C2；It is described
Blue dyes is compound shown in A3, compound shown in compound or C3 shown in compound, B3 shown in A4；
。
2. the preparation method of high color fastness described in claim 1 and the black liquor disperse dyes of low lightness, comprising the following steps:
(1) polyacrylic acid is made by emulsion polymerization, oxidation reaction by acrylic acid, acrylonitrile, ethyl acrylate, vinylpyridine
Copolymer；
(2) by former dye composition, anionic surfactant, nonionic surfactant, the polyacrylic acid in claim 1
Copolymer, amido silicon oil, benzoisothiazolinone and water mixing, grind 6~8 hours, the black of high color fastness and low lightness are made
Color liquid disperse dyes.
3. the preparation method of high color fastness and the black liquor disperse dyes of low lightness, feature exist according to claim 2
In in the lotion of the emulsion polymerization, the mass fraction of acrylic acid is 6-8%, and the mass fraction of acrylonitrile is 4-5%, acrylic acid
The mass fraction of ethyl ester is 2-3%, and the mass fraction of vinylpyridine is 15-20%；The original dye composition is by red former dye
Material, orange former dyestuff, blue dyes composition are made of orange former dyestuff, purple original dyestuff, the former dyestuff of blue；The red
Dyestuff is compound shown in A1；The orange is compound shown in A2, compound shown in compound or C1 shown in B1；Institute
Stating cudbear is compound shown in compound shown in B2 or C2；The blue dyes is compound shown in A3, change shown in A4
Close compound shown in compound shown in object, B3 or C3；The anionic surfactant is that the formaldehyde of methyl naphthalene sulfonic acid sodium contracts
Close the one or more of object, aliphatic amine polyoxyethylene ether sulfate；The nonionic surfactant is aliphatic amine polyoxyethylene
Ether；The aliphatic amine polyoxyethylene ether sulfate is the modifier of aliphatic amine polyoxyethylene ether and dimethyl suflfate；The fat
Amine polyoxyethylene ether has a structure that
In formula, R C16H33Or C18H37, p is 15~30.
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| CN111138886B (en) * | 2019-12-26 | 2021-05-04 | 东华大学 | Liquid disperse dye and preparation method and application thereof |
| CN111286994B (en) * | 2020-03-16 | 2022-11-15 | 湖南鼎诺新材料科技有限公司 | Printing method of terylene less-water printing paste |
| CN111235926A (en) * | 2020-03-27 | 2020-06-05 | 福建省晋江新德美化工有限公司 | Finishing method for improving heat migration resistance color fastness of polyester fabric |
| CN111424441A (en) * | 2020-05-25 | 2020-07-17 | 佛山市南海区今易德纺织有限公司 | Color paste for dyeing blended cotton chemical fiber and blended cotton dyeing method |
| CN114855469B (en) * | 2022-04-15 | 2023-07-04 | 苏州大学 | Printing method for preparing functional polyester spandex knitted fabric based on liquid carbon black @ disperse dye black |
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| CN1861697A (en) * | 2006-06-02 | 2006-11-15 | 浙江龙盛集团股份有限公司 | Dispersion red dye composition |
| CN101935464A (en) * | 2010-07-30 | 2011-01-05 | 杭州吉华江东化工有限公司 | Alkali-resistant disperse dye complex |
| CN105585876A (en) * | 2015-12-31 | 2016-05-18 | 浙江闰土股份有限公司 | Disperse dye composition, disperse dye as well as preparation method and application of disperse dye |
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| KR101387104B1 (en) * | 2011-12-16 | 2014-04-24 | 대영산업 주식회사 | Disperse dye for polylactic acid fibers and black dye composition comprising thereof |
| CN105113285B (en) * | 2015-09-19 | 2018-01-05 | 苏州大学 | A kind of pulp-shaped dispersed dyes and preparation method and application |
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| CN1861697A (en) * | 2006-06-02 | 2006-11-15 | 浙江龙盛集团股份有限公司 | Dispersion red dye composition |
| CN101935464A (en) * | 2010-07-30 | 2011-01-05 | 杭州吉华江东化工有限公司 | Alkali-resistant disperse dye complex |
| CN105585876A (en) * | 2015-12-31 | 2016-05-18 | 浙江闰土股份有限公司 | Disperse dye composition, disperse dye as well as preparation method and application of disperse dye |
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