Тридодецилметиламмония хлорид

Description

Tridodecylmethylammonium chloride (TDMAC) is a quaternary ammonium salt in which the nitrogen atom carries three dodecyl (lauryl) radicals and one methyl group. The three long hydrocarbon chains make the cation extremely lipophilic: the calculated XLogP3 is 10.2 and the polar surface area is zero. Hence the two main functions of the product. The first is phase-transfer catalysis and work as a cationic surfactant in non-aqueous and mixed media. The second is the binding of anionic polymers to hydrophobic surfaces, which is the basis for the use of the TDMAC complex with heparin for thrombus-resistant coatings of medical devices. Trade designation: Arquad 312-85.

Basic Attributes

• CAS No.: 7173-54-8
• Chemical formula: C37H78N Cl
• Molecular weight: 572.47
• Exact weight: 571.58200
• EU number: 615-335-3
• HS code: 2923900090
• PSA Features: 0
• XLogP3: 10.19970

Physico-chemical properties

• Melting point: 110–112 °C (literature data)

Scope of application

• phase transfer catalyst: the cation transfers anionic reagents from the aqueous phase to the organic phase, accelerating reactions between immiscible media
• cationic surfactant: emulsifiers, dispersants, corrosion inhibitors, media for the synthesis of nanoparticles
• thromboresistant coatings for medical devices. Heparin is an anticoagulant that is applied to surfaces that come into contact with blood to prevent blood clots. TDMAC binds the heparin molecule to the surface of polyvinyl chloride and at the same time moves it away from the substrate, playing the role of a spacer. TDMAC complex - heparin is available as a ready-made 7% solution and is applied to catheters, lines and vascular prostheses. According to patent data, the adhesion strength of the coating is increased by gamma irradiation and subsequent heating
• ionophore in membrane electrodes and in research techniques

The effectiveness of the heparin coating is confirmed by comparative tests: the average number of microemboli per animal for the TDMAC - heparin coating was 22 versus 91 in the control, the area of ​​emboli in heparinized prostheses was also lower than the control. The TSCA registry status for “1-Dodecanaminium, N,N-didodecyl-N-methyl-, chloride (1:1)” is ACTIVE.

Safety Information

• Transport codes: NONH for all modes of transport
• WGK Germany: 3
• Hazard class code: 36/37/38
• Safety instructions: 26-36
• Tags: Xi
• Hazard statements: H315 - skin irritation; H319 - serious eye irritation; H335 - may cause respiratory irritation
• Precautions: P261, P305+P351+P338

Storage and handling

The product melts at 110–112 °C and is a solid under normal conditions. Keep the container closed and protect from moisture. Class WGK Germany 3 - discharge into sewers and water bodies is not allowed; For quaternary ammonium surfactants, this is a standard limitation associated with toxicity to aquatic organisms. Wear gloves and safety glasses, avoid dust when hanging and use local exhaust ventilation. The product is not classified as dangerous goods: transport status NONH.