Acid-catalyzed benzoylation reactions of Diels-Alder polyphenylenes
- Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
- Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
In this work, 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.
- Research Organization:
- Sandia National Lab. (SNL-NM), Albuquerque, NM (United States); Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
- Sponsoring Organization:
- USDOE Office of Electricity (OE); USDOE Office of Energy Efficiency and Renewable Energy (EERE), Sustainable Transportation Office. Hydrogen Fuel Cell Technologies Office; USDOE National Nuclear Security Administration (NNSA)
- Grant/Contract Number:
- AC04-94AL85000; AC52-06NA25396; NA0003525
- OSTI ID:
- 1595017
- Alternate ID(s):
- OSTI ID: 1636124
- Report Number(s):
- SAND-2019-14445J; 682638
- Journal Information:
- Polymer, Vol. 158, Issue C; ISSN 0032-3861
- Publisher:
- ElsevierCopyright Statement
- Country of Publication:
- United States
- Language:
- English
Cited by: 2 works
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