TriPEGylated functionalized dendritic poly(ethylene imines) were synthesized and their transportation properties for rose Bengal (up to 50 guests per dendrimer) were evaluated. A critical aggregation concentration was observed, demonstrating the formation of aggregates among the dendrimers. The structure-activity relationships show that their encapsulation capacities were dependent linearly on the density of the PEG shell, either as PEG length or degree of functionality, which confirmed that the PEG chains play a predominant role in the encapsulation process. It further gives some insights that the guest molecules appeared to be predominantly located in the PEG shell rather than in the core.