CN111822046A - Span series products and preparation method thereof - Google Patents
Span series products and preparation method thereof Download PDFInfo
- Publication number
- CN111822046A CN111822046A CN202010615493.5A CN202010615493A CN111822046A CN 111822046 A CN111822046 A CN 111822046A CN 202010615493 A CN202010615493 A CN 202010615493A CN 111822046 A CN111822046 A CN 111822046A
- Authority
- CN
- China
- Prior art keywords
- span series
- series products
- reaction
- preparation
- stearic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/49—Esterification or transesterification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a span series product and a preparation method thereof. The invention firstly dehydrates the sorbitol solution, and then carries out esterification reaction with stearic acid under the action of a catalyst to obtain span series products, wherein the span series products comprise sorbitan monostearate or sorbitan tristearate. The invention adopts stannous oxalate as a high-efficiency catalyst, simultaneously performs sorbitol etherification and alcohol acid esterification reactions, has fast reaction speed and few byproducts, can carry out industrialized large-scale production, and has simple process, convenient operation and low production cost, and the quality of span series products conforms to the national standard.
Description
Technical Field
The invention relates to the technical field of fine chemical synthesis, in particular to a span series product and a preparation method thereof.
Background
The food emulsifier is the most widely used food additive in the food industry at present, the consumption of the food emulsifier in the world currently exceeds 40 ten thousand tons, particularly the consumption of span series emulsifiers is large, and the sorbitan monostearate (span 60 for short) is one of six food emulsifiers. Span 60 belongs to a nonionic surfactant, has the properties of emulsification, dispersion, wetting and the like, has strong emulsifying capacity, is an excellent water-in-oil type emulsifier, is a non-toxic and harmless food additive accepted in the world, is widely applied to industries such as food, cosmetics, medicines, textiles and the like, particularly in the food industry, the food sanitation and safety are more and more concerned today, the development of the non-toxic and environment-friendly food emulsifier becomes an important content in the research of the field of the food additive, span 60 belongs to the additive, is accepted by people with excellent safety and excellent emulsification, and span 60 is approved to be used as the food emulsifier in the United states, Japan, Europe, China and the like.
At present, the synthesis of span 60 has only three methods, the first method is a one-step method, namely, sorbitol and stearic acid are subjected to high-temperature reaction in the presence of an alkaline catalyst, and anhydride and ester are generated by the reaction at the same time, and the method is old, dark in product color, more in by-products and unstable in quality; the second method is a two-step method of esterification and etherification, namely, the esterification of sorbitol and stearic acid is carried out under the condition of an alkaline catalyst to generate sorbitol monostearate, and then the sorbitan monostearate is dehydrated (etherified) under the acidic condition to obtain a span 60 product, wherein the method is often incomplete in dehydration, and the product contains more impurities and is darker in color; the third method is a two-step method of firstly etherifying and then esterifying, namely firstly dehydrating (etherifying) under an acidic condition to obtain anhydride, and then performing esterification under an alkaline catalyst to obtain span 60. Similar problems exist in the synthesis process of span 65 and other span series products.
Based on the current situation of the preparation process of the span series products, the invention aims to develop the production process of the span series products with short reaction time, high production efficiency, few byproducts and good color and luster, and improve the quality of the span series products.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides the preparation method of span series products, which has simple and convenient and easily controlled process operation and is suitable for large-scale industrial production, the method has short reaction time and high production efficiency, and the prepared sorbitan monostearate or sorbitan tristearate (span 65) has few by-products and good color.
In order to achieve the purpose, the invention adopts the technical scheme that:
the invention provides a use of stannous oxalate as a catalyst in preparation of span series products, sorbitol and fatty acid are dehydrated and esterified to generate the span series products under the action of the stannous oxalate, and the span series products comprise sorbitan monostearate or sorbitan tristearate. Under the catalytic action of stannous oxalate, sorbitol etherification and alcohol acid esterification can be carried out simultaneously, the reaction speed is high, the heating time of sorbitol is reduced, the generation of caramel substances is effectively reduced, and the over-deep color of span series products is avoided.
The invention also provides a preparation method of the span series products, which comprises the steps of dehydrating the sorbitol solution, and then carrying out esterification reaction with stearic acid under the catalytic action of stannous oxalate to obtain the span series products, wherein the span series products comprise sorbitan monostearate or sorbitan tristearate.
Further, the preparation method of the sorbitan monostearate specifically comprises the following steps:
s1, pumping the sorbitol solution into a reaction kettle, heating and stirring the mixture under a vacuum state, and dehydrating the sorbitol solution;
s2, heating stearic acid to be molten, pumping into the reaction kettle in the step (1) after the stearic acid is completely molten, pumping stannous oxalate into the reaction kettle, continuously stirring and heating, controlling the reaction temperature to be 190-230 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 1.5-2 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering to separate stannous oxalate and reaction products, and cooling and forming the reaction products to obtain the sorbitan monostearate.
Compared with other metallic tin catalysts, acidic catalysts or alkaline catalysts under the same process conditions, the method has the advantages that stannous oxalate is used as a high-efficiency catalyst, better catalytic activity is achieved, sorbitol etherification and alcohol acid esterification are performed at the same time, the reaction speed is high, the heating time of sorbitol is reduced, caramel substances are effectively reduced, the product color is light, the quality of sorbitan monostearate products meets the national standard, industrial large-scale production can be performed, the process is simple, the operation is convenient, and the production cost is low.
The inventor tests and finds that the reaction temperature and the reaction time in the step (2) can obviously influence the color and the quality of the sorbitan monostearate product, and the by-product of the product is less and has good color within the process parameter range.
Furthermore, the adding amount of the stannous oxalate is 0.05-0.1% of the mass of stearic acid, and within the range, the color of the sorbitan monostearate or the sorbitan tristearate is more favorably improved, and the product quality is better.
Further, the mass ratio of the sorbitol solution to the stearic acid is 1: 1.6-2, the ratio of the sorbitol solution to the stearic acid is optimized, the color of the sorbitan monostearate product is improved, byproducts are reduced, and the acid value, saponification value, hydroxyl value and other indexes of the prepared sorbitan monostearate product meet the national standard.
In order to further improve the color and the product quality of the sorbitan tristearate, the preparation method of the sorbitan tristearate specifically comprises the following steps:
s1, pumping the sorbitol solution into a reaction kettle, heating and stirring the mixture under a vacuum state, and dehydrating the sorbitol solution;
s2, heating stearic acid to be molten, pumping into the reaction kettle in the step (1) after the stearic acid is completely molten, pumping stannous oxalate into the reaction kettle, continuously stirring and heating, controlling the reaction temperature to be 220-240 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 2-6 hours;
s3, after the reaction is finished, cooling to 100-110 ℃, filtering and separating stannous oxalate and reaction products, and cooling and forming the reaction products to obtain the sorbitan tristearate.
Furthermore, in the preparation method of the sorbitan tristearate, the mass ratio of the sorbitol solution to the stearic acid to the stannous oxalate is 1: 3-4: 0.001-0.01, and earlier experiments of the inventor find that the sorbitol tristearate with a lighter color is beneficial to obtaining the sorbitan tristearate in the range of the mixture ratio, and byproducts are reduced.
In the preparation method of the sorbitan monostearate or the sorbitan tristearate, in order to ensure that the sorbitol solution is fully dehydrated, the sorbitol solution needs to be heated, wherein the heating time is related to the heating temperature, and the heating time is correspondingly shortened when the heating temperature is high, and further, in the step S1, the heating temperature is controlled to be 170 ℃, the heating time is 30min, and the sorbitol solution can be fully dehydrated; in step S2, stearic acid is heated to 100 to 110 ℃ to be fully melted.
The stannous oxalate catalyst is recovered by filtration and can be repeatedly used.
The invention also provides a series of span products prepared by the method. The span series products prepared by the invention have good color and luster and stable quality.
The span series product is sorbitan monostearate, and the luvibond method color of the sorbitan monostearate is as follows: yellow: 10.0-30.0, red: 1.5 to 5.0, the acid value is less than or equal to 3.8mgKOH/g, the fatty acid content is 72.8 to 74.7 weight percent, the polyol content is 30.4 to 32.7 weight percent, the saponification value is 148.2 to 153.0mgKOH/g, the hydroxyl value is 246.3 to 257.1mgKOH/g, the water content is less than or equal to 0.9 weight percent, the Pb content is less than 0.1mg/kg, and the As content is less than 0.1 mg/kg.
The span series product is sorbitan tristearate, and the luvibond method color of the sorbitan tristearate is as follows: yellow: 10.0-30.0, red: 1.5 to 5.0, the acid value is less than or equal to 15mgKOH/g, the fatty acid content is 85 to 92 weight percent, the polyol content is 14 to 21 weight percent, the saponification value is 176 to 188mgKOH/g, the hydroxyl value is 66 to 80mgKOH/g, the water content is less than or equal to 1.5 weight percent, and the Pb content is less than 0.1 mg/kg. .
Compared with the prior art, the invention has the following advantages and effects:
the preparation method of the span series products has the advantages of easily controlled conditions, simple process, simple and convenient operation, high catalyst efficiency and high reaction speed.
According to the invention, stannous oxalate is used as an efficient catalyst, the reaction time is reduced by 1-2 hours compared with that of a conventional process, caramel impurities generated by heating sorbitol for a long time are greatly reduced, the phenomenon of over etherification is effectively avoided, the sorbitan monostearate product has good color and stable quality, can be applied to various fields such as food, medicine, daily chemicals and the like, and the stannous oxalate catalyst can be continuously used after being filtered and recovered, so that the economic benefit is good.
In addition, the stannous oxalate used as a catalyst can also be used for manufacturing span series products such as sorbitan tristearate (span 65) and the like, and has excellent catalytic effect.
Detailed Description
To better illustrate the objects, aspects and advantages of the present invention, the present invention will be further described with reference to specific examples. It will be understood by those skilled in the art that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
In the examples, the experimental methods used were all conventional methods unless otherwise specified, and the materials, reagents and the like used were commercially available without otherwise specified.
Example 1
A preparation method of sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 960kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 480g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 190 ℃ and the vacuum degree to be more than-0.08 MPa, and reacting for 1.5 hours;
and S3, after the reaction is finished, rapidly cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The quality of the sorbitan monostearate prepared in this example is shown in table 1, and the specific detection method refers to GB13481-2011 national standard for food safety food additive sorbitan monostearate (span 60).
TABLE 1
Example 2
A preparation method of sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 1200kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 600g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to 230 ℃, and controlling the vacuum degree to be more than-0.08 MPa, and reacting for 2 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan monostearate obtained in this example is shown in Table 2.
TABLE 2
Example 3
A preparation method of sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 960kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping 960g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 190 ℃ and the vacuum degree to be more than-0.08 MPa, and reacting for 1.5 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan monostearate obtained in this example is shown in Table 3.
TABLE 3
Example 4
A preparation method of sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 1200kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 1200g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 220 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 1 hour and 45 minutes;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan monostearate obtained in this example is shown in Table 4.
TABLE 4
Comparative example 1
A preparation method of sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 960kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 385g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 220 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 1 hour and 45 minutes;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan monostearate obtained in this comparative example is shown in Table 5.
TABLE 5
Comparative example 2
A preparation method of sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 1200kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 1300g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 220 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 1 hour and 45 minutes;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan monostearate obtained in this comparative example is shown in Table 6.
TABLE 6
Comparative example 3
The preparation method of the conventional sorbitan monostearate comprises the following steps:
s1, pumping 600kg of sorbitol solution into a reaction kettle, starting stirring, adding 500g of catalyst phosphoric acid, heating to 180 ℃ in a vacuum state, preserving heat for 90 minutes, removing water in the sorbitol solution, and carrying out etherification;
s2, heating 1200kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 3kg of sodium hydroxide catalyst, continuously stirring and heating, controlling the reaction temperature to be 230 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 3 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, adding 2.5kg of phosphoric acid for neutralization, and cooling and forming to obtain the product.
The mass of sorbitan monostearate obtained in this comparative example is shown in Table 7.
TABLE 7
Compared with comparative examples 1-3, the sorbitan monostearate prepared in examples 1-4 meets the national food additive safety standard in each index, has light color, good quality, short reaction time, low cost, convenient and easily-controlled operation, and meets the requirement of industrial production.
Example 5
A preparation method of sorbitan tristearate comprises the following steps:
s1, pumping 300kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for about 30 minutes, and removing water in the sorbitol solution;
s2, heating 980kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 680g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 230 ℃, and controlling the vacuum degree to be more than-0.08 MPa, and reacting for 2.5 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan tristearate obtained in this example is shown in Table 8. The specific detection method refers to GB29220-2012 national food safety standard food additive sorbitan tristearate (span 65).
TABLE 8
Example 6
A preparation method of sorbitan tristearate comprises the following steps:
s1, pumping 300kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 900kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 300g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 220 ℃, and controlling the vacuum degree to be more than-0.08 MPa, and reacting for 6 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan tristearate obtained in this example is shown in Table 9.
TABLE 9
Example 7
A preparation method of sorbitan tristearate comprises the following steps:
s1, pumping 300kg of sorbitol solution into a reaction kettle, starting stirring, heating to 170 ℃ in a vacuum state, preserving heat for 30 minutes, and removing water in the sorbitol solution;
s2, heating 1200kg of stearic acid to 100-110 ℃, pumping into a reaction kettle after the stearic acid is completely melted, pumping into 3000g of stannous oxalate, continuously stirring and heating, controlling the reaction temperature to 240 ℃, and controlling the vacuum degree to be more than-0.08 MPa, and reacting for 2 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering, cooling and forming, and recovering the filtered stannous oxalate for reuse.
The mass of sorbitan tristearate obtained in this example is shown in Table 10.
Watch 10
The results show that the stannous oxalate serving as the catalyst can be used for preparing the sorbitan tristearate, the catalyst has an excellent catalytic effect, the reaction time is short, and the prepared sorbitan tristearate product is light in color, stable in quality and few in byproducts.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention and not for limiting the protection scope of the present invention, and although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention.
Claims (10)
1. The application of stannous oxalate as a catalyst in preparation of span series products is characterized in that sorbitol and fatty acid are dehydrated and esterified to generate the span series products under the action of the stannous oxalate, and the span series products comprise sorbitan monostearate or sorbitan tristearate.
2. A preparation method of span series products is characterized in that sorbitol liquid is dehydrated, and then the dehydrated sorbitol liquid and stearic acid are subjected to esterification reaction under the catalytic action of stannous oxalate to obtain the span series products, wherein the span series products comprise sorbitan monostearate or sorbitan tristearate.
3. The preparation method of span series products according to claim 2, wherein the span series products are sorbitan monostearate, and the preparation method specifically comprises the following steps:
s1, pumping the sorbitol solution into a reaction kettle, heating and stirring the mixture under a vacuum state, and dehydrating the sorbitol solution;
s2, heating stearic acid to be molten, pumping into the reaction kettle in the step (1) after the stearic acid is completely molten, pumping stannous oxalate into the reaction kettle, continuously stirring and heating, controlling the reaction temperature to be 190-230 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 1.5-2 hours;
and S3, after the reaction is finished, cooling to 100-110 ℃, filtering to separate stannous oxalate and reaction products, and cooling and forming the reaction products to obtain the sorbitan monostearate.
4. The preparation method of span series products according to claim 3, wherein the adding amount of the stannous oxalate is 0.05-0.1% of the mass of stearic acid.
5. The method for preparing span series products according to claim 4, wherein the mass ratio of the sorbitol solution to the stearic acid is 1: 1.6 to 2.
6. The preparation method of span series products according to claim 2, wherein the span series products are sorbitan tristearate, and the preparation method specifically comprises the following steps:
s1, pumping the sorbitol solution into a reaction kettle, heating and stirring the mixture under a vacuum state, and dehydrating the sorbitol solution;
s2, heating stearic acid to be molten, pumping into the reaction kettle in the step (1) after the stearic acid is completely molten, pumping into stannous oxalate, continuously stirring and heating, controlling the reaction temperature to be 220-240 ℃, controlling the vacuum degree to be more than-0.08 MPa, and reacting for 2-6 hours.
And S3, after the reaction is finished, cooling to 100-110 ℃, filtering to separate stannous oxalate and reaction products, and cooling and forming the reaction products to obtain the sorbitan tristearate.
7. The preparation method of span series products according to claim 6, wherein the mass ratio of the sorbitol solution, the stearic acid and the stannous oxalate is 1: 3-4: 0.001-0.01.
8. Span series products prepared according to the process of any of claims 2-7.
9. The span series product according to claim 8, wherein the span series product is sorbitan monostearate having a luvibond method color of: yellow: 10.0-30.0, red: 1.5 to 5.0, the acid value is less than or equal to 3.8mgKOH/g, the fatty acid content is 72.8 to 74.7 weight percent, the polyol content is 30.4 to 32.7 weight percent, the saponification value is 148.2 to 153.0mgKOH/g, the hydroxyl value is 246.3 to 257.1mgKOH/g, the water content is less than or equal to 0.9 weight percent, the Pb content is less than 0.1mg/kg, and the As content is less than 0.1 mg/kg.
10. The span series product according to claim 8, wherein the span series product is sorbitan tristearate having a luvibond method color of: yellow: 10.0-30.0, red: 1.5 to 5.0, the acid value is less than or equal to 15mgKOH/g, the fatty acid content is 85 to 92 weight percent, the polyol content is 14 to 21 weight percent, the saponification value is 176 to 188mgKOH/g, the hydroxyl value is 66 to 80mgKOH/g, the water content is less than or equal to 1.5 weight percent, and the Pb content is less than 0.1 mg/kg.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010615493.5A CN111822046B (en) | 2020-06-30 | 2020-06-30 | Span series products and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010615493.5A CN111822046B (en) | 2020-06-30 | 2020-06-30 | Span series products and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111822046A true CN111822046A (en) | 2020-10-27 |
| CN111822046B CN111822046B (en) | 2023-03-10 |
Family
ID=72900925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010615493.5A Active CN111822046B (en) | 2020-06-30 | 2020-06-30 | Span series products and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111822046B (en) |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101100423A (en) * | 2007-07-24 | 2008-01-09 | 王伟松 | Method for synthesizing fatty acid mixed alcohol ester |
| CA2748622A1 (en) * | 2008-12-31 | 2010-07-08 | Battelle Memorial Institute | Preparation of esters and polyols by initial oxidative cleavage of fatty acids followed by esterification reactions |
| CN101815720A (en) * | 2007-05-03 | 2010-08-25 | 奥特勒公司 | Comprise product of titanyl monomer and titanyl polymkeric substance and preparation method thereof |
| WO2015065801A1 (en) * | 2013-10-29 | 2015-05-07 | Croda, Inc. | Lubricant composition comprising hydroxycarboxylic acid derived friction modifier |
| CN106588830A (en) * | 2016-11-23 | 2017-04-26 | 张家港格瑞特化学有限公司 | Synthetic method for sorbitan octoate emulsifier |
| 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 |
| CN109897050A (en) * | 2017-12-07 | 2019-06-18 | 中国科学院大连化学物理研究所 | A method of preparing isobide dicarboxylic ester |
| CN111087588A (en) * | 2019-12-18 | 2020-05-01 | 浙江恒澜科技有限公司 | Isosorbide modified high-heat-resistance biodegradable polyester and preparation method thereof |
| CN111138278A (en) * | 2019-12-27 | 2020-05-12 | 广州星业科技股份有限公司 | Preparation method of butanediol caprylate |
-
2020
- 2020-06-30 CN CN202010615493.5A patent/CN111822046B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110269979A1 (en) * | 2005-04-26 | 2011-11-03 | Battelle Memorial Institute | Preparation of Esters and Polyols by Initial Oxidative Cleavage of Fatty Acids Followed by Esterification Reactions |
| CN101815720A (en) * | 2007-05-03 | 2010-08-25 | 奥特勒公司 | Comprise product of titanyl monomer and titanyl polymkeric substance and preparation method thereof |
| CN101100423A (en) * | 2007-07-24 | 2008-01-09 | 王伟松 | Method for synthesizing fatty acid mixed alcohol ester |
| CA2748622A1 (en) * | 2008-12-31 | 2010-07-08 | Battelle Memorial Institute | Preparation of esters and polyols by initial oxidative cleavage of fatty acids followed by esterification reactions |
| WO2015065801A1 (en) * | 2013-10-29 | 2015-05-07 | Croda, Inc. | Lubricant composition comprising hydroxycarboxylic acid derived friction modifier |
| CN106588830A (en) * | 2016-11-23 | 2017-04-26 | 张家港格瑞特化学有限公司 | Synthetic method for sorbitan octoate emulsifier |
| CN109897050A (en) * | 2017-12-07 | 2019-06-18 | 中国科学院大连化学物理研究所 | A method of preparing isobide dicarboxylic ester |
| 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 |
| CN111087588A (en) * | 2019-12-18 | 2020-05-01 | 浙江恒澜科技有限公司 | Isosorbide modified high-heat-resistance biodegradable polyester and preparation method thereof |
| CN111138278A (en) * | 2019-12-27 | 2020-05-12 | 广州星业科技股份有限公司 | Preparation method of butanediol caprylate |
Non-Patent Citations (2)
| Title |
|---|
| M.R.KAMARUZAMAN ET AL.: "synthesis of biobased polyester polyol through esterification of sorbitol with azelaic acid catalyzed by tin(II) oxide: a kinetic modeling study", 《I&ECR》 * |
| 邓平生: "Span60合成工艺改进与应用", 《广东化工》 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111822046B (en) | 2023-03-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104610063A (en) | Novel preparation method of dioctyl terephthalate | |
| AU643339B2 (en) | Preparation of alkoxyalkanoic acids | |
| CN106496541B (en) | production process of isomeric tridecanol polyoxyethylene ether | |
| CN113512078B (en) | Method for directly preparing alkyl glycoside surfactant by cellulose one-pot method | |
| CN111822046B (en) | Span series products and preparation method thereof | |
| CN109134713B (en) | Preparation method of polyvinyl butyral resin | |
| CN110845376B (en) | Preparation method of pentaerythritol mercaptocarboxylic ester | |
| CN110028602B (en) | Method for reducing impurity content in industrial polyvinyl alcohol | |
| CN110669583B (en) | Vegetable insulating oil refining process with rapeseed oil as raw material | |
| US4719259A (en) | Process for producing ethylene/vinyl alcohol copolymers | |
| CN107754827B (en) | Supported solid base catalyst and preparation method and application thereof | |
| CN110512213B (en) | Purification method of long-chain mixed dibasic acid | |
| CN111116319B (en) | Synthesis and refining method of 1, 6-dihydroxynaphthalene | |
| CN109438292B (en) | Method for producing modifier SIPP (selected p-phenylene terephthalamide) by using three-monomer process wastewater concentrate | |
| CN113200859A (en) | Preparation method of malate with low chroma and low acid value | |
| CN113072443A (en) | Novel production process of liquid hindered phenol antioxidant 1135 | |
| CN110845330A (en) | Triglycerol monostearate and preparation method and application thereof | |
| CN115108951B (en) | P-nitrophenyl-beta-hydroxyethyl thioether and preparation method thereof | |
| CN107417533B (en) | Dimethyl isophthalate and process for producing the same | |
| CN114736121B (en) | Method for preparing ethyl sorbate by microwave esterification | |
| CN112574029A (en) | Preparation method of polyol ester | |
| US8378133B2 (en) | Method for producing fatty acid alkyl ester | |
| CN105348104A (en) | Production method of glycerin tribenzoate | |
| CN113717050A (en) | Synthesis process of succinic acid mono (allyloxy) ethyl ester | |
| CN113149936A (en) | Preparation method of sorbitan trioleate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |