Methyl Ester Sulfonate Research Articles

Diamine-surfactant adsorption at the air–water interface: The impact of the diamine structure, surfactant structure and solution pH

The biogenic amines, polyamines, such as putrescine and cadavarine, are small flexible polycations. They interact with charged biological species and have a range of important biological functions. Their strong interaction with anionic surfactants results in enhanced adsorption at interfaces. Aspects of the impact of the polyamine molecular weight and structure on the pattern of surfactant adsorption at the air–water interface have been explored previously using neutron reflectivity, NR, and surface tension, ST. However there is limited evidence for the extent to which surfactant adsorption can be manipulated and the impact of the diamine structure and surfactant headgroup structure on surfactant adsorption at the air–water interface is reported here.The addition of putrescine [1,4 diaminobutane or butanediamine] over the pH range 3 to 10 enhances significantly the adsorption of sodium dodecyl sulfate, SDS, sodium dodecyl diethylene sulfate, SLES, and sodium tetradecyl methyl ester sulfonate, MES. For SDS and to a lesser extent MES there are regions where surface multilayer adsorption occurs at both pH 3 and 10, and this extends significantly the range of polyamine structures for which this is observed. Modifying the diamine spacer with ethylene oxide groups of varying length still results in enhanced adsorption for SDS and MES, but the enhancement is less pronounced and depends upon the size of the ethylene oxide group. However the incorporation of the ethylene oxide group does suppresses the formation of the more complex surface multilayered structures.

MES surfactant-based liquid soaps added with eco-enzyme and pandan wangi leaf extract (Pandanus amaryllifolius Roxb) on physical-chemistry properties, and antibacterial activity,"

The growing demand for liquid soap has spurred innovations in soap formulations, particularly using methyl ester sulfonate (MES) as a surfactant base combined with natural ingredients like eco-enzyme and fragrant pandan leaf extract. This study aimed to determine the optimal liquid soap formulation by evaluating physicochemical properties and antibacterial activity against Staphylococcus aureus. The research was conducted in two stages. First, liquid soap was produced at different temperatures (20°C, 50°C, and 100°C) to identify the optimal temperature based on maximum lipase activity. In the second stage, various formulations were prepared, incorporating eco-enzyme and fragrant pandan leaf extract at the identified optimal temperature. The six formulations tested were: F1 (MES-based soap), F2 (20% eco-enzyme), F3 (15% eco-enzyme and 5% fragrant pandan leaf extract), F4 (10% eco-enzyme and 10% fragrant pandan leaf extract), F5 (5% eco-enzyme and 15% fragrant pandan leaf extract), and F6 (20% fragrant pandan leaf extract). The formulations were assessed for lipase activity, pH, density, and viscosity. The most effective formulation was further tested for antibacterial activity using the disc diffusion method with six treatments, including MES-based soap and controls. Statistical analysis using One-Way ANOVA revealed that adding eco-enzyme and fragrant pandan leaf extract significantly affected the soap's properties. The optimal formulation, containing 5% eco-enzyme and 15% fragrant pandan leaf extract, exhibited a lipase activity of 15,778 U/mL, a pH of 5.02, a density of 1.06 g/mL, a viscosity of 3.59 cP, and an antibacterial zone of 37.22 mm, making it the best candidate for further development

Application of Sodium Methyl Ester Sulfonate Anionic Surfactants as Corrosion Inhibitors for Carbon Steel in Oilfield Injection Water

Application of Sodium Methyl Ester Sulfonate Anionic Surfactants as Corrosion Inhibitors for Carbon Steel in Oilfield Injection Water

Synthesis of Mesoporous Silica from Palm Oil Boiler Ash (MS-POBA) with Addition of Methyl Ester Sulfonate as a Template for Free Fatty Acid Adsorption from Crude Palm Oil (CPO)

The synthesis of mesoporous material by utilizing palm oil boiler ash (POBA) waste as the silica source and methyl ester sulfonate (MES) surfactant as the template for a high-porosity was investigated for free fatty acids (FFA) adsorption. The research was initiated with silica extraction from POBA by sodium hydroxide addition through the sol-gel precipitation method. Silica modification was carried out with MES surfactant and 3-aminopropyltrimethoxysilane (APTMS) as the co-structure-directing agent (CSDA) in different calcination temperatures. Mesoporous silica-POBA (MS-POBA) free template had a surface area, pore diameter, and pore volume (41.033 m2/g, 4.180 nm, and 0.250 cm3/g) lower than MS-POBA with the template (71.0147 m2/g, 7.923 nm, and 0.524 cm3/g). The ability of MS-POBA to adsorb FFA reached its optimum conditions with an adsorption time of 20 min and an adsorbent dosage of 0.24 g. The FFA removal by MS-POBA with the template was found to have higher adsorption ability, which was 35.54%, compared to the MS-POBA free template of 26.68%. The high porosity of MS-POBA with a template makes the FFA adsorption capacity of this material higher than MS-POBA free template.

Oil spill dispersant formulation from Palmitoyl-DEA and methyl ester sulfonate

Surfactants are chemical compounds that can interact with solvents to reduce surface tension. Palmitoyl-Diethanolamide surfactant (Palmitoyl-DEA) and methyl ester sulfonate (MES) can be applied in dispersing oil in seawater as Oil Spill Dispersant (OSD). An OSD formulation derived from a mixture of two surfactant solutions, namely Palmitoyl-DEA and MES, was found. Diethanolamide non-ionic surfactant solution and anionic methyl ester sulfonate surfactant solution in various concentrations were mixed according to their respective ratios at 50℃ for 60 minutes. The OSD product obtained was then analyzed for density, surface tension, and emulsion stability. OSD products at a concentration of 4% MES and 2% DEA with a 2:1 ratio obtained the best analytical results. The OSD product has excellent density, surface tension, and emulsion stability (> 80%). Furthermore, testing of OSD products was carried out for oil pollution in seawater. The results of simulation tests using OSD products for handling petroleum pollution in seawater (15 mL/L) show an excellent ability to disperse oil (> 90%). The oil and OSD dispersed in seawater showed a more significant increase in COD and BOD values.

Recognizing Functional Groups of MES/APG Mixed Surfactants for Enhanced Solubilization toward Benzo[a]pyrene.

Benzo[a]pyrene is difficult to remove from soil due to its high octanol/water partition coefficient. The use of mixed surfactants can increase solubility but with the risk of secondary soil contamination, and the compounding mechanism is still unclear. This study introduced a new approach using environmentally friendly fatty acid methyl ester sulfonate (MES) and alkyl polyglucoside (APG) to solubilize benzo[a]pyrene. The best result was obtained when the ratio of MES/APG was 7:1 under 6 g/L total concentration, with an apparent solubility (Sw) of 8.58 mg/L and a molar solubilization ratio (MSR) of 1.31 for benzo[a]pyrene, which is comparable to that of Tween 80 (MSR, 0.95). The mechanism indicates that the hydroxyl groups (-OH) in APG form "O-H···OSO2-" hydrogen bonding with the sulfonic acid group (-SO3-) of MES, which reduces the electrostatic repulsion between MES molecules, thus facilitating the formation of large and stable micelles. Moreover, the strong solubilizing effect on benzo[a]pyrene should be ascribed to the low polarity of ester groups (-COOCH3) in MES. Functional groups capable of forming hydrogen bonds and having low polarity are responsible for the enhanced solubilization of benzo[a]pyrene. This understanding helps choose suitable surfactants for the remediation of PAH-contaminated soils.

Adsorption of methyl ester sulfonate surfactant on Berea sandstone: Parametric optimization, kinetics, isotherm and thermodynamics studies

Anionic surfactants are utilized as an enhanced oil recovery (EOR) additive in sandstone reservoirs due to their excellent surface-activity and self-assembly behaviour. Considering the toxicity of some of the conventional surfactants and the clamour for sustainability approach for oil and gas operations, this present study focuses on application of anionic bio-based surfactant (methyl ester sulfonate, MES) synthesized from used cooking oil in EOR. Studies on MES adsorption onto sandstone reservoir rock were conducted, and the influence of static conditions on adsorption rate using Taguchi experimental design approach was explored. Adsorption data were analyzed using various isotherm and kinetics models. The obtained findings from optimization studies showed that salinity had a significant effect on the process, followed by temperature and pH. The concentration of surfactant had the least effect on the static adsorption process. At an optimum initial MES concentration of 500 ppm, salinity of 3.0 wt%, pH of 4.0, and temperature of 30 °C, the maximum extent of MES adsorbed by the sandstone was 98.9±0.69%. Langmuir isotherm and pseudo-second-order kinetics models were found to fit well with the adsorption equilibrium and kinetics data, respectively. The obtained values of thermodynamic parameters confirmed that MES adsorption onto sandstone was feasible, spontaneous, and exothermic.

Techno-Economic-Environmental Analysis of Sustainable Anionic Biosurfactant Production from Palm Fatty Acid Distillate.

Currently, there is increased interest in biosurfactants as a substitute for surfactants synthesized from petroleum due to their superior properties and biodegradability. Palm oil derivatives, which can be converted to various products, were selected for biosurfactant synthesis. This paper simulated the biosurfactant production process from palm fatty acid distillate, that is, methyl ester sulfonate (MES), alkyl sulfate, alkyl phosphate, and alkyl carboxylate. Aspen Plus software was used to estimate the thermodynamic properties of intermediate aliphatic organic acids, e.g., methyl ester sulfonic acid, fatty alcohol sulfuric acid, and fatty alcohol phosphoric acid. The chemical process equipment was designed and evaluated to be used in techno-economic analysis, with comparison to petroleum source surfactant production, that is, sodium dodecylbenzenesulfonate (SDBS). The total production cost of each biosurfactant was expressed in terms of minimum selling price. The profitability of each project was determined and compared using three economic indicators: net present value (NPV), payback period, and internal rate of return (IRR). The life cycle assessment methodology was then used to evaluate the environmental impact of surfactant production. The results showed that all surfactant production processes, except for alkyl phosphate, were attractive alternatives as the project yielded a positive value of NPV. The highest NPV of 13.1 million USD was obtained from the MES production process, while the maximum IRR of 79.81% and payback period of 1.49 years were obtained from the alkyl carboxylate production process at a capacity of 1 ton/h. However, the sulfate production process caused more environmental impact than the other two surfactants (MES and carboxylate) due to more CO2 emission per product unit at the level of 2.88 tons CO2/ton surfactant, which is also more than the SDBS surfactant production process that released 2.46 tons CO2/ton surfactant.

Formation of Methyl Ester Sulfonate (MES) from Pure Coconut Oil Material as Surfactant

Formation of Methyl Ester Sulfonate (MES) from Pure Coconut Oil Material as Surfactant

Molecular simulation and wetting study on the mechanism and capability of hydrophilic surfactants used as spray dust suppressants for dust reduction in coal mines

Coal dust prevention and control has always been a practical problem that needs to be solved urgently in coal mines. Based on spray technology, it has a good application prospect to achieve effective deposition of coal dust by adding surfactants. In this work, the wetting mechanism of three anionic surfactants at the water coal interface was found out from the molecular micro level and macro level through wetting angle test, sedimentation experiment, interfacial tension experiment and molecular dynamics simulation analysis. The results show that the electrostatic potential extremes of sodium sec alkyl sulfonate, sodium fatty acid methyl ester sulfonate and sodium a-alkenylsulfonate are 0.2399 a. u., 0.2430 a. u. And 0.2387 a. u. Respectively, which are greater than the electrostatic potential extremes of water 0.09157 a. u. It can be judged that the head groups of the three surfactants can produce hydrophilicity. The radial distribution function between the S atom and the O atom in the water in the hydrophilic group of the three surfactants has the same overall change trend, forming an obvious first peak and a weak second peak, with molecular diffusion coefficients of 4.633, 11.10, and 14.13 Å2/ps, respectively. The smaller diffusion coefficients correlated with stronger adsorption, which was consistent with contact angle measurements and a relative concentration analysis. The research results can provide reference for efficient evaluation of the wettability of surfactants.

Emulsion Formation in Palm Oil Methyl Ester Sulfonate Surfactant to Light Crude Oil

The Enhanced Oil Recovery method is a method that can be attempted to increase the recovery of petroleum. One of the materials that can be used is Methyl Ester Sulfonate surfactant from palm oil, as a vegetable surfactant whose raw materials are widely available in Indonesia. In this study, the compatibility test of Methyl Ester Sulfonate surfactant was carried out on light crude oil type T samples. The study was carried out with various surfactant concentrations, starting from 0.25%, 0.3%, 1%, 1.5%, and 2%. In the aqueous stability test, the results obtained for all clear conditions for the surfactant concentration were measured for 3 days in an oven with a temperature of 60oC. Whereas in the phase behavior test, good results of the upper phase emulsion were obtained at concentrations of 0.3%, 1%, 1.5%, and 2%. The volume of the top phase emulsion ranges from 25% to 37.5%. (Normal). From the results of this study, it can be concluded that for the crude oil sample T, palm oil MES surfactant is stable for use as a surfactant injection fluid, with a surfactant concentration composition that produces a fairly large upper phase emulsion of around 25% - 37.5% at a surfactant concentration of 0.5% - 2%.

Initial Analysis of The Characteristics of Sweet Orange (Citrus Sinensis) Peel Essential Oils as an Alternative Surfactant in The Tertiary Oil Recovery Method

Surfactant flooding is one of the types of EOR that reduces the surface tension between two immiscible fluids. The essential oil of sweet orange peel (citrus sinensis) contains a methyl ester group found in the pectin of sweet orange peel, so it has the potential as a raw material for making Methyl Ester Sulfonate by transesterification and sulfonation processes using H2SO4 reactants. This research is focused on testing the MES characteristics of the essential oil of orange peel in the form of density, viscosity, pH, acid number, and compatibility tests. The results of testing the characteristics of the essential oil of sweet orange peel obtained a density of 0.9 g/cm3, a viscosity of 1.36 cP, a neutral pH of 7, and an acid number of 3.048%, so based on these characteristic values the MES of the essential oil of orange peel was included in the initial screening. Alternative MES. Based on the surfactant compatibility test with a concentration scenario of 0.1%, 0.3%, 0.5%, 0.7%, and 1% in brine with a salinity of 15,000 ppm, the best is the 0.1% surfactant scenario. However, all scenarios qualify for compatibility. Certain surfactant solutions are not clear or cloudy, but that does not mean they cannot be injected

Artificial Intelligence Techniques and Response Surface Methodology for the Optimization of Methyl Ester Sulfonate Synthesis from Used Cooking Oil by Sulfonation.

Herein, the impacts of sulfonation temperature (100-120 °C), sulfonation time (3-5 h), and NaHSO3/methyl ester (ME) molar ratio (1:1-1.5:1 mol/mol) on methyl ester sulfonate (MES) yield were studied. For the first time, MES synthesis via the sulfonation process was modeled using the adaptive neuro-fuzzy inference system (ANFIS), artificial neural network (ANN), and response surface methodology (RSM). Moreover, particle swarm optimization (PSO) and RSM methods were used to improve the independent process variables that affect the sulfonation process. The RSM model (coefficient of determination (R2) = 0.9695, mean square error (MSE) = 2.7094, and average absolute deviation (AAD) = 2.9508%) was the least efficient in accurately predicting MES yield, whereas the ANFIS model (R2 = 0.9886, MSE = 1.0138, and AAD = 0.9058%) was superior to the ANN model (R2 = 0.9750, MSE = 2.6282, and AAD = 1.7184%). The results of process optimization using the developed models revealed that PSO outperformed RSM. The ANFIS model coupled with PSO (ANFIS-PSO) achieved the best combination of sulfonation process factors (96.84 °C temperature, 2.68 h time, and 0.92:1 mol/mol NaHSO3/ME molar ratio) that resulted in the maximum MES yield of 74.82%. Analysis of MES synthesized under optimum conditions using FTIR, 1H NMR, and surface tension determination showed that MES could be prepared from used cooking oil.

Sintesis Metil Ester Sulfonat dari Sulfonasi Metil Ester Minyak Sawit dengan Agen Na2S2O5

Surfactants are surface active ingredients that function to reduce the surface tension of a liquid. In general, surfactants are synthesized from petroleum and natural gas derivatives, but they can cause environmental pollution and are not renewable, so an alternative raw material is needed, namely palm oil. One type of surfactant that can be produced from palm oil is methyl ester sulfonate (MES). This study aims to obtain the optimum process conditions and the characteristics of the MES surfactant produced from palm oil methyl ester with the sulfonating agent Na2S2O5. The preparation of methyl esters was carried out in two stages of esterification and transesterification reactions using methanol as a source of alcohol with H2SO4 as an acid catalyst and NaOH as a base catalyst. Sulfonation was carried out at temperatures of 80, 90 and 100 0C, the ratio of methyl ester to Na2S2O5 was 1:0.5; 1:0.75; 1:1 and 5 hours reaction time. The optimum process was obtained by treating the temperature of 90 0C with a mole ratio of Na2S2O5 to methyl ester 1:1 with a reaction time of 5 hours. The MES characteristics resulting from these conditions had a pH of 1.45, an acid number of 10.6 mgKOH/g, a density of 0.886 g/cm3 and a sulfonate absorbance value of 0.290.

Influence of process conditions on the sulfonation of methyl ester synthesized from used cooking oil: Optimization by Taguchi approach

AbstractDeveloping a robust and facile process route for fatty acid methyl ester sulfonate (MES) synthesis is of importance for industrial applications. Herein, Taguchi orthogonal array (OA) approach was used for the first time to establish the optimum process condition for the sulfonation of methyl esters (ME) with chlorosulfonic acid (CSA). According to the experimental design, the most significant parameter was sulfonation temperature, followed by CSA/ME molar ratio. Under the optimum sulfonation conditions (that is, 70°C sulfonation temperature, 2.0 h sulfonation time, 1.5:1 mol/mol CSA/ME molar ratio and 2.0 h aging time), the MES yield and the corresponding signal/noise ratio were 92.08 ± 0.28% and 39.28, respectively. The obtained FTIR and 1H NMR data revealed spectra associated with methyl (CH2 asymmetric and CH2 symmetric stretching vibrations), esters (CO, CO, and OCH3), and sulfonate (SO) groups in the MES sample synthesized under optimal conditions, thus confirming the target MES product. Surface tension measurements revealed that the optimal MES sample had a low critical miscelle concentration of 0.082 g/L at a surface tension of 51.2 mN/m, implying the possibility of better performance.

The flow behavior of powder stearin-based methyl ester sulfonates and the effect of glidant

The preparation and behavior of powder stearin-based methyl ester sulfonates (MES) with the addition of builder as a glidant agent was studied. MES is an anionic surfactant and its performance is equivalent to petroleum-based linear alkylbenzene sulfonates (LAS), the workhorses of the detergent industry. At the same time, zeolites or soda ash were the alternative builders for non-phosphate-based detergent. The behavior of powder MES properties was measured in terms of morphology, particle size, cohesion, caking, and compaction. Before that, these palm stearin-based MES of carbon chain 16–18 with ratios of 98:2, 80:20, and 60:40 in flakes were ground using a high shear mixer by 23,000 rpm to produce powder particles. Decreasing the particle size of MES powder can reduce the powder's cohesion, caking, and compaction. The addition of zeolite or soda ash as a glidant in powdered MES can improve the caking behavior. The high stearic in MES greatly influenced getting fine particle powders and required more glidant agents. This powder MES with excellent powder characteristics can perform well as a bio-based cleaning product.

Study on the combined dust suppression effect of sodium alginate and sodium fatty acid methyl ester sulfonate

• In-depth study of coal dust wetting mechanism. • Application of molecular dynamics simulation in dust suppressants. • Study on the mechanism of dust suppression by combining different surfactants. To further improve the effect of dust control in coal mines and protect the health of workers, the effect of sodium alginate (SA) on the dust suppression ability of sodium methyl ester sulfonate (MES) was studied using molecular dynamics simulation. Scanning electron microscopy and X-ray photoelectron spectroscopy analyses were performed to compare the dust suppression effect of the SA/MES dust suppressant compound to MES by itself. The results show that when SA is present, the coal dust bonds together more, agglomerates into large particles, and settles. This finding is also consistent with the results of molecular dynamics simulations. In the analysis of relative concentrations and mean square displacement, the presence of SA can reduce the water diffusion on the coal surface, making it easier for coal dust to agglomerate. In addition, we analyzed the mode of action of SA through radial distribution and electrostatic potential, and determined that SA forms a unique networking chain structure to capture and retain water molecules. SA increases the probability of interaction between water and surfactant, thus increasing the amount of adsorption. This study provides a more in-depth understanding of the dust suppression mechanism of mixed dust suppressants.

A novel CO2 sensitive and recyclable viscoelastic fluid system for fracturing

Hydraulic fracturing is one of the most commonly used processes of stimulating oil and gas wells to improve the production in low permeability reservoirs or damaged wells. In response to the serious water waste caused by the flowback fluid after the fracturing operation and the huge environmental pressure, a novel CO2 sensitive and recyclable viscoelastic fracturing fluid was developed. This CO2 sensitive property allows fracturing fluids to be recycled. The system consists of viscoelastic surfactants called fatty methyl ester sulfonates (FMES), triethylenetetramine and NaCl. The system shows a strong sensitivity to CO2. When the system is repeatedly contacted and separated from CO2, the viscosity rises and falls rapidly and regularly. The experiments of viscoelasticity, shear resistance and microstructure confirmed that the increasing viscosity of the system after contacting with CO2 was caused by the formation of viscoelastic fluid. When the system leak-off into the formation matrix, the microstructure of the system will be rapidly destroyed under the action of hydrocarbons, and the viscosity will drop to 1.225 mPa·s. Low viscosity after destroying reduces the retention of the system in the formation, resulting in formation damage rate of less than 35%. This research not only provides high-performance, low-cost fracturing fluids, but also provides new insights for the recovery and utilization of fracturing fluids.

Liquid Smoke from Coconut Shell Pyrolysis Process on Palm Surfactant Based Liquid Hand Soap

The use of synthetic antibacterial liquid hand soap such as triclosan has begun to be avoided. Therefore it is necessary to find an antibacterial alternative that is safe for the skin and friendly to the environment. One of the environmentally friendly antibacterial alternatives is liquid smoke resulting from the pyrolysis process from coconut shells. The purpose of this study was to obtain the right concentration of liquid smoke for liquid hand soap made from palm MES surfactants and glycerol. The stages of the research were raw material analysis, liquid soap formulation (surfactant methyl ester sulfonate 7.5%, surfactant diethanolamide 5%, palm glycerol 9%, sodium chloride 1%, liquid smoke grade I, and distilled water). The treatments in this study were the addition of 1, 3, and 5% grade I liquid smoke. The next stage is an analysis of the physicochemical properties of the resulting liquid soap product, quality test was carried out based on SNI 2588: 2017, and a product effectiveness test. Liquid soap with the addition of 1% liquid smoke showed the best results with a density value of 1.037 g cm-3, specific gravity 1.04, viscosity 11,560 cP, surface tension 29.08 dyne cm-1, pH 7.2, free fatty acids 0.27%, ingredients insoluble in ethanol 0.14%, the total active ingredient is 12.52%, the number of plates is 990 CFU g-1, the colony reduction is 61.13%, and has the minimal pungent aroma.

Preparasi Detergen Penyuci Najis Air Liur Anjing dengan Variasi Konsentrasi Surfaktan Metil Ester Sulfonat (MES)

The kaolin detergent preparation as an alternative a dog saliva cleanser has been carried out by varying the concentration of Methyl Ester Sulfonate (MES) surfactant. This study aims to obtain the best kaolin detergent composition based on the results of physicochemical testing. The manufacture of kaolin detergent in this study has three stages. The first step is the preparation and characterization of kaolin using X-Ray Diffraction (XRD). The second step is the manufacture of kaolin detergent with various concentrations of MES surfactant by 10%, 14%, and 18% (w/w). The third step is testing the physicochemical properties which include organoleptic, pH, foam stability, and surface tension. The results showed that kaolin used in the manufacture of detergents has the main mineral content in the form of kaolinite is shown at 2θ=12,24o (d=7,24 Å) and 2θ=24,78o (d=3,58 Å). Based on the results of physicochemical testing, kaolin detergent F3 (MES 18%) was chosen as the best kaolin detergent because it has a thick and homogeneous liquid form, soft texture, white color, has a coconut milk smell, pH 8,270, and surface tension of 0,010 Nm-1.