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The deformation and failure development of the overlying strata in a stope is the key to improving the upper limit of coal mining under the aquifers. Taking a mine in Huainan as an example, a comprehensive evaluation method for multi-physics field (strain (stress) field and geoelectric field) dynamic monitoring in an underground borehole was proposed. Based on the analysis of a numerical simulation combined with geological data, a design scheme of the borehole parameters and sensor selection was optimised. In addition, the deformation of the rock strata in different mining periods was monitored by optical cables and resistivity units, and the multi-physics field was utilised to comprehensively analyse the deformation characteristics and development of the overlying strata and to perform correlation analysis on the strain and resistivity. In this way, the relationships between the strain-resistivity correlation coefficient and the rock mass deformation and fracturing were presented. As indicated by the results, the overlying strata are principally subjected to compressive stress in the vertical direction (at approximately 45–90°). Horizontally (at approximately 0–45°), tensile stress plays a major role. In the case of minor rock strata deformation, the strain-resistivity correlation coefficient (R2) ranges from 0.87247 to 0.95682; comparatively, its value abruptly declines to a range between 0.67968 and 0.84675 if the deformation of the rock strata is rather large. Once the fracturing and caving of the rock strata take place, the R2 approaches 0. On this basis, the mechanism of the deformation and failure of the overlying strata is further revealed, and a relationship between the rock strata and strain distribution is obtained. Under the action of advance abutment pressure during mining, transverse fractures within and between strata are initially developed. As mining proceeds, vertical fractures are generated due to the formation of a goaf in later periods. According to the strain and resistivity distribution features, the development heights of the 11-2 coal caving zone and the water-flowing fractured zone are determined to be 12.4 and 40–42.35 m, respectively. The results can provide technical references for improving the upper limit of mining in mines with similar geological conditions.