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Chiral microneedles from an achiral bis(boron dipyrromethene): spontaneous mirror symmetry breaking leading to a promising photoluminescent organic material

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Gartzia-Rivero, Leire and Ray Leiva, César and Sánchez Carnerero, Esther M. Márquez and Bañuelos, Jorge and Moreno Jiménez, Florencio and Lora Maroto, Beatriz and García Moreno, Inmacualada and Infantes, Lourdes and Méndez Martín, Bianchi and López Arbeloa, Íñigo María (2019) Chiral microneedles from an achiral bis(boron dipyrromethene): spontaneous mirror symmetry breaking leading to a promising photoluminescent organic material. Langmuir, 35 (14). pp. 5021-5028. ISSN 0743-7463

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Official URL: http://dx.doi.org/10.1021/acs.langmuir.9b00409


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Abstract

Supramolecular self-assembly of a highly flexible and achiral meso bis(boron dipyrromethene) [bis-(BODIPY)] dye straightforwardly yields fluorescent micro-fibers, exhibiting an intriguing anisotropic photonic behavior. This performance includes the generation of chiroptical activity owing to spontaneous mirror symmetry breaking (SMSB). Repetition of several self-assembly experiments demonstrates that the involved SMSB is not stochastic but quasi deterministic in the direction of the induced chiral asymmetry. The origin of these intriguing (chiro)photonic properties is revealed by fluorescent microspectroscopy studies of individual micrometric objects, combined with X-ray diffraction elucidation of microcrystals. Such a study demonstrates that J-like excitonic coupling between bis(BODIPY) units plays a fundamental role in their supramolecular organization, leading to axial chirality. Interestingly, the photonic behavior of the obtained fibers is ruled by inherent nonradiative pathways from the involved push-pull chromophores, and mainly by the complex excitonic interactions induced by their anisotropic supramolecular organization.


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©2019 American Chemical Society
Artículo firmado por más de diez autores
We gratefully acknowledge the Spanish Ministerio de Economia y Competitividad for financial support (projects MAT2017-83856-C3-1-P, 2-P and 3-P). We also acknowledge Gobierno Vasco for financial support (project IT912-16).

Uncontrolled Keywords:State fluorescence emission; Drug-delivery; Bodipy dye; Crystal; Design; Bis (halobodipys); Nanoparticles; Nanomaterials; Organization; Enhancement
Subjects:Sciences > Physics > Materials
Sciences > Physics > Solid state physics
ID Code:55599
Deposited On:07 Jun 2019 16:54
Last Modified:07 Jun 2019 16:54

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