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

Abstract 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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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-01-22
DOI
https://doi.org/10.1002/ejoc.202401409
Primary Topic
Synthesis and properties of polymers
Type
article
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article

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

Yousuke Yamaoka, Tetsuo Iwasawa, Zhenfeng Guo, Takashi Nakanishi et al.
European Journal of Organic Chemistry
Synthesis and properties of polymers
article

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

Yousuke Yamaoka, Tetsuo Iwasawa, Zhenfeng Guo, Takashi Nakanishi, Ryuki Noda, Isao Okada, Takashi Yura
article en

Abstract

Abstract 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.

European Journal of Organic ChemistryVol. 28(11)
Ryukoku University (JP), Hokkaido University (JP), National Institute for Materials Science (JP), Hyogo University (JP)
Openalex Percentile: Top 99%
Synthesis and properties of polymers
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Cardo Bisphenol Fluorene Fused with Dibenzo[<i>g</i>,<i>p</i>]chrysene for a High Refractive Index Monomer — Yousuke Yamaoka, Tetsuo Iwasawa, et al. · European Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS