Cardo Bisphenol Fluorene Fused with Dibenzo[g,p]chrysene for a High Refractive Index Monomer

Synthesis and properties of a new cardo-typed bis-phenol are described. A dibenzo[g,p]chrysene (DBC) core that has one ester group at the bay was prepared, and then intramolecular Friedel-Crafts acylation gave a key cyclopentanone intermediate. Finally, two-fold arylation successfully yielded a DBC-linked bis-phenol. This new DBC-linked bis-phenol was compared with the prototype bis-phenol fluorene (BPF). The structure-activity relationship between these two bis-phenols reveals that the expansion of the pi-conjugated system using a skeletal DBC influences the quality of its attributes with a refractive index of 1.83. This comparative study provides us a basis for future cardo structure material chemistry.