Double-activated nucleophilic aromatic substitution polymerization by bis-ortho-trifluoromethyl groups to soluble para-poly(biphenylene oxide)

Cited 0 time in webofscience Cited 0 time in scopus
  • Hit : 139
  • Download : 0
Poly(biphenylene oxide)s (PBPOs) containing two pendent trifluoromethyl groups were synthesized from AB-type monomers, 4'-hydroxy-4-fluoro-3,5-bis(trifluoromethyl)biphenyl and its 3'-hydroxyl isomer. The displacement reaction of fluorine leaving group activated by the two trifluoromethyl groups at the ortho-positions produced high-molecular-weight polymers with M-n up to 101,000 g/mol, indicating the nucleophilic aromatic substitution reaction proceeded effectively. PBPOs withpara-, meta-, and mixed ether linkages were obtained and well characterized by FTIR and H-1/F-19 NMR spectroscopies. All PBPOs were amorphous and soluble in a wide range of organic solvents, and exhibited even more enhanced thermal stability than the previously reported two meta-trifluoromethyl substituted analogues. Increasing the para-linkage fraction in the polymer generally improved solubility and increased T-g in contrast to the meta-trifluommethyl case, where para-linked polymer was poorly soluble and semicrystalline. This suggests that the ortho-trifluommethyl substituents are more effective for the synthesis of para-linked PBPOs. They also showed low refractive indices and birefringence values.
Publisher
ELSEVIER SCI LTD
Issue Date
2020-02
Language
English
Article Type
Article
Citation

POLYMER, v.188

ISSN
0032-3861
DOI
10.1016/j.polymer.2019.122124
URI
http://hdl.handle.net/10203/272386
Appears in Collection
NT-Journal Papers(저널논문)CH-Journal Papers(저널논문)
Files in This Item
There are no files associated with this item.

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0