The
conjugated macromolecules studied in this work consist of two
distinct parts: a π-conjugated donor–acceptor main chain
and perylenediimide (PDI) or naphthalenediimide (NDI) pendant groups.
Donor–acceptor conjugated polymer films were electrochemically
generated from macromonomers synthesized via either Stille or Suzuki
coupling. Significant differences in the UV–vis–NIR
spectra were recorded for the different redox states, and different
reduction behaviors of the main polymer chain and the NDI units were
recorded. The polymer films changed colors when they were reduced
and oxidized, demonstrating their multielectrochromic properties.
The study of the redox states of macromolecules containing electrochemically
active electrochromic side groups expands the selection of multielectrochromic
materials.
Abstract:The presented study describes the method for the synthesis and characterization of a new class of conjugated copolymers containing a perylenediimide (PDI) and naphthalene diimide (NDI) side groups. The main conjugated backbone is a donor-acceptor polymer poly[3,6-carbazole-alt-5,5-(4 ,7 -di-2-thienyl-2 ,1 ,3 -benzothiadiazole)] containing thiophene and carbazole as donor units and benzothiadiazole as an acceptor unit. The presented compounds were synthesized in a multistep synthesis. The polymerization was carried out by Suzuki or Stille coupling reaction. Redox properties of the studied polymers were tested in different conditions. Electrochemical investigation revealed independent reduction of the main polymer chain and diimide side groups. UV-Vis spectroscopy revealed the overlap of two absorption spectra. The difference between the electron affinity of the polymer main chain and that of the diimides estimated electrochemically is approximately 0.3 eV.
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