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Dodecylamine organic synthesis intermediate, white wax solid. Soluble in ethanol, ether, benzene, chloroform, and carbon tetrachloride, insoluble in water. The product is weak alkaline and can produce salt with an inorganic acid or organic acd. It can be quaternary ammonium salted. It can be acetylated by reacting with the epoxy acetyl group. It can be added to unsaturated hydrocarbons. The product can be oxidized by peroxide. Reaction with halogenated chemicalbook carboxylic acds produces amphoteric compounds.
The reaction with carboxymethyl chloride can generate amides. The mannish reaction can be carried out with nucleophilic reagents or phenols to generate multi-functional compounds. reacted with hydrochloric acd to produce hydrochloride. Used as the active agent in geological analysis, also used for chromatographic analysis, textile and rubber, and other auxiliary production. It can also be used to prepare ore flotation agents, dodecyl quaternary ammonium salt, fungicides, pesticides, emulsifiers, detergents, and disinfection special effect agents to prevent and treat skin burns.
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Chemical Formula |
C12H27N |
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Exact Mass |
185 |
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Molecular Weight |
185 |
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m/z |
185 (100.0%), 186 (13.0%) |
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Elemental Analysis |
C, 77.76; H, 14.68; N, 7.56 |
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melting point 27 – 29 °C ( lit. ) , boiling point 247 – 249 °C ( lit. ) , Density 0.806 g / mL at 25 °C ( lit. ) , Vapor pressure 64 mm Hg ( 170 ° C ) , Refractive index 1.4421 , flash point > 230°F , Storage conditions Store below + 30 ° C. , Solubility water : soluble 3.5g / L at 25 ° C , Acidity coefficient ( pKa ) 10.63 ( at 25 °C ) , Crystalline Low Melting Solid , Proportion 0.806 , Color White ,Water solubility 78 mg / L ( 25 oC ) , BRN 1633576 , Stable. Combustible. Incompatible with acd chlorides, acds, acd anhydrides, oxidizing agents. , InChIKeyJRBPAEWTRLWTQC-UHFFFAOYSA-N
Dodecanamine (C12H27N) is a typical aliphatic primary amine compound, which is endowed with unique interfacial activity and chemical reaction characteristics by the long-chain hydrophobic and amino hydrophilic groups in its molecular structure. As an important intermediate in the field of fine chemicals, dodecyl primary amine has shown wide application value in various fields such as surfactant synthesis, metal processing, oilfield chemistry, textile industry, etc.
Mainstream application areas
Synthesis of surfactants
Cationic surfactants
Quaternary ammonium salts:
Reacts with chloromethane/benzyl chloride to produce dodecyl trimethylammonium chloride (1231) and dodecyl dimethyl benzyl ammonium chloride (1227)
Application: Fabric softener, phase transfer catalyst, asphalt emulsifier
Gemini surfactant: Gemini type surfactant prepared by linking functional groups, reducing CMC value to 0.05mmol/L
Bipolar Ionic Surfactants
Betaine type: Dodecylamine reacts with sodium chloroacetate to produce dodecyl betaine (BS-12)
Imidazoline type: synthesis of amphoteric imidazoline derivatives through intermediates
Application: Baby care products, anti-static agents, industrial wetting agents
Metal Processing Field
Corrosion inhibitors
Mechanism of action:
Forming a hydrophobic protective film on the metal surface
Inhibition of electrochemical corrosion by chelation with metal ions
Typical formula:
Dodecyl primary amine (3%)+sebacic acid (2%)+ethanol (balance)
Suitable for the protection of steel and copper alloys in acidic media
Cutting fluid additives
Extreme pressure lubrication: synergizes with sulfur and phosphorus compounds to enhance the load-bearing capacity of cutting fluid
Antibacterial and anti mold: inhibits the growth of microorganisms in processing fluids
Case: Extending tool life by 40% in aluminum alloy processing
Application of Oilfield Chemistry
2.3.1 Three stage oil recovery and displacement agent
Interface tension adjustment: Reduce the oil-water interface tension to below 10 ⁻ mN/m
Compound system: dodecyl primary amine (15%)+polyacrylamide (2%)+ethanol (83%)
On site data: Improve crude oil recovery rate by 8-12%
Demulsifier
Emulsification mechanism: Neutralizing emulsifier charges and disrupting the stability of oil in water emulsions
Advantages: Suitable for high-temperature and high salt oil reservoir environments
Technical indicators: Dehydration rate>90% (72 hours)
Textile Industry
2.4.1 Softening agent
Modified product: dodecyl primary amine polyoxyethylene ether (AEO-12)
Organizing effect: The static friction coefficient of the fabric is reduced to below 0.3
Environmental advantages: Biodegradable, APEO alternative solution
2.4.2 Dyeing auxiliaries
Leveling agent: regulates the electrostatic interaction between dye and fiber
Fixing agent: improves color fastness through cross-linking reaction
Applicable fibers: polyester, nylon, acrylic
Pesticide and pharmaceutical intermediates
2.5.1 Pesticide emulsifiers
Calcium salt derivative: Calcium dodecylbenzenesulfonate (DBSCa)
Application: Glyphosate water emulsifier, reducing effective substance dosage by 20%
2.5.2 Drug Carrier Modification
Liposome modification: Connecting dodecyl primary amine groups to enhance cell penetration
Targeted drug delivery: folic acd dodecylamine conjugate for tumor therapy
Frontier technology direction
1. Preparation of Nanomaterials
Template agent: used for structure directing in the synthesis of mesoporous silica (MCM-41)
Surface modification: Amination of gold nanoparticle surface to enhance biocompatibility
Case: Preparation of AuNPs with a particle size of 8nm and antibody coupling efficiency of 95%
2. Intelligent response materials
CO ₂ responsive surfactant: achieving switch type emulsifying performance through tertiary amination modification
Temperature sensitive gel: copolymerization with poly (N-isopropylacrylamide) to prepare temperature sensitive materials
Application prospects: drug controlled release systems, intelligent coatings
3. Modification of Biobased Materials
Natural polymer modification: quaternization treatment of chitosan
Enhanced performance:
Antibacterial activity increased by 3 orders of magnitude
Improve water resistance by 50%
The biodegradation cycle has been extended to 180 days
We are the factory of dodecylamine.
Remark: BLOOM TECH(Since 2008), ACHIEVE CHEM-TECH is the subsidiary of us.
Dodecyl primary amine is a common organic compound widely used in fields such as surfactants, pharmaceuticals, pesticides, etc. There are various methods for preparing this substance, among which the synthesis method using lauric acd as the raw material through steps such as amination, hydrogenation reduction, and vacuum distillation has high practical value.
Experimental steps:
(1) Place lauric acid in the reactor to ensure that it is dry and anhydrous.
(2) Add an appropriate amount of silicone catalyst and mix evenly.
(3) Seal the reactor and introduce ammonia gas to facilitate the reaction between lauric acd and ammonia gas under the catalysis of silica gel.
(4) Maintain the reaction temperature at 50-70 ℃ for 2-3 hours.
(5) After the reaction is completed, the remaining ammonia is removed by vacuum distillation to obtain crude lauryl.
C11H23COOH+NH3 → C11H23CONH2
(1) Mix crude laurel nitrile with active nickel catalyst and place it in a high-pressure vessel.
(2) Inject hydrogen gas to ensure a purity of 99.99% in the high-pressure vessel.
(3) Seal the high-pressure vessel, gradually increase the temperature to 80-100 ℃, and maintain the pressure at 2-3MPa.
(4) Continue the reaction for 4-5 hours, wait for the complete reduction of lauryl to product, then stop heating and hydrogenation.
(5) Cool naturally to room temperature and recover unreacted hydrogen gas through vacuum distillation to obtain crude dodecylamin.
C11H23CONH2+H2 → C11H23CONH2NH2
(1) Add the crude dodecylamine to the distillation kettle.
(2) Turn on the heating device and gradually raise the temperature to 120-140 ℃.
(3) Separate dodecyl primary amine from other impurities by vacuum distillation.
(4) When a clear and transparent oily liquid is collected, stop heating and vacuum distillation.
(5) Store the collected dodecyl primary amine in a dry and dark place.
When using catalyst silica gel and active nickel, it is important to ensure their quality and activity in order to achieve the best experimental results.
faq
Q:1.Does doxylamine dissolve in water?
A:Doxylamine succinate is a white to creamy white powder that is very soluble in water and alcohol, freely soluble in chloroform and very slightly soluble in ether and benzene. Pyridoxine hydrochloride is a vitamin B6 analog.
Q:2.What is the pKa of dodecylamine?
A:Two frother-related properties of dodecylamine (DDA, pKa = 10.63), gas holdup and froth height, were determined using an air-water system in a bubble column at three pH values, 3, natural, and 11.
Q:3.What is the functional group of dodecylamine?
A:Dodecan-1-amine belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
Q:4.What is the use of dodecylamine?
A:Dodecylamine is used as a catalyst in sol-gel processes for the manufacture of bioactive mesoporous submicron glass spheres , or in the preparation of silica nanoparticles of adjustable size, with water being the reagent and different primary amines acting - such as 1-octaamine or dodecylamine - as catalysts.
Q:5.How powerful is doxylamine?
A:It is also the most powerful over-the-counter sedative available in the United States, and more sedating than many prescription hypnotics. In a study, it was found to be superior to even the barbiturate, phenobarbital for use as a sedative. Doxylamine is also a potent anticholinergic.
Q:6.Why was doxylamine withdrawn?
A:Many studies demonstrated Bendectin's effectiveness in treating NVP and it was widely used in the United States until 1983 when its manufacturer pulled it off the US market due to allegations of fetal damage caused by the drug. What ensued was a long public battle including high visibility lawsuits.
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