Issue 29, 2020

Synthesis of terpyridine-containing polycarbonates with post polymerization providing water-soluble and micellar polymers and their metal complexes

Abstract

Carbon dioxide based polymers synthesized from the metal-catalyzed copolymeriation of epoxides and CO2 containing the terpyridine ligand as an end group are reported. The strategy used was to carry out the polymerization in the presence of a carboxylic acid derivative of terpyridine, 4′-(4-carboxyphenyl)-2,2′:6′,2′′-terpyridine (HL), as a chain transfer agent. The epoxide monomer possessing a vinyl substituent, allyl glycidyl ether (AGE), was copolymerized with CO2 employing a (salen)Co(III) catalyst to afford a polycarbonate which upon the addition of mercaptoacetic acid across the double bond, followed by deprotonation, yielded a water soluble polymer. In a similar manner, the sequential formation of a diblock terpolymer produced from propylene oxide, AGE, and CO2 provided a amphiphilic polycarbonate which self-assembled upon addition to water to form micelle nanostructures. The molecular weights of these CO2-derived polycarbonates were shown to be easily controlled by the quantity of chain transfer agent used. These polymeric ligands were demonstrated to provide a modular design for synthesizing a wide variety of metal complexes as illustrated herein for zinc and platinum derivatives.

Graphical abstract: Synthesis of terpyridine-containing polycarbonates with post polymerization providing water-soluble and micellar polymers and their metal complexes

Supplementary files

Article information

Article type
Communication
Submitted
12 Jun 2020
Accepted
12 Jul 2020
First published
13 Jul 2020

Polym. Chem., 2020,11, 4699-4705

Author version available

Synthesis of terpyridine-containing polycarbonates with post polymerization providing water-soluble and micellar polymers and their metal complexes

G. A. Bhat, A. Z. Rashad and D. J. Darensbourg, Polym. Chem., 2020, 11, 4699 DOI: 10.1039/D0PY00850H

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