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Issue 63, 2016
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Synthesis, two-photon absorption and aggregation-induced emission properties of multi-branched triphenylamine derivatives based on diketopyrrolopyrrole for bioimaging

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Abstract

In this work, three new diketopyrrolopyrrole (DPP)-based multi-branched derivatives (YJ-1, YJ-2 and YJ-3) with triphenylamine, 2,4,6-tri([1,1′-biphenyl]-4-yl)-1,3,5-triazine and 2,2′,2′′-(nitrilotr-is([1,1′-biphenyl]-4′,4-diyl))tris(3-phenylacrylonitrile) cores have been designed and synthesized. Their one- and two-photon absorption properties have been investigated. The two-photon absorption cross sections (σ) measured by the open aperture Z-scan technique are determined to be 2912, 2016 and 2800 GM for YJ-(1–3), respectively. This result indicates that donor–acceptor–donor (D–A–D)-type molecules are benefit to improve σ and their σ data increase with the better intramolecular charge transfer (ICT). Also, all of the three DPP derivatives exhibit good aggregation-induced emission (AIE) properties which are very weakly fluorescent in DMF, but a strong red fluorescent emission in solid state and in the aggregate state. More importantly, diketopyrrolopyrrole with tri-phenylamine (YJ-1) was applied for cell imaging and two-photon excited fluorescence in vivo imaging of mouse ear.

Graphical abstract: Synthesis, two-photon absorption and aggregation-induced emission properties of multi-branched triphenylamine derivatives based on diketopyrrolopyrrole for bioimaging

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Publication details

The article was received on 01 May 2016, accepted on 09 Jun 2016 and first published on 10 Jun 2016


Article type: Paper
DOI: 10.1039/C6RA11269B
RSC Adv., 2016,6, 58434-58442

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    Synthesis, two-photon absorption and aggregation-induced emission properties of multi-branched triphenylamine derivatives based on diketopyrrolopyrrole for bioimaging

    J. Yang, H. Tan, D. Li, T. Jiang, Y. Gao, B. Li, X. Qu and J. Hua, RSC Adv., 2016, 6, 58434
    DOI: 10.1039/C6RA11269B

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