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Synthesis and Two‐Photon Absorption Properties of Ladder‐Type Chromophores with Functionalized Pyrazine Units Fused as the End‐Groups
Author(s) -
Lin TzuChau,
Tsai BoKai,
Liu YiYou,
Tsai MingYu
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402622
Subject(s) - chemistry , pyrazine , chromophore , phenylene , two photon absorption , molecule , molecular switch , absorption (acoustics) , fluorene , structural motif , photochemistry , stereochemistry , organic chemistry , polymer , materials science , optics , laser , biochemistry , physics , composite material
Three new multipolar chromophores based on ladder‐type units (fluorene, indenofluorene, and bisindenofluorene) as the central π‐bridges and with functionalized pyrazine moieties fused at the molecular terminal positions have been designed and synthesized in order to serve as a set of model compounds for the study of possible effects on the molecular two‐photon absorption (2PA) properties that might be introducible by the structural arrangement. Preliminary experimental results showed that these model dye molecules display broad and intense 2PA in the near‐IR region. Tentative analysis of the relationship between structure and 2PA revealed that the π‐conjugation length of the central oligo‐ p ‐phenylene component is closely related to the magnitude of overall molecular 2PA and that such a structural motif provides access to highly efficient nonlinear absorbers.