CAS 14933-08-5 N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate

Aggregation Behavior of N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate at the Oil/Water Interface

Molecular dynamics simulation of the aggregation behavior of N-Dodecyl-N,N-Dimethyl-3-Ammonio-1-Propanesulfonate/sodium dodecyl benzene sulfonate surfactant mixed system at oil/water interface Li J, et al. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 2017, 531, 73-80.

This study examines the aggregation behavior of N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate (SB12-3) when mixed with sodium dodecyl benzene sulfonate (SDBS) at the oil/water interface using molecular dynamics simulation.
The simulation results revealed that the mixture of SB12-3 and SDBS achieved optimal interfacial formation energy at a ratio of 4:6. At this ratio, the two surfactants exhibited strong electrostatic interactions, with the positively charged nitrogen (-N+) of SB12-3 preferentially interacting with the negatively charged sulfonate groups (-SO3-) of SDBS. This interaction facilitated the intertwining of the surfactant molecules, forming two stable monolayers at the oil/water interface.
The study demonstrated that SB12-3's hydrophilic properties, highlighted by its ability to form strong hydrogen bonds between its -SO3- groups and water molecules, complemented the hydrophobic characteristics of SDBS. The hydrocarbon chains of SDBS tended to stretch and align with the normal direction in the oil phase, enhancing its hydrophobic interactions. The synergistic combination of SB12-3 and SDBS thus resulted from the complementary interactions between their hydrophilic and hydrophobic domains.
Overall, the molecular dynamics simulations show that the mixed system of SB12-3 and SDBS offers advantageous properties for surfactant applications, such as enhanced stability and effective interfacial activity. The results underscore the potential of SB12-3 as a valuable surfactant component in formulations designed to improve emulsification, dispersion, and stabilization at oil/water interfaces.

Catalog Number	ACM14933085-4
CAS	14933-08-5
Structure
Synonyms	N,N-Dimethyl-1-N-(3-sulfopropyl)-1-dodecanaminium hydroxide, inner salt
IUPAC Name	3-[dodecyl(dimethyl)azaniumyl]propane-1-sulfonate
Molecular Weight	335.5
Molecular Formula	C17H37NO3S
Canonical SMILES	CCCCCCCCCCCC[N+](C)(C)CCCS(=O)(=O)[O-]
InChI	InChI=1S/C17H37NO3S/c1-4-5-6-7-8-9-10-11-12-13-15-18(2,3)16-14-17-22(19,20)21/h4-17H2,1-3H3
InChI Key	IZWSFJTYBVKZNK-UHFFFAOYSA-N
Melting Point	255 °C
Flash Point	>100 °C
Purity	≥98%
Solubility	≥30% (in water at 20 °C)
Appearance	White powder
Complexity	334
Covalently-Bonded Unit Count	1
Critical Micelle Concentration	(Solution: 20 mM Tris-HCl, pH 8.0, 0.1 M NaCl) ~ 2.8 mM (0.094%)
Defined Atom Stereocenter Count	0
EC Number	239-002-3
Exact Mass	335.24941522
Heavy Atom Count	22
Hydrogen Bond Acceptor Count	3
Hydrogen Bond Donor Count	0
Isomeric SMILES	CCCCCCCCCCCC[N+](C)(C)CCCS(=O)(=O)[O-]
MDL Number	MFCD00036909
Monoisotopic Mass	335.24941522
pH	5-8 (1% solution in water)
Physical State	Powder
Rotatable Bond Count	14
Topological Polar Surface Area	65.6 Å²