In:
Chemistry Letters, Oxford University Press (OUP), Vol. 43, No. 12 ( 2014-12-05), p. 1943-1945
Abstract:
The energy barrier for the bromination reaction of the benzyl α-H and allyl α-H sites of p-cresol-grafted fluorinated poly(aryl ether oxadiazole) was obtained using density functional theory calculations. The simulation results indicated that the energy barrier for the bromination reaction at the benzyl α-H site was 80.6 kcal mol−1, while the corresponding value for the allyl α-H site was 88.4 kcal mol−1, indicating that the former site was likely to be selectively brominated. This was confirmed by the bromination of p-cresol-grafted fluorinated poly(aryl ether oxadiazole) followed by 1H NMR characterization. This result suggests that upon derivatizing benzyl α-H sites with a cation group (to yield an anion-exchange membrane), the allyl α-H sites would remain free for subsequent crosslinking. This result has positive implications for the synthesis of robust and crosslinked anion-exchange membranes based on this platform.
Type of Medium:
Online Resource
ISSN:
0366-7022
,
1348-0715
Language:
English
Publisher:
Oxford University Press (OUP)
Publication Date:
2014
detail.hit.zdb_id:
2063626-X
detail.hit.zdb_id:
184719-3