A closely related case is the synthesis of so-called polyrylenes 6 in which
naphthalene repeat units are fused via their four peri-positions. Polymer 6 has
played an important role in the electronic study of low band gap polymers [131].
We first synthesized the homologous oligomer series 7 and 8 comprising an
increasing number of naphthalene units [132–134] (Figure 3).
The synthetic concept foresaw the synthesis of solubilized polyperylene species
9, which would be subjected to an oxidative fusion including, again, a transition
Scheme 2 Synthesis of ladder-type polyphenylenes using para- and meta-dibenzoyl benzene
building blocks, and dehydrogenation of 3b to polymer 3 with para-quinodimethane repeat units.
No control over the configuration at the bridging methylene carbons could be achieved
Fig. 2 Polyfluorenes (4) and step-ladder polymers (4a, 4b, 4c)
Graphene as a Target for Polymer Synthesis
67
naphthalene repeat units are fused via their four peri-positions. Polymer 6 has
played an important role in the electronic study of low band gap polymers [131].
We first synthesized the homologous oligomer series 7 and 8 comprising an
increasing number of naphthalene units [132–134] (Figure 3).
The synthetic concept foresaw the synthesis of solubilized polyperylene species
9, which would be subjected to an oxidative fusion including, again, a transition
Scheme 2 Synthesis of ladder-type polyphenylenes using para- and meta-dibenzoyl benzene
building blocks, and dehydrogenation of 3b to polymer 3 with para-quinodimethane repeat units.
No control over the configuration at the bridging methylene carbons could be achieved
Fig. 2 Polyfluorenes (4) and step-ladder polymers (4a, 4b, 4c)
Graphene as a Target for Polymer Synthesis
67