Dye intermediate taking CO2 as raw material, anthraquinone type disperse dye and preparation method of anthraquinone type disperse dye

Abstract

The invention relates to a dye intermediate taking CO2 as a raw material, an anthraquinone type disperse dye and a preparation method of the anthraquinone type disperse dye, CO2 and 2, 4-dimethyl benzophenone are taken as raw materials, and carboxylation reaction is carried out through photocatalysis to synthesize the dye intermediate; and carrying out condensation reaction on the anthraquinone derivative and 2-amino anthraquinone to obtain the anthraquinone type disperse dye. The disperse dye provided by the invention has the characteristics of good color light stability, high color development intensity, bright color light and the like, and is suitable for dyeing fibers in supercritical carbon dioxide fluid. According to the dye intermediate provided by the invention, CO2 which is low in price, easy to obtain and rich in reserves is taken as a main raw material, light instead of a chemical initiator is taken as driving force to participate in synthesis reaction, capture and utilization of carbon are realized, the use of an organic solvent is effectively reduced, and green ecological transformation of the industry is promoted; by designing a specific reaction path, the dye which has a unique structure and performance and is suitable for supercritical CO2 dyeing is synthesized, and the application prospect of supercritical CO2 dyeing is expanded.

Description

TECHNICAL FIELD

[0001] The present application relates to the field of dye synthesis, in particular to a dye intermediate taking CO2 as raw material, an anthraquinone type disperse dye and a preparation method thereof. BACKGROUND

[0002] The "double carbon" goal focuses on energy saving and emission reduction, and strives to reduce the impact of domestic industrial production on the environment. For the printing and dyeing industry with huge water consumption and serious environmental pollution, it is particularly important to find new green and environmentally friendly dyeing and finishing technology.

[0003] CO2 has been considered as an ideal carboxylating reagent for a long time (see: Ullmann's Encyclopaedia of Industrial Chemistry [M]. Weinheim: Wiley-VCH, 2012: 127-134.), and it has been reported that Friedel-Crafts type carboxylation of arenes can be achieved by activating CO2 with silyl borate, and the obtained carboxylic acids have good potential for derivatization (see: Electrophilic Aromatic Substitution of Arenes with CO2 Mediated by R3SiB(C6F5)4[J]. Chemistry Letters, 2012, 913-914.); using cuprous halide as catalyst, CO2 can be carboxylated to effectively convert alkenyl boronic compounds into the corresponding αβ-unsaturated carboxylic acids with medium-high yield, and this method shows excellent conversion efficiency (see: Carboxylation of Alkenyl Boronic Acids and Alkenyl Boronic Acid Pinacol Esters with CO2 Catalyzed by Cuprous Halide [J]. European Journal of Organic Chemistry, 2020, 2813-2818.); by designing light conditions, CO2 can be selectively converted into carboxylic acid compounds such as formic acid, acetic acid and oxalic acid (see: Novel technologies for CO2 conversion to renewable fuels, chemicals, and value-added products [J]. Nanoscale Research Letters, 2025, 20(1), 29.), and the obtained carboxylic acids can be used as an important intermediate to synthesize anthraquinone dyes, azo dyes and other high value-added dye products through subsequent condensation, coupling and other reactions. CO2 can also be directly carboxylated with aniline at room temperature to generate p-aminobenzoic acid with high yield, and this product can be used as a precursor of azo component (see: Electrochemical CO2 fixation with amines to synthesize α-amino acids [J]. Chem Catalysis, 2024, 101158, 2667-1093.).Literature also reports the successful use of benzoic acid and salicylic acid in the synthesis of new thienyl acid azo dyes and their application in wool and nylon fabric dyeing, demonstrating excellent dyeing performance (see literature: Synthesis, spectroscopic, DFT, TD-DFT, and dyeing studies of 2-amino-3-cyano thiophene-based azo dyes on wool and nylon [J]. Dyes and Pigments, 2024, 112209, 0143-7208.).

[0004] Supercritical carbon dioxide (SCF-CO2) dyeing technology is a new technology that uses SCF-CO2 as a medium for dyeing textiles. The diffusion rate of dyes in SCF-CO2 fluid is much higher than in traditional water baths, not only significantly shortening the dyeing time, but also achieving good level dyeing of the dyed products without the need for drying treatment (see literature: A novel plant for fabric rope dyeing in supercritical carbon dioxide and its cleaner production [J]. Journal of Cleaner Production, 2014, 65: 574-582.). In addition, the dyeing medium and residual dyes can be recycled, achieving a clean, green, efficient, and energy-saving dyeing process, which is truly waterless dyeing. In supercritical CO2 fluid, individual dye molecules exhibit excellent diffusion performance, with a diffusion rate significantly higher than in conventional aqueous solution environments, effectively improving dyeing efficiency. The samples dyed by SCF-CO2 have uniform coloration, with results comparable to traditional water bath dyeing methods.

[0005] Currently, CO2 is less used in dye synthesis and the types of disperse dyes suitable for supercritical CO2 are lacking. Anthraquinone disperse dyes, as an indispensable dye in the dye system, are increasingly important in the field of textile dyeing. The reason is that anthraquinone disperse dyes have the advantages of bright color, excellent dyeing performance, good color fastness after dyeing and the like. At present, there are problems such as wastewater pollution caused by relying on strong acid and catalyst in the traditional dye synthesis process. When the substituent group on the aromatic ring of the azo dye has an electron-withdrawing group and the steric hindrance is large, the basicity of the amino group is weak, and the diazotization reaction is more difficult, and the reaction conditions are more harsh, usually a strong acid is needed as a solvent (reference: Lu Lingde, Luo Zhangqiang, Chen Bo, Li Ling, Wang Zhiyuan, Shangguan Kaite, Kang Ding. Research on diazotization of aromatic amines in dye synthesis [J]. Dyeing and Finishing, 2023, 60(06): 35-38.). However, the photocatalyst carbon dioxide is applied to the synthesis of dyes, and the light energy is used as a clean energy source to avoid pollution problems caused by chemical catalysts from the source. Traditional catalysts often rely on transition metals or strong acids and alkalis, which are high in cost and difficult to remove residues, while the photocatalytic CO2 reaction directly drives the reaction by photoexciting molecules without additional catalysts, greatly reducing the environmental burden. Secondly, the light energy driven reaction has mild reaction conditions and high efficiency. Traditional chemical catalysts often require high temperature and high pressure to promote the reaction, and are prone to side reactions, while the light energy driven synthesis reaction can be carried out under mild conditions Therefore, the photocatalytic CO2 synthesis of new disperse dyes suitable for supercritical carbon dioxide dyeing not only helps to achieve the "double carbon" goal and solve the pollution problem of dye synthesis, but also provides a new green synthesis paradigm for the dyeing and finishing industry, and promotes the green transformation of low-carbon clean production in the dyeing and finishing industry, with economic, social and environmental benefits. SUMMARY

[0006] The present application provides a dye intermediate and anthraquinone disperse dye with CO2 as raw material, which is cheap and easy to obtain, and the preparation process is green and environmentally friendly. The product is suitable for dyeing fibers in supercritical carbon dioxide fluid.

[0007] The technical solution to achieve the purpose of the present application is to provide a dye intermediate with CO2 as raw material, and the structural formula of the dye intermediate is shown in formula (I): (I) ; Wherein, X=H, OCH3 or CF3; Y=CH3, CH2Ph or Ph.

[0008] The preparation method of the dye intermediate with CO2 as raw material comprises the following steps: (1) 1-3 mmol of a compound of formula (II) is dissolved in a solvent, and under the conditions of a temperature of 30-80 DEG C, a wavelength of 365 nm, and a light intensity of 60-100 W, CO2 gas is continuously introduced into the solution to perform a reaction; (II); wherein X=H, OCH3 or CF3; Y=CH3, CH2Ph or Ph; (2) After the reaction is completed, the reaction solution obtained in step (1) is subjected to extraction and purification treatment: 5-10 times of deionized water is added into the reaction solution, and then diethyl ether is added to perform extraction; a solution containing OH - is added into the extraction solution, and then diethyl ether is added to perform extraction; a solution containing H + is added into the extraction solution, and then diethyl ether is added to perform extraction; saturated brine washing is performed to obtain a dye intermediate using CO2 as a raw material.

[0009] The solvent in step (1) of the preparation method of the dye intermediate using CO2 as a raw material according to the application includes one or any combination of N,N-dimethylformamide and dimethyl sulfoxide. The reaction time in step (1) is 30-150 min. The solution containing OH - in step (2) includes NaOH and KOH; the solution containing H + includes HCl.

[0010] The technical scheme of the application further includes providing an anthraquinone type disperse dye, which has a structural formula as shown in formula (III): (III); wherein X=H, OCH3 or CF3; Y=CH3, CH2Ph or Ph.

[0011] The preparation method of the anthraquinone type disperse dye according to the application includes the following steps: (1) A dye intermediate using CO2 as a raw material as described above is dissolved in a solvent, and under the condition of keeping the temperature at 30-110 DEG C, N-methyl imidazole (NMI), 2-aminoanthraquinone and N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate (TCFH) are sequentially added to perform a reaction, and the molar ratio of the three is n(2-aminoanthraquinone):n(N-methyl imidazole):n(N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate)=1:5-25:2.5-12.5; (2) After the reaction is completed, the reaction solution obtained in step (1) is subjected to extraction and purification: 5-10 times of deionized water is added into the reaction solution, and then dichloromethane is added to perform extraction, and then deionized water washing is performed to obtain the extracted reaction solution; (3) The reaction solution obtained in step (2) is separated and purified by column chromatography, then dichloromethane and ethyl acetate are mixed at a volume ratio of 8-12:1 to elute the sample, and after drying treatment, the anthraquinone disperse dye of claim 3 is obtained.

[0012] The preparation method of the anthraquinone disperse dye provided in the application, the solvent in step (1) comprises N,N-dimethylformamide; and the reaction time is 30-70 min.

[0013] Compared with the prior art, the technical scheme of the application has the following advantages: (1) The dye intermediate provided in the application uses UV Light (365 nm) as the reaction condition, compared with other chemical catalytic synthesis reactions, the application uses a photocatalytic CO2 carboxylation reaction for synthesis, and the light energy is used as a clean energy source to avoid pollution problems of chemical catalysts from the source. Traditional catalysts often rely on transition metals or strong acids and strong bases, which are costly and difficult to remove residues, while the photocatalytic CO2 reaction directly drives the reaction by photoexciting molecules without additional catalysts, greatly reducing the environmental burden. At the same time, the light energy driven reaction has mild reaction conditions and high efficiency. Traditional chemical catalysts often require high temperature and high pressure to promote the reaction, and are prone to side reactions, while the light energy driven synthesis reaction can be carried out under mild conditions and can achieve directional generation.

[0014] (2) The synthesis of the dye intermediate provided in the application uses cheap and abundant CO2 as the reaction raw material, and light instead of a chemical initiator as the driving force to participate in the synthesis reaction, realizing carbon capture and utilization, effectively reducing the use of organic solvents, and promoting the green ecological transformation of the industry. Not only helps to solve the pollution problem of dye synthesis, but also provides a new paradigm for green synthesis in the dyeing and finishing industry, and promotes the green transformation of low-carbon clean production in the dyeing and finishing industry, with economic, social and environmental benefits. (3) The anthraquinone disperse dye provided in the application uses anthraquinone as the parent body, and the non-polar supercritical carbon dioxide fluid is compatible with the hydrophobic disperse dye, so that the solubility of the disperse dye in supercritical carbon dioxide is enhanced, and the supercritical carbon dioxide has the functions of swelling and plasticizing the hydrophobic polymer, so that this fluid is suitable for the dyeing of polyester and other synthetic fibers with disperse dyes, and the dyed fabric has bright color and excellent color fastness, adding the variety of disperse dyes and solving the problem of few suitable dyes in the supercritical dyeing system.

[0015] (4) The molecular structure of the anthraquinone disperse dye provided in the application contains three carbonyl groups, and such a conjugated system enhances the color performance of the dye, making it exhibit higher color saturation.

[0016] (5) The preparation method is simple in operation, the reaction conditions required for synthesis of the dye intermediate are less, resource consumption is greatly reduced, easy to control, the reaction conversion rate is high, and the obtained anthraquinone type disperse dye has bright color, better directness to fibers, stable color light, and has broad application prospects in supercritical CO2 dyeing. BRIEF DESCRIPTION OF DRAWINGS

[0017] Figure 1 The synthesis route principle schematic diagram of the carboxylic acid intermediate and the anthraquinone type disperse dye provided for the embodiment 1 and 2 of the present application is shown in the figure. Figure 2 The Fourier infrared spectrum of the dye intermediate provided for the embodiment 1 of the present application is shown in the figure. Figure 3 、 4 , 5, 6 and 7 are process parameter diagrams of each step of the dye intermediate preparation method using CO2 as raw material in the embodiment of the present application. Figure 8 The Fourier infrared spectrum of the anthraquinone type disperse dye provided for the embodiment 2 of the present application is shown in the figure. Figure 9 、 10 And 11 are process parameter diagrams of each step of the preparation method of the anthraquinone type disperse dye provided for the embodiment 2 of the present application. DETAILED DESCRIPTION

[0018] The technical solutions of the present application will be further described below in combination with the drawings and embodiments, so that those skilled in the art can better understand the present application and implement it. Obviously, the described embodiments are only a part of the embodiments of the present application, not all the embodiments. It should be understood that the specific embodiments are only used to explain the present application, but the embodiments are not limited to the present application.

[0019] In the present application, unless otherwise specified, the technical and scientific terms used in the present application are the same as the meanings commonly understood by the persons skilled in the art belonging to the technical field of the present application.

[0020] In the present application, unless otherwise specified, the term "and / or" used in the present application includes any and all combinations of one or more related listed items.

[0021] In the present application, unless otherwise specified, the experimental methods used in the embodiments of the present application are conventional methods, and the materials, reagents, etc. used, if not specifically stated, can be obtained from commercial channels. Embodiment 1

[0022] Referring to the accompanying Figure 1 The synthesis route principle schematic diagram of the carboxylic acid dye intermediate and the anthraquinone type disperse dye using CO2 as raw material provided for the present embodiment and embodiment 2 is shown in the figure.

[0023] The preparation method of the carboxylic acid dye intermediate provided in this embodiment specifically comprises the following steps: (1) Dissolve 1 mmol of 2,4-dimethylbenzophenone in DMSO solution. Add the mixture to a 500 mL three-necked flask and heat in a water bath at 30°C to 80°C to ensure constant temperature. Irradiate with UV light (365 nm) for 30 to 150 minutes while continuously introducing CO2 gas. During the reaction, monitor the reaction using thin-layer chromatography (TLC) to observe whether spots other than substrate appear or disappear to determine whether the reaction is complete.

[0024] (2) After the reaction is completed, the reaction liquid is extracted and purified. The specific operation of extraction and purification is as follows: first, 100 mL of deionized water is added to the reaction liquid, and then ether is added to extract three times, and then washed three times with deionized water; secondly, 25 mL of NaOH solution (concentration of 0.075 mol / L) is added to the extract, and extracted three times with ether to obtain a composite water layer; then 1 mL of HCl solution is added to the composite water layer, and then extracted three times with ether; finally, washed three times with saturated salt water to complete the extraction operation. The obtained solution is spin-dried to obtain a dye intermediate with CO2 as the raw material, whose structural formula is as follows: .

[0025] See attached Figure 2 , which is the Fourier transform infrared spectrum of (A) 2,4-dimethylbenzophenone and (B) dye intermediate provided in this embodiment. Figure 2 As shown, (A) 3131.87 cm in 2,4-dimethylbenzophenone -1 The stretching vibration absorption peak corresponding to bound water is at 1444.90 cm -1 、1388.01 cm -1 、1348.01 cm -1 The absorption peak corresponding to the vibration of the benzene ring skeleton is 2802.54 cm -1 is the antisymmetric stretching vibration absorption peak of the methyl group on the benzene ring; 2715.28 cm -1 The absorption peak corresponding to the symmetrical stretching vibration of methyl group is 1624.25 cm -1 This is the stretching vibration absorption peak of the carbonyl group (C=O) on the benzene ring. (B) 3112.55 cm in the carboxylic acid intermediate -1 The stretching vibration absorption peak of the OH bond on the carboxyl group is 3500 cm-1 only in gas or dilute solution and non-polar solvent. -1a wide and strong absorption peak appears at 3200-2500 cm -1 a wide and scattered absorption peak appears at 3059.99 cm -1 a stretching vibration absorption peak of water appears at 1443.95 cm -1 a stretching vibration absorption peak of water appears at 1382.23 cm -1 a stretching vibration absorption peak of water appears at 1281.47 cm -1 a stretching vibration absorption peak of water appears at 2708.53 cm -1 a stretching vibration absorption peak of water appears at 2359.96 cm -1 a stretching vibration absorption peak of water appears at 1708.14 cm -1 a stretching vibration absorption peak of water appears at 1656.55 cm -1 a stretching vibration absorption peak of water appears at 1540.62 cm

[0026] Referring to Figs. 1 to 7, respectively, the test results of the process parameter ranges suitable for respective steps in the preparation of the dye intermediate according to the technical solution of the present embodiment are shown. Figure 3 、 4

[0027] The dye intermediate provided by the present embodiment can be prepared according to the process parameter ranges shown in Figs. 1 to 7, respectively. Figure 3 、 4

[0028] As can be seen from Fig. 1, the reaction solvent includes one or a mixture of N,N-dimethylformamide and dimethyl sulfoxide in any proportion; Figure 3 As can be seen from Fig. 2, the amount of the reaction solvent can be 50 mL to 100 mL; Figure 4 As can be seen from Fig. 3, the reaction light irradiation time and the reaction time are 30 to 150 min; Figure 5 As can be seen from Fig. 4, the reaction temperature is 30°C to 80°C; Figure 6 As can be seen from Fig. 5, the reaction light irradiation intensity is 60 W to 100 W. Figure 7 Example 2 The present embodiment provides a preparation method of an anthraquinone type disperse dye. The schematic diagram of the principle of the synthesis route is shown in Fig. 1. Specifically, the method comprises the following steps:

[0029] Figure 1 ​​​​(1) Take 0.9 mmol (0.14 g) of the carboxylic acid intermediate prepared in Example 1 and dissolve in 50 mL of solvent, add to a 100 mL three-necked flask, keep constant temperature at 30-110°C in an oil bath, continuously stir, after stirring uniformly, add NMI, 2-aminoanthraquinone and TCFH in sequence, during the reaction, use thin layer chromatography (TLC) to track the synthesis reaction.

[0030] (2) After the reaction is completed, extract and purify the reaction liquid, add the reaction liquid to a 500 mL separatory funnel, add a small amount of deionized water, then add dichloromethane to extract multiple times until most of the solute is dissolved in dichloromethane, finally wash with a large amount of deionized water to complete the extraction operation.

[0031] (3) To ensure the purity of the product, the extracted reaction liquid is separated and purified by column chromatography. The specific operation is as follows: first add a small amount of silica gel powder to the product obtained after extraction to prepare a powdered sample, dissolve the sample to be separated in a small amount of petroleum ether, slowly add the sample with a dropper to avoid directly impacting the surface of the silica gel powder, determine the eluent ratio by thin layer chromatography (TLC), elute the sample with a ratio of dichloromethane to ethyl acetate of 10:1, collect the eluent, spin dry and dry thoroughly to obtain an anthraquinone type disperse dye, whose structural formula is as follows: .

[0032] See the attached Figure 8 Fourier infrared spectra of 2-aminoanthraquinone and anthraquinone type disperse dye provided for this example. As shown in Figure 8 , (A) is the infrared spectrum of 2-aminoanthraquinone, and (B) is the infrared spectrum of Disperse Red SCFM-ANCY dye, it can be seen from Figure 8 that the triplet peaks at 3435.56 cm -1 , 3335.77 cm -1 , 3209.45 cm -1 in (A) are the stretching vibration peaks of N-H on the primary amino group, while the stretching vibration peak of N-H bond on the amide bond in Disperse Red SCFM-ANCY dye (B) is at 3259.59 cm -1 , which is shifted to low wavenumber due to hydrogen bonding. The peaks at 1674.87 cm -1 , 1620.88 cm -1 , 1590.99 cm -1 in (A) and 1673.91 cm -1 , 1582.79 cm -1 , 1566.40 cm -1 in (B) are the benzene ring skeleton vibration absorption peaks; in addition, the dye (B) is at 2906.68 cm -1and 1640.64 cm -1 -1 respectively are the stretching vibration peaks of C-H bond on methyl and methylene, while the corresponding peak of methylene is not found in the spectrum of (A) 2-aminoanthraquinone, which indicates that 2-aminoanthraquinone has been connected with the carboxylic acid intermediate molecule; dye (B) has a strong absorption peak at 1640.64 cm -1 -1 which is the stretching vibration absorption peak of C=0 bond in amide bond, while it is not found in the spectrum of (A) corresponding to 2-aminoanthraquinone. Dye (B) has strong absorption peaks at 1429.96 cm -1 and 1375.00 cm -1 -1 which are the bending vibration peaks of N-H, while the absorption peak of 2-aminoanthraquinone (A) at 1409.01 cm -1 -1 is weak and not easy to observe. Dye (B) has a strong absorption peak at 1090.55 cm -1 -1 which is the C-N bond, while the peak shape at 1178.29 cm -1 -1 in the spectrum of (A) is weak. In summary, it can be seen from the FT-IR spectrum that the carboxylic acid intermediate has undergone condensation reaction with 2-aminoanthraquinone to form amide bond, and anthraquinone type disperse dye is obtained.

[0033] The anthraquinone type disperse dye preparation method provided in the embodiment is tested according to the process parameter ranges of each step shown in Figure 9 , 10 and 11 respectively. Figure 9 It is shown that the reaction temperature can be 30°C to 110°C; it can be seen from Figure 10 that the molar ratio of the reactants can be selected in the range of n (2-aminoanthraquinone): n (NMI): n (TCFH) = 1:5-25:2.5-12.5; Figure 11 It is shown that the reaction time is 30 min to 70 min.

[0034] Obviously, the above embodiments are only examples for clear illustration, and are not a limitation on the embodiments. Other different forms of changes or variations can be made on the basis of the above description for those of ordinary skill in the art. All the embodiments do not need to be exhausted here, and the obvious changes or variations derived therefrom are still within the protection scope of the present application.

Claims

1. A dye intermediate using CO2 as raw material, characterized in that: The structural formula of the dye intermediate is shown in formula (I): （Ⅰ）； Wherein, X=H, OCH3 or CF3; Y=CH3, CH2Ph ​​or Ph.

2. The method for preparing a dye intermediate using CO2 as a raw material according to claim 1, characterized in that The following steps are involved: (1) 1-3 mmol of a compound of formula (II) is dissolved in a solvent, and CO2 gas is continuously introduced into the solution at a temperature of 30°C to 80°C, a wavelength of 365 nm, and an illumination intensity of 60 W to 100 W to carry out the reaction; （Ⅱ）； Wherein, X=H, OCH3 or CF3; Y=CH3, CH2Ph ​​or Ph; (2) After the reaction is completed, the reaction solution obtained in step (1) is subjected to extraction and purification treatment: 5 to 10 times of deionized water is added to the reaction solution, and then ether is added for extraction; a solution containing OH is added to the extract. - The solution was then extracted with ether; H + The solution was then extracted with ether; After washing with saturated brine, a dye intermediate using CO2 as raw material is obtained.

3. The method for preparing a dye intermediate using CO2 as raw material according to claim 2, wherein: The solvent in step (1) is one of N,N-dimethylformamide, dimethyl sulfoxide, or any combination thereof.

4. The method for preparing a dye intermediate using CO2 as a raw material according to claim 2, wherein: The reaction time in step (1) is 30 to 150 min.

5. The method for preparing a dye intermediate using CO2 as a raw material according to claim 2, wherein: The OH-containing - The solution is selected from NaOH, KOH; containing H + The solution is HCl.

6. An anthraquinone disperse dye, characterized in that Its structural formula is shown in formula (III): （Ⅲ）； Wherein, X=H, OCH3 or CF3; Y=CH3, CH2Ph ​​or Ph.

7. The method for preparing anthraquinone disperse dyes according to claim 6, characterized in that The following steps are involved: (1) The dye intermediate with CO2 as a raw material as claimed in claim 1 is dissolved in a solvent, and N-methylimidazole, 2-aminoanthraquinone and N,N,N',N'-tetramethylchloroformamidine hexafluorophosphate are added in sequence under a constant temperature condition of 30°C to 110°C for reaction, wherein the molar ratio of these is n(2-aminoanthraquinone):n(N-methylimidazole):n(N,N,N',N'-tetramethylchloroformamidine hexafluorophosphate)=1:5-25:2.5-12.5; (2) After the reaction is completed, the reaction solution obtained in step (1) is extracted and purified: 5 to 10 times of deionized water is added to the reaction solution, and then dichloromethane is added for extraction, and the extracted reaction solution is obtained after washing with deionized water; (3) The reaction solution obtained in step (2) is separated and purified by column chromatography, and then the sample is eluted by mixing dichloromethane and ethyl acetate in a volume ratio of 8 to 12:

1. After drying, the anthraquinone disperse dye according to claim 6 is obtained.

8. The method for preparing anthraquinone type disperse dyes according to claim 7, wherein: The solvent described in step (1) is N,N-dimethylformamide.

9. The method for preparing anthraquinone type disperse dyes according to claim 7, wherein: The reaction time is 30 minutes to 70 minutes.

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