Issue 39, 2021

Gradient copolymer prepared from alternating ring-opening metathesis of three monomers

Abstract

Bicyclo[4.2.0]oct-6-ene-7-carboxamide is a simple but highly strained olefin monomer which forms an alternating copolymer with cyclohexene in the presence of N-heterocyclic carbene-ruthenium catalyst. [4.2.0] moieties with a bulky substituent on C7 that chelate with the ruthenium center of the catalyst propagate more slowly than monomers that cannot chelate. Accordingly, the reactivity ratio of N-propylbicyclo[4.2.0]oct-6-ene-7-carboxamide with cyclohexene is significantly higher than that of N-(2-(2-ethoxyethoxy)ethan)-bicyclo[4.2.0]oct-6-ene-7-carboxamide with cyclohexene. A copolymerization involving the three monomers in a 1 : 1 : 2 (propyl : ethylene glycol : cyclohexene) molar ratio formed a gradient copolymer in a one-pot reaction. Surface hydrophobicity, topology, and thermal properties of the gradient copolymer were similar to those of a copolymer comprised of six microblocks prepared through multistep synthesis by alternately employing the same two bicyclo[4.2.0]oct-6-ene-7-carboxamides in each microblock. The properties of the gradient copolymer were distinct from a copolymer comprised of two larger blocks based on the same bicyclo[4.2.0]oct-6-ene-7-carboxamides.

Graphical abstract: Gradient copolymer prepared from alternating ring-opening metathesis of three monomers

Supplementary files

Article information

Article type
Paper
Submitted
21 5月 2021
Accepted
09 9月 2021
First published
13 9月 2021

Polym. Chem., 2021,12, 5613-5622

Author version available

Gradient copolymer prepared from alternating ring-opening metathesis of three monomers

F. O. Boadi and N. S. Sampson, Polym. Chem., 2021, 12, 5613 DOI: 10.1039/D1PY00690H

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