Fluorofluorescent Perylene Bisimides
Perfluorinated liquids can exhibit immiscibility with organic solvents and water, and provide orthogonal opportunities in chemistry. Examples of emissive dyes that display only fluorous phase solubility are limited, despite the many potential applications. Perylene bisimides are among the most versa...
| Main Authors: | , |
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| Other Authors: | |
| Format: | Article |
| Language: | English |
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Georg Thieme Verlag KG
2020
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| Online Access: | https://hdl.handle.net/1721.1/128125 |
| _version_ | 1811077260504989696 |
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| author | Yoshinaga, Kosuke Swager, Timothy M |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Yoshinaga, Kosuke Swager, Timothy M |
| author_sort | Yoshinaga, Kosuke |
| collection | MIT |
| description | Perfluorinated liquids can exhibit immiscibility with organic solvents and water, and provide orthogonal opportunities in chemistry. Examples of emissive dyes that display only fluorous phase solubility are limited, despite the many potential applications. Perylene bisimides are among the most versatile dyes and are known for their outstanding stability and high quantum yields. Herein, we report the synthesis of two new fluorofluorescent perylene bisimide dyes, designed to be soluble in the fluorous phases. These two dyes possess unique photophysical properties, including dramatic increases in fluorescence quantum yields when treated with Bronsted acids as well as aggregation in the fluorous phase. |
| first_indexed | 2024-09-23T10:40:13Z |
| format | Article |
| id | mit-1721.1/128125 |
| institution | Massachusetts Institute of Technology |
| language | English |
| last_indexed | 2024-09-23T10:40:13Z |
| publishDate | 2020 |
| publisher | Georg Thieme Verlag KG |
| record_format | dspace |
| spelling | mit-1721.1/1281252022-09-27T14:09:22Z Fluorofluorescent Perylene Bisimides Yoshinaga, Kosuke Swager, Timothy M Massachusetts Institute of Technology. Department of Chemistry Perfluorinated liquids can exhibit immiscibility with organic solvents and water, and provide orthogonal opportunities in chemistry. Examples of emissive dyes that display only fluorous phase solubility are limited, despite the many potential applications. Perylene bisimides are among the most versatile dyes and are known for their outstanding stability and high quantum yields. Herein, we report the synthesis of two new fluorofluorescent perylene bisimide dyes, designed to be soluble in the fluorous phases. These two dyes possess unique photophysical properties, including dramatic increases in fluorescence quantum yields when treated with Bronsted acids as well as aggregation in the fluorous phase. 2020-10-19T20:50:59Z 2020-10-19T20:50:59Z 2018-07 2018-07 2020-10-07T16:46:27Z Article http://purl.org/eprint/type/JournalArticle 0936-5214 1437-2096 https://hdl.handle.net/1721.1/128125 Yoshinaga, Kosuke and Timothy M. Swager. "Fluorofluorescent Perylene Bisimides." Synlett 29, 19 (July 2018): 2509-2514 © 2018 Georg Thieme Verlag en http://dx.doi.org/10.1055/s-0037-1610224 Synlett Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Georg Thieme Verlag KG Prof. Swager via Ye Li |
| spellingShingle | Yoshinaga, Kosuke Swager, Timothy M Fluorofluorescent Perylene Bisimides |
| title | Fluorofluorescent Perylene Bisimides |
| title_full | Fluorofluorescent Perylene Bisimides |
| title_fullStr | Fluorofluorescent Perylene Bisimides |
| title_full_unstemmed | Fluorofluorescent Perylene Bisimides |
| title_short | Fluorofluorescent Perylene Bisimides |
| title_sort | fluorofluorescent perylene bisimides |
| url | https://hdl.handle.net/1721.1/128125 |
| work_keys_str_mv | AT yoshinagakosuke fluorofluorescentperylenebisimides AT swagertimothym fluorofluorescentperylenebisimides |