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Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is a specialty imidazoline compound produced by reacting tall oil fatty acid (TOFA) with tetraethylenepentamine (TEPA).
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline belongs to the broader family of fatty-acid-derived imidazoline and amidoamine materials and is primarily valued for its surface-active, film-forming, emulsifying, and corrosion-inhibiting properties.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is a mixture of fatty acids obtained from tall oil, a by-product of the kraft pulping process.
CAS Number: 68953-36-6
EINECS Number: 273-201-6
Synonyms: Fatty acids, tall-oil, reaction products with tetraethylenepentamine;Fettsuren, Talll-, Reaktionsprodukte mit Tetraethylenpentamin
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazolines composition can include oleic acid, linoleic acid, conjugated C18 fatty acids, and saturated fatty acids, meaning that TOFA-based products are generally mixtures rather than single, well-defined molecular compounds.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is a polyamine containing several nitrogen atoms and multiple amine functionalities.
Its reactive amino groups allow it to undergo condensation reactions with fatty acids and participate in the formation of imidazoline structures.
During production, the carboxylic acid functionality of the tall oil fatty acid reacts with the amino groups of TEPA.
Further heating and intramolecular cyclization can produce the characteristic five-membered imidazoline ring, although commercial reaction products can contain a mixture of imidazoline, amidoamine, and related structures depending on reaction conditions and degree of ring closure.
The degree of ring closure is an important characteristic of these products.
Manufacturers can control the reaction conditions to obtain products with different proportions of cyclic imidazoline and non-cyclic amidoamine structures, which can influence solubility, surface activity, corrosion inhibition, and compatibility with other formulation ingredients.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is therefore better regarded as a reaction product or UVCB-type industrial chemical than as a single pure molecular substance.
For related tall-oil fatty-acid/TEPA reaction products, PubChem identifies the material as a UVCB and notes that it may not correspond to one discrete molecular structure.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline reaction products with tetraethylenepentamine, is identified by CAS 68953-36-6 and EC 273-201-6.
However, this CAS should not automatically be assigned to every commercial Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline because imidazoline products can differ in composition and degree of cyclization.
The imidazoline structure gives the material a combination of polar nitrogen-containing functionality and a long hydrophobic fatty-acid-derived chain.
This amphiphilic character allows the molecule to interact with both metal surfaces and organic or hydrocarbon phases.
One of the most important characteristics of this material is its ability to adsorb onto metal surfaces.
The nitrogen-containing portion can interact strongly with metal surfaces while the long hydrocarbon chains can form an organic protective layer, making TOFA-based imidazolines particularly valuable in corrosion-control formulations.
This film-forming behavior is especially relevant in systems exposed to acidic solutions, brines, and other aggressive environments.
Research on fatty-acid-derived imidazolines identifies TOFA and polyamines such as TEPA among the established raw materials used to prepare imidazoline corrosion inhibitors.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can also exhibit surfactant-like behavior.
The hydrophobic fatty-acid portion and polar nitrogen-containing portion can promote interfacial activity, allowing the material to contribute to emulsification, wetting, dispersion, and compatibility between different phases.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is commercially positioned among specialty surfactants and corrosion-inhibiting compounds.
Ascent Chemicals, for example, lists SierraCor TOFA:TEPA (2:1) under its specialty surfactant products as Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline.
The TOFA:TEPA ratio is another important formulation parameter.
Commercial products may be manufactured at defined fatty-acid-to-polyamine ratios, and literature describes TOFA/TEPA imidazolines at ratios such as 1:1 and 2:1, as well as more highly substituted or bis-imidazoline structures.
Unlike a simple fatty acid or conventional surfactant, this material combines the properties of a fatty-acid-derived hydrophobe with the chemical functionality of a polyamine-derived imidazoline.
This makes it particularly valuable in formulations where corrosion protection, surface interaction, emulsification, and oil compatibility need to be achieved simultaneously.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is consequently used primarily as a functional specialty additive rather than as a basic commodity chemical.
Its main importance comes from its ability to interact with metal surfaces, form protective films, modify interfaces, and improve the performance of industrial formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can be described as a TOFA-based polyamine imidazoline designed for demanding industrial applications.
Its combination of corrosion inhibition, film formation, surface activity, emulsification, and hydrocarbon compatibility makes it especially relevant to oilfield chemicals, metalworking formulations, lubricants, corrosion-control systems, and other industrial processes involving metal surfaces.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is generally supplied as a liquid reaction product, rather than as a crystalline or highly purified single compound.
For the related CAS 68953-36-6 material, regulatory databases describe it as a UVCB substance, reflecting the variable composition associated with tall-oil fatty acids and the reaction products formed with tetraethylenepentamine.
The tall-oil component gives the material its long hydrophobic hydrocarbon chains.
These chains provide strong affinity for oils, hydrocarbons, and other non-polar phases, while the nitrogen-containing portion provides more polar functionality.
This combination gives the material a pronounced amphiphilic character.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can therefore locate at interfaces between water, oil, and metal surfaces, which is one reason TOFA-based polyamine reaction products are useful in corrosion-control and lubricant formulations.
The nitrogen atoms in the TEPA-derived portion are particularly important for surface interaction.
They provide sites capable of interacting with metal surfaces, while the fatty-acid-derived hydrocarbon portion can extend outward and contribute to the formation of a hydrophobic protective layer.
This mechanism is particularly relevant to corrosion inhibition.
When adsorbed onto a metal surface, the organic layer can reduce direct contact between the metal and corrosive species such as water, dissolved salts, acids, or other aggressive components.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can therefore function as a film-forming corrosion inhibitor.
The effectiveness of the protective film depends on factors such as the metal type, inhibitor concentration, temperature, solution chemistry, salinity, pH, and the composition of the particular imidazoline product.
The presence of both imidazoline and amidoamine-type structures can also influence the material's water compatibility.
More highly cyclized imidazoline structures and less-cyclized amidoamine structures can exhibit different solubility and interfacial behavior, meaning that manufacturing conditions can significantly affect the final product's performance.
Another important characteristic is its ability to function as an emulsifier.
The hydrophobic fatty-acid portion and polar amine-containing portion can help stabilize mixtures containing oil and water, making related TOFA/TEPA reaction products useful in industrial emulsification systems.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can also act as a surface modifier.
The material can alter the interaction between a solid surface and the surrounding liquid or organic phase, which is useful in coatings, adhesives, lubricants, and other formulations where surface chemistry affects performance.
The related CAS 68953-36-6 material is also documented for use as an adhesion or cohesion promoter.
This property is associated with its ability to interact with different phases and surfaces, allowing it to contribute to the bonding or compatibility of formulation components.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazolines are also used as binders and hardeners in certain industrial formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline chemical-use information lists binder, hardener, adhesion/cohesion promoter, sealant, surface modifier, emulsifier, and corrosion inhibitor among reported industrial functions for CAS 68953-36-6.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is particularly relevant to the oil and gas industry.
EPA industry-use information identifies oil and gas drilling, extraction, and support activities among the sectors associated with this substance, while other chemical references specifically describe its corrosion-inhibiting role in petroleum applications.
Its surface-active behavior also makes it relevant to lubricant formulations.
The fatty hydrocarbon portion can provide oil compatibility, while the polar nitrogen-containing groups can influence adsorption onto metal surfaces and interaction with other lubricant additives.
Another important area is metal protection during industrial processing.
Because corrosion inhibitors based on fatty-acid/polyamine chemistry can adsorb onto metal surfaces, they may be incorporated into formulations designed to reduce corrosion during storage, processing, transportation, or operation.
The material is also encountered in paints and coatings.
Its documented functions as a surface modifier, binder, adhesion promoter, and corrosion inhibitor make TOFA/TEPA reaction products relevant to coating systems where adhesion and protection of metal substrates are important.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline should therefore not be treated like a conventional single-molecule surfactant with one fixed molecular structure.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazolines composition can vary according to the fatty-acid composition of the tall oil, TEPA ratio, reaction temperature, reaction time, and degree of imidazoline ring formation.
For commercial identification, CAS 68953-36-6 is associated with “Fatty acids, tall-oil, reaction products with tetraethylenepentamine,” with EC 273-201-6.
However, a supplier's exact product name and SDS should be checked before assigning this CAS number to a specific imidazoline grade.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline comes from combining a renewable fatty-acid-derived hydrophobic structure with polyamine and imidazoline functionality.
This gives the material a broad functional profile involving metal-surface adsorption, corrosion protection, film formation, emulsification, dispersion, surface modification, adhesion, and compatibility with hydrocarbon-based formulations.
Uses:
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is primarily used as a corrosion inhibitor in industrial systems where metal surfaces are exposed to water, acids, salts, or hydrocarbon-processing environments.
Its nitrogen-containing functional groups can adsorb onto metal surfaces while the fatty-acid-derived hydrocarbon chains contribute to a hydrophobic protective film.
One of its most important applications is in the oil and gas industry.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazolines are used in corrosion-control formulations for drilling, crude-oil production, transportation, and refining operations.
Commercial oilfield corrosion-inhibitor products based on tall-oil fatty-acid imidazolines are specifically formulated for these stages of petroleum processing.
The material can be incorporated into acid corrosion inhibitor formulations.
When imidazoline compounds are combined with suitable acids, they can form salts with improved water compatibility and can be formulated for use in aggressive aqueous environments.
This makes them useful for protecting steel equipment and pipelines during processes involving acidic solutions.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is also relevant to pipeline corrosion protection.
The adsorption of imidazoline molecules onto steel can create an organic barrier that reduces contact between the metal and corrosive components in the transported fluid.
This is particularly important in oil and gas pipelines where water, carbon dioxide, salts, and other contaminants can contribute to corrosion.
Another important application is downhole oilfield treatment.
Corrosion inhibitors containing fatty-acid-derived imidazolines can be introduced into production environments to reduce corrosion of metallic components exposed to formation water and other aggressive fluids.
The suitability of a particular grade depends on temperature, pressure, salinity, fluid composition, and the type of metal being protected.
The material can also be used in crude-oil transportation and refining.
Commercial imidazoline corrosion inhibitors are used in formulations designed for drilling, production, transportation, and refining of crude oil.
This allows the same general chemistry to be incorporated into corrosion-control programs at several points throughout the petroleum-processing chain.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can function as an emulsifier in industrial formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazolines combination of a hydrophobic fatty-acid-derived chain and polar nitrogen-containing functionality allows it to interact with both oil and water phases.
This property is useful when controlled emulsification is required in oilfield chemicals, lubricants, and other specialty formulations.
It can also act as a wetting agent.
The amphiphilic structure can improve the interaction between liquid formulations and solid or metallic surfaces.
This can support more uniform coverage of metal surfaces when the material is used as part of a corrosion-control formulation.
Another application is as a dispersant in industrial formulations.
The material can influence the interaction between hydrophobic components and the surrounding liquid phase, helping maintain more uniform distributions of certain formulation ingredients.
This characteristic is relevant to lubricants, coatings, and other systems containing multiple phases.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is also used in lubricant formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline structure provides good affinity for oil-based systems, while the nitrogen-containing portion can interact with metal surfaces.
This combination can make it useful as a functional additive where lubrication and corrosion protection are required simultaneously.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline has applications in metalworking fluids.
Metalworking systems require additives that can control corrosion while maintaining appropriate interaction between the fluid and metallic workpieces.
The surface-active and film-forming characteristics of fatty-acid-derived imidazolines make them suitable candidates for such formulations.
It can also be incorporated into industrial coatings.
Reaction products of tall-oil fatty acids with tetraethylenepentamine are documented for use in coatings, where their adhesion and corrosion-resistance characteristics can contribute to the performance of protective systems.
This is particularly relevant to coatings applied to metallic substrates.
Another use is in adhesive formulations.
The related TOFA/TEPA reaction product CAS 68953-36-6 is reported for use in adhesives and binding applications.
Its combination of high viscosity, surface interaction, and adhesion-promoting characteristics can contribute to the performance of industrial adhesive systems.
The material can also be used in epoxy curing systems.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline products with tetraethylenepentamine are commercially identified as ingredients in epoxy curing agents, where the amine functionality participates in curing epoxy resins.
This application takes advantage of the reactive nitrogen-containing portion of the material.
In sealants and protective compounds, related TOFA/TEPA reaction products can provide useful adhesion and surface-modifying characteristics.
These properties can help formulations maintain contact with substrates while providing resistance to demanding industrial environments.
EPA-related chemical-use information also identifies sealants, binders, hardeners, and surface modifiers among reported functions for CAS 68953-36-6.
The material can additionally be used as a surface modifier.
By adsorbing at interfaces, the imidazoline can alter the interaction between a metal, coating, lubricant, or liquid formulation.
This makes it useful in systems where controlling surface chemistry is as important as providing bulk formulation properties.
Another potential use is in scale-control and multifunctional oilfield formulations.
Commercial imidazoline products can be formulated with acids to provide corrosion-preventive, emulsifying, wetting, and scale-preventive functions.
This multifunctionality allows formulators to use one chemistry as part of broader oilfield treatment packages rather than relying exclusively on a single-purpose additive.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is also useful when a formulation requires both oil compatibility and metal-surface activity.
The long fatty-acid-derived hydrocarbon chains favor interaction with hydrocarbon phases, while the TEPA-derived nitrogen functionality provides stronger polar and surface interactions.
This combination is particularly valuable in petroleum-derived fluids and corrosion-control formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline are concentrated in corrosion inhibition, oilfield chemicals, pipeline protection, lubricants, metalworking fluids, emulsifiers, wetting agents, coatings, adhesives, epoxy curing systems, sealants, and surface-modification formulations.
Its strongest commercial value comes from combining corrosion protection with emulsifying, wetting, adhesion, and oil-compatible properties in a single fatty-acid/polyamine-derived specialty chemical.
The material can be used in refinery corrosion-control systems.
It can be incorporated into treatment formulations designed to protect carbon-steel equipment exposed to aggressive process streams.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline adsorption onto metal surfaces can help form a protective organic layer that limits contact between the steel and corrosive components.
Another application is in acidizing operations in oil and gas production.
Acid treatments can create highly corrosive conditions for downhole equipment and other metal components.
Imidazoline-based inhibitors can be added to these treatment systems to reduce acid attack on metallic surfaces.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can also be used in oilfield corrosion-inhibitor concentrates.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline may be blended with organic acids, solvents, surfactants, and other additives to prepare concentrated treatment products.
These concentrates can then be diluted or injected according to the requirements of the specific oilfield operation.
Another useful application is water-in-oil emulsification.
The combination of a hydrophobic fatty-acid-derived chain and polar nitrogen-containing groups allows the material to interact with both oil and water phases.
This makes it suitable for formulations where controlled dispersion of water within an oil phase is required.
The material can also be incorporated into multiphase oilfield treatment formulations.
Oilfield production fluids may contain crude oil, formation water, dissolved salts, gases, and suspended materials at the same time.
The amphiphilic structure of the imidazoline can help modify these interfaces while simultaneously contributing to corrosion protection.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can be used in pipeline corrosion-control programs.
The inhibitor can be introduced continuously or periodically into pipelines to help protect internal metal surfaces from corrosive fluids.
The appropriate dosage depends on factors such as water chemistry, temperature, flow conditions, metal type, and the severity of corrosion.
Another potential application is in gas and condensate production systems.
The presence of water together with hydrocarbons can create conditions in which carbon-steel equipment becomes susceptible to corrosion.
Fatty-acid-derived imidazoline compounds can be incorporated into chemical treatment programs to help reduce this corrosion.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can also be used in industrial rust-preventive formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline ability to interact with metallic surfaces allows it to contribute to protective films that reduce the exposure of metals to moisture and corrosive substances.
This makes it useful for temporary corrosion protection during industrial processing, storage, and transportation.
The material is also suitable for metal preservation fluids.
These products are applied to metal components that require protection during storage, transportation, or periods when equipment is not operating.
The imidazoline can provide surface coverage while maintaining compatibility with oil-based formulations.
Another application is in rust-preventive lubricants.
In these formulations, the material can provide corrosion protection while also contributing to surface activity and oil compatibility.
This multifunctional behavior can be advantageous when both lubrication and metal protection are required from the same formulation.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can be incorporated into grease formulations.
Its fatty-acid-derived structure provides good affinity for hydrophobic lubricant systems, while its nitrogen-containing functionality can contribute to metal-surface protection.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline performance depends on the selected base oil, thickener, operating temperature, and other additives present in the grease.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is also relevant to metalworking fluids.
Metalworking formulations often require corrosion protection in addition to lubrication, cooling, wetting, and cleaning properties.
TOFA-based imidazoline can contribute particularly to corrosion control and interaction between the fluid and metallic workpieces.
Another use is as a co-emulsifier in specialty industrial formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline can be combined with other surfactants to adjust emulsion stability, oil compatibility, and interfacial behavior.
This allows formulators to fine-tune the properties of complex oil-water systems.
The material can also be used as an adhesion promoter in protective coatings.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline polar nitrogen-containing groups can interact with substrates, while its fatty hydrocarbon portion can interact with organic components of the coating.
This combination can improve compatibility between the coating and selected metallic or other surfaces.
TOFA/TEPA reaction products are also relevant to binders and hardeners.
The amine functionality provides chemical reactivity for certain resin systems, while the fatty-acid-derived portion can influence compatibility and physical properties.
This makes related materials useful in selected adhesive, coating, and resin technologies.
Another application is in epoxy-based protective systems.
The Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline functionality can participate in epoxy curing reactions, while the fatty-acid-derived structure can influence the characteristics of the resulting formulation.
This chemistry makes TOFA/TEPA reaction products relevant to epoxy curing agents and protective resin systems.
The material can also be considered for sealant formulations.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline combination of surface interaction, adhesion-promoting behavior, and compatibility with organic formulation components can be useful where strong contact with a substrate is required.
This is particularly relevant to industrial sealants and protective compounds.
In industrial surface-treatment formulations, the material can modify the interaction between a metal surface and the surrounding liquid.
This can improve surface coverage and contribute to corrosion protection or compatibility with organic treatment phases.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline ability to concentrate at interfaces is an important part of this function.
Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline is best viewed as a multifunctional industrial additive.
Depending on the formulation, it can provide corrosion inhibition, emulsification, wetting, surface modification, adhesion promotion, and compatibility with hydrocarbon-based materials.
These characteristics make it suitable for oilfield chemicals, pipelines, lubricants, metalworking fluids, coatings, adhesives, epoxy systems, sealants, and other industrial applications.
Safety Profile:
The hazards of Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline depend on the exact composition of the commercial reaction product, particularly the amount of residual tetraethylenepentamine, the degree of imidazoline formation, and other formulation components.
The related reaction product CAS 68953-36-6 is a UVCB substance rather than a single discrete molecule, so hazard classifications can vary between commercial products.
Skin contact should be avoided during handling.
Available classification data for CAS 68953-36-6 include H315, causes skin irritation, although not every notification assigns this classification.
This means prolonged or repeated contact with the concentrated material may cause irritation, particularly during industrial transfer or formulation operations.
The material may also present a skin sensitization hazard.
ECHA notification data summarized by PubChem report H317, “may cause an allergic skin reaction,” among the classifications submitted for this substance.
Workers who repeatedly handle the material should therefore use suitable protective gloves and avoid unnecessary skin exposure.
Skin sensitization is particularly important because an allergic response can develop after repeated exposure rather than necessarily appearing during the first contact.
Any worker who develops persistent redness, itching, swelling, or other unusual skin symptoms should stop exposure and seek appropriate medical advice.
Contaminated clothing should also be removed and cleaned before reuse.
Eye exposure should be prevented carefully.
Available classifications for CAS 68953-36-6 include both H319, serious eye irritation, and H318, serious eye damage, although these classifications are not reported consistently across all notifications.
Because the commercial material can contain amine-derived components, chemical splash goggles are appropriate during handling, transfer, and mixing.
If the material enters the eyes, they should be rinsed immediately and thoroughly with plenty of water.
Contact lenses should be removed if this can be done easily during rinsing.
Medical evaluation should be obtained if significant irritation or other symptoms occur.
Supply Of Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline:
For further information about Tall Oil Fatty Acid-Tetraethylenepentamine Imidazoline, including available product grades, technical specifications, application suitability and supply options, please contact Ataman Kimya.
