A normal temperature dyeing method and dyed product obtained thereby

Abstract

The present invention relates to a room temperature dyeing method, which comprises 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 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 by covalent bonds to achieve textile coloring. The present invention also relates to a textile obtained according to the room temperature dyeing method. According to the room temperature dyeing method of the present invention, the organic dye is covalently bonded to the textile by the radiation-induced grafting and crosslinking reaction, and can be operated at room temperature. Compared with the current conventional textile dyeing method in industry, the energy consumption is greatly reduced, and no dyeing auxiliaries such as salt and alkali need to be added during the dyeing process, and the reaction efficiency of the dye and the textile is high.

Description

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] The reason why the printing and dyeing industry is a high-energy consumption and high-pollution industry is determined by the principles of traditional printing and dyeing technology. Traditional printing and dyeing technology mainly dyes textiles through three principles: 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 combining the reactive dyes with cotton to dye the cotton. The mechanism of this reaction determines that it is a high-temperature reaction process, usually requiring several hours of reaction at 90 degrees Celsius, and the addition of salt, alkali and other additives. The final reaction efficiency can only reach about 70%. Therefore, salt, alkali and other additives and a large amount of unreacted dyes will eventually enter the wastewater. Therefore, the reaction mechanism of reactive dyes determines that its dyeing process is energy-intensive and highly polluting; 2. Dyeing through electrostatic adsorption between dyes and textiles. The typical process is to use acid dyes to dye silk, wool, nylon, etc., because the surface of textiles such as silk, wool, nylon, etc. is positively charged, while acid dyes are negatively charged. The acid dyes are adsorbed to textiles such as silk, wool, nylon, etc. by electrostatic adsorption to dye them. The electrostatic adsorption process is slow, requires heating, and is inefficient. In the end, dyes that are not adsorbed on textiles will enter the wastewater; 3. Use dye molecules to penetrate into textile fibers for physical adsorption to dye textiles. The typical process is to use disperse dyes to dye polyester. Because polyester has stable chemical properties and is difficult to react, it is necessary to expand the polyester fiber at a temperature above 120 degrees Celsius, and then penetrate the disperse dyes with smaller particle size into the polyester fiber to color it. This dyeing process requires a high temperature, and a large amount of dyes that are not bound to the textiles will enter the wastewater. In summary, the reaction mechanism of traditional printing and dyeing technology determines the high energy consumption and high pollution of the printing and dyeing process. 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 completely new reaction mechanism to color textiles, thereby achieving energy conservation and emission reduction and industrial upgrading in the printing and dyeing industry. Summary of the invention

[0003] In order to solve the dilemma of high energy consumption and high pollution in traditional textile printing and dyeing technology, the present invention provides a room temperature dyeing method and a dyed product obtained thereby.

[0004] According to the room temperature dyeing method of the present invention, it includes providing textiles, organic dyes containing carbon-carbon double bond functional groups, organic monomers containing carbon-carbon double bond functional groups, and organic crosslinking agents containing at least two carbon-carbon double bond functional groups, and generating active free radicals on the textiles through ionizing radiation, and the active free radicals on the textiles subsequently trigger graft polymerization and crosslinking of carbon-carbon double bond functional groups on the organic dyes, organic monomers, and organic crosslinking agents, thereby fixing the organic dyes to the textiles through covalent bonds to achieve textile coloring.

[0005] The basic principle of the present invention is to use ionizing radiation to cause the active free radicals generated on the textile to initiate the free radical addition polymerization reaction of the carbon-carbon double bond functional group, so that the graft chain of the organic dye containing the carbon-carbon double bond functional group is connected to the textile through covalent bonds, so that the organic dye is combined with the textile to color the textile. Since the molecular weight of the organic dye is usually relatively large, the graft polymerization reaction of the organic dye containing the carbon-carbon double bond functional group alone will have a large steric hindrance, which affects the growth of the graft chain and the utilization rate of the dye. Therefore, it is necessary to add an organic monomer containing the carbon-carbon double bond functional group that can form a linear polymer chain to co-graft with the organic dye, and string the organic dye together with the linear polymer chain to form a graft chain; at the same time, the present invention also adds an organic cross-linking agent containing at least two carbon-carbon double bond functional groups to form a cross-linked network structure of the graft chain, which can greatly improve the efficiency of the graft polymerization reaction, the utilization rate of the organic dye and the bonding strength of the organic dye with the textile.

[0006] 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), and then the active free radicals are used to initiate the addition polymerization of organic monomers containing carbon-carbon double bonds, so that 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 the reaction 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.

[0007] 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 in air, nitrogen or 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%.

[0008] 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.

[0009] Preferably, the general formula of the organic dye is RBD, R is one or more carbon-carbon double bond functional groups, D is a chromophore 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.

[0010] Preferably, organic dye is a compound of an organic dye or a mixture of at least two organic dyes. More preferably, organic dye is a mixture of two organic dyes with a mass ratio between 1:1000-1000:1. It should be understood that the mixing ratio of organic dye can be almost optional as needed, because commercially available conventional dyes are all single colors, to be dyed into the color designed by the fashion designer, it is necessary to use different dyes to carry out composite dyeing with different ratios, first it is necessary to carry out proofing experiments, by experimenting with different ratios between the type of different dyes and the dye, call out required color (similar to a computer display using three primary colors to call out any color in different ratios or a color printer using four basic colors of pigments to call out various colors with its different ratios), then amplify production, the ratio of dye mixing is obtained according to the result of proofing experiments, to obtain various colors, the ratio of above-mentioned organic dye covers the scope of practical operation in industry.

[0011] 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.

[0012] Preferably, the organic dye is selected from at least one of the following structural formulas:

[0013] Preferably, the organic monomer is a compound of an 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.

[0014] Preferably, the organic monomer is selected from at least one of 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.

[0015] Preferably, the organic monomer is a mixture of two organic monomers in a mass ratio between 1:100 and 100:1. In a preferred embodiment, the organic monomer is a mixture of two organic monomers in a mass ratio between 1:20 and 20:1.

[0016] 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.

[0017] Preferably, the organic crosslinking agent is a compound of one organic crosslinking agent or a mixture of at least two organic crosslinking agents.

[0018] Preferably, the organic crosslinking agent is a mixture of two organic crosslinking agents in a mass ratio between 1:100 and 100:1. In a preferred embodiment, the organic crosslinking agent is a mixture of two organic crosslinking agents in a mass ratio between 1:20 and 20:1.

[0019] Preferably, the organic crosslinking agent is selected from at least one of 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.

[0020] Preferably, the textile and the organic dye are irradiated with an electron beam of an electron accelerator. In a preferred embodiment, the electron accelerator is an industrial electron accelerator. The present invention introduces the advantages of the grafting polymerization and cross-linking technology of the surface of the polymer material induced by the electron accelerator radiation, which can be operated at room temperature, has low energy consumption and little pollution, into the textile printing and dyeing process, and innovates the printing and dyeing process from the fundamental perspective of the dyeing reaction mechanism, thereby significantly reducing the energy consumption and pollution of the textile printing and dyeing process.

[0021] 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.

[0022] 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.

[0023] 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.

[0024] Preferably, the textile is various chemical fibers such as cotton, linen, silk, wool, and blends of these raw materials. In a preferred embodiment, the textile is at least one of cotton, silk, wool, linen, bamboo fiber, Tencel, modal, acetate fiber, polyester, nylon, acrylic fiber, spandex, polyethylene fiber, and polypropylene fiber. It should be understood that the mixing ratio of the textile can be almost optional according to needs, because the energy of irradiation is much higher than the bond energy of the polymer, so free radicals can be induced on almost all polymers, so it is suitable for blended textiles.

[0025] The textile product according to the present invention is obtained according to the above-mentioned normal temperature dyeing method.

[0026] Preferably, the total grafting rate of the organic crosslinking agent and the organic dye on 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 crosslinking agent and the organic dye on the textile is between 0.5% and 30%.

[0027] According to the normal temperature dyeing method of the present invention, organic dyes are covalently bonded to textiles by the mode of radiation-induced crosslinking reaction, and can be operated at room temperature, compared with the conventional textile dyeing method of current industry, energy consumption can be greatly reduced, and there is no need to add dyeing auxiliaries such as salt and alkali in the dyeing process, the reaction efficiency of dye and textile is high, and the waste water produced does not contain salt and alkali, and the waste water COD is also much lower than the conventional dyeing method. Therefore, according to the normal temperature dyeing method of the present invention, pollution is significantly reduced, and the energy conservation and emission reduction of the textile printing and dyeing industry will be significantly promoted. In a word, according to the normal temperature dyeing method of the present invention, the dyeing process of textiles is innovated from the fundamental angle of reaction mechanism, so as to significantly reduce the energy consumption and pollution of textile printing and dyeing process. In addition, the dyeing product obtained by the normal temperature dyeing method of the present invention has uniform color, has higher color fastness to washing and color fastness to rubbing, and can meet the daily application demand of textiles. BRIEF DESCRIPTION OF THE DRAWINGS

[0028] Figure 1 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 textiles according to the present invention are shown.

[0029] Figure 2 The figure 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 textiles of the present invention. DETAILED DESCRIPTION

[0030] 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. The experimental methods in the following examples without specifying specific conditions are selected according to conventional methods and conditions, or according to the product specifications.

[0031] Example 1 Cotton cloth is dyed at room temperature with different shades of gray to black

[0032] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: propylene glycol dimethacrylate as an organic crosslinking agent, acrylic acid as an organic monomer, and acrylamide red, acrylamide yellow and diacrylate blue as organic dyes.

[0033] (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 to pH=6-7. 5.4 g acryloyl chloride was added dropwise in an ice-water bath. During the process, 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. , maintain low temperature reaction for 1 hour to obtain a diazonium salt system; c. coupling reaction of acryloyl H acid and diazonium salt, put the condensation system in an ice water bath, stir and add the diazonium salt system, use saturated sodium carbonate aqueous solution to adjust pH=6-7, maintain low temperature reaction for 2 hours and then slowly return to room temperature to obtain a coupling system; d. After salting out the system, filter, wash and dry, add 20% mass ratio of sodium chloride to the coupling system in batches under slow stirring, stir for 5 hours, the dye precipitates evenly, filter the system under reduced pressure, wash the filter cake with ethanol and then dry in vacuum to obtain acrylamide red.

[0034] The chemical structure of the obtained acrylamide red is:

[0035]

[0036] (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 evenly in an ice-water bath, and 10.6 g of sodium carbonate was added for neutralization. Then 30 ml of concentrated hydrochloric acid (10 mol / L) was added, and a 30 wt% aqueous solution of 7.2 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 hour 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. Adjust the pH value to 4-5, and then heat the system to 75°C within 3 hours to obtain the dye color base system; c. Condensation of acryloyl chloride and the color base, place the dye color base system in an ice water bath, add 16 ml of acryloyl chloride dropwise, maintain the pH value at 6-7, and maintain the low temperature reaction for 1 hour after the addition is completed to obtain the condensation system; d. After the system is salted out, it is filtered, washed and dried. Under slow stirring, 20% by mass of sodium chloride in total volume is added to the condensation system in batches, and then stirred for 5 hours. The dye is uniformly precipitated, the system is filtered under reduced pressure, the filter cake is washed with ethanol and then vacuum dried to obtain acrylamide yellow.

[0037] The chemical structure of the prepared acrylamide yellow is:

[0038]

[0039] (3) Prepare diacrylate blue according to the following steps: a. Prepare diacrylic cyanuric chloride intermediate by condensation of cyanuric chloride and 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, then add 18.5 ml diisopropylethylamine again, slowly raise the temperature to 40°C for reaction for 2 hours, add 200 ml ethyl acetate to the system, and then add 100 ml diisopropylethylamine to the system. b. The mixture was diluted with ethyl acetate and washed with water 10 times. After drying over anhydrous sodium sulfate, the ethyl acetate was removed by rotary evaporation to obtain a bisacryloyl cyanocyanide intermediate. b. The coupling reaction of bromoamic acid and 2,4-diaminobenzenesulfonic acid was carried out. 19.1 g bromoamic acid and 11.3 g 2,4-diaminobenzenesulfonic acid were stirred in 50 ml water until a uniform suspension was obtained. 11.7 g sodium carbonate was added to neutralize the mixture. Then 11 g sodium bicarbonate and 0.1 g cuprous chloride were added. The mixture was stirred at 85 ° C for 3 hours. During the reaction, 4.2 g sodium bicarbonate was added to maintain the pH value at 9. The dye color base system is obtained; c. Purification, salting out and drying of the color base, 450 ml of water is added to the dye color base system, 15 g of light calcium carbonate is added, and the mixture is stirred at 80°C for 2 hours. The purple hydrolyzed dye is removed by suction filtration while hot, and the pH is adjusted to 2 by hydrochloric acid, and 10% by mass of sodium chloride is added to the total volume for salting out, suction filtration is performed, and the filter cake is dried at 80°C to obtain a blue dye color base; d. The bisacryloyl chloronitrile intermediate is condensed with the color base, 20 g of the color base is mixed with 200 ml of water and stirred evenly, and saturated sodium carbonate is neutralized, and the system is heated to 70°C. Add 0.3g of inhibitor 701, dissolve 35g of bisacryloyl cyanocyanide intermediate in 200ml of ethanol, stir until a uniform suspension is added to the system, maintain 70°C for reaction for 12 hours, and maintain pH = 7 during the reaction to obtain a condensation system; e. Salting out, filtering, washing and drying the condensation system, adding 15% by mass of sodium chloride to the condensation system in batches under slow stirring, and stirring for 5 hours, the dye is uniformly precipitated, the system is filtered under reduced pressure, the filter cake is washed with ethanol and then vacuum dried to obtain diacrylate blue.

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

[0041]

[0042] (4) The three dyes of red, yellow and blue prepared above are 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. The pure cotton cloth is cut into four pieces of suitable size, immersed in the above four groups of solutions respectively, and rolled once with a rolling wheel at a pressure of 2 kg, and then 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.

[0043] (5) The four irradiated cotton cloths 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 0.1%, 2.1%, 4.3% and 10.1%, respectively.

[0044] (6) The color fastness to washing of the dyed samples was tested in accordance with the national standard GB / T 3921-2008 "Textiles - Tests for Color Fastness - Color Fastness to Washing", and the color fastness to rubbing of the dyed samples was tested in accordance with the national standard GB / T 3920-2008 "Textiles - Tests for Color Fastness - Color Fastness to Rubbing". The COD of the wastewater generated by the dyeing process was tested using a multi-parameter water quality meter.

[0045] 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.

[0046] The sources of the raw materials used in this embodiment 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, trimerized cyanocyanate, hydroxyethyl acrylate, inhibitor 701, diisopropylethylamine, anhydrous sodium sulfate, cuprous chloride, sodium bicarbonate, calcium carbonate, propylene glycol dimethacrylate, acrylic acid, Sinopharm Chemical Reagent Co., Ltd.

[0047] Example 2 Silk fabric dyed red at room temperature

[0048] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: polyethylene glycol dimethacrylate as an organic crosslinking agent, methacrylic acid and hydroxyethyl methacrylate as organic monomers, and diacrylate red as an organic dye.

[0049] (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. 18.5 ml of diisopropylethylamine was added dropwise under an ice-water bath. After the addition was completed, the reaction was maintained at low temperature for 0.5 hour. Then 18.5 ml of diisopropylethylamine was added again. The temperature was slowly raised to 40° C. for reaction for 2 hours. The system was added with The mixture was diluted with 200 ml of ethyl acetate and washed with water 10 times. After drying over anhydrous sodium sulfate, the ethyl acetate was removed by rotary evaporation to obtain a bisacryloyl cyanocyanide intermediate; b. The bisacryloyl cyanocyanide intermediate was condensed with γ-acid. 7.2 g of γ-acid was stirred in 100 ml of water until a uniform suspension was obtained. 1.6 g of sodium carbonate was added to neutralize the mixture. The mixture was stirred in a water bath at 50 ° C. 11.3 g of the bisacryloyl cyanocyanide intermediate was dissolved in 100 ml of ethanol and stirred until a uniform suspension was obtained. The mixture was added to the system and then added. Add 0.025g of inhibitor 701 and react for 1 hour, during which the pH value is controlled at 6-7 to obtain a condensation system; c. Diazotization reaction of p-aminoanisole-3-sulfonic acid, take 6.1g of p-aminoanisole-3-sulfonic acid in a 250ml bottle, add 50ml of water, stir in an ice-water bath until a uniform suspension is added, then add 6ml of concentrated hydrochloric acid, 2.17g of sodium nitrite dissolved in 7ml of water is quickly added to the system, and the ice-water bath is stirred for 1h to obtain a diazonium salt system; d. The diazonium salt and the condensation The coupling reaction of the intermediate is to place the condensation system in an ice water bath, stir and add the diazonium salt system, use a saturated sodium carbonate aqueous solution to adjust the pH to 6-7, maintain the low temperature reaction for 2 hours and then slowly return to room temperature to obtain the coupling system; e. salting out the coupling system, filtering, washing and drying, adding 15% by mass of sodium chloride to the coupling system in batches under slow stirring, and stirring for 5 hours, the dye is uniformly precipitated, the system is decompressed and filtered, the filter cake is washed with ethanol and then vacuum dried to obtain diacrylate red.

[0050] The chemical structure of the obtained diacrylate red is:

[0051]

[0052] (2) Prepare four groups of aqueous solutions of polyethylene glycol dimethacrylate, methacrylic acid, hydroxyethyl methacrylate and diacrylate red with different concentrations. In these four groups of 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 added in the four groups of solutions is 5%; the concentrations of diacrylate red in the four groups of solutions are 0.1%, 1%, 5% and 15% respectively. Cut the silk fabric into four pieces of appropriate size, immerse them in the above four groups of solutions respectively, roll them with a rolling wheel at a pressure of 3 kg, then put them into a plastic bag, evacuate them and seal them, and then put them under an electron accelerator for irradiation. The parameters of the electron accelerator are electron beam energy 10MeV and electron beam current 5mA. The absorbed dose is 60kGy.

[0053] (3) The irradiated silk fabric was washed with cold water and then dried. The total grafting rates of 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.

[0054] (4) The color fastness to washing of the dyed samples was tested in accordance with the national standard GB / T 3921-2008 "Textiles - Tests for Color Fastness - Color Fastness to Washing", and the color fastness to rubbing of the dyed samples was tested in accordance with the national standard GB / T 3920-2008 "Textiles - Tests for Color Fastness - Color Fastness to Rubbing". The COD of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0055] 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.

[0056] The sources of raw materials used in this embodiment are as follows:

[0057] Silk fabric, Shanghai Textile Science Research Institute; trimerized cyanocyanate, hydroxyethyl acrylate, inhibitor 701, diisopropylethylamine, ethyl acetate, anhydrous sodium sulfate, sodium carbonate, ethanol, gamma acid, p-aminoanisole-3-sulfonic acid, sodium nitrite, sodium chloride, polyethylene glycol dimethacrylate, methacrylic acid, hydroxyethyl methacrylate, Sinopharm Chemical Reagent Co., Ltd.

[0058] Example 3: Polyester and spandex (the ratio of polyester to spandex is 95:5) blended fabric dyed yellow at room temperature

[0059] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agent ethoxylated trimethylolpropane triacrylate, organic monomers methyl acrylate and hydroxyethyl acrylate, and organic dye diacrylate yellow.

[0060] (1) Prepare diacrylate yellow according to the following steps: a. Prepare bisacryloyl cyanuric acid nitrile chloride intermediate by condensation of cyanuric acid chloride and hydroxyethyl acrylate. 18.4 g cyanuric acid chloride is dissolved in 150 ml hydroxyethyl acrylate, 2.7 g inhibitor 701 is added, 18.5 ml diisopropylethylamine is added dropwise in an ice-water bath, and the reaction is maintained at low temperature for 0.5 hour after the addition is complete. Then 18.5 ml diisopropylethylamine is added again, and the temperature is slowly raised to 40 degrees Celsius for reaction for 2 hours. The system is diluted with 200 ml ethyl acetate and washed with water 10 times. After drying over anhydrous sodium sulfate, the ethyl acetate is removed by rotary evaporation to obtain bisacryloyl cyanuric acid nitrile chloride intermediate; b. Diazotization reaction of amino C acid. Take 30.2 g amino C acid in 300 ml water, stir evenly in an ice-water bath, add 10.6 g sodium carbonate to neutralize, then add 30 ml concentrated hydrochloric acid, and quickly add 7.2 g sodium nitrite prepared by 30% aqueous solution, and maintain The temperature is maintained at 10-15°C for diazotization reaction for 0.5 hour to obtain a diazonium salt system; c. Coupling of diazonium salt and m-methylaniline, 11.3 ml of m-methylaniline is injected into the diazonium salt system, saturated sodium carbonate solution is added to adjust the pH to 4-5, and then the system is heated to 75°C within 3 hours to obtain a dye color base system; d. Condensation of bisacryloyl cyanocyanide intermediate and color base The dye color base system is stirred at 50°C, sodium carbonate is added to neutralize, 38 g of bisacryloyl cyanocyanide intermediate is dispersed in 300 ml of ethanol and added to the system, and 0.2 g of inhibitor 701 is added, and the reaction is carried out for 4 hours, during which the pH value is controlled to be 6-7 to obtain a condensation system; e. Salting out the condensation system, suction filtration, washing and drying, the condensation system is added with sodium chloride in a mass ratio of 15% of the total volume in batches under slow stirring, and then stirred for 5 hours, the dye is uniformly precipitated, the system is vacuum filtered, the filter cake is washed with ethanol and then vacuum dried to obtain diacrylate yellow.

[0061] The chemical structure of the prepared diacrylate yellow is:

[0062]

[0063] (2) Prepare four emulsions (oil in water) of different concentrations of ethoxylated trimethylolpropane triacrylate, methyl acrylate, hydroxyethyl acrylate, diacrylate yellow and 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 and hydroxyethyl acrylate is 100:1, and the total concentration of the two added in the four emulsions is 30%; the concentration of diacrylate yellow in the four emulsions is 1%, 3%, 7% and 20% respectively. Cut the polyester and spandex blended fabric into four pieces of appropriate size, immerse them in the above four emulsions, roll them once with a rolling mill 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 electron beam energy 3MeV and electron beam current 10mA. The absorbed dose is 300kGy.

[0064] (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.

[0065] (4) The color fastness to washing of the dyed samples was tested in accordance with the national standard GB / T 3921-2008 "Textiles - Tests for Color Fastness - Color Fastness to Washing", and the color fastness to rubbing of the dyed samples was tested in accordance with the national standard GB / T 3920-2008 "Textiles - Tests for Color Fastness - Color Fastness to Rubbing". The COD of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0066] 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.

[0067] The sources of raw materials used in this embodiment are as follows:

[0068] 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.

[0069] Example 4: Blue dyeing of linen, wool and polypropylene blended fabric (linen, wool and polypropylene ratio is 88:10:2) at room temperature

[0070] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agent N,N'-methylenebisacrylamide, organic monomers methacryloyloxyethyl trimethylammonium bromide and acrylamide, and organic dyes diacrylate blue and acrylamide blue.

[0071] (1) Prepare diacrylate blue according to the preparation steps in Example 1.

[0072] (2) Prepare acrylamide blue according to the following steps: a. Couple bromoamic acid with 2,4-diaminobenzenesulfonic acid. 19.1 g bromoamic acid and 11.3 g 2,4-diaminobenzenesulfonic acid are stirred in 50 ml of water until a uniform suspension is obtained. 11.7 g sodium carbonate is added for neutralization. Then 11 g sodium bicarbonate and 1 g cuprous chloride are added. The mixture is stirred at 85° C. for 3 hours. During this period, the pH value is maintained at 9 to obtain a dye color base system. b. Purify the color base, salt out and dry. 450 ml of water is added to the dye color base system. 15 g light calcium carbonate is added. The mixture is stirred at 80° C. for 2 hours. The purple hydrolyzed dye is removed by suction while hot. The pH value is 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 the color base, take 16g of the color base and dissolve it in water, adjust the pH to 6-7, add 10ml of acryloyl chloride dropwise in an ice-water bath, maintain the pH at 6-7, and maintain the low temperature reaction for 1 hour after the addition is completed to obtain a condensation system; d. After the condensation system is salted out, filter, wash and dry, add 20% by mass of sodium chloride in batches to the condensation system 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 blue.

[0073] The chemical structure of the prepared acrylamide blue is:

[0074]

[0075] (2) Prepare four groups of ethanol solutions of N,N'-methylenebisacrylamide, methacryloyloxyethyl trimethyl ammonium bromide, acrylamide, diacrylate blue, and acrylamide blue with different concentrations. In the four groups of solutions, the concentration of N,N'-methylenebisacrylamide is 0.5%; the mass ratio of methacryloyloxyethyl trimethyl ammonium bromide to acrylamide is 1:20, and the total concentration of the two added in the four groups of solutions is 0.5%; the ratio of dye diacrylate blue and acrylamide blue is fixed at 1000:1, and the total concentration of the two dyes added in the four groups of solutions is 0.1%, 1%, 3%, and 5%, respectively. Cut the hemp, wool, and polypropylene blended fabric into four pieces of appropriate size, immerse them in the above solutions, roll them once with a rolling mill at a pressure of 1.5 kg, and then place them under an electron accelerator for irradiation in a nitrogen atmosphere. The parameters of the electron accelerator are electron beam energy 2MeV and electron beam current 50mA. The absorbed dose is 5kGy.

[0076] (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.

[0077] (4) The color fastness to washing of the dyed samples was tested in accordance with the national standard GB / T 3921-2008 "Textiles - Tests for Color Fastness - Color Fastness to Washing", and the color fastness to rubbing of the dyed samples was tested in accordance with the national standard GB / T 3920-2008 "Textiles - Tests for Color Fastness - Color Fastness to Rubbing". The COD of the wastewater generated during the dyeing process was tested using a multi-parameter water quality meter.

[0078] 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.

[0079] The sources of raw materials used in this embodiment are as follows:

[0080] Hemp, wool and polypropylene blended fabric, Shanghai Institute of Textile Science; 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.

[0081] Example 5 Dyeing of cotton, modal, and vinyl blended fabrics (cotton, modal, and vinyl ratio is 80:15:5) with red and yellow mixed dyes at room temperature

[0082] 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.

[0083] (1) Prepare acrylamide red according to the relevant steps in Example 1.

[0084] (2) Prepare diacrylate yellow according to the relevant steps in Example 3.

[0085] (3) Five groups of ethanol solutions of organic crosslinking agents dipentaerythritol pentaacrylate and ethoxylated dipentaerythritol pentaacrylate, organic monomers styrene and methyl styrene, and organic dyes acrylamide red and diacrylate yellow with different concentrations were prepared. In the five groups of solutions, the mass ratio of organic crosslinking agents 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 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 dyes acrylamide red and diacrylate yellow added 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. The cotton, modal and ethylene blended fabrics were cut into five pieces of appropriate size, immersed in the above solution, rolled once with a rolling wheel at a pressure of 3 kg, and then placed in an electron accelerator for irradiation in an air atmosphere. The parameters of the electron accelerator were electron beam energy 500keV, electron beam current 500mA, and the absorbed dose was 30kGy.

[0086] (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.

[0087] The dyeing effect is shown in Example 2.

[0088] The sources of raw materials used in this embodiment are as follows:

[0089] Cotton, modal and vinyl blended fabric, Shanghai Institute of Textile Science; ethanol, dipentaerythritol pentaacrylate, ethoxylated dipentaerythritol pentaacrylate, styrene, methyl styrene, Sinopharm Chemical Reagent Co., Ltd.

[0090] 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

[0091] The organic crosslinking agent, organic monomer and organic dye used in this embodiment are: organic crosslinking agents dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate, organic monomer methacryloyloxyethyl butyl imidazole chloride, and organic dyes diacrylate red and acrylamide blue.

[0092] (1) Prepare diacrylate red according to the relevant steps in Example 2.

[0093] (2) Prepare acrylamide blue according to the relevant steps in Example 4.

[0094] (3) Five groups of emulsions (oil in water) with different concentrations of organic crosslinking agents dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol hexaacrylate, organic monomer methacryloyloxyethyl butyl imidazolium chloride, organic dye diacrylate red, acrylamide blue and emulsifier dodecyl trimethyl ammonium bromide were prepared. In these five groups of emulsions, the mass ratio between the organic crosslinking agent pentaerythritol hexaacrylate and the ethoxylated dipentaerythritol hexaacrylate was 20:1; the total concentration of the two added in the emulsion was 0.5%; the concentration of methacryloyloxyethyl butyl imidazolium chloride in the emulsion was 15%; the concentration of the emulsifier dodecyl trimethyl ammonium 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 groups of emulsions were 5:1, 2:1, 1:1, 1:2, and 1:5, respectively. The nylon and acetate blended fabric was cut into five pieces of appropriate size, immersed in the above emulsion, rolled once with a rolling mill at a pressure of 5 kg, and then placed in an electron accelerator for irradiation in a nitrogen atmosphere. The parameters of the electron accelerator were electron beam energy 500keV, electron beam current 100mA, and the absorbed dose was 80kGy.

[0095] (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.

[0096] The dyeing effect is shown in Example 2.

[0097] The sources of raw materials used in this embodiment are as follows:

[0098] Nylon and acetate blended fabric, Shanghai Institute of Textile Science; Dipentaerythritol hexaacrylate, ethoxylated dipentaerythritol hexaacrylate, methacryloyloxyethyl butylimidazole chloride, dodecyltrimethylammonium bromide, Sinopharm Chemical Reagent Co., Ltd.

[0099] Example 7 Dyeing of bamboo fiber and tencel blended fabric (the ratio of bamboo fiber to tencel is 80:20) with yellow and blue mixed dye at room temperature

[0100] 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 dye acrylamide yellow and diacrylate blue.

[0101] (1) Prepare acrylamide yellow according to the relevant steps in Example 1.

[0102] (2) Prepare diacrylate blue according to the relevant steps in Example 1.

[0103] (3) Five groups of aqueous solutions with different concentrations of organic crosslinking agents N,N'-methylenebisacrylamide and glycerol triacrylate, organic monomer dimethylaminoethyl methacrylate, and organic dyes acrylamide yellow and diacrylate blue were prepared. In these five groups of solutions, the total concentration of organic crosslinking agents N,N'-methylenebisacrylamide and glycerol triacrylate was 2%, and the mass ratio of N,N'-methylenebisacrylamide and glycerol triacrylate was 100:1; the concentration of organic monomer dimethylaminoethyl methacrylate was 3%; the total concentration of dyes acrylamide yellow and diacrylate blue was fixed at 4, and the mass ratios of acrylamide yellow and diacrylate blue in the five groups of solutions were 5:1, 2:1, 1:1, 1:2, and 1:5, respectively. The bamboo fiber and Tencel blended fabric was cut into five pieces of appropriate size, immersed in the above solution, rolled once with a rolling wheel at a pressure of 1 kg, placed in a plastic bag, evacuated and sealed, and then placed under an electron accelerator for irradiation. The parameters of the electron accelerator were electron beam energy of 100 keV and electron beam current of 20 mA. The absorbed dose was 40 kGy.

[0104] (4) The irradiated bamboo fiber and Tencel 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 5.7%, 5.9%, 6.0%, 5.9% and 5.5%, respectively.

[0105] The dyeing effect is shown in Example 2.

[0106] The sources of raw materials used in this embodiment are as follows:

[0107] Bamboo fiber and Tencel blended fabric, Shanghai Textile Science Research Institute; N,N'-methylenebisacrylamide, propylene glycol triacrylate, dimethylaminoethyl methacrylate, Sinopharm Chemical Reagent Co., Ltd.

[0108] 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

[0109] 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 perfluorohexylethyl acrylate, and organic dyes diacrylate red, diacrylate yellow and acrylamide blue.

[0110] (1) Prepare diacrylate red according to the relevant steps in Example 2.

[0111] (2) Prepare diacrylate yellow according to the relevant steps in Example 3.

[0112] (3) Prepare acrylamide blue according to the relevant steps in Example 4.

[0113] (4) Prepare an ethanol solution of organic crosslinking agent ethylene glycol diacrylate and ethoxylated pentaerythritol tetraacrylate, organic monomer perfluorohexyl ethyl acrylate, organic dyes diacrylate red, diacrylate yellow and acrylamide blue, the proportion of which is as follows: the mass ratio of organic crosslinking agent ethylene glycol diacrylate and ethoxylated pentaerythritol tetraacrylate is 1:100, and the total concentration of the two added in the solution is 0.8%; the concentration of organic monomer perfluorohexyl ethyl acrylate is 5%; the total concentration of 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. Cut cotton, polyester and spandex blended fabrics into appropriate sizes, immerse in the above solution, roll with a rolling mill at a pressure of 3.5 kg, and place under an electron accelerator for irradiation in a nitrogen atmosphere, the parameters of the electron accelerator are electron beam energy of 1.5 MeV and electron beam current of 15 mA. The absorbed dose is 250 kGy.

[0114] (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 found to be 6.6%.

[0115] The sources of raw materials used in this embodiment are as follows:

[0116] Cotton, polyester and spandex blended fabrics, Shanghai Institute of Textile Science; ethanol, N,N'-methylenebisacrylamide, propylene glycol triacrylate, perfluorohexyl ethyl acrylate, Sinopharm Chemical Reagent Co., Ltd.

[0117] Effect Example 1

[0118] The dyeing effects of the samples in the above-mentioned Examples 1 to 4 are as follows: Figure 1 As shown: the 4 samples in the first row are white, light gray, dark gray and black textiles prepared in Example 1, the 4 samples in the second row are red textiles with colors ranging from light to dark prepared in Example 2, the 4 samples in the third row are yellow textiles with colors ranging from light to dark prepared in Example 3, and the 4 samples in the fourth row are blue textiles with colors ranging from light to dark prepared in Example 4.

[0119] From this, we can conclude that by adjusting the concentration ratio of red, yellow and blue dyes, a series of textiles with different degrees of dyeing from light to dark in the four basic colors of black, red, yellow and blue can be obtained. In other words, by adjusting the dye concentration and irradiation conditions, dyed textiles with different color levels from light gray to dark black, from light red to dark red, from light yellow to dark yellow, from light blue to dark blue can be obtained, and the dyed colors are uniform.

[0120] 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.

[0121] Effect Example 2

[0122] In the above-mentioned Examples 5 to 7, the dyeing effects of different ratios of red-yellow, red-blue, and yellow-blue mixed dyes on textiles are as follows: Figure 2 As shown: the 5 samples in the first row are textiles ranging from reddish brown to orange obtained by adjusting different ratios 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 5 samples in the second row are textiles ranging from ochre to bluish purple obtained by adjusting different ratios 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 5 samples in the third row are textiles ranging from lake green to peacock blue obtained by adjusting different ratios 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).

[0123] It can be concluded that according to the principle of three-primary color mixing, by adjusting the different ratios of the three-primary color dyes, the method of the present invention can obtain textiles with a relatively complete color spectrum. That is, according to the room temperature dyeing method of the textile of the present invention, textiles can be dyed with mixed dyes of red and yellow, red and blue, and yellow and blue in different ratios, and the dyed colors are uniform and conform to the color scale spectrum of different colors obtained by adjusting the ratio of the three primary colors in the three-primary color system.

[0124] 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.

[0125] Effect Example 3

[0126] The dyed samples in the above-mentioned Examples 1 to 4 were tested for color fastness to washing in accordance with the national standard GB / T3921-2008 “Textiles - Tests for Color Fastness - Color Fastness to Washing”. The results are shown in Table 1 below.

[0127] Table 1 Test results of color fastness to washing of textiles of different colors

[0128] Example 1 Example 2 Example 3 Example 4 Sample 1# Level 4 Level 4-5 Level 4 Level 4 Sample 2# Level 4 Level 4 Level 4-5 Level 4 Sample 3# Level 4-5 Level 4 Level 4 Level 4 Sample 4# Level 4 Level 3-4 Level 4 Level 3-4

[0129] According to national standards, the color fastness to washing of textiles is divided into different levels from level 1 to level 5, with level 1 being the worst and level 5 being the best. Usually, textiles are required to have a color fastness to washing of level 3 or above before they are put on the market. As can be seen from Table 2, the color fastness to washing of the 16 samples of different colors prepared in Examples 1 to 4 is all above level 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.

[0130] The dyed samples in the above Examples 1 to 4 were tested for color fastness to rubbing according to the national standard GB / T3920-2008 "Textiles - Tests for Color Fastness - Color Fastness to Rubbing". The test results of color fastness to dry rubbing are shown in Table 2, and the test results of color fastness to wet rubbing are shown in Table 3.

[0131] Table 2 Test results of color fastness to dry rubbing of textiles of different colors

[0132] Example 1 Example 2 Example 3 Example 4 Sample 1# Level 4-5 Level 4-5 Level 4-5 Level 5 Sample 2# Level 5 Level 5 Level 4-5 Level 4-5 Sample 3# Level 4-5 Level 5 Level 5 Level 5 Sample 4# Level 4-5 Level 4-5 Level 4-5 Level 4

[0133] Table 3 Test results of color fastness to wet rubbing of textiles of different colors

[0134] Example 1 Example 2 Example 3 Example 4 Sample 1# Level 4 Level 4 Level 3-4 Level 3-4 Sample 2# Level 4 Level 4 Level 3-4 Level 3-4 Sample 3# Level 4-5 Level 4-5 Level 4 Level 4 Sample 4# Level 4-5 Level 4-5 Level 4 Level 4

[0135] According to national standards, the color fastness to washing of textiles is divided into different levels from level 1 to level 5, with level 1 being the worst and level 5 being the best. Usually, textiles are required to be sold on the market with color fastness to dry rubbing and color fastness to wet rubbing reaching level 3 or above. It can be seen from Tables 2 and 3 that the color fastness to dry rubbing and color fastness to wet rubbing of the 16 samples of different colors prepared in Examples 1 to 4 are all above level 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 rubbing.

[0136] Effect Example 4

[0137] The COD value of the wastewater in the sample preparation process of Examples 1 to 4 was tested using a multi-parameter water quality tester. The results are shown in Table 4.

[0138] Table 4 Test results of COD (ppm) of wastewater generated during dyeing process

[0139] Example 1 Example 2 Example 3 Example 4 Sample 1# 54 65 68 94 Sample 2# 75 91 105 117 Sample 3# 26 45 53 72 Sample 4# 38 49 51 70

[0140] As can be seen from Table 4, the COD values ​​of the wastewater generated during the 16 samples of different colors prepared in Examples 1 to 4 are all lower than 150ppm, which is lower than the limit of wastewater discharge in the internationally used ZDHC (zero discharge of hazardous substances) standard. This shows that the room temperature dyeing method for textiles provided by the present invention has very little wastewater pollution during the dyeing process and can be directly discharged.

[0141] It can be seen from the above effect embodiments that the room-temperature dyeing method for textiles provided by the present invention can not only achieve dyeing of a rich color spectrum of textiles, but also achieve uniform color and high color fastness at room temperature, and the wastewater pollution generated during the dyeing process is extremely small, which has a significant energy-saving and emission reduction effect.

[0142] Because the products in the field of textiles are directly facing consumers, and consumers have intuitive feelings and corresponding requirements for the color, feel, smell, color fastness and other aspects of textiles. According to the room temperature dyeing method of the present invention, the irradiation processing of textiles is realized without destroying the basic clothing performance of textiles, and the final product meets the consumers' intuitive feelings and needs for textiles in many aspects. It can realize textile dyeing that can be operated at room temperature and has low pollution emissions without affecting the basic clothing performance of textiles such as the feel, and has practical application value.

[0143] The above is only a preferred embodiment of the present invention, and is not intended to limit the scope of the present invention. The above embodiment of the present invention can also be modified in various ways. That is, all simple, equivalent changes and modifications made according to the claims and the description of the present invention fall within the scope of protection of the claims of the present invention. The contents not described in detail in the present invention are all conventional technical contents.

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 an electron accelerator.

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

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 textile product according to claim 15, characterized in that The total grafting rate of organic dyes, organic monomers and organic crosslinking agents on textiles is between 0.1% and 200%.

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