Antistatic agent for polyester spinning oil

Abstract

The invention belongs to the technical field of antistatic agents, and particularly relates to an antistatic agent for polyester spinning oil. The antistatic agent comprises the following components in parts by weight: 30-40 parts of an antistatic surfactant; 3-5 parts of a functionalized carbon nanotube; 40 to 50 parts of a solvent; wherein the antistatic surfactant and the functionalized carbon nanotubes can improve the antistatic performance of the antistatic agent through the synergistic effect of multiple groups, and the antistatic agent has high compatibility with a silicone oil system and is suitable for polyester spinning oil, so that an excellent antistatic effect is achieved.

Description

Technical Field

[0001] This invention belongs to the field of antistatic agent technology, specifically relating to an antistatic agent for polyester spinning oil. Background Technology

[0002] Polyester (polyester fiber) is made from polyethylene terephthalate (PET) through melt spinning. Its molecular structure lacks polar groups, which typically leads to the following problems: Polyester fibers have a high surface friction coefficient, making them prone to wear, breakage, and even coking on equipment surfaces when in contact with metal guides, heated rollers, etc.; Polyester fibers have poor electrical conductivity, generating static electricity during spinning, causing fiber fuzzing, entanglement, and even fire hazards; Polyester fibers have weak cohesion, making them prone to loosening and breakage, affecting the continuity of subsequent processing (such as drawing and crimping). To avoid these problems, polyester spinning oil is used during the spinning process. By adjusting fiber friction characteristics, eliminating static electricity accumulation, and enhancing fiber affinity, it ensures stable processing in spinning and drawing processes, thereby obtaining high-quality polyester fibers.

[0003] Polyester spinning oils are typically formulated with a blend of various monomers. The main components include smoothing agents (mineral oils, natural lipids, synthetic esters, polyethers), emulsifiers (fatty alcohol polyoxyethylene ethers, polyethylene glycol fatty acid esters), wetting agents (fatty alcohol polyoxyethylene ethers), bridging agents (castor oil polyoxyethylene ethers), and antistatic agents (anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants). Antistatic agents primarily prevent or reduce static electricity generation by altering the electrical conductivity of the material, thus preventing static buildup. Antistatic agents not only need to possess excellent antistatic properties but also good compatibility with other components of the oil to ensure the polyester spinning oil exhibits superior performance.

[0004] Chinese patent application CN202411901397.1 discloses an antistatic agent and a fiber spinning oil composition. The method involves reacting sodium dihydrogen phosphate with epichlorohydrin to prepare sodium 2-hydroxy-3-chloropropyl phosphate, which is then reacted with an epoxy alkane to prepare sodium 3-chloropropyl phosphate with an epoxy substituted 2-position. An ethanol solution of a fatty amide alkyl dimethyl tertiary amine is prepared by reacting an alkyl acyl chloride with N,N′-dimethylalkyl diamine, which is then reacted with sodium 3-chloropropyl phosphate with an epoxy substituted 2-position to prepare the antistatic agent. The resulting alkyl phosphate antistatic agent contains two N-containing groups and one carbonyl group, which can reduce the number of filaments, volume resistivity, and electrostatic half-life, but its antistatic effect still does not meet the requirements for high antistatic performance. Therefore, it is necessary to develop an antistatic agent with high compatibility with spinning oil and high antistatic performance. Summary of the Invention

[0005] The purpose of this invention is to address the shortcomings of existing technologies by providing an antistatic agent for polyester spinning oil, comprising an antistatic surfactant, functionalized carbon nanotubes, and a solvent. The antistatic surfactant and functionalized carbon nanotubes can enhance the antistatic properties of the antistatic agent through the synergistic effect of multiple functional groups. Furthermore, the antistatic agent has high compatibility with silicone oil systems and is suitable for polyester spinning oil, thereby achieving excellent antistatic effects.

[0006] The technical solution adopted by the present invention to achieve the above objectives is as follows: An antistatic agent for polyester spinning oil, the antistatic agent comprising the following components by weight: 30-40 parts of antistatic surfactant; 3-5 parts of functionalized carbon nanotubes; and 40-50 parts of solvent.

[0007] Furthermore, the solvent is ethylene glycol or propylene glycol.

[0008] In the technical solution of this invention, the preparation method of the antistatic surfactant is as follows: (1) Add sodium 3-aminobenzenesulfonate to chloroform, stir evenly, add glycidyl trimethylammonium chloride, heat to 40-50℃, stir for 3-4 hours to obtain sodium quaternary ammonium benzenesulfonate; (2) Add sodium benzenesulfonate, a quaternary ammonium salt, to acetonitrile and stir until homogeneous. Add phosphorus pentoxide, heat to 60-70℃, and stir for 5-6 hours. After the reaction is complete, use a saturated sodium hydroxide aqueous solution to adjust the pH to 8-9 and continue stirring for 0.5-1 hours to obtain the antistatic compound. (3) Add an antistatic compound to acetonitrile, stir until homogeneous, add 1-chlorododecane and triethylamine, heat to 50-60℃, stir for 5-6 hours to obtain an antistatic surfactant.

[0009] Further, the molar ratio of sodium 3-aminobenzenesulfonate and glycidyl trimethylammonium chloride in step (1) is 1:1.1-1.2.

[0010] Furthermore, the molar ratio of sodium benzenesulfonate and phosphorus pentoxide in step (2) is 1:1.2-1.3.

[0011] Furthermore, the molar ratio of the antistatic compound, 1-chlorododecane, and triethylamine in step (3) is 1:1.1-1.2:1.3-1.5.

[0012] In the technical solution of this invention, the preparation method of the functionalized carbon nanotubes is as follows: S1. Add carbon nanotubes to a 50-60 wt% ethanol solution and disperse them evenly. Add 3-chloropropyltrimethoxysilane and stir evenly. Adjust the pH of the solution to 5-6, heat to 40-50℃, and stir for 4-5 hours to obtain chloropropyl-carbon nanotubes. S2. Add chloropropyl-carbon nanotubes to ethanol and disperse them evenly. Add an antistatic compound and triethylamine, stir evenly, and then heat to 60-65℃ and stir for 5-6 hours to obtain functionalized carbon nanotubes.

[0013] Furthermore, the mass ratio of carbon nanotubes to 3-chloropropyltrimethoxysilane in step S1 is 1:0.06-0.08.

[0014] Furthermore, in step S2, the mass ratio of chloropropyl-carbon nanotubes, antistatic compound, and triethylamine is 1:0.1-0.2:0.03-0.05.

[0015] The present invention also provides a method for preparing an antistatic agent for polyester spinning oil, comprising the following steps: adding an antistatic surfactant and functionalized carbon nanotubes to a solvent according to the weight ratio, stirring evenly to obtain an antistatic agent for polyester spinning oil.

[0016] The present invention has the following beneficial effects: This invention first uses sodium 3-aminobenzenesulfonate as a raw material, reacting it sequentially with glycidyltrimethylammonium chloride and phosphorus pentoxide to prepare an antistatic compound containing sodium sulfonate groups, quaternary ammonium salt groups, and phosphate ester groups. Then, the antistatic compound is reacted with 1-chlorododecane to prepare an antistatic surfactant. The sodium sulfonate groups, quaternary ammonium salt groups, and phosphate ester groups in the antistatic surfactant obtained by this invention are all hydrophilic, capable of forming a conductive film on the material surface by adsorbing moisture from the environment, reducing the resistivity of the material surface, and allowing static charge to leak rapidly through ion migration, thus achieving an antistatic effect. Simultaneously, the cationic quaternary ammonium salt groups provide charge carriers for ionization, allowing for directional migration and conduction of charge under the action of an electric field, maintaining charge balance and preventing static accumulation. The hydrophobic long-chain alkyl groups and these hydrophilic groups in the antistatic surfactant structure endow it with good dispersing properties, enabling the antistatic surfactant and functionalized carbon nanotubes in the antistatic agent to be uniformly dispersed, which helps to improve the antistatic performance of the antistatic agent.

[0017] This invention also uses carbon nanotubes as raw materials, reacting them sequentially with 3-chloropropyltrimethoxysilane and an antistatic compound to prepare functionalized carbon nanotubes. The functionalized carbon nanotubes prepared by this invention have silicon-oxygen bonds, highly conductive carbon nanotubes, and antistatic compounds with various hydrophilic groups in their structure. The presence of silicon-oxygen bonds enhances the compatibility between the antistatic agent and the silicone oil system; the highly conductive carbon nanotubes greatly improve the conductivity of the antistatic agent, thereby effectively dissipating static electricity, reducing static accumulation, and helping to improve antistatic performance; the presence of antistatic compounds with various hydrophilic groups improves the compatibility between the functionalized carbon nanotubes and the antistatic surfactant, and the two can also work together to further improve the antistatic performance of the antistatic agent.

[0018] The antistatic agent for polyester spinning oil provided by this invention includes an antistatic surfactant, functionalized carbon nanotubes, and a solvent. The antistatic surfactant and functionalized carbon nanotubes can improve the antistatic properties of the antistatic agent through the synergistic effect of multiple groups. Furthermore, the antistatic agent has high compatibility with silicone oil systems and is suitable for polyester spinning oil, thereby achieving excellent antistatic effects. Detailed Implementation

[0019] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. The technical features designed in the different embodiments of the present invention described below can be combined with each other as long as they do not conflict with each other. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention.

[0020] In the technical solution of this invention, all chemical reagents used are commercially available, including: carbon nanotubes (CAS number 308068-56-6); sodium 3-aminobenzenesulfonate (CAS number 1126-34-7); glycidyl trimethylammonium chloride (CAS number 3033-77-0); phosphorus pentoxide (CAS number 1314-56-3); 1-chlorododecane (CAS number 112-52-7); sodium hydroxide (CAS number 1310-73-2); triethylamine (CAS number 121-44-8); ethylene glycol (CAS number 107-21-1); propylene glycol (CAS number 57-55-6); chloroform (CAS number 67-66-3); acetonitrile (CAS number 75-05-8); diethyl ether (CAS number 60-29-7); and ethanol (CAS number 64-17-5).

[0021] Example 1 This embodiment provides a method for preparing an antistatic surfactant, the synthetic route of which is as follows: (1) Add 20.0 g of sodium 3-aminobenzenesulfonate to 500 mL of chloroform, stir well, add 17.1 g of glycidyltrimethylammonium chloride, heat to 50 °C, stir and react for 3.5 h. After the reaction is complete, remove chloroform, remove impurities by passing through diethyl ether, filter, and dry the product to obtain 30.2 g of quaternary ammonium salt sodium benzenesulfonate; wherein the molar ratio of sodium 3-aminobenzenesulfonate to glycidyltrimethylammonium chloride is 1:1.1; quaternary ammonium salt sodium benzenesulfonate: ESI (m / z): 347.8 [M+H] + , 1 H-NMR (600MHz, DMSO-d6, δppm): 9.52 (s, 1H), 7.58-7.61 (m, 1H), 7.23-7.30 (m, 2H), 7.05 ( s, 1H), 5.02 (s, 1H), 3.50-3.53 (m, 1H), 3.25-3.30 (m, 2H), 2.46-2.51 (m, 2H), 2.27 (s, 9H); (2) Add 30.0 g of sodium benzenesulfonate, a quaternary ammonium salt, to 400 mL of acetonitrile, stir until homogeneous, add 14.7 g of phosphorus pentoxide, heat to 70 °C, and stir for 6 h. After the reaction is complete, adjust the pH to 8 using a saturated sodium hydroxide aqueous solution, continue stirring for 1 h, remove acetonitrile, remove impurities by passing through diethyl ether, filter, and dry the product to obtain 34.5 g of antistatic compound; wherein the molar ratio of sodium benzenesulfonate, quaternary ammonium salt, and phosphorus pentoxide is 1:1.2; antistatic compound: ESI (m / z): 471.7 [M+H] + , 1 H-NMR (600MHz, DMSO-d6, δppm): 9.53 (s, 1H), 7.58-7.60 (m, 1H), 7.22-7.28 (m, 2H), 7.05 (s, 1H), 4.17-4.20 (m, 1H), 3.55-3.60 (m, 2H), 3.30-2.34 (m, 2H), 3.30 (s, 9H); (3) Add 34.0 g of antistatic compound to 400 mL of acetonitrile, stir well, add 16.0 g of 1-chlorododecane and 9.5 g of triethylamine, heat to 60 °C, stir for 5 h. After the reaction is complete, remove acetonitrile, remove impurities by passing through diethyl ether, filter, and dry the product to obtain 39.8 g of antistatic surfactant; wherein the molar ratio of antistatic compound, 1-chlorododecane and triethylamine is 1:1.1:1.3; antistatic surfactant: ESI (m / z): 640.1 [M+H] + , 1H-NMR (600MHz, DMSO-d6, δppm): 7.52-7.55 (m, 1H), 7.23-7.28 (m, 2H), 7.11 (s, 1H), 4.15-4.18 (m, 1H), 3.67 -3.71 (m, 2H), 3.40-2.46 (m, 4H), 3.28 (s, 9H); 1.51-1.57 (m, 2H), 1.24-1.30 (m, 18H), 0.88 (t, J=7.1Hz, 3H).

[0022] Example 2 This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components by weight: 40 parts of antistatic surfactant; 5 parts of functionalized carbon nanotubes; and 50 parts of solvent, wherein the solvent is ethylene glycol.

[0023] The preparation method of functionalized carbon nanotubes is as follows: S1. Carbon nanotubes were added to a 60 wt% ethanol solution and dispersed evenly. 3-Chloropropyltrimethoxysilane was added and stirred evenly. The pH of the solution was adjusted to 6, the temperature was raised to 45℃, and the reaction was stirred for 5 hours. After the reaction was completed, the solution was filtered, and the product was repeatedly washed with ethanol and dried to obtain chloropropyl-carbon nanotubes. The mass ratio of carbon nanotubes to 3-chloropropyltrimethoxysilane was 1:0.08. The amount of 60 wt% ethanol solution used was 10 times the mass of carbon nanotubes. S2. Add chloropropyl-carbon nanotubes to ethanol and disperse evenly. Add antistatic compound and triethylamine, stir evenly, heat to 65℃, and stir for 6 hours. After the reaction is complete, filter, wash the product repeatedly with ethanol, and dry to obtain functionalized carbon nanotubes. The mass ratio of chloropropyl-carbon nanotubes, antistatic compound and triethylamine is 1:0.2:0.05. The amount of ethanol used is 10 times the mass of chloropropyl-carbon nanotubes.

[0024] Example 3 This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components by weight: 30 parts of antistatic surfactant; 4 parts of functionalized carbon nanotubes; and 40 parts of solvent; wherein the solvent is propylene glycol.

[0025] The preparation method of functionalized carbon nanotubes is as follows: S1. Carbon nanotubes were added to a 50 wt% ethanol solution and dispersed evenly. 3-Chloropropyltrimethoxysilane was added and stirred evenly. The pH of the solution was adjusted to 5, the temperature was raised to 50℃, and the reaction was stirred for 4 hours. After the reaction was completed, the solution was filtered, and the product was repeatedly washed with ethanol and dried to obtain chloropropyl-carbon nanotubes. The mass ratio of carbon nanotubes to 3-chloropropyltrimethoxysilane was 1:0.06. The amount of 50 wt% ethanol solution used was 10 times the mass of carbon nanotubes. S2. Add chloropropyl-carbon nanotubes to ethanol and disperse evenly. Add antistatic compound and triethylamine, stir evenly, heat to 60℃, and stir for 5 hours. After the reaction is complete, filter, wash the product repeatedly with ethanol, and dry to obtain functionalized carbon nanotubes. The mass ratio of chloropropyl-carbon nanotubes, antistatic compound and triethylamine is 1:0.1:0.03. The amount of ethanol used is 10 times the mass of chloropropyl-carbon nanotubes.

[0026] Example 4 This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components by weight: 35 parts of antistatic surfactant; 3 parts of functionalized carbon nanotubes; and 45 parts of solvent, wherein the solvent is ethylene glycol.

[0027] The preparation method of functionalized carbon nanotubes is as follows: S1. Carbon nanotubes were added to a 55 wt% ethanol solution and dispersed evenly. 3-Chloropropyltrimethoxysilane was added and stirred evenly. The pH of the solution was adjusted to 5.5, the temperature was raised to 40℃, and the reaction was stirred for 4.5 h. After the reaction was completed, the solution was filtered, and the product was repeatedly washed with ethanol and dried to obtain chloropropyl-carbon nanotubes. The mass ratio of carbon nanotubes to 3-chloropropyltrimethoxysilane was 1:0.07. The amount of 55 wt% ethanol solution used was 10 times the mass of carbon nanotubes. S2. Add chloropropyl-carbon nanotubes to ethanol and disperse evenly. Add antistatic compound and triethylamine, stir evenly, heat to 64℃, and stir for 5.5 h. After the reaction is complete, filter, wash the product repeatedly with ethanol, and dry to obtain functionalized carbon nanotubes. The mass ratio of chloropropyl-carbon nanotubes, antistatic compound and triethylamine is 1:0.15:0.04. The amount of ethanol used is 10 times the mass of chloropropyl-carbon nanotubes.

[0028] Example 5 This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components by weight: 40 parts of antistatic surfactant; 4 parts of functionalized carbon nanotubes; and 45 parts of solvent; wherein the solvent is propylene glycol.

[0029] The preparation method of functionalized carbon nanotubes is as follows: S1. Carbon nanotubes were added to a 50 wt% ethanol solution and dispersed evenly. 3-Chloropropyltrimethoxysilane was added and stirred evenly. The pH of the solution was adjusted to 6, the temperature was raised to 50℃, and the reaction was stirred for 4 hours. After the reaction was completed, the solution was filtered, and the product was repeatedly washed with ethanol and dried to obtain chloropropyl-carbon nanotubes. The mass ratio of carbon nanotubes to 3-chloropropyltrimethoxysilane was 1:0.07. The amount of 50 wt% ethanol solution used was 10 times the mass of carbon nanotubes. S2. Add chloropropyl-carbon nanotubes to ethanol and disperse evenly. Add antistatic compound and triethylamine, stir evenly, heat to 60℃, and stir for 6 hours. After the reaction is complete, filter, wash the product repeatedly with ethanol, and dry to obtain functionalized carbon nanotubes. The mass ratio of chloropropyl-carbon nanotubes, antistatic compound and triethylamine is 1:0.1:0.05. The amount of ethanol used is 10 times the mass of chloropropyl-carbon nanotubes.

[0030] Comparative Example 1 The antistatic agent components in this comparative example are different from those in Example 2.

[0031] This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components in parts by weight: 40 parts of fatty alcohol ether phosphate MOA-9P; 5 parts of functionalized carbon nanotubes; and 50 parts of solvent, wherein the solvent is ethylene glycol.

[0032] The preparation method of functionalized carbon nanotubes is the same as in Example 2.

[0033] Comparative Example 2 The antistatic agent components in this comparative example are different from those in Example 2.

[0034] This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components by weight: 40 parts sodium dodecylbenzenesulfonate; 5 parts functionalized carbon nanotubes; and 50 parts solvent, wherein the solvent is ethylene glycol.

[0035] The preparation method of functionalized carbon nanotubes is the same as in Example 2.

[0036] Comparative Example 3 The antistatic agent components in this comparative example are different from those in Example 2.

[0037] This embodiment provides an antistatic agent for polyester spinning oil, comprising the following components by weight: 40 parts of antistatic surfactant; 5 parts of carbon nanotubes; and 50 parts of solvent, wherein the solvent is ethylene glycol.

[0038] Test case The polyester spinning oil comprises the following components by weight: 55 parts glyceryl trioleate; 15 parts propylene glycol random polyoxyethylene polyoxypropylene ether 1500; 20 parts polyethylene glycol 600 dioleate; 5 parts dimethyl silicone oil; 1 part laurate polyoxyethylene ether; 1 part antistatic agent; 0.5 parts antioxidant; and 2.5 parts deionized water. The antistatic agent was prepared according to Examples 2 to 5 and Comparative Examples 1 to 3. The antistatic agent and methyl silicone oil (viscosity 10 centipoise) were mixed uniformly at a mass ratio of 1:19, and the conductivity was tested. The above polyester spinning oil was used in polyester spinning experiments, using polyethylene terephthalate chips, a winding speed of 3300 m / min, a draw ratio of 5.7, a fineness specification of 1000D / 192f, a setting temperature of 230℃, and a yarn oil content of 0.5%. The online lint detection system Fraytec was used. Mv was used to detect the number of filaments in a full roll of long yarn (100,000 meters). After the yarn was equilibrated at 25℃ and 60% relative humidity for 24 hours, the resistivity was measured using a YG321 fiber resistivity meter. The electrostatic voltage half-life of polyester fabric was tested according to GB / T 12703.1-2010 "Evaluation of Electrostatic Properties of Textiles - Static Voltage Half-Life". A 4g / L antistatic agent was used for treatment, followed by two dips and two nips at room temperature, with a nip rate controlled at 80%. The oven temperature was 160℃, and the treatment time was 100s. The test results are shown in Table 1 below.

[0039] Table 1 As shown in Table 1, the antistatic agents of Examples 2 to 5 of this invention, when mixed with methyl silicone oil, exhibit significantly higher conductivity than Comparative Example 3. This indicates that the antistatic agents prepared in this invention have high compatibility with the silicone oil system, which helps to improve conductivity. When used in polyester spinning oil, the antistatic agents of Examples 2 to 5 of this invention do not produce fuzz, have low resistivity, and exhibit a short half-life when used to finish polyester fabrics, indicating rapid static dissipation in polyester fabrics. This demonstrates that the antistatic agents prepared in this invention have excellent antistatic effects. Compared with Comparative Examples 1 to 3, the antistatic agent of Example 2 contains antistatic surfactants and functionalized carbon nanotubes. The sodium sulfonate groups, quaternary ammonium salt groups, and phosphate ester groups in the structures of both are hydrophilic and can adsorb moisture from the environment to form on the material surface. Conductive thin films reduce the resistivity of material surfaces, allowing static charges to dissipate rapidly through ion migration, thus achieving an antistatic effect. Simultaneously, cationic quaternary ammonium salt groups provide charge carriers for ionization, enabling directional charge migration under an electric field to maintain charge balance and prevent static accumulation. The hydrophobic long-chain alkyl groups and their hydrophilic groups in the antistatic surfactant structure provide excellent dispersibility, ensuring uniform dispersion of the antistatic surfactant and functionalized carbon nanotubes, thus improving the antistatic performance. The silicon-oxygen bonds in the functionalized carbon nanotube structure enhance the compatibility between the antistatic agent and the silicone oil system. The highly conductive carbon nanotubes significantly improve the conductivity of the antistatic agent, effectively dissipating static electricity, reducing static accumulation, and further enhancing antistatic performance.

[0040] It should be noted that, in this document, terms such as “comprising,” “including,” or any other variations thereof are intended to cover non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements includes not only those elements but also other elements not expressly listed, or elements inherent to such process, method, article, or apparatus.

[0041] Although embodiments of the invention have been shown and described, it will be understood by those skilled in the art that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the invention, the scope of which is defined by the appended claims and their equivalents.

Claims

1. An antistatic agent for polyester spinning oil, characterized in that, The antistatic agent comprises the following components by weight: 30-40 parts of antistatic surfactant; 3-5 parts of functionalized carbon nanotubes; and 40-50 parts of solvent. The method for preparing the antistatic surfactant is as follows: (1) Add sodium 3-aminobenzenesulfonate to chloroform, stir evenly, add glycidyl trimethylammonium chloride, heat to 40-50℃, stir for 3-4 hours to obtain sodium quaternary ammonium salt benzenesulfonate; (2) Add sodium benzenesulfonate, a quaternary ammonium salt, to acetonitrile and stir until homogeneous. Add phosphorus pentoxide, heat to 60-70℃, and stir for 5-6 hours. After the reaction is complete, use a saturated sodium hydroxide aqueous solution to adjust the pH to 8-9 and continue stirring for 0.5-1 hours to obtain the antistatic compound. (3) Add an antistatic compound to acetonitrile, stir until homogeneous, add 1-chlorododecane and triethylamine, heat to 50-60℃, stir for 5-6 hours to obtain an antistatic surfactant.

2. The antistatic agent for polyester spinning oil according to claim 1, characterized in that, The preparation method of the functionalized carbon nanotubes is as follows: S1. Add carbon nanotubes to a 50-60 wt% ethanol solution and disperse them evenly. Add 3-chloropropyltrimethoxysilane and stir evenly. Adjust the pH of the solution to 5-6, heat to 40-50℃, and stir for 4-5 hours to obtain chloropropyl-carbon nanotubes. S2. Add chloropropyl-carbon nanotubes to ethanol and disperse them evenly. Add an antistatic compound and triethylamine, stir evenly, and then heat to 60-65℃ and stir for 5-6 hours to obtain functionalized carbon nanotubes.

3. The antistatic agent for polyester spinning oil according to claim 2, characterized in that, The mass ratio of carbon nanotubes to 3-chloropropyltrimethoxysilane in step S1 is 1:0.06-0.

08.

4. The antistatic agent for polyester spinning oil according to claim 2, characterized in that, In step S2, the mass ratio of chloropropyl-carbon nanotubes, antistatic compound, and triethylamine is 1:0.1-0.2:0.03-0.

05.

5. The antistatic agent for polyester spinning oil according to claim 1, characterized in that, The molar ratio of sodium 3-aminobenzenesulfonate and glycidyl trimethylammonium chloride in step (1) is 1:1.1-1.

2.

6. The antistatic agent for polyester spinning oil according to claim 1, characterized in that, The molar ratio of sodium benzenesulfonate and phosphorus pentoxide in step (2) is 1:1.2-1.

3.

7. The antistatic agent for polyester spinning oil according to claim 1, characterized in that, The molar ratio of the antistatic compound, 1-chlorododecane, and triethylamine in step (3) is 1:1.1-1.2:1.3-1.

5.

8. The antistatic agent for polyester spinning oil according to claim 1, characterized in that, The solvent is ethylene glycol or propylene glycol.

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