Synthesis, Optical, and Electrochemical Properties of the High-Molecular-Weight Conjugated Polycarbazoles

Authors

  • Yaqin Fu,

    1. State Key Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
    Search for more papers by this author
  • Zhishan Bo

    Corresponding author
    1. State Key Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
    • State Key Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China. Fax: (+86) 10 82618587
    Search for more papers by this author

Abstract

Summary: A kind of novel dibromocarbazole monomer bearing three alkyl chains was prepared. Two strategies were developed to improve the solubility and molecular weight of carbazole polymers. One was the polymerization of N-octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole with the alkylated dibromocarbazole. Another one was the polymerization of N-octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole with N-octyl-3,6-dibromocarbazole. All the polymerizations were carried out under palladium-catalyzed Suzuki polycondensation (SPC) conditions. Through using carbazole monomer bearing three alkyl chains to polymerize, we have successfully boosted the number-average molecular weight of 2,7-linked carbazole polymers from not more than 5 to 67 kDa. The high-molecular-weight polymers were obtained in high yields and displayed good solubility in common organic solvents. Their optical, electrochemical, and thermal properties were also reported.

original image

Preparation of carbazole polymers by Suzuki polycondensation.

Ancillary