Synthesis, Optical and Electrochemical Properties of High-Quality Cross-Conjugated Aromatic Polyketones

Gang Ye; Yuru Liu; Mustapha Abdu-Aguye; Maria A Loi; Ryan C Chiechi

doi:10.1021/acsomega.0c00223

Synthesis, Optical and Electrochemical Properties of High-Quality Cross-Conjugated Aromatic Polyketones

ACS Omega. 2020 Feb 28;5(9):4689-4696. doi: 10.1021/acsomega.0c00223. eCollection 2020 Mar 10.

Authors

Gang Ye^{1

2}, Yuru Liu^{1

2}, Mustapha Abdu-Aguye², Maria A Loi², Ryan C Chiechi^{1

2}

Affiliations

¹ Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, Groningen, AG 9747, The Netherlands.
² Zernike Institute for Advanced Materials, Nijenborgh 4, Groningen, AG 9747, The Netherlands.

Abstract

This paper describes the synthesis and characterization of three new aromatic polyketones with repeating units based on 2,2'-(2,5-dihexyl-1,4-phenylene) dithiophene (PTK), 2,2'-(9,9-dihexyl-9H-fluorene-2,7-diyl)dithiophene (PFTK), and 4,7-bis(3-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole (PBTK). These polymers were obtained with a one-pot Suzuki-Miyaura cross-coupling-promoted homopolymerization to afford high-quality, defect-free polymers. Experimental and theoretical studies were applied to investigate their optical and electrical properties. The cross-conjugated nature of aromatic polyketones imparts excellent thermal stability. Exposure to acid converts the cross-conjugation to linear-conjugation, enabling the dynamic tuning of optoelectronic properties.