Synthesis and characterization of dendritic macromolecules using 2,4,6,8-tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane (Me(CH2CH)SiO)4 and 1,2-bis(triallyloxysilyl)ethane ((CH2CHCH2O)3SiCH2)2 as core molecules and allylalcohol/dichloromethylsilane as a building block have been described. The dendrimers containing dichloromethylsilyl-groups (GS-1P∼GS-4P and GH-1P∼GH-3P) were produced by the hydrosilation process of double bonds in vinyl and allyloxy-groups in the GS-n and GH-n type dendrimers with dichloromethylsilane in the presence of a platinum catalyst (Pt/C). The GH-n and GS-n type dendrimers containing allyloxysilyl-groups were prepared by the reaction of GH-nP and GS-nP type dendrimers containing Si–Cl bonds and allylalcohol in the presence of TMED at room temperature. The purification of the prepared GH-n and GS-n type dendrimers used simple column chromatography. The yields of the prepared dendrimers have been obtained almost quantitatively. The analyses of the 1H- and 13C-NMR, MALDI mass spectra, and elemental analysis made it possible to obtain the pure and unified dendrimers. In additive manner, the molar absorbities of each generation of GH-n and GS-n type dendrimers show increasing character by the increasing number of double bonds.