Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors
Abstract An open‐shell quinoidal conjugated polymer exhibiting n‐type semiconducting behavior is successfully synthesized and characterized. An electron‐deficient azaaromatic unit is proven to reduce the energy levels of frontier orbitals via the electronegative nitrogen atom and steric hindrance wi...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Wiley-VCH
2023-07-01
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| Series: | Advanced Materials Interfaces |
| Subjects: | |
| Online Access: | https://doi.org/10.1002/admi.202201205 |
| _version_ | 1827893459700154368 |
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| author | Yunseul Kim Dongseong Yang Yeon‐Ju Kim Eunhwan Jung Jong‐Jin Park Yeonsu Choi Younghyo Kim Sanjay Mathur Dong‐Yu Kim |
| author_facet | Yunseul Kim Dongseong Yang Yeon‐Ju Kim Eunhwan Jung Jong‐Jin Park Yeonsu Choi Younghyo Kim Sanjay Mathur Dong‐Yu Kim |
| author_sort | Yunseul Kim |
| collection | DOAJ |
| description | Abstract An open‐shell quinoidal conjugated polymer exhibiting n‐type semiconducting behavior is successfully synthesized and characterized. An electron‐deficient azaaromatic unit is proven to reduce the energy levels of frontier orbitals via the electronegative nitrogen atom and steric hindrance within the polymer backbone. A synthesized azaquinoidal bithiophene (azaQuBT) is a quinoidal bithiophene that is end‐functionalized with a pyridine ring. The open‐shell quinodial conjugated polymer, poly(azaquinoidal bithiophene‐thiophene), PazaQuBT‐T, is synthesized using azaQuBT and thiophene. The extended quinoidal building block, which has an open‐shell diradical character, induces low bandgaps, redox amphoterism, and high‐spin‐induced paramagnetic behavior of the resulting polymer. PazaQuBT‐T achieves ambipolar charge‐transport behavior in organic field‐effect transistor (OFET) devices. Through a PEIE treatment onto the contact electrode, PazaQuBT‐based OFETs exhibit unipolar n‐channel operation with electron mobility up to 0.98 cm2 V−1 s−1. This work demonstrates the development of novel open‐shell conjugated polymers with high‐spin characteristics and n‐type semiconducting property. |
| first_indexed | 2024-03-12T21:53:17Z |
| format | Article |
| id | doaj.art-8d0a87df438b4de7b67a1985bb516fa5 |
| institution | Directory Open Access Journal |
| issn | 2196-7350 |
| language | English |
| last_indexed | 2024-03-12T21:53:17Z |
| publishDate | 2023-07-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | Advanced Materials Interfaces |
| spelling | doaj.art-8d0a87df438b4de7b67a1985bb516fa52023-07-26T01:35:17ZengWiley-VCHAdvanced Materials Interfaces2196-73502023-07-011019n/an/a10.1002/admi.202201205Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect TransistorsYunseul Kim0Dongseong Yang1Yeon‐Ju Kim2Eunhwan Jung3Jong‐Jin Park4Yeonsu Choi5Younghyo Kim6Sanjay Mathur7Dong‐Yu Kim8School of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaSchool of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaSchool of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaInorganic and Materials Chemistry University of Cologne 50939 Cologne GermanySchool of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaSchool of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaSchool of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaInorganic and Materials Chemistry University of Cologne 50939 Cologne GermanySchool of Materials Science and Engineering (SMSE) Research Institute for Solar and Sustainable Energies (RISE) Gwangju Institute of Science and Technology (GIST) Gwangju 61005 Republic of KoreaAbstract An open‐shell quinoidal conjugated polymer exhibiting n‐type semiconducting behavior is successfully synthesized and characterized. An electron‐deficient azaaromatic unit is proven to reduce the energy levels of frontier orbitals via the electronegative nitrogen atom and steric hindrance within the polymer backbone. A synthesized azaquinoidal bithiophene (azaQuBT) is a quinoidal bithiophene that is end‐functionalized with a pyridine ring. The open‐shell quinodial conjugated polymer, poly(azaquinoidal bithiophene‐thiophene), PazaQuBT‐T, is synthesized using azaQuBT and thiophene. The extended quinoidal building block, which has an open‐shell diradical character, induces low bandgaps, redox amphoterism, and high‐spin‐induced paramagnetic behavior of the resulting polymer. PazaQuBT‐T achieves ambipolar charge‐transport behavior in organic field‐effect transistor (OFET) devices. Through a PEIE treatment onto the contact electrode, PazaQuBT‐based OFETs exhibit unipolar n‐channel operation with electron mobility up to 0.98 cm2 V−1 s−1. This work demonstrates the development of novel open‐shell conjugated polymers with high‐spin characteristics and n‐type semiconducting property.https://doi.org/10.1002/admi.202201205high‐spin characteristicsopen‐shell conjugated polymersopen‐shell quinoidal conjugated polymersorganic field‐effect transistors |
| spellingShingle | Yunseul Kim Dongseong Yang Yeon‐Ju Kim Eunhwan Jung Jong‐Jin Park Yeonsu Choi Younghyo Kim Sanjay Mathur Dong‐Yu Kim Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors Advanced Materials Interfaces high‐spin characteristics open‐shell conjugated polymers open‐shell quinoidal conjugated polymers organic field‐effect transistors |
| title | Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors |
| title_full | Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors |
| title_fullStr | Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors |
| title_full_unstemmed | Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors |
| title_short | Azaquinoid‐Based High Spin Open‐Shell Conjugated Polymer for n‐Type Organic Field‐Effect Transistors |
| title_sort | azaquinoid based high spin open shell conjugated polymer for n type organic field effect transistors |
| topic | high‐spin characteristics open‐shell conjugated polymers open‐shell quinoidal conjugated polymers organic field‐effect transistors |
| url | https://doi.org/10.1002/admi.202201205 |
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