Synthesis of polymeric surfactant from palm oil methyl ester for enhanced oil recovery application

Wibowo, Agam Duma Kalista; Yoshi, Linda Aliffia; Handayani, Aniek Sri; Joelianingsih,

doi:10.1007/s00396-020-04767-5

Cited by 18 publications

(13 citation statements)

References 34 publications

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“…Figure b also shows that the solubility of LDEA in a calcium-containing solution was very poor, and the addition of a small amount of calcium ions (600 mg/L) to an LDEA solution caused the solution to become turbid. After grafting the sulfonic acid groups, the molecular hydrophilicity and intermolecular electrostatic repulsion were enhanced to improve the stability of HLDEA in the calcium-containing solution . When the calcium ion concentration was more than 2.7 × 10 4 mg/L, the HLDEA solution began to appear milky (Figure d).…”

Section: Resultsmentioning

confidence: 99%

Novel Anionic–Nonionic Surfactant Based on Water–Solid Interfacial Wettability Control for Residual Oil Development

et al. 2023

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Irreversible colloidal asphaltene adsorption layers are formed on formation rock surfaces due to long-term contact with crude oil, and large amounts of crude oil adhere to these oil–wet layers to form residual oil films. This oil film is difficult to peel off due to the strong oil–solid interface effect, which seriously restricts further improvement in oil recovery. In this paper, the novel anionic–nonionic surfactant sodium laurate ethanolamide sulfonate (HLDEA) exhibiting strong wetting control was synthesized by introducing sulfonic acid groups into the nonionic surfactant laurate diethanolamide (LDEA) molecule through the Williamson etherification reaction. The introduction of the sulfonic acid groups greatly improved the salt tolerance and the absolute value of the zeta potential of the sand particles. The experimental results showed that HLDEA altered the wettability of the rock surface from oleophilic to strongly hydrophilic, and the underwater contact angle increased substantially from 54.7 to 155.9°. In addition, compared with LDEA, HLDEA exhibited excellent salt tolerance and enhanced oil recovery performance (the oil recovery was improved by 19.24% at 2.6 × 104 mg/L salinity). Based on nanomechanical experimental results, HLDEA was efficiently adsorbed on the core surfaces and regulated microwetting. Moreover, HLDEA effectively reduced the adhesion force between the alkane chains and the core surface, which facilitated residual oil stripping and oil displacement. This new anionic–nonionic surfactant affording great oil–solid interface wetting control has practical significance for the efficient development of residual oil.

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Section: Resultsmentioning

confidence: 99%

Novel Anionic–Nonionic Surfactant Based on Water–Solid Interfacial Wettability Control for Residual Oil Development

et al. 2023

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“…MES Synthesis. MES was synthesized using the method described by Wibowo et al, 12 that is, sulfonation of UCO methyl esters with NaHSO 3 in a two-neck round bottom flask with a magnetic stirrer. ME, NaHSO 3 , and alumina (as catalyst) were fed to the reaction vessel and stirred at 400 rpm.…”

Section: Methodsmentioning

confidence: 99%

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

2023

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Herein, the impacts of sulfonation temperature (100−120 °C), sulfonation time (3−5 h), and NaHSO 3 /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 (R 2 ) = 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 (R 2 = 0.9886, MSE = 1.0138, and AAD = 0.9058%) was superior to the ANN model (R 2 = 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 NaHSO 3 /ME molar ratio) that resulted in the maximum MES yield of 74.82%. Analysis of MES synthesized under optimum conditions using FTIR, 1 H NMR, and surface tension determination showed that MES could be prepared from used cooking oil.

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“…Palm oil methyl ester was modied to methyl ester sulfonate (MES) via a reaction of the methyl ester with NaHSO 3 , and then, aqueous radical polymerization of MES and acrylamide was initiated by potassium persulfate. 41 The obtained polymeric methyl ester sulfonate (PMES) can be used as a substitute surfactant for enhanced oil recovery (EOR) since it can decrease the interfacial tension (IFT) and improve the viscosity control, two benecial features for EOR application. 31 Through cationic polymerization, only the vinyl ether group from the monomer was selectively polymerized for producing its PO-based polyvinyl ether with number average molecular weight (M n ) of ∼20 000 g mole −1 .…”

Section: Polymers From Palm Oil or Fatty Acid-based Vinyl Monomersmentioning

confidence: 99%

Recent advances in synthesis of polymers based on palm oil and its fatty acids

Stavila¹,

Yuliati²,

Adharis

et al. 2023

RSC Adv.

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Synthesis of polymeric surfactant from palm oil methyl ester for enhanced oil recovery application

Cited by 18 publications

References 34 publications

Novel Anionic–Nonionic Surfactant Based on Water–Solid Interfacial Wettability Control for Residual Oil Development

Novel Anionic–Nonionic Surfactant Based on Water–Solid Interfacial Wettability Control for Residual Oil Development

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

Recent advances in synthesis of polymers based on palm oil and its fatty acids

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