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Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring

Solvent chirality transfer of (S)-/(R)-limonenes allows the instant generation of optically active PF8P2 aggregates with distinct circular dichroism (CD)/circularly polarized luminescence (CPL) amplitudes with a high quantum yield of 16–20%. The present paper also reports subtle mirror-symmetry-brea...

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Detalles Bibliográficos
Autores principales: Fujiki, Michiya, Kawagoe, Yoshifumi, Nakano, Yoko, Nakao, Ayako
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269764/
https://www.ncbi.nlm.nih.gov/pubmed/23774943
http://dx.doi.org/10.3390/molecules18067035
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author Fujiki, Michiya
Kawagoe, Yoshifumi
Nakano, Yoko
Nakao, Ayako
author_facet Fujiki, Michiya
Kawagoe, Yoshifumi
Nakano, Yoko
Nakao, Ayako
author_sort Fujiki, Michiya
collection PubMed
description Solvent chirality transfer of (S)-/(R)-limonenes allows the instant generation of optically active PF8P2 aggregates with distinct circular dichroism (CD)/circularly polarized luminescence (CPL) amplitudes with a high quantum yield of 16–20%. The present paper also reports subtle mirror-symmetry-breaking effects in CD-/CPL-amplitude and sign, CD/UV-vis spectral wavelengths, and photodynamics of the aggregates, though the reasons for the anomaly are unsolved. However, these photophysical properties depend on (i) the chemical natures of chiral and achiral molecules when used in solvent quantity, (ii) clockwise and counterclockwise stirring operations, and (iii) the order of addition of limonene and methanol to the chloroform solution.
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spelling pubmed-62697642018-12-17 Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring Fujiki, Michiya Kawagoe, Yoshifumi Nakano, Yoko Nakao, Ayako Molecules Article Solvent chirality transfer of (S)-/(R)-limonenes allows the instant generation of optically active PF8P2 aggregates with distinct circular dichroism (CD)/circularly polarized luminescence (CPL) amplitudes with a high quantum yield of 16–20%. The present paper also reports subtle mirror-symmetry-breaking effects in CD-/CPL-amplitude and sign, CD/UV-vis spectral wavelengths, and photodynamics of the aggregates, though the reasons for the anomaly are unsolved. However, these photophysical properties depend on (i) the chemical natures of chiral and achiral molecules when used in solvent quantity, (ii) clockwise and counterclockwise stirring operations, and (iii) the order of addition of limonene and methanol to the chloroform solution. MDPI 2013-06-17 /pmc/articles/PMC6269764/ /pubmed/23774943 http://dx.doi.org/10.3390/molecules18067035 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Fujiki, Michiya
Kawagoe, Yoshifumi
Nakano, Yoko
Nakao, Ayako
Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring
title Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring
title_full Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring
title_fullStr Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring
title_full_unstemmed Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring
title_short Mirror-Symmetry-Breaking in Poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (PF8P2) is Susceptible to Terpene Chirality, Achiral Solvents, and Mechanical Stirring
title_sort mirror-symmetry-breaking in poly[(9,9-di-n-octylfluorenyl- 2,7-diyl)-alt-biphenyl] (pf8p2) is susceptible to terpene chirality, achiral solvents, and mechanical stirring
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269764/
https://www.ncbi.nlm.nih.gov/pubmed/23774943
http://dx.doi.org/10.3390/molecules18067035
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