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Fig. Dynamic emissive supramolecular polyrotaxane with AIE-property. [Display omitted] The design and application of advanced functional materials based on pillar[5]arene derivatives have recently garnered significant attention in the field of supramolecular materials. Herein, we report a series of supramolecular polyrotaxanes based on different pillar[5]arene derivatives, namely Z16 - 18 , Z20 , and Z22 , which are constructed through host–guest mediated quadruple hydrogen bonding interactions. Owing to the dynamic nature of these hydrogen bonding interactions, precise manipulation of host–guest chemistry enables the fabrication of both emissive and non-emissive polyrotaxanes. Notably, the emission response of polyrotaxane Z22 is solvent-dependent, making it a promising material for supramolecular applications due to its aggregation-induced emission (AIE) characteristics. [ABSTRACT FROM AUTHOR]