Issue 46, 2022

Direct heteroarylation polymerization of a π-conjugated polymer with degradable 1,2,4-oxadiazole linkers

Abstract

The synthesis of π-conjugated polymers containing a degradable 1,2,4-oxadiazole linker by direct heteroaryl polymerization (DHAP) is reported. The 1,2,4-oxadiazole linker is stable to acidic and basic conditions, as well as thermally stable. The degradation of a small molecule model is achieved by reduction followed by acid hydrolysis. The polymerization is performed using phosphine-free and branching-suppressing DHAP conditions. DFT calculations are performed on the monomers to determine their affinity for β-branching defects. The synthesized polymers are photoluminescent and exhibit quantum yields of up to 0.40. Partial degradation of a representative polymer is observed using the same conditions for degradation as the small molecule model.

Graphical abstract: Direct heteroarylation polymerization of a π-conjugated polymer with degradable 1,2,4-oxadiazole linkers

Supplementary files

Article information

Article type
Paper
Submitted
26 jul 2022
Accepted
01 nov 2022
First published
11 nov 2022

Polym. Chem., 2022,13, 6386-6392

Direct heteroarylation polymerization of a π-conjugated polymer with degradable 1,2,4-oxadiazole linkers

B. R. Varju and D. S. Seferos, Polym. Chem., 2022, 13, 6386 DOI: 10.1039/D2PY00984F

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