In order to further enhance the water flooding performance in low-permeability tight oil reservoirs, a novel gemini surfactant with high interfacial activity, hydrophilic wettability, and good injectivity and mobility control was developed. Using n-alkylamine (C12–C18), 3-chloro-2-hydroxypropylsulfonate sodium, sodium chloroacetate, and succinic anhydride as raw materials, a series of gemini surfactants with asymmetric hydrophilic head groups (GDCS m-4-m; m = 12, 14, 16, 18) were synthesized via substitution and ring-opening reactions. The structures of the synthesized products were characterized by FTIR and 1H NMR, and their surface and interfacial properties as well as their thickening abilities were evaluated. The optimal gemini surfactant was selected for further oil displacement and wettability alteration tests. The results indicate that the synthesized product is consistent with the molecular structure of the target design product. The surface tension and interfacial tension of GDCS m-4-m series surfactant solutions initially decrease and then increase with the increase in the number of carbon atoms in the hydrophobic carbon chain. Its thickening ability increases as the number of carbon atoms in the hydrophobic carbon chain increases. GDCS16-4-16 exhibited the best surface and interfacial activities, with a critical micelle concentration (CMC) of 0.344 mmol/L, surface tension of 24.04 mN/m, and an interfacial tension as low as 2.16 × 10−2 mN/m at 0.5 wt%. The flooding system formulated with GDCS16-4-16 demonstrated excellent mobility control and oil washing capabilities, and could shift the wettability of rock surfaces to highly hydrophilic. In dual-core flooding experiments, with gradient differentials of 3, 5, and 7, the comprehensive oil recovery increased by 12.81 %, 13.88 %, and 11.78 %, respectively, after injecting 0.4 PV of GDCS16-4-16 surfactant solution followed by subsequent water flooding. This indicates a significant potential to enhance recovery in low-permeability tight sandstone reservoirs, presenting promising application prospects in the development of such formations.
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