Issue 24, 2018

Controlled synthesis of ortho, para-alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization

Abstract

A novel class of ortho, para-alternating linked polyarenes is synthesized via catalyst-transfer Suzuki coupling polymerization with Pd2(dba)3/t-Bu3P/p-BrC6H4COPh as initiator. Through a series of kinetic studies and MALDI-TOF analysis, the polymerization is shown to proceed in a chain-growth manner. The optical and thermal properties for the ortho, para-alternating linked polyarenes exhibit unusual molecular weight dependence. Thus, the polymer with lower molecular weight (Mn = 6300 g mol−1) emits green fluorescence whereas the one with higher molecular weight (Mn = 13 800 g mol−1) emits blue fluorescence under UV (λ = 360 nm) irradiation. Furthermore, an all-conjugated block copolymer containing a polyfluorene block and the ortho, para-alternating linked block is also successfully prepared, in a one-pot procedure. These results can provide a pathway to obtain polyarenes with precisely controlled structures, hence, desirable properties.

Graphical abstract: Controlled synthesis of ortho, para-alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization

Supplementary files

Article information

Article type
Communication
Submitted
15 Jan 2018
Accepted
17 Feb 2018
First published
27 Apr 2018

Polym. Chem., 2018,9, 3342-3346

Author version available

Controlled synthesis of ortho, para-alternating linked polyarenes via catalyst-transfer Suzuki coupling polymerization

H. Zhang, Y. Zhu, W. Wang, J. Zhu, P. V. Bonnesen and K. Hong, Polym. Chem., 2018, 9, 3342 DOI: 10.1039/C8PY00070K

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