MALAYSIAN JOURNAL OF CHEMISTRY (MJChem)

MJChem is double-blind peer reviewed journal published by the Malaysian Institute of Chemistry (Institut Kimia Malaysia) E-ISSN: 2550-1658

Direct Arylation Polymerization Toward a D-A Type Copolymer Based on Carbazole and Benzothiadiazole Units - an Analogue of PCDTBT

Mohd Sani Sarjadi
Universiti Malaysia Sabah
Xin Lin Wong
Universiti Malaysia Sabah
Farah Hannan Anuar
Universiti Kebangsaan Malaysia
Zuhair Jamain
Universiti Malaysia Sabah
Md. Lutfor Rahman
Universiti Malaysia Sabah

Keywords: Direct arylation polymerization; carbazole; benzothiadiazole; PCDTBT

Abstract

Poly[N-9’-heptadecanyl-2,7-carbazole-alt-5,5-(4’,7’-di-2-thienyl-2’,1’,3’-benzothiadiazole)] (PCDTBT) is an attractive material for optoelectronic devices, and has been prevalently prepared by traditional couplings. Despite robust and effective, the traditional methods generally involve the use of toxic organometallic reagents. Direct arylation polymerization (DArP), as a simple, green, and cost-effective alternative to traditional coupling, has been utilized in this work to prepare an analogue of PCDTBT, namely poly[(9-hexadecyl-2,7-carbazole)-alt-(4,7-di(thiophen-2-yl)-2,1,3-benzothiadiazole)] (P1). The copolymer was obtained in 44% yield and satisfactorily characterized by Fourier-transform infrared spectroscopy (FTIR) and Nuclear magnetic resonance (NMR). UV-Vis absorption spectra showed the presence of inter-chain interaction and aggregation in the solid state. The optical bandgap of the copolymer was found to be in the range of 1.77 - 1.81 eV, which is slightly lower than that of PCDTBT (1.88 eV).

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Published 29 December 2020


Issue Vol 22 No 4 (2020): Malaysian Journal of Chemistry

Section Article