DOI: 10.1002/ejoc.202401409 ISSN: 1434-193X

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

Tetsuo Iwasawa, Toko Yura, Rion Noda, Ikuma Okada, Takashi Nakanishi, Yousuke Yamaoka, Zhenfeng Guo

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 π‐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.

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