title: Development of excellent long-wavelength BODIPY laser dyes with a strategy that combines extending π-conjugation and tuning ICT effect.
abstract: By comparison and combination of two strategies, extending π-conjugation and tuning Intramolecular Charge Transfer (ICT) effect, new long-wavelength BODIPY dyes have been efficiently synthesized. The new chromophores exhibit good optical properties: high fluorescence quantum yields, exceptionally large molar extinction coefficients, narrow red-emission bands, and relatively large Stokes shifts etc., in polar or apolar solvents. Besides, the new dyes, under transversal pumping at 532 nm, exhibit highly efficient and stable laser emission tunable from the green to NIR spectral region (570-725 nm). Moreover, one of these new BODIPY derivatives shows cell membrane permeability and bright intracellular red fluorescence. These advantageous characteristics assure the potential of these dyes for biophotonic applications.
authors.affiliation: State Key Laboratory of Fine Chemicals, Dalian University of Technology, Linggong Road 2, 116024 Dalian, China.
authors.forename: Dakui
authors.initials: D
authors.lastname: Zhang
authors.forename: Virginia
authors.initials: V
authors.lastname: Martín
authors.forename: Inmaculada
authors.initials: I
authors.lastname: García-Moreno
authors.forename: Angel
authors.initials: A
authors.lastname: Costela
authors.forename: M Eugenia
authors.initials: ME
authors.lastname: Pérez-Ojeda
authors.forename: Yi
authors.initials: Y
authors.lastname: Xiao
mesh_terms: D000085:Acetates / Q000737:chemistry; D000096:Acetone / Q000737:chemistry; D000097:Acetonitriles / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003593:Cytoplasm / Q000378:metabolism; D004563:Electrochemistry; D000431:Ethanol / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D006586:Hexanes / Q000737:chemistry; D006801:Humans; D054025:Lasers, Dye; D053844:Lasers, Solid-State; D000432:Methanol / Q000737:chemistry; D008752:Methylene Chloride / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D055095:Optics and Photonics; D010782:Photolysis / Q000528:radiation effects; D011789:Quantum Theory; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013053:Spectrophotometry; D014270:Trifluoroethanol / Q000737:chemistry
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D000085:Acetates; D000097:Acetonitriles; D001896:Boron Compounds; D005456:Fluorescent Dyes; D006586:Hexanes; D012997:Solvents; D000096:Acetone; D000431:Ethanol; D008752:Methylene Chloride; D014270:Trifluoroethanol; C007650:ethyl acetate; D000432:Methanol; C032159:acetonitrile