CN114775312B - Washable cotton fabric dye and preparation method thereof - Google Patents

Washable cotton fabric dye and preparation method thereof Download PDF

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CN114775312B
CN114775312B CN202210455968.8A CN202210455968A CN114775312B CN 114775312 B CN114775312 B CN 114775312B CN 202210455968 A CN202210455968 A CN 202210455968A CN 114775312 B CN114775312 B CN 114775312B
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stirring
crosslinkable
pigment
cotton fabric
dye
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CN114775312A (en
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赵井海
李佳富
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Inner Mongolia Weierlang Garment Co ltd
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Inner Mongolia Weierlang Garment Co ltd
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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
    • 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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • 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
    • D06P1/0056—Dyeing with polymeric dyes involving building the polymeric dyes on the fibres
    • D06P1/0064—Dyeing with polymeric dyes involving building the polymeric dyes on the fibres by using reactive polyfunctional compounds, e.g. crosslinkers
    • D06P1/0072—Heterocyclic compounds
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Structural Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Coloring (AREA)

Abstract

The invention relates to a washable cotton fabric dye and a preparation method thereof, which belong to the technical field of printing and dyeing and comprise the following raw materials in percentage by mass: 2-4% of crosslinkable pigment, 1-2% of quaternary ammonium salt, 30-40% of polyisocyanate, 18-27% of polyol, 0.3-0.5% of dibutyltin dilaurate, 8-14% of chain extender, 6-10% of acrylic ester monomer and 0.06-0.1% of initiator; the preparation process is as follows: mixing polyhydric alcohol, isocyanate and dibutyl tin dilaurate, stirring and reacting for 2 hours, cooling to 60 ℃, adding a solvent, quaternary ammonium salt-52, a crosslinkable pigment and a chain extender, stirring and reacting for 2 hours at 80 ℃, cooling to 70-75 ℃, adding an acrylic ester monomer and an initiator, stirring and reacting for 5-6 hours at 70-80 ℃, and removing the solvent in vacuum to obtain the washable cotton fabric dye, wherein the washable fastness of the dye prepared by the method is 5 grades, and the dye has excellent washable property.

Description

Washable cotton fabric dye and preparation method thereof
Technical Field
The invention belongs to the technical field of printing and dyeing, and particularly relates to a washable cotton fabric dye and a preparation method thereof.
Background
The cotton fabric is prepared from cotton fibers, has the advantages of good water absorbability, hygroscopicity, easy dyeing property, soft hand feeling, moderate strength, comfort in wearing and the like, and is widely applied to production and life.
The traditional cotton fabric dyeing adopts reactive dye or direct dye, the surface of cotton fiber is electronegative in the dyeing process, and assistants such as neutral electrolyte and the like are needed to be added to dye the fiber, the existing dye modification generally improves the electrostatic attraction or coulomb force effect between the dye and the fiber by endowing the dye with positive charge or increasing the substantivity of the dye, so that the use of the assistants in the dyeing process is reduced, chinese patent CN101187175A discloses a natural dye dyeing method of the cotton fiber, a modifying agent containing cationic groups is used for preparing a modifying liquid, the cotton fiber is firstly subjected to modification treatment, the natural dye is used for dyeing processing, and the natural dye dyeing of the cotton fiber is completed after washing. The patent has complex process, cotton fibers are required to be modified and dyed through cationic modification liquid, and small molecular dyes are used for dyeing, so that environmental pollution is easy to cause in the dyeing process of the small molecular dyes, and the small molecular dyes are easy to migrate, change color and not resistant to water washing, and therefore, the technical problem to be solved is to provide the water washing resistant cotton fabric dye.
Disclosure of Invention
In order to solve the technical problems in the background art, the invention provides a washable cotton fabric dye and a preparation method thereof.
The aim of the invention can be achieved by the following technical scheme:
The washable cotton fabric dye comprises the following raw materials in percentage by mass: 2-4% of crosslinkable pigment, 1-2% of quaternary ammonium salt, 30-40% of polyisocyanate, 18-27% of polyol, 0.3-0.5% of dibutyltin dilaurate, 8-14% of chain extender, 6-10% of acrylic ester monomer and 0.06-0.1% of initiator;
The washable cotton fabric dye is prepared by the following steps:
Firstly, dehydrating a crosslinkable pigment, quaternary ammonium salt-52 and a polyol in vacuum at 110 ℃, then mixing the polyol, isocyanate and dibutyltin dilaurate, stirring at 70-80 ℃ under the protection of nitrogen for 2 hours, cooling to 60 ℃, adding a solvent, quaternary ammonium salt-52, the crosslinkable pigment and a chain extender, heating to 80 ℃, and stirring for 2 hours to obtain a first composition;
And secondly, cooling the first composition to 70-75 ℃, preserving heat, adding an acrylic ester monomer and an initiator, controlling the reaction temperature to 70-80 ℃, stirring and reacting for 5-6h, heating to 110 ℃ after the reaction is finished, removing the solvent in vacuum, and naturally cooling to room temperature to obtain the washable cotton fabric dye.
Further, the crosslinkable pigment is made by the steps of:
Under the ice bath condition, adding active brilliant red X-3B, tetrahydrofuran and deionized water into a three-neck flask, heating to 45 ℃, simultaneously dropwise adding octafluoropentanol tetrahydrofuran solution and 10% sodium hydroxide solution by mass fraction into the three-neck flask under the stirring condition, controlling the dropwise adding speed to be 1 drop/second, stirring for reaction for 2h after the dropwise adding is finished, and removing tetrahydrofuran and deionized water by rotary evaporation after the reaction is finished to obtain an intermediate product;
Wherein, the dosage ratio of the active brilliant red X-3B, tetrahydrofuran, deionized water, octafluoropentanol tetrahydrofuran solution and sodium hydroxide solution is 0.01mol:60-70mL:30-40mL:10mL:4.5-5.2g, octafluoropentanol tetrahydrofuran solution is prepared from octafluoropentanol and tetrahydrofuran according to the dosage ratio of 0.01mol:10mL, under alkaline condition, the reactive brilliant red X-3B and octafluoropentanol undergo elimination HCl reaction to obtain an intermediate product, and the specific reaction process is as follows:
step A2, adding potassium carbonate and diethylenetriamine into DMF, controlling the reaction temperature to be 60 ℃, adding an intermediate product under the stirring condition, monitoring by TLC until the point of a reaction raw material disappears, and removing DMF by rotary evaporation after the reaction is finished to obtain a crosslinkable pigment;
Wherein the dosage ratio of potassium carbonate, diethylenetriamine, DMF and intermediate products is 0.9-1.1g:0.01mol:50-60mL:0.01mol, under alkaline condition, the intermediate product and diethylenetriamine undergo elimination HCl reaction to obtain the crosslinkable pigment, and the specific reaction process is as follows:
Further, the acrylic ester monomer is formed by mixing one or more of acrylic ester, methacrylic ester, styrene, butyl acrylate and butyl methacrylate according to any proportion.
Further, the initiator is one or more of azodiisobutyronitrile, benzoyl peroxide and phenylacetyl peroxide which are mixed according to any proportion.
Further, the polyisocyanate is one or more of toluene-2, 4-diisocyanate, 4-diphenylmethane diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate which are mixed according to any proportion.
Further, the polyol is one or two of polyether polyol and polyester polyol which are mixed according to any ratio.
Further, the solvent is one or more of dioxane, N-dimethylamide, N-methylpyrrolidone and ethyl acetate which are mixed according to any proportion.
Further, the chain extender is formed by mixing one or more of diethanolamine, triethanolamine and 2, 2-dimethylolpropionic acid according to any proportion.
The invention has the beneficial effects that:
The invention provides a washable cotton fabric dye, which is an acrylic ester chemically modified polyurethane high molecular dye, wherein acrylic ester and polyurethane are combined in a chemical bonding mode, so that the dye has the excellent performance of both polyurethane and acrylic ester, then an active brilliant red X-3B is taken as a chromophore, a compound with an F-C long chain and an amino compound are grafted on the molecule of the dye, and a crosslinkable pigment is obtained, wherein-NH 2 on the molecule of the dye can react with NCO-, the active brilliant red X-3B is bonded in a polyurethane chain, the hydrophobicity is embodied in the low surface free energy of the F-C long chain, and quaternary ammonium salt-52 is also added in the high molecular dye, so that the dye can participate in the polymerization reaction of polyurethane and contains a quaternary ammonium salt structure, on one hand, the antibacterial property is exerted, on the other hand, the electrostatic adsorption effect is formed between the dye and the crosslinkable pigment, the dye dyeing rate on cotton fiber, the color depth and the abrasion resistance are improved, and the dyeing rate of the prepared dye is over 93 percent, the washable fastness is 5 grade, and the washable cotton fabric has excellent washable property.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The present embodiment provides a crosslinkable pigment, which is prepared by the steps of:
Under the ice bath condition, adding 0.01mol of active brilliant red X-3B, 60mL of tetrahydrofuran and 30mL of deionized water into a three-neck flask, heating to 45 ℃, simultaneously dropwise adding 10mL of octafluoropentanol tetrahydrofuran solution and 4.5g of 10% sodium hydroxide solution in mass fraction into the three-neck flask under the stirring condition, controlling the dropwise adding speed to be 1 drop/second, stirring for reacting for 2h after the dropwise adding is finished, and removing tetrahydrofuran and deionized water by rotary evaporation after the reaction is finished to obtain an intermediate product, wherein the octafluoropentanol tetrahydrofuran solution is prepared from octafluoropentanol and tetrahydrofuran according to the dosage ratio of 0.01mol:10mL of the mixture;
step A2, adding 0.9g of potassium carbonate and 0.01mol of diethylenetriamine into 50mL of DMF, controlling the reaction temperature to be 60 ℃, adding 0.01mol of intermediate product under stirring, monitoring by TLC until the point of the reaction raw material disappears, and removing the DMF by rotary evaporation after the reaction is finished to obtain the crosslinkable pigment.
Example 2
The present embodiment provides a crosslinkable pigment, which is prepared by the steps of:
under the ice bath condition, adding 0.01mol of active brilliant red X-3B, 65mL of tetrahydrofuran and 35mL of deionized water into a three-neck flask, heating to 45 ℃, simultaneously dropwise adding 10mL of octafluoropentanol tetrahydrofuran solution and 4.8g of 10% sodium hydroxide solution by mass fraction into the three-neck flask under the stirring condition, controlling the dropwise adding speed to be 1 drop/second, stirring for reacting for 2h after the dropwise adding is finished, and removing tetrahydrofuran and deionized water by rotary evaporation after the reaction is finished to obtain an intermediate product, wherein the octafluoropentanol tetrahydrofuran solution is prepared from octafluoropentanol and tetrahydrofuran according to the dosage ratio of 0.01mol:10mL of the mixture;
And A2, adding 1.0g of sodium hydroxide and 0.01mol of diethylenetriamine into 55mL of deionized water, controlling the reaction temperature to be 60 ℃, adding 0.01mol of intermediate product under the stirring condition, monitoring by TLC until the point of the reaction raw material disappears, and removing DMF by rotary evaporation after the reaction is finished to obtain the crosslinkable pigment.
Example 3
The present embodiment provides a crosslinkable pigment, which is prepared by the steps of:
under the ice bath condition, adding 0.01mol of active brilliant red X-3B, 70mL of tetrahydrofuran and 40mL of deionized water into a three-neck flask, heating to 45 ℃, simultaneously dropwise adding 10mL of octafluoropentanol tetrahydrofuran solution and 5.2g of 10% sodium hydroxide solution in mass fraction into the three-neck flask under the stirring condition, controlling the dropwise adding speed to be 1 drop/second, stirring for reacting for 2h after the dropwise adding is finished, and removing tetrahydrofuran and deionized water by rotary evaporation after the reaction is finished to obtain an intermediate product, wherein the octafluoropentanol tetrahydrofuran solution is prepared from octafluoropentanol and tetrahydrofuran according to the dosage ratio of 0.01mol:10mL of the mixture;
and A2, adding 1.1g of sodium hydroxide and 0.01mol of diethylenetriamine into 60mL of deionized water, controlling the reaction temperature to be 60 ℃, adding 0.01mol of intermediate product under stirring, monitoring by TLC until the point of the reaction raw material disappears, and removing DMF by rotary evaporation after the reaction is finished to obtain the crosslinkable pigment.
Comparative example 1
The present embodiment provides a crosslinkable pigment, which is prepared by the steps of:
And A1, adding 1.1g of sodium hydroxide and 0.01mol of diethylenetriamine into 60mL of deionized water, controlling the reaction temperature to be 20 ℃, adding 0.01mol of active brilliant red X-3B under the stirring condition, monitoring the disappearance of the point of the reaction raw material (active brilliant red X-3B) by TLC, transferring the reaction product into acetone with four times volume amount after the reaction is finished, precipitating solid, filtering, and vacuum drying the filter cake to constant weight at 60 ℃ to obtain the crosslinkable pigment.
Comparative example 2
The comparative example is reactive brilliant red X-3B.
Example 4
The washable cotton fabric dye comprises the following raw materials in percentage by mass: 2% of the crosslinkable pigment of example 1, 2% of quaternary ammonium salt-52%, 30% of polyisocyanate, 27% of polyol, 0.3% of dibutyltin dilaurate, 14% of chain extender, 6% of acrylate monomer and 0.1% of initiator;
The washable cotton fabric dye is prepared by the following steps:
firstly, dehydrating a crosslinkable pigment, quaternary ammonium salt-52 and a polyol in vacuum at 110 ℃, then mixing the polyol, isocyanate and dibutyltin dilaurate, stirring at 70 ℃ under the protection of nitrogen for 2 hours, cooling to 60 ℃, adding a solvent, quaternary ammonium salt-52, the crosslinkable pigment and a chain extender, heating to 80 ℃, and stirring for 2 hours to obtain a first composition;
And secondly, cooling the first composition to 70 ℃, preserving heat, adding an acrylic ester monomer and an initiator, controlling the reaction temperature to 70 ℃, stirring and reacting for 5 hours, heating to 110 ℃ after the reaction is finished, removing the solvent in vacuum, and naturally cooling to room temperature to obtain the washable cotton fabric dye.
Wherein the acrylic ester monomer is acrylic ester, the initiator is azodiisobutyronitrile, the polyisocyanate is toluene-2, 4-diisocyanate, the polyol is polyether polyol, the chain extender is diethanolamine, and the solvent is dioxane.
Example 5
The washable cotton fabric dye comprises the following raw materials in percentage by mass: 4% of the crosslinkable pigment of example 2, 52% of quaternary ammonium salt, 40% of polyisocyanate, 18% of polyol, 0.5% of dibutyltin dilaurate, 8% of chain extender, 10% of acrylate monomer and 0.06% of initiator;
The washable cotton fabric dye is prepared by the following steps:
firstly, dehydrating a crosslinkable pigment, quaternary ammonium salt-52 and a polyol in vacuum at 110 ℃, then mixing the polyol, isocyanate and dibutyltin dilaurate, stirring at 70 ℃ under the protection of nitrogen for 2 hours, cooling to 60 ℃, adding a solvent, quaternary ammonium salt-52, the crosslinkable pigment and a chain extender, heating to 80 ℃, and stirring for 2 hours to obtain a first composition;
And secondly, cooling the first composition to 70 ℃, preserving heat, adding an acrylic ester monomer and an initiator, controlling the reaction temperature to 80 ℃, stirring and reacting for 5 hours, heating to 110 ℃ after the reaction is finished, removing the solvent in vacuum, and naturally cooling to room temperature to obtain the washable cotton fabric dye.
Wherein the acrylic ester monomer is acrylic ester, the initiator is benzoyl peroxide, the polyisocyanate is 4, 4-diphenyl methane diisocyanate, the polyol is polyester polyol, the chain extender is triethanolamine, and the solvent is dioxane.
Example 6
The washable cotton fabric dye comprises the following raw materials in percentage by mass: 3% of the crosslinkable pigment of example 3, 1.5% of quaternary ammonium salt-52, 35% of polyisocyanate, 22% of polyol, 0.4% of dibutyltin dilaurate, 10% of chain extender, 8% of acrylate monomer and 0.08% of initiator;
The washable cotton fabric dye is prepared by the following steps:
firstly, dehydrating a crosslinkable pigment, quaternary ammonium salt-52 and a polyol in vacuum at 110 ℃, then mixing the polyol, isocyanate and dibutyltin dilaurate, stirring at 75 ℃ under the protection of nitrogen for 2 hours, cooling to 60 ℃, adding a solvent, quaternary ammonium salt-52, the crosslinkable pigment and a chain extender, heating to 80 ℃, and stirring for 2 hours to obtain a first composition;
And secondly, cooling the first composition to 72 ℃, preserving heat, adding an acrylic ester monomer and an initiator, controlling the reaction temperature to 75 ℃, stirring and reacting for 5.5 hours, heating to 110 ℃ after the reaction is finished, removing the solvent in vacuum, and naturally cooling to room temperature to obtain the washable cotton fabric dye.
Wherein the acrylic ester monomer is butyl acrylate, the initiator is benzoyl peroxide, the polyisocyanate is toluene-2, 4-diisocyanate, the polyol is polyether polyol, the chain extender is 2, 2-dimethylolpropionic acid, and the solvent is N, N-dimethylamide.
Comparative example 3
The crosslinkable pigment of example 4 was replaced by the substance of comparative example 1, the remaining starting materials and the preparation process being unchanged.
Comparative example 4
The crosslinkable pigment of example 5 was replaced by the substance of comparative example 2, the remaining starting materials and the preparation process being unchanged.
Comparative example 5
The quaternary ammonium salt-52 in example 6 was removed, and the remaining raw materials and the preparation process were unchanged.
The dyes prepared in examples 4-6 and comparative examples 3-5 were used for the printing of cotton fabric coatings by the following specific processes: the dye solutions of each group were mixed in hot water at 60 ℃ in a weight ratio of dye to water of 1:10, uniformly stirring, standing for 3 hours, directly scraping on a fabric through a scraping plate, then drying in a 60 ℃ oven, and then testing performance;
dye-uptake rate (one): and measuring the absorbance of the dyeing stock solution and the dyeing residual liquid at the maximum absorption wavelength of the dye by using an ultraviolet spectrophotometer, and obtaining the concentration of the dyeing solution according to a standard curve, thereby obtaining the dye uptake of the dye on different fibers. The dye uptake E and the fixation F of the dye are calculated according to the formulae (1) and (2).
E＝(C0-C1/C0)x100％ (1)
F＝(C0-C1-C2/C0)x100％ (2)
Wherein, C0 and C1 are dye liquor concentrations before and after dyeing, and C2 is a soaping residual liquor concentration after soaping.
(II) dyeing fastness: washing fastness to water according to ISO105C10-2006 textile colour fastness test part C10: soap or soda wash fastness; rubbing fastness according to ISO105X12-2001 textile colour fastness test part X12: the color fastness to rubbing is measured; light fastness to light colour fastness according to ISO105B02-2013 section B02 of textile colour fastness test: fastness to artificial light: xenon arc measurement.
The test results are shown in table 1:
TABLE 1
As can be seen from Table 1, the dye prepared in examples 4 to 6 had a dye uptake of 93% or more and a fastness to washing of 5-level, and therefore the dye prepared in the invention had a higher fastness.
In the description of the present specification, the descriptions of the terms "one embodiment," "example," "specific example," and the like, mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the present invention. In this specification, schematic representations of the above terms do not necessarily refer to the same embodiments or examples. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is merely illustrative and explanatory of the invention, as various modifications and additions may be made to the particular embodiments described, or in a similar manner, by those skilled in the art, without departing from the scope of the invention or exceeding the scope of the invention as defined in the claims.

Claims (4)

1. The washable cotton fabric dye is characterized by comprising the following raw materials in percentage by mass: 2-4% of crosslinkable pigment, 1-2% of quaternary ammonium salt, 30-40% of polyisocyanate, 18-27% of polyol, 0.3-0.5% of dibutyltin dilaurate, 8-14% of chain extender, 6-10% of acrylic ester monomer and 0.06-0.1% of initiator;
wherein the crosslinkable pigment is made by the steps of:
Step A1, under ice bath conditions, mixing active brilliant red X-3B, tetrahydrofuran and deionized water, heating to 45 ℃, dropwise adding octafluoropentanol tetrahydrofuran solution and 10% sodium hydroxide solution by mass percent under stirring, and stirring for 2 hours after the dropwise adding is finished to obtain an intermediate product;
step A2, adding potassium carbonate and diethylenetriamine into DMF, controlling the reaction temperature to be 60 ℃, adding an intermediate product under the stirring condition, monitoring by TLC until the point of a reaction raw material disappears, and removing DMF by rotary evaporation after the reaction is finished to obtain a crosslinkable pigment;
In the step A1, the dosage ratio of the reactive brilliant red X-3B, tetrahydrofuran, deionized water, octafluoropentanol tetrahydrofuran solution and sodium hydroxide solution is 0.01mol:60-70mL:30-40mL:10mL:4.5-5.2g;
in the step A1, octafluoropentanol tetrahydrofuran solution is prepared from octafluoropentanol and tetrahydrofuran according to the dosage ratio of 0.01mol:10mL of the mixture.
2. The washable cotton fabric dye according to claim 1, wherein the dosage ratio of potassium carbonate, diethylenetriamine, DMF and intermediates in step A2 is 0.9-1.1g:0.01mol:50-60mL:0.01mol.
3. The washable cotton fabric dye of claim 1, wherein the solvent is one or more of dioxane, N-dimethylamide, N-methylpyrrolidone and ethyl acetate mixed in any ratio.
4. The method for preparing the washable cotton fabric dye according to claim 1, comprising the following steps:
Firstly, dehydrating a crosslinkable pigment, quaternary ammonium salt-52 and a polyol in vacuum at 110 ℃, then mixing the polyol, isocyanate and dibutyltin dilaurate, stirring at 70-80 ℃ under the protection of nitrogen for 2 hours, cooling to 60 ℃, adding a solvent, quaternary ammonium salt-52, the crosslinkable pigment and a chain extender, heating to 80 ℃, and stirring for 2 hours to obtain a first composition;
And secondly, cooling the first composition to 70-75 ℃, preserving heat, adding an acrylic ester monomer and an initiator, controlling the reaction temperature to 70-80 ℃, stirring and reacting for 5-6h, heating to 110 ℃ after the reaction is finished, removing the solvent in vacuum, and naturally cooling to room temperature to obtain the washable cotton fabric dye.
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