Fatty alcohol polyoxyethylene ether carboxylate and preparation method thereof
By reasonable material ratios and precise control of reaction conditions, fatty alcohol polyoxyethylene ether carboxylates with fewer impurities are prepared, solving the problems of high production costs and unstable product performance caused by impurities in the existing technology, and realizing an efficient and low-cost production process.
Patent Information
- Application Number
- CN202510700263.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-05-28
- Publication Date
- 2025-09-09
AI Technical Summary
During the production process of existing fatty alcohol polyoxyethylene ether carboxylates, due to imprecise reaction conditions and unreasonable material ratios, a large amount of impurities are present in the system after the reaction. Additional water washing or acid washing treatment is required, which increases production costs and may affect product performance.
By rationally proportioning materials and precisely controlling reaction conditions, using a molar ratio of AOE-9, sodium hydroxide, and sodium chloroacetate of 1-2:0.5-1.5:1-2, combined with nitrogen protection, precise temperature control, and a rational feeding method, fatty alcohol polyoxyethylene ether carboxylates with fewer impurities were prepared, avoiding water washing and acid washing steps.
The product has light color and few impurities, simplifies the production process, reduces production cost and time cost, avoids the problems caused by water washing and acid washing, and improves product performance and production efficiency.
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Abstract
Description
Technical Field
[0001] The present invention relates to the technical field of surfactant preparation, in particular to a fatty alcohol polyoxyethylene ether carboxylate and a preparation method thereof. Background Art
[0002] As a surfactant with unique properties, fatty alcohol polyoxyethylene ether carboxylates play a vital role in modern industry and daily life. In the industrial field, they are widely used in textile printing and dyeing, leather processing, oil extraction, metal processing and other industries. For example, in textile printing and dyeing, they can effectively reduce surface tension, allowing better dispersion and penetration of dyes, improving dyeing uniformity and color brightness. In oil extraction, they can be used in oil displacement processes to increase crude oil recovery. In daily necessities, they are commonly found in various detergents, cosmetics and other products. In detergent formulas, they can enhance detergency and have good foaming properties, giving users a comfortable user experience. In cosmetics, they help adjust the texture and stability of the product, allowing skin care products to be better absorbed by the skin and makeup products to be applied more smoothly.
[0003] During the production process of existing fatty alcohol polyoxyethylene ether carboxylates, due to imprecise reaction conditions and unreasonable material ratios, a large number of impurities, such as unreacted raw materials, salt impurities, and metal impurities that may come from equipment, remain in the system after the reaction. These impurities need to be removed through additional steps such as water washing or acid washing to improve product quality. However, these washing or acid washing processes not only increase production costs but may also affect product performance to a certain extent. Therefore, a fatty alcohol polyoxyethylene ether carboxylate and a preparation method thereof are proposed to address the above-mentioned problems. Summary of the Invention
[0004] (1) Purpose of the invention In order to solve the technical problems existing in the background technology, the present invention proposes a fatty alcohol polyoxyethylene ether carboxylate and a preparation method thereof. Through reasonable material ratio and precise control of reaction conditions, the product has a light color, does not require acid washing and water washing during the production process, and has the advantages of less impurities.
[0005] (2) Technical solution The present invention provides a fatty alcohol polyoxyethylene ether carboxylate, comprising the following raw materials: AOE-9, a saturated sodium hydroxide solution and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide and sodium chloroacetate is 1-2:0.5-1.5:1-2.
[0006] Preferably, the sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
[0007] Another technical problem to be solved by the present invention is to provide a method for preparing fatty alcohol polyoxyethylene ether carboxylate, comprising the following steps: 1) Place AOE-9 in a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
[0008] Preferably, the partial saturated sodium hydroxide solution in step 2) accounts for 2% of the total saturated sodium hydroxide solution.
[0009] Preferably, the remaining saturated sodium hydroxide solution in step 4) is added in 12 times, each time with an interval of 10 minutes, and the total time is 2 hours.
[0010] Compared with the prior art, the above technical solution of the present invention has the following beneficial technical effects: The fatty alcohol polyoxyethylene ether carboxylate and preparation method thereof have a high self-cleaning property through reasonable material ratio and precise reaction condition control. The steps from raw material input to product generation are closely connected and fully reacted, and fewer impurities are generated. During the reaction process, nitrogen protection, precise temperature control and a reasonable feeding method are used to make the product structure relatively simple and stable, making it less likely to produce quality problems caused by impurities or unstable structure during the reaction process. Fewer impurities are generated, resulting in a lighter color of the prepared fatty alcohol polyoxyethylene ether carboxylate, avoiding the problem of darker color of the fatty alcohol polyoxyethylene ether carboxylate due to more impurities. At the same time, the fewer impurities generated also mean that the fatty alcohol polyoxyethylene ether carboxylate does not need to be washed with water or acid-washed during the preparation process, greatly simplifying the production process of the fatty alcohol polyoxyethylene ether carboxylate, reducing equipment investment and operation links in the production process, lowering labor costs and time costs in the production process, and avoiding a series of problems that may be caused by the washing and acid-washing processes, such as wastewater discharge and equipment corrosion. DETAILED DESCRIPTION
[0011] In the description of the invention, it should be noted that, unless otherwise expressly specified or limited, the terms "installed," "provided with," "connected," etc., should be understood in a broad sense. For example, "connected" may refer to a fixed connection, such as welding, riveting, or bonding, or a detachable connection, such as threaded connection, key connection, or pin connection, or an integral connection; it may refer to a mechanical connection or an electrical connection; it may refer to a direct connection or an indirect connection through an intermediate medium, or it may refer to internal communication between two components. Those skilled in the art will understand the specific meanings of the above terms in the present invention based on the specific circumstances.
[0012] The present invention provides a fatty alcohol polyoxyethylene ether carboxylate and a preparation method thereof, and provides the following technical solutions.
[0013] Example 1: A fatty alcohol polyoxyethylene ether carboxylate, comprising the following raw materials: AOE-9, a saturated sodium hydroxide solution, and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide, and sodium chloroacetate is 1:0.5:1.
[0014] Among them, take 100 mol of AOE-9, 50 mol of sodium hydroxide and 100 mol of sodium chloroacetate.
[0015] It should be noted that 50 mol of sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
[0016] A method for preparing fatty alcohol polyoxyethylene ether carboxylate comprises the following steps: 1) Place 100 mol of AOE-9 into a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding 100 mol of sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
[0017] Wherein, the partial saturated sodium hydroxide solution in step 2) accounts for 2% of the total saturated sodium hydroxide solution.
[0018] In addition, the remaining saturated sodium hydroxide solution in step 4) was added in 12 portions, each with an interval of 10 minutes, and the total time was 2 hours.
[0019] Example 2: A fatty alcohol polyoxyethylene ether carboxylate, comprising the following raw materials: AOE-9, a saturated sodium hydroxide solution, and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide, and sodium chloroacetate is 1:1.5:2.
[0020] Among them, take 100 mol of AOE-9, 150 mol of sodium hydroxide and 200 mol of sodium chloroacetate.
[0021] It should be noted that 150 mol of sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
[0022] A method for preparing fatty alcohol polyoxyethylene ether carboxylate comprises the following steps: 1) Place 100 mol of AOE-9 into a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding 200 mol of sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
[0023] Wherein, the partial saturated sodium hydroxide solution in step 2) accounts for 2% of the total saturated sodium hydroxide solution.
[0024] In addition, the remaining saturated sodium hydroxide solution in step 4) was added in 12 portions, each with an interval of 10 minutes, and the total time was 2 hours.
[0025] Example 3: A fatty alcohol polyoxyethylene ether carboxylate, comprising the following raw materials: AOE-9, a saturated sodium hydroxide solution, and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide, and sodium chloroacetate is 2:0.5:2.
[0026] Among them, take 200 mol of AOE-9, 50 mol of sodium hydroxide and 200 mol of sodium chloroacetate.
[0027] It should be noted that 50 mol of sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
[0028] A method for preparing fatty alcohol polyoxyethylene ether carboxylate comprises the following steps: 1) Place 200 mol of AOE-9 into a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding 200 mol of sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
[0029] Wherein, the partial saturated sodium hydroxide solution in step 2) accounts for 2% of the total saturated sodium hydroxide solution.
[0030] In addition, the remaining saturated sodium hydroxide solution in step 4) was added in 12 portions, each with an interval of 10 minutes, and the total time was 2 hours.
[0031] Example 4: A fatty alcohol polyoxyethylene ether carboxylate, comprising the following raw materials: AOE-9, a saturated sodium hydroxide solution, and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide, and sodium chloroacetate is 2:1.5:1.
[0032] Among them, take 200 mol of AOE-9, 150 mol of sodium hydroxide and 100 mol of sodium chloroacetate.
[0033] It should be noted that 150 mol of sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
[0034] A method for preparing fatty alcohol polyoxyethylene ether carboxylate comprises the following steps: 1) Place 200 mol of AOE-9 into a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding 100 mol of sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
[0035] Wherein, the partial saturated sodium hydroxide solution in step 2) accounts for 2% of the total saturated sodium hydroxide solution.
[0036] In addition, the remaining saturated sodium hydroxide solution in step 4) was added in 12 portions, each with an interval of 10 minutes, and the total time was 2 hours.
[0037] Example 5: A fatty alcohol polyoxyethylene ether carboxylate, comprising the following raw materials: AOE-9, a saturated sodium hydroxide solution, and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide, and sodium chloroacetate is 2:0.5:1.
[0038] Among them, take 200 mol of AOE-9, 50 mol of sodium hydroxide and 100 mol of sodium chloroacetate.
[0039] It should be noted that 50 mol of sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
[0040] A method for preparing fatty alcohol polyoxyethylene ether carboxylate comprises the following steps: 1) Place 200 mol of AOE-9 into a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding 100 mol of sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
[0041] Wherein, the partial saturated sodium hydroxide solution in step 2) accounts for 2% of the total saturated sodium hydroxide solution.
[0042] In addition, the remaining saturated sodium hydroxide solution in step 4) was added in 12 portions, each with an interval of 10 minutes, and the total time was 2 hours.
[0043] According to the above-mentioned Examples 1 to 5, the prepared fatty alcohol polyoxyethylene ether carboxylates were tested for solid content, foaming properties, solubilization properties and emulsifying power, and specific results were obtained. The specific structure is shown in Table 1.
[0044]
[0045] Specifically, it can be clearly seen from the specific structures of the tests in Examples 1 to 5 that the fatty alcohol polyoxyethylene ether carboxylate and the preparation method thereof proposed in the present invention are effective. Within the prescribed material ratio range, different raw material dosage ratios can be used to successfully prepare products that meet the expected performance requirements, proving that the preparation method has strong operability and reliability.
[0046] The fatty alcohol polyoxyethylene ether carboxylate and the fatty alcohol polyoxyethylene ether carboxylate produced by the preparation method thereof proposed in the present invention have excellent performance in multiple key performance indicators such as foaming, foam stability, solubilization and emulsification power. Compared with the existing technology, the product performance is significantly improved, which can better meet the market demand for high-performance fatty alcohol polyoxyethylene ether carboxylate, and has broad application prospects in industrial and civilian fields.
[0047] At the same time, the preparation process has good stability and can stably produce products with similar performance in multiple examples. At the same time, the process has a certain adaptability to the amount of raw materials used and has a certain flexibility, which provides convenient conditions for industrial large-scale production, helps to reduce production costs and improve production efficiency.
[0048] It should be noted that the solid content of the products tested in Examples 1 to 5 was carried out after the products were prepared and not diluted. In actual use, the solid content of the product can be adjusted by diluting the product with water according to the required solid content.
[0049] Beneficial effects: The fatty alcohol polyoxyethylene ether carboxylate and preparation method thereof have a high self-cleaning property through reasonable material ratio and precise reaction condition control. The steps from raw material input to product generation are closely connected and fully reacted, and fewer impurities are generated. During the reaction process, nitrogen protection, precise temperature control and a reasonable feeding method are used to make the product structure relatively simple and stable, making it less likely to produce quality problems caused by impurities or unstable structure during the reaction process. Fewer impurities are generated, resulting in a lighter color of the prepared fatty alcohol polyoxyethylene ether carboxylate, avoiding the problem of darker color of the fatty alcohol polyoxyethylene ether carboxylate due to more impurities. At the same time, the fewer impurities generated also mean that the fatty alcohol polyoxyethylene ether carboxylate does not need to be washed with water or acid-washed during the preparation process, greatly simplifying the production process of the fatty alcohol polyoxyethylene ether carboxylate, reducing equipment investment and operation links in the production process, lowering labor costs and time costs in the production process, and avoiding a series of problems that may be caused by the washing and acid-washing processes, such as wastewater discharge and equipment corrosion.
[0050] While embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that various changes, modifications, substitutions, and variations may be made to these embodiments without departing from the principles and spirit of the invention, and that the scope of the invention is defined by the appended claims and their equivalents.
Claims
1. A fatty alcohol polyoxyethylene ether carboxylate, characterized in that The invention comprises the following raw materials: AOE-9, a saturated sodium hydroxide solution and sodium chloroacetate, wherein the molar ratio of AOE-9, sodium hydroxide and sodium chloroacetate is 1-2:0.5-1.5:1-2.
2. A fatty alcohol polyoxyethylene ether carboxylate according to claim 1, characterized in that, The sodium hydroxide needs to be configured into a saturated sodium hydroxide solution, and the saturated concentration of the saturated sodium hydroxide solution is 52%.
3. A method for preparing fatty alcohol polyoxyethylene ether carboxylate, characterized in that: The following steps are involved: 1) Place AOE-9 in a reaction vessel equipped with a stirrer, thermometer, nitrogen inlet, and oil bath heating device. Start heating and set the oil bath temperature to 120°C. 2) When the temperature of the reaction system in step 1) reaches 110° C., nitrogen is introduced and a portion of a saturated sodium hydroxide solution is added; 3) Stirring the mixture in step 2) at a speed of 100 rpm / min for 30 minutes; 4) adding sodium chloroacetate to the mixture obtained in step 3); 5) adding the remaining saturated sodium hydroxide solution to the mixture obtained in step 4) while continuously introducing nitrogen gas during the entire addition process and maintaining the reaction system temperature at 110° C.; 6) The mixture obtained in step 5) was kept warm under a nitrogen atmosphere for 4 hours to allow the reaction to proceed fully, thereby obtaining a crude product; 7) Pour the crude product obtained in step 6) into anhydrous ethanol, and heat the ethanol solution containing the crude product in a water bath at 65°C. When the internal temperature reaches 60°C, perform suction filtration to remove insoluble impurities and obtain a filtrate; 8) The filtrate obtained in step 7) is subjected to reduced pressure distillation to remove ethanol from the product to obtain fatty alcohol polyoxyethylene ether carboxylate.
4. The method for preparing a fatty alcohol polyoxyethylene ether carboxylate according to claim 1, wherein In the step 2), the partial saturated sodium hydroxide solution accounts for 2% of the total saturated sodium hydroxide solution.
5. The method for preparing a fatty alcohol polyoxyethylene ether carboxylate according to claim 1, wherein The remaining saturated sodium hydroxide solution in step 4) was added in 12 portions, each time with an interval of 10 minutes, for a total of 2 hours.