Synthesis and Ring-Opening Polymerization of Poly(alkylene 2,6-naphthalenedicarboxylate) Cyclic Oligomers

Cyclic oligomers of poly(ethylene 2,6-naphthalenedicarboxylate) (PEN) and poly(butylene 2,6-naphthalenedicarboxylate) (PBN) were prepared by reaction of 2,6-naphthalenedicarbonyl dichloride with the corresponding diol. The structures of the cyclic oligomers were confirmed by a combination of GPC, ma...

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Bibliographic Details
Published in:Macromolecules 1996-12, Vol.29 (26), p.8304-8307
Main Authors: Hubbard, Patricia, Brittain, William J, Simonsick, William J, Ross, Charles W
Format: Article
Language:English
Subjects:
Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polycondensation
Preparation, kinetics, thermodynamics, mechanism and catalysts
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Summary:Cyclic oligomers of poly(ethylene 2,6-naphthalenedicarboxylate) (PEN) and poly(butylene 2,6-naphthalenedicarboxylate) (PBN) were prepared by reaction of 2,6-naphthalenedicarbonyl dichloride with the corresponding diol. The structures of the cyclic oligomers were confirmed by a combination of GPC, mass spectrometry, and NMR analysis. The PEN cyclics were obtained in 57% yield with a preponderance of the cyclic trimer. The PBN cyclics were obtained in 75% yield with a preponderance of the cyclic dimer. Ring-opening polymerization of either cyclic material was performed in the melt using either a tin or titanium catalyst. The inherent viscosity of PBN or PEN prepared via ring-opening polymerization was lower than that of commercial samples.
ISSN:0024-9297
1520-5835
DOI:10.1021/ma960850s