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.
Highlights
The targeted and controlled delivery of bioactive molecules is an area of considerable interest currently
Due to the special requirements associated with the purity that must be fulfilled by solvent and monomer in the anionic ring opening polymerisation (ROP) method, the scaling-up the synthesis of pesticide-polymer conjugates may be troublesome
The first method is the transesterification of PHAs in the presence of pesticides containing a carboxyl group mediated by 4-toluenesulfonic acid monohydrate
Summary
The targeted and controlled delivery of bioactive molecules is an area of considerable interest currently. Several approaches to this have been developed. Controlled release methods involved bioactive compound-polymer physical formulations. Later developments included the preparation of covalently linked bioactive compound-polymer conjugates. Carriers for active compounds should be biodegradable and give non-toxic biodegradation products that are safe for the environment [1,2]. The replacement of conventional forms of pesticides with controlled-release formulations that show higher resistance to weather conditions is of interest.
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