Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes

Idris Juma Al-Busaidi; Ashanul Haque; Rayya A. Al-Balushi; Jahangir Ahmad Rather; Abdul Munam; Rashid Ilmi; Paul R. Raithby; Youming Zhang; Yingying Fu; Zhiyuan Xie; Shuming Chen; Shahidul M. Islam; Wai Yeung Wong; Jonathan M. Skelton; Muhammad S. Khan

doi:10.1039/d1nj00925g

Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes

Idris Juma Al-Busaidi, Ashanul Haque, Rayya A. Al-Balushi, Jahangir Ahmad Rather, Abdul Munam, Rashid Ilmi, Paul R. Raithby, Youming Zhang, Yingying Fu, Zhiyuan Xie, Shuming Chen, Shahidul M. Islam, Wai Yeung Wong, Jonathan M. Skelton, Muhammad S. Khan

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Abstract

We present the synthesis and characterization of seven new organic co-poly-ynes P1-P7 incorporating the phenothiazine (PTZ) motif and evaluate their optoelectronic properties and performance in polymer light-emitting diodes and polymer solar cells (PLEDs/PSCs). The co-poly-ynes were obtained in moderate to high yields via Sonogashira coupling reactions and characterized using analytical, spectroscopic and electrochemical techniques and complementary quantum-chemical modelling. The materials show strong optical absorption in the visible region of the spectrum and most also show strong emission with quantum yields in the range of 13-41% relative to rhodamine 6G (R6G). PLED devices based on the co-poly-ynes were prepared and the most promising was measured to have a brightness of up to 1.10 × 104 cd m-2. PSCs based on donor materials incorporating some of the polymers were prepared and demonstrated power conversion efficiencies of up to 0.24%. This journal is

Original language	English
Pages (from-to)	15082-15095
Number of pages	14
Journal	New Journal of Chemistry
Volume	45
Issue number	33
Early online date	9 Jun 2021
DOIs	https://doi.org/10.1039/d1nj00925g
Publication status	Published - 7 Sept 2021

Bibliographical note

Funding Information:
MSK thanks the British Petroleum, Oman (Grant EG/SQU-BP/ CHI/CHEM/19/01) and the Ministry of Higher Education, Research and Innovation (MoHERI), Oman (Grant RC/RG-SCI/ CHEM/20/01) for funding this research work. AH extends his appreciation to the Deputy for Research & Innovation, Ministry of Education in Saudi Arabia for funding this research work through the project number RDO-2001. IJAB acknowledges the MoE, Oman for a PhD scholarship. W-YW acknowledges financial support from the Hong Kong Research Grants Council (PolyU 153051/17P), the Hong Kong Polytechnic University (1-ZE1C), Research Institute for Smart Energy (RISE), Ms Clarea Au for the Endowed Professorship (847S) and the Open Research Fund of State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences. JMS is currently supported by a UK Research and Innovation Future Leaders Fellowship (MR/T043121/1), and previously held a Presidential Fellowship from the University of Manchester, UK. PRR is grateful to the Engineering and Physical Sciences Research Council (EPSRC) (UK) for continued support (Grant EP/K004956/1). We profoundly thank distinguished Prof. Frank Marken of the Department of Chemistry, University of Bath, UK for helpful discussion on electrochemistry results.

ASJC Scopus subject areas

Catalysis
General Chemistry
Materials Chemistry

Access to Document

10.1039/d1nj00925g

NJC Author Accepted Version
Copyright © 2021 Royal Society of Chemistry. The final publication is available at New Journal of Chemistry via https://doi.org/10.1039/D1NJ00925G
Accepted author manuscript, 1.08 MB

Cite this

Al-Busaidi, I. J., Haque, A., Al-Balushi, R. A., Rather, J. A., Munam, A., Ilmi, R., Raithby, P. R., Zhang, Y., Fu, Y., Xie, Z., Chen, S., Islam, S. M., Wong, W. Y., Skelton, J. M., & Khan, M. S. (2021). Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes. New Journal of Chemistry, 45(33), 15082-15095. https://doi.org/10.1039/d1nj00925g

Al-Busaidi, IJ, Haque, A, Al-Balushi, RA, Rather, JA, Munam, A, Ilmi, R, Raithby, PR, Zhang, Y, Fu, Y, Xie, Z, Chen, S, Islam, SM, Wong, WY, Skelton, JM & Khan, MS 2021, 'Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes', New Journal of Chemistry, vol. 45, no. 33, pp. 15082-15095. https://doi.org/10.1039/d1nj00925g

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title = "Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes",

abstract = "We present the synthesis and characterization of seven new organic co-poly-ynes P1-P7 incorporating the phenothiazine (PTZ) motif and evaluate their optoelectronic properties and performance in polymer light-emitting diodes and polymer solar cells (PLEDs/PSCs). The co-poly-ynes were obtained in moderate to high yields via Sonogashira coupling reactions and characterized using analytical, spectroscopic and electrochemical techniques and complementary quantum-chemical modelling. The materials show strong optical absorption in the visible region of the spectrum and most also show strong emission with quantum yields in the range of 13-41% relative to rhodamine 6G (R6G). PLED devices based on the co-poly-ynes were prepared and the most promising was measured to have a brightness of up to 1.10 × 104 cd m-2. PSCs based on donor materials incorporating some of the polymers were prepared and demonstrated power conversion efficiencies of up to 0.24%. This journal is ",

author = "Al-Busaidi, {Idris Juma} and Ashanul Haque and Al-Balushi, {Rayya A.} and Rather, {Jahangir Ahmad} and Abdul Munam and Rashid Ilmi and Raithby, {Paul R.} and Youming Zhang and Yingying Fu and Zhiyuan Xie and Shuming Chen and Islam, {Shahidul M.} and Wong, {Wai Yeung} and Skelton, {Jonathan M.} and Khan, {Muhammad S.}",

note = "Funding Information: MSK thanks the British Petroleum, Oman (Grant EG/SQU-BP/ CHI/CHEM/19/01) and the Ministry of Higher Education, Research and Innovation (MoHERI), Oman (Grant RC/RG-SCI/ CHEM/20/01) for funding this research work. AH extends his appreciation to the Deputy for Research & Innovation, Ministry of Education in Saudi Arabia for funding this research work through the project number RDO-2001. IJAB acknowledges the MoE, Oman for a PhD scholarship. W-YW acknowledges financial support from the Hong Kong Research Grants Council (PolyU 153051/17P), the Hong Kong Polytechnic University (1-ZE1C), Research Institute for Smart Energy (RISE), Ms Clarea Au for the Endowed Professorship (847S) and the Open Research Fund of State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences. JMS is currently supported by a UK Research and Innovation Future Leaders Fellowship (MR/T043121/1), and previously held a Presidential Fellowship from the University of Manchester, UK. PRR is grateful to the Engineering and Physical Sciences Research Council (EPSRC) (UK) for continued support (Grant EP/K004956/1). We profoundly thank distinguished Prof. Frank Marken of the Department of Chemistry, University of Bath, UK for helpful discussion on electrochemistry results. ",

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AU - Al-Busaidi, Idris Juma

AU - Haque, Ashanul

AU - Al-Balushi, Rayya A.

AU - Rather, Jahangir Ahmad

AU - Munam, Abdul

AU - Ilmi, Rashid

AU - Raithby, Paul R.

AU - Zhang, Youming

AU - Fu, Yingying

AU - Xie, Zhiyuan

AU - Chen, Shuming

AU - Islam, Shahidul M.

AU - Wong, Wai Yeung

AU - Skelton, Jonathan M.

AU - Khan, Muhammad S.

N1 - Funding Information: MSK thanks the British Petroleum, Oman (Grant EG/SQU-BP/ CHI/CHEM/19/01) and the Ministry of Higher Education, Research and Innovation (MoHERI), Oman (Grant RC/RG-SCI/ CHEM/20/01) for funding this research work. AH extends his appreciation to the Deputy for Research & Innovation, Ministry of Education in Saudi Arabia for funding this research work through the project number RDO-2001. IJAB acknowledges the MoE, Oman for a PhD scholarship. W-YW acknowledges financial support from the Hong Kong Research Grants Council (PolyU 153051/17P), the Hong Kong Polytechnic University (1-ZE1C), Research Institute for Smart Energy (RISE), Ms Clarea Au for the Endowed Professorship (847S) and the Open Research Fund of State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences. JMS is currently supported by a UK Research and Innovation Future Leaders Fellowship (MR/T043121/1), and previously held a Presidential Fellowship from the University of Manchester, UK. PRR is grateful to the Engineering and Physical Sciences Research Council (EPSRC) (UK) for continued support (Grant EP/K004956/1). We profoundly thank distinguished Prof. Frank Marken of the Department of Chemistry, University of Bath, UK for helpful discussion on electrochemistry results.

PY - 2021/9/7

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N2 - We present the synthesis and characterization of seven new organic co-poly-ynes P1-P7 incorporating the phenothiazine (PTZ) motif and evaluate their optoelectronic properties and performance in polymer light-emitting diodes and polymer solar cells (PLEDs/PSCs). The co-poly-ynes were obtained in moderate to high yields via Sonogashira coupling reactions and characterized using analytical, spectroscopic and electrochemical techniques and complementary quantum-chemical modelling. The materials show strong optical absorption in the visible region of the spectrum and most also show strong emission with quantum yields in the range of 13-41% relative to rhodamine 6G (R6G). PLED devices based on the co-poly-ynes were prepared and the most promising was measured to have a brightness of up to 1.10 × 104 cd m-2. PSCs based on donor materials incorporating some of the polymers were prepared and demonstrated power conversion efficiencies of up to 0.24%. This journal is

AB - We present the synthesis and characterization of seven new organic co-poly-ynes P1-P7 incorporating the phenothiazine (PTZ) motif and evaluate their optoelectronic properties and performance in polymer light-emitting diodes and polymer solar cells (PLEDs/PSCs). The co-poly-ynes were obtained in moderate to high yields via Sonogashira coupling reactions and characterized using analytical, spectroscopic and electrochemical techniques and complementary quantum-chemical modelling. The materials show strong optical absorption in the visible region of the spectrum and most also show strong emission with quantum yields in the range of 13-41% relative to rhodamine 6G (R6G). PLED devices based on the co-poly-ynes were prepared and the most promising was measured to have a brightness of up to 1.10 × 104 cd m-2. PSCs based on donor materials incorporating some of the polymers were prepared and demonstrated power conversion efficiencies of up to 0.24%. This journal is

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Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes

Abstract

Bibliographical note

ASJC Scopus subject areas

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Applying Long-Lived Metastable States in Switchable Functionality via Kinetic Control of Molecular Assembly

Avance III 400 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (9West)

Cite this

Synthesis, characterization, and optoelectronic properties of phenothiazine-based organic co-poly-ynes

Abstract

Bibliographical note

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Projects

Applying Long-Lived Metastable States in Switchable Functionality via Kinetic Control of Molecular Assembly

Equipment

Avance III 400 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (9West)

Cite this