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Living ring-opening metathesis polymerisation of amino ester functionalised norbornenes

journal contribution
posted on 2023-06-08, 07:08 authored by Stefano C G Biagnini, Martyn P Coles, Vernon C Gibson, Matthew R Giles, Edward L Marshall, Michael North
The living ring-opening metathesis polymerisation of norbornene monomers bearing amino ester- residues, using the molybdenum initiators Mo(=CHCMe2Ph)(=N¿2,6-i-Pr2C6H3)(OR)2, {R = CMe3, IA, CMe2CF3, IB, CMe(CF3)2, IC}, is reported. The monomers are derived from reactions of exo- and endo- himic anhydrides with the amino ester hydrochlorides of glycine (1), alanine (2) and isoleucine (3). The optically pure monomers derived from 2 and 3 afford optically active polymers whose optical activities are independent of cis content and molecular weight, indicating the absence of a cooperative effect between chiral centres along the chain. The polymers derived from the exo monomers show a cis-trans vinylene dependence upon the ancillary alkoxide ligands of the initiator with IA giving high trans contents and IC giving high cis. The cis/trans content for the endo polymers show relatively little or no dependence upon the initiator. Poly(exo-1) is exceptional in its ability to incorporate various hydrocarbons in the solid state, including hexane and methane.

History

Publication status

  • Published

Journal

Polymer

ISSN

0032-3861

Publisher

Polymer

Issue

5

Volume

39

Page range

1007 - 1014

ISBN

0032-3861

Department affiliated with

  • Chemistry Publications

Notes

PhD work

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2012-02-06

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