Rationally designed two-photon absorption compounds based on benzoxazole derivatives: structure–property relationships and bio-imaging applications. Issue 16 (6th April 2016)

• Record Type: Journal Article
• Authors: Ge, Xinping; Gan, Xiaoping; Yao, Shun; Wang, Kang; Zhu, Weiju; Yu, Jianhua; Wu, Jieying; Tian, Yupeng; Zhou, Hongping
• Is Part Of: Journal of materials chemistry. Volume 4:Issue 16(2016)
• Page Start: 2785
• Page End: 2793
• Publication Date: 2016-04-06
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Biomedical materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c6tb00201c
• Languages: English
• ISSNs: 2050-750X

Abstract

Abstract : Five rationally designed benzoxazole-based two photon absorption compounds were reported and their structure–property relationships were summarized clearly. Abstract : A new series of benzoxazole-based two-photon absorption (2PA) chromophores (T1–5 ) were synthesized and fully characterized. Among them, T1–3 are linear donor (D)–π–acceptor (A) type fluorophores with various electron-donating groups, whileT4 andT5 are multi-branched compounds stemming fromT3 . Their photophysical properties have been systematically investigated, and the two-photon absorption properties indicate that the highest 2PA cross-section ( σ 2PA ) is 2702 GM forT5 (in DMF). Structure–property relationships of the chromophores are comprehensively discussed based on their optical properties, crystal structures and density functional theory (DFT) calculations. In addition, a two-photon fluorescence cell imaging experiment demonstrates the potential bio-application ofT1–5 with good photostability and low cytotoxicity.