Khuong Tung Truong, Ha Tran Nguyen, Kien Anh Le


Two new phenothiazine – based structures, including 4-(10H-phenothiazin-10-yl)-N,N-diphenylaniline (PDA) and 10-(pyren-1-yl)-10H-phenothiazine (PyP) were synthesized via Buchwald-Hartwig C-N coupling amination using catalytic palladium modulated by electron-rich ligands. Chemical structures were analysed via proton nuclear magnetic resonance (1H NMR) spectroscopy. Then, photo-properties were characterized by UV – Vis absorption spectroscopy in various concentrations of each product. The results showed that PDA and PyP are highly potential donor units for well-performed donor – acceptor conjugated polymers.


C-N coupling, Buchwald-Hartwig amination, phenothiazine – based structures, donor units.

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Cheng C., Geng H., Yi Y. and Shuai Z. - Super-exchange-induced high performance charge transport in donor-acceptor copolymers, Journal of Materials Chemistry C 5 (13) (2017) 3247-3253.

Li G., Chang W.-H. and Yang Y. - Low-bandgap conjugated polymers enabling solution-processable tandem solar cells, Nature Reviews Materials 2 (2017) 17043.

Henning S. - 25th Anniversary Article: Organic Field‐Effect Transistors: The Path Beyond Amorphous Silicon, Advanced Materials 26 (9) (2014) 1319-1335.

Yamashita Y. - Organic semiconductors for organic field-effect transistors, Science and Technology of Advanced Materials 10 (2) (2009) 024313.

Nielsen C. B., Turbiez M. and McCulloch I. - Recent Advances in the Development of Semiconducting DPP‐Containing Polymers for Transistor Applications, Advanced Materials 25 (13) (2013) 1859-1880.

Lv X., et al. - Polymeric electrochromic materials with donor-acceptor structures, Journal of Materials Chemistry C 5 (1) (2017) 12-28.

Mahmut M., Awut T. and Nurulla I. - Low band gap polymers synthesized by electrochemical polymerization for electrochromic devices, Chinese Journal of Polymer Science 33 (10) (2015) 1442-1452.

S. K. R., et al. - Donor–acceptor semiconducting polymers for organic solar cells, Journal of Polymer Science Part A: Polymer Chemistry 51 (4) (2013) 743-768.

Hwang D.-H., et al. - Conjugated Polymers Based on Phenothiazine and Fluorene in Light-Emitting Diodes and Field Effect Transistors, Chemistry of Materials 16 (7) (2004) 1298-1303.

Young‐Hoon S., et al. - Side‐chain effects on phenothiazine‐based donor–acceptor copolymer properties in organic photovoltaic devices, Journal of Polymer Science Part A: Polymer Chemistry 50 (4) (2012) 649-658.

Zhou W., et al. - Conjugated Polymers of Rylene Diimide and Phenothiazine for n-Channel Organic Field-Effect Transistors, Macromolecules 45 (10) (2012) 4115-4121.

Li Z. a., et al. - Triphenylamine-based [small pi]-conjugated dendrimers: convenient synthesis, easy solution processability, and good hole-transporting properties, Journal of Materials Chemistry C 3 (9) (2015) 2016-2023.

Matthias S., Alexander S., Colin D. and Rik R. T. - Synthesis of 1-Bromopyrene and 1-Pyrenecarbaldehyde, Org. Synth. 93 (2016) 100-114.

Li J. J. - Name Reactions. Springer. USA, 2014, 91-94.

Guram A. S. and Buchwald S. L. - Palladium-Catalyzed Aromatic Aminations with in situ Generated Aminostannanes, J. Am. Chem. Soc. 116 (17) (1994) 7901-7902.

Paul F., Patt J. and Hartwig J. F. - Palladium-catalyzed formation of carbon-nitrogen bonds. Reaction intermediates and catalyst improvements in the hetero cross-coupling of aryl halides and tin amides, J. Am. Chem. Soc. 116 (13) (1994) 5969-5970.

Urgaonkar S. and Verkade J. G. - Scope and Limitations of Pd2(dba)3/P(i-BuNCH2CH2)3N-Catalyzed Buchwald−Hartwig Amination Reactions of Aryl Chlorides, The Journal of Organic Chemistry 69 (26) (2004) 9135-9142.

Pearson R. M., et al. - Organocatalyzed Atom Transfer Radical Polymerization Using N-Aryl Phenoxazines as Photoredox Catalysts, J. Am. Chem. Soc. 138 (35) (2016) 11399-11407.

C. T. J., G. M. B., Chern-Hooi L. and M. M. G. - Organocatalyzed Atom Transfer Radical Polymerization: Perspectives on Catalyst Design and Performance, Macromolecular Rapid Communications 38 (13) (2017) 1700040.



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