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Large Two‐Photon Absorption of Terpyridine‐Based Quadrupolar Derivatives: Towards their Applications in Optical Limiting and Biological Imaging
Authors:Dr Tingchao He  Dr Zheng Bang Lim  Lin Ma  Dr Hairong Li  Deepa Rajwar  Dr Yongjun Ying  Dr Ziyun Di  Prof Andrew C Grimsdale  Prof Handong Sun
Institution:1. Division of Physics and Applied Physics, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore), Fax: (+65)?67957981;2. School of Materials Science and Engineering, Nanyang Technological University, Singapore 637371 (Singapore);3. Department of Materials, University of Oxford, Parks Road, Oxford OX1 3PN (UK);4. Centre for Disruptive Photonic Technologies, Nanyang Technological University, Singapore 637378 (Singapore)
Abstract:Developing organic chromophores with large two‐photon absorption (TPA) in both organic solvents and aqueous media is crucial owing to their applications in solid‐state photonic devices and biological imaging. Herein, a series of novel terpyridine‐based quadrupolar derivatives have been synthesized. The influences of electron‐donating group, type of conjugated bridge, as well as solvent polarity on the molecular TPA properties have been investigated in detail. In contrast to the case in organic solvents, bis(thienyl)‐benzothiadiazole as a rigid conjugated bridge will completely quench molecular two‐photon emission in aqueous media. However, the combination of alkylcarbazole as the donor and bis(styryl)benzene as a conjugation bridge can enlarge molecular TPA cross‐sections in both organic solvent and aqueous media. The reasonable two‐photon emission brightness for the organic nanoparticles of chromophores 3 – 5 in the aqueous media, prepared by the reprecipitation method, enables them to be used as probes for in vivo biological imaging.
Keywords:fluorescence  nonlinear optics  quadrupolar derivatives  terpyridine  two‐photon absorption
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