Polyunsaturated Fatty Acid-Rich Waste Vegetable Oil-Derived Bio-Based Zwitterionic Surfactants with High Interfacial Activity for Enhanced Oil Recovery

Abstract

Recently, vegetable oil-derived monounsaturated fatty acids (MUFAs) have predominantly been utilized in producing bio-based surfactants, resulting in low bioresource utilization and high separation costs. Although polyunsaturated fatty acids (PUFAs) are abundant and often co-exist with MUFAs, bio-based surfactants synthesized from PUFA-rich feedstocks have been less researched due to concerns regarding their interfacial performance. In this study, a novel series of PUFA-based zwitterionic surfactants with strong interfacial activity was synthesized from waste vegetable oils via an eco-friendly three-step process, optimized through an orthogonal experimental design. The structures and conversion rates of the surfactants were confirmed using GC-MS, LC-MS, and ESI-MS. At 0.5 g/L and 3.0 g/L (typical concentrations often used in most oil fields), the bio-based surfactants derived from waste soybean oil (PUFA-to-MUFA ratio ≈ 2.11, C18:2, and C18:1 in large contents) could reduce the interfacial tension between Daqing crude oil and simulated formation groundwater to an ultra-low level of ~10−3 mN/m. These results confirm our hypothesis that bio-based zwitterionic surfactants derived from PUFA-rich feedstocks possess excellent interfacial activity, providing a potential sustainable option to be considered for chemically enhanced oil recovery.