title: Transesterification of PHA to oligomers covalently bonded with (bio)active compounds containing either carboxyl or hydroxyl functionalities.
abstract: This manuscript presents the synthesis and structural characterisation of novel biodegradable polymeric controlled-release systems of pesticides with potentially higher resistance to weather conditions in comparison to conventional forms of pesticides. Two methods for the preparation of pesticide-oligomer conjugates using the transesterification reaction were developed. The first method of obtaining conjugates, which consist of bioactive compounds with the carboxyl group and polyhydroxyalkanoates (PHAs) oligomers, is "one-pot" transesterification. In the second method, conjugates of bioactive compounds with hydroxyl group and polyhydroxyalkanoates oligomers were obtained in two-step method, through cyclic poly(3-hydroxybutyrate) oligomers. The obtained pesticide-PHA conjugates were comprehensively characterised using GPC, 1H NMR and mass spectrometry techniques. The structural characterisation of the obtained products at the molecular level with the aid of mass spectrometry confirmed that both of the synthetic strategies employed led to the formation of conjugates in which selected pesticides were covalently bonded to PHA oligomers via a hydrolysable ester bond.
authors.affiliation: Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Zabrze, Poland.
authors.forename: Iwona
authors.initials: I
authors.lastname: Kwiecień
authors.affiliation: School of Biology, Chemistry and Forensic Science, Faculty of Science and Engineering, University of Wolverhampton, Wolverhampton, United Kingdom.
authors.forename: Iza
authors.initials: I
authors.lastname: Radecka
authors.affiliation: Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Zabrze, Poland; School of Biology, Chemistry and Forensic Science, Faculty of Science and Engineering, University of Wolverhampton, Wolverhampton, United Kingdom.
authors.forename: Marek
authors.initials: M
authors.lastname: Kowalczuk
authors.affiliation: Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Zabrze, Poland.
authors.forename: Grażyna
authors.initials: G
authors.lastname: Adamus
mesh_terms: D063566:Biodegradable Plastics / Q000138:chemical synthesis* / Q000737:chemistry*; D004951:Esterification; D006885:Hydroxybutyrates / Q000737:chemistry*; D011091:Polyesters / Q000737:chemistry*; D054813:Polyhydroxyalkanoates / Q000737:chemistry*; D000094122:Polyhydroxybutyrates
chemical_list: D063566:Biodegradable Plastics; D006885:Hydroxybutyrates; D011091:Polyesters; D054813:Polyhydroxyalkanoates; C003182:poly-beta-hydroxybutyrate; D000094122:Polyhydroxybutyrates