Issue 39, 2022

Expedient synthesis and ring-opening metathesis polymerization of pyridinonorbornenes

Abstract

Pyridine-containing polymers are promising materials for a variety of applications from the capture of contaminants to the self-assembly of block copolymers. However, the innate Lewis basicity of the pyridine motif often hampers living polymerization catalyzed by transition-metal complexes. Herein, we report the expedient synthesis of pyridinonorbornene monomers via a [4 + 2] cycloaddition between 2,3-pyridynes and cyclopentadiene. Well-controlled ring-opening metathesis polymerization was enabled by careful structural design of the monomer. Polypyridinonorbornenes exhibited high Tg and Td, a promising feature for high-temperature applications. Investigation of the polymerization kinetics and of the reactivity of the chain ends shed light on the influence of nitrogen coordination on the chain-growth mechanism.

Graphical abstract: Expedient synthesis and ring-opening metathesis polymerization of pyridinonorbornenes

Supplementary files

Article information

Article type
Communication
Submitted
02 7月 2022
Accepted
26 8月 2022
First published
02 9月 2022

Polym. Chem., 2022,13, 5530-5535

Expedient synthesis and ring-opening metathesis polymerization of pyridinonorbornenes

S. N. Hancock, N. Yuntawattana, S. M. Valdez and Q. Michaudel, Polym. Chem., 2022, 13, 5530 DOI: 10.1039/D2PY00857B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements