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SMO (SORBITAN MONOOLEATE)

SMO (Sorbitan Monooleate) is a food additive with the E number E494.
SMO (Sorbitan Monooleate) is a fatty acid ester.
SMO (Sorbitan Monooleate) is a low HLB surfactant suggested for use as a w/o emulsifier or as an o/w emulsifier for use in cosmetic formulations, oil field chemicals, plastics, household products, coatings and textiles.

CAS:    1338-43-8
MF:    C24H44O6
MW:    428.6
EINECS:    215-665-4

SMO (Sorbitan Monooleate), is a synthetic fatty acid ester showing emulsifying and dispersing activities.
An emulsifier SMO (Sorbitan Monooleate) is used as a lipophillic non-ionic surfactant, emulsifier, stabilizer for oil based lotions, ointments, in textiles as antistat, lubricant for fabric softener, sweetening agent, food additive, toothpaste, tobacco, toiletries and in cosmetics. 
SMO (Sorbitan Monooleate) serves as a dispersant in oil field chemicals and as a corrosion Inhibitor. 
Further, SMO (Sorbitan Monooleate) plays as an important role as excipient and intravenous osmotic diuretic in pharmaceutical fields.

SMO (Sorbitan Monooleate) is a monoester of oleic acid and hexitol anhydrides derived from sorbitol.
SMO (Sorbitan Monooleate) is an amber-coloured oily viscous liquid. 
SMO (Sorbitan Monooleate) is used as an emulsifier in cosmetic and pharmaceutical ointments and creams. 
SMO (Sorbitan Monooleate) is also used as a stabilizer in food products.
SMO (Sorbitan Monooleate) is also used as a co-emulsifier for lotions and other emulsions. SMO (Sorbitan Monooleate) is particularly suited to formulations that contain vegetable oils.

SMO (Sorbitan Monooleate) is a surface active agent that is used in the formulation of personal care products. 
SMO (Sorbitan Monooleate) has been shown to inhibit 3T3-L1 preadipocytes and regulate their metabolism. 
SMO (Sorbitan Monooleate) also has a receptor activity on the surface of cells, which can be used to measure the binding affinity of various drugs. 
In addition, SMO (Sorbitan Monooleate) has a high water permeability coefficient and can be used as a surfactant for liquid formulations. 
The optimum concentration for SMO (Sorbitan Monooleate) is around 0.01%. 
Lastly, SMO (Sorbitan Monooleate) has hydroxyl groups that form esters with sodium salts to produce soap-like substances, which have been shown to have properties similar to benzalkonium chloride.

SMO (Sorbitan Monooleate) is an ester of oleic acid, an example of an unsaturated fatty acid (C18H34O2) and sorbitol, which belongs to the group of sugar alcohols (C6H14O6). 
In the literature, SMO (Sorbitan Monooleate) is also referred to using its the common name: Sorbitan Monooleate. 
The CAS number of SMO (Sorbitan Monooleate) is 1338-43-8.  
SMO (Sorbitan Monooleate) is an unambiguous numerical term assigned to a chemical substance by the American organization, the Chemical Abstracts Service (CAS). 
SMO (Sorbitan Monooleate) is a viscous liquid, yellow to brown in colour. 
SMO (Sorbitan Monooleate) is well soluble in ethanol, mineral oil and also vegetable oils. 
However, SMO (Sorbitan Monooleate) is characterized by very low solubility in water. 
SMO (Sorbitan Monooleate) is a type of ingredient that can be animal, vegetable, and synthetic in origin. 
Most often, the plant origin is dominant, as a result of obtaining oleic acid for synthesis from olive oil, butter or cod liver oil.

Chemically, SMO (Sorbitan Monooleate) is formed by the binding of sorbitan (a dehydrated sorbitol molecule) to an unsaturated fatty acid (oleic acid), which forms particles that are partially water-soluble (sorbitan) and partially oil-soluble (oleic acid). 
The structure of the resulting molecules determines its properties and application.
SMO (Sorbitan Monooleate) is a yellow oily liquid, easily soluble in water, ethanol, methanol or ethyl acetate, and extremely slightly soluble in mineral oil. 
SMO (Sorbitan Monooleate) is a w/o type emulsifier, which has strong emulsification, dispersion and lubrication effects, and can be mixed with various surfactants, especially suitable for SMO (Sorbitan Monooleate), and the compound use effect is better. 

SMO (Sorbitan Monooleate) Chemical Properties
Boiling point: 463.43°C (rough estimate)
Density: 0.986 g/mL at 25 °C(lit.)
Vapor pressure: <1.4 hPa (20 °C)
Refractive index: n20/D 1.48(lit.)
Fp: >230 °F
Storage temp.: Store below +30°C.
Solubility: Practically insoluble but dispersible in water, soluble in fatty oils producing a hazy solution, miscible with alcohol.
Form: Viscous Liquid
Specific Gravity: 0.986
Color: Yellow
Water Solubility: Soluble in ethanol at 50mg/mlMiscible with water, ethanol, isopropanol and ether. Insoluble in acetone.
Merck: 13,8796
BRN: 8172514
Hydrophilic-Lipophilic Balance (HLB): 4.3
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey: MPZLHRXPRGLWEB-AAZCQSIUSA-N
CAS DataBase Reference: 1338-43-8(CAS DataBase Reference)
EPA Substance Registry System: SMO (Sorbitan Monooleate) (1338-43-8)

Uses    
SMO (Sorbitan Monooleate) is a liquid sorbitan ester. 
SMO (Sorbitan Monooleate) ester functions as a low HLB nonionic emulsifier. 
SMO (Sorbitan Monooleate) is well suited for a broad number of applications including as in emulsifier in explosives.
As emulsifiers, stabilizers, and thickeners in foods, cosmetics, and medicinal products. 
In the textile industry as fiber lubricants and softeners.
SMO (Sorbitan Monooleate) is a mild emulsifier derived from sugar.
SMO (Sorbitan Monooleate) is used as an emulsifier in synthetic fibers, metalworking fluid, making polishers for the leather industry, coatings, insecticides, and in a variety of applications in the plastic, food and cosmetic industries.

SMO (Sorbitan Monooleate) is used in the manufacture of food and healthcare products as a non-ionic surfactant with emulsifying, dispersing, and wetting properties.
SMO (Sorbitan Monooleate) is also employed to create synthetic fibers, metal machining fluid, and as a brightener in the leather industry. 
Sorbitans are also known as "Spans".
SMO (Sorbitan Monooleate) has been approved by the European Union for use as a food additive (emulsifier) (E number: E 491).
SMO (Sorbitan Monooleate) is also approved for use by the British Pharmacopoeia.

SMO (Sorbitan Monooleate) is mainly used as solubilizer or emulsifier for injection and oral liquid; Dispersant for capsules; Emulsifier and matrix for ointment; Substrate for suppository, etc. 
SMO (Sorbitan Monooleate) used as an emulsifier in the food industry. 
As an emulsifier in the production of food and cosmetics; as a dispersant in the paint and coating industry; as a stabilizer in the production of titanium dioxide; as an insecticide, wetting agent, and emulsifier in the production of pesticides; as a cosolvent in petroleum products; SMO (Sorbitan Monooleate) can also be used as an antirust agent for antirust oil. 
Lubricants and softeners for textiles and leather.
SMO (Sorbitan Monooleate) is used as emulsifier, stabilizer, thickener and wetting agent in medicine, cosmetics and textile industry, as dispersant and emulsifier in oil field.
SMO (Sorbitan Monooleate) used in emulsion explosives, petroleum, medicine, cosmetics, textile, paint, leather and other industries.
SMO (Sorbitan Monooleate) used as gas chromatography stationary liquid, also used as emulsifier.

SMO (Sorbitan Monooleate) used as W/O food emulsifier, used alone or mixed with Tween -60, Tween -80, Tween -65. 
Our country stipulates that SMO (Sorbitan Monooleate) can be used for vegetable protein beverages, milk, hydrogenated vegetable oil, bread, cakes and milk sugar, with a maximum usage of 1.5 g/kg; The maximum usage in fruit juice (flavor) beverages is 0.05 g/kg. 
In addition, SMO (Sorbitan Monooleate) can also be used for the preservation of vegetables and fruits (coating film), and it can be used appropriately according to production needs.
Good oil-in-water emulsifier. 
Gas chromatography stationary solution (maximum service temperature 150 ℃, solvent methanol), separation and analysis of oxygen-containing compounds. 
Thickeners for food, cosmetics and drugs. 
Fiber lubricants and softeners for the textile industry.
Non-ionic surfactants can be used to form oil-in-water emulsions and can be combined with low.

Dry yeast: Acts as the carrier of active yeast. 
Promotes dry yeast shape and maintains the bio-activity after hydration.
Margarine: Maintains fine and stable water-oil dispersion, Improves plasticity, Prevents splashing during frying.
Shortening: Adjusts oil crystal, Improves stability and whipping strength
Whipping cream: shortens whipping time, Improves foam volume and structure, Creates a nice and stiff foams.
Coffee-mate: Gives a more uniform fat globule size distribution resulting in improved whitening effect and dissolves in water well.
Cake emulsifier: Enlarges cake volume, Improves cake texture and paste stability, Prolongs shelf life.
Cake: Enlarges cake volume, Improves cake texture, Prolongs shelf life.
Ice cream: Promotes emulsifying if dairy fat, Prevents thick ice crystal, Improves mouth feel and shape retention.
Confectionary and chocolate: Improves oils and fat dispersion, Decreases syrup viscosity and adjusts crystallization of confectionaries.
Used as W/O emulsion explosive, preparation agent of textile, lubricant and softening agent of textile and leather.

Production Method    
SMO (Sorbitan Monooleate) add 70% sorbitol to a stainless steel reaction kettle, add 0.6% mass water loss catalyst (phosphoric acid or p-toluenesulfonic acid), alcohol: acid = 1:(1.5~1.7)(molar ratio), raise the temperature to below 150 ℃, and lose water for 3 hours; then, oleic acid preheated to 90% and esterification catalyst (KOH or NaOH) of 0.3% mass are added into sorbitol, and the temperature is raised to 210 ℃ for 4~5h under the condition of nitrogen filling. 
When the acid value is less than 8mg KOH/g, the reaction is over. 
After standing, cooling and filtering, the product is obtained.
Put 88 kg sorbitol into the reaction kettle, dehydrate under reduced pressure, after dehydration, press 130 kg of refined oleic acid and appropriate amount of sodium hydroxide (as catalyst). 

Stirring, vacuumizing, slowly heating, reaction at 200~210 ℃ for 6 h. 
The acid value is measured by sampling. 
When the acid value is 6~7, the esterification reaction is completed. 
Cooling and cooling, standing for 24 h, standing after the upper and lower layers, the lower layer is black jelly, separated and discarded. 
Put the upper clarification hydraulic pressure into the decolorization kettle, heat to about 65 ℃ to decolorize with activated carbon, and decolorize at 80~85 ℃ for 1 h. 
Filtration, the filtrate is dehydrated under vacuum for 5 h to obtain the finished product.

Synonyms
Sorbitan monooleate
Arlacel 80
Span 80
1338-43-8
Anhydrosorbitol monooleate
Sorbitan, mono-(9Z)-9-octadecenoate
Sorbitan mono-oletae
SORBITAN OLEATE
Sorbitan, mono-9-octadecenoate
06XEA2VD56
INS NO.494
DTXSID6027397
INS-494
NSC-406239
NCGC00164240-01
Sorbitan oleate [INN]
E-494
D-Glucitol, 1,4-anhydro-, 6-(9-octadecenoate)
1,4-anhydro-6-O-[(9Z)-octadec-9-enoyl]-D-glucitol
DTXCID807397
sorbitan mono-oleate
CAS-1338-43-8
SORBITAN MONOOLEATE [USAN]
Sorbitani oleas
Glycomul O
Sorbitan O
Alkamuls SMO
Armotan MO
Dehymuls SMO
Lonzest SMO
NSC 406239
Oleate de sorbitan
Kosteran O 1
Oleato de sorbitano
Crill 4
Sorbester P 17
Disponil 100
Montan 80
Newcol 80
Nonion OP80R
Radiasurf 7155
Sorgen 40
Sorgen 40A
Montane 80 VGA
Rheodol AO 10
Atmer 05
Emasol O 10
Emasol O 10F
Kemmat S 80
Nikkol SO 10
Nikkol SO-15
Sorbon S 80
Emasol 410
Rheodol SP-O 10
Rikemal O 250
Sorbitan, mono-9-octadecenoate, (Z)-
Emsorb 2500
Ionet S-80
Span-80
S 271 (surfactant)
Nissan Nonion OP 80R
Mannide monooleate, liquid
Dianhydromannitol monooleate
SCHEMBL4504
Span(R) 80, for GC
UNII-06XEA2VD56
Monodehydrosorbitol monooleate
Sorbitan monooleic acid ester
CCRIS 710
Sorbitani oleas [INN-Latin]
Mannide monooleate, from plant
SORBITAN OLEATE [INCI]
ML 55F
MO 33F
S-MAX 80
Sorbitan monooleate [USAN:NF]
CHEMBL1894187
SORBITAN MONOOLEATE [II]
SORBITAN OLEATE [MART.]
HSDB 5822
Oleate de sorbitan [INN-French]
SORBITAN MONOOLEATE [FCC]
Span #80 (Sorbitan monooleate)
CHEBI:183688
Span(R) 80, nonionic surfactant
SORBITAN MONOOLEATE [HSDB]
Oleato de sorbitano [INN-Spanish]
SORBITAN MONOOLEATE [VANDF]
ZINC8214458
EINECS 215-665-4
Tox21_113539
Tox21_300389
MFCD00080948
Sorbitan monooleate, SAJ first grade
AKOS024431316
SORBITAN MONO-OLEATE [WHO-DD]
SORBITAN OLEATE [EP MONOGRAPH]
NCGC00164240-02
NCGC00254386-01
S 80
G 946
O 250
S 270
S0060
1,4-Anhydro-D-glucitol, 6-(9-octadecenoate)
J-006443
Q2303156
1,4-ANHYDRO-D-GLUCITOL, 6-(9-OCTADECENOATE
Span(R) 80, viscosity 1000-2000 mPa.s (20 C)
[(2R)-2-[(2R,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (Z)-octadec-9-enoate

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