Abstract
The feasibility of synthesis of functionalized poly(3-hydroxybutanoic acid) analogue and its copolymers via ring-opening polymerization of β-butyrolactone mediated by activated anionic initiators is presented. Using these new synthetic approaches, polyesters with a defined chemical structure of the end groups, as well as block, graft, and random copolymers, have been obtained and characterized by modern instrumental techniques, with special emphasis on ESI-MS. The relationship between the structure and properties of the prepared polymeric materials is also discussed.
Highlights
Poly(hydroxyalkanoate)s: OurOver 35 years ago, some of us originally reported on the anionic ring-opening polymerization (ROP) of β-butyrolactone (BBL) into poly(β-butyrolactone) (poly(BBL)), which is an amorphous, atactic analogue of isotactic poly([R]-β-hydroxybutyrate) (PHB), a promising and widely used natural biodegradable polyester
It has always been worth noting that the anionic ROP of BBL is difficult since the active centers are prone to deactivation
Method for the synthesis of high molar mass (Mn > 100,000) poly(BBL) with low disperThe mechanism of BBL polymerization initiated with both strong nucleophiles, e.g., sity by anionic ROP carried out in bulk and initiated with tetrabutylammonium acetate alkali metal methoxide, and weak nucleophiles, such as alkali metal carboxylates, inspired was described [12]
Summary
Over 35 years ago, some of us originally reported on the anionic ring-opening polymerization (ROP) of β-butyrolactone (BBL) into poly(β-butyrolactone) (poly(BBL)), which is an amorphous, atactic analogue of isotactic poly([R]-β-hydroxybutyrate) (PHB), a promising and widely used natural biodegradable polyester. It has always been worth noting that the anionic ROP of BBL is difficult since the active centers are prone to deactivation. Over this period of time, our contribution to this field has been focused, among others, on: homo- and copolymerization of BBL with anionic initiators of different nucleophilicity; stereochemistry of anionic ROP of BBL to polymers of controlled microstructure; (bio)degradation of synthetic poly(BBL) and its blends; synthetic and natural poly(hydroxyalkanolate)s (PHA) as precursors of functionalized oligomers; as well as structural studies at the molecular level of synthetic and natural PHA by multistage mass spectrometry.
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