Premium
Electrosyntheses and characterization of poly(5‐bromoindole) in boron trifluoride diethyl etherate
Author(s) -
Xu Jingkun,
Hou Jian,
Pu Shouzhi,
Nie Guangming,
Zhang Shusheng
Publication year - 2006
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.23417
Subject(s) - boron trifluoride , acetonitrile , saturated calomel electrode , tetrahydrofuran , monomer , polymer chemistry , polymerization , electrochemistry , chemistry , solvent , materials science , polymer , electrode , organic chemistry , reference electrode , catalysis
Poly(5‐bromoindole) (PBrI) films were synthesized electrochemically by direct oxidation of 5‐bromoindole in pure boron trifluoride diethyl etherate. The oxidation potential of 5‐bromoindole in this medium was measured to be only 0.97 V vs. saturated calomel electrode, which was lower than that determined in acetonitrile + 0.1 mol L −1 Bu 4 NBF 4 (1.08 V). PBrI films obtained from this medium showed good electrochemical behavior and good thermal stability. Structural studies showed that the polymerization of 5‐bromoindole ring occurred at 2,3 position. As‐formed PBrI films were thoroughly soluble in strong polar solvent dimethylsulfoxide and partly soluble in tetrahydrofuran. Fluorescent spectral studies indicated that PBrI was a good blue‐light emitter. The excitation and emission spectra of PBrI showed a significant shift to longer wavelength compared with that of the monomer, consistent with the greater extent of electron delocalization. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 539–547, 2006