阅读说明：本技术 一种蔗糖脂肪酸酯的提纯分离方法 (Purification and separation method of sucrose fatty acid ester ) 是由 谢新玲 申蒙蒙 秦祖赠 于 2021-08-16 设计创作，主要内容包括：本发明公开了一种蔗糖脂肪酸酯的提纯分离方法,包括如下步骤：将蔗糖脂肪酸酯粗品溶解于有机溶剂和水的混合溶液中,在60℃下搅拌得到蔗糖脂肪酸酯粗品溶液；加入弱酸溶液,调节pH为7,搅拌后,抽滤除去不溶物；将蔗糖脂肪酸酯滤液转入烧杯中,加入质量分数为5%的氯化钠水溶液,搅拌后,加碱土金属盐搅拌后静置,抽滤除去碱土金属盐并排出水层；滤液在63℃下静置,有机相用蒸馏水水洗两次后排出水层,所得溶液旋蒸除去有机溶剂,再冷冻干燥研磨成粉得蔗糖酯精制产品。本发明具有工艺过程简便、副反应少、产品含量和回收率高,而且蔗糖酯粗品中的蔗糖可回收利用并且三废量少且易处理等优点。(The invention discloses a method for purifying and separating sucrose fatty acid ester, which comprises the following steps: dissolving the sucrose fatty acid ester crude product in a mixed solution of an organic solvent and water, and stirring at 60 ℃ to obtain a sucrose fatty acid ester crude product solution; adding weak acid solution, adjusting pH to 7, stirring, and vacuum filtering to remove insoluble substances; transferring the sucrose fatty acid ester filtrate into a beaker, adding a sodium chloride aqueous solution with the mass fraction of 5%, stirring, adding alkaline earth metal salt, stirring, standing, filtering to remove the alkaline earth metal salt, and discharging a water layer; standing the filtrate at 63 ℃, washing the organic phase with distilled water twice, discharging a water layer, performing rotary evaporation on the obtained solution to remove the organic solvent, and then performing freeze drying and grinding to powder to obtain the refined sucrose ester product. The invention has the advantages of simple and convenient process, less side reaction, high product content and recovery rate, capability of recycling the sucrose in the sucrose ester crude product, less three wastes, easy treatment and the like.)

1. A method for purifying and separating sucrose fatty acid ester is characterized by comprising the following steps: the method comprises the following steps:

(1) dissolving the sucrose fatty acid ester crude product in a mixed solution of an organic solvent and water, and stirring and dissolving at 60 ℃ to obtain a sucrose fatty acid ester crude product solution; the organic solvent is one of n-butanol, ethyl acetate or butanone; the volume consumption of the organic solvent is 2-5 mL/g based on the mass of the sucrose fatty acid ester crude product; the volume ratio of the organic solvent to the water mixed solution is 1: 0.01-1;

(2) adding weak acid solution into the sucrose fatty acid ester crude product solution, adjusting the pH to 7, stirring, and performing suction filtration to remove insoluble substances; the acid is one of sulfuric acid, citric acid, acetic acid or hydrochloric acid;

(3) transferring the sucrose fatty acid ester filtrate into a beaker, slowly adding a sodium chloride aqueous solution with the mass fraction of 5%, stirring, adding alkaline earth metal salt, stirring, standing for 30 min, filtering to remove the alkaline earth metal salt, and discharging a water layer; the alkaline earth metal salt is one of magnesium sulfate, calcium chloride or barium chloride; the dosage of the alkaline earth metal salt is 1-1.5 times of the dosage required by complete reaction with the fatty acid salt in the sucrose fatty acid ester crude product;

(4) standing the filtrate at 63 ℃, washing the organic phase with distilled water twice, discharging a water layer, performing rotary evaporation on the obtained solution to remove the organic solvent, and then performing freeze drying and grinding to powder to obtain the refined sucrose ester product.

2. The method for purifying and separating sucrose fatty acid ester as claimed in claim 1, wherein the volume of the organic solvent used in step (1) is 3.0 mL/g based on the mass of the crude sucrose fatty acid ester.

3. The method for purifying and separating sucrose fatty acid ester as claimed in claim 1, wherein the volume ratio of the mixed solution of the organic solvent and water in step (1) is 7: 1.

4. the method according to claim 1, wherein the amount of the alkaline earth metal salt used in the step (3) is 1.2 times the amount required for complete reaction with the fatty acid salt in the crude sucrose fatty acid ester in the above method for purifying and separating sucrose fatty acid ester.

Technical Field

The invention relates to a method for purifying and separating sucrose fatty acid ester.

Background

Sucrose fatty acid ester (sucrose ester for short) is an emulsifier with wide HLB (hydrophilic-lipophilic balance) value range, good effect, high safety and wide application range, and is usually used as an additive in the production and processing of chemical products, daily chemical products, foods and medicines, and sucrose ester has been approved as a food additive by the World Health Organization (WHO), food organization of the United nations (FAO), European Union, Japan, China, USA, etc. (Journal of Surfactants and Detergents, 2019, 22 (1): 32-37).

The existing sucrose ester industrial production method is a sucrose ester exchange method, wherein the sucrose ester synthesis method comprises a solvent method and a solvent-free method, but the products produced by the two methods contain sucrose monoester, sucrose diester, sucrose polyester, unreacted sucrose, fatty acid soap, fatty acid methyl ester andor monoglyceride andor fatty acid propylene glycol ester, catalyst and other impurities; in order to obtain a product with high sucrose fatty acid ester content, the crude sucrose ester product must be purified; and because of the limitation of the synthesis process, only 20-55% of sucrose monoester content products can be synthesized, and the sucrose ester needs to be separated into sucrose mono-ester and sucrose diester to obtain products with higher or lower sucrose monoester content.

Chinese patent CN 104004033A adopts butanone to dissolve sucrose fatty acid ester at 70 deg.C, after filtering undissolved sucrose, CaCl is added into the filtrate under stirring at 55 deg.C₂And (3) reacting the aqueous solution for 1 hour, filtering and separating to obtain filtrate and solid, washing, distilling and drying the filtrate to obtain the sucrose fatty acid ester with low monoester content, and extracting, washing, distilling and drying the solid at the temperature of butanone 70 ℃ to obtain the sucrose fatty acid ester with high monoester content.

Chinese patent CN 104004033B adopts a two-step extraction method to purify sucrose ester. Dissolving and dispersing the sucrose ester crude product in ethyl acetate, stirring and heating to 70 ℃, dissolving for 30 minutes, and filtering undissolved sucrose; then adding magnesium sulfate into the sucrose fatty acid ester crude product solution under stirring at 60 ℃ for double decomposition reaction, filtering and separating to obtain a filtrate A and a solid B, wherein the filtrate A is washed with water, distilled to recover the solvent and dried to obtain a sucrose fatty acid ester product A, the solid B is added with ethyl acetate to extract at 60 ℃, and the extract is washed with water, distilled to recover the solvent and dried to obtain a sucrose fatty acid ester product B.

However, the above-mentioned method for purifying and separating sucrose fatty acid esters generally has the following problems: the process is complex, the recovery rate of sucrose fatty acid ester is low, and the refining cost is high; the large amount of the organic solvent causes some low-toxicity organic solvents to remain in the sample, the organic wastewater is difficult to treat, the production cost is increased, and the environmental protection pressure is increased.

Disclosure of Invention

The invention aims to overcome the defects in the prior art and provide a method for purifying and separating sucrose fatty acid ester, which has the advantages of simple and convenient process, contribution to industrial production, less side reaction, high product content and recovery rate, capability of recycling sucrose in a sucrose ester crude product, less three-waste amount, easiness in treatment and the like.

In order to solve the technical problems, the invention adopts the following technical scheme:

a method for purifying and separating sucrose fatty acid ester comprises the following steps:

(1) dissolving the sucrose fatty acid ester crude product in a mixed solution of an organic solvent and water, and stirring and dissolving at 60 ℃ to obtain a sucrose fatty acid ester crude product solution; the organic solvent is one of n-butanol, ethyl acetate or butanone; the volume consumption of the organic solvent is 2-5 mL/g based on the mass of the sucrose fatty acid ester crude product; the volume ratio of the organic solvent to the water mixed solution is 1: 0.01-1;

(2) adding weak acid solution into the sucrose fatty acid ester crude product solution, adjusting pH to 7, stirring for 10 min, and filtering to remove insoluble substances; the acid is one of sulfuric acid, citric acid, acetic acid or hydrochloric acid;

(3) transferring the sucrose fatty acid ester filtrate into a beaker, slowly adding a sodium chloride aqueous solution with the mass fraction of 5%, stirring, adding alkaline earth metal salt, stirring, standing, filtering to remove the alkaline earth metal salt, and discharging a water layer; the alkaline earth metal salt is one of magnesium sulfate, calcium chloride or barium chloride; the dosage of the alkaline earth metal salt is 1-1.5 times of the dosage required by complete reaction with the fatty acid salt in the sucrose fatty acid ester crude product;

(4) standing the filtrate at 63 deg.C for 30 min, washing the organic phase with distilled water twice, discharging the water layer, rotary evaporating the obtained solution to remove organic solvent, freeze drying, and grinding into powder to obtain refined sucrose ester product.

Preferably, in the method for purifying and separating sucrose fatty acid ester described above: the volume of the organic solvent used in the step is preferably 3.0 mL/g based on the mass of the crude sucrose fatty acid ester.

Preferably, in the method for purifying and separating sucrose fatty acid ester described above: the preferable volume ratio of the mixed solution of the organic solvent and water in the step (a) is 7: 1.

preferably, in the method for purifying and separating sucrose fatty acid ester described above: the amount of the alkaline earth metal salt used in the step is preferably 1.2 times the amount required for complete reaction with the fatty acid salt in the crude sucrose fatty acid ester.

The invention has the advantages and positive effects that:

1. the production process is reasonable, and the wastewater containing sugar and salt generated in the production process is environment-friendly and convenient to treat. Therefore, the method is suitable for purifying the sucrose ester crude product synthesized by a solvent-free method and the sucrose ester crude product synthesized by a solvent method, and the obtained sucrose ester product meets the national standards of European Union, America and Japan and has wide market prospect.

2. The purification and separation method has the advantages of simplicity, convenience and contribution to industrial production, less side reaction and capability of simultaneously completing purification and separation of the sucrose fatty acid ester, and finally obtains the sucrose fatty acid ester product with high purity and high monoester content.

Drawings

FIG. 1 is a schematic process flow diagram of a purification process for refining sucrose ester crude product.

Detailed Description

The invention will be further elucidated with reference to the following examples, which are intended to explain the invention in more detail and are not to be construed as being limited thereto, and with reference to fig. 1.

Example 1

(1) Dissolving and dispersing 20.0 g of sucrose fatty acid ester crude product into a mixed solution of 60.0 mL of ethyl acetate and 8.6 mL of water, and stirring and dissolving for 30 min at 60 ℃ to obtain a sucrose fatty acid ester crude product solution;

(2) adding 0.05 g/ml acetic acid solution into the sucrose fatty acid ester crude product solution, adjusting pH to 7, stirring for 10 min, and filtering to remove insoluble substances;

(3) transferring the sucrose fatty acid ester filtrate into a 250 mL beaker, slowly adding 60 mL of 5% sodium chloride aqueous solution by mass, stirring for 15 min, adding 1.2 g of barium chloride, stirring, standing for 30 min, filtering to remove barium salt, and discharging a water layer;

(4) standing the filtrate at 63 deg.C for 30 min, washing the organic phase with distilled water twice, discharging the water layer, rotary evaporating the obtained solution to remove organic solvent, freeze drying, and grinding into powder to obtain 10.8 g refined sucrose ester product.

Example 2

(1) Dissolving and dispersing 20.0 g of sucrose fatty acid ester crude product into a mixed solution of 100.0 mL of butanone and 1.0 mL of water, and stirring and dissolving for 30 min at 60 ℃ to obtain a sucrose fatty acid ester crude product solution;

(2) adding 0.05 g/ml citric acid-in-one water solution into the sucrose fatty acid ester crude product solution, adjusting pH to 7, stirring for 10 min, and vacuum filtering to remove insoluble substances;

(3) transferring the sucrose fatty acid ester filtrate into a 250 mL beaker, slowly adding 60 mL of 5% sodium chloride aqueous solution by mass, stirring for 15 min, adding 1.0 g of calcium chloride, stirring, standing for 30 min, removing calcium salt by suction filtration, and discharging a water layer;

(4) standing the filtrate at 63 deg.C for 30 min, washing the organic phase with distilled water twice, discharging the water layer, rotary evaporating the obtained solution to remove organic solvent, freeze drying, and grinding into powder to obtain 8.9 g refined sucrose ester product.

Example 3

(1) Dissolving and dispersing 20.0 g of sucrose fatty acid ester crude product into a mixed solution of 40.0 mL of ethyl acetate and 40.0 mL of water, and stirring and dissolving for 30 min at 60 ℃ to obtain a sucrose fatty acid ester crude product solution;

(2) adding 0.05 g/mL hydrochloric acid solution into the sucrose fatty acid ester crude product solution, adjusting pH to 7, stirring for 10 min, and filtering to remove insoluble substances;

(3) transferring the sucrose fatty acid ester filtrate into a 250 mL beaker, slowly adding 60 mL of 5% sodium chloride aqueous solution by mass, stirring for 15 min, adding 1.5 g of calcium chloride, stirring, standing for 30 min, removing calcium salt by suction filtration, and discharging a water layer;

(4) standing the filtrate at 63 deg.C for 30 min, washing the organic phase with distilled water twice, discharging the water layer, rotary evaporating the obtained solution to remove organic solvent, freeze drying, and grinding into powder to obtain 8.4 g refined sucrose ester product.

Example 4

(1) Dissolving and dispersing 20.0 g of sucrose fatty acid ester crude product into a mixed solution of 80.0 mL of n-butanol and 40.0 mL of water, and stirring and dissolving for 30 min at 60 ℃ to obtain a sucrose fatty acid ester crude product solution;

(2) adding 0.05 g/ml sulfuric acid solution into the sucrose fatty acid ester crude product solution, adjusting pH to 7, stirring for 10 min, and filtering to remove insoluble substances;

(3) transferring the sucrose fatty acid ester filtrate into a 250 mL beaker, slowly adding 60 mL of 5% sodium chloride aqueous solution, stirring for 15 min, adding 1.4 g magnesium sulfate, stirring, standing for 30 min, removing magnesium salts by suction filtration, and discharging a water layer;

(4) standing the filtrate at 63 deg.C for 30 min, washing the organic phase with distilled water twice, discharging the water layer, rotary evaporating the obtained solution to remove organic solvent, freeze drying, and grinding into powder to obtain 9.2 g refined sucrose ester product.