Synthesis and Fluorescent Properties of Multi-Functionalized C 70 Derivatives of C 70 (OCH 3 ) 10 [C(COOEt) 2 ] and C 70 (OCH 3 ) 10 [C(COOEt) 2 ] 2
Due to the partially reduced π-conjugation of the fullerene cage, multi-functionalized fullerene derivatives exhibit remarkable fluorescent properties compared to pristine fullerenes, which have high potential for application in organic light-emitting diodes (OLEDs). In this study two multi-function...
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Veröffentlicht in: | Nanomaterials (Basel, Switzerland) Switzerland), 2022-04, Vol.12 (9) |
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creator | Luan, Ke Wang, Lu Xie, Fang-Fang Chen, Bin-Wen Chen, Zuo-Chang Deng, Lin-Long Xie, Su-Yuan Zheng, Lan-Sun |
description | Due to the partially reduced π-conjugation of the fullerene cage, multi-functionalized fullerene derivatives exhibit remarkable fluorescent properties compared to pristine fullerenes, which have high potential for application in organic light-emitting diodes (OLEDs). In this study two multi-functionalized C
derivatives, C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
, with excellent fluorescence properties, were designed and synthesized. Compared with C
(OCH
)
containing a single kind of functional group, both the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
exhibited enhanced fluorescence properties with blue fluorescence emission. The fluorescence quantum yields of the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
were 1.94% and 2.30%, respectively, which were about ten times higher than that of C
(OCH
)
. The theoretical calculations revealed that the multi-functionalization of the C
increased the S
-T
energy gap, reducing the intersystem crossing efficiency, resulting in the higher fluorescence quantum yield of the C
derivatives. The results indicate that multi-functionalization is a viable strategy to improve the fluorescence of fullerene derivatives. |
doi_str_mv | 10.3390/nano12091426 |
format | Article |
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derivatives, C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
, with excellent fluorescence properties, were designed and synthesized. Compared with C
(OCH
)
containing a single kind of functional group, both the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
exhibited enhanced fluorescence properties with blue fluorescence emission. The fluorescence quantum yields of the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
were 1.94% and 2.30%, respectively, which were about ten times higher than that of C
(OCH
)
. The theoretical calculations revealed that the multi-functionalization of the C
increased the S
-T
energy gap, reducing the intersystem crossing efficiency, resulting in the higher fluorescence quantum yield of the C
derivatives. The results indicate that multi-functionalization is a viable strategy to improve the fluorescence of fullerene derivatives.</description><identifier>ISSN: 2079-4991</identifier><identifier>EISSN: 2079-4991</identifier><identifier>DOI: 10.3390/nano12091426</identifier><identifier>PMID: 35564135</identifier><language>eng</language><publisher>Switzerland</publisher><ispartof>Nanomaterials (Basel, Switzerland), 2022-04, Vol.12 (9)</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-8588-1825 ; 0000-0002-8196-8229</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,860,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35564135$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Luan, Ke</creatorcontrib><creatorcontrib>Wang, Lu</creatorcontrib><creatorcontrib>Xie, Fang-Fang</creatorcontrib><creatorcontrib>Chen, Bin-Wen</creatorcontrib><creatorcontrib>Chen, Zuo-Chang</creatorcontrib><creatorcontrib>Deng, Lin-Long</creatorcontrib><creatorcontrib>Xie, Su-Yuan</creatorcontrib><creatorcontrib>Zheng, Lan-Sun</creatorcontrib><title>Synthesis and Fluorescent Properties of Multi-Functionalized C 70 Derivatives of C 70 (OCH 3 ) 10 [C(COOEt) 2 ] and C 70 (OCH 3 ) 10 [C(COOEt) 2 ] 2</title><title>Nanomaterials (Basel, Switzerland)</title><addtitle>Nanomaterials (Basel)</addtitle><description>Due to the partially reduced π-conjugation of the fullerene cage, multi-functionalized fullerene derivatives exhibit remarkable fluorescent properties compared to pristine fullerenes, which have high potential for application in organic light-emitting diodes (OLEDs). In this study two multi-functionalized C
derivatives, C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
, with excellent fluorescence properties, were designed and synthesized. Compared with C
(OCH
)
containing a single kind of functional group, both the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
exhibited enhanced fluorescence properties with blue fluorescence emission. The fluorescence quantum yields of the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
were 1.94% and 2.30%, respectively, which were about ten times higher than that of C
(OCH
)
. The theoretical calculations revealed that the multi-functionalization of the C
increased the S
-T
energy gap, reducing the intersystem crossing efficiency, resulting in the higher fluorescence quantum yield of the C
derivatives. The results indicate that multi-functionalization is a viable strategy to improve the fluorescence of fullerene derivatives.</description><issn>2079-4991</issn><issn>2079-4991</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFj01rAjEYhEOxVGm9eZb3qIdt87Gr5hxdvMgW2lspEt1XmrImS5IV9Hf4gyt-QG_OZYbhgWEI6TH6KoSkb1ZbxziVLOWjB9LhdCyTVErW-pfbpBvCLz1JMjHJxBNpiywbpUxkHXL82Nv4g8EE0LaEvGqcx7BGG-Hduxp9NBjAbWDRVNEkeWPX0TirK3PAEhSMKUzRm52OZncBz92gUHMQMARG4UsNVFHM4hA4fJ9X7iD8hTxudBWwe_Vn0s9nn2qe1M1qi-Wy9mar_X55uyHuAn-82VLC</recordid><startdate>20220422</startdate><enddate>20220422</enddate><creator>Luan, Ke</creator><creator>Wang, Lu</creator><creator>Xie, Fang-Fang</creator><creator>Chen, Bin-Wen</creator><creator>Chen, Zuo-Chang</creator><creator>Deng, Lin-Long</creator><creator>Xie, Su-Yuan</creator><creator>Zheng, Lan-Sun</creator><scope>NPM</scope><orcidid>https://orcid.org/0000-0002-8588-1825</orcidid><orcidid>https://orcid.org/0000-0002-8196-8229</orcidid></search><sort><creationdate>20220422</creationdate><title>Synthesis and Fluorescent Properties of Multi-Functionalized C 70 Derivatives of C 70 (OCH 3 ) 10 [C(COOEt) 2 ] and C 70 (OCH 3 ) 10 [C(COOEt) 2 ] 2</title><author>Luan, Ke ; Wang, Lu ; Xie, Fang-Fang ; Chen, Bin-Wen ; Chen, Zuo-Chang ; Deng, Lin-Long ; Xie, Su-Yuan ; Zheng, Lan-Sun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-pubmed_primary_355641353</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Luan, Ke</creatorcontrib><creatorcontrib>Wang, Lu</creatorcontrib><creatorcontrib>Xie, Fang-Fang</creatorcontrib><creatorcontrib>Chen, Bin-Wen</creatorcontrib><creatorcontrib>Chen, Zuo-Chang</creatorcontrib><creatorcontrib>Deng, Lin-Long</creatorcontrib><creatorcontrib>Xie, Su-Yuan</creatorcontrib><creatorcontrib>Zheng, Lan-Sun</creatorcontrib><collection>PubMed</collection><jtitle>Nanomaterials (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Luan, Ke</au><au>Wang, Lu</au><au>Xie, Fang-Fang</au><au>Chen, Bin-Wen</au><au>Chen, Zuo-Chang</au><au>Deng, Lin-Long</au><au>Xie, Su-Yuan</au><au>Zheng, Lan-Sun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Fluorescent Properties of Multi-Functionalized C 70 Derivatives of C 70 (OCH 3 ) 10 [C(COOEt) 2 ] and C 70 (OCH 3 ) 10 [C(COOEt) 2 ] 2</atitle><jtitle>Nanomaterials (Basel, Switzerland)</jtitle><addtitle>Nanomaterials (Basel)</addtitle><date>2022-04-22</date><risdate>2022</risdate><volume>12</volume><issue>9</issue><issn>2079-4991</issn><eissn>2079-4991</eissn><abstract>Due to the partially reduced π-conjugation of the fullerene cage, multi-functionalized fullerene derivatives exhibit remarkable fluorescent properties compared to pristine fullerenes, which have high potential for application in organic light-emitting diodes (OLEDs). In this study two multi-functionalized C
derivatives, C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
, with excellent fluorescence properties, were designed and synthesized. Compared with C
(OCH
)
containing a single kind of functional group, both the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
exhibited enhanced fluorescence properties with blue fluorescence emission. The fluorescence quantum yields of the C
(OCH
)
[C(COOEt)
] and C
(OCH
)
[C(COOEt)
]
were 1.94% and 2.30%, respectively, which were about ten times higher than that of C
(OCH
)
. The theoretical calculations revealed that the multi-functionalization of the C
increased the S
-T
energy gap, reducing the intersystem crossing efficiency, resulting in the higher fluorescence quantum yield of the C
derivatives. The results indicate that multi-functionalization is a viable strategy to improve the fluorescence of fullerene derivatives.</abstract><cop>Switzerland</cop><pmid>35564135</pmid><doi>10.3390/nano12091426</doi><orcidid>https://orcid.org/0000-0002-8588-1825</orcidid><orcidid>https://orcid.org/0000-0002-8196-8229</orcidid></addata></record> |
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language | eng |
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source | MDPI - Multidisciplinary Digital Publishing Institute; DOAJ Directory of Open Access Journals; EZB-FREE-00999 freely available EZB journals; PubMed Central; PubMed Central Open Access |
title | Synthesis and Fluorescent Properties of Multi-Functionalized C 70 Derivatives of C 70 (OCH 3 ) 10 [C(COOEt) 2 ] and C 70 (OCH 3 ) 10 [C(COOEt) 2 ] 2 |
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