Attachment of oxazoline-based hyperbranched macromonomers to a trimesic acid core affording trimers of the hyperbranched fragments as well as polymerization of the oxazoline groups is reported. Polymerization and copolymerization with 2-phenyl-1,3-oxazoline were investigated for two macromonomers ((M) over bar(w) = 1 700 and 8 000, respectively), resulting in hyperbranched analogs of combburst polymers. Homopolymerization of the macromonomers yielded a degree of polymerization DP approximate to 15. Hyperbranched trimers and the polyethyleneimines with apolar hyperbranched carbosilane side-chains form superstructures in solution and in bulk.