Synthesis, Characterization and Surface Properties of Amidosulfobetaine Surfactants Bearing Odd‐Number Hydrophobic Tail

Hussain, Syed Muhammad Shakil; Animashaun, Mustapha Alao; Kamal, Muhammad Shahzad; Ullah, Nisar; Hussein, Ibnelwaleed A.; Sultan, Abdullah S.

doi:10.1007/s11743-016-1788-9

Cited by 24 publications

(4 citation statements)

References 28 publications

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“…Selection of surfactants for foaming application in EOR, CO 2 sequestration, hydraulic fracturing, and other upstream applications is a challenging task [17][18][19][20][21][22][23][24][25]. A surfactant for foaming applications should be generally thermally stable, compatible with reservoir brine and other chemicals, have lower adsorption on reservoir rock, have high foamability and foam stability, and should be economically viable [26][27][28][29][30]. Nonionic surfactants usually precipitate above the cloud point temperature due to weaker hydrogen bonds at high temperature.…”

Section: Introductionmentioning

confidence: 99%

A Novel Approach to Stabilize Foam Using Fluorinated Surfactants

Kamal

2019

Energies

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Selection of surfactants for enhanced oil recovery and other upstream applications is a challenging task. For enhanced oil recovery applications, a surfactant should be thermally stable, compatible with reservoir brine, and have lower adsorption on reservoir rock, have high foamability and foam stability, and should be economically viable. Foam improves the oil recovery by increasing the viscosity of the displacing fluid and by reducing the capillary forces due to a reduction in interfacial tension. In this work, foamability and foam stability of two different surfactants were evaluated using a dynamic foam analyzer. These surfactants were fluorinated zwitterionic, and hydrocarbon zwitterionic surfactants. The effect of various parameters such as surfactant type and structure, temperature, salinity, and type of injected gas was investigated on foamability and foam stability. The foamability was assessed using the volume of foam produced by injecting a constant volume of gas and foam stability was determined by half-life time. The maximum foam generation was obtained using hydrocarbon zwitterionic surfactant. However, the foam generated using fluorinated zwitterionic surfactant was more stable. A mixture of zwitterionic fluorinated and hydrocarbon fluorinated surfactant showed better foam generation and foam stability. The foam generated using CO2 has less stability compared to the foam generated using air injection. Presence of salts increases the foam stability and foam generation. At high temperature, the foamability of the surfactants increased. However, the foam stability was reduced at high temperature for all type of surfactants. This study helps in optimizing the surfactant formulations consisting of a fluorinated and hydrocarbon zwitterionic surfactant for foam injections.

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Section: Introductionmentioning

confidence: 99%

A Novel Approach to Stabilize Foam Using Fluorinated Surfactants

Kamal

2019

Energies

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“…For example, increasing the length of the surfactant tail (≥C14) results in lowering CMC and increasing surface tension at CMC (γ cmc ) [4,14,15]. However, a further increase in the surfactant tail leads to poor solubility in water [16]. The spacer group is perhaps the most important parameter in determining solution properties of the gemini amphiphiles [17].…”

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confidence: 99%

Synthesis of Novel Ethoxylated Quaternary Ammonium Gemini Surfactants for Enhanced Oil Recovery Application

2019

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Two aspects are always considered in the design and development of new surfactants for oilfield application. One of them is that surfactant must be sufficiently stable at reservoir temperature and the other is the solubility of the surfactant in the injection water (usually seawater) and the formation brine. Most industrially applied surfactants undergo hydrolysis at elevated temperature and the presence of reservoir ions causes surfactant precipitation. In relevance to this, a novel series of quaternary ammonium gemini surfactants with different length of spacer group (C8, C10, and C12) was synthesized and characterized using FT-IR, 13C NMR, 1H NMR, and MALDI-TOF MS. The gemini surfactants were prepared by solvent-free amidation of glycolic acid ethoxylate lauryl ether with 3-(dimethylamino)-1-propylamine followed by reaction with dibromoalkane to obtain quaternary ammonium gemini surfactants. The gemini surfactants were examined by means of surface properties and thermal stabilities. The synthesized gemini surfactants showed excellent solubility in the formation brine, seawater, and deionized water without any precipitation for up to three months at 90 °C. Thermal gravimetric data revealed that all the gemini surfactants were decomposed above 227 °C, which is higher than the oilfield temperature (≥90 °C). The decrease in critical micelle concentration (CMC) and surface tension at CMC (γcmc) was detected by enhancing spacer length in the order C8 ˃ C10 ˃ C12 which suggested that the larger the spacer, the better the surface properties. Moreover, a further decrease in CMC and γcmc was noticed by enhancing temperature (30 °C ˃ 60 °C) and salinity (deionized water ˃ seawater). The current study provides a comprehensive investigation of quaternary ammonium gemini surfactants that can be further extended potentially to use as a suitable material for oilfield application.

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“…Similarly, the presence of methylene (-CH 2 -) stretching bands (2915 cm −1 and 2884 cm −1 ) and bending vibrations (1468 cm −1 and 1379 cm −1 ) suggested the presence of alkyl chains. Likewise, the 1 HNMR of intermediate 6 exhibited resonance at δ 3.30 due to the methylene protons attached to amide function (-CH 2 -NH(C=O)-), which appeared at δ 3.30 and peaks for methyl protons attached to tertiary nitrogen (-N(CH 3 ) 2 ) at δ 2.22 (Hussain et al, 2016). Moreover, the 13 C NMR displayed peaks due to the presence of carbonyl carbon of amide at δ 173.05 and methylene carbon attached to amide function (-CH 2 -NH(C=O)-) δ 58.60.…”

Section: Synthesis and Characterization Of C 18 Amp3sbmentioning

confidence: 99%

Synthesis, Characterization, and Viscosification of Amidosulfobutaine and Zwitterionic Gemini Surfactants

Mansha

Kalgaonkar

Baqader

2020

J Surfact & Detergents

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The viscoelastic surfactants (VES)-based acid diverters are frequently used to divert acid flow from highpermeability layers into low-permeability for enhanced overall productivity of the treated well. In general, an optimum VES-based system possesses advantages of decrease in absorption loss, damage of reservoir, and improved adaptability of active agents to high salinity. Herein, we report the synthesis of three new zwitterionic gemini surfactants (1-3) and previously known amidosulfobutaine (C 18 AMP3SB) has been accomplished for the investigation of diverting acid performance. The synthesis of these surfactants was achieved by the amidation of the acid chlorides of commercially available fatty acids with 3-(dimethylamino)-1-propylamine followed by subsequent reactions with appropriate sultone or ethyl 4-bromobutanoate. The synthesized surfactants were well characterized by spectroscopic methods including IR and NMR spectroscopy. The thermogravimetric analysis (TGA) results suggested that surfactants (1-3) and C 18 AMP3SB possess excellent thermal stability, with no appreciable loss of mass up to 300 C. The viscosity measurements of the neat surfactants (1-3) and C 18 AMP3SB were performed under various temperatures, in the presence of different concentration of calcium chloride salt with the aid shear viscosimetry. The analysis revealed that the viscosity of neat C 18 AMP3SB increases with increase in concentration of CaCl 2 . With 10% CaCl 2 solution, the viscosity was increased from 7.5 to 33.55 cPs, whereas in 20% CaCl 2 the viscosity reached to 102 cPs with rise in temperature from ambient to 90 C. Moreover, the viscosity of neat surfactants (1-3) did not exhibit any appreciable viscosity change under the experimental conditions. However, the mixture of surfactants (1-3) each in combination with C 18 AMP3SB (1:1) displayed significant upsurge in the viscosity, up to more than 10 folds.

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Synthesis, Characterization and Surface Properties of Amidosulfobetaine Surfactants Bearing Odd‐Number Hydrophobic Tail

Cited by 24 publications

References 28 publications

A Novel Approach to Stabilize Foam Using Fluorinated Surfactants

A Novel Approach to Stabilize Foam Using Fluorinated Surfactants

Synthesis of Novel Ethoxylated Quaternary Ammonium Gemini Surfactants for Enhanced Oil Recovery Application

Synthesis, Characterization, and Viscosification of Amidosulfobutaine and Zwitterionic Gemini Surfactants

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