Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence
Purely organic materials showing room temperature phosphorescence (RTP) and ultralong RTP (OURTP) have recently attracted much attention. However, it is challenging to integrate circularly polarized luminescence (CPL) into RTP/OURTP. Here, we show a strategy to realize CPL‐active OURTP (CP‐OURTP) by...
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description | Purely organic materials showing room temperature phosphorescence (RTP) and ultralong RTP (OURTP) have recently attracted much attention. However, it is challenging to integrate circularly polarized luminescence (CPL) into RTP/OURTP. Here, we show a strategy to realize CPL‐active OURTP (CP‐OURTP) by binding an achiral phosphor group directly to the chiral center of an ester chain. Engineering of this flexible chiral chain enables efficient chirality transfer to carbazole aggregates, resulting in strong CP‐OURTP with a lifetime of over 0.6 s and dissymmetry factor of 2.3×10−3 after the conformation regulation upon photo‐activation. The realized CP‐OURTP is thus stable at room temperature but can be deactivated quickly at 50 °C to CP‐RTP with high CPL stability during the photo‐activation/thermal‐deactivation cycles. Based on this extraordinary photo/thermal‐responsive and highly reversible CP‐OURTP/RTP, a CPL‐featured lifetime‐encrypted combinational logic device has been successfully established.
Circularly polarized organic ultralong room temperature phosphorescence (CP‐OURTP) of small molecules is realized by direct bonding of achiral carbazole to a chiral ester chain for efficient chirality transfer and molecular packing arrangement upon photo‐activation. The photo‐activated CP‐OURTP can be facilely deactivated by thermal treatment for stimuli‐responsive reversible CP‐OURTP with high photo/thermal stabilities. |
doi_str_mv | 10.1002/anie.201915164 |
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Circularly polarized organic ultralong room temperature phosphorescence (CP‐OURTP) of small molecules is realized by direct bonding of achiral carbazole to a chiral ester chain for efficient chirality transfer and molecular packing arrangement upon photo‐activation. The photo‐activated CP‐OURTP can be facilely deactivated by thermal treatment for stimuli‐responsive reversible CP‐OURTP with high photo/thermal stabilities.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201915164</identifier><identifier>PMID: 31901181</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Activation ; aggregation coupling engineering ; Carbazole ; Carbazoles ; Chains ; Chirality ; Circular polarization ; circularly polarized luminescence ; Conformation ; Deactivation ; logic device ; Organic materials ; organic ultralong room temperature phosphorescence ; Phosphorescence ; Phosphors ; Room temperature ; Service life assessment ; stimuli-responsive</subject><ispartof>Angewandte Chemie International Edition, 2020-03, Vol.59 (12), p.4756-4762</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>2020 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4764-b24a88bc1014746d9806eef88b643aca18fb98c1ae0861c044049f7c1ab1eb953</citedby><cites>FETCH-LOGICAL-c4764-b24a88bc1014746d9806eef88b643aca18fb98c1ae0861c044049f7c1ab1eb953</cites><orcidid>0000-0003-0222-0296</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201915164$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201915164$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31901181$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li, Hui</creatorcontrib><creatorcontrib>Li, Huanhuan</creatorcontrib><creatorcontrib>Wang, Wu</creatorcontrib><creatorcontrib>Tao, Ye</creatorcontrib><creatorcontrib>Wang, Shuang</creatorcontrib><creatorcontrib>Yang, Qingqing</creatorcontrib><creatorcontrib>Jiang, Yunbo</creatorcontrib><creatorcontrib>Zheng, Chao</creatorcontrib><creatorcontrib>Huang, Wei</creatorcontrib><creatorcontrib>Chen, Runfeng</creatorcontrib><title>Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>Purely organic materials showing room temperature phosphorescence (RTP) and ultralong RTP (OURTP) have recently attracted much attention. However, it is challenging to integrate circularly polarized luminescence (CPL) into RTP/OURTP. Here, we show a strategy to realize CPL‐active OURTP (CP‐OURTP) by binding an achiral phosphor group directly to the chiral center of an ester chain. Engineering of this flexible chiral chain enables efficient chirality transfer to carbazole aggregates, resulting in strong CP‐OURTP with a lifetime of over 0.6 s and dissymmetry factor of 2.3×10−3 after the conformation regulation upon photo‐activation. The realized CP‐OURTP is thus stable at room temperature but can be deactivated quickly at 50 °C to CP‐RTP with high CPL stability during the photo‐activation/thermal‐deactivation cycles. Based on this extraordinary photo/thermal‐responsive and highly reversible CP‐OURTP/RTP, a CPL‐featured lifetime‐encrypted combinational logic device has been successfully established.
Circularly polarized organic ultralong room temperature phosphorescence (CP‐OURTP) of small molecules is realized by direct bonding of achiral carbazole to a chiral ester chain for efficient chirality transfer and molecular packing arrangement upon photo‐activation. The photo‐activated CP‐OURTP can be facilely deactivated by thermal treatment for stimuli‐responsive reversible CP‐OURTP with high photo/thermal stabilities.</description><subject>Activation</subject><subject>aggregation coupling engineering</subject><subject>Carbazole</subject><subject>Carbazoles</subject><subject>Chains</subject><subject>Chirality</subject><subject>Circular polarization</subject><subject>circularly polarized luminescence</subject><subject>Conformation</subject><subject>Deactivation</subject><subject>logic device</subject><subject>Organic materials</subject><subject>organic ultralong room temperature phosphorescence</subject><subject>Phosphorescence</subject><subject>Phosphors</subject><subject>Room temperature</subject><subject>Service life assessment</subject><subject>stimuli-responsive</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKxDAUhoMo3rcupeDGTcecJtMmSxm8gajouBNKmjnVSNrUZKqMKx_BZ_RJjIyO4MbVCYfvfPn5CdkBOgBKswPVGhxkFCQMIedLZB2GGaSsKNhyfHPG0kIMYY1shPAYeSFovkrWGEgKIGCd3N1MTdNb8_H2fo2hc20wz5iMjNe9Vd7OkisXp3nFSXLp7-NvOrm1U6-sa--Ta-eaZIxNh15Ne4_J1YML3YPzGDS2GrfISq1swO3vuUluj4_Go9P0_PLkbHR4nmpe5DytMq6EqDRQ4AXPJzKGRKzjKudMaQWirqTQoJCKHDTlnHJZF3FRAVZyyDbJ_tzbeffUY5iWjYkJrFUtuj6UGWMsp1JmMqJ7f9BH1_s2potUEcUFBxapwZzS3oXgsS47bxrlZyXQ8qv38qv3ctF7PNj91vZVg5MF_lN0BOQceDEWZ__oysOLs6Nf-Sd_H5CZ</recordid><startdate>20200316</startdate><enddate>20200316</enddate><creator>Li, Hui</creator><creator>Li, Huanhuan</creator><creator>Wang, Wu</creator><creator>Tao, Ye</creator><creator>Wang, Shuang</creator><creator>Yang, Qingqing</creator><creator>Jiang, Yunbo</creator><creator>Zheng, Chao</creator><creator>Huang, Wei</creator><creator>Chen, Runfeng</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-0222-0296</orcidid></search><sort><creationdate>20200316</creationdate><title>Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence</title><author>Li, Hui ; Li, Huanhuan ; Wang, Wu ; Tao, Ye ; Wang, Shuang ; Yang, Qingqing ; Jiang, Yunbo ; Zheng, Chao ; Huang, Wei ; Chen, Runfeng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4764-b24a88bc1014746d9806eef88b643aca18fb98c1ae0861c044049f7c1ab1eb953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Activation</topic><topic>aggregation coupling engineering</topic><topic>Carbazole</topic><topic>Carbazoles</topic><topic>Chains</topic><topic>Chirality</topic><topic>Circular polarization</topic><topic>circularly polarized luminescence</topic><topic>Conformation</topic><topic>Deactivation</topic><topic>logic device</topic><topic>Organic materials</topic><topic>organic ultralong room temperature phosphorescence</topic><topic>Phosphorescence</topic><topic>Phosphors</topic><topic>Room temperature</topic><topic>Service life assessment</topic><topic>stimuli-responsive</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Hui</creatorcontrib><creatorcontrib>Li, Huanhuan</creatorcontrib><creatorcontrib>Wang, Wu</creatorcontrib><creatorcontrib>Tao, Ye</creatorcontrib><creatorcontrib>Wang, Shuang</creatorcontrib><creatorcontrib>Yang, Qingqing</creatorcontrib><creatorcontrib>Jiang, Yunbo</creatorcontrib><creatorcontrib>Zheng, Chao</creatorcontrib><creatorcontrib>Huang, Wei</creatorcontrib><creatorcontrib>Chen, Runfeng</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Hui</au><au>Li, Huanhuan</au><au>Wang, Wu</au><au>Tao, Ye</au><au>Wang, Shuang</au><au>Yang, Qingqing</au><au>Jiang, Yunbo</au><au>Zheng, Chao</au><au>Huang, Wei</au><au>Chen, Runfeng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2020-03-16</date><risdate>2020</risdate><volume>59</volume><issue>12</issue><spage>4756</spage><epage>4762</epage><pages>4756-4762</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Purely organic materials showing room temperature phosphorescence (RTP) and ultralong RTP (OURTP) have recently attracted much attention. However, it is challenging to integrate circularly polarized luminescence (CPL) into RTP/OURTP. Here, we show a strategy to realize CPL‐active OURTP (CP‐OURTP) by binding an achiral phosphor group directly to the chiral center of an ester chain. Engineering of this flexible chiral chain enables efficient chirality transfer to carbazole aggregates, resulting in strong CP‐OURTP with a lifetime of over 0.6 s and dissymmetry factor of 2.3×10−3 after the conformation regulation upon photo‐activation. The realized CP‐OURTP is thus stable at room temperature but can be deactivated quickly at 50 °C to CP‐RTP with high CPL stability during the photo‐activation/thermal‐deactivation cycles. Based on this extraordinary photo/thermal‐responsive and highly reversible CP‐OURTP/RTP, a CPL‐featured lifetime‐encrypted combinational logic device has been successfully established.
Circularly polarized organic ultralong room temperature phosphorescence (CP‐OURTP) of small molecules is realized by direct bonding of achiral carbazole to a chiral ester chain for efficient chirality transfer and molecular packing arrangement upon photo‐activation. The photo‐activated CP‐OURTP can be facilely deactivated by thermal treatment for stimuli‐responsive reversible CP‐OURTP with high photo/thermal stabilities.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>31901181</pmid><doi>10.1002/anie.201915164</doi><tpages>7</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0003-0222-0296</orcidid></addata></record> |
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subjects | Activation aggregation coupling engineering Carbazole Carbazoles Chains Chirality Circular polarization circularly polarized luminescence Conformation Deactivation logic device Organic materials organic ultralong room temperature phosphorescence Phosphorescence Phosphors Room temperature Service life assessment stimuli-responsive |
title | Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence |
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