A tripodal heptadentate Schiff base as an active ligand for atom transfer radical polymerization

Xiaoling Xu; Chunyang Bao; Mei Hong; Die Li; Qiang Zhang

doi:10.1039/D0PY01022G

A tripodal heptadentate Schiff base as an active ligand for atom transfer radical polymerization†

Xiaoling Xu,^ab Chunyang Bao,^ab Mei Hong,^ab Die Li^ab and Qiang Zhang

*^ab

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* Corresponding authors

^a Key Laboratory of New Membrane Materials, Ministry of Industry and Information Technology, School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, P. R. China

^b Institute of Polymer Ecomaterials, School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, P. R. China
E-mail: zhangqiang@njust.edu.cn

Abstract

The use of a tripodal heptadentate Schiff base, tris[N-(2-pyridylmethyl)-2-iminoethyl]amine (Py₃Tren), as an active ligand for atom transfer radical polymerization (ATRP) is reported. The coordination between Py₃Tren and CuBr₂ in solution is investigated by electrospray ionization mass spectrometry, which reveals the generation of a tripod claw-shaped complex by using equimolar quantities of CuBr₂ and Py₃Tren. Electrochemical studies of CuBr₂/Py₃Tren complexes demonstrate more negative redox potentials and higher activities compared with those of bidentate CuBr₂/N-ethyl-2-pyridylmethanimine (PyEthyl) complexes. Subsequently, CuBr/Py₃Tren is employed as a catalyst for the normal ATRP of methyl methacrylate (MMA). Well-defined poly(MMA) with controlled molecular weight and narrow polydispersity could be synthesized with high conversions and fast rates even at ambient temperature (30 °C). Activators regenerated by electron transfer (ARGET) ATRP and supplemental activators and reducing agents (SARA) ATRP of acrylate monomers using Py₃Tren as the ligand are also performed to reduce the amounts of metal catalysts for polymerizations.

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DOI: https://doi.org/10.1039/D0PY01022G
Article type: Paper
Submitted: 17 Jul 2020
Accepted: 08 Sep 2020
First published: 09 Sep 2020

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Polym. Chem., 2020,11, 6356-6364

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A tripodal heptadentate Schiff base as an active ligand for atom transfer radical polymerization

X. Xu, C. Bao, M. Hong, D. Li and Q. Zhang, Polym. Chem., 2020, 11, 6356 DOI: 10.1039/D0PY01022G

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Polymer Chemistry

A tripodal heptadentate Schiff base as an active ligand for atom transfer radical polymerization†

Abstract

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A tripodal heptadentate Schiff base as an active ligand for atom transfer radical polymerization

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