Phthalocyanine-cored conductive polymer design: effect of substitution pattern and chalcogen nature on optical and electrical properties of Zn(II)-phthalocyanine–cored polycarbazoles


Baygu Y., Soganci T., Kabay N., GÖK Y., Ak M.

Materials Today Chemistry, vol.18, 2020 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 18
  • Publication Date: 2020
  • Doi Number: 10.1016/j.mtchem.2020.100360
  • Journal Name: Materials Today Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: Chalcogen effects, Conducting polymer, Cyclotetramerization, Electropolymerization, Spectroelectrochemistry, Structure–property relationship
  • Uşak University Affiliated: Yes

Abstract

Phthalocyanines are one of the important candidates of tetrapyrrolic macrocycles having a π-conjugated system, and conductive polymers (CPs) have recently attracted an increasing interest as designing of new molecular materials. A smart combination of these two unique structures can produce materials with the desired properties to design various organic-molecular devices. However, fundamental principles of the design engineering for synthesis of phthalocyanine-cored CP with unique optoelectronic properties has not been investigated yet. For this purpose, tetrasubstituted peripheral or non-peripheral Zn(II)-phthalocyanine containing thioalkyl- or alkoxy-group–linked carbazoles have been synthesized. Electropolymerization of the materials under potentiodynamic conditions yielded a series of analogous donor−acceptor CPs in which the only difference was the nature of the chalcogen (O or S) and substitution pattern (peripheral or non-peripheral) on the phthalocyanine core. This was shown to have a significant impact on the optical and electrochemical properties of the CPs because of the difference in electronegativity of chalcogen and inductive effect of the substitution pattern. Here, a comprehensive investigation of the design of phthalocyanine-cored CP has been concluded to reveal structure–property relationship.