Naphthalimide end-capped diphenylacetylene a versatile organic semiconductor for blue light emitting diodes and a donor or an acceptor for solar cells

Article


Do, Thu-Trang, Chavhan, Sudam, Subbiah, Jegadesan, Ou, Tsu-Hao, Manzhos, Sergei, Jones, David, Bell, John M., Jou, Jwo-Huei and Sonar, Prashant. 2019. "Naphthalimide end-capped diphenylacetylene a versatile organic semiconductor for blue light emitting diodes and a donor or an acceptor for solar cells." New Journal of Chemistry: a journal for new directions in chemistry. 43 (23), pp. 9243-9254. https://doi.org/10.1039/c8nj06496b
Article Title

Naphthalimide end-capped diphenylacetylene a versatile organic semiconductor for blue light emitting diodes and a donor or an acceptor for solar cells

ERA Journal ID1370
Article CategoryArticle
AuthorsDo, Thu-Trang (Author), Chavhan, Sudam (Author), Subbiah, Jegadesan (Author), Ou, Tsu-Hao (Author), Manzhos, Sergei (Author), Jones, David (Author), Bell, John M. (Author), Jou, Jwo-Huei (Author) and Sonar, Prashant (Author)
Journal TitleNew Journal of Chemistry: a journal for new directions in chemistry
Journal Citation43 (23), pp. 9243-9254
Number of Pages12
Year2019
Place of PublicationUnited Kingdom
ISSN1144-0546
1369-9261
Digital Object Identifier (DOI)https://doi.org/10.1039/c8nj06496b
Web Address (URL)https://pubs.rsc.org/en/content/articlelanding/2019/nj/c8nj06496b#!divAbstract
Abstract

A novel compound 6,6′-(ethyne-1,2-diylbis(4,1-phenylene))bis(2-(2-butyloctyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione) (NAI-PVP-NAI) based on an end capping group 1,8-naphthalimide and central building block diphenylacetylene was designed and synthesized by Suzuki coupling. The newly synthesized NAI-PVP-NAI compound is characterized using optical, thermal, and electrochemical techniques as well as ab initio modeling. This novel and unique compound exhibits strong blue emission in the solid state and has been successfully used as an active light-emitting layer in organic light emitting diodes (OLEDs). Interestingly, the newly developed compound shows both electron-donating and electron-accepting abilities. Therefore, it can act as a donor or an acceptor organic semiconductor. Indeed, upon evaluating this molecule in solution processable organic photovoltaic (OPV) devices, we show that it acts as a donor when used with a PCBM acceptor and as an acceptor when used with a P3HT donor. Thus, NAI-PVP-NAI is a versatile compound, which can play three roles as a blue light emitting layer in OLEDs and a donor or an acceptor in OPV devices.

Keywordsnonfullerene-acceptor; energy-transfer; efficiency; 1,8-naphthalimide; photoluminescence; fluorescence; performance; derivatives; host; CBP
ANZSRC Field of Research 2020349999. Other chemical sciences not elsewhere classified
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Byline AffiliationsQueensland University of Technology
National Tsing-Hua University, Taiwan
University of Melbourne
National Institute for Scientific Research, Canada
Institution of OriginUniversity of Southern Queensland
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Bamdad, Keivan, Cholette, Michael E, Guan, Lisa and Bell, John. 2018. "Building energy optimisation under uncertainty using ACOMV algorithm." Energy and Buildings. 167, pp. 322-333. https://doi.org/10.1016/j.enbuild.2018.02.053
Ant colony algorithm for building energy optimisation problems and comparison with benchmark algorithms
Bamdad, Keivan, Cholette, Michael E, Guan, Lisa and Bell, John. 2017. "Ant colony algorithm for building energy optimisation problems and comparison with benchmark algorithms." Energy and Buildings. 154, pp. 404-414. https://doi.org/10.1016/j.enbuild.2017.08.071
Low hysteresis perovskite solar cells using an electron-beam evaporated WO3-x thin film as the electron transport layer
Ali, Fawad, Pham, Ngoc Duy, Fan, Lijuan, Tiong, Vincent, Ostrikov, Ken, Bell, John M., Wang, Hongxia and Tesfamichael, Tuquabo. 2019. "Low hysteresis perovskite solar cells using an electron-beam evaporated WO3-x thin film as the electron transport layer." ACS Applied Energy Materials. 2 (8), pp. 5456-5464. https://doi.org/10.1021/acsaem.9b00547
Tuning the amount of oxygen vacancies in sputter-deposited SnOx films for enhancing the performance of perovskite solar cells
Ali, Fawad, Pham, Ngoc Duy, Bradford, H. Jonathan, Khoshsirat, Nima, Ostrikov, Ken, Bell, John M, Wang, Hongxia and Tesfamichael, Tuquabo. 2018. "Tuning the amount of oxygen vacancies in sputter-deposited SnOx films for enhancing the performance of perovskite solar cells." ChemSusChem: chemistry and sustainability, energy and materials. 11 (18), pp. 3096-3103. https://doi.org/10.1002/cssc.201801541
Stretchable respiration sensors: Advanced designs and multifunctional platforms for wearable physiological monitoring
Dinh, Toan, Nguyen, Thanh, Phan, Hoang-Phuong, Nguyen, Nam-Trung, Dao, Dzung Viet and Bell, John. 2020. "Stretchable respiration sensors: Advanced designs and multifunctional platforms for wearable physiological monitoring." Biosensors and Bioelectronics. 166. https://doi.org/10.1016/j.bios.2020.112460
Investigation on Temperature-Dependent Electrical Conductivity of Carbon Nanotube/Epoxy Composites for Sustainable Energy Applications
Njuguna, Michael K., Galpaya, Dilini, Yan, Cheng, Colwell, Colwell, Will, Geoffrey, Hu, Ning, Yarlagadda, Prasad and Bell, John M.. 2015. "Investigation on Temperature-Dependent Electrical Conductivity of Carbon Nanotube/Epoxy Composites for Sustainable Energy Applications." Journal of Nanoscience and Nanotechnology. 15 (9), pp. 6957-6964. https://doi.org/10.1166/jnn.2015.10514
Ethanol sensitivity of thermally evaporated nanostructured WO3 thin films doped and implanted with Fe
Ahsan, M., Ahmad, M. Z., Tesfamichael, T., Bell, J. and Yarlagadda, Prasad K. D. V.. 2013. "Ethanol sensitivity of thermally evaporated nanostructured WO3 thin films doped and implanted with Fe." 2nd International Conference on Measurement, Instrumentation and Automation (ICMIA 2013). China 23 - 24 Apr 2013 Scientific.Net. https://doi.org/10.4028/www.scientific.net/AMM.333-335.1938