Premium
The Rapid Chain Extension of Anthracene‐Functional Polyesters by the Diels‐Alder Reaction with Bismaleimides
Author(s) -
Kriegel Robert M.,
Saliba Katie L.,
Jones Genay,
Schiraldi David A.,
Collard David M.
Publication year - 2005
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200500063
Subject(s) - anthracene , polyester , polymer chemistry , chemistry , maleimide , end group , polymer , organic chemistry , polymerization
Summary: The chain extension of anthracene end‐capped oligoesters by reaction with bismaleimides constitutes a rapid route to high molecular weight polyesters. Polytransesterification of bis(2‐hydroxyethyl) terephthalate in the presence of a small amount of 2‐hydroxyethyl 2‐anthracenecarboxylate provides low molecular weight anthracene‐terminated macromers with anthracene end group functionality ( f AN ) of 1.66–1.85. These are subject to rapid chain extension with di(4‐maleimidophenyl)methane by Diels‐Alder cycloadditions resulting in consumption of the anthracene and maleimide end groups to generate polymers with $\overline M _{\rm n}$ > 2.0 × 10 4 g · mol −1 . Thus, generation of the polymeric structure is achieved rapidly by addition reactions rather than sluggish transesterification reactions in which a condensate must be removed from the viscous polymer melt.Chain extension of low‐molecular weight 2‐anthracenecarboxylate terminated oligoesters.