Exploring the electrochromic and electrofluorochromic responses triggered by carbazole when grafted on triphenylmethane in polyimide

We report a facile strategy for developing electro(fluoro)chromic (EC/EFC) polyimides by incorporating a new structurally designed diamine containing carbazole-substituted triphenylmethane, which serves as a building block responsible for the EC/EFC effects. Three dianhydrides with variable planarity and flexibility were selected to construct the polyimides, which proved to play an essential role in tailoring the EC/EFC response. Besides structural and physico-chemical characterization, a detailed study was carried out concerning their electrochemical behavior, highlighting the formation of polymer dimers or polymer networks by electropolymerization contingent on the macromolecule's solid-state arrangements. We have demonstrated that the dimerization process lead to polymer structures with a relatively high EC efficiency (up to 372 cm 2 /C) and significant recovery of this parameter (up to 96%) after 100 cycles. Although the polymers exhibited high emission in solid-state via the AIE effect, this was effectively reduced by applying oxidation potentials as a result of initial geometry orientation changing. Thus, the present polyimides can simultaneously integrate EC and EFC characteristics, suggesting that dimerization and aggregation can be considered appropriate pathways to improve the EC/EFC behavior of polymers containing carbazole units. • Incorporation of the triphenylmethane (TPM) group into the polyimide backbones enhances solubility. • The carbazole (CBZ) unit is grafted on TPM to serve s as an efficient fluorophore and electrochromophore. • Aggregation-induced emission ability of the polymers triggers the electrofluorochromic response. • CBZ moiety onto the TPM core mitigates challenges associated with AIE characteristics. • Dimerization of the CBZ unit occurs under applied voltage and enhances electrochromic stability.

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Publication Details

Journal
Dyes and Pigments
Published
2025-03-07
DOI
https://doi.org/10.1016/j.dyepig.2025.112749
Citations
4
Primary Topic
Conducting polymers and applications
Type
article
Field-Weighted Citation Impact
2.43

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article

Exploring the electrochromic and electrofluorochromic responses triggered by carbazole when grafted on triphenylmethane in polyimide

Mariana‐Dana Damaceanu, Andra-Elena Bejan, Catalin-Paul Constantin
4 citations
Dyes and Pigments
Conducting polymers and applications
2.43
article

Exploring the electrochromic and electrofluorochromic responses triggered by carbazole when grafted on triphenylmethane in polyimide

Mariana‐Dana Damaceanu, Andra-Elena Bejan, Catalin-Paul Constantin
article en
4 citations

Abstract

We report a facile strategy for developing electro(fluoro)chromic (EC/EFC) polyimides by incorporating a new structurally designed diamine containing carbazole-substituted triphenylmethane, which serves as a building block responsible for the EC/EFC effects. Three dianhydrides with variable planarity and flexibility were selected to construct the polyimides, which proved to play an essential role in tailoring the EC/EFC response. Besides structural and physico-chemical characterization, a detailed study was carried out concerning their electrochemical behavior, highlighting the formation of polymer dimers or polymer networks by electropolymerization contingent on the macromolecule's solid-state arrangements. We have demonstrated that the dimerization process lead to polymer structures with a relatively high EC efficiency (up to 372 cm 2 /C) and significant recovery of this parameter (up to 96%) after 100 cycles. Although the polymers exhibited high emission in solid-state via the AIE effect, this was effectively reduced by applying oxidation potentials as a result of initial geometry orientation changing. Thus, the present polyimides can simultaneously integrate EC and EFC characteristics, suggesting that dimerization and aggregation can be considered appropriate pathways to improve the EC/EFC behavior of polymers containing carbazole units. • Incorporation of the triphenylmethane (TPM) group into the polyimide backbones enhances solubility. • The carbazole (CBZ) unit is grafted on TPM to serve s as an efficient fluorophore and electrochromophore. • Aggregation-induced emission ability of the polymers triggers the electrofluorochromic response. • CBZ moiety onto the TPM core mitigates challenges associated with AIE characteristics. • Dimerization of the CBZ unit occurs under applied voltage and enhances electrochromic stability.

Dyes and PigmentsVol. 239
Institute of Macromolecular Chemistry (UA)
Corporation for National and Community Service, Ministerul Cercetării, Inovării şi Digitalizării, Unitatea Executiva pentru Finantarea Invatamantului Superior, a Cercetarii, Dezvoltarii si Inovarii
Clean water and sanitation
Openalex Percentile: Top 13%
Conducting polymers and applications
2.43
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