Normal-temperature dyeing method and dyed product obtained thereby

Abstract

A normal-temperature dyeing method, comprising providing a textile, an organic dye containing a carbon-carbon double-bond functional group, an organic monomer containing a carbon-carbon double-bond functional group, and an organic crosslinking agent containing at least two carbon-carbon double-bond functional groups; generating active radicals on the textile by means of ionizing radiation; and then the active radicals on the textile initiating graft polymerization and crosslinking of the carbon-carbon double-bond functional groups on the organic dye, the organic monomer and the organic crosslinking agent, so as to fix the organic dye on the textile by means of covalent bonds, thereby coloring the textile. The present invention further relates to a textile obtained on the basis of the normal-temperature dyeing method. According to the normal-temperature dyeing method of the present application, by initiating graft and crosslinking reaction by means of radiation, the organic dye is bonded to the textile by means of covalent bonds, and operation can be conducted at normal temperature; and compared with existing industrial conventional textile dyeing methods, energy consumption is greatly reduced, dyeing assistants such as salt and alkali do not need to be added in the dyeing process, and the reaction efficiency of the dye and the textile is high.

Description

A normal temperature dyeing method and dyed product obtained thereby Technical Field

[0001] The present invention relates to a dyeing method for textiles, and more particularly to a normal temperature dyeing method and a dyed product obtained thereby. Background Art

[0002] Textiles are indispensable to human life. China's textile industry accounts for 5% of GDP and provides over 80 million jobs, making it crucial to the national economy. For both aesthetics and practical applications, textiles are often dyed in a variety of colors before being sold and used. Printing and dyeing are a crucial component of the textile industry. However, textile printing and dyeing is energy-intensive and highly polluting, consuming over 70 million tons of standard coal annually. China also emits 2.1 to 2.3 billion tons of printing and dyeing wastewater annually, accounting for 11% of national wastewater emissions.

[0003] The printing and dyeing industry is a high-energy, high-pollution industry because of the principles of traditional printing and dyeing technology. Traditional printing and dyeing technology mainly uses three principles to dye textiles: 1. Dyeing textiles through the addition reaction of dyes and textiles. The typical process is to use reactive dyes to dye cotton. Because cotton is composed of cellulose, the hydroxyl groups on cellulose can react with the reactive groups on the reactive dyes (such as chloronitrile groups), thereby binding the reactive dyes to the cotton and dyeing the cotton. This reaction mechanism determines that it is a high-temperature reaction process, usually requiring several hours of reaction at 90 degrees Celsius. Salt, alkali and other additives need to be added. The final reaction efficiency can only reach about 70%. Therefore, salt, alkali and other additives and a large amount of unreacted dye will eventually enter the wastewater. Therefore, the reaction mechanism of reactive dyes makes the dyeing process energy-intensive and highly polluting. 2. Dyeing through electrostatic attraction between the dye and the textile. A typical process involves dyeing silk, wool, nylon, and other textiles using acid dyes. Because the surfaces of textiles like silk, wool, and nylon are positively charged, while the acid dyes are negatively charged, electrostatic attraction allows the acid dyes to be attached to the textiles, dyeing them. However, electrostatic attraction is slow, requires heating, and is inefficient, ultimately leading to unattached dye entering the wastewater. 3. Dyeing through physical adsorption of dye molecules into textile fibers. A typical process involves dyeing polyester using disperse dyes. Because polyester is chemically stable and difficult to react, the polyester fibers must be expanded at temperatures above 120°C before the disperse dye, with its smaller particles, is introduced into the fibers to achieve color. This dyeing process requires high temperatures, and a large amount of unattached dye enters the wastewater. In summary, the reaction mechanism of traditional dyeing and printing processes results in high energy consumption and high pollution. Therefore, to achieve energy conservation and emission reduction in the printing and dyeing industry, it is necessary to innovate from the fundamental perspective of reaction mechanism, and use a new reaction mechanism to color textiles, thereby achieving energy conservation and emission reduction and industrial upgrading in the printing and dyeing industry.

[0004] Summary of the Invention

[0005] In order to solve the dilemma of high energy consumption and high pollution in traditional textile printing and dyeing processes, the present invention provides a room temperature dyeing method and a dyed product obtained thereby.

[0006] According to the room-temperature dyeing method of the present invention, it includes providing a textile, an organic dye containing a carbon-carbon double bond functional group, an organic monomer containing a carbon-carbon double bond functional group, and an organic crosslinking agent containing at least two carbon-carbon double bond functional groups, generating active free radicals on the textile by ionizing radiation, and the active free radicals on the textile subsequently triggering graft polymerization and crosslinking of the carbon-carbon double bond functional groups on the organic dye, the organic monomer, and the organic crosslinking agent, thereby fixing the organic dye to the textile through covalent bonds to achieve textile coloring.

[0007] The basic principle of the present invention is to use ionizing radiation to induce the free radical addition polymerization reaction of carbon-carbon double bond functional groups generated on the textile, thereby covalently bonding the grafted chain of the organic dye containing the carbon-carbon double bond functional group to the textile, so that the organic dye is bound to the textile and the textile is colored. Because the molecular weight of organic dyes is generally relatively large, the graft polymerization reaction of organic dyes containing carbon-carbon double bond functional groups alone will have a large steric hindrance, affecting the growth of the grafted chain and the utilization rate of the dye. Therefore, it is necessary to add an organic monomer containing carbon-carbon double bond functional groups that can form a linear polymer chain to co-graft with the organic dye, so that the organic dye is strung together to form a grafted chain with the linear polymer chain. At the same time, the present invention also adds an organic crosslinking agent containing at least two carbon-carbon double bond functional groups to form a crosslinked network structure of the grafted chain, which can significantly improve the efficiency of the graft polymerization reaction, the utilization rate of the organic dye, and the bonding strength of the organic dye to the textile.

[0008] In particular, the energy of ionizing radiation is 5 to 6 orders of magnitude higher than the bond energy of conventional chemical bonds. Therefore, through the attack of ionizing radiation, active free radicals can be generated on the surface of almost all types of organic polymer materials (so the present invention is applicable to all types of textile fabrics). The active free radicals are then used to initiate the addition polymerization of organic monomers containing carbon-carbon double bonds. Organic monomers with different functional groups (such as chromophores that can give textiles color) can be firmly bound to the material surface through covalent bonds. This process can be operated at room temperature, and the energy conversion efficiency is much higher than that of reactions initiated by heating. By adding an organic cross-linking agent containing at least two carbon-carbon double bond functional groups, the reaction efficiency can even be increased to 100%, and almost no waste emissions are generated.

[0009] Preferably, the room temperature dyeing method comprises preparing a mixed solution or emulsion with an organic crosslinking agent, an organic monomer, and an organic dye, immersing the textile in the mixed solution or emulsion and then performing pressure rolling, irradiating the textile in air, nitrogen, or a vacuum atmosphere, washing, and drying to obtain a dyed product. In a preferred embodiment, the mass concentration of the organic crosslinking agent in the mixed solution or emulsion is 0.1%-30%, the mass concentration of the organic dye in the mixed solution or emulsion is between 0.1%-20%, and the mass concentration of the organic monomer in the mixed solution or emulsion is between 0.1%-30%.

[0010] Preferably, the carbon-carbon double bond functional group is vinyl, allyl, acrylate, methacrylate, acrylamide, styrene, or methylstyrene. In a preferred embodiment, the carbon-carbon double bond functional group is vinyl, acrylamide, acrylate, or methacrylate.

[0011] Preferably, the organic dye has the general formula RBD, where R is one or more carbon-carbon double bond functional groups, D is a chromophore group of a conventional industrial dye, and B is a bridging group connecting R and D. In a preferred embodiment, the carbon-carbon double bond functional group contained in the organic dye is acrylamide or acrylate.

[0012] Preferably, organic dye is a compound of an organic dye or the mixture of at least two organic dyes. More preferably, organic dye is the mixture of two kinds of organic dyes with a mass ratio between 1:1000-1000:1.Should be understood that the mixing ratio of organic dye can be almost optional as required, because commercially available conventional dyestuff is all single color, dye into the color designed by clothing designer, need to use different dyes to carry out composite dyeing with different proportions, first need to carry out proofing experiment, by experiment use the type of different dyes and the different proportions between the dyestuff, transfer required color (similar to computer display screen uses three primary colors to transfer any color in different proportions or color printer uses the pigment of four kinds of basic colors to can transfer various colors with its different proportions), then amplify production, the ratio of dyestuff mixing is gained according to the result of proofing experiment, obtain various colors, the proportioning of above-mentioned organic dye covers the scope that can be actually operated industrially.

[0013] Preferably, the organic dye is at least one selected from the group consisting of acrylamide red, acrylamide yellow, acrylamide blue, diacrylate blue, diacrylate red, and diacrylate yellow.

[0014] Preferably, the organic dye is selected from at least one of the following structural formulas:

[0015] Preferably, the organic monomer is a compound of one organic monomer or a mixture of at least two organic monomers. In a preferred embodiment, the carbon-carbon double bond functional group contained in the organic monomer is vinyl, acrylate, methacrylate, styrene, methylstyrene or acrylamide.

[0016] Preferably, the organic monomer is at least one selected from the group consisting of acrylic acid, methacrylic acid, hydroxyethyl methacrylate, methyl acrylate, hydroxyethyl acrylate, methacryloyloxyethyltrimethylammonium bromide, acrylamide, styrene, methylstyrene, methacryloyloxyethylbutylimidazolium chloride, dimethylaminoethyl methacrylate and perfluorohexylethyl acrylate.

[0017] Preferably, the organic monomer is a mixture of two organic monomers at a mass ratio of 1:100 to 100: 1. In a preferred embodiment, the organic monomer is a mixture of two organic monomers at a mass ratio of 1:20 to 20:1.

[0018] Preferably, the organic crosslinking agent has 2 to 6 carbon-carbon double bond functional groups. In a preferred embodiment, the organic crosslinking agent has 2 to 4 carbon-carbon double bond functional groups.

[0019] Preferably, the organic crosslinking agent is a compound of one organic crosslinking agent or a mixture of at least two organic crosslinking agents.

[0020] Preferably, the organic crosslinking agent is a mixture of two organic crosslinking agents at a mass ratio of 1:100 to 100: 1. In a preferred embodiment, the organic crosslinking agent is a mixture of two organic crosslinking agents at a mass ratio of 1:20 to 20:1.

[0021] Preferably, the organic crosslinking agent is at least one selected from the group consisting of propylene glycol dimethacrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, 1,4-butylene glycol diacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, N,N'-methylenebisacrylamide, divinylbenzene, ethylenebisvinylpyrrolidone, dimethyldiallylammonium chloride, tripropylene glycol diacrylate, glycerol diacrylate, glycerol triacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, ethoxylated trimethylolpropane triacrylate, ethoxylated trimethylolpropane trimethacrylate, pentaerythritol tetraacrylate, ethoxylated pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, ethoxylated dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate.

[0022] Preferably, the textiles and organic dyes are irradiated using an electron beam from an electron accelerator. In a preferred embodiment, the electron accelerator is an industrial electron accelerator. This invention incorporates the advantages of electron accelerator radiation-induced graft polymerization and cross-linking technology on the surface of polymer materials, which can be operated at room temperature, has low energy consumption, and reduces pollution, into the textile printing and dyeing process. This innovation fundamentally addresses the dyeing reaction mechanism, significantly reducing energy consumption and pollution during the textile printing and dyeing process, and providing a new path for energy conservation, emission reduction, and achieving carbon neutrality in the printing and dyeing industry.

[0023] Preferably, the energy of the electron beam is between 100 keV and 10 MeV. In a preferred embodiment, the energy of the electron beam is between 500 keV and 3 MeV.

[0024] Preferably, the current intensity of the electron beam is between 5 mA and 2 A. In a preferred embodiment, the current intensity of the electron beam is between 10 mA and 500 mA.

[0025] Preferably, during the irradiation process, the absorbed dose of the electron beam irradiation is between 1 and 300 kGy. In a preferred embodiment, the absorbed dose of the textile and the organic dye is between 5 and 60 kGy.

[0026] Preferably, the textiles are natural fibers such as cotton, linen, silk, wool, and bamboo fiber; regenerated fibers such as lyocell and modal; and synthetic fibers such as polyester, nylon, acrylic, spandex, acetate, polyethylene, and polypropylene, as well as blends of these materials. In a preferred embodiment, the textiles are at least one of cotton, silk, wool, linen, bamboo fiber, lyocell, modal, acetate, polyester, nylon, acrylic, spandex, polyethylene, and polypropylene. It should be understood that the blending ratio of the textiles can be almost any desired, as the energy of the irradiation is much higher than the bond energy of the polymers, thus inducing free radicals in almost all polymers, making it suitable for blended textiles.

[0027] The textile according to the present invention is obtained according to the above-mentioned normal temperature dyeing method.

[0028] Preferably, the total grafting rate of the organic crosslinker and the organic dye onto the textile is between 0.1% and 200%. The grafting rate is calculated as follows: (textile weight after reaction - textile weight before reaction) / textile weight before reaction * 100%. In a preferred embodiment, the total grafting rate of the organic crosslinker and the organic dye onto the textile is between 0.5% and 30%.

[0029] According to the normal temperature dyeing method of the present invention, organic dye is bound to textile by covalent bond by the mode of radiation-induced cross-linking reaction, can operate at normal temperatures, compare the conventional textile dyeing method of current industry, can significantly reduce energy consumption, and in the dyeing process, there is no need to add dyeing auxiliaries such as salt, alkali, the reaction efficiency of dyestuff and textile is high, does not contain salt, alkali in the waste water produced, and wastewater COD is also much lower than conventional dyeing method. Therefore, according to the normal temperature dyeing method of the present invention, pollution significantly reduces, and the energy conservation and emission reduction of textile printing and dyeing industry will be played a significant promoting effect. In a word, according to the normal temperature dyeing method of the present invention, from this fundamental angle of reaction mechanism, the dyeing process of textile is innovated, thus can significantly reduce energy consumption and the pollution of textile printing and dyeing process. In addition, the dyeing product obtained according to the normal temperature dyeing method of the present invention, color is uniform, has higher color fastness to washing and color fastness to rubbing, can meet the daily application demand of textile. BRIEF DESCRIPTION OF THE DRAWINGS

[0030] FIG1 shows the dyeing effects of black and the three primary colors of red, yellow and blue on textiles obtained by the room temperature dyeing method of the textile according to the present invention.

[0031] FIG2 shows the dyeing effects of different colors on textiles obtained by mixing red, yellow and blue primary dyes in different proportions according to the room temperature dyeing method of the textile of the present invention. DETAILED DESCRIPTION

[0032] The present invention is further described below by way of examples in conjunction with the accompanying drawings, but the present invention is not limited to the scope of the examples. Experimental methods in the following examples where specific conditions are not specified were performed according to conventional methods and conditions, or selected according to the product specifications.

[0033] Example 1: Dyeing of cotton cloth at room temperature with different shades of gray to black

[0034] The organic cross-linking agent, organic monomer and organic dye used in this embodiment are: propylene glycol dimethacrylate as an organic cross-linking agent, acrylic acid as an organic monomer, and acrylamide red, acrylamide yellow and diacrylate blue as organic dyes.

[0035] (1) Acrylamide red was prepared according to the following steps: a. Condensation of acryloyl chloride and H acid: 16.0 g H acid was dissolved in water, and sodium carbonate was added to neutralize it to pH = 6-7. 5.4 g acryloyl chloride was added dropwise in an ice-water bath, and a saturated sodium carbonate aqueous solution was used to maintain the pH = 6-7. After the addition was completed, the mixture was slowly returned to room temperature and stirred for 0.5 hours to obtain a condensation system; b. Diazotization reaction of o-aminobenzenesulfonic acid: 8.7 g o-aminobenzenesulfonic acid was dissolved in an ice-water bath, 20 mL concentrated hydrochloric acid was added, and then 3.6 g of a 30 wt% aqueous solution of sodium nitrite was quickly added. , maintaining the low temperature reaction for 1 hour to obtain the diazonium salt system; c. coupling reaction of acryloyl H acid and diazonium salt, placing the condensation system in an ice-water bath, stirring and adding the diazonium salt system, using saturated sodium carbonate aqueous solution to adjust the pH to 6-7, maintaining the low temperature reaction for 2 hours and then slowly returning to room temperature to obtain the coupling system; d. After salting out the system, filter, wash and dry, add 20% by mass of sodium chloride to the coupling system in batches under slow stirring, and stir for 5 hours. The dye is evenly precipitated, the system is filtered under reduced pressure, the filter cake is washed with ethanol and then vacuum dried to obtain acrylamide red.

[0036] The chemical structure of the prepared acrylamide red is:

[0037] (2) Acrylamide yellow was prepared according to the following steps: a. Diazotization reaction of amino C acid: 30.2 g of amino C acid was dissolved in 300 mL of water, stirred in an ice-water bath, and neutralized by adding 10.6 g of sodium carbonate. Then, 30 mL of concentrated hydrochloric acid (10 mol / L) was added, and a 30 wt% aqueous solution of 7. g of sodium nitrite was quickly added. The temperature was maintained at 10-15° C. and the diazotization reaction was carried out for 0.5 hours to obtain a diazonium salt system. b. Coupling of diazonium salt with m-methylaniline: 11.3 mL of m-methylaniline was injected into the diazonium salt system, and a saturated sodium carbonate solution was added to adjust the reaction temperature. The pH value is 4 to 5, and then the system is heated to 75° C. within 3 hours to obtain a dye color base system; c. condensation of acryloyl chloride and the color base, the dye color base system is placed in an ice-water bath, 16 mL of acryloyl chloride is added dropwise, and the pH value is maintained at 6 to 7 during the addition. After the addition is completed, the reaction is maintained at a low temperature for 1 hour to obtain a condensation system; d. After salting out the system, it is filtered, washed, and dried. 20% by mass of sodium chloride in the total volume of the condensation system is added in batches under slow stirring, and then stirred for 5 hours. The dye is evenly precipitated, the system is filtered under reduced pressure, and the filter cake is washed with ethanol and then vacuum dried to obtain acrylamide yellow.

[0038] The chemical structure of the prepared acrylamide yellow is:

[0039] (3) Prepare diacrylate blue according to the following steps: a. Prepare diacrylic cyanuric chloride intermediate by condensing cyanuric chloride with hydroxyethyl acrylate. Dissolve 18.4 g cyanuric chloride in 150 mL hydroxyethyl acrylate, add 2.7 g polymerization inhibitor 701, add 18.5 mL diisopropylethylamine dropwise in an ice-water bath, maintain the reaction at low temperature for 0.5 hour after the addition is complete, then add 18.5 mL diisopropylethylamine again, slowly raise the temperature to 40°C and react for 2 hours, add 200 mL ethyl acetate to the system, and then add 100 mL ethanol to the system. After dilution with ethyl acetate, the mixture was washed with water 10 times, dried over anhydrous sodium sulfate, and then rotary evaporated to remove ethyl acetate to obtain a bisacryloyl cyanurate intermediate; b, bromoamic acid and 2,4-diaminobenzenesulfonic acid coupling reaction, 19.1g bromoamic acid, 11.3g 2,4-diaminobenzenesulfonic acid were stirred in 50mL water to a uniform suspension, 11.7g sodium carbonate was added to neutralize, and then 11g sodium bicarbonate and 0.1g cuprous chloride were added, and the mixture was stirred at 85℃ for 3 hours. During the reaction, 4.2g sodium bicarbonate was added to maintain pH = 9. To obtain a dye color base system; c, purification of the color base, salting out and drying, the dye color base system was added with 450 mL of water, 15 g of light calcium carbonate was added, stirred at 80 ° C for 2 hours, and the purple hydrolyzed dye was removed by filtration while hot, the pH was adjusted to 2 with hydrochloric acid, 10% by weight of sodium chloride was added for salting out, filtered, and the filter cake was dried at 80 ° C to obtain a blue dye color base; d, condensation of the bisacryloyl cyanocyanide intermediate with the color base, 20 g of the color base was stirred evenly with 200 mL of water, neutralized with saturated sodium carbonate, and the system was heated to 70 ° C, 0.3 g of polymerization inhibitor 701 was added, 35 g of bisacryloyl cyanocyanide intermediate was dissolved in 200 mL of ethanol, stirred until a uniform suspension was added to the system, and the reaction was maintained at 70° C. for 12 hours, during which the pH was maintained at 7 to obtain a condensation system; e. The condensation system was salted out, filtered, washed and dried, and 15% by mass of sodium chloride was added to the condensation system in batches under slow stirring, followed by stirring for 5 hours. The dye was uniformly precipitated, the system was filtered under reduced pressure, the filter cake was washed with ethanol and then vacuum dried to obtain diacrylate blue.

[0040] The chemical structure of the prepared diacrylate blue is:

[0041] (4) The three dyes of red, yellow and blue prepared above are first uniformly mixed in a molar ratio of 1:1:1, and then four groups of mixed aqueous solutions of organic dyes, organic crosslinking agents and organic monomers with different proportions are prepared. In these four groups of solutions, the concentration of propylene glycol dimethacrylate is 0.1%, the concentration of acrylic acid is 0.1%, and the total concentration of the three dyes of red, yellow and blue is 0.1%, 2%, 4% and 10% respectively. Pure cotton cloth is cut into four pieces of appropriate size, immersed in the four groups of solutions, and then rolled once with a rolling mill at a pressure of 2 kg. Then, it is placed in an electron accelerator in an air atmosphere for irradiation. The parameters of the electron accelerator are electron beam energy of 100 keV and electron beam current of 2A. The absorbed dose is 1 kGy.

[0042] (5) The four irradiated cotton cloths were washed with cold water and then dried. The total grafting rates of the organic dye, organic monomer, and organic crosslinking agent in the four irradiated samples were measured by weighing method and found to be 0.1%, 2.1%, 4.3%, and 10.1%, respectively.

[0043] (6) The dyed samples were tested for color fastness to washing in accordance with the national standard GB / T 3921-2008 “Textiles—Tests for Color Fastness—Color Fastness to Washing”. The dyed samples were tested for color fastness to rubbing in accordance with the national standard GB / T 3920-2008 “Textiles—Tests for Color Fastness—Color Fastness to Rubbing”. The COD content of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0044] The dyeing effect is shown in Effect Example 1, the color fastness test result is shown in Effect Example 3, and the wastewater COD test result is shown in Effect Example 4.

[0045] The sources of the raw materials used in this example are as follows: cotton cloth, Shanghai Textile Science Research Institute; H acid, o-aminobenzenesulfonic acid, sodium carbonate, acryloyl chloride, sodium nitrite, sodium chloride, amino C acid, trichloronitrile, hydroxyethyl acrylate, inhibitor 701, diisopropylethylamine, anhydrous sodium sulfate, cuprous chloride, sodium bicarbonate, calcium carbonate, propylene glycol dimethacrylate, acrylic acid, Sinopharm Chemical Reagent Co., Ltd.

[0046] Example 2: Silk fabric dyed red at room temperature

[0047] The organic cross-linking agent, organic monomer and organic dye used in this embodiment are: polyethylene glycol dimethacrylate as an organic cross-linking agent, methacrylic acid and hydroxyethyl methacrylate as organic monomers, and diacrylate red as an organic dye.

[0048] (1) Diacrylate red was prepared according to the following steps: a. Tripolycyanamide chloronitrile was condensed with hydroxyethyl acrylate to prepare a bisacryloylcyanamide chloronitrile intermediate. 18.4 g of tripolycyanamide chloronitrile was dissolved in 150 mL of hydroxyethyl acrylate, 2.7 g of inhibitor 701 was added, and 18.5 mL of diisopropylethylamine was added dropwise under ice-water bath. After the addition was completed, the reaction was maintained at low temperature for 0.5 hour, and then 18.5 mL of diisopropylethylamine was added again. The temperature was slowly raised to 40°C and the reaction was carried out for 2 hours. The system was added After dilution with 200mL of ethyl acetate, the mixture was washed with water 10 times, dried over anhydrous sodium sulfate, and then rotary distilled to remove ethyl acetate to obtain a bisacryloyl cyanocyanide intermediate; b. The bisacryloyl cyanocyanide intermediate was condensed with γ-acid. 7.2g of γ-acid was stirred in 100mL of water until a uniform suspension was formed. 1.6g of sodium carbonate was added to neutralize the mixture. The mixture was stirred in a water bath at 50°C. 11.3g of the bisacryloyl cyanocyanide intermediate was dissolved in 100mL of ethanol and stirred until a uniform suspension was formed. The mixture was added to the system and added 0.025g of inhibitor 701 was added and the reaction was continued for 1 hour, during which the pH value was controlled at 6-7 to obtain a condensation system; c. Diazotization reaction of p-anisidine-3-sulfonic acid: 6.1g of p-anisidine-3-sulfonic acid was placed in a 250mL bottle, 50mL of water was added, and 6mL of concentrated hydrochloric acid was added after stirring in an ice-water bath until a uniform suspension was obtained. 2.17g of sodium nitrite was dissolved in 7mL of water and quickly added to the system. The mixture was stirred in an ice-water bath for 1 hour to obtain a diazonium salt system; d. Diazonium salt and condensation The coupling reaction of the intermediate is carried out, the condensation system is placed in an ice-water bath, the diazonium salt system is added with stirring, the pH is adjusted to 6-7 using a saturated sodium carbonate aqueous solution, the reaction is maintained at low temperature for 2 hours, and then the solution is slowly returned to room temperature to obtain a coupling system; e. The coupling system is salted out, filtered, washed and dried, and 15% by weight of sodium chloride in the total volume of the coupling system is added in batches under slow stirring, and then stirred for 5 hours. The dye is evenly precipitated, the system is filtered under reduced pressure, and the filter cake is washed with ethanol and then vacuum dried to obtain diacrylate red.

[0049] The chemical structure of the prepared diacrylate red is:

[0050] (2) Prepare four aqueous solutions of polyethylene glycol dimethacrylate, methacrylic acid, hydroxyethyl methacrylate, and diacrylate red at different concentrations. In each of these four solutions, the concentration of polyethylene glycol dimethacrylate is 30%; the mass ratio of methacrylic acid to hydroxyethyl methacrylate is 1:100, and the total concentration of the two in each of the four solutions is 5%; the concentrations of diacrylate red in the four solutions are 0.1%, 1%, 5%, and 15%, respectively. Cut the silk fabric into four pieces of appropriate size, immerse them in each of the four solutions, and then roll them once with a rolling mill at a pressure of 3 kg. Then, place them in a plastic bag, evacuate it, seal it, and place it under an electron accelerator for irradiation. The parameters of the electron accelerator are an electron beam energy of 10 MeV and an electron beam current of 5 mA. The absorbed dose is 60 kGy.

[0051] (3) The irradiated silk fabrics were washed with cold water and then dried. The total grafting rates of the organic dye, organic monomer and organic crosslinking agent in the four irradiated samples were measured by weighing method and found to be 28.0%, 29.8%, 30.0% and 42.2%, respectively.

[0052] (4) The dyed samples were tested for color fastness to washing in accordance with the national standard GB / T 3921-2008 “Textiles—Tests for Color Fastness to Washing” and for color fastness to rubbing in accordance with the national standard GB / T 3920-2008 “Textiles—Tests for Color Fastness to Rubbing”. The COD content of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0053] The dyeing effect is shown in Effect Example 1, the color fastness test result is shown in Effect Example 3, and the wastewater COD test result is shown in Effect Example 4.

[0054] The sources of raw materials used in this embodiment are as follows:

[0055] Silk fabric, Shanghai Textile Science Research Institute; chloronitrile trimer, hydroxyethyl acrylate, polymerization inhibitor 701, diisopropylethylamine, ethyl acetate, anhydrous sodium sulfate, sodium carbonate, ethanol, gamma acid, p-anisidine-3-sulfonic acid, sodium nitrite, sodium chloride, polyethylene glycol dimethacrylate, methacrylic acid, hydroxyethyl methacrylate, Sinopharm Chemical Reagent Co., Ltd.

[0056] Example 3: Dyeing yellow of polyester and spandex (the ratio of polyester to spandex is 95:5) blended fabric at room temperature

[0057] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: ethoxylated trimethylolpropane triacrylate as the organic crosslinking agent, methyl acrylate and hydroxyethyl acrylate as the organic monomers, and diacrylate yellow as the organic dye.

[0058] (1) Prepare diacrylate yellow according to the following steps: a. Prepare bisacryloyl cyanuric chloride intermediate by condensing cyanuric chloride with hydroxyethyl acrylate. Dissolve 18.4 g cyanuric chloride in 150 mL hydroxyethyl acrylate, add 2.7 g inhibitor 701, add 18.5 mL diisopropylethylamine dropwise in an ice-water bath, maintain the reaction at low temperature for 0.5 hour after the addition is complete, and then add 18.5 mL Diisopropylethylamine, slowly heated to 40 ° C for 2 hours, the system was diluted with 200 mL of ethyl acetate and washed with water 10 times, dried over anhydrous sodium sulfate and then evaporated to remove ethyl acetate to obtain a bisacryloyl cyanurate intermediate; b, diazotization reaction of amino C acid, 30.2 g of amino C acid was added to 300 mL of water, stirred evenly in an ice-water bath, 10.6 g of sodium carbonate was added to neutralize, and then 30 mL of concentrated hydrochloric acid was added, and a 30% aqueous solution of 7.2 g of sodium nitrite was quickly added, and the temperature was maintained at 10-15 ° C for 0.5 hour to obtain a diazonium salt system; c, coupling of diazonium salt and m-methylaniline, 11.3 mL of m-methylaniline was injected into the diazonium salt system, and saturated The sodium carbonate solution is adjusted to pH 4-5, and then the system is heated to 75° C. within 3 hours to obtain a dye color base system; d. Condensation of a bisacryloyl cyanocyanide intermediate and a color base: the dye color base system is stirred at 50° C., and sodium carbonate is added for neutralization; 38 g of the bisacryloyl cyanocyanide intermediate is dispersed in 300 mL of ethanol and added to the system, and 0.2 g of an inhibitor 701 is added, and the reaction is carried out for 4 hours, during which the pH value is controlled at 6-7 to obtain a condensation system; e. Salting out the condensation system, filtering, washing, and drying the system; sodium chloride in an amount of 15% by mass of the total volume is added to the condensation system in batches under slow stirring, and the system is stirred for 5 hours to uniformly precipitate the dye; the system is filtered under reduced pressure, the filter cake is washed with ethanol, and then vacuum dried to obtain diacrylate yellow.

[0059] The chemical structure of the prepared diacrylate yellow is:

[0060] (2) Prepare four emulsions (oil-in-water) containing different concentrations of ethoxylated trimethylolpropane triacrylate, methyl acrylate, hydroxyethyl acrylate, diacrylate yellow, and the emulsifier Tween 20. In these four emulsions, the concentration of ethoxylated trimethylolpropane triacrylate is 10%; the concentration of Tween 20 is 0.5%; the mass ratio of methyl acrylate to hydroxyethyl acrylate is 100:1, and the total concentration of the two in the four emulsions is 30%; the concentration of diacrylate yellow in the four emulsions is 1%, 3%, 7%, and 20%, respectively. Cut four pieces of polyester and spandex blended fabric into appropriate sizes, soak them in the four emulsions, roll them once with a roller at a pressure of 0.5 kg, and then place them under an electron accelerator for irradiation in a nitrogen atmosphere. The parameters of the electron accelerator are an electron beam energy of 3 MeV and an electron beam current of 10 mA. The absorbed dose is 300 kGy.

[0061] (3) The irradiated polyester and spandex blended fabrics were washed with cold water and then dried. The total grafting rates of organic dyes, organic monomers, and organic crosslinking agents in the four irradiated samples were measured by weighing method and found to be 128.6%, 145.7%, 151.3%, and 200.0%, respectively.

[0062] (4) The dyed samples were tested for color fastness to washing in accordance with the national standard GB / T 3921-2008 “Textiles—Tests for Color Fastness to Washing” and for color fastness to rubbing in accordance with the national standard GB / T 3920-2008 “Textiles—Tests for Color Fastness to Rubbing”. The COD content of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0063] The dyeing effect is shown in Effect Example 1, the color fastness test result is shown in Effect Example 3, and the wastewater COD test result is shown in Effect Example 4.

[0064] The sources of raw materials used in this embodiment are as follows:

[0065] Polyester and spandex blended fabric, Shanghai Institute of Textile Science; cyanuric chloride, hydroxyethyl acrylate, inhibitor 701, diisopropylethylamine, amino C acid, sodium nitrite, m-methylaniline, sodium carbonate, ethanol, sodium chloride, ethoxylated trimethylolpropane triacrylate, methyl acrylate, hydroxyethyl acrylate, Tween 20, Sinopharm Chemical Reagent Co., Ltd.

[0066] Example 4 Linen, wool and polypropylene blended fabric (linen, wool and polypropylene ratio is 88:10:2) is dyed blue at room temperature

[0067] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agent N,N'-methylenebisacrylamide, organic monomers methacryloyloxyethyltrimethylammonium bromide and acrylamide, and organic dyes diacrylate blue and acrylamide blue.

[0068] (1) Prepare diacrylate blue according to the preparation steps in Example 1.

[0069] (2) Acrylamide blue was prepared according to the following steps: a. coupling reaction of bromoamic acid and 2,4-diaminobenzenesulfonic acid: 19.1 g bromoamic acid and 11.3 g 2,4-diaminobenzenesulfonic acid were stirred in 50 mL water to a uniform suspension, 11.7 g sodium carbonate was added for neutralization, and then 11 g sodium bicarbonate and 1 g cuprous chloride were added, and the mixture was stirred at 85°C for 3 hours, during which the pH was maintained at 9 to obtain a dye color base system; b. purification of the color base, salting out and drying: 450 mL of water was added to the dye color base system, 15 g of light calcium carbonate was added, and the mixture was stirred at 80°C for 2 hours. The purple hydrolyzed dye was removed by filtration while hot, and the pH was adjusted to 2 with hydrochloric acid. , add 10% by volume of sodium chloride for salting out, filter, and dry the filter cake at 80°C to obtain a blue dye color base; c. condensation of acryloyl chloride and color base, take 16g of color base and dissolve it in water, adjust pH = 6-7, add 10mL of acryloyl chloride dropwise in an ice-water bath, maintain pH = 6-7 during the period, and maintain the low temperature reaction for 1 hour after the addition to obtain a condensation system; d. After salting out, the condensation system is filtered, washed, and dried. 20% by mass of sodium chloride in the total volume of the condensation system is added in batches under slow stirring and stirred for 5 hours. The dye is evenly precipitated, the system is filtered under reduced pressure, the filter cake is washed with ethanol and then vacuum dried to obtain acrylamide blue.

[0070] The chemical structure of the prepared acrylamide blue is:

[0071] (2) Prepare four ethanol solutions of different concentrations of N,N'-methylenebisacrylamide, methacryloyloxyethyl trimethylammonium bromide, acrylamide, diacrylate blue, and acrylamide blue. In each of the four solutions, the concentration of N,N'-methylenebisacrylamide was 0.5%; the mass ratio of methacryloyloxyethyl trimethylammonium bromide to acrylamide was 1:20, and the total concentration of the two dyes in the four solutions was 0.5%; the ratio of the dye diacrylate blue to acrylamide blue was fixed at 1000:1, and the total concentration of the two dyes in the four solutions was 0.1%, 1%, 3%, and 5%, respectively. Cut four pieces of linen, wool, and polypropylene blended fabric into appropriate sizes, soak them in the above solutions, and then roll them once with a roller at a pressure of 1.5 kg. Then place them under an electron accelerator for irradiation in a nitrogen atmosphere. The parameters of the electron accelerator were an electron beam energy of 2 MeV and an electron beam current of 50 mA. The absorbed dose was 5 kGy.

[0072] (3) The irradiated linen, wool and polypropylene blended fabrics were washed with cold water and then dried. The total grafting rates of organic dyes, organic monomers and organic crosslinking agents in the four irradiated samples were measured by weighing method and found to be 0.5%, 1.5%, 13.5% and 5.3%, respectively.

[0073] (4) The dyed samples were tested for color fastness to washing in accordance with the national standard GB / T 3921-2008 “Textiles—Tests for Color Fastness to Washing” and for color fastness to rubbing in accordance with the national standard GB / T 3920-2008 “Textiles—Tests for Color Fastness to Rubbing”. The COD content of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0074] The dyeing effect is shown in Effect Example 1, the color fastness test result is shown in Effect Example 3, and the wastewater COD test result is shown in Effect Example 4.

[0075] The sources of raw materials used in this embodiment are as follows:

[0076] Hemp, wool and polypropylene blended fabric, Shanghai Textile Science Research Institute; bromoamic acid, 2,4-diaminobenzenesulfonic acid, sodium carbonate, sodium bicarbonate, cuprous chloride, sodium chloride, acryloyl chloride, ethanol, N,N'-methylenebisacrylamide, methacryloyloxyethyltrimethylammonium bromide, acrylamide, Sinopharm Chemical Reagent Co., Ltd.

[0077] Example 5 Dyeing of cotton, modal, and vinyl blended fabrics (cotton, modal, and vinyl ratio 80:15:5) with red and yellow mixed dyes at room temperature

[0078] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agents dipentaerythritol pentaacrylate and ethoxylated dipentaerythritol pentaacrylate, organic monomers styrene and methylstyrene, and organic dyes acrylamide red and diacrylate yellow.

[0079] (1) Acrylamide red was prepared according to the relevant steps in Example 1.

[0080] (2) Prepare diacrylate yellow according to the relevant steps in Example 3.

[0081] (3) Five groups of ethanol solutions of organic crosslinkers dipentaerythritol pentaacrylate and ethoxylated dipentaerythritol pentaacrylate, organic monomers styrene and methyl styrene, and organic dyes acrylamide red and diacrylate yellow were prepared at different concentrations. In these five groups of solutions, the mass ratio of the organic crosslinkers dipentaerythritol pentaacrylate and ethoxylated dipentaerythritol pentaacrylate was 1:20, and the total concentration of the two added in the solution was 1%; the mass ratio of the monomers styrene and methyl styrene was 20:1, and the total concentration of the two added in the solution was 2%; the total concentration of the dyes acrylamide red and diacrylate yellow in the solution was fixed at 3%, and the ratios of acrylamide red and diacrylate yellow in the five groups of solutions were 5:1, 2:1, 1:1, 1:2, and 1:5, respectively. Five pieces of cotton, modal, and ethylene blended fabric were cut into appropriate sizes and immersed in the above solution. The pieces were then rolled once with a padder at a pressure of 3 kg. The pieces were then irradiated in an air atmosphere using an electron accelerator with an electron beam energy of 500 keV and a current of 500 mA. The absorbed dose was 30 kGy.

[0082] (4) The irradiated cotton, modal and ethylene blended fabrics were washed with cold water and then dried. The total grafting rates of organic dyes, organic monomers and organic crosslinking agents in the five irradiated samples were measured by weighing method and found to be 5.6%, 5.7%, 5.3%, 5.8% and 6.0%, respectively.

[0083] The dyeing effect is shown in Example 2.

[0084] The sources of raw materials used in this embodiment are as follows:

[0085] Cotton, modal, and polyethylene blended fabric, Shanghai Institute of Textile Science; ethanol, dipentaerythritol pentaacrylate, ethoxylated dipentaerythritol pentaacrylate, styrene, and methyl styrene, Sinopharm Chemical Reagent Co., Ltd.

[0086] Example 6 Dyeing of nylon and acetate blended fabric (nylon and acetate ratio is 60:40) with red and blue mixed dyes at room temperature

[0087] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate as organic crosslinking agents, methacryloyloxyethyl butyl imidazole chloride as organic monomer, and diacrylate red and acrylamide blue as organic dyes.

[0088] (1) Prepare diacrylate red according to the relevant steps in Example 2.

[0089] (2) Prepare acrylamide blue according to the relevant steps in Example 4.

[0090] (3) Five emulsions (oil-in-water) with different concentrations of organic crosslinkers dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate, organic monomer methacryloyloxyethyl butylimidazole chloride, organic dye diacrylate red, acrylamide blue, and emulsifier dodecyltrimethylammonium bromide were prepared. In these five emulsions, the mass ratio of the organic crosslinkers pentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate was 20:1, and the total concentration of the two in the emulsion was 0.5%; the concentration of methacryloyloxyethyl butylimidazole chloride in the emulsion was 15%; the concentration of the emulsifier dodecyltrimethylammonium bromide in the emulsion was 0.05%; the total concentration of the dye diacrylate red and acrylamide blue in the emulsion was fixed at 4%, and the mass ratios of diacrylate red and acrylamide blue in the five emulsions were 5:1, 2:1, 1:1, 1:2, and 1:5, respectively. Nylon and acetate blended fabric was cut into five pieces of appropriate size, immersed in the above emulsion, and rolled once with a padder at a pressure of 5 kg. The pieces were then irradiated in an electron accelerator under a nitrogen atmosphere. The parameters of the electron accelerator were an electron beam energy of 500 keV and an electron beam current of 100 mA. The absorbed dose was 80 kGy.

[0091] (4) The irradiated nylon and acetate blended fabrics were washed with cold water and then dried. The total grafting rates of organic dyes, organic monomers and organic crosslinking agents in the five irradiated samples were measured by weighing method and found to be 6.5%, 6.7%, 6.5%, 6.4% and 6.7%, respectively.

[0092] The dyeing effect is shown in Example 2.

[0093] The sources of raw materials used in this embodiment are as follows:

[0094] Nylon and acetate blended fabric, Shanghai Institute of Textile Science; dipentaerythritol hexaacrylate, ethoxylated dipentaerythritol hexaacrylate, methacryloyloxyethyl butylimidazole chloride, and dodecyltrimethylammonium bromide, Sinopharm Chemical Reagent Co., Ltd.

[0095] Example 7 Dyeing of bamboo fiber and lyocell blended fabric (the ratio of bamboo fiber to lyocell is 80:20) with yellow and blue mixed dyes at room temperature

[0096] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agent N,N'-methylenebisacrylamide and glycerol triacrylate, organic monomer dimethylaminoethyl methacrylate, organic dyes acrylamide yellow and diacrylate blue.

[0097] (1) Prepare acrylamide yellow according to the relevant steps in Example 1.

[0098] (2) Prepare diacrylate blue according to the relevant steps in Example 1.

[0099] (3) Five aqueous solutions of organic crosslinkers N,N'-methylenebisacrylamide and glycerol triacrylate, organic monomer dimethylaminoethyl methacrylate, and organic dyes acrylamide yellow and diacrylate blue were prepared with different concentrations. In these five solutions, the total concentration of the organic crosslinkers N,N'-methylenebisacrylamide and glycerol triacrylate was 2%, and the mass ratio of N,N'-methylenebisacrylamide to glycerol triacrylate was 100:1; the concentration of the organic monomer dimethylaminoethyl methacrylate was 3%; the total concentration of the dyes acrylamide yellow and diacrylate blue was fixed at 4, and the mass ratios of acrylamide yellow and diacrylate blue in the five solutions were 5:1, 2:1, 1:1, 1:2, and 1:5, respectively. Five pieces of bamboo fiber and lyocell blended fabric were cut into appropriate sizes and immersed in the above solution. The pieces were then rolled with a roller at a pressure of 1 kg, placed in a plastic bag, evacuated, and sealed. The bags were then irradiated using an electron accelerator with an electron beam energy of 100 keV and a current of 20 mA. The absorbed dose was 40 kGy.

[0100] (4) The irradiated bamboo fiber and lyocell blended fabric was washed with cold water and then dried. The total grafting rates of organic dye, organic monomer and organic crosslinking agent in the five irradiated samples were measured by weighing method and were 5.7%, 5.9%, 6.0%, 5.9% and 5.5%, respectively.

[0101] The dyeing effect is shown in Example 2.

[0102] The sources of raw materials used in this embodiment are as follows:

[0103] Bamboo fiber and lyocell blended fabric, Shanghai Institute of Textile Science; N,N'-methylenebisacrylamide, glycerol triacrylate, dimethylaminoethyl methacrylate, Sinopharm Chemical Reagent Co., Ltd.

[0104] Example 8 Dyeing of cotton, polyester and spandex blended fabric (cotton, polyester and spandex ratio is 60:38:2) with red, yellow and blue mixed dyes at room temperature

[0105] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agents ethylene glycol diacrylate and ethoxylated pentaerythritol tetraacrylate, organic monomer perfluorohexyl ethyl acrylate, and organic dyes diacrylate red, diacrylate yellow and acrylamide blue.

[0106] (1) Prepare diacrylate red according to the relevant steps in Example 2.

[0107] (2) Prepare diacrylate yellow according to the relevant steps in Example 3.

[0108] (3) Prepare acrylamide blue according to the relevant steps in Example 4.

[0109] (4) Prepare an ethanol solution of organic crosslinking agents ethylene glycol diacrylate and ethoxylated pentaerythritol tetraacrylate, organic monomer perfluorohexyl ethyl acrylate, and organic dyes diacrylate red, diacrylate yellow, and acrylamide blue. The proportions are as follows: the mass ratio of the organic crosslinking agents ethylene glycol diacrylate and ethoxylated pentaerythritol tetraacrylate is 1:100, and the total concentration of the two in the solution is 0.8%; the concentration of the organic monomer perfluorohexyl ethyl acrylate is 5%; the total concentration of the dyes diacrylate red, diacrylate yellow, and acrylamide blue is 3%, and the mass ratio of diacrylate red, diacrylate yellow, and acrylamide blue is 1:25:1000. Cotton, polyester, and spandex blended fabrics are cut into appropriate sizes, immersed in the above solution, and then rolled with a roller at a pressure of 3.5 kg. The fabrics are then placed in an electron accelerator and irradiated in a nitrogen atmosphere. The parameters of the electron accelerator are an electron beam energy of 1.5 MeV and an electron beam current of 15 mA. The absorbed dose is 250 kGy.

[0110] (5) The irradiated cotton, polyester and spandex blended fabrics were washed with cold water and then dried. The total grafting rate of the organic dye, organic monomer and organic crosslinking agent of the above samples was measured by weighing method and was 6.6%.

[0111] The sources of raw materials used in this embodiment are as follows:

[0112] Cotton, polyester and spandex blended fabric, Shanghai Textile Science Research Institute; ethanol, N,N'-methylenebisacrylamide, glycerol triacrylate, perfluorohexyl ethyl acrylate, Sinopharm Chemical Reagent Co., Ltd.

[0113] Effect Example 1

[0114] The dyeing effects of the samples in Examples 1 to 4 are shown in FIG1 : the four samples in the first row are white, light gray, dark gray, and black textiles prepared in Example 1; the four samples in the second row are light-to-dark red textiles prepared in Example 2; the four samples in the third row are light-to-dark yellow textiles prepared in Example 3; and the four samples in the fourth row are light-to-dark blue textiles prepared in Example 4.

[0115] From this, we can conclude that by adjusting the concentration ratio of red, yellow, and blue dyes, a range of textiles dyed from light to dark in the four basic colors of black, red, yellow, and blue can be produced. In other words, by adjusting the dye concentration and irradiation conditions, textiles can be dyed in different shades, from light gray to dark black, from light red to dark red, from light yellow to dark yellow, and from light blue to dark blue, with uniform color.

[0116] The dyeing results prove that the room-temperature dyeing method for textiles provided by the present invention can achieve a relatively comprehensive color spectrum dyeing of a single color (including black and the three primary colors of red, yellow and blue) from light to dark on textiles.

[0117] Effect Example 2

[0118] In the above-mentioned Examples 5 to 7, the dyeing effects of red-yellow, red-blue, and yellow-blue mixed dyes in different proportions on textiles are shown in Figure 2: the five samples in the first row are textiles ranging from reddish brown to orange obtained by adjusting different proportions of red and yellow dyes in Example 5 (the proportion of red component gradually decreases and the proportion of yellow component gradually increases from left to right), the five samples in the second row are textiles ranging from ochre to bluish purple obtained by adjusting different proportions of red and blue dyes in Example 6 (the proportion of red component gradually decreases and the proportion of blue component gradually increases from left to right), and the five samples in the third row are textiles ranging from lake green to peacock blue obtained by adjusting different proportions of yellow and blue dyes in Example 7 (the proportion of yellow component gradually decreases and the proportion of blue component gradually increases from left to right).

[0119] From this, it can be concluded that, based on the principle of three-primary color mixing, by adjusting the ratios of the three primary dyes, the method of the present invention can produce textiles with a relatively complete color spectrum. In other words, according to the room-temperature dyeing method of the present invention, textiles can be dyed with mixed dyes of red-yellow, red-blue, and yellow-blue in different ratios, resulting in uniform colors that conform to the color gradation spectrum obtained by adjusting the ratios of the three primary colors in the three-primary color system.

[0120] The dyeing results prove that the room-temperature dyeing method for textiles provided by the present invention can obtain a rich and comprehensive color spectrum by adjusting the ratio of dyes of different colors, thereby realizing the printing and dyeing of textiles in different colors.

[0121] Effect Example 3

[0122] The dyed samples in Examples 1 to 4 were tested for color fastness to washing in accordance with the national standard GB / T 3921-2008 “Textiles — Tests for Color Fastness — Color Fastness to Washing”. The results are shown in Table 1 below.

[0123] Table 1 Test results of color fastness to washing of textiles of different colors

[0124] According to national standards, the color fastness to washing of textiles is classified into different grades, ranging from 1 to 5, with grade 1 being the worst and grade 5 being the best. Generally, textiles entering the market are required to have a color fastness to washing of grade 3 or higher. As shown in Table 2, the color fastness to washing of the 16 samples of different colors prepared in Examples 1 to 4 all exceeded grade 3, indicating that the dyed textiles prepared by the room-temperature dyeing method for textiles provided by the present invention have good color fastness to washing.

[0125] The dyed samples in Examples 1 to 4 were tested for color fastness to rubbing in accordance with the national standard GB / T 3920-2008 “Textiles—Tests for Color Fastness—Color Fastness to Rubbing”. The results of the dry rubbing color fastness test are shown in Table 2, and the results of the wet rubbing color fastness test are shown in Table 3.

[0126] Table 2 Test results of color fastness to dry rubbing of textiles of different colors

[0127] Table 3 Test results of color fastness to wet rubbing of textiles of different colors

[0128] According to national standards, the color fastness to washing of textiles is classified into different grades from 1 to 5, with grade 1 being the worst and grade 5 being the best. Generally, textiles entering the market are required to have both dry rubbing color fastness and wet rubbing color fastness of 3 or higher. As shown in Tables 2 and 3, the 16 samples of different colors prepared in Examples 1 to 4 all achieved dry rubbing color fastness and wet rubbing color fastness of 3 or higher, indicating that the dyed textiles prepared by the room-temperature dyeing method provided by the present invention have good color fastness to rubbing.

[0129] Effect Example 4

[0130] The COD value of the wastewater obtained during the sample preparation process of Examples 1 to 4 was tested using a multi-parameter water quality meter. The results are shown in Table 4.

[0131] Table 4 Test results of COD (ppm) of wastewater generated during dyeing process

[0132] As shown in Table 4, the COD values ​​of the wastewater generated during the 16 different color samples prepared in Examples 1 to 4 were all below 150 ppm, which is below the internationally accepted ZDHC (Zero Discharge of Hazardous Substances) standard for wastewater discharge. This demonstrates that the ambient temperature textile dyeing method provided by the present invention produces minimal wastewater pollution during the dyeing process, allowing for direct discharge.

[0133] It can be seen from the above-mentioned effect examples that the room-temperature dyeing method of textiles provided by the present invention can not only achieve dyeing of a rich color spectrum of textiles, but also achieve uniform colors and high color fastness. In addition, dyeing can be achieved at room temperature, and the wastewater pollution generated during the dyeing process is extremely small, thereby having a significant energy-saving and emission-reduction effect.

[0134] Because textile products are directly exposed to consumers, consumers have intuitive perceptions and corresponding requirements for textile color, feel, smell, color fastness, and other aspects. The room-temperature dyeing method of the present invention achieves irradiation processing of textiles without compromising the basic clothing properties of the textiles, and ensures that the final product meets consumers' intuitive perceptions and demands for textiles in various aspects. It can achieve room-temperature operation and low pollution emissions of textile dyeing without affecting the basic clothing properties of the textiles, such as the feel, and has practical application value.

[0135] The above description is merely a preferred embodiment of the present invention and is not intended to limit the scope of the present invention. Various modifications are possible. In other words, any simple, equivalent changes and modifications made in accordance with the claims and description of the present invention are within the scope of protection of the patent claims. Anything not fully described in this invention constitutes conventional technology.

Claims

1. A room temperature dyeing method, characterized in that: A textile, an organic dye containing a carbon-carbon double bond functional group, an organic monomer containing a carbon-carbon double bond functional group, and an organic crosslinking agent containing at least two carbon-carbon double bond functional groups are provided. Active free radicals are generated on the textile by ionizing radiation. The active free radicals on the textile subsequently trigger graft polymerization and crosslinking of the carbon-carbon double bond functional groups on the organic dye, the organic monomer, and the organic crosslinking agent, thereby fixing the organic dye to the textile through covalent bonds to achieve textile coloring.

2. The room temperature dyeing method according to claim 1, characterized in that: The carbon-carbon double bond functional group is vinyl, allyl, acrylate, methacrylate, acrylamide, styrene, or methylstyrene.

3. The room temperature dyeing method according to claim 1, characterized in that: The general formula of the organic dye containing a carbon-carbon double bond functional group is RBD, where R is one or more carbon-carbon double bond functional groups, D is a chromophore group, and B is a bridging group connecting R and D.

4. The room temperature dyeing method according to claim 1, characterized in that: The organic dye is a compound of one organic dye or a mixture of at least two organic dyes.

5. The room temperature dyeing method according to claim 1, characterized in that: The organic dye is selected from at least one of the group consisting of the following chemical structures:

6. The room temperature dyeing method according to claim 1, characterized in that: The organic monomer is a compound of one organic monomer or a mixture of at least two organic monomers.

7. The room temperature dyeing method according to claim 1, characterized in that: The organic monomer is at least one selected from the group consisting of acrylic acid, methacrylic acid, hydroxyethyl methacrylate, methyl acrylate, hydroxyethyl acrylate, methacryloyloxyethyltrimethylammonium bromide, acrylamide, styrene, methylstyrene, methacryloyloxyethylbutylimidazole chloride, dimethylaminoethyl methacrylate and perfluorohexylethyl acrylate.

8. The room temperature dyeing method according to claim 1, characterized in that: The organic crosslinking agent has 2 to 6 carbon-carbon double bond functional groups.

9. The room temperature dyeing method according to claim 1, characterized in that: The organic crosslinking agent is a compound of one organic crosslinking agent or a mixture of at least two organic crosslinking agents.

10. The room temperature dyeing method according to claim 1, characterized in that: The organic crosslinking agent is at least one selected from the group consisting of ethylene glycol diacrylate, ethylene glycol dimethacrylate, 1,4-butylene glycol diacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, N,N'-methylenebisacrylamide, divinylbenzene, ethylenebisvinylpyrrolidone, dimethyldiallylammonium chloride, tripropylene glycol diacrylate, glycerol diacrylate, glycerol triacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, ethoxylated trimethylolpropane triacrylate, ethoxylated trimethylolpropane trimethacrylate, pentaerythritol tetraacrylate, ethoxylated pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, ethoxylated dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate.

11. The room temperature dyeing method according to claim 1, characterized in that: Textiles and organic dyes are irradiated using electron beams from electron accelerators.

12. The room temperature dyeing method according to claim 11, characterized in that: The energy of the electron beam is between 100 keV and 10 MeV.

13. The room temperature dyeing method according to claim 11, characterized in that: The current intensity of the electron beam is between 5mA and 2A.

14. The room temperature dyeing method according to claim 11, characterized in that: The absorbed dose of electron beam irradiation is between 1 kGy and 300 kGy.

15. A textile, characterized in that: The textile is obtained according to the room temperature dyeing method described in any one of claims 1 to 13.

16. The dyeing product according to claim 15, characterized in that The total grafting rate of the organic dye, the organic monomer and the organic cross-linking agent on the textile is between 0.1% and 200%.

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