عنوان به زبان ديگر :
Synthesis, Characterization, Thermal Properties and Conductivity of Oligo-4-[(2-methoxyphenylimino)methyl]phenol
چكيده لاتين :
The oxidative polycondensation reaction conditions of 4-[(2-methoxyphenylimino)
methyl]phenol (2-MPIMP) were studied by using oxidants such as air and NaOCl
in an aqueous alkaline medium between 50؛C and 90؛C. The structures of
synthesized monomer and oligomer were confirmed by FTIR, UV-vis, 1H NMR,
13C NMR and elemental analysis. The characterization was afforded by TGA-DTA, size
exclusion chromatography (SEC) and solubility tests. At optimum reaction conditions,
the yield of oligo-4-[(2-methoxyphenylimino)methyl]phenol (O-2-MPIMP) was found to
be 38.72% and 72.21% by air and NaOCl oxidants, respectively. According to the SEC
analysis, the number average molecular weight (Mn), weight average molecular weight
(Mw) and polydispersity index (PDI) values of O-2-MPIMP were respectively found to
be 1400, 2350 g.mol-1, and 1.679 using air and 1650, 2350 g.mol-1, and 1.424 using
NaOCl. TGA-DTA analyses of O-2-MPIMP were shown to be a stable compound
against thermal decomposition. The weight losses of 2-MPIMP and O-2-MPIMP were
found to be 57.09% and 59.11% at 1000؛C, respectively. Also, electrical conductivity of
the O-2-MPIMP was measured, showing that the oligomer was a semiconductor. The
highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular
orbital (LUMO) of monomer and oligomer were determined from the onset potentials for
n-doping and p-doping, respectively. Optical band gaps (Eg) of 2-MPIMP and O-2-
MPIMP were calculated from UV-vis measurements.
