The synthesis of thiophene-containing second (G2) and third generation (G3) dendronized macromonomers with methacrylate polymerizable units as well as their corresponding dendronized polymers is reported. The dendrons are prepared from branched thiophene oligomers and are decorated with straight alkyl chains for solubility reasons. The polymerization reactions were done with AIBN as initiator and the polymers were 105 mol(-1) characterized by NMR spectroscopy, elemental analysis and GPC. Molar masses are in the range of 2.2-5.4 x (10(5)) and 1.3-3.0 x 10(4) g mol(-1) (G3) for different runs. These polymers are investigated by cyclic voltammetry and optical spectroscopy. (c) 2007 Elsevier Ltd. All rights reserved.