Phosphazene-Promoted Metal-Free Ring-Opening Polymerization of 1,2-Epoxybutane Initiated by Secondary Amides

The in situ generation of an anionic initiator X– obtained by the deprotonation of various secondary amides with tBuP4 phosphazene base was tested as possible way to initiate the polymerization of 1,2-epoxybutane. The initiation efficiency of different amide-containing molecules was investigated. Pa...

Full description

Saved in:
Bibliographic Details
Published in:Macromolecules 2015-11, Vol.48 (21), p.7755-7764
Main Authors: Dentzer, Laetitia, Bray, Caroline, Noinville, Sylvie, Illy, Nicolas, Guégan, Philippe
Format: Article
Language:English
Subjects:
Chemical Sciences
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The in situ generation of an anionic initiator X– obtained by the deprotonation of various secondary amides with tBuP4 phosphazene base was tested as possible way to initiate the polymerization of 1,2-epoxybutane. The initiation efficiency of different amide-containing molecules was investigated. Particular attention was given to the detection of eventual transfer or side reactions, especially due to nucleophilic attacks on the initiator moiety at the α-chain end. In all cases, the initiation of the polymerization by the amidate anion was effective. And in most cases, the polymerization proceeded in a controlled manner to afford amide end-capped poly­(butylene oxide) with narrow molar mass distribution and expected molar masses.
ISSN:0024-9297
1520-5835
DOI:10.1021/acs.macromol.5b01638