Name | Sorbitan Trioleate |
Synonyms | Span-85 ARLACEL 85 Arlacelu85 SPAN(TM) 85 Emulsifier S-85 Sorbitan Trioleate SPAN (R) 85 HLB-VALUE 1.8 Anhydro-D-glucitoltrioleat anhydro-D-glucitol trioleate Sorbitan Trioleate (Span-85) 1,4-anhydro-2,3,6-tri-O--(9Z)-octadec-9-enoyl-L-iditol |
CAS | 26266-58-0 |
EINECS | 247-569-3 |
InChI | InChI=1/C60H108O8/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-56(62)65-52-54(61)59-60(68-58(64)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)55(53-66-59)67-57(63)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54-55,59-61H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-/t54-,55-,59+,60+/m0/s1 |
InChIKey | ZBNRGEMZNWHCGA-PDKVEDEMSA-N |
Molecular Formula | C60H108O8 |
Molar Mass | 957.49 |
Density | 0.94g/mLat 20°C |
Melting Point | -23°C(lit.) |
Boling Point | 887.4°C at 760 mmHg |
Flash Point | >230°F |
Solubility | chloroform: soluble50mg/mL, clear, faintly to light yellow |
Vapor Presure | <1.4 hPa (20 °C) |
Appearance | Amber oily liquid |
Color | Colourless to Pale Yellow Thick |
Storage Condition | Store below +30°C. |
Sensitive | Easily absorbing moisture |
Refractive Index | n20/D 1.476(lit.) |
MDL | MFCD00133820 |
Physical and Chemical Properties | This product is Amber to brown oily liquid, relative density (25 ℃) is 0.95±0.05, melting point 10 ℃, slightly soluble in isopropanol, tetrachloroethylene, xylene, cottonseed oil, mineral oil. |
Use | Used as emulsifier, lubricant, wetting agent, dispersant, thickener, etc |
Hazard Symbols | Xi - Irritant |
Risk Codes | 38 - Irritating to the skin |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 1 |
RTECS | WG2934550 |
HS Code | 29161500 |
Toxicity | LD50 orally in Rabbit: 39800 mg/kg |
Raw Materials | Sorbitol Oleic acid |
Reference Show more | 1. [IF=4.539] Yue Pu et al."Preparation and Characterization of Reusable Water/Ethylcellulose Phase Change Cold Storage Microcapsules With High Latent Heat."Colloid Surface A. 2021 Oct;:127833 |
This product is Sorbitan and three components of oleic acid to form a mixture of esters, the mountain pear drunk dehydration, in alkaline catalysis, and three components of oleic acid esterification prepared. Alternatively, it is prepared by direct esterification of sorbitol with three-component oleic acid at 180 to 280T.
The acid value of this product (General 0713) is not greater than 17.
The saponification value of this product (General 0713) is 169~183.
The Hydroxyl value of this product (General 0713) is 50~75.
The iodine value of this product (General 0713) is 77~85.
The peroxide value of this product (General 0713) is not more than 10.
take about 2g of this product, put it in a 250ml flask, add 100ml of ethanol and 3. 5g of potassium hydroxide, and mix well. Heat reflux for 2 hours, add about 100ml of water, transfer to 250ml beaker while hot, evaporate on water bath and continue to add water, continue to evaporate until no ethanol odor, add 100ml of hot water, slow dropwise addition of sulfuric acid solution while hot 2) until the litmus paper was neutral, record the consumed volume, continue to dropwise addition of sulfuric acid solution (1-2) (about 10% of the above consumed volume) the liquid in the lower layer was clarified. The above solution was extracted with n-hexane for 3 times, each time 100ml, the n-hexane layer was discarded, the water layer solution was taken to adjust the p H value to 10% with 7.0 potassium hydroxide solution, and the water bath was evaporated to dryness, the residue was added with anhydrous ethyl alcohol 1 50M l, stirred with a glass rod, if necessary, the residue was triturated, and boiled in a water bath for 3 minutes, and the above solution was
Put it in a funnel with diatomite, filter it, and evaporate the filtrate to dryness. Add 2ml of methanol to dissolve the residue and use it as a test solution, 4-to water sorbitol 25mg and sorbitol 25M g, add methanol lm l dissolved as a reference solution. According to the thin layer chromatography (General 0502) test, absorb the above two solutions each 2;x l, respectively, on the same silica gel G thin layer plate, with acetone-glacial acetic acid (50=1) for Development, spread out, take out, dry, spray with sulfuric acid ethanol solution (1-2) to just wet, heat until the spot color is clear, immediately check. The position and color of the spots of the test solution should be the same as that of the control solution.
take 0_ l g of this product, put it in a 50 m l round bottom flask, add 0. 5M o l/L potassium hydroxide methanol solution 4ml, heated and refluxed in 65°C water bath for 10 minutes, cooled, 14% boron trifluoride methanol solution 5ml, heated and refluxed in 65°C water bath for 2 minutes, cooled, 5ml n-hexane was added, and the mixture was heated and refluxed for 1 min In a water bath at 65°C for cooling. Saturated sodium chloride solution (10 ml) was added, and the mixture was shaken and allowed to stand to separate into layers, it was dried over anhydrous sodium sulfate. Test according to Gas chromatography (General 0521). The capillary column with polyethylene glycol as the stationary liquid is used as the chromatographic column, the initial temperature is 1 5 0°C, the temperature is maintained for 3 minutes, and the temperature is raised to 220t at a rate of 5°C per minute; The temperature is maintained for 10 minutes; inlet Temperature 2 4 0 1, detector temperature 280 "C. Methyl myristate, methyl palmitate, methyl palmitoleate, methyl stearate, methyl oleate, methyl linoleate, and methyl linolenic acid were dissolved and diluted with n-hexane to prepare solutions containing about 1 LG per lm l, l p l was injected into the gas chromatograph, and the chromatogram was recorded. The number of theoretical plates was not less than 20 000 based on the peak of methyl oleate, and the resolution of each chromatographic peak should meet the requirements. Take the upper liquid F1 injection gas chromatograph, record the chromatogram, according to the area normalization method, this product contains myristic acid is not more than 5.0%, containing palmitic acid is not more than 16.0%, containing palmitic acid is not more than 8.0%, containing stearic acid not more than 6.0%, oleic acid should be 6 5.0% ~ 88.0%, containing linoleic acid not more than 18.0%, containing linolenic acid not more than 4 .0%, containing other fatty acids not more than 4 .0%.
take this product, with anhydrous methanol-two gas methane (1: 1) as the solvent, according to the moisture determination method (General Principles 0832 first method 1 ), determination, containing water shall not exceed 0. 7%.
The l .O. g of this product shall be taken for inspection according to law (General rule 0841), and the remaining residue shall not exceed 0. 25%.
The residue left under the item of burning residual Tong shall be inspected according to law (General rule 0821, Law 2), and the content of heavy metals shall not exceed 10 parts per million.
pharmaceutical excipients, emulsifiers and Defoamers.
sealed and stored in a dry place.
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | span is a synthetic nonionic emulsifier, prepared by partial esterification of sorbitol or sorbitol anhydride and edible palmitic acid. It is light creamy yellow to brownish yellow fine bead, flake or hard wax-like particles with a soft grease smell and caramel sweetness. Stann-85 is not a single compound, but a mixture of various similar compositions, with sorbitol as the main body. It has low viscosity and the smallest HLB value, so it has the strongest lipophilicity. It is an excellent water-in-oil (w/O) emulsifier and an auxiliary emulsifier of O/w. |
Application | Span emulsifiers can be used as emulsifiers when preparing creams, emulsions and ointments, and stable water-in-oil emulsions or microemulsions can be prepared when used alone; If combined with different proportions of hydrophilic emulsifier Tween, various water-in-oil, oil-in-water emulsions or creams can be prepared; it can also be used as a solubilizer, wetting agent, dispersant, suspension agent, etc. It can be used to prepare inhalants, intramuscular injections, oral liquids, ophthalmic preparations, topical preparations and vaginal preparations. Medicinal Span -85 is an excellent nonionic surfactant, which can be used as emulsifier, solubilizer, suspension, Runqing, etc., and is widely used in the pharmaceutical industry. |
preparation method of | spans 85: 10g sorbitol and 10g oleic acid are pre-mixed and stirred in a stirrer, 0.03g neutral catalyst is added, the temperature is raised to 220 ℃ at a rate of 2 ℃/min, and the stirring is continued. when the acid value (mgKOH/g) is ≤ 15, the material is cooled and dried to obtain yellow oily liquid. the test results are as follows: the hydroxyl value (mgKOH/g) is 65, the saponification value is 170, and the moisture content is ≤ 1.5%. |
use | this product is used as emulsifier, solubilizer and rust inhibitor in medicine, cosmetics, textile, paint, petroleum products and oil production industry. used as emulsifier, lubricant, wetting agent, dispersant, thickener, etc. gas chromatography stationary liquid, non-ionic surfactant, water/oil emulsifier, dispersant. Sorbitane trioleate, or Span 85, has been used in a study to develop a novel bottom-up process to produce nanoparticles containing protein and peptide for suspension in hydrofluoroalkane propellants. It has also been used in a study to analyze the application of liquid chromatography in polymer non-ionic antistatic additives. |
production method | 1 mol sorbitol is put into a reaction kettle, after vacuum dehydration, the preheated refined oleic acid is put into the kettle, the oleic acid is added in an amount of 3 mol, and then an appropriate amount of sodium hydroxide is added as a catalyst. Then the temperature is gradually raised to about 210 ℃ under vacuum, and the heat preservation reaction is carried out for 8 h. The esterification reaction of 14~15 mgKOH/g was completed. Let it stand and layer in layers, throw away the lower liquid, drive the upper liquid into a decolorization kettle, decolorize with hydrogen peroxide, dehydrate under reduced pressure, and after dehydration, the finished product is finished by discharging and packaging. |