In this article, dendronized polymers with rigid backbones were synthesized from enediyne-containing Frechet-type dendrimers. Two generations of dendrimers were conically incorporated with 3-(2-(2-(trimethylsilyl)ethynyl)phenyl)prop-2-yn-1-ol. The trimethylsilyl protection groups of enediyne units were subsequently removed, and two types of brush polymers with rigid conjugated backbone were prepared through Bergman cyclization polymerization at elevated temperature under vacuum. The dendronized polymers were characterized with GPC, IR, UV-vis, and NMR spectroscopy. Furthermore, the morphology of the dendronized polymer was revealed by atomic force microscopy. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 13681375, 2011