Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation
A versatile design of thermally activated delayed fluorescence (TADF) π‐conjugated macrocycles incorporating electron‐donor (D) and acceptor (A) units into a cyclo‐meta‐phenylene motif with an alternating pattern is presented. The new π‐conjugated macrocycle, which combines three 5‐(N‐carbazolyl)‐ph...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Wiley-VCH
2021-07-01
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| Series: | Advanced Photonics Research |
| Subjects: | |
| Online Access: | https://doi.org/10.1002/adpr.202100021 |
| _version_ | 1819029484154650624 |
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| author | So Shikita Go Watanabe Dai Kanouchi Junya Saito Takuma Yasuda |
| author_facet | So Shikita Go Watanabe Dai Kanouchi Junya Saito Takuma Yasuda |
| author_sort | So Shikita |
| collection | DOAJ |
| description | A versatile design of thermally activated delayed fluorescence (TADF) π‐conjugated macrocycles incorporating electron‐donor (D) and acceptor (A) units into a cyclo‐meta‐phenylene motif with an alternating pattern is presented. The new π‐conjugated macrocycle, which combines three 5‐(N‐carbazolyl)‐phenylen‐1,3‐diyl as D units and three 6‐phenyl‐1,3,5‐triazin‐2,4‐diyl as A units, possesses a small singlet–triplet energy gap and hence can emit efficient green TADF both in solution and doped thin films. Comparative experimental and computational investigations of the electronic and photophysical properties of the macrocycle with its analogous noncyclic compound reveal key advantages of the cyclic molecular configuration for actual emitters. Organic light‐emitting diodes incorporating the TADF π‐conjugated macrocycle as an emitter demonstrate high external electroluminescence quantum efficiencies of up to 15.7%, outperforming the devices based on the noncyclic emitter. Herein, the importance of geometric design for producing novel organic emitters with fascinating optoelectronic and morphological characteristics is highlighted. |
| first_indexed | 2024-12-21T06:14:59Z |
| format | Article |
| id | doaj.art-7ee5544e8ba44fab865c4ac73c8e8af2 |
| institution | Directory Open Access Journal |
| issn | 2699-9293 |
| language | English |
| last_indexed | 2024-12-21T06:14:59Z |
| publishDate | 2021-07-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | Advanced Photonics Research |
| spelling | doaj.art-7ee5544e8ba44fab865c4ac73c8e8af22022-12-21T19:13:25ZengWiley-VCHAdvanced Photonics Research2699-92932021-07-0127n/an/a10.1002/adpr.202100021Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular OrientationSo Shikita0Go Watanabe1Dai Kanouchi2Junya Saito3Takuma Yasuda4INAMORI Frontier Research Center (IFRC) Kyushu University Fukuoka 819-0395 JapanDepartment of Physics School of Science Kitasato University Sagamihara Kanagawa 252-0373 JapanDepartment of Physics School of Science Kitasato University Sagamihara Kanagawa 252-0373 JapanDepartment of Physics School of Science Kitasato University Sagamihara Kanagawa 252-0373 JapanINAMORI Frontier Research Center (IFRC) Kyushu University Fukuoka 819-0395 JapanA versatile design of thermally activated delayed fluorescence (TADF) π‐conjugated macrocycles incorporating electron‐donor (D) and acceptor (A) units into a cyclo‐meta‐phenylene motif with an alternating pattern is presented. The new π‐conjugated macrocycle, which combines three 5‐(N‐carbazolyl)‐phenylen‐1,3‐diyl as D units and three 6‐phenyl‐1,3,5‐triazin‐2,4‐diyl as A units, possesses a small singlet–triplet energy gap and hence can emit efficient green TADF both in solution and doped thin films. Comparative experimental and computational investigations of the electronic and photophysical properties of the macrocycle with its analogous noncyclic compound reveal key advantages of the cyclic molecular configuration for actual emitters. Organic light‐emitting diodes incorporating the TADF π‐conjugated macrocycle as an emitter demonstrate high external electroluminescence quantum efficiencies of up to 15.7%, outperforming the devices based on the noncyclic emitter. Herein, the importance of geometric design for producing novel organic emitters with fascinating optoelectronic and morphological characteristics is highlighted.https://doi.org/10.1002/adpr.202100021π-conjugated macrocyclesmolecular dynamics simulationsmolecular orientationsorganic light-emitting diodesthermally activated delayed fluorescence |
| spellingShingle | So Shikita Go Watanabe Dai Kanouchi Junya Saito Takuma Yasuda Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation Advanced Photonics Research π-conjugated macrocycles molecular dynamics simulations molecular orientations organic light-emitting diodes thermally activated delayed fluorescence |
| title | Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation |
| title_full | Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation |
| title_fullStr | Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation |
| title_full_unstemmed | Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation |
| title_short | Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation |
| title_sort | alternating donor acceptor π conjugated macrocycle exhibiting efficient thermally activated delayed fluorescence and spontaneous horizontal molecular orientation |
| topic | π-conjugated macrocycles molecular dynamics simulations molecular orientations organic light-emitting diodes thermally activated delayed fluorescence |
| url | https://doi.org/10.1002/adpr.202100021 |
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