Preparation method of diethylene glycol phenyl ether

Abstract

The invention belongs to the technical field of cosmetic raw material preparation, and particularly relates to a preparation method of diethylene glycol phenyl ether, and the preparation method of diethylene glycol phenyl ether comprises the following specific steps: S1, crude product preparation, and S2, crude product purification. Odorless taste also means milder skin, and the risk of possibly causing skin discomfort or irritation is reduced. For brands, odorless means that the use of chemical components, especially essence, pigment and other components which may be harmful to skin, is reduced, so that consumers consider that the product is safer. The diethylene glycol phenyl ether prepared by the scheme is good in water solubility and compatibility, almost all components of daily chemical raw materials can be compatible, the stability is very good, a solubility detection report shows that the diethylene glycol phenyl ether is respectively dissolved in water, glycerol and diethylene glycol phenyl ether, and compared with water and glycerol, the diethylene glycol phenyl ether is stronger in solubility. The composition is stable and has a good antibacterial effect, and the stability and the antibacterial effect are good when the composition is matched for use.

Description

Technical Field

[0001] The invention relates to the technical field of cosmetic raw material preparation, in particular to a method for preparing diethylene glycol phenyl ether. Background Art

[0002] Cosmetics: Preparations (except soap) applied to the human body to beautify, preserve, or alter one's appearance (e.g., for performance), or to cleanse, dye, polish, correct, or protect the skin, hair, nails, eyes, or teeth.

[0003] Cosmetics are classified by effect:

[0004] Cleansing type: used to clean the skin;

[0005] Skin care type: This type of cosmetics includes cleansing cream, facial cleanser, bath agent, shampoo and conditioner, shaving cream, etc.;

[0006] Basic type: Basic treatment of facial hair before makeup. This type of cosmetics includes various creams, honey, lotions, masks, hair lotions, hair sprays and other hair setting agents;

[0007] Beauty type: products used for beautifying the face and hair. This type of cosmetics includes rouge, lipstick, eye shadow, hair dyeing, hair treatment, and fixing products;

[0008] Therapeutic type: daily chemical products between medicine and cosmetics. Such cosmetics include cooling agents, deodorants, hair growth agents, hair removers, hair dyes, insect repellents, olive essences, etc.

[0009] However, current cosmetic raw materials have the following defects: odor, poor water solubility, poor compatibility, and instability. Summary of the invention

[0010] The object of the present invention is to provide a method for preparing diethylene glycol phenyl ether to solve the problems raised in the above-mentioned background technology.

[0011] To achieve the above object, the present invention provides the following technical solution: a method for preparing diethylene glycol phenyl ether, the specific steps of the method for preparing diethylene glycol phenyl ether are as follows:

[0012] S1: Crude product preparation:

[0013] a. Pump the pre-melted phenol and alkaline catalyst into the reactor, and then replace the air in the reactor with nitrogen;

[0014] b. Continuously add ethylene oxide into the reactor and slowly heat it to 120-150°C, and stop heating after stirring until it reaches 120°C;

[0015] c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen;

[0016] d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends.

[0017] e. Cooling and discharging to obtain a crude product;

[0018] S2: Crude product purification:

[0019] f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use;

[0020] g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower;

[0021] h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

[0022] Preferably, the alkaline catalyst is MgO.

[0023] Preferably, the mass of the alkaline catalyst is 0.4%-0.6% of the mass of phenol.

[0024] Preferably, the ratio of n-ethylene oxide to n-phenol is 1.0-1.5:1.0.

[0025] Preferably, in step S1, the method of heating ethylene oxide is as follows:

[0026] The heating of ethylene oxide is divided into three stages. In the first stage, ethylene oxide is heated to 80 degrees Celsius for 3-5 minutes; in the second stage, it is heated to 100 degrees Celsius for 2-3 minutes; in the third stage, it is heated to 120-150 degrees Celsius for 2-6 minutes.

[0027] Preferably, the reactor is a double-layer structure, and a heat exchange interlayer is formed between the double-layer structure. The heat exchange interlayer is set with a liquid inlet and a liquid outlet. The cold night enters through the liquid inlet, flows in the heat exchange interlayer, and then flows out from the liquid outlet. After the reaction starts, the cold night absorbs the heat released by the reaction.

[0028] Compared with the prior art, the present invention has the following beneficial effects:

[0029] Unscented products are also generally gentler on the skin, reducing the risk of skin discomfort or irritation. For brands, unscented products mean less use of chemical ingredients, especially those that may be harmful to the skin, such as fragrances and pigments, which makes consumers think that the products are safer.

[0030] The diethylene glycol phenyl ether composition prepared by this scheme has good water solubility and good compatibility. It is compatible with almost all ingredients of daily chemical raw materials and has very good stability. There are solubility test reports that it is soluble in water, glycerol and diethylene glycol phenyl ether respectively. The conclusion is that compared with water and glycerol, diethylene glycol phenyl ether has stronger solubility. Stable and antibacterial effect: It has good stability when used together and has good antibacterial effect. BRIEF DESCRIPTION OF THE DRAWINGS

[0031] Figure 1 It is a flow chart of the preparation method of the present invention. DETAILED DESCRIPTION

[0032] The following will be combined with the drawings in the embodiments of the present invention to clearly and completely describe the technical solutions in the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0033] In the description of the present invention, it is necessary to understand that the terms "upper", "lower", "front", "back", "left", "right", "top", "bottom", "inside", "outside", etc., indicating the orientation or position relationship are based on the orientation or position relationship shown in the drawings, and are only for the convenience of describing the present invention and simplifying the description, rather than indicating or implying that the device or element referred to must have a specific orientation, be constructed and operated in a specific orientation, and therefore cannot be understood as a limitation on the present invention.

[0034] Embodiment 1:

[0035] See also Figure 1 The present invention provides a technical solution: a method for preparing diethylene glycol phenyl ether, and the specific steps of the method for preparing diethylene glycol phenyl ether are as follows:

[0036] S1: Crude product preparation:

[0037] a. Pump the pre-melted phenol and alkaline catalyst into the reactor, and then replace the air in the reactor with nitrogen;

[0038] b. Continuously add ethylene oxide into the reactor and slowly heat it to 120-150°C, and stop heating after stirring until it reaches 120°C;

[0039] c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen;

[0040] d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends.

[0041] e. Cooling and discharging to obtain a crude product;

[0042] S2: Crude product purification:

[0043] f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use;

[0044] g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower;

[0045] h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

[0046] Embodiment 2:

[0047] See also Figure 1 The present invention provides a technical solution based on Example 1: a method for preparing diethylene glycol phenyl ether, and the specific steps of the method for preparing diethylene glycol phenyl ether are as follows:

[0048] S1: Crude product preparation:

[0049] a. Pumping pre-melted phenol and alkaline catalyst into the reactor, wherein the alkaline catalyst is MgO. The mass of the alkaline catalyst is 0.4%-0.6% of the mass of phenol, and then replacing the air in the reactor with nitrogen;

[0050] b. Continuously add ethylene oxide into the reactor and slowly heat it to 120-150°C, and stop heating after stirring until it reaches 120°C;

[0051] c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen;

[0052] d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends.

[0053] e. Cooling and discharging to obtain a crude product;

[0054] S2: Crude product purification:

[0055] f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use;

[0056] g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower;

[0057] h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

[0058] Embodiment three:

[0059] See also Figure 1 The present invention provides a technical solution based on Example 1: a method for preparing diethylene glycol phenyl ether, and the specific steps of the method for preparing diethylene glycol phenyl ether are as follows:

[0060] S1: Crude product preparation:

[0061] a. Pump the pre-melted phenol and alkaline catalyst into the reactor, and then replace the air in the reactor with nitrogen;

[0062] b. Continuously add ethylene oxide into the reaction kettle and slowly heat it to 120-150°C, wherein n ethylene oxide:n phenol=1.0-1.5:1.0, and stop heating after stirring until 120°C;

[0063] c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen;

[0064] d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends.

[0065] e. Cooling and discharging to obtain a crude product;

[0066] S2: Crude product purification:

[0067] f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use;

[0068] g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower;

[0069] h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

[0070] Embodiment 4:

[0071] See also Figure 1 The present invention provides a technical solution based on Example 1: a method for preparing diethylene glycol phenyl ether, and the specific steps of the method for preparing diethylene glycol phenyl ether are as follows:

[0072] S1: Crude product preparation:

[0073] a. Pump the pre-melted phenol and alkaline catalyst into the reactor, and then replace the air in the reactor with nitrogen;

[0074] b. Continuously add ethylene oxide into the reactor and slowly heat it to 120-150°C, and stop heating after stirring until it reaches 120°C;

[0075] The specific way of heating ethylene oxide is as follows:

[0076] The heating of ethylene oxide is divided into three stages. In the first stage, ethylene oxide is heated to 80 degrees Celsius for 3-5 minutes; in the second stage, it is heated to 100 degrees Celsius for 2-3 minutes; in the third stage, it is heated to 120-150 degrees Celsius for 2-6 minutes.

[0077] c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen;

[0078] d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends.

[0079] e. Cooling and discharging to obtain a crude product;

[0080] S2: Crude product purification:

[0081] f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use;

[0082] g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower;

[0083] h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

[0084] Embodiment five:

[0085] See also Figure 1 The present invention provides a technical solution based on Example 1: a method for preparing diethylene glycol phenyl ether, and the specific steps of the method for preparing diethylene glycol phenyl ether are as follows:

[0086] S1: Crude product preparation:

[0087] a. Pump the pre-melted phenol and alkaline catalyst into the reactor, and then replace the air in the reactor with nitrogen;

[0088] b. Continuously add ethylene oxide into the reactor and slowly heat it to 120-150°C, and stop heating after stirring until it reaches 120°C;

[0089] c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen;

[0090] d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends.

[0091] e. Cooling and discharging to obtain a crude product;

[0092] S2: Crude product purification:

[0093] f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use;

[0094] g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower;

[0095] h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

[0096] The reactor has a double-layer structure with a heat exchange interlayer formed between the double-layer structure. The heat exchange interlayer is provided with a liquid inlet and a liquid outlet. The cooling night enters through the liquid inlet, flows in the heat exchange interlayer, and then flows out from the liquid outlet. After the reaction starts, the cooling night absorbs the heat released by the reaction.

[0097] The diethylene glycol phenyl ether prepared based on the above implementation scheme has the following advantages:

[0098] 1. Odorless

[0099] Most cosmetic raw materials currently used have more or less smell, and odorless cosmetic raw materials are becoming more and more important in daily chemical products. Odorless ingredients can prevent users from feeling unpleasant odors when using them, thereby improving user experience and satisfaction. Odorless also usually means being gentler on the skin and reducing the risk of skin discomfort or irritation. For brands, odorless means reducing the use of chemical ingredients, especially ingredients that may be harmful to the skin, such as fragrances and pigments, which makes consumers think that the products are safer.

[0100] 2. Good water solubility

[0101] The solubility of diethylene glycol phenyl ether in water is 35g / L according to the ECHA official website, while the solubility of phenoxyethanol in water is 25g / L. The solubility of diethylene glycol phenyl ether in water is greater than that of most alcohols with antiseptic and synergistic effects in the daily chemical industry (caprylyl glycol, 1,2-decanediol and ethylhexylglycerin, etc.).

[0102] 3. Good solubility

[0103] Diethylene glycol phenyl ether is a non-ionic ingredient. It is soluble in almost all ingredients of daily chemical raw materials and has very good stability. There are solubility test reports (p-hydroxyacetophenone, raspberry ketone, caprylhydroxamic acid, o-cymene-5-ol, chlorphenesin, and flavors are dissolved in water, glycerin, and diethylene glycol phenyl ether respectively. The conclusion is that compared with water and glycerin, diethylene glycol phenyl ether has stronger solubility.

[0104] 4. Stable and antibacterial effect: It has good stability and antibacterial effect when used together.

[0105] The MIC values ​​of diethylene glycol phenyl ether are mostly lower than those of phenoxyethanol, and its antibacterial effect is better than that of phenoxyethanol. Moreover, it has good stability when used in combination with other raw materials.

[0106] 5. Good safety

[0107] ①EWG score is 1, which is a safe green grade

[0108] ② Patch test experiment: 0.8% of the subjects had no adverse reactions and there were test reports

[0109] ③Toxicological safety test: There are acute oral or acute dermal toxicity tests, skin and eye irritation / corrosion tests, skin allergy tests, skin phototoxicity tests, skin photoallergy tests, mutagenicity tests, subchronic oral or subchronic dermal toxicity tests, and there are test reports. The test results show that diethylene glycol phenyl ether is safe as a cosmetic raw material under the recommended usage method and concentration.

[0110] The above shows and describes the basic principles and main features of the present invention and the advantages of the present invention. For those skilled in the art, it is obvious that the present invention is not limited to the details of the above exemplary embodiments, and the present invention can be implemented in other specific forms without departing from the spirit or basic features of the present invention; therefore, no matter from which point of view, the embodiments should be regarded as exemplary and non-restrictive. The scope of the present invention is limited by the attached claims rather than the above description. Therefore, it is intended to include all changes within the meaning and scope of the equivalent elements of the claims in the present invention, and any figure marks in the claims should not be regarded as limiting the claims involved.

[0111] Although 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 the embodiments without departing from the principles and spirit of the present invention, and that the scope of the present invention is defined by the appended claims and their equivalents.

Claims

1. A method for preparing diethylene glycol phenyl ether, characterized in that: The specific steps of the preparation method of this diethylene glycol phenyl ether are as follows: S1: Crude product preparation: a. Pump the pre-melted phenol and alkaline catalyst into the reactor, and then replace the air in the reactor with nitrogen; b. Continuously add ethylene oxide into the reactor and slowly heat it to 120-150°C, and stop heating after stirring until it reaches 120°C; c. After adding excess ethylene oxide, continue the reaction and adjust the pressure to 500 Pa with nitrogen; d. After the reaction starts, heat is released, and as the reaction proceeds, the pressure decreases until the reaction pressure stops decreasing, and the reaction ends. e. Cooling and discharging to obtain a crude product; S2: Crude product purification: f. Resin pretreatment: Wash the macroporous resin with sodium hydroxide solution until it is colorless, remove impurities during the synthesis process, and then dry it for later use; g Vacuum distillation: Add the crude product to the distillation kettle, turn on the vacuum pump, maintain the vacuum degree of the distillation system, gradually heat the kettle to 100-120°C, set the reflux ratio to 1.0, and collect the fraction with a top temperature of 98-102°C in the distillation tower; h Macroporous adsorbent adsorption: The produced liquid from the top of the tower is sent to an adsorption column filled with a perforated adsorbent. After the macroporous adsorbent is saturated with adsorption, it is activated with alkaline water and dried, and then repeatedly used to adsorb high-purity diethylene glycol phenyl ether to remove phenol, thereby obtaining the final product diethylene glycol phenyl ether.

2. A method for preparing diethylene glycol phenyl ether according to claim 1, characterized in that: The alkaline catalyst is MgO.

3. A method for preparing diethylene glycol phenyl ether according to claim 2, characterized in that: The mass of the alkaline catalyst is 0.4%-0.6% of the mass of phenol.

4. A method for preparing diethylene glycol phenyl ether according to claim 1, characterized in that: The ratio of n ethylene oxide to n phenol is 1.0-1.5:1.

0.

5. A method for preparing diethylene glycol phenyl ether according to claim 1, characterized in that: In step S1, the method of heating ethylene oxide is specifically as follows: The heating of ethylene oxide is divided into three stages. In the first stage, ethylene oxide is heated to 80 degrees Celsius for 3-5 minutes; in the second stage, it is heated to 100 degrees Celsius for 2-3 minutes; in the third stage, it is heated to 120-150 degrees Celsius for 2-6 minutes.

6. A method for preparing diethylene glycol phenyl ether according to claim 1, characterized in that: The reactor is a double-layer structure, and a heat exchange interlayer is formed between the double-layer structure. The heat exchange interlayer is set with a liquid inlet and a liquid outlet. The cold night enters through the liquid inlet, flows in the heat exchange interlayer, and then flows out from the liquid outlet. After the reaction starts, the cold night absorbs the heat released by the reaction.

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