To investigate the degradation mechanisms of the surrounding rock in abandoned mine roadways used for oil storage, this study combined uniaxial compression tests with digital image correlation (DIC), scanning electron microscopy (SEM), and other techniques to analyze the evolution of the rock mechanical properties under the coupled effects of oil–water soaking and initial damage. The results indicate that oil–water soaking induces the loss of silicon elements and the deterioration of microstructure, leading to surface peeling, crack propagation, and increased porosity of the sample. The compressive strength decreases linearly with the soaking time. Acoustic emission (AE) monitoring showed that after 24 h of soaking, the maximum ringing count rate and cumulative count decreased by 81.7% and 80.4%, respectively, compared to the dry state. As the liquid saturation increases, the failure mode transitions from tension dominated to shear failure. The synergistic effect of initial damage and oil–water erosion weakens the rock’s energy storage capacity, with the energy storage limit decreasing by 45.6%, leading to reduced resistance to external forces.

To address the challenges of bedding separation and large deformation in deep gob-side roadways with composite roofs under the influence of stress deviation and weak interlayers, this study takes the 1692(1) rail roadway of Pansan Coal Mine as the research object. By combining numerical simulation, theoretical analysis, and field testing, the study thoroughly investigates the evolution patterns of the plastic zone in the surrounding rock and the mechanisms governing delamination. The results demonstrated that stress deviation induces shear failure of weak interlayers and causes bedding separation at the early excavation stage, which subsequently transforms into tensile failure and leads to coal pillar instability. The principal stress deviation angle determines the expansion direction of the plastic zone, while the thickness and number of weak interlayers are positively correlated with the degree of bedding separation. It is concluded that the coal pillar strength is a critical factor for bedding separation control. Based on these findings, a combined control scheme of “strengthening coal pillars, restraining shear damage, improving coordinated deformation” is proposed. Field engineering practice confirms that this proposed scheme effectively restrains the expansion of the plastic zone and ensures the long-term stability of the roadway.