CN110105560B - PEG-40 polyglycerol-10 oleate and preparation method thereof - Google Patents
PEG-40 polyglycerol-10 oleate and preparation method thereof Download PDFInfo
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- CN110105560B CN110105560B CN201910444601.4A CN201910444601A CN110105560B CN 110105560 B CN110105560 B CN 110105560B CN 201910444601 A CN201910444601 A CN 201910444601A CN 110105560 B CN110105560 B CN 110105560B
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- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
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Abstract
The PEG-40 polyglycerol-10 oleate is prepared from the following raw materials in parts by weight: 540 portions of polyglycerol-10240, 180 portions of oleic acid, 630 portions of PEG-40 (polyethylene glycol) 400, 0.001-0.002 portion of antioxidant, 0.05-0.1 portion of catalyst and 0.05-0.1 portion of cocatalyst. Compared with the prior art, the invention has the beneficial effects that: the PEG-40 is introduced, so that the product has the advantages of lower reaction temperature, lighter color, higher HLB value higher than 14, better transparency, odorless product, no impurity, more reasonable structure, excellent performance, easy biodegradation and no three-waste discharge under the condition of not reducing the original property base.
Description
Technical Field
The invention relates to the technical field of nonionic surfactants, and particularly relates to PEG-40 polyglycerol-10 oleate and a preparation method thereof.
Background
Polyglycerol oleate belongs to the category of polyglycerol fatty acid ester, the national standard Gb1886.178-2016, the color is light yellow to brown, the acid value is less than or equal to 12mgkoh/g, the saponification value meets the claim, the traditional technology needs to be decolorized in the production process, and the decolorizing agents comprise hydrogen peroxide, active carbon, activated clay, diatomite and the like.
The traditional esterification temperature is 200-280 ℃, the traditional process mainly has the defects of heavy color, product acid value over 3mgkoh/g, incomplete material reaction, difficult saponification value below 90mgkoh/g and delamination as the biggest defect.
The traditional process needs to be decolorized, some processes use hydrogen peroxide, activated clay, activated carbon and diatomite, the defects brought by the use of hydrogen peroxide are high energy consumption caused by residues and dehydration, and the biggest defects brought by the use of activated clay, activated carbon and diatomite are loss caused by adsorption products and secondary environmental pollution caused by filtration, so that the national standard and the traditional process can not meet the use conditions of the food industry, the cosmetic industry and the pharmaceutical industry far from each other. Therefore, a new process for developing PEG-40 polyglycerol oleate is necessary.
Disclosure of Invention
The invention aims to overcome the technical defects of the production of polyglycerol fatty acid ester in the prior art, and provides PEG-40 polyglycerol-10 oleate and a preparation method thereof, wherein PEG-40 is introduced, so that the product has the advantages of lower reaction temperature, lighter color, higher HLB value than 14, better transparency, odorless product, no impurity, more reasonable structure, excellent performance, easy biodegradation and no three-waste discharge under the condition of not reducing the original property foundation.
In order to achieve the purpose, the invention adopts the following technical scheme:
the PEG-40 polyglycerol-10 oleate is prepared from the following raw materials in parts by weight: 540 portions of polyglycerol-10240-.
The catalyst is potassium hydroxide.
The cocatalyst is silicon dioxide.
The adding weight ratio of the catalyst to the cocatalyst is 1: 1-1.2.
A preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) carrying out etherification reaction on polyglycerol-10 and oleic acid under the conditions of an antioxidant, a catalyst potassium hydroxide and a cocatalyst silicon dioxide, wherein the etherification reaction temperature is 120-180 ℃;
2) when the temperature of the materials is increased to 180 ℃, adding PEG-40, carrying out esterification reaction under the protection of carbon dioxide gas, keeping the temperature at 180 ℃ and 250 ℃ for 3-8 hours, and detecting that the acid value is less than 3mgkoh/g as an end point.
Compared with the prior art, the invention has the beneficial effects that:
1) compared with the traditional valued temperature, the temperature of the technical process is reduced by 20-30 ℃, the reaction time is shortened by 2-3 hours, side reactions do not exist, hydrogen peroxide, active carbon, diatomite, activated clay and the like are not used for decolorization, and secondary environmental pollution caused by filtration and residues caused by decolorization are avoided.
2) The PEG-40 polyglycerol-10 oleate prepared by the method has high quality, can be used in the fields of food, medicine and high-end cosmetics, can be used as an antistatic agent for high-end plastics and used as an immersion agent for electrons, and has great market potential.
3) The invention overcomes the functional defects of emulsification, dispersion, moisture retention and water solubility of (poly) glyceryl oleate, greatly improves the range of HLB (2-20), enables users to randomly adjust within the range of HLB, and simultaneously has the characteristics of more obvious floating, suspension, cleaning, lubrication, demolding and moisture retention effects, fine and smooth properties, easy molding, easy emulsification and multi-functionalization at low temperature and the like
4) The product of the invention is colorless to yellowish, has high hand ratio, no odor with the acid value less than or equal to 1mgkoh/g, good transparency, delicate product, easier emulsification at normal temperature, no side reaction, low process energy consumption, excellent performance, environmental protection and no three wastes discharge, and reaches the requirements of food grade and cosmetic grade industries.
Detailed Description
The present invention will be described in detail below, but the scope of the present invention is not limited to the following embodiments.
The PEG-40 polyglycerol-10 oleate is prepared from the following raw materials in parts by weight: 540 portions of polyglycerol-10240-.
The catalyst is potassium hydroxide.
The cocatalyst is silicon dioxide.
The adding weight ratio of the catalyst to the cocatalyst is 1: 1-1.2.
A preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) carrying out etherification reaction on polyglycerol-10 and oleic acid under the conditions of an antioxidant, a catalyst potassium hydroxide and a cocatalyst silicon dioxide, wherein the etherification reaction temperature is 120-180 ℃;
polyglycerol-10: the technical requirements are that the hydroxyl value is 888mgkoH/g, the heavy metal is less than or equal to 10mg/GK, and the color is less than the color of No. 2 iron-cobalt color; oleic acid: the technical requirements are that the acid value is 196-. The polyglycerol-10, the oleic acid, the antioxidant BHT, the catalyst potassium hydroxide and the cocatalyst silicon dioxide are accurately weighed and pumped into a stainless steel reaction kettle by a stainless steel vacuum pump.
2) When the temperature of the materials is increased to 180 ℃, adding PEG-40, carrying out esterification reaction under the protection of carbon dioxide gas, keeping the temperature at 180 ℃ and 250 ℃ for 3-8 hours, and detecting that the acid value is less than 3mgkoh/g as an end point.
The following types of PEG-40 are adopted: polyethylene glycol 1500, polyethylene glycol 2000, pharmaceutical grade with heavy metal less than 10mg/Gk, are pumped into the stainless steel reaction kettle of step 1) above with a vacuum pump.
3) And (3) filtering a product: and filtering the catalyst to obtain the product. The product is colorless to yellowish, and the color number is as follows: iron cobalt is colorimetric No. 2.
The invention is further illustrated by the following specific examples.
The first embodiment is as follows:
a preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: calculated by weight parts, the polyglycerol-10240 parts has the technical requirements of hydroxyl value 888mgkoH/g, heavy metal less than or equal to 2mg/GK and color less than iron-cobalt colorimetric No. 2 color; 150 parts of oleic acid, the technical requirements of an acid value of 196-; 0.001 part of antioxidant BHT; 0.05 part of catalyst potassium hydroxide and 0.05 part of cocatalyst silicon dioxide, accurately weighing the above ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump.
2) Etherification: the etherification temperature is 120-180 ℃.
3) Esterification: when the temperature of the material reaches 180 ℃, 630 parts of PEG-40, the type is polyethylene glycol 1500, the heavy metal is less than the pharmaceutical grade of 10mg/GK, the material is pumped into a stainless steel reaction kettle by a vacuum pump, and the esterification reaction is started under the protection of carbon dioxide gas, wherein the esterification temperature is 180 ℃ and 250 ℃, and the end point is that the acid value is less than 3mgkoH/g when the reaction time is three hours.
4) And (3) product filtration: and filtering the catalyst to obtain the product.
5) And (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
The yield of the PEG-40 polyglycerol-10 oleate calculated by all the components in the reaction reaches 99.5 percent; the detection results are as follows: the acid value is 0.5mgkoH/g, the saponification value is 47mgkoH/g, the color is less than that of No. 2 color of iron-cobalt color, and the heavy metal is less than or equal to 2 mg/GK.
Example two:
a preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: calculated by weight parts, the polyglycerol-10260 parts has the technical requirements of hydroxyl value 888mgkoH/g, heavy metal less than or equal to 2mg/GK and color less than iron-cobalt colorimetric No. 2 color; 160 parts of oleic acid, the technical requirement acid value of 196-; 0.001 part of antioxidant BHT; 0.05 part of catalyst potassium hydroxide and 0.05 part of cocatalyst silicon dioxide, accurately weighing the ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump.
2) Etherification: the etherification temperature is 120-180 ℃.
3) Esterification: when the temperature of the material reaches 180 ℃, 600 parts of PEG-40, the type is polyethylene glycol 2000, the heavy metal is less than the pharmaceutical grade of 10mg/GK, the material is pumped into a stainless steel reaction kettle by a vacuum pump, and the esterification reaction is started under the protection of carbon dioxide gas, wherein the esterification temperature is 180 ℃ and 250 ℃, and the end point is that the acid value is less than 3mgkoh/g when the reaction time is three hours.
4) And (3) product filtration: and filtering the catalyst to obtain the product.
5) And (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
The yield of the PEG-40 polyglycerol-10 oleate calculated by all the components in the reaction reaches 98 percent; the detection results are as follows: the acid value is 0.6mgkoH/g, the saponification value is 50mgkoH/g, the color is less than the color of No. 2 iron-cobalt color, and the heavy metal is less than or equal to 10 mg/GK.
Example three:
a preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: calculated by weight parts, polyglycerol-10310 parts, the technical requirement is that the hydroxyl value is 888mgkoH/g, the heavy metal is less than or equal to 10mg/GK, and the color is less than the color of No. 2 iron-cobalt colorimetry; 160 parts of oleic acid, the technical requirement acid value of 196-; 0.001 part of antioxidant BHT; 0.05 part of catalyst potassium hydroxide and 0.05 part of promoter silicon dioxide; and (3) accurately weighing the ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump.
2) Etherification: the etherification temperature is 120-180 ℃.
3) Esterification: when the temperature of the material reaches 180 ℃, 550 parts of PEG-40, the type is polyethylene glycol 1500, the heavy metal is less than the pharmaceutical grade of 10mg/GK, the material is pumped into a stainless steel reaction kettle by a vacuum pump, and the esterification reaction is started under the protection of carbon dioxide gas, wherein the esterification temperature is 180 ℃ and 250 ℃, and the end point of the reaction is that the acid value is less than 3mgkoH/mg when the reaction time is three hours.
2) And (3) product filtration: and filtering the catalyst to obtain the product.
3) And (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
The yield of the PEG-40 polyglycerol-10 oleate calculated by all the components in the reaction reaches 97 percent; the detection results are as follows: the acid value is 1.0mgkoH/g, the saponification value is 42mgkoH/g, the color is less than the color of No. 3 iron-cobalt color, and the heavy metal is less than or equal to 10 mg/Gk.
Example four:
a preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: calculated by weight parts, the polyglycerol-10350 parts have the technical requirement that the hydroxyl value is 888mgkoH/g, the heavy metal is less than or equal to 10mg/GK, and the color is less than that of iron-cobalt color No. 2; 170 parts of oleic acid, the technical requirement of an acid value of 196-; 0.05 part of catalyst potassium hydroxide and 0.05 part of promoter silicon dioxide; and (3) accurately weighing the ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump.
2) Etherification: the etherification temperature is 120-180 ℃.
3) Esterification: when the temperature of the materials reaches 180 ℃, 500 parts of PEG-40, the type is polyethylene glycol 2000, the heavy metal is less than the pharmaceutical grade of 10mg/GK, the materials are pumped into a stainless steel reaction kettle by a vacuum pump, the esterification reaction is started under the protection of carbon dioxide gas, the esterification temperature is 180 ℃ and 250 ℃, the reaction time is three hours, and the end point is that the acid value is less than 3 mgkoH/g.
4) And (3) filtering a product: and filtering the catalyst to obtain the product.
5) And (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
The yield of the PEG-40 polyglycerol-10 oleate obtained by all the components in the reaction reaches 96 percent; the detection results are as follows: the acid value is 1.1mgkoH/g, the saponification value is 54mgkoH/g, the color is less than the color No. 3 of iron-cobalt color, and the heavy metal is less than or equal to 10 mg/GK.
Example five:
a preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: according to the parts by weight, polyglycerol-10430 parts with the technical requirement that the hydroxyl value is 888mgkoH/g, the heavy metal is less than or equal to 10mg/GK, and the color is less than that of iron-cobalt color No. 2; 140 parts of oleic acid, the technical requirement is that the acid value is 196-; 0.001 part of antioxidant BHT; 0.05 part of catalyst potassium hydroxide and 0.05 part of cocatalyst silicon dioxide, accurately weighing the ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump.
2) Etherification: the etherification temperature is 120-180 ℃.
3) Esterification: when the temperature of the material reaches 180 ℃, 450 parts of PEG-40, the type is polyethylene glycol 1500, the heavy metal is less than the pharmaceutical grade of 10mg/GK, the material is pumped into a stainless steel reaction kettle by a vacuum pump, and the esterification reaction is started under the protection of carbon dioxide gas, wherein the esterification temperature is 180 ℃ and 250 ℃, and the end point is that the acid value is less than 3mgkoH/g when the reaction time is three hours.
4) And (3) product filtration: and filtering the catalyst to obtain the product.
5) And (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
The yield of the PEG-40 polyglycerol-10 oleate obtained by all the components in the reaction reaches 95 percent; the detection results are as follows: the acid value is 1.3mgkoH/g, the saponification value is 52mgkoH/g, the color is less than the color of No. 3 iron-cobalt color, and the heavy metal is less than or equal to 10 mg/GK.
Example six:
a preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: according to the weight portion, the polyglycerol-10540 portions have the technical requirement that the hydroxyl value is 888mgkoH/g, the heavy metal is less than or equal to 10mg/GK, and the color is less than the color of No. 2 iron-cobalt color; 180 parts of oleic acid, the technical requirement is that the acid value is 196-; 0.001 part of antioxidant BHT; 0.05 part of catalyst potassium hydroxide and 0.05 part of cocatalyst silicon dioxide, accurately weighing the ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump.
2) Etherification: the etherification temperature is 120-180 ℃.
3) Esterification: when the temperature of the material reaches 180 ℃, adding 400 parts of PEG-40 (polyethylene glycol 2000) with the type being polyethylene glycol 2000 and the heavy metal being less than 10mg/GK in the pharmaceutical grade, pumping the mixture into a stainless steel reaction kettle by using a vacuum pump, and starting esterification reaction under the protection of carbon dioxide gas, wherein the esterification temperature is 180 ℃ and 250 ℃, and the end point is that the acid value is less than 3mgkoH/g when the reaction time is three hours.
4) And (3) filtering a product: and filtering the catalyst to obtain the product.
5) And (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
The yield of the PEG-40 polyglycerol-10 oleate obtained by all the components in the reaction reaches 94 percent; the detection results are as follows: the acid value is 1.3mgkoH/g, the saponification value is 40mgkoH/g, the color is less than the color No. 3 of iron-cobalt color, and the heavy metal is less than or equal to 10 mg/GK.
The above: the present invention is not intended to be limited to the particular embodiments shown, but is to be accorded the widest scope consistent with the principles and novel features disclosed herein. However, any simple modification, equivalent change and modification of the above embodiments according to the technical essence of the present invention will still fall within the protection scope of the technical solution of the present invention.
Claims (1)
1. A preparation method of PEG-40 polyglycerol-10 oleate comprises the following steps:
1) preparing materials: by weight, the polyglycerol-10260 parts is prepared by the following steps of (1) technically requiring hydroxyl value 888mgKOH/g, heavy metal not more than 2mg/KG, and color less than iron-cobalt colorimetric No. 2 color: 160 parts of oleic acid, the technical requirement is that the acid value is 196-; 0.001 part of antioxidant BHT; 0.05 part of catalyst potassium hydroxide and 0.05 part of cocatalyst silicon dioxide, accurately weighing the ingredients, and pumping the ingredients into a stainless steel reaction kettle by using a stainless steel vacuum pump;
2) Etherification: the etherification temperature is 120-180 ℃;
3) esterification: when the temperature of the material reaches 180 ℃, adding 600 parts of PEG-40 (polyethylene glycol 2000), the type is polyethylene glycol 2000, the heavy metal is less than the pharmaceutical grade of 10mg/KG, pumping the mixture into a stainless steel reaction kettle by using a vacuum pump, and starting esterification reaction under the protection of carbon dioxide gas, wherein the esterification temperature is 180 ℃ and 250 ℃, and the end point is that the acid value is less than 3mgKOH/g when the reaction time is three hours;
4) and (3) product filtration: filtering out the catalyst to obtain a product;
5) and (3) finished product: and (5) inspecting, packaging and warehousing the finished product.
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| CN1157832A (en) * | 1995-12-22 | 1997-08-27 | 花王株式会社 | Process for producing ester alkoxylate compound and surfactant comprising ester alkoxylate compound |
| WO2013171319A1 (en) * | 2012-05-18 | 2013-11-21 | Dupont Nutrition Biosciences Aps | Ester compound of a polyoly and fatty acid oligomer for use as a cold flow improver in fuel compositions |
| CN109628232A (en) * | 2019-01-09 | 2019-04-16 | 广州美晨科技实业有限公司 | A kind of preparation method of polyglyceryl fatty acid ester |
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| CN1157832A (en) * | 1995-12-22 | 1997-08-27 | 花王株式会社 | Process for producing ester alkoxylate compound and surfactant comprising ester alkoxylate compound |
| WO2013171319A1 (en) * | 2012-05-18 | 2013-11-21 | Dupont Nutrition Biosciences Aps | Ester compound of a polyoly and fatty acid oligomer for use as a cold flow improver in fuel compositions |
| CN109628232A (en) * | 2019-01-09 | 2019-04-16 | 广州美晨科技实业有限公司 | A kind of preparation method of polyglyceryl fatty acid ester |
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