CN110042678B - Dark black reactive dye ink and preparation method thereof - Google Patents
Dark black reactive dye ink and preparation method thereof Download PDFInfo
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- CN110042678B CN110042678B CN201910311658.7A CN201910311658A CN110042678B CN 110042678 B CN110042678 B CN 110042678B CN 201910311658 A CN201910311658 A CN 201910311658A CN 110042678 B CN110042678 B CN 110042678B
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- 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
- D06P1/38—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 reactive dyes
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- 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
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
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- 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
- D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65118—Compounds containing hydroxyl groups
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- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/30—Ink jet printing
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses a dark black reactive dye ink and a preparation method thereof, wherein the dark black reactive dye ink comprises the following components in percentage by mass: 17-28% of composite black reactive dye, 2-10% of macromolecular fixation dispersant, 2-5% of viscosity regulator, 0.5-1% of pH regulator, 0.1-1% of bactericide, 1.5-3.5% of accelerating agent and the balance of deionized water. The blended black dye is adopted, the spectrum is fully absorbed after blending, the color is particularly dark, and the macromolecular fixation dispersing agent and the accelerating agent are added, so that the covalent crosslinking between the composite black reactive dye and the fiber can be catalyzed, the composite black reactive dye is completely reacted with fiber materials such as cotton and rayon in fixation, the dye uptake is high, the dye color can be maintained to the greatest extent, and the printed black color is particularly dark.
Description
Technical Field
The invention belongs to the field of digital ink-jet printing, and particularly relates to dark black reactive dye ink and a preparation method thereof.
Background
The digital ink-jet printing technology is a product of modern technological application which integrates computer data processing, precision machinery and photoelectric information technology into a whole and is gradually formed along with the continuous development of computer technology. Digital inkjet printing technology for textiles began in the 70's of the 20 th century, with the 90's completing the transition from technical models to production applications. As one of the industries which are mainly supported by the state, the digital ink-jet printing technology of textiles gradually replaces the traditional textile printing technology globally by means of the obvious green printing technology and the unique printing mode.
After 2000 years, the digital ink-jet printing technology of textiles was rapidly developed, and the conversion process from the primary proofing for textile printing and dyeing to small-batch production and then to large-scale production is performed in the middle. Subsequently, the digital ink-jet printing of the textile gradually permeates into a plurality of fields such as clothes, home textiles, automobile decoration, design, advertisement, personalized customization, online stores and the like. In the last decade, the global digital ink-jet printing quantity of textiles almost doubles every two years, and the situation of accelerated development is presented. At present, the proportion of digital ink-jet printing in the textile printing industry in China is as high as about l 0%.
The ink is used as a basic consumable material for digital ink-jet printing of textiles, and the quality of the ink determines the quality of the digital ink-jet printing textiles. At present, the overall quality of the ink for digital ink-jet printing of textiles in China is far from the same products in foreign countries, and corresponding products exist in China at present, but the ink is influenced by relevant conditions such as raw materials and technologies, has a great difference from the same products in foreign countries in quality, cannot replace imported products, is limited in raw material supply, cannot reduce the price, and cannot reduce the cost of printing and dyeing factories. Compared with the imported ink, the price of the domestic like products has no great competitive advantage. Among them, high-end ink technologies for high-speed digital inkjet printing and the like are almost monopoly abroad (europe, the united states, japan and korea). Therefore, the method becomes a main obstacle influencing the popularization and development of the digital printing industry in China.
The reactive dye ink is one of textile digital ink-jet printing inks, has the advantages of good ink fluidity, high saturation and the like, and is widely concerned by researchers.
Digital printing is a product of modern technology application generated along with the continuous development of computer technology, and has various advantages in the aspects of flexible and changeable application, intelligent operation, safe and environment-friendly production and the like compared with the traditional printing and dyeing. In the field of digital printing at present, the active ink is widely applied ink, can be applied to fabrics such as cellulose fibers, protein fibers and the like, comprises fabrics such as cotton, rayon, flax, real silk and the like, can endow chinlon printed fabrics with excellent washing fastness, can also replace chrome mordant dye for wool dyeing, and gradually replaces reduction, mordant dye and the like to further expand the application range along with increasing strictness on the problems of production environment pollution and safety.
The active ink for digital printing has higher requirements on the application adaptability of the active dye, and the active dye with excellent performance needs to have lower salt content, excellent dyeing rate, higher solubility and solution stability; the Huntsman company also discloses in patent WO2004/069937 a series of mixtures of reactive dyes of the vinylsulfone type which are distinguished by high reactivity, good colour yields, excellent detergency and wet fastness.
Disclosure of Invention
In order to overcome the defects and defects of the prior art, the invention provides the dark black reactive dye ink which has the good effects of high fixation rate, high dye content, long-term storage and the like.
The technical scheme of the invention is as follows: the dark black reactive dye ink comprises the following components in percentage by mass: 17-28% of composite black reactive dye, 2-10% of macromolecular fixation dispersant, 2-5% of viscosity regulator, 0.5-1% of pH regulator, 0.1-1% of bactericide, 1.5-3.5% of accelerating agent and the balance of deionized water; the macromolecular color fixing dispersant is a modified styrene-acrylonitrile macromolecular polymer, and the modification comprises the steps of chloromethylation, quaternization and alkalization.
Preferably, the composite black reactive dye is C.I. reactive black 8: c.i. reactive black 39.
Preferably, the macromolecular fixing dispersant is a modified styrene-acrylonitrile macromolecular polymer, and the modification comprises chloromethylation, quaternization and alkalization steps.
The method specifically comprises the following steps: (1) adding a block polymer of a styrene-acrylonitrile block and 1, 4-dichloromethoxybutane into dichloromethane, carrying out reflux reaction for 5-10 hours, cooling a reaction mixture after the reaction is finished, evaporating a solvent to dryness, washing, and drying to obtain a chloromethylated product;
(2) adding the obtained chloromethylation product and a quaternization reagent into an organic solvent, heating to 50-80 ℃, reacting for 5-10 hours, adding a certain amount of distilled water after the reaction is finished, separating, washing and drying to obtain a quaternization product;
(3) adding the quaternary amination product into a strong alkali solution, heating to 30-50 ℃, stirring for 5-10 hours, then filtering, washing until the filtrate is neutral, and drying to obtain the macromolecular color fixing dispersant.
The modified styrene-acrylonitrile high molecular polymer adopted by the invention can play a role in assisting the dissolution of the dye by being added as a high molecular color fixing dispersant, so that the solubility of the dye is increased, and the content of the composite black dye in the ink can be increased. In addition, the macromolecular color fixing dispersant disclosed by the invention has stronger alkalinity, can catalyze the covalent crosslinking of the composite black reactive dye and fibers, so that the composite black dye can completely react with fiber materials such as cotton and rayon in color fixing, the dye uptake is high, the dye color can be maintained to the greatest extent, and the printed black color is particularly dark.
Preferably, the viscosity regulator is one or more of ethylene glycol, propylene glycol, 1, 4-butanediol and 1, 5-pentanediol.
Further, the dyeing accelerant is alkaline water-soluble resin.
Preferably, the humectant is one or more of diethylene glycol, polyethylene glycol and diglycerol.
Preferably, the pH adjusting agent is ethanolamine, trihydroxyaminomethane, or a combination thereof.
Preferably, the bactericide is potassium sorbate or 1, 2-benzisothiazolin-3-one.
The invention also provides a preparation method of the dark black reactive dye ink, which comprises the following steps: mixing and stirring the raw material components for 1-2h, and then carrying out multistage filtration according to the pore diameter of a filter membrane from large to small, wherein the pore diameter of the filter membrane is 0.56-0.20 mu m, thus obtaining the finished product of the reactive dye ink.
The beneficial technical effects of the invention are as follows:
1. the dark black reactive dye ink adopts blended black dye, and the blended black dye has full spectrum absorption and particularly dark color.
2. According to the invention, by adding the macromolecular color fixing dispersant and the accelerating agent, the dye has strong dispersing and dissolving assisting effects, so that the solubility of the dye is increased, the content of the composite black dye in ink can be increased, and simultaneously, the superstrong alkalinity of the dye can catalyze the composite black reactive dye to generate covalent crosslinking with fibers, so that the composite black dye is completely reacted with fiber materials such as cotton and rayon in color fixing, the dye uptake is high, the dye color is maintained to the greatest extent, and the printed black color is particularly dark.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be obtained by a person skilled in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
[ example 1 ]
S1, preparing a modified styrene-acrylonitrile high molecular polymer by using a high molecular color fixing dispersant:
(1) adding a styrene-acrylonitrile block polymer with the molecular weight Mn of 70000 and the styrene block content of 25% and 1, 4-dichloromethoxybutane into dichloromethane according to the mass ratio of 1:2, carrying out reflux reaction for 6 hours, cooling a reaction mixture after the reaction is finished, evaporating a solvent to dryness, washing and drying to obtain a chloromethylated product;
(2) adding the obtained chloromethylation product and 4 times of excessive triethylamine into tetrahydrofuran, heating to 68 ℃, reacting for 5-10 hours, adding a certain amount of distilled water after the reaction is finished, separating, washing and drying to obtain a quaternary amination product;
(3) adding the quaternization product into a 1M KOH solution, heating to 30 ℃, stirring for 5 hours, then filtering, washing until the filtrate is neutral, and drying to obtain the macromolecular color fixing dispersant.
S2, the dark black reactive dye ink is composed of the following components in percentage by mass: C.I. active black 8 with a mass ratio of 1: 2: C.I. active black 39 to prepare a composite black active dye 17%, the macromolecular fixation dispersant prepared in the step S1 2%, ethylene glycol 2-5%, ethanolamine 0.5-1%, potassium sorbate 1%, alkaline water-soluble resin 1.5%, and the balance of deionized water;
the preparation method comprises the following steps: mixing and stirring the raw material components for 1-2h, then sequentially filtering by using a water-based filter membrane with the aperture of 0.55 mu m and a water-based filter membrane with the aperture of 0.35 mu m and the aperture of 0.20 mu m, and removing bubbles by ultrasonic waves to obtain the finished product of the reactive dye ink.
[ example 2 ]
S1, preparing a modified styrene-acrylonitrile high molecular polymer by using a high molecular color fixing dispersant:
(1) adding a styrene-acrylonitrile block polymer with the molecular weight of Mn 7200 and the styrene block content of 32% and 1, 4-dichloromethoxybutane into dichloromethane according to the mass ratio of 1:2, carrying out reflux reaction for 5-10 hours, cooling a reaction mixture after the reaction is finished, evaporating a solvent to dryness, washing, and drying to obtain a chloromethylated product;
(2) adding the obtained chloromethylation product and 4 times of excessive triethylamine into tetrahydrofuran, heating to 80 ℃, reacting for 10 hours, adding a certain amount of distilled water after the reaction is finished, separating, washing and drying to obtain a quaternary amination product;
(3) adding the quaternization product into a 1M KOH solution, heating to 30-50 ℃, stirring for 5-10 hours, then filtering, washing until the filtrate is neutral, and drying to obtain the macromolecular color fixing dispersant.
S2, the dark black reactive dye ink is composed of the following components in percentage by mass: C.I. active black 8 with a mass ratio of 1: 28% of C.I. active black 39 composite black reactive dye, 10% of the macromolecular fixation dispersant prepared in the step S1, 5% of propylene glycol, 1% of ethanolamine, 1% of potassium sorbate, 3.5% of alkaline water-soluble resin and the balance of deionized water;
the preparation method comprises the following steps: mixing and stirring the raw material components for 1-2h, then sequentially filtering by using a water-based filter membrane with the aperture of 0.55 mu m and a water-based filter membrane with the aperture of 0.35 mu m and the aperture of 0.20 mu m, and removing bubbles by ultrasonic waves to obtain the finished product of the reactive dye ink.
[ example 3 ]
S1, preparing a modified styrene-acrylonitrile high molecular polymer by using a high molecular color fixing dispersant:
(1) adding a styrene-acrylonitrile block polymer with the molecular weight Mn of 75000 and the styrene block content of 27% into dichloromethane according to the mass ratio of 1:2, carrying out reflux reaction for 6 hours, cooling a reaction mixture after the reaction is finished, evaporating a solvent to dryness, washing and drying to obtain a chloromethylated product;
(2) adding the obtained chloromethylation product and 4 times of excessive triethylamine into tetrahydrofuran, heating to 80 ℃, reacting for 10 hours, adding a certain amount of distilled water after the reaction is finished, separating, washing and drying to obtain a quaternary amination product;
(3) adding the quaternization product into a 1M KOH solution, heating to 50 ℃, stirring for 10 hours, then filtering, washing until the filtrate is neutral, and drying to obtain the macromolecular color fixing dispersant.
S2, the dark black reactive dye ink is composed of the following components in percentage by mass: C.I. active black 8 with a mass ratio of 1: 28% of C.I. active black 39 composite black reactive dye, 10% of the macromolecular fixation dispersant prepared in the step S1, 2-5% of 1, 5-pentanediol, 1% of ethanolamine, 0.1% of potassium sorbate, 1.5-3.5% of alkaline water-soluble resin and the balance of deionized water;
the preparation method comprises the following steps: mixing and stirring the raw material components for 1-2h, then sequentially filtering by using a water-based filter membrane with the aperture of 0.55 mu m and a water-based filter membrane with the aperture of 0.35 mu m and the aperture of 0.20 mu m, and removing bubbles by ultrasonic waves to obtain the finished product of the reactive dye ink.
[ example 4 ]
S1, preparing a modified styrene-acrylonitrile high molecular polymer by using a high molecular color fixing dispersant:
(1) adding a styrene-acrylonitrile block polymer with the molecular weight Mn being 68000 and the styrene block content being 25% and 1, 4-dichloromethoxybutane into dichloromethane according to the mass ratio of 1:2, carrying out reflux reaction for 3 hours, cooling a reaction mixture after the reaction is finished, evaporating a solvent to dryness, washing and drying to obtain a chloromethylated product;
(2) adding the obtained chloromethylation product and 4 times of excessive triethylamine into tetrahydrofuran, heating to 50 ℃, reacting for 10 hours, adding a certain amount of distilled water after the reaction is finished, separating, washing and drying to obtain a quaternary amination product;
(3) adding the quaternization product into a 1M KOH solution, heating to 30 ℃, stirring for 5-10 hours, then filtering, washing until the filtrate is neutral, and drying to obtain the macromolecular color fixing dispersant.
S2, the dark black reactive dye ink is composed of the following components in percentage by mass: C.I. active black 8 with a mass ratio of 1: 28% of C.I. active black 39 composite black active dye, 10% of the macromolecular fixation dispersant prepared in the step S1, 2-5% of 1, 4-butanediol, 0.5% of ethanolamine, 0.1-1% of potassium sorbate, 3.5% of alkaline water-soluble resin and the balance of deionized water;
the preparation method comprises the following steps: mixing and stirring the raw material components for 1-2h, then sequentially filtering by using a water-based filter membrane with the aperture of 0.55 mu m and a water-based filter membrane with the aperture of 0.35 mu m and the aperture of 0.20 mu m, and removing bubbles by ultrasonic waves to obtain the finished product of the reactive dye ink.
1. Ink Performance measurement
The results of the product evaluations of the inks of examples 1 to 4 measured at 20 ℃ are shown in Table 1.
2. Printing performance test
The inks of examples 1 to 4 were printed on treated cotton cloth using an Asahi X6-1880 printer with the ink output set at 100%, and the results of the test printing are shown in Table 2:
TABLE 2
The dark black reactive dye ink adopts blended black dye, and by adding the macromolecular fixation dispersing agent and the accelerating agent, the high-concentration composite black dye has strong dispersion and dissolution assisting effects on the dye and the covalent crosslinking performance of the catalytic composite black reactive dye and fibers, so that the high-concentration composite black dye has complete reaction with fiber materials such as cotton, rayon and the like in fixation, the dye uptake is high, the dye color is maintained to the greatest extent, and the printed black color is particularly dark and bright.
The foregoing description has disclosed fully preferred embodiments of the present invention. It should be noted that those skilled in the art can make modifications to the embodiments of the present invention without departing from the scope of the appended claims. Accordingly, the scope of the appended claims is not to be limited to the specific embodiments described above.
Claims (5)
1. The dark black reactive dye ink is characterized by comprising the following components in percentage by mass: 17-28% of composite black reactive dye, 2-10% of macromolecular fixation dispersant, 2-5% of viscosity regulator, 0.5-1% of pH regulator, 0.1-1% of bactericide, 1.5-3.5% of accelerating agent and the balance of deionized water; the macromolecular color fixing dispersant is a modified styrene-acrylonitrile macromolecular polymer, and the modification comprises the steps of chloromethylation, quaternization and alkalization; the accelerant is alkaline water-soluble resin;
the composite black reactive dye is C.I. reactive black 8 with the mass ratio of 1: 2-3: 1: c.i. reactive black 39;
the modification of the styrene-acrylonitrile high molecular polymer specifically comprises the following steps:
(1) adding a block polymer of a styrene-acrylonitrile block and 1, 4-dichloromethoxybutane into dichloromethane, carrying out reflux reaction for 5-10 hours, cooling a reaction mixture after the reaction is finished, evaporating a solvent to dryness, washing, and drying to obtain a chloromethylated product;
(2) adding the obtained chloromethylation product and a quaternization reagent into an organic solvent, heating to 50-80 ℃, reacting for 5-10 hours, adding a certain amount of distilled water after the reaction is finished, separating, washing and drying to obtain a quaternization product;
(3) adding the quaternary amination product into a strong alkali solution, heating to 30-50 ℃, stirring for 5-10 hours, then filtering, washing until the filtrate is neutral, and drying to obtain the macromolecular color fixing dispersant.
2. The dark black reactive dye ink according to claim 1, wherein the viscosity modifier is one or more of ethylene glycol, propylene glycol, 1, 4-butanediol, and 1, 5-pentanediol.
3. The dark black reactive dye ink according to claim 1, wherein: the pH regulator is ethanolamine, trihydroxy aminomethane or the combination thereof.
4. The dark black reactive dye ink according to claim 1, wherein: the bactericide is potassium sorbate or 1, 2-benzisothiazolin-3-ketone.
5. The method for preparing dark black reactive dye ink according to any one of claims 1 to 4, comprising the steps of: mixing and stirring the raw material components for 1-2h, and then carrying out multistage filtration according to the pore diameter of a filter membrane from large to small, wherein the pore diameter of the filter membrane is 0.56-0.20 mu m, thus obtaining the finished product of the reactive dye ink.
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| CN100549105C (en) * | 2007-07-31 | 2009-10-14 | 朱海根 | A kind of painted composite active black dye that is used for cellulosic fibre |
| CN105442348A (en) * | 2014-09-15 | 2016-03-30 | 珠海保税区天然宝杰数码科技材料有限公司 | Digital printing active ink |
| CN108084302A (en) * | 2016-11-22 | 2018-05-29 | 中国科学院大连化学物理研究所 | A kind of preparation method of alkalescence anion-exchange resin |
| CN107418301A (en) * | 2017-05-24 | 2017-12-01 | 苏州中徽纳米科技有限公司 | A kind of water-base ink prepared with self-dispersing pigments mill base and its preparation method and application |
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