Abstract

Quinacridone (QA) dye shows great potential applications in organic optoelectronics owing to the large π-conjugated system, good photothermal stability, and high charge carrier transport behavior. In this work, two quinacridone-based monomers QA-B-CZ and QA-6C-CZ were designed and synthesized, and their polymers pQA-B-CZ and pQA-6C-CZ were prepared by electrochemical polymerization. Both pQA-B-CZ and pQA-6C-CZ exhibit multicolored electrochromic properties at different potentials. It is more intriguing that the pQA-6C-CZ bearing with the flexible long alkyl chain preserves multiple stimuli-responsive characteristics compared to pQA-B-CZ containing benzene unit. pQA-6C-CZ film exhibits reversible and robust acidichromic behavior switched from the initial pink color to purple color, implying its potential as a hydrochloric acid sensor. Besides, pQA-6C-CZ presents reversible orange fluorescence and it disappears in response to electric-/acid-stimulation. The multiple stimuli-responsive behaviors should be ascribed to that the flexible long alkyl chains break the conjugated structure between QA and carbazole, which is beneficial for developing their inherent characters, respectively. The work puts forward a new design strategy for the preparation of multifunctional optoelectronic materials based on QA dye.

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