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,^a Ashanul Haque,

*^b Rayya A. Al-Balushi,

^c Jahangir Ahmad Rather,^a Abdul Munam,^a Rashid Ilmi,

^a Paul R. Raithby,*^d Youming Zhang,^e Yingying Fu,^f Zhiyuan Xie,*^f Shuming Chen,*^g Shahidul M. Islam,

^h Wai-Yeung Wong,

*^e Jonathan M. Skelton*ⁱ and Muhammad S. Khan

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Sultan Qaboos University, P. O. Box 36, Al-Khod 123, Sultanate of Oman
E-mail: msk@squ.edu.om

^b Department of Chemistry, College of Science, University of Hail, Ha’il 81451, Kingdom of Saudi Arabia
E-mail: a.haque@uoh.edu.sa

^c Department of Basic Sciences, College of Applied Sciences and Health Sciences, A’Sharqiyah University, Ibra 400, Sultanate of Oman

^d Department of Chemistry, University of Bath, Bath BA2 7AY, UK
E-mail: p.r.raithby@bath.ac.uk

^e Department of Applied Biology and Chemical Technology and Research Institute for Smart Energy, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, P. R. China
E-mail: wai-yeung.wong@polyu.edu.hk

^f State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. China
E-mail: xiezy_n@ciac.ac.cn

^g Department of Electrical and Electronic Engineering, Southern University of Science and Technology, Shenzhen, P. R. China
E-mail: chen.sm@sustc.edu.cn

^h Department of Chemistry, University of Illinois at Chicago, Chicago, USA

ⁱ Department of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK
E-mail: jonathan.skelton@manchester.ac.uk

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 article is part of the themed collections: Paul R. Raithby at 70: in celebration of a life in chemistry and Boron & Beyond - in celebration of Todd Marder

New Journal of Chemistry

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

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

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