POLYARYLENES AND POLY(ARYLENEVINYLENE)S .12. SYNTHESIS AND CHEMICAL MODIFICATION OF 2 NOVEL POLY(NAPHTHYLENE)S CARRYING SOLUBILIZING PENDANT GROUPS

Two novel alkyl-substituted poly(naphthylene)s were synthesized by a transition-metal-catalyzed coupling of aryl bromides and aromatic boronic acids. Their solubility and substitution pattern make the title structures 3 and 6 suitable for polymer-analogous reactions. Anionic and cationic cyclizations lead to polymers containing two-dimensionally fused substructures (rylene units) of perylene, terrylene, and quaterrylene. Depending on the type of substitution, rylene incorporation ranging from 39 to 78 wt % is achieved. The cyclized materials are promising candidates for charge storage.