Synthesis and photophysical properties of 2,1,3-benzothiadiazole-cored H-shaped conjugated compounds

• Published in: Optical materials 2014-03, Vol.36 (5), p.950-957
• Main Authors: Zhao, Xin, Cao, Kaiyu, Zhou, Huipeng, Lu, Ran
• Format: Article
• Language: English
• Subjects: 2,1,3-Benzothiadiazole; Branched; Conjugated compounds; Conjugation; Dyes; Emittance; Exact sciences and technology; Expansion; Fundamental areas of phenomenology (including applications); H-shaped; Nonlinear optics; Optical materials; Optical susceptibility, hyperpolarizability; Optics; Physics; Synthesis; Terminals; Toluene; Two-photon absorption
• ISSN: 0925-3467; 1873-1252
• DOI: 10.1016/j.optmat.2013.12.047

•2,1,3-Benzothiadiazole-cored H-shaped conjugated compounds were synthesized.•Two-photon absorption (TPA) and two-photon induced emission properties were investigated.•These compounds emit red light excited by the femtosecond pulsed laser of 820nm.•Strong electron donor, enlarged conjugation and branched structure favored the increasing of TPA. We synthesized H-shaped conjugated compounds T1, T2, TP2 and P2, in which 2,1,3-benzothiadiazole was used as the core, and triphenylamine as well as phenothiazine was employed as the terminal group. It was found that they emitted red light in toluene excited either by the light of ca. 400nm or by the femtosecond pulsed laser of 820nm, meaning that the obtained 2,1,3-benzothiadiazole-based compounds exhibited two-photon absorption (TPA) activities. The results suggested that the strong electron donating ability of the donor, enlarged conjugation, branched and unsymmetrical structures favored the increasing of TPA abilities of the dyes.