Frequently used pre-emergent herbicide metazachlor was encapsulated into high molecular weight poly(lactic acid) particles, and its subsequent release and the effectivity of such formulations were investigated. Two sets of polymeric micro- and submicro particles, both with the theoretical metazachlor loading of 20%, 30%, and 40%, were prepared and characterized. Loading efficiency reached 80% for both types of particles. Release profiles were tested in vitro for the individual particle variants and were shown to have a bimodal profile with the initial fast burst release and much slower second phase. Finally, selected formulations were tested in vivo against target plants (field poppy and barnyard grass) and non-targets plants (mustard and rapeseed) and showed improved inhibition of target plants (about 30% higher for barnyard grass) and at the same time lower inhibition of non-target plants (rapeseed) in comparison with the identical dose of metazachlor alone.
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Asrar J, Ding Y, La Monica R-E et al (2004) Controlled release of tebuconazole from a polymer matrix microparticle: release kinetics and length of efficacy. J Agric Food Chem 52(15):4814–4820
Castro M-J-L, Ojeda C, Cirelli A-F (2014) Advances in surfactants for agrochemicals. Environ Chem Lett 12(1):85–95
Chaara D, Bruna F, Ulibarri M-A et al (2011) Organo/layered double hydroxide nanohybrids used to remove non ionic pesticides. J Hazard Mater 196:350–359
Chowdhury M-A (2014) The controlled release of bioactive compounds from lignin and lignin-based biopolymer matrices. Int J Biol Macromol 65:136–147
Chowdhury M-A, Hill D, Whittaker A-K (2005) NMR imaging of the diffusion of water at 310 K into poly[(2-hydroxyethyl methacrylate)-co-(tetrahydrofurfuryl methacrylate)] containing vitamin B12 or aspirin. Polym Int 54:267–273
Dailey O-D (2004) Volatilization of alachlor from polymeric formulations. J Agric Food Chem 52(22):6742–6746
Feng J, Yang G, Zhang S et al (2018) Fabrication and characterization of β-cypermethrin-loaded PLA microcapsules prepared by emulsion-solvent evaporation: loading and release properties. Environ Sci Pollut Res Int 25(14):13525–13535
Ghormade V, Deshpande M-V, Paknikar K-M (2011) Perspectives for nano-biotechnology enabled protection and nutrition of plants. Biotechnol Adv 29(6):792–803
Greco A, Ferrari F, Maffezzoli A (2019) Mechanical properties of poly(lactid acid) plasticized by cardanol derivatives. Polym Degrad Stab 159:199–204
Grillo R, Pereira A, de Melo N et al (2011) Controlled release system for ametryn using polymer microspheres: preparation, characterization and release kinetics in water. J Hazard Mater 186(2–3):1645–1651
Guan H-N, Chi D-F, Yu J et al (2011) Novel photodegradable insecticide W/TiO2/avermectin nanocomposites obtained by polyelectrolytes assembly. Coll Surf B Biointerfaces 83(1):148–154
Kah M, Hofmann T (2014) Nanopesticide research: current trends and future priorities. Environ Int 63:224–235
Kashyap P-L, Xiang X, Heiden P (2015) Chitosan nanoparticle based delivery systems for sustainable agriculture. Int J Biol Macromol 77:36–51
Kočí V, Mocová K, Kulovaná M (2010) Phytotoxicity tests of solid wastes and contaminated soil in the Czech republic. Environ Sci Pollut Res 17(3):611–623
Kucharczyk P, Pavelková A, Stloukal P et. al (2013) Preparation of nanoparticles based on biodegradable chain linked PLA/PEG polymer for controlled release of herbicides metazachlor. NanoCon 2013. pp 448–452
Kumar S, Chauhan N, Gopal M et al (2015) Development and evaluation of alginate–chitosan nanocapsules for controlled release of acetamiprid. Int J Biol Macromol 81:631–637
Kwiecien I, Adamus G, Jiang G et al (2018) Biodegradable PBAT/PLA blend with bioactive MCPA-PHBV conjugate suppresses weed growth. Biomacromolecules 19(2):511–520
Li Z, Xu S, Wen L et al (2006) Controlled release of avermectin from porous hollow silica nanoparticles: influence of shell thickness on loading efficiency, UV-shielding property and release. J Controll Release 111(1–2):81–88
Liang J, Tang S, Cheke R-A et al (2015) Models for determining how many natural enemies to release inoculatively in combinations of biological and chemical control with pesticide resistance. J Math Anal Appl 422(2):1479–1503
Lim L-T, Auras R, Rubino M (2008) Processing technologies for poly(lactic acid). Prog Polym Sci 33(8):820–852
Liu B, Wang Y, Yang F et al (2016) Construction of a controlled-release delivery system for pesticides using biodegradable PLA-based microcapsules. Coll Surf B Biointerfaces 144:38–45
Liu B, Wang Y, Yang F et al (2018) Development of a chlorantraniliprole microcapsule formulation with a high loading content and controlled-release property. J Agric Food Chem 66(26):6561–6568
Mohr S, Berghahn R, Feibicke M et al (2007) Effects of the herbicide metazachlor on macrophytes and ecosystem function in freshwater pond and stream mesocosms. Aquat Toxicol 82(2):73–84
Montoro E-P, González R-R, Frenich A-G et al (2007) Fast determination of herbicides in waters by ultra-performance liquid chromatography/tandem mass spectrometry. Rapid Commun Mass Spectrom 21:3585–3592
Roy A, Singh S-K, Bajpai J et al (2014) Controlled pesticide release from biodegradable polymers. Cent Eur J Chem 12(4):453–469
Saeidlou S, Huneault M-A, Li H et al (2012) Poly(lactic acid) crystallization. Prog Polym Sc. 37:1657–1677
Sharp J-S, Forrest J-A, Jones R-A-L (2001) Swelling of poly(DL-lactide) and polylactide-co-glycolide in humin environments. Macromolecules 34(25):8752–8760
Siepmann J, Peppas N-A (2001) Modeling of drug release from delivery systems based on hydroxypropyl methylcellulose (HPMC). Adv Drug Deliv Rev 48(2–3):139–157
Stloukal P, Kucharczyk P, Sedlarik V et al (2012a) Low molecular weight poly(lactic acid) microparticles for controlled release of the herbicide metazachlor: preparation, morphology, and release kinetics. J Agric Food Chem 60:4111
Stloukal P, Verney V, Commereuc S et al (2012b) Assessment of the interrelation between photooxidation and biodegradation of selected polyesters after artificial weathering. Chemosphere 88(10):1214–1219
Takei T, Yoshida M, Hatate Y et al (2008) Preparation of polylactide- base microspheres enclosing acetamiprid and evaluation of efficacy against cotton aphid by soil application. J Appl Polym Sci 109:763–766
Taki S, Badens E, Charbit G (2001) Controlled release system formed by supercritical anti-solvent coprecipitation of a herbicide and a biodegradable polymer. J Supercrit Fluids 21(1):61–70
Tsuji K (2008) Microencapsulation of pesticides and their improved handling safety. J Microencapsul 18(2):137–147
Włodarczyk M (2014) Influence of formulation on mobility of metazachlor in soil. Environ Monit Assess 186(6):3503–3509
Xiao H, Lu W, Yeh J-T-J (2009) Effect of plasticizer on the crystallization behavior of poly(lactic acid). J Appl Polym Sci 113(1):112–121
Yu M, Yao J, Liang J et al (2017) Development of functionalized abamectin poly(lactic acid) nanoparticles with regulatable adhesion to enhance foliar retention. RSC Adv 7:11271–11280
Yusoff S-N-M, Kamari A, Aljafree N-F-A (2016) A review of materials used as carrier agents in pesticide formulations. Int J Environ Sci Te 13(12):2977–2994
Zhao J, Wilkins R-M (2005) Low molecular weight polylactic acid as a metric for the delayed release of pesticides. J Agric Food Chem 53(10):4076–4082
Zuleger S, Lippold B-C (2001) Polymer particle erosion controlling drug release. I. factors influencing drug release and characterization of the release mechanism. Int J Pharm 217(1–2):139–152
Financial support from Tomas Bata University in Zlín, Internal Grant Agencies (Project IGA/FT/2018/009 and IGA/FT/2019/011) was gratefully acknowledged.
Editorial responsibility: M. Abbaspour.
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Salač, J., Šopík, T., Stloukal, P. et al. Slow release formulation of herbicide metazachlor based on high molecular weight poly(lactic acid) submicro and microparticles. Int. J. Environ. Sci. Technol. 16, 6135–6144 (2019). https://doi.org/10.1007/s13762-019-02222-9
- Poly(lactic acid)
- Controlled release