JOURNAL OF MATERIALS SCIENCE LETTERS 9 (1990) 1296-1299
X-ray photoelectron spectroscopy studies of electrically conducting
phenothiazine, phenoxazine and quinoxaline ladder polymers
H. S. NALWA
Department of Material Systems Engineering, Tokyo University of Agriculture and Technology, Koganei,
Tokyo 184, Japan
Electrically conducting organic polymers have been a
subject of intense research activities over the last
decade because of their unique electronic properties
[1]. Organic polymers that could be doped to metallic
regime upon treatment either with electron acceptor
or electron donor species possess a highly conjugated
re-electron backbone. These conjugated polymers can
be divided into two classes on the basis of charge-
carrying species involved in conduction process [1-3].
Polyacetylene has a degenerate ground state and
charge-carrying species have been modelled as solitons
[4]. On the other hand, polypyrrole, polythiophene,
poly(p-phenylene), and poly(p-phenylene sulphide)
have a nondegenerate ground state and polarons and
bipolarons have been considered as the charge-
carriers [1, 5]. Heteroaromatic ladder polymers are
another class of conjugated conducting polymers.
Electron spin resonance (ESR) and optical studies of
benzimidazobenzophenanthroline-type BBL polymer
indicate the presence of charged defects referred to as
polarons [6]. Pace and Kim [7] have suggested the
solitonic contribution in polyphenothiazine ladder
polymer.
Polyphenothiazine (PTL), polyphenoxazine (POL),
and poly-quinoxaline (PQL), as illustrated by the
following chemical structures, are three represen-
tatives of heteroaromatic ladder polymers. All these
ladder polymers have conjugated backbone desirable
to obtain high conductivity like polyacetylene and
other conducting polymers. Kim [8, 9] investigated
"NU " T NC Sy
".S/~ \ N / ~ S.-"~"~...--"-.N~ ~ \
PTL
H H POL
J I
I
H U PQL
electrical conductivity of heteroaromatic ladder
polymers including benzimidazobenzophenanthroline
type BBL and BBB polymers. Phenothiazine, phen-
oxazine and quinoxaline ladder polymers have nearly
two dimensional structure and their electrical con-
ductivities are influenced by the nature of hetero-
atoms (X = S, O and NH). For example, electrical
1 296
conductivity of PTL polymer is about two orders
of magnitude higher than that of POL polymer
because of the large polarizability of sulphur atoms
as compared with oxygen atoms [9]. It has been
reported by Kim that reaction medium, i.e., solvent
such as polyphosphoric acid has a profound effect
upon the electrical conductivities of ladder polymers
[9]. The possible contamination of polyphosphoric
acid increases the electrical conductivity up to two
orders of magnitude in ladder polymers, in case if
polyphosphoric acid was not completely extracted,
therefore, the importance of polymer-solvent charge-
transfer interactions has been realized.
X-ray photoelectron spectroscopy (XPS) has been
found useful for studying electron acceptor-donor
interactions in electrically conducting polymers such
as polyacetylene [10], polypyrrole [11], polythiophene
[12], polyaniline [13], and poly(p-phenylene vinylene)
[14]. XPS-technique can detect redistribution of
charges in the charge-transfer complexes. In the
present study, XPS-technique has been employed to
understand the role of polyphosphoric acid solvent.
This communication reports the XPS studies of the
charge-transfer interactions in PTL, POL and PQL
ladder polymers. The nature of polymer-solvent
interactions involved with the trend of electrical con-
ductivity of PTL, POL and PQL polymers is discussed
in accordance with XPS spectroscopy.
Polyphenpothiazine was obtained by condensing
2,5-diamino-l,4-benzenedithiol with 2,5-dichloro-p-
benzoquinone while polyphenoxazine was synthe-
sized from 2,5-dichloro-p-phenylenediamine with 2,5-
dihydroxy-p-benzoquinone. Polyquinoxaline was
prepared from 1,2,4,5-tetraaminobenzene and 2,5-
dihydroxy-p-benzoquinone. The polycondensation
reactions were performed in polyphosphoric acid
solvent under an inert atmosphere at 250 °C. The
preparative methods of PTL and POL have been des-
cribed in detail by Kim [9] and for PQL by Stille et al.
[15]. All of the polymers were black powders and are
insoluble and infusible materials. Polyquinoxaline did
show sensitivity to moisture while polyphenothiazine
and polyphenoxazine are comparatively stable in air
atmosphere. Sensitivity to moisture occurs due to the
presence of nitrogen in polymer backbone. X-ray
photoelectron spectra of powdered samples were
obtained by an X-ray photoelectron spectrometer
(model 5100, ESCA System, Physical Electronics)
using a MgK~ (1245.90 eV) radiation source. Electrical
conductivity measurements of the pressed pellets were
carried out by a conventional two probe method.
The electrical conductivities of PTL, POL and PQL
0261-8028/90 $03.00 + .12 © 1990 Chapman and Hall Ltd.