Summary: While the role of polar nitrogen, sulfur, and oxygen (NSO) compounds in influencing sandstone wettability is conceptually established, their specific molecular identities and quantitative impact in natural reservoir systems remain poorly characterized due to a lack of direct experimental evidence. Diverging from prior modeling-based approaches in this stidy, we use a sequential extraction process coupled with contact angle measurement, gas chromatography (GC)-mass spectrometry (GC-MS), and Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS) to directly identify and quantify the key NSO compound classes that govern wettability in reservoir sandstones. Our results reveal a critical wettability transition threshold upon dichloromethane (DCM) extraction, with contact angles shifting abruptly from 92.7° to 154.1°. FT-ICR MS analysis unambiguously identifies the predominant compounds responsible for this shift as N1-class alkaline nitrogen species and O2-O4-class acidic oxygen compounds. These compounds, particularly O2 and O3 classes inferred as monocarboxylic acids and hydroxy oacids, function as primary anchor molecules, strongly adsorbing to mineral surfaces and facilitating the retention of nonpolar crude oil components. This work provides direct molecular-level evidence for the “anchor molecule” mechanism. This evidence moves beyond theoretical proposals to offer a precise basis for designing targeted enhanced oil recovery strategies.

Stable emulsified oil droplets are difficult to separate because of persistent interfacial films and colloidal stability. Garlic-extract-functionalized Fe₃O₄ magnetic colloids, operationally denoted Allicin@Fe₃O₄, were prepared by in situ coprecipitation as organic–inorganic building blocks for gel-like interfacial capture. The sample name identifies the allicin-containing garlic-extract route and does not imply that allicin was proven to be the predominant surface species. SEM, FTIR, and XRD supported deposition of an organic, sulfur/oxygen-containing surface layer and retention of crystalline Fe₃O₄, but these methods are not species-specific. The colloids removed more than 95% of emulsified oil within 20 min and reached an experimental equilibrium apparent uptake of approximately 380 mg·g⁻¹. Tests across pH 3–11, 0–50 g·L⁻¹ NaCl, 15–55 °C, and representative coexisting ions showed robust but condition-dependent removal. Removal remained above 90% after five reuse cycles and was approximately 84% after ten cycles. Calculations using allicin as a representative garlic organosulfur molecule suggest how polar sulfur/oxygen regions and allyl segments could favor oil–droplet anchoring and association; they do not establish the surface composition of the extract-derived coating. The capture behavior is consistent with transient, gel-like particle–droplet association coupled to magnetic recovery. These results connect bio-derived surface functionalization, gel-related colloidal structuring, and magnetic separation under the tested batch conditions.

The carbon isotopic behavior of hopane compounds during thermal maturation remains ambiguous due to limitations in current detection techniques. In this study, a low-maturity lacustrine shale sample was pyrolyzed in a hydrous semi-open pyrolysis system. The hopane compounds from the artificially matured samples (R_o = 0.72–1.28%) have been separated and enriched for the test of their carbon isotopes (δ¹³C). The results show that thermal maturity can somewhat affect the carbon isotopes of monomeric hopane compounds, with a maximum difference value over 21‰. However, thermal maturity has different effects on the δ¹³C values for different monomeric hopane compounds. For example, the carbon isotopic values of 22S-homohopane at different thermal stages can vary up to 21‰, while only 3‰ for C₂₉βα. In addition, the carbon isotopes of different monomeric hopane compounds show distinct evolution trends. For C₂₉αβ and C₂₉ Ts, their carbon isotopes first become slightly heavier and then become lighter, reaching the lightest value at 350 °C. When the pyrolysis temperature continues to increase, the δ¹³C values become heavier and finally become lighter. However, the δ¹³C values of Ts, Tm, 22S-homohopane, and 22R-homohopane show a completely reversed trend. They initially become slightly lighter and then become heavier, reaching the maximum value at 350 °C. When the pyrolysis temperature continues to increase, the δ¹³C values become lighter and finally become heavier. Meanwhile, the carbon isotopes of C₂₉βα, C₃₀αβ, C₃₀βα, and non-hopane gammacerane almost remain constant at different thermal stages. When the carbon isotopes of hopane compounds are used in the studies of oil–source correlation, it is prudent to consider the effects of thermal maturity on these values.