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1,3-Propanediaminium, N1,N3-didodecyl-N1,N1,N3,N3-tetramethyl-, bromide (1:2) (also known as 12-3-12, 2Br-) is a cationic gemini surfactant with two dodecyl chains and quaternary ammonium groups linked by a three-carbon spacer. It forms micellar structures in aqueous solutions, exhibiting a sphere-to-rod transition with an associated enthalpy change of -3.9 kJ/mol. This surfactant participates in aqueous two-phase systems (ATPS) with SDS and PEG, where added salts enhance phase separation and extraction efficiency. Its thermodynamic properties, including partial molar enthalpies and compressibilities, reflect solvation effects and micellization behavior, with methylene group contributions shifting from negative (monomeric state) to positive (micellar state). 1,3-Propanediaminium,N1,N3-didodecyl-N1,N1,N3,N3-tetramethyl-, bromide (1:2) is also of interest for applications in surfactant-mediated extraction and as a structural component in polycationic lipids. (Returned paragraph is a synthesized conclusion based on the provided abstracts, excluding direct literature descriptions.)

21948-96-9

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21948-96-9 Usage

Explanation

The compound's full name, which describes its structure and composition.

Explanation

The compound is formed by the connection of two specific molecules through a bromide ion.

Explanation

It is commonly used as a surfactant or emulsifier in various products due to its ability to mix oil and water.

Explanation

The compound has a wide range of applications in different industries, including personal care, pharmaceuticals, and cosmetics.

Explanation

The compound's ability to mix oil and water makes it a valuable ingredient in various products, such as emulsions and creams.

Explanation

Its conditioning properties make it suitable for use in cosmetics and skincare products, providing benefits like moisturization and improved texture.

Explanation

The compound's structure is characterized by the presence of didodecyl and tetramethyl groups attached to a 1,3-propanediaminium backbone.

Composition

Two molecules of 1,3-Propanediaminium,N1,N3-didodecyl-N1,N1,N3,N3-tetramethyljoined by a bromide ion

Category

Surfactant or Emulsifier

Applications

Industrial and household products, cleaning products, personal care items, pharmaceuticals, cosmetics, and skincare products

Emulsifying Properties

Effectively mixes oil and water

Conditioning Properties

Used in the formulation of cosmetics and skincare products

Structure

N1,N3-didodecyl-N1,N1,N3,N3-tetramethyl-1,3-propanediaminium

Check Digit Verification of cas no

The CAS Registry Mumber 21948-96-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,9,4 and 8 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 21948-96:
(7*2)+(6*1)+(5*9)+(4*4)+(3*8)+(2*9)+(1*6)=129
129 % 10 = 9
So 21948-96-9 is a valid CAS Registry Number.

21948-96-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name dodecyl-[3-[dodecyl(dimethyl)azaniumyl]propyl]-dimethylazanium,bromide

1.2 Other means of identification

Product number -
Other names trimethylene-1,6-bis(N,N-dimethyl-N-dodecylammonium bromide)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:21948-96-9 SDS

21948-96-9Downstream Products

21948-96-9Relevant academic research and scientific papers

Salt effects on the aqueous two-phase system of Gemini(12-3-12, 2Br -)/SDS/PEG

Al-Hakimi, Abdulaziz Mohammed,Shang, Yazhuo,Liu, Honglai,Hu, Ying

, p. 1307 - 1313 (2009)

The effect of added salts (NaCl, KCl and NaBr) on the aqueous two-phase system (ATPS) formed in mixtures of Gemini(12-3-12, 2Br-)/sodium dodecyl sulfate/polyethylene glycol has been investigated. Phase diagrams of the aqueous systems containing Gemini(12-3-12, 2Br-), sodium dodecyl sulfate (SDS), polyethylene glycol(PEG) and a salt have been determined experimentally at 313.15 K. The results indicate that the addition of salts not only induces the appearance of ATPS-A (in which anionic surfactant is in excess), shortens the phase separation time, enlarges the regions of ATPS-C (in which cationic surfactant is in excess), and decreases the minimum concentration required for forming an ATPS, but also alters the matching between anionic and cationic surfactants. Extractive experiments also showed that these salts notably enhance the extraction ability of ATPS; the Gemini-rich phase exhibits prominent cohesive action with xylenol orange, regardless of whether or not it is the upper phase or the lower phase.

Polycations. 19. The synthesis of symmetrical dicationic lipids with internal dimethylazonia functionalities separated by a spacer unit and pendant chains

Engel, Robert,Rizzo, JaimeLee Iolani,Montenegro, Diego,Leb, Jay,Coleman, Delroy,Hong, Carolyn,Jeanty, Herby,Thomas, Marie

, p. 105 - 108 (2009)

Herein is reported the preparation of several series of symmetrical polyammonium salts that serve as cationic lipids or precursors thereof, and are structurally based on several series of parent diamines where dimethylazonia functionalities are present, separated by a central structural unit, and pendant terminal chains. The resultant materials are of significant interest for a variety of purposes, such as serving as antihydrophobic species and as transfectins, the details of which are provided in separate reports. Attempts to effect selective alkylation to provide the corresponding unsymmetrical cationic lipids were without success, always leading to relatively useless mixtures of products.

First evaluation of the thermodynamic properties for spheres to elongated micelles transition of some propanediyl-α,ω-bis(dimethylalkylammonium bromide) surfactants in aqueous solution

Fisicaro, Emilia,Compari, Carlotta,Duce, Elenia,Contestabili, Cristina,Viscardi, Guido,Quagliotto, Pieriuigi

, p. 1744 - 1749 (2005)

The apparent and partial molar enthalpies, apparent molar volumes, and adiabatic compressibilities at 298 K of the aqueous solutions of the cationic gemini surfactants propanediyl-α,ω-bis(octyldimethylammonium bromide) (8-3-8) and propanediyl-α,ω-bis(dodecyldimethylammonium bromide) (12-3-12) have been measured as a function of concentration. The trends of the partial molar enthalpies versus concentration are the first well documented thermodynamic evidence of sphere to rod transition in the micellar phase, involving a detectable quantity of heat, and allow the determination of the change in enthalpy associated with this transition. The changes in enthalpies upon micellization and for the sphere to elongated micelles transition, ΔHs-r have been obtained from the experimental data by using a pseudo-phase transition approach: -1.5 kJ mol-1 for 8-3-8 and -3.9 kJ mol-1 for 12-3-12. No evidence of the above transition is found in the trends of volumetric properties versus m. The apparent adiabatic molar compressibilities for the compounds under investigation are also reported here for the first time: a negative group contribution for the methylene group is evaluated, when the surfactants are present in solution as a single molecule, reflecting its solvation structure. In the micellar phase, the -CH2- group contribution becomes positive. A value of 1.17 × 10-3 cm3 bar-1 mol-1 for the change in adiabatic molar compressibility upon micellization is obtained. The lower values of the methylene group contributions to the volumetric properties for the monomers support the hypothesis of partial association of the chains before the cmc.

Retarding action of poly(amidoamine) dendrimers and cationic gemini surfactants in acrylic dyeing

Sadeghi-Kiakhani, Mousa,Tehrani-Bagha, Ali Reza

, p. 323 - 330 (2015/11/24)

Two cationic gemini surfactants and two generations of poly(amidoamine) (PAMAM) dendrimers (G = -0.5 and G = 0.5) were studied as retarders in acrylic dyeing with a cationic dye. Effects of retarder concentrations, dyeing time, and temperature were investigated by means of UV-Vis spectrophotometry. The results indicated that the dye adsorption decreased in the presence of the species and more uniform dyeing was achieved. The PAMAM dendrimers had lower retarding action than the cationic gemini surfactants which was attributed to their non-permanent and lower cationic charge density. Kinetics of the dyeing systems were also evaluated by four different empirical models. The modified Cegarra-Puente model fitted the dyeing kinetic data somewhat better than the other empirical kinetic models. Moreover, the activation energy of the dyeing systems was calculated and reported.

Gemini surfactants foam formation ability and foam stability depends on spacer length

Kuliszewska, Edyta,Brecker, Lothar

, p. 951 - 957 (2014/11/08)

A series of cationic gemini surfactants containing different spacer length were synthesized and analyzed structurally. It was shown that the surface tension (σ) and critical micelle concentration (CMC), which had a maximum for the n-C4H8 spacer depended on the spacer length. The foaming ability and foam stability are high for the gemini surfactants with short spacers (C2H4 to n-C4H8), while longer spacers lead to a distinct decrease of these foam parameters. Foaming properties are discussed in terms of configuration and conformation of a surfactant molecule and in relation to micellization state kinetic.

Designing pH-sensitive gemini nanoparticles for non-viral gene delivery into keratinocytes

Donkuru, McDonald,Wettig, Shawn D.,Verrall, Ronald E.,Badea, Ildiko,Foldvari, Marianna

experimental part, p. 6232 - 6244 (2012/06/30)

This study aimed to develop a more effective non-viral gene delivery system for keratinocyte transfection. To this end, gemini nanoparticles were formulated from plasmid DNA, the lipid DOPE (dioleoylphosphatidylethanolamine) and surfactants, where the sur

Synthesis, molecular structure, spectral properties and antifungal activity of polymethylene-α,ω-bis(n,n-dimethyl-n-dodecyloammonium bromides)

Brycki, Bogumil,Kowalczyk, Iwona,Kozirog, Anna

experimental part, p. 319 - 335 (2011/04/18)

Hexamethylene-1,6-bis-(N,N-dimethyl-N-dodecylammonium bromide) (1), pentamethylene-1,5-bis(N,N-dimethyl-N-dodecylammonium bromide) (2), tetramethylene-1,4-bis(N,N-dimethyl-N-dodecylammonium bromide) (3), trimethylene-1,3-bis(N,N-dimethyl-N-dodecylammonium bromide) (4) and ethylene-1,2-bis(N,N-dimethyl-N-dodecylammonium bromide) (5) have been obtained and characterized by FTIR and NMR spectroscopy. DFT calculations have also been carried out. The optimized bond lengths, bond angles and torsion angles calculated by Hartree-Fock/3-21G(d,p) approach have been presented. MIC values for A. niger, P. chrysogenum, C. albicans have been determined and the relationship between MIC and spacer length has been discussed.

Long chain dicationic phase transfer catalysts in the condensation reactions of aromatic aldehydes in water under ultrasonic effect

Esen, Ilker,Yolacan, Cigdem,Aydogan, Feray

experimental part, p. 2289 - 2292 (2010/11/05)

Long chain dicationic ammonium salts were used successfully as phase transfer catalyst in the condensation reactions of aromatic aldehydes in water under ultrasonic irradiation for the first time. The quaternary salt having longer distance between the cation centers was more effective than the mono- and dicationic ones having short chain.

Specific ion pairing and interfacial hydration as controlling factors in gemini micelle morphology. Chemical trapping studies

Geng, Yan,Romsted, Laurence S.,Menger, Fred

, p. 492 - 501 (2007/10/03)

Results from chemical trapping experiments in micellar solutions containing 1.5-5 mM aqueous solutions of three didodecyl dicationic dibromide gemini surfactants with different methylene spacer lengths (12-n-12 2Br where n = 2-4 CH2 groups) gav

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