The synthesis of two poly(p-phenylenevinylene) oligomers (oPPV) laterally substituted by phthalocyanines (Pc) is described. The preparation of Pc-based oligomers 1 and 2 was accomplished by means of Knoevenagel and Wadsworth–Horner–Emmons reactions, respectively. Diformylphthalocyanine 3 was employed as a monomer in these reactions, thus providing functionalised conjugated oligomers upon reaction with the corresponding co-monomers, 4 and 5. Photophysical and electrochemical experiments have been carried out with both oligomeric derivatives, revealing excited state interactions such as transduction of singlet excited state energy