Multichromic polymers of benzotriazole derivatives: Effect of benzyl substitution

Basak Yigitsoy, S. M. Abdul Karim, Abidin Balan, Derya Baran, Levent Toppare*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Two electroactive monomers 1-benzyl-4,7-di(thiophen-2-yl))-2H-benzo[d][1,2, 3]triazole (BBTA) and 2-benzyl-4,7-di(thiophen-2-yl))-2H-benzo[d][1,2,3]triazole (BBTS) were synthesized with satisfactory yields. The effect of substitution site on electrochemical and optical properties was investigated with cyclic voltammetry and spectroelectrochemical studies. Results showed that position of pendant group alters the electronic structure of the resulting polymer causing different optical and electrochemical behaviors. Symmetrically positioned benzyl unit on benzotriazole moiety resulted in a neutral state red polymer, PBBTS, having multi-colored property in its different oxidized and reduced states. Its analogue PBBTA exhibited maximum absorption at 390 nm in its neutral state and also revealed multicolored electrochromic property upon stepwise oxidation. Very different optical band gap values were calculated: 1.55 eV and 2.25 eV for PBBTS and PBBTA, respectively.

Original languageEnglish (US)
Pages (from-to)2263-2268
Number of pages6
JournalElectrochimica Acta
Volume56
Issue number5
DOIs
StatePublished - Feb 1 2011
Externally publishedYes

Keywords

  • Benzotriazole
  • Conjugated polymers
  • Electrochromism
  • Multicolored electrochromism
  • Substitution effect

ASJC Scopus subject areas

  • Electrochemistry
  • Chemical Engineering(all)

Fingerprint Dive into the research topics of 'Multichromic polymers of benzotriazole derivatives: Effect of benzyl substitution'. Together they form a unique fingerprint.

Cite this