Acid-catalyzed benzoylation reactions of Diels-Alder polyphenylenes

Autor: Kwan-Soo Lee, Eric G. Sorte, Cassandria Poirier, Nelson S. Bell, Yu Seung Kim, Cy Fujimoto, Sandip Maurya, Eun Joo Park
Rok vydání: 2018
Předmět:
Zdroj: Polymer. 158:190-197
ISSN: 0032-3861
DOI: 10.1016/j.polymer.2018.10.060
Popis: Post-polymerization reactions of Diels-Alder polyphenylene with ring-substituted benzoyl chloride derivatives using triflic acid as the catalyst, effected selective Friedel-Crafts acylation of the lateral phenyl groups attached to the polyphenylene backbone. Using 4-(trifluoromethyl) benzoyl chloride gave a polymer with increased hydrophobicity. Using 4-fluorobenzoyl chloride afforded lateral 4-(fluorobenzoyl)phenyl substituents, which were further functionalized by nucleophilic aromatic substitution of the reactive fluoro substituent by 4-methoxyphenol.
Databáze: OpenAIRE