Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Push–Pull-Type Polychlorotriphenylmethyl Radicals: New Two-Photon Absorbers and Dyes for Generation of Photo-Charges

Push–Pull-Type Polychlorotriphenylmethyl Radicals: New Two-Photon Absorbers and Dyes for Generation of Photo-Charges
Paula Mayorga Burrezo, Zheng Long Lim, Jishan Wu, Christoph Lambert, Xiaojin Wu, Samara Medina, Francisco J. Ramírez, Juan Casado, Jun Oh Kim, Dongho Kim, Shaofei Wu
Tri(4-iodo-2,3,5,6-tetrachlorophenyl)methane (2) is reported as a general building block for the synthesis of various π-conjugated polychlorotriphenylmethyl (PTM) radicals. Three push–pull-type triphenylamine-substituted PTM radicals with different substitution patterns were prepared and all exhibited intense inter-valence charge-transfer bands and large two-photon absorption (TPA) cross sections. Moreover, increase of solvent polarity also resulted in improved TPA response. The charge-transfer character of the relevant excited states provoked the efficient photo-generation of charges, anions in the PTM and cations in the amine arms, driven by the amphoteric redox character and the small coupling between donor and acceptor. Push and pull: Three triphenylamine-substituted polychlorotriphenylmethyl (PTM) radicals are prepared through a new route and their fundamental properties are studied, disclosing large two-photon absorption cross sections and fast generation of photo-charges given the appropriate design of the donor towards the PTM acceptor.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701875

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