Control over surface chemistry is essential for various applications of colloidal carbon-based and inorganic nanomaterials. Here, a reactive multidentate block copolymer (rMDBC) strategy is demonstrated with the synthesis of rMDBC composed of a furfuryl block designed to react with maleimides through a Diels−Alder (DA) reaction and a pyrene block designed to bind to carbon materials through a π−π interaction. The synthesized rMDBC enables the stabilization of carbon nanotube (CNT) surfaces to form colloidally stable rMDBC/CNT colloids, and it has a greater binding affinity to CNTs compared with those of its counterparts, such as a homopolymer bearing pendant pyrene groups and a monodentate homopolymer bearing a pyrene terminal group. Furthermore, the resultant colloids bearing multiple furfuryl groups are highly applicable as reactive cross-linkers for the fabrication of thermally induced cross-linked networks exhibiting thermoreversibility with a dimaleimide. These results suggest that the rMDBC strategy is an effective platform for the stabilization of nanomaterial surfaces in single layers and, thus, the development of high performance, dynamic, cross-linked self-healable materials.