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(Co)polymerization of (−)-menthide and β-butyrolactone with yttrium-bis(phenolates): tuning material properties of sustainable polyesters

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Abstract

Pyridine-based heteroaromatic yttrium-bis(phenolate) complexes were investigated in ring-opening polymerization of racemic β-butyrolactone (rac-BBL) and (−)-menthide. In addition, AB and BAB copolymers from poly((−)-menthide) (PM, block A) and poly(3-hydroxybutyrate) (PHB, block B) were synthesized via sequential addition. BAB copolymers were accessible through introduction of a bifunctional pyrazine initiator enabling chain growth in two directions. Block copolymers were analyzed using thermal analysis, X-ray diffraction, small-angle X-ray scattering, NMR analysis and stress–strain experiments. These measurements confirmed a microphase separation within the semicrystalline BAB materials. Regarding the mechanical behavior, two hot-moldable PHB-based (co)polymers were investigated. The syndiotactic PHB is less brittle than natural PHB, resulting in a lower Young's modulus. Incorporating PM in the structure, the elastic modulus is further lowered with increasing elongation at break.

Graphical abstract: (Co)polymerization of (−)-menthide and β-butyrolactone with yttrium-bis(phenolates): tuning material properties of sustainable polyesters

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Supplementary files

Article information


Submitted
13 Mar 2020
Accepted
04 Jun 2020
First published
05 Jun 2020

Polym. Chem., 2020, Advance Article
Article type
Paper

(Co)polymerization of (−)-menthide and β-butyrolactone with yttrium-bis(phenolates): tuning material properties of sustainable polyesters

F. Adams, T. M. Pehl, M. Kränzlein, S. A. Kernbichl, J. Kang, C. M. Papadakis and B. Rieger, Polym. Chem., 2020, Advance Article , DOI: 10.1039/D0PY00379D

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