Controllable and Stepwise Synthesis of Soluble Ladder-Conjugated Bis(Perylene Imide) Fluorenebisimidazole as a Multifunctional Optoelectronic Material

By a controllable and stepwise strategy, a soluble ladder-conjugated perylene derivative BPI-FBI as the only product has been synthesized, which avoids the tough work to isolate regioisomers generated by a conventional one-step condensation method. BPI-FBI exhibits broad absorption spectra covering...

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Veröffentlicht in:Journal of organic chemistry 2015-02, Vol.80 (3), p.1871-1877
Hauptverfasser: Chen, Lingcheng, Zhang, Kaichen, Tang, Changquan, Zheng, Qingdong, Xiao, Yi
Format: Artikel
Sprache:eng
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Zusammenfassung:By a controllable and stepwise strategy, a soluble ladder-conjugated perylene derivative BPI-FBI as the only product has been synthesized, which avoids the tough work to isolate regioisomers generated by a conventional one-step condensation method. BPI-FBI exhibits broad absorption spectra covering the whole visible region from 300 to 700 nm because of the large π-conjugation skeleton and has a low LUMO level inheriting the prototype PDI. In the steady-state space-charge-limited current (SCLC) devices, BPI-FBI exhibits an intrinsic electron mobility of 1.01 × 10–5 cm2 V–1 s–1. With a high two photon absorbing activity in the near-infrared region from 1200 to 1400 nm, BPI-FBI also exhibits good optical limiting performance, which will be useful for sensor or human eye protection and stabilization of light sources for optical communications.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo5028529