Tailoring the Solid-State Fluorescence Emission of BODIPY Dyes by meso Substitution

Sungwoo Kim; Jean Bouffard; Youngmi Kim

doi:10.1002/chem.201503040

Tailoring the Solid-State Fluorescence Emission of BODIPY Dyes by meso Substitution

Sungwoo Kim, Jean Bouffard, Youngmi Kim

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

107 Scopus citations

Abstract

4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives bearing varied substituents at the meso position (i.e., CF₃, CH₃, COOR, CHO, CN, Cl, iPr) were synthesized to elucidate the structure-property relationships that give rise to emissive J-aggregates. Several new BODIPY derivatives can be added to the previously reported 1,3,5,7-tetramethyl-8-trifluoromethyl derivative to the list of those forming J-aggregates, in addition to other dyes that are emissive in the solid state without forming J-aggregates.

Original language	English
Pages (from-to)	17459-17465
Number of pages	7
Journal	Chemistry - A European Journal
Volume	21
Issue number	48
DOIs	https://doi.org/10.1002/chem.201503040
State	Published - 23 Nov 2015

Bibliographical note

Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

BODIPY
J-aggregation
aggregation-induced enhanced emission
solid-state emission
vapor sensing

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title = "Tailoring the Solid-State Fluorescence Emission of BODIPY Dyes by meso Substitution",

abstract = "4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives bearing varied substituents at the meso position (i.e., CF3, CH3, COOR, CHO, CN, Cl, iPr) were synthesized to elucidate the structure-property relationships that give rise to emissive J-aggregates. Several new BODIPY derivatives can be added to the previously reported 1,3,5,7-tetramethyl-8-trifluoromethyl derivative to the list of those forming J-aggregates, in addition to other dyes that are emissive in the solid state without forming J-aggregates.",

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author = "Sungwoo Kim and Jean Bouffard and Youngmi Kim",

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doi = "10.1002/chem.201503040",

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AU - Bouffard, Jean

AU - Kim, Youngmi

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N2 - 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives bearing varied substituents at the meso position (i.e., CF3, CH3, COOR, CHO, CN, Cl, iPr) were synthesized to elucidate the structure-property relationships that give rise to emissive J-aggregates. Several new BODIPY derivatives can be added to the previously reported 1,3,5,7-tetramethyl-8-trifluoromethyl derivative to the list of those forming J-aggregates, in addition to other dyes that are emissive in the solid state without forming J-aggregates.

AB - 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives bearing varied substituents at the meso position (i.e., CF3, CH3, COOR, CHO, CN, Cl, iPr) were synthesized to elucidate the structure-property relationships that give rise to emissive J-aggregates. Several new BODIPY derivatives can be added to the previously reported 1,3,5,7-tetramethyl-8-trifluoromethyl derivative to the list of those forming J-aggregates, in addition to other dyes that are emissive in the solid state without forming J-aggregates.

KW - BODIPY

KW - J-aggregation

KW - aggregation-induced enhanced emission

KW - solid-state emission

KW - vapor sensing

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M3 - Article

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JF - Chemistry - A European Journal

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ER -

Tailoring the Solid-State Fluorescence Emission of BODIPY Dyes by meso Substitution

Abstract

Bibliographical note

Keywords

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