Automobile shredded residue is a potential solid fuel when its metal and chlorine-containing parts have been removed. The authors have investigated physical separation of automobile shredded residue to obtain the components that may be used in solid fuel and found that agglomerates of entangling fiber-like components are formed during crushing, making removal of metals and chlorine-containing parts difficult. In this paper, a reattachment ratio, entrapment ratio, and disentanglement ratio are proposed to evaluate the entanglement properties of crushed automobile shredded residue. It is found that products smaller than 16 mm were not reattached easily in the sieving process, and an index based on entanglement properties proposed here is useful to predict suitable crushing conditions. Wet detachment of entrapped particles from agglomerates of entangling materials was also applied to separate particulate matter from crushed ASR.