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BIS(NONYLPHENYL)AMINE

Bis(Nonylphenyl)amine is mainly associated with industrial applications where its chemical stability, hydrophobic character, and amine functionality are useful.
Bis(Nonylphenyl)amine can be used as a specialty chemical component in lubricant formulations, particularly in applications requiring resistance to oxidation and thermal degradation.

CAS Number: 36878-20-3
EC Number: 253-249-4
Molecular Formula: C30H47N
Molecular Weight: 421.70 g/mol

SYNONYMS:
Bis(nonylphenyl)amine, Benzenamine, ar-nonyl-N-(nonylphenyl)-, ar-nonyl-N-(nonylphenyl)-benzenamine, ar-nonyl-N-(nonylphenyl)-benzenamin, 3-nonyl-N-(3-nonylphenyl)aniline, 3-nonyl-N-(3-nonylphenyl)benzenamine, Benzenamine, 3-nonyl-N-(3-nonylphenyl)-, 3,3'-Dinonyldiphenylamine, Dinonyldiphenylamine, Bis(3-nonylphenyl)amine, Dinonyl diphenylamine, TRUELICHT AO 65,bis(nonylphenyl)amine,Benzenamine, ar-nonyl-N-(nonylphenyl)-,ar-nonyl-n-(nonylphenyl)-benzenamin,ar-nonyl-N-(nonylphenyl)-Benzenamine,Dinonyldiphenylamine TRUELICHT AO 65,Antioxidants?5067,3-nonyl-N-(3-nonylphenyl)aniline,Antioxidants?5067,bis(nonylphenyl)amine,3-nonyl-N-(3-nonylphenyl)aniline,ar-nonyl-n-(nonylphenyl)-benzenamin,Dinonyldiphenylamine TRUELICHT AO 65,ar-nonyl-N-(nonylphenyl)-Benzenamine,Benzenamine, ar-nonyl-N-(nonylphenyl)-,bis(nonylphenyl)amine, Benzenamine, ar-nonyl-N-(nonylphenyl)-, ar-nonyl-n-(nonylphenyl)-benzenamin, ar-nonyl-N-(nonylphenyl)-Benzenamine,bis(nonylphenyl)amine,Benzenamine, ar-nonyl-N-(nonylphenyl)-,ar-nonyl-n-(nonylphenyl)-benzenamin,ar-nonyl-N-(nonylphenyl)-Benzenamine,2-NONYL-N-(2-NONYLPHENYL)BENZENAMINE,BENZENAMINE, 2-NONYL-N-(2-NONYLPHENYL)-,BIS(NONYLPHENYL)AMINE

Bis(nonylphenyl)amine (CAS 36878-20-3, C30H47N) is a colorless liquid, widely used in the production of antioxidants and stabilizers for polymers, with excellent thermal stability and low volatility, playing a crucial role in the plastic and rubber industries.
Bis(nonylphenyl)amine is a high-molecular-weight alkylated diphenylamine and an aminic antioxidant used primarily in lubricants and other hydrocarbon-based materials.

Bis(Nonylphenyl)amine identified by CAS No. 36878-20-3 is listed in chemical databases as Benzenamine, ar-nonyl-N-(nonylphenyl)- and, more specifically, as 3-nonyl-N-(3-nonylphenyl)aniline.
An important point is that the name "bis(nonylphenyl)amine" can sometimes be used commercially for related dinonyldiphenylamine materials, including mixtures or reaction products.

The exact CAS number therefore matters.
CAS 36878-20-3 corresponds to Bis(Nonylphenyl)amine described in this document, whereas, for example, 4,4'-dinonyldiphenylamine has CAS 24925-59-5 and EC 246-535-5 and is a different positional isomer.
Bis(Nonylphenyl)amine's long nonyl substituents give the molecule very high hydrophobicity and very low water affinity, while the diphenylamine nitrogen provides the functionality responsible for its antioxidant behavior.

USES and APPLICATIONS of BIS(NONYLPHENYL)AMINE:
Bis(Nonylphenyl)amine is consequently particularly useful in lubricating oils, industrial oils, fuels and related hydrocarbon formulations.
Bis(Nonylphenyl)amine is an organic amine compound consisting of two nonylphenyl groups attached to a central nitrogen atom.
Bis(Nonylphenyl)amine is generally recognized as a hydrophobic, high-molecular-weight aromatic amine with limited water solubility.

Bis(Nonylphenyl)amine may also function as an antioxidant or stabilizing additive in certain industrial formulations, helping to reduce degradation caused by heat, oxygen, and prolonged operating conditions.
Bis(Nonylphenyl)amine's relatively large hydrocarbon structure contributes to low volatility and good compatibility with oil-based systems.

Bis(Nonylphenyl)amine is primarily of interest in the lubricant, petroleum, polymer, and specialty chemical sectors.
Because Bis(Nonylphenyl)amine's exact composition and properties can vary depending on the commercial grade and manufacturing process, technical specifications should be checked for the particular material being used.

-Lubricant antioxidant uses of Bis(Nonylphenyl)amine:
The principal application of bis(nonylphenyl)amine is as an antioxidant in lubricants.
Bis(Nonylphenyl)amine can be incorporated into mineral-oil and synthetic-oil formulations to improve resistance to oxidation at elevated temperatures.

Bis(Nonylphenyl)amine is used in industrial lubricants where prolonged exposure to oxygen and heat can cause degradation.
Bis(Nonylphenyl)amine can help maintain lubricant quality over extended service periods.
Commercial lubricant-antioxidant products based on this chemistry are marketed specifically for high-performance lubricant applications.

-Engine oils uses of Bis(Nonylphenyl)amine:
Bis(nonylphenyl)amine is used in certain engine-oil additive systems.
Bis(Nonylphenyl)amine's antioxidant action can help reduce oxidation of the base oil during high-temperature engine operation.
This can contribute to controlling oil thickening, sludge and oxidation-related deposits.
Bis(Nonylphenyl)amine is present as an antioxidant component in some commercial automotive lubricant formulations.

-Industrial lubricants uses of Bis(Nonylphenyl)amine:
Bis(Nonylphenyl)amine is used in industrial lubricants where oxidation stability is important.
Potential applications of Bis(Nonylphenyl)amine include: Hydraulic fluids, Gear oils, Compressor oils, Turbine oils, Circulating oils, Industrial gear lubricants, High-temperature lubricating oils, Metalworking-related lubricant systems.
The exact application of Bis(Nonylphenyl)amine depends on the finished formulation and the manufacturer's additive package.

-Automotive lubricants uses of Bis(Nonylphenyl)amine:
Alkylated diphenylamine antioxidants are important components of modern automotive lubricant additive systems.
They can be used where thermal and oxidative stability are required during extended service.
Their low volatility is especially useful because an antioxidant that remains in Bis(Nonylphenyl)amine is more effective over the service life than a highly volatile additive.

-Synthetic lubricants uses of Bis(Nonylphenyl)amine:
Bis(Nonylphenyl)amine is compatible with many hydrocarbon-based synthetic lubricant systems.
Bis(Nonylphenyl)amine can be incorporated into synthetic oils to provide additional resistance against oxidation.

-Hydraulic fluids uses of Bis(Nonylphenyl)amine:
Bis(Nonylphenyl)amine can be used in hydraulic-fluid formulations where resistance to oxidation and thermal degradation is required.
Oxidative degradation can produce acids, sludge and varnish, all of which can negatively affect hydraulic systems.
An effective antioxidant package helps reduce these processes.

-Industrial oils uses of Bis(Nonylphenyl)amine:
Bis(nonylphenyl)amine is used in various industrial oils and oil-based formulations.
Its combination of high thermal stability, low volatility and strong oil solubility makes it suitable for long-service applications.

-Rubber and polymer applications of Bis(Nonylphenyl)amine:
Alkylated diphenylamines are also used in rubber and polymer-related applications as antidegradants and antioxidants.
They can help protect organic polymeric materials from oxidative deterioration.
However, the exact suitability of CAS 36878-20-3 depends on the polymer, processing temperature, regulatory requirements and final-product specifications.

MOLECULAR STRUCTURE of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine consists of a diphenylamine core in which each phenyl ring carries a nonyl substituent.
The molecule therefore contains:
Two aromatic benzene rings.
Two long nine-carbon alkyl chains.
One secondary amine nitrogen.
Thirty carbon atoms in total.
Forty-seven hydrogen atoms.
One nitrogen atom.

The long hydrocarbon chains account for most of Bis(Nonylphenyl)amine's hydrophobic character.
The aromatic rings provide chemical stability, while the secondary amine is responsible for the characteristic chemistry of alkylated diphenylamine antioxidants.

GENERAL PHYSICAL CHARACTERISTICS of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine is a high-boiling, low-volatility, hydrophobic organic liquid.
Bis(Nonylphenyl)amine has no oxygen atoms and no strongly polar functional groups.

Bis(Nonylphenyl)amine's single secondary amine is insufficient to overcome the strong hydrophobic influence of two long nonyl groups and two phenyl rings.
Consequently, Bis(Nonylphenyl)amine has very low water solubility and preferentially remains in non-aqueous organic phases.
The long hydrocarbon substituents also give Bis(Nonylphenyl)amine excellent compatibility with mineral oils, synthetic lubricants and other hydrocarbon-based materials.

Bis(Nonylphenyl)amine's very low vapour pressure is another important technical characteristic.
Unlike small aromatic amines, Bis(Nonylphenyl)amine does not readily evaporate under ordinary operating conditions.
The high boiling and flash points are advantageous for high-temperature lubricant applications.

CHEMICAL CHARACTERISTICS of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine is a secondary aromatic amine.
The nitrogen atom is bonded to two substituted phenyl groups and retains one hydrogen atom.
The nitrogen can participate in radical-scavenging reactions, which is the basis of its use as an antioxidant.

The aromatic structure provides resonance stabilization, while the bulky nonyl groups increase the lipophilic character of the molecule.
Bis(Nonylphenyl)amine does not contain ester, ether, hydroxyl, carboxylic acid or halogen functional groups.
Bis(Nonylphenyl)amine's chemical behavior is therefore substantially different from phenolic antioxidants such as BHT.

ANTIOXIDANT PROPERTIES of BIS(NONYLPHENYL)AMINE:
The most important industrial characteristic of bis(nonylphenyl)amine is its function as an aminic antioxidant.
Bis(Nonylphenyl)amine is used to inhibit oxidative degradation of lubricants and other organic materials.
During oxidation, hydrocarbon-based materials generate reactive radicals and hydroperoxide species.
Alkylated diphenylamines can interact with these reactive species and interrupt oxidation chains.

This helps delay:
Oil oxidation.
Viscosity increase.
Sludge formation.
Varnish formation.
Deposit formation.
Thermal degradation.
Loss of lubricant performance.

THERMAL CHARACTERISTICS of BIS(NONYLPHENYL)AMINE:
Bis(Nonylphenyl)amine has a very high reported boiling point of approximately 517 °C at 760 mmHg in calculated datasets.
Bis(Nonylphenyl)amine's reported calculated flash point is approximately 272.5 °C.
These values indicate that Bis(Nonylphenyl)amine is a low-volatility, high-boiling organic material.

SOLUBILITY AND HYDROPHOBICITY of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine is essentially insoluble in water.
Bis(Nonylphenyl)amine's calculated LogP is very high, around 10, depending on the calculation method.
This is consistent with Bis(Nonylphenyl)amine's molecular structure, which contains two phenyl rings and two long hydrocarbon chains.

Bis(Nonylphenyl)amine therefore preferentially partitions into oils and organic phases.
This property is beneficial in lubricant applications because the antioxidant is designed to remain in the hydrocarbon-based lubricant rather than migrate readily into aqueous phases.
Bis(nonylphenyl)amine is an aromatic amine antioxidant that can be used in a variety of polymers, especially polyether polyols.

Bis(nonylphenyl)amine is a yellow to amber organic aromatic amine antioxidant composed of nonyl-substituted diphenylamine derivatives.
Bis(Nonylphenyl)amine is mainly used as an antioxidant and stabilizer in polymers, polyether polyols, lubricants, rubber, plastics, and specialty industrial formulations due to its ability to inhibit oxidation, improve thermal stability, and protect materials from degradation during processing and end use.

STABILITY AND REACTIVITY of BIS(NONYLPHENYL)AMINE:
Bis(Nonylphenyl)amine is generally described as stable under recommended storage conditions.
Bis(Nonylphenyl)amine should be protected from excessive heating.
Strong oxidizing agents should be avoided.
The aromatic amine structure can participate in oxidation chemistry, which is precisely the chemical characteristic exploited in Bis(Nonylphenyl)amine's antioxidant function.
Under normal storage and handling conditions, uncontrolled reactions are not expected.

INDUSTRIAL IMPORTANCE of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine is an important member of the aminic antioxidant family.
Bis(Nonylphenyl)amine's main industrial value comes from its ability to protect oils and other hydrocarbon-based materials against oxidative degradation.
Bis(Nonylphenyl)amine is particularly suitable for applications where the additive must remain in the oil at elevated temperatures.
The combination of high molecular weight, low volatility, strong oil compatibility and antioxidant activity makes Bis(Nonylphenyl)amine useful in high-performance lubricant formulations.

CHARACTERISTICS of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine is a high-molecular-weight, highly hydrophobic, low-volatility alkylated diphenylamine.
Bis(Nonylphenyl)amine's two nonyl chains provide strong oil solubility and compatibility with hydrocarbon-based materials, while the secondary aromatic amine provides its principal antioxidant function.

Bis(Nonylphenyl)amine's main industrial role is to protect lubricating oils from oxidation during prolonged exposure to heat and oxygen.
It is particularly useful in automotive and industrial lubricants because its low volatility helps Bis(Nonylphenyl)amine remain in the oil at elevated operating temperatures.
Bis(Nonylphenyl)amine's high boiling point and high flash point are additional advantages for high-temperature applications.
Bis(Nonylphenyl)amine should nevertheless be handled as an industrial chemical rather than as a benign additive.

BENEFITS AND ADVANTAGES of BIS(NONYLPHENYL)AMINE:
Bis(nonylphenyl)amine provides several important technical advantages.
Bis(Nonylphenyl)amine's high molecular weight contributes to very low volatility.
Bis(Nonylphenyl)amine's long nonyl chains provide excellent compatibility with hydrocarbon-based oils.

Bis(Nonylphenyl)amine's secondary aromatic amine structure provides antioxidant activity.
Its high boiling point makes Bis(Nonylphenyl)amine suitable for high-temperature applications.

Bis(Nonylphenyl)amine's high flash point is advantageous for lubricant formulations exposed to elevated temperatures.
Bis(Nonylphenyl)amine's very low water solubility helps keep the additive in oil-based formulations rather than transferring readily into water.
Bis(Nonylphenyl)amine's high hydrophobicity provides excellent affinity for non-polar lubricant matrices.

Bis(Nonylphenyl)amine's low volatility helps reduce additive loss by evaporation during high-temperature operation.
Bis(Nonylphenyl)amine's antioxidant action can help reduce oxidation-related viscosity increases, sludge and deposit formation.

ROLE of BIS(NONYLPHENYL)AMINE IN OIL OXIDATION CONTROL:
Lubricating oils undergo oxidation when exposed to oxygen, heat and catalytic contaminants such as metals.
The oxidation process can produce reactive radicals.
These radicals initiate chain reactions that progressively convert hydrocarbons into oxygen-containing degradation products.

The resulting products can increase oil acidity and viscosity and contribute to sludge, varnish and deposits.
Alkylated diphenylamines function as radical-scavenging antioxidants and help interrupt these oxidation chains.

Therefore, bis(nonylphenyl)amine is not primarily added to an oil to change its viscosity or lubricity directly.
Bis(Nonylphenyl)amine's principal purpose is to protect the oil from oxidative degradation.
Bis(Nonylphenyl)amine is used as an antioxidant and stabilizer in polymers, polyether polyols, rubber, plastics, sealants, and specialty industrial formulations.

PHYSICAL and CHEMICAL PROPERTIES of BIS(NONYLPHENYL)AMINE:
Chemical Name: Bis(nonylphenyl)amine
CAS Number: 36878-20-3
EC Number: 253-249-4
EINECS Number: 253-249-4
PubChem CID: 22168299
Molecular Formula: C30H47N
Molecular Weight: 421.70 g/mol
IUPAC Name: 3-nonyl-N-(3-nonylphenyl)aniline
Chemical Class: Alkylated diphenylamine / aromatic secondary amine
Functional Group: Secondary arylamine

Physical Form: Liquid / viscous liquid depending on grade and temperature
InChIKey: NBJDNCGUUVZUIB-UHFFFAOYSA-N
SMILES: CCCCCCCCCC1=CC(=CC=C1)NC2=CC=CC(=C2)CCCCCCCCC
PubChem gives the molecular formula as C30H47N and molecular weight as 421.7 g/mol, while ChemicalBook reports 421.70088 g/mol and EC 253-249-4.
Molecular Formula: C30H47N
Molecular Weight: 421.70 g/mol
Exact Mass: approximately 421.3709 g/mol
Physical State: Liquid / viscous liquid

Appearance: Commercial material is generally described as a clear liquid ranging from light yellow to brownish-red depending on product and grade.
Density: approximately 0.932 g/cm³ according to calculated/compiled data; commercial antioxidant grades can have somewhat different densities depending on composition and specification.
Boiling Point: approximately 517 °C at 760 mmHg, reported as a calculated value.
Flash Point: approximately 272.5 °C, reported as a calculated value.
Melting Point: No reliable definitive value was identified for the CAS 36878-20-3 substance; supplier databases commonly report it as unavailable.
Vapour Pressure: approximately 0 mmHg at 25 °C in compiled data, indicating extremely low volatility.
Refractive Index: approximately 1.53.
Water Solubility: Essentially insoluble or extremely poorly soluble in water.
LogP: approximately 10 or higher in computational datasets, indicating extremely strong hydrophobicity.

Topological Polar Surface Area: approximately 12.03 Å².
Hydrogen Bond Donor Count: 1.
Hydrogen Bond Acceptor Count: 1.
Rotatable Bonds: approximately 18, reflecting the two flexible nonyl chains and the aryl–alkyl framework.
Formal Charge: 0.
Heavy Atom Count: 31
CAS: 36878-20-3
MF: C30H47N

MW: 421.70088
EINECS: 2532494
CBNumber: CB8904601
Molecular Formula: C30H47N
Molecular Weight: 421.70088
InChI: InChI=1S/C30H47N/c1-3-5-7-9-11-13-15-21-27-23-17-19-25-29(27)31-30-26-20-18-24-28(30)22-16-14-12-10-8-6-4-2/h17-20,23-26,31H,3-16,21-22H2,1-2H3
InChIKey: DMLQDPIAVJTTKJ-UHFFFAOYSA-N
SMILES: N(C1=CC=CC=C1CCCCCCCCC)C1=CC=CC=C1CCCCCCCCC
EPA Substance Registry System: Benzenamine, ar-nonyl-N-(nonylphenyl)- (36878-20-3)

FIRST AID MEASURES of BIS(NONYLPHENYL)AMINE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of BIS(NONYLPHENYL)AMINE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of BIS(NONYLPHENYL)AMINE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of BIS(NONYLPHENYL)AMINE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of BIS(NONYLPHENYL)AMINE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of BIS(NONYLPHENYL)AMINE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available

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