Observation of Chiral-selective room-temperature phosphorescence enhancement via chirality-dependent energy transfer

Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to their high modulation flexibility, and yet challenges remain with respect to mechanistic elucidations and advantageous applications. Here we s...

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Published inNature communications Vol. 14; no. 1; p. 1514
Main Authors Chen, Biao, Huang, Wenhuan, Zhang, Guoqing
Format Journal Article
LanguageEnglish
Published London Nature Publishing Group UK 18.03.2023
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Abstract Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to their high modulation flexibility, and yet challenges remain with respect to mechanistic elucidations and advantageous applications. Here we show that by constructing guest-host doped RTP systems from chiral components, namely, chiral amino compound-modified phthalimide hosts and naphthalimide guests, a chiral-selective RTP enhancement phenomenon can be observed. For example, R -enantiomeric guests in R -enantiomeric hosts produce strong red RTP afterglow while no appreciable RTP could be observed in the S-R guest-host counterpart. An unprecedented RTP intensity difference > 10 2 folds with the ability to distinguish an enantiomeric excess of 98% could be achieved. Temperature-dependent measurements suggest that a chirality-dependent energy transfer process may be involved in the observed phenomenon, which can be harnessed to extend the RTP application to the chiral recognition of amino compounds, such as amino alcohols. Despite increasing interest in organic room temperature phosphorescence, it can still be challenging to determine mechanism and develop practical applications. Here, the authors report room temperature phosphorescent systems from chiral components, with strong phosphorescence observed only when both host and guest had the same chirality.
AbstractList Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to their high modulation flexibility, and yet challenges remain with respect to mechanistic elucidations and advantageous applications. Here we show that by constructing guest-host doped RTP systems from chiral components, namely, chiral amino compound-modified phthalimide hosts and naphthalimide guests, a chiral-selective RTP enhancement phenomenon can be observed. For example, R -enantiomeric guests in R -enantiomeric hosts produce strong red RTP afterglow while no appreciable RTP could be observed in the S-R guest-host counterpart. An unprecedented RTP intensity difference > 10 2 folds with the ability to distinguish an enantiomeric excess of 98% could be achieved. Temperature-dependent measurements suggest that a chirality-dependent energy transfer process may be involved in the observed phenomenon, which can be harnessed to extend the RTP application to the chiral recognition of amino compounds, such as amino alcohols. Despite increasing interest in organic room temperature phosphorescence, it can still be challenging to determine mechanism and develop practical applications. Here, the authors report room temperature phosphorescent systems from chiral components, with strong phosphorescence observed only when both host and guest had the same chirality.
Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to their high modulation flexibility, and yet challenges remain with respect to mechanistic elucidations and advantageous applications. Here we show that by constructing guest-host doped RTP systems from chiral components, namely, chiral amino compound-modified phthalimide hosts and naphthalimide guests, a chiral-selective RTP enhancement phenomenon can be observed. For example, R-enantiomeric guests in R-enantiomeric hosts produce strong red RTP afterglow while no appreciable RTP could be observed in the S-R guest-host counterpart. An unprecedented RTP intensity difference > 102 folds with the ability to distinguish an enantiomeric excess of 98% could be achieved. Temperature-dependent measurements suggest that a chirality-dependent energy transfer process may be involved in the observed phenomenon, which can be harnessed to extend the RTP application to the chiral recognition of amino compounds, such as amino alcohols.Despite increasing interest in organic room temperature phosphorescence, it can still be challenging to determine mechanism and develop practical applications. Here, the authors report room temperature phosphorescent systems from chiral components, with strong phosphorescence observed only when both host and guest had the same chirality.
Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to their high modulation flexibility, and yet challenges remain with respect to mechanistic elucidations and advantageous applications. Here we show that by constructing guest-host doped RTP systems from chiral components, namely, chiral amino compound-modified phthalimide hosts and naphthalimide guests, a chiral-selective RTP enhancement phenomenon can be observed. For example, R-enantiomeric guests in R-enantiomeric hosts produce strong red RTP afterglow while no appreciable RTP could be observed in the S-R guest-host counterpart. An unprecedented RTP intensity difference > 10 folds with the ability to distinguish an enantiomeric excess of 98% could be achieved. Temperature-dependent measurements suggest that a chirality-dependent energy transfer process may be involved in the observed phenomenon, which can be harnessed to extend the RTP application to the chiral recognition of amino compounds, such as amino alcohols.
Abstract Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to their high modulation flexibility, and yet challenges remain with respect to mechanistic elucidations and advantageous applications. Here we show that by constructing guest-host doped RTP systems from chiral components, namely, chiral amino compound-modified phthalimide hosts and naphthalimide guests, a chiral-selective RTP enhancement phenomenon can be observed. For example, R -enantiomeric guests in R -enantiomeric hosts produce strong red RTP afterglow while no appreciable RTP could be observed in the S-R guest-host counterpart. An unprecedented RTP intensity difference > 10 2 folds with the ability to distinguish an enantiomeric excess of 98% could be achieved. Temperature-dependent measurements suggest that a chirality-dependent energy transfer process may be involved in the observed phenomenon, which can be harnessed to extend the RTP application to the chiral recognition of amino compounds, such as amino alcohols.
Despite increasing interest in organic room temperature phosphorescence, it can still be challenging to determine mechanism and develop practical applications. Here, the authors report room temperature phosphorescent systems from chiral components, with strong phosphorescence observed only when both host and guest had the same chirality.
ArticleNumber 1514
Author Zhang, Guoqing
Chen, Biao
Huang, Wenhuan
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SSID ssj0000391844
Score 2.5524957
Snippet Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years due to...
Abstract Pure organic room-temperature phosphorescence (RTP), particularly from guest-host doped systems, has seen exponential growth in the last several years...
Despite increasing interest in organic room temperature phosphorescence, it can still be challenging to determine mechanism and develop practical applications....
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StartPage 1514
SubjectTerms 140/131
140/58
639/301/923/3931
639/638/298/398
639/638/440/527/1819
Afterglows
Alcohols
Chirality
Data encryption
Energy
Energy transfer
Humanities and Social Sciences
Lifetime
multidisciplinary
Phosphorescence
Phthalimide
Phthalimides
Room temperature
Science
Science (multidisciplinary)
Temperature dependence
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Title Observation of Chiral-selective room-temperature phosphorescence enhancement via chirality-dependent energy transfer
URI https://link.springer.com/article/10.1038/s41467-023-37157-w
https://www.ncbi.nlm.nih.gov/pubmed/36934094
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https://search.proquest.com/docview/2788798558
https://pubmed.ncbi.nlm.nih.gov/PMC10024683
https://doaj.org/article/c162b4ab30234989ac6bdd9790d22611
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