Related Experiment Video
Updated: Dec 23, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Synthesis and Evaluation of Zwitterionic Surfactants Bearing Benzene Ring in the Hydrophobic Tail
Syed Muhammad Shakil Hussain1, Ahmad Mahboob1, Muhammad Shahzad Kamal1
1Center for integrative Petroleum Research, King Fahd University of Petroleum & Minerals, Dhahran 31261, Saudi Arabia.
Abstract:
Surfactant tolerance in the presence of mono and divalent reservoir ions, as well as the solubility of surfactant in high salinity and low salinity brine, are the two major requirements for any surfactant that is subjected to oilfield application. Herein, six poly(ethylene oxide) zwitterionic surfactants having different ionic headgroups and hydrophobic tail were synthesized for oilfield applications. They were characterized by various instrumental techniques (Fourier-transform infrared spectroscopy (FTIR), matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-ToF-MS), Nuclear Magnetic Resonance (NMR)) and the combination of these techniques allowed for us to deduce the structure. All of the surfactants revealed prominent solubility in high salinity and low salinity brine due to the presence of ethoxy units between the aromatic ring and amide group. The surfactant samples were oven aged for 90 days at reservoir temperature and a clear solution implies their excellent aqueous stability. Rendering to thermal gravimetric results, decomposition of surfactants was found to occur around 300 °C, which is higher than the reservoir temperature (≥90 °C). It was observed that the hydrophilic headgroup has no significant impact on the critical micelle concentration and other surface properties. However, the hydrophobic tail bearing benzene ring significantly alters the critical micelle concentration and other surface properties.
Related Concept Videos
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Directing and Steric Effects in Disubstituted Benzene Derivatives
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Reactions at the Benzylic Position: Halogenation
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nucleophilic Aromatic Substitution: Elimination–Addition

