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OLEIC DIETHANOLAMIDE

Oleic diethanolamide is a versatile nonionic surfactant with applications as a detergency booster, emulsifier, and antistatic agent in various industries, including personal care, coatings, and metalworking.
Oleic diethanolamide is used in personal care products like shampoos and body cleansers for its excellent foam stabilization and viscosity-enhancing properties.
Oleic diethanolamide can be synthesized from oleic acid and diethanolamine, and is known for its effective emulsifying and dispersing properties in both aqueous and non-aqueous systems.

CAS Number: 93-83-4
EC Number: 202-281-7
Molecular Formula: C22H43NO3
Molecular Weight: 369.6

Synonyms: Oleic diethanolamide, N,N-Diethanololeamide, 93-83-4, Oleic acid diethanolamide, Oleamide DEA, Amisol ode, Diethanololeamide, Mackamide O, Comperlan OD, Emulsifier WHC, Schercomid ODA, Alrosol O, Lauridit OD, Nitrene NO, Stafoam DO, N,N-Bis(2-hydroxyethyl)oleamide, Witcamide 511C, Marlamid D 1885, Steinamid DO 280SE, (Z)-N,N-bis(2-hydroxyethyl)octadec-9-enamide, UNII-5C1I3E441Q, 9-Octadecenamide, N,N-bis(2-hydroxyethyl)-, (Z)-, 9-Octadecenamide, N,N-bis(2-hydroxyethyl)-, (9Z)-, EMID 6545, Oleic acid diethanolamine condensate, Oleamide, N,N-bis(2-hydroxyethyl)-, n,n-bis-(2-hydroxyethyl)oleamide, (9Z)-N,N-bis(2-hydroxyethyl)octadec-9-enamide, 5C1I3E441Q, Clindrol 2000, Clindrol 2020, Mackamide MO, Amidex O, Varamide A-7, EINECS 202-281-7, N,N-Bis(2-hydroxyethyl)-9-octadecenamide, Alkamide DO-280, BRN 1985420, Norfox F-221, Oleic acid diethanolamine, Rewomid DO 280 SE, DSSTox_CID_6563, Ninol 90201, (Z)-N,N-Bis(2-hydroxyethyl)-9-octadecenamide, DSSTox_RID_78152, DSSTox_GSID_26563, CHEMBL15712, Schercomid SO-A (Salt/Mix), Diethanolamine oleic acid amide, SCHEMBL1614760, DTXSID8026563, N,N-diethanololeamide, AldrichCPR, 9-Octadecenamide, N,N-bis(2-hydroxyethyl)-, (9Z)-N,N-Bis(2-hydroxyethyl)-9-octadecenamide #, UNII-S8SP655T6W component LPMBTLLQQJBUOO-KTKRTIGZSA-N, UNII-92005F972D component LPMBTLLQQJBUOO-KTKRTIGZSA-N, Oleyl diethanolamide, 9-Octadecenamide, N,N-bis(2-hydroxyethyl)-, (Z)-, Alkamide DO-280, Alkamide WRS 1-66, emulsifierwhc, Hartamide 9137, Incromide OD, Laurel SD-400, lauriditod, Mackamide MO, mackamideo, Marlamid D 1885, marlamidd1885, Mazamide O 20, n,n-bis-(2-hydroxy, N,N-bis(2-hydroxyethyl)-,(Z)-9-Octadecenamide, schercomidoda, stafoamdo, steinamiddo280se, Varamide A-7, witcamide511c, N,N-DiethanololeamideN,N-Diethanololeamide, Oleic acid-diethanolamine condensate, 9-Octadecenamide, N,N-bis(2-hydroxyethyl)-, (9Z)-, N,N-BIS(2-HYDROXYETHYL)9-OCTADECENAMIDE, OLEAMIDEDIETHANOLAMIDE, N,N-Bis(2-hydroxyethyl)oleic amide, Pamsurf, Romamid DT, Stafoam DOS, Vicamid 825, Wallamid OD/E, Witcamide 511H, N,N-DIETHANOLOLEAMIDE, Oleic diethanolamide, OLEIC ACID DIETHANOLAMIDE, (9Z)-N,N-Bis(2-hydroxyethyl)-9-octadecenamide, (z)-n,n-bis(2-hydroxyethyl)-9-octadecenamide, alrosolo, Amidex O, amisolode, clindrol2000, clindrol2020, comperlanod, Crillon ODE, diethanololeamide, Emid 6545, emid6545, n,n-bis-(2-hydroxyethyl)-cis-9-octadecenamide, n,n-bis(2-hydroxyethyl)-oleamid, n,n-bis(2-hydroxyethyl)oleamide, n-bis(2-hydroxyethyl)-(z)-9-octadecenamid, Ninol 201, nitreneno, Norfox F-221, Oleamide DEA, Oleamide DEA (1:1), Oleamide DEA (2:1)

Oleic diethanolamide is a nonionic surfactant commonly used as a detergency booster, anticorrosive and skin-protective agent in industrial degreasing and cleaning agents, such as engine cleaners.
Furthermore, Oleic diethanolamide serves as an agent providing for enhanced scourability and rinsability of water-free oils and hydraulic fluids.
Oleic diethanolamide can also form a component of aqueous emulsions for metal cutting and non-corrosive working fluids.

Oleic diethanolamide is also an ingredient in fabric conditioners and personal care products such as shampoos, conditioners or water-free soaps.
Oleic diethanolamide antistatic, anticorrosive and emulsifying properties are made use of in coatings, rubber and oil industries as well as emulsion polymerization.

Oleic diethanolamide phosphate was synthesized with oleic acid,diethanolamine and phosphorus pentoxide through the three-step reaction of esterification,hydrolysis and neutralization.
The optimum synthesis conditions were established,then the surface activity of the product was determined.
Oleic diethanolamide had good surface active properties.

Oleic diethanolamide is an excellent water-in-oil emulsifier, pigment dispersant and a good viscosity builder.
Oleic diethanolamide is used as an effective dispersant for mineral clays or pigments and as an emulsifier for all types of aromatic and aliphatic hydrocarbon solvents, oil additives, polymer materials antistatic agents, anti-friction agents, boiler cleaning rust dispersant and fiber processing lubricants.

The Oleic diethanolamide is widely used in hand washing liquids, shampoos, body cleansers and other personal care products.
Oleic diethanolamide is processed using quality tested compounds with the help of progressive methodology by our skilled professionals.
Oleic diethanolamide can be availed from us at competitive prices by our valuable clients.

Oleic diethanolamide belongs to the nitrogen derivative family and can be applied as non-ionic emulsifier, monomer (diol) for the Paints & Coatings and Lubricants industries

The Oleic diethanolamide, with the CAS registry number 93-83-4 and EINECS registry number 202-281-7, has the systematic name of (9Z)-N,N-bis(2-hydroxyethyl)octadec-9-enamide.
Oleic diethanolamide is a kind of yellow transparent viscous liquid, and the molecular formula of this chemical is C22H43NO3.

Oleic diethanolamide is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
Oleic diethanolamide is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

The optimum synthetic conditions about Oleic diethanolamide phosphate were:
Oleic diethanolamide phosphoric anhkdride=1:1(mol-mol-1),reaction temperature 80oc, and reaction time 3 h.

Application of Oleic Diethanolamide:
Oleic diethanolamide are nonionic surfactants impart excellent viscosity enhancing and foam stabilization in anionic based systems like hand washing liquids, shampoos, body cleansers and other personal care products.
They act as lubricant agent, thickening agent and wetting agent.

Their very good emulsifying property also provides applications in the field of pharmaceuticals, agricultural preparations, and textile processing; rust inhibiting, latex stabilizing, anti-static function in textiles, dye-leveling, waterproofing and water-in-oil additives as well as very good emulsifying.
Oleic diethanolamide are manufactured by condensation of mono- or diethanolamine and the methylester of long chain fatty acids, whereby the monoethanolamides are further ethoxylated.

Nonionic surfactant that imparts excellent viscosity enhancing and foam stabilization in anionic based systems like hand washing liquids, shampoos, body cleansers and other personal care products.
Oleic diethanolamide acts as a lubricant agent, thickening agent and wetting agent.
Oleic diethanolamide has very good emulsifying properties for pharmaceuticals, agricultural preparations, and textile processing; rust inhibiting, latex stabilizing, anti-static function in textiles, dye-leveling, waterproofing and water-in-oil additives as well as very good emulsifying properties.

Oleic diethanolamide is use as cleansing agent.
Oleic diethanolamide is use as emulsifying agent, dispersing agent.

Oleic diethanolamide is use as solubilizing agent.
Oleic diethanolamide is use as foam stabilizing agent.

Oleic diethanolamide is use as antirust agent, anticorrosive agent.
Oleic diethanolamide is use as thickening agent.

Application areas:
Dyes and pigments,
HI&I cleaning,
Emulsion polymerization,
Metalworking,
Paints coatings,
Personal care,
Industrial auxiliaries,
Construction chemicals,
Oil fields.

Preparation and uses of Oleic Diethanolamide:
Oleic diethanolamide can be prepared by the condensation reaction of coconut fatty acid with diethanolameine.
As a nonionic surfactant, Oleic diethanolamide is often used as thickening agent in shampoo and antistatic agent.

What's more, Oleic diethanolamide can improve the stability of foam, and increase the detergency of shampoo.
Oleic diethanolamide is a group of organic chemicals with the general formula RCO-NH2 in which a carbon atom is attached to oxygen in solid bond and also attached to an hydroxyl group, where 'R' groups range from hydrogen to various linear and ring structures or a compound with a metal replacing hydrogen in ammonia such as sodium amide, NaNH2.

Amides are divided into subclasses according to the number of substituents on nitrogen.
The primary Oleic diethanolamide is formed from by replacement of the carboxylic hydroxyl group by the NH2, amino group.
An example is acetamide (acetic acid + amide).

Oleic diethanolamide is obtained by reaction of an acid chloride, acid anhydride, or ester with an amine.
Amides are named with adding '-ic acid' or '-oic acid' from the name of the parent carboxylic acid and replacing Oleic diethanolamide with the suffix 'amide'.

Oleic diethanolamide can be formed from ammonia (NH3).
The secondary and tertiary amides are the compounds which one or both hydrogens in primary amides are replaced by other groups.

The names of secondary and tertiary amides are denoted by the replaced groups with the prefix capital N (meaning nitrogen) prior to the names of parent amides.
Low molecular weight amides are soluble in water due to the formation of hydrogen bonds.

Primary amides have higher melting and boiling points than secondary and tertiary amides.
Anilide is an amide derived from aniline by substitution of an acyl group for the hydrogen of NH2.

Oleic diethanolamide is from acetic acid and aniline.
Oleic diethanolamide is an odourless, white flake solid or crystalline powder (pure form); soluble in hot water alcohol, ether, chloroform, acetone, glycerol, and benzene; melting point 114 C and boiling point 304 C; can undergo self-ignite at 545 C, but is otherwise stable under most conditions.

Oleic diethanolamide which can be obtained by acetylation of aniline undergoes nitration at low temperature and yields highly the para-nitro products.
Acetyl group can then be removed by acid-catalyzed hydrolysis to yield para-nitroaniline.

Although the activating affection of the amino group can be reduced, the acetyl derivative remains an ortho/para-orientation and activating substituent.
Examples of aromatic anilide are benzanilide, C6H5NHCOC6H5 or Carbanilide (N,N'-diphenylcarbamide).

Some structural amides are;
Acetamides
Acrylamides
Anilides
Benzamides
Naphthylamides
Formamides
Lactams
Salicylamides
Sulfonamides
Thioamides
Fatty amides

An Oleic diethanolamide is hydrolyzed to yield an amine and a carboxylic acid under strong acidic conditions.
The reverse of this process resulting in the loss of water to link amino acids is wide in nature to form proteins, the principal constituents of the protoplasm of all cells.

Acyl halides are the most reactive but amides the least reactive among carboxylic acid derivatives, as in order of "acyl halides > anhydrides > esters acids > amides".
In homogeneous solvent systems, amides react with water only in the presence of strong acid or base catalysts under heating.

Because of the nitrogen non-bonded electron pair with the carbonyl group, amides are very polar and the basicity is weaker than amines.
Electrophiles bond to oxygen atom in preference to the nitrogen in an amide.

One example of this reaction is the production of nitriles by dehydration of primary amides when treated with thionyl chloride.
The addition of water to nitriles (carbon-nitrogen triple bond) gives an amide.

Sulfonamides are analogs of amides in which the atom attached to oxygen in solid bond is sulfur rather than carbon.
Sulfonamides react with alkyl halides, acid halides, sulfonyl halides, epihalohydrins, ketones and aldehydes under basic conditions.

Benzamide, the simplest aromatic carboxylic amide, is used in the synthesis of various organic compounds.
Polyamide is a polymer containing repeated amide groups such as various kinds of nylon and polyacrylamides.

Personal care products:
Emulsifying agent, foam boosting agent, viscosity controlling agent, antistatic agent in personal care products.

Industrial cleaning:
Oleic diethanolamide is used as cleansing agent.

Household cleaning:
Oleic diethanolamide is used as cleansing agent, foam stabilizing agent, thickening agent.

Machinery:
Lubricant, antirust agent, antiwear agent in metalworking fluids (oils).

Polymer:
Lubricant, antistatic agent in resins, fibers.

Industry Uses:
Fuels and fuel additives,
Lubricants and lubricant additives,
Processing aids, not otherwise listed,
Surface active agents.

Uses at industrial sites:
Oleic diethanolamide is used in the following products: washing & cleaning products, metal surface treatment products, textile treatment products and dyes, polymers and pH regulators and water treatment products.
Oleic diethanolamide is used in the following areas: printing and recorded media reproduction, formulation of mixtures and/or re-packaging, building & construction work and offshore mining.

Oleic diethanolamide is used for the manufacture of: electrical, electronic and optical equipment, rubber products and plastic products.
Release to the environment of Oleic diethanolamide can occur from industrial use: in processing aids at industrial sites, in the production of articles, as processing aid and as processing aid.

Consumer Uses:
Cleaning and furnishing care products,
Fuels and related products,
Laundry and dishwashing products,
Lubricants and greases,
Non-TSCA use,
Personal care products.

Widespread uses by professional workers:
Oleic diethanolamide is used in the following products: washing & cleaning products, polishes and waxes, leather treatment products, plant protection products, pH regulators and water treatment products and polymers.
Oleic diethanolamide is used in the following areas: formulation of mixtures and/or re-packaging, printing and recorded media reproduction and building & construction work.
Oleic diethanolamide is used for the manufacture of: plastic products, rubber products and electrical, electronic and optical equipment.

Release to the environment of Oleic diethanolamide can occur from industrial use: in processing aids at industrial sites.
Other release to the environment of Oleic diethanolamide is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.

Other Uses:
Home maintenance - paint/stain and related products,
Antistatic,
Antistatic agent,
Foam boosting,
Viscosity controlling.

Use Classification:
Cosmetics - Antistatic; Foam boosting; Viscosity controlling

Features of Oleic Diethanolamide:
Safe to use
Precise composition
Optimum quality

Synthesis of Oleic Diethanolamide:
Oleic diethanolamide was prepared by stirring equimolar quantities of oleic acid and diethanolamine in a nitrogen atmosphere while heating to 182° C. and maintaining the temperature for 2 hours while removing water.
The product (Additive D), which also contained a significant amount of ester, was representative of another commercial amide.

The optimum synthetic conditions about Oleic diethanolamide phosphate were: Oleic diethanolamide∶ phosphoric anhkdride=1∶1(mol·mol-1), reaction temperature 80 ℃, and reaction time 3 h.
The product had good surface active properties.

Key Points:
Non hazardous
Free from impurity
Strong drying and dehydrating agent
Longer shelf life

Oleic diethanolamide belongs to the nitrogen derivative family and can be applied as non-ionic emulsifier, monomer (diol) for the Paints & Coatings and Lubricants industries.

General Manufacturing Information of Oleic Diethanolamide:

Industry Processing Sectors:
All other basic organic chemical manufacturing,
All other chemical product and preparation manufacturing,
Fabricated metal product manufacturing,
Oil and gas drilling, extraction, and support activities,
Petroleum lubricating oil and grease manufacturing,
Petroleum refineries,
Soap, cleaning compound, and toilet preparation manufacturing,
Textiles, apparel, and leather manufacturing.

Handling and Storage of Oleic Diethanolamide:

Handling:
Handle with care to avoid spills and splashes.
Ensure good ventilation and avoid inhalation and contact with skin and eyes.

Storage:
Store in a cool, dry place away from heat and sources of ignition.
Keep containers tightly closed when not in use.
Follow any specific storage requirements provided by the manufacturer.

Reactivity of Oleic Diethanolamide:

Chemical Stability:
Generally stable under normal conditions of use and storage.

Conditions to Avoid:
Avoid exposure to heat, flames, and other sources of ignition.

Incompatible Materials:
Avoid contact with strong oxidizing agents.

Hazardous Decomposition Products:
Combustion or thermal decomposition may produce harmful gases such as carbon monoxide and carbon dioxide.

First Aid Measures of Oleic Diethanolamide:

Inhalation:
Move the person to fresh air immediately.
If symptoms persist, seek medical attention.

Skin Contact:
Wash the affected area with plenty of soap and water.
Remove contaminated clothing.
If irritation develops or persists, seek medical attention.

Eye Contact:
Rinse immediately with plenty of water for at least 15 minutes.
Remove contact lenses if present and easy to do.
Seek medical attention if irritation persists.

Ingestion:
Rinse the mouth with water.
Do not induce vomiting unless directed to do so by medical personnel.
Seek medical attention immediately.

Fire Fighting Measures of Oleic Diethanolamide:

Extinguishing Media:
Use water spray, alcohol-resistant foam, dry chemical, or carbon dioxide.

Special Hazards:
Combustion may produce hazardous fumes including carbon monoxide and carbon dioxide.
Use self-contained breathing apparatus and full protective gear.

Advice for Firefighters:
Firefighters should wear protective clothing and use self-contained breathing apparatus.
Cool containers with water spray if exposed to fire.

Accidental Release Measures of Oleic Diethanolamide:

Personal Precautions:
Wear appropriate protective equipment.
Avoid inhalation, skin, and eye contact.

Environmental Precautions:
Prevent spillage from entering drains or water sources.
If the product contaminates rivers, lakes, or drains, notify the appropriate authorities.

Cleanup Methods:
Absorb spill with an inert material (e.g., sand, earth), and transfer to a suitable container for disposal.
Clean the affected area thoroughly with water and soap.

Exposure Controls/Personal Protection of Oleic Diethanolamide:

Exposure Limits:
Ensure that exposure limits are followed as set by local regulations.

Engineering Controls:
Use in a well-ventilated area.
Consider local exhaust ventilation if needed.

Personal Protective Equipment (PPE):

Respiratory Protection:
Use a suitable respirator if there is a risk of inhalation.

Hand Protection:
Wear appropriate gloves (e.g., nitrile).

Eye Protection:
Use safety goggles or face shield.

Skin Protection:
Wear protective clothing to prevent skin contact.

Identifiers of Oleic Diethanolamide:
Chemical description: Oleic fatty acid diethanolamide produced via the 2:1 reaction
INCI name: Oleic diethanolamide
IUPAC name: Amides, C18-unsatd., N,N-bis(hydroxyethyl)
CAS #: 93-83-4
EC #: 700-972-2

Properties of Oleic Diethanolamide:
Molecular Weight: 369.6
XLogP3-AA: 5.8
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 19
Exact Mass: 369.32429423
Monoisotopic Mass: 369.32429423
Topological Polar Surface Area: 60.8 Å²
Heavy Atom Count: 26
Complexity: 325
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 1
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

appearance at 20°C: amber viscous liquid
density at 20°C, g/cm3: 0.97
dry matter, % wt., min.: 90.0
pH, 1% aqueous solution: 8.0 - 11.0

Appearance: Liquid to Semi Sold
Color: Brown
Amine Value: 120 – 130
Solubility in C9 solvent: Clear Soluble
pH of 3% solution: 8.5 - 11
Chemical Name: Oleic diethanolamide

ACD/LogP: 6.61;
# of Rule of 5 Violations: 1;
#H bond acceptors: 4;
#H bond donors: 2;
#Freely Rotating Bonds: 21;
Polar Surface Area: 38.77 Å2;
Index of Refraction: 1.488;
Molar Refractivity: 110.85 cm3;
Molar Volume: 384.6 cm3;
Polarizability: 43.94×10-24cm3;
Surface Tension: 38.5 dyne/cm; ü
Density: 0.96 g/cm3;
Flash Point: 271.7 °C;
Enthalpy of Vaporization: 92.02 kJ/mol;
Boiling Point: 525.6 °C at 760 mmHg;
Vapour Pressure: 3.04E-13 mmHg at 25°C.

Names of Oleic Diethanolamide:

IUPAC Names:
(9Z)-N,N-bis(2-hydroxyethyl)octadec-9-enamide
(E)-N,N-bis(2-hydroxyethyl)octadec-9-enamide
(Z)-N,N-BIS(2-HYDROXYETHYL)-9-OCTADECENAMIDE
(Z)-N,N-bis(2-hydroxyethyl)octadec-9-enamide
9-Octadecenamide, N,N-bis(2-hydroxyethyl)-,
9-Octadecenamide, N,N-bis(2-hydroxyethyl)-, (9Z)-
N,N-bis(2-hydroxyethyl)-(Z)-9-octadecenamide
N,N-bis(2-hydroxyethyl)octadec-9-enamide
N,N-Bis(2-hydroxyethyl)oleamide
N,N-bis(2-hydroxyethyl)oleamide
N,N-Bis(2-idrossietil)oleammide
N,N-Diethanololeamide
Oleamide DEA
(9Z)-N,N-bis(2-hydroxyethyl)octadec-9-enamide
Amides, C18-unsatd, N,N-bis(hydroxyethyl)
Amides, C18-unsatd., N,N-bis(hydroxyethyl)
amides, c18-unsatd., n,n-bis(hydroxyethyl)
Amides, C18-unsatd., N,N-bis(hydroxyethyl)
Amides, C18-unsatd., N,N-bis(hydroxyethyl) (abbreviated: C18-unsatd. DEA)
C18-unsat-DEA
C18-unsatd. DEA
N,N-bis(2-hydroxyethyl)octadec-9-enamide