Highly Ca²⁺-Ion-Tolerant Biobased Zwitterionic Surfactant with High Interfacial Activity

The wide application of surfactants has a harmful effect on the environment, drawing more attention to the development and application of low-toxicity surfactants. A salt-tolerant and low-toxicity biobased zwitterionic surfactant, N,N-dimethyl-N-[2-hydroxy-3-sulfo-propyl]-N-benzyloxyoctadecanoyl-1,3-propanediamine (SPBOPA), was prepared from the oleic acid extracted from waste oils and anise ether extracted from the tarragon. The final surfactant structure was confirmed using gas chromatography-mass spectrometry (GC-MS), liquid chromatography-mass spectrometry (LC-MS), and ¹H nuclear magnetic resonance (NMR) spectroscopy. The SPBOPA surfactant could reduce the interfacial tension between crude oil and formation brine to ultralow (5.2 × 10^-4 mN/m) at a low dosage without extra alkali. It still had good interfacial properties in NaCl up to 60 g/L, Ca²⁺ up to 2000 mg/L, and temperature up to 100 °C. Furthermore, SPBOPA had strong antidilution and antiadsorption properties with low toxicity as demonstrated by the high LD₅₀ value of >5000 mg/kg·BW. It could also enhance the wetting ability of crude oil surfaces. Meanwhile, it showed a high biodegradability in the environment. All of the results achieved in this work confirmed that the SPBOPA surfactant is a more robust and promising biobased surfactant candidate than traditional surfactants as an eco-friendly surfactant for enhanced oil recovery (EOR).