Phase Behavior of Non-Ionic Surfactant-Medium Chain Triglyceride-Water Microemulsion Systems

Microemulsion systems have garnered tremendous interest in the pharmaceutical sector for a variety of drug delivery applications. Non-ionic surfactants are often the preferred surfactant class given their uncharged nature, enhanced oral safety profile, and generally regarded as safe status as compared to other surfactant classes (Myers, Surfactant science and technology, 2005, p. 29), (Malmsten, Handbook of microemulsion science and technology, 1999, p. 755), (Grove & Mullertz, Chapter 5-liquid self-microemulsifying drug delivery systems, 2007), (Liu et al., Water-insoluble drug formulation, 2008), (Hauss, Advanced Drug Delivery Reviews, 2007, 59, pp. 667–676), (Balazs, Solubility, delivery and ADME problems of drugs and drug-candidates, 2011, p. 68). In this work, the phase behavior and microemulsion formation potential of four commonly used non-ionic surfactants, PEG-40 hydrogenated castor oil, Poloxamer 188, Polysorbate 80, and d -α-tocopherol polyethylene glycol succinate were studied via ternary phase diagram (TPD) mapping using a medium chain triglyceride, Miglyol 812. Results indicated notable differences in phase behavior despite similarities in hydrophilic–lipophilic balance value (13–15). All surfactants produced Winsor Type I, oil-in-water microemulsions at water concentrations above 40% wt/wt. Winsor Type II water-in-oil microemulsions were difficult to obtain even at high oil concentrations of ≥70% wt/wt. Winsor III microemulsions, though rare, were generally obtained in the middle regions of the TPD between 10% and 30% wt/wt water while Winsor IV microemulsions dominated at high surfactant concentrations of ≥45% wt/wt. Opaque emulsion areas were particularly notable in wax state surfactants. Polysorbate 80 and PEG-40 hydrogenated castor oil demonstrated a high degree of synergism as well as the largest oil-in-water (o/w) and water-in-oil (w/o) microemulsion formation potential rendering them suitable for a number of enteral and parenteral applications.     

吐温-80/正丁醇/环己烷/水系微乳液性能及对木材的渗透能力

考察了吐温-80/正丁醇/环己烷/水系微乳液各组分及其质量比对其形成的影响,通过电导率、表面张力和动态光散射(DLS)表征体系的物化性质。结果表明,以吐温-80为表面活性剂,正丁醇为助表面活性剂,环己烷为油相形成的微乳区较大。微乳体系的电导率随含水量的增加呈现规律性变化,可以判断微乳液的3种类型(油包水型、双连续型和水包油型);不同类型的微乳液均具有较低的表面张力(约24.6 mN/m)和粒径(小于100nm),且粒径随体系含水量的增加而增大。此外,采用液体吸收法考察了微乳液对木材的渗透能力,与普通溶剂相比,微乳液具有很强的渗透能力,特别是对于双连续型微乳液,10 min时,对马尾松和桉木的渗透能力分别达70%和50%。     

Solubilisation of water in alkanes using nonionic surfactants

Nonionic surfactants are frequently used as emulsifiers in nonpolar oil + water systems and as solubilisation agents for oil in water, or vice versa. In the latter application the amount of, say, water that can be solubilised in nonpolar oil (to give microemulsion droplets) depends on: (a) the capacity of the micelles to incorporate water; and (b) the fraction of surfactant originally present as micelles. This paper is concerned with the single-phase water-in-oil (W/O) microemulsion regions enclosed by the haze and solubilisation boundaries at the oil-rich end of Shinoda-type phase diagrams. The systems studied contain the nonionic surfactant C₁₂H₂₅(OCH₂CH₂)₅OH (C₁₂E₅), normal alkane (heptane, decane or tetradecane) and water. Critical microemulsion concentrations (cμc) and droplet compositions for w/o microemulsions formed from C₁₂E₅ in alkane have been determined at phase boundaries over a range of temperatures. The results show how the maximum extent of water solubilisation is determined jointly by the cμc and the maximum droplet size for a given temperature. It appears that for larger (microemulsion) droplets, the cμc is determined by temperature rather than by droplet size. However, along part of the haze curves, aggregates form with only small amounts of water (less than four molecules per ethyleneoxy group on the surfactant head groups). For a given temperature, in the small range where either micelles or microemulsion droplets can exist, reverse hydrated micelles have much higher critical micelle concentrations (cmc) than the cμc of the larger microemulsion droplets.     

Characterization of Water/Sucrose Laurate/n-Propanol/Allylbenzene Microemulsions

Water/n-propanol/sucrose laurate/allylbenzene micellar systems were formulated and applied in the isomerization of allylbenzene in the presence of heterogenized derivatives of some platinum group catalysts. The ratio (w/w) of n-propanol/surfactant studied herewith was 2/1. Temperature insensitive microemulsions were found. The microemulsions were characterized by the volumetric parameters, density, excess volume, ultrasonic velocity, and isentropic compressibility. The densities increase with increases in the water volume fraction. Excess volumes of the microemulsions decrease for water volume fractions below 0.2, level off for water volume fractions between 0.2 and 0.6 then increase for water volume fractions above 0.6. Excess volumes of the studied micellar systems increase with temperature. Isentropic compressibilities increase with temperature for water volume fractions below 0.8 and decrease for water volume fractions above 0.8. Structural transitions from water-in-oil to bicontinuous to oil-in-water occur along the microemulsion phase. The particle hydrodynamic diameter of the oil-in-water microemulsions at the 0.95 water volume fraction was found to decrease with temperature.     

Effects of nucleating agents on the morphologies and performances of poly(vinylidene fluoride) microporous membranes via thermally induced phase separation

The effects of nucleating agents on the morphology and performance of poly(vinylidene fluoride) (PVDF) microporous membranes via thermally induced phase separation were investigated. The nucleating agents studied were dicyclohexyl benzene amide (TMB‐5), 2,2‐methylene bis(4,6‐tertiary butyl phenol) sodium phosphate (TMP‐1), and 1,3 : 2,4‐di‐p‐methylbenzylidene sorbitol (DM–LO). Light transmittance experiments and differential scanning calorimetry (DSC) were performed to obtain phase diagrams of PVDF/tributyl citrate/di(2‐ethylhexyl) phthalate/nucleating agent doped solutions. The morphology and performance of the prepared PVDF microporous membranes were characterized with scanning electron microscopy and microfiltration experiments. The results show that the thermodynamics of liquid–liquid phase separation were not affected by the addition of the nucleating agents, but solid–liquid phase separation was influenced. The system with 0.3 wt % TMB‐5 had the fastest crystallization rate and a better nucleation ability. The PVDF microporous membranes had a partly closed, lacy bicontinuous structure with TMP‐1 and DM–LO, whereas the membrane with 0.3 wt % TMB‐5 had an interconnected bicontinuous structure. The pore size distribution became narrower with the addition of nucleating agent. With 0.3 wt % TMB‐5, the membrane had the minimum mean pore size (0.095 μm), a porosity of 80.3%, and a pure water flux of 270 L·m^?2·h^?1; these values were higher than those of the pure PVDF membrane. The performances of the membranes decreased with additions of TMB‐5 of greater than 0.3 wt %. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013     

Preparation of bi‐continuous poly(acrylonitrile‐co‐methyl acrylate) microporous membranes by a thermally induced phase separation method

Poly(acrylonitrile‐co‐methyl acrylate) [P(AN‐MA)] flat microfiltration membranes were successfully prepared via the thermally induced phase separation (TIPS) method, by using low polar caprolactam (CPL) and methoxypolyethylene glycol 550 (MPEG 550) as the mixed diluent. In this work, P(AN‐MA) membranes exhibit bi‐continuous networks, porous surfaces, high porosity, and big pore size, when membrane fabricated from a high MPEG 550 content, low P(AN‐MA) concentration, and small cooling rate, it can be dry state preservation and do not need to be impregnated by any solvent. When the ternary system was composed of 15 wt % P(AN‐MA), 12.5 wt % CPL, and 87.5 wt % MPEG 550, formed at 25 °C air bath, membrane has the highest water flux of 4420 L m^?2 h^?1. The obtained P(AN‐AN) membrane displays a high carbonic black ink rejection ranging from 83.7 to 98.5 wt %. Moreover, P(AN‐MA) polymer not only retains the advantages of PAN but also reduces the polar component from 16.2 to 10.77 MPa^0.5. It can be used membrane matrix to obtain pore structure and excellent mechanical property membrane via TIPS. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46173.     

Synthesis of Zirconia with Nanoporous Structure by a Supercritical Carbon Dioxide Microemulsion Route

Supercritical carbon dioxide (scCO₂) fluid as a green solvent for processing can markedly reduce the use of organic solvents. Nanoporous clusters of zirconia (ZrO₂) were synthesized in a [Zr⁴⁺](aq)/scCO₂ microemulsion using hydrazine solution as the precipitating agent, and the resulting nanostructures (surface area, morphology) under different reaction temperatures and pressures were determined by BET and TEM. The inter droplet separation of microemulsions increases with the reaction pressure at a fixed temperature, giving different networked nanostructures. The closed pore diameters were in the range of 5–150 nm (mesopores and macropores) at 17.3 MPa and 80°C.     

Preparation and retention of poly(ethylene oxide)‐grafted cationic polyacrylamide microparticles

Novel microparticles of poly(ethylene oxide) (PEO)‐grafted cationic polyacrylamide were prepared through the free‐radical tetrapolymerization of acrylamide, acryloyloxyethyl trimethylammonium chloride (DAC), PEO macromonomer, and N,N′‐methylene bisacrylamide in an inverse microemulsion. The effects of the DAC content and the PEO chain length and content on the diameter and distribution of the microparticles were studied. Highly effective retention aids were obtained in retention experiments with fibers. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 359–363, 2006     

A new cationic surfactant N,N′-dimethyl-N-acryloyloxyundecyl piperazinium bromide and its pH-sensitive gels by microemulsion polymerisation

A piperazine-based cationic surfactant, N,N′-dimethyl-N-acryloyloxyundecyl piperazinium bromide (DAOUPB) was synthesised by a two-step procedure. The monomer was polymerised in two new microemulsion systems: (i) DAOUPB/water/methyl methacrylate (MMA):hydroxyethylmethacrylate (HEMA) and (ii) DAOUPB/water/acrylonitrile with ethyleneglycol dimethacrylate (EGDMA) as the crosslinking agent. Transparent solid polymeric materials were obtained by photo-initiated polymerisation of some of these microemulsion compositions. Most of the bicontinuous microemulsions investigated gelled within 10 min resulting in transparent solid polymers. The electron micrographs of the polymers obtained from microemulsion compositions containing MMA:HEMA did not show any micropores, while those obtained using acrylonitrile revealed the existence of open-cell type micropores and also of the bicontinuous nature of the system. The width of the bicontinuous structure (micropores) was about 33 nm in the dry state, with long and winding channels of random distribution. The swelling of the gels was highly sensitive to pH.     

Optimized Microemulsion Systems for Detergency of Vegetable Oils at Low Surfactant Concentration and Bath Temperature

Triglycerides and vegetable oils are amongst the most difficult oils to remove from fabrics due to their highly hydrophobic nature; this is all the more challenging as cold water detergency is pursued in the interest of energy efficiency. Recently, extended surfactants have produced very encouraging detergency performance at ambient temperature, especially at low surfactant concentration. However, the salinity requirement for extended surfactants was excessive (4–14%) and there is limited research on extended‐surfactant‐based microemulsions for cold water detergency (below 25 °C). Therefore, extended‐surfactant‐based microemulsions are introduced in this study for cold temperature detergency of vegetable oils with promising salinity and surfactant concentration. The overall goal of this study is to explore the optimized microemulsion formulations with low surfactant and salt concentration using extended surfactant for canola oil detergency at both 25 and 10 °C. It was found that microemulsion systems achieved good performances (higher than those of commercial detergents) corresponding to IFT value 0.1–1 mN/m with the surfactant concentration as low as 10 ppm and 4% NaCl at 25 °C, and as low as 250 ppm and 0.1% (1000 ppm) NaCl at 10 °C. In addition, microemulsion systems were investigated with a different salt (CaCl₂, or water hardness, versus NaCl) at 10 °C, demonstrating that 0.025% CaCl₂ (250 ppm) can produce good detergency; this is in the hardness range of natural water. These results provide qualitative guidance for microemulsion formulations of vegetable oil detergency and for future design of energy‐efficient microemulsion systems.     

Aqueous core polystyrene microspheres fabricated via suspension polymerization basing on a multiple pickering emulsion

Multi‐hollow or hollow polymer particles are of great interest in many fields. Here we successfully fabricate polystyrene microspheres with aqueous cores through w/o/w Pickering emulsion stabilized by modified SiO₂ nanoparticles. The final structure and constituents of the microspheres is investigated via SEM, X‐ray photoelectron spectra, and thermo‐gravimetric analysis. The results demonstrate that the size and amount of aqueous cores in the microspheres can be tuned by the original structure of the multiple emulsions: when the volume fraction of inner water is 0.2, the inner structure of the microspheres obtained is porous and each pore is not interconnected; when the volume fraction of inner water is increased to 0.7, the resulting products are hollow microspheres and when 0.3% wt/vol of salt is added to the inner aqueous phase, the inner pores of the resulting microspheres enlarge or even coalesce. The multi‐hollow or hollow polystyrene microspheres with aqueous cores are expected to be candidates for encapsulation in biotechnology. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 39761.     

Acrylonitrile graft copolymerization of casein proteins for enhanced solubility and thermal properties

Casein proteins are soluble in 5% aq. ethanolamine, triehtylamine, and triethanolamine, but insoluble in organic solvents. Graft copolymerization of casein (40 g/L) with acrylonitrile (AN) was carried out in 5% w/v aq. triethanolamine at 60°C using potassium persulfate K₂S₂O₈ as an initiator. Percent grafting and grafting efficiency increased with increasing initiator concentrations (up to 1.7 × 10⁻² mole L⁻¹) and reaction times, but decreasing [M]/[I] ratios. Fourier transform IR spectra confirmed the formation of the acrylonitrile‐grafted‐casein (AN‐g‐casein) copolymers. Under the reaction conditions studied, the grafted PAN side chains were characterized by gel permeation chromatography to have M_n between 1.58 and 5.88 × 10⁴ dalton and polydispersities between 2.6 and 4.5. The AN‐g‐casein copolymers behaved more like a PAN homopolymer in terms of their thermal properties and solubilities. The decomposition temperatures of AN‐g‐casein copolymers were between 255 and 273°C, closer to the T_d of the PAN homopolymer (275°C) and significantly higher than that of casein (180°C). The AN‐g‐casein copolymers are soluble in 50% aq. NaSCN and ZnCl₂, but are insoluble in 32:28:40 wt % CaCl₂/CH₃CH₂OH/H₂O like PAN and dimethylformamide‐like casein. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 77: 2543–2551, 2000     

Effect of Hydrophobic Modification on the Properties of Polymer‐Blended Microemulsion Gels

Phase behavior of sodium oleate (NaOl)/isoamyl alcohol‐based lamellar gel phase in cedar oil/water medium in the presence of the nonionic polymer hydroxyethyl cellulose (HEC) and its hydrophobic modified product (HMHEC) is investigated for the development of polymer‐embedded surfactant gels. HMHEC is more soluble in oil‐in‐water (o/w) microemulsions, but nonionic HEC shows limited solubility in the lamellar microemulsion (o/w type). Quantitative estimation of rate of adsorption of the polymer on lamellae bilayers can be easily done by Sudan solubilization and methylene blue complexation methods. Addition of HMHEC to the lamellar gel phase increases the polymer solubilization limit of lamellar gels as well as the viscoelasticity and thermal stability. The polymer‐embedded microemulsion gel acts as a “clean gel” since it exhibits good solubilization in different hydrocarbon media at ambient conditions. Elastic modulus of the polymer‐embedded gel influences directly the suspension performance of gels at high temperature and yields a reasonable sand‐settling velocity acceptable according to fracturing standards. The thermal characteristics and viscoelastic properties of polymer‐embedded gel were found to be suitable for moderate‐temperature reservoir stimulation where the bottom hole temperature is in the range 70–75 °C. Already a large amount of experimental data on pure microemulsions (without polymer) exists. Our studies indicate that the developed polymer‐embedded microemulsion gel has great potential as a model system for the study of polymer–microemulsion interactions.     

Synthesis and characterization of nanosized polypyrrole–polystyrene composite particles

Nanosized polypyrrole–polystyrene (PPy–PS) composite particles were synthesized by the polymerization of pyrrole on PS nanoparticles in the presence of FeCl₃. The PS nanoparticles were prepared from microemulsion polymerizations using the cationic nonpolymerizable surfactant cetyltrimethylammonium bromide (CTAB), the nonionic polymerizable surfactant ω‐methoxy[poly(ethylene oxide)₄₀]undecyl α‐methacrylate (PEO–R–MA‐40), or the cationic polymerizable surfactant ω‐acryloyloxyundecyltrimethylammonium bromide (AUTMAB). For the latexes stabilized by CTAB, the resulting PPy–PS composite particles exhibited relatively poor colloidal stability and the pressed pellets exhibited relatively low electrical conductivities (～10^?7–10^?3 S cm^?1). However, for the latexes stabilized by polymerizable surfactants, the resulting PPy–PS composite particles exhibited relatively good colloidal stability and relatively high conductivities (～10^?5–10^?1 S cm^?1). The effect of polymerizable surfactants on the colloidal stability of composite particles and the conducting mechanism of the composites are discussed. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 91: 1360–1367, 2004     

Preparation of nanometer‐sized poly(methacrylic acid) particles in water‐in‐oil microemulsions

A water‐in‐oil microemulsion, water‐in‐cyclohexane stabilized by poly(ethylene glycol) tert‐octylphenyl, was developed to prepare poly(methacrylic acid) (PMAA) particles. Up to 100% conversion of the amphiphilic monomer, methacrylic acid (MAA), which could not be converted to the polymer efficiently in a dioctylsulfosuccinate sodium salt/toluene microemulsion, was achieved. The viscosity‐average molecular weight of the PMAA prepared was 1.45 × 10⁵ g/mol. The effects of some polymerization parameters, including the reaction temperature and the concentrations of the initiator and the monomer, on the polymerization of MAA were investigated. The results showed that the polymerization rate of MAA was slower than that of acrylamide in the microemulsions reported in the literature. The degree of conversion increased with the initiator concentration, reaction temperature, and monomer concentration. However, the stable microemulsions became turbid during the polymerization when the reaction temperature was at 70°C or at a high monomer concentration (40 wt %) The synthesized PMAA particles were spherical and had diameters in the range of ～50 nm. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 2497–2503, 2006     

Electrochemical behavior of K<Subscript>4</Subscript>Fe(CN)<Subscript>6</Subscript> in [bmim]PF<Subscript>6</Subscript>/TX-100/H<Subscript>2</Subscript>O based microemulsions

The electrochemical behavior of potassium ferrocyanide [K₄Fe(CN)₆] at Pt/ionic liquid (IL) microemulsion interfaces was investigated by cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS). H₂O/TX-100/bmimPF₆ was used to prepare three IL microemulsions: water in 1-butyl-3-methylimidazolium hexafluorophosphate (bmimPF₆) (W/IL), bicontinuous (WIL) and bmimPF₆ in water (IL/W). The results show that the IL microemulsion systems have relatively narrower potential windows compared with the pure IL system. The redox potential gap is about 100 mV in the pure water and the three IL microemulsions. The redox potentials of K₄Fe(CN)₆/K₃Fe(CN)₆ and the redox peak currents decrease in the order pure water, IL/W, WIL, W/IL. Furthermore, the peak currents increase linearly with the square root of the scan rate, while the diffusion coefficient increased in the order W/IL, WIL, IL/W. The Nyquist plots obtained in the WIL and IL/W systems show capacitive resistance arcs at high frequencies and 45° straight lines at low frequencies, implying that the electrochemical reactions are controlled by charge transfer and diffusion steps. For the W/IL system there is only a 45° straight line in the Nyquist plot, indicating that diffusion is the controlling step at all frequencies.     

Nonionic Mixed Surfactant Stabilized Water-in-Oil Microemulsions for Active Ingredient In Vitro Sustained Release

Olive oil is an excellent dispersing medium for water‐in‐oil microemulsions as it helps hydrate the skin and enhances the release of the active ingredients. In this study, mixed surfactants containing Span^® 80 with varied Tween^® series at 1:1 ratio were prepared with olive oil and water to produce water‐in‐oil microemulsions. The microemulsions were used to study the in vitro release of the active ingredients with different water solubilities. A microemulsion olive oil/water/mixed surfactant (56:4:40 by weight) was selected from the constructed phase diagram for further physical characterization. The analysis showed that the microemulsion composed of Span^® 80 and Tween^® 80 (ST80) was the most suitable surfactant combination. Equal amounts of ascorbic acid, caffeine and lidocaine were solubilized in ST80 microemulsions to study their release rate. Physical evaluation of ST80 microemulsions incorporating the active ingredients showed no apparent change compared to the ST80 microemulsion alone. The in vitro release study showed that the rate of active ingredients released from the microemulsion into the receptor chamber depends on their hydrophobicity, whereby lidocaine and caffeine were fivefold and twice as fast, respectively, with respect to ascorbic acid. ST80 microemulsions show constant rate of active ingredient release, demonstrating the sustained release properties of the system.     

Preparation of hydrolysis of poly(acrylonitrile‐co‐methyl acrylate) membranes via thermally induced phase separation: Effects of hydrolysis conditions and additives

In this work, melt processable poly(acrylonitrile‐co‐methyl acrylate) [(P(AN‐MA)] was hydrolyzed first and then formed into microporous membrane via thermally induced phase separation. In order to optimize the hydrolysis condition and fabricate hydrophilic PAN‐based membranes, a series of hydrolysis experiments were performed to indicate the influence of hydrolysis temperature, alkaline species and time. The structure and properties of hydrolyzed P(AN‐MA) [H‐P(AN‐MA)] membranes were also investigated. It was found that with the increase of hydrolysis temperature, pure water flux (PWF) increased first and then decreased. When the hydrolysis temperature increased to 30 °C, the PWF of the H‐P(AN‐MA) membrane was up to the maximum of 6712.7 L/m² h, which increased by 1661.6 L/m² h, compared with the P(AN‐MA) membranes. When 1 wt % sodium dodecyl sulfate (SDS) was incorporated into the diluents, the PWF increased dramatically, especially in high hydrolysis temperature. When the hydrolysis temperature was up to 70 °C, the PWF of H‐P(AN‐MA) membranes containing 1 wt % SDS increased by 2.3 times compared to the sample without SDS under the same condition. With 2 wt % amino functionalized multi‐walled carbon nanotubes (MWCNTs‐NH₂) employed as the additive, the tensile strength was up to 4.55 MPa. When 1 wt % SDS and 0.5 wt % MWCNTs‐NH₂ were mixed together, the bovine serum albumin rejection increased from 31.2% to 40.9%. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46380.     

Mechanism involved in the dyeing of wool with an oil‐in‐water microemulsion system

This article investigates the influence of oil‐in‐water (o/w) microemulsions, used as media for both dye solubilization and dye baths, on the dye uptake on fiber surfaces. An acetic acid solution/Synperonic L7/benzyl alcohol microemulsion system was used to solubilize a water‐insoluble antimicrobial natural dye (C.I. Natural Orange 2) and to dye wool fabric at an acidic pH. The results clearly show that the dye exhaustion on the fabric took place mainly when the temperature of the dye bath promoted a change in the molecular organization of the microemulsions with the liberation of the dye solubilized in the oil droplets of the microemulsions. Although uniformly and evenly dyed fabrics were obtained, they showed very low wash fastness. To confirm the mechanism involved and to achieve dyed fabrics with good wash‐fastness properties, two different dyeing methods were also studied. The first method was dyeing at a constant low temperature, at which the o/w microemulsion remained a monophase system; the second one was dyeing at a high temperature, at which it was transformed into a multiphase system. Both the dye exhaustion and wash fastness improved considerably for the fabrics dyed at a high temperature. Moreover, uniform and even dyeing was achieved. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Synthesis and Characterization of Energetic 1,2‐Bis(Oxyamino)Ethane Salts

The synthesis, characterization, theoretical calculations, and safety studies of energetic salts based on 1,2‐bis(oxyamino)ethane, (H₂N O CH₂ CH₂ O NH₂), were carried out. The salts were characterized by vibrational (infrared, Raman), multinuclear NMR studies (¹H, ¹³C), differential scanning calorimetry (DSC), elemental analysis, and initial safety testing (impact and friction sensitivity). Single crystal X‐ray diffraction studies were carried out on the mono‐perchlorate and the double nitrate salts, revealing the expected structures.