Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices
Diketopyrrolopyrrole (DPP) has been drawing considerable attention for constructing semiconducting materials used in organic optoelectronic applications, mainly for organic field effect transistor (OFET) and organic photovoltaic (OPV) devices. In the present work, we study the effects of varying the...
| Main Authors: | , , , , , , , , , |
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| Format: | Journal Article |
| Language: | English |
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2020
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| Online Access: | https://hdl.handle.net/10356/142695 |
| _version_ | 1826129403424276480 |
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| author | Liu, Qian Surendran, Abhijith Feron, Krishna Manzhos, Sergei Jiao, Xuechen McNeill, Christopher R. Bottle, Steven E. Bell, John Leong, Wei Lin Sonar, Prashant |
| author2 | School of Chemical and Biomedical Engineering |
| author_facet | School of Chemical and Biomedical Engineering Liu, Qian Surendran, Abhijith Feron, Krishna Manzhos, Sergei Jiao, Xuechen McNeill, Christopher R. Bottle, Steven E. Bell, John Leong, Wei Lin Sonar, Prashant |
| author_sort | Liu, Qian |
| collection | NTU |
| description | Diketopyrrolopyrrole (DPP) has been drawing considerable attention for constructing semiconducting materials used in organic optoelectronic applications, mainly for organic field effect transistor (OFET) and organic photovoltaic (OPV) devices. In the present work, we study the effects of varying the number of thiophene units (from four to six) attached to DPP on the physical, chemical, and optoelectronic properties by designing and synthesizing a series of small molecule organic semiconductors. The thermal and optical properties, and electronic energy levels of these molecular semiconductors are studied, and their performance in organic field effect transistor devices (OFETs) compared. These small molecules exhibit promising charge carrier mobility and behave as p-type semiconductors. Hole mobility increases with conjugation length and degree of symmetry of the backbone. By adjusting the number of thiophene units on each side of DPP, the hole mobility is enhanced by almost one order of magnitude, from 1.18 × 10-4 to 1.11 × 10-3 cm2 V-1 s-1. Density functional theory (DFT) calculations indicate that increasing the number of homo-coupled thiophene results in a relatively planar configuration, while the terminal alkoxyl benzene unit causes significant torsional rotation which could hamper electron and hole transport in active layer. |
| first_indexed | 2024-10-01T07:40:01Z |
| format | Journal Article |
| id | ntu-10356/142695 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:40:01Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ntu-10356/1426952020-06-26T09:12:48Z Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices Liu, Qian Surendran, Abhijith Feron, Krishna Manzhos, Sergei Jiao, Xuechen McNeill, Christopher R. Bottle, Steven E. Bell, John Leong, Wei Lin Sonar, Prashant School of Chemical and Biomedical Engineering School of Electrical and Electronic Engineering Engineering::Electrical and electronic engineering Thiophene Electronic Devices Diketopyrrolopyrrole (DPP) has been drawing considerable attention for constructing semiconducting materials used in organic optoelectronic applications, mainly for organic field effect transistor (OFET) and organic photovoltaic (OPV) devices. In the present work, we study the effects of varying the number of thiophene units (from four to six) attached to DPP on the physical, chemical, and optoelectronic properties by designing and synthesizing a series of small molecule organic semiconductors. The thermal and optical properties, and electronic energy levels of these molecular semiconductors are studied, and their performance in organic field effect transistor devices (OFETs) compared. These small molecules exhibit promising charge carrier mobility and behave as p-type semiconductors. Hole mobility increases with conjugation length and degree of symmetry of the backbone. By adjusting the number of thiophene units on each side of DPP, the hole mobility is enhanced by almost one order of magnitude, from 1.18 × 10-4 to 1.11 × 10-3 cm2 V-1 s-1. Density functional theory (DFT) calculations indicate that increasing the number of homo-coupled thiophene results in a relatively planar configuration, while the terminal alkoxyl benzene unit causes significant torsional rotation which could hamper electron and hole transport in active layer. MOE (Min. of Education, S’pore) 2020-06-26T09:12:48Z 2020-06-26T09:12:48Z 2018 Journal Article Liu, Q., Surendran, A., Feron, K., Manzhos, S., Jiao, X., McNeill, C. R., . . . Sonar, P. (2018). Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices. New Journal of Chemistry, 42(6), 4017-4028. doi:10.1039/c7nj03505e 1144-0546 https://hdl.handle.net/10356/142695 10.1039/c7nj03505e 2-s2.0-85043590251 6 42 4017 4028 en New Journal of Chemistry © 2018 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique. All rights reserved. |
| spellingShingle | Engineering::Electrical and electronic engineering Thiophene Electronic Devices Liu, Qian Surendran, Abhijith Feron, Krishna Manzhos, Sergei Jiao, Xuechen McNeill, Christopher R. Bottle, Steven E. Bell, John Leong, Wei Lin Sonar, Prashant Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices |
| title | Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices |
| title_full | Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices |
| title_fullStr | Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices |
| title_full_unstemmed | Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices |
| title_short | Diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units : symmetry tuning effect on electronic devices |
| title_sort | diketopyrrolopyrrole based organic semiconductors with different numbers of thiophene units symmetry tuning effect on electronic devices |
| topic | Engineering::Electrical and electronic engineering Thiophene Electronic Devices |
| url | https://hdl.handle.net/10356/142695 |
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