Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture

Detalhes bibliográficos
Autor(a) principal: Machado, Thiago Ouriques
Data de Publicação: 2019
Tipo de documento: Tese
Idioma: eng
Título da fonte: Repositório Institucional da UFSC
Texto Completo: https://repositorio.ufsc.br/handle/123456789/219185
Resumo: Tese (doutorado) - Universidade Federal de Santa Catarina, Centro Tecnológico, Programa de Pós-Graduação em Engenharia Química, Florianópolis, 2019.
id UFSC_a961685a8420c81c0df1314af1495e56
oai_identifier_str oai:repositorio.ufsc.br:123456789/219185
network_acronym_str UFSC
network_name_str Repositório Institucional da UFSC
repository_id_str 2373
spelling Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agricultureEngenharia químicaFungos na agriculturaFitopatologiaTese (doutorado) - Universidade Federal de Santa Catarina, Centro Tecnológico, Programa de Pós-Graduação em Engenharia Química, Florianópolis, 2019.Abstract: The sustained release of agrochemicals in agriculture is a promising solution to reduce eco-toxicological and increase the effectiveness of agrochemicals administration. Although agrochemicals are necessary to the agricultural scenario, due to, e.g., voluminous production, devastating fungal diseases and soil depletion, the indiscriminate use of fertilizers and pesticides has contributed to the development of harmful impacts in the environment, pest resistance and human health. Biopolymer nanocarriers are environmentally friendly alternatives due to their renewable origin and biodegradability, which enable their integration into biogeochemical cycles. Lignin and cellulose are worldwide available biopolymers produced as waste in millions of tonnes every year and therefore are interesting inexpensive renewable raw materials suitable, after chemical modification, for macromolecular nanostructures syntheses. Kraft lignin was esterified with methacrylic anhydride with > 90 % of functionalisation to yield lignin methacrylate. Lignin nanocarriers (NCs) were produced by aza-Michael click addition in miniemulsion and several fungicides ? namely azoxystrobin, pyraclostrobin, tebuconazole, and boscalid ? were encapsulated in situ, thereby demonstrating the wide-ranging applicability of the method. NCs with average particle size of 200 ? 300 nm were obtained, with 70 to 99% encapsulation efficiencies. The crosslinking, using the biobased amines spermine and spermidine as crosslinking agents, was monitored by the decrease in the band at 950 cm-1 in the infrared spectra. Native cellulose, 45 % of crystallinity, was submitted to transesterification of cellulose to produce colza oil cellulose esters and to esterification to produce undec-10-enoic cellulose esters (UACEs), for such, two different systems were used, DBU/CO2 switchable solvent, a novel environmentally friendly approach for cellulose solubilisation, and DMAc/LiCl, the classical method. The obtained degrees of substitution were up to 2.4, and chemical modification has entailed some changes in molecular weight, thermal properties and crystallinity to cellulose esters. Cellulose nanocarriers were synthesized from UACEs by thiolene addition in miniemulsion and the crosslinking was qualitatively monitored by the double bond consumption observed at 907 cm-1 in infrared spectra. NCs in the size range of 150 ? 250 nm were obtained. Captan and pyraclostrobin were encapsulated in high efficiency, > 70 %, measured by HPLC. Overall, NCs formulations presented lower minimum inhibitory concentrations than their bulk counterparts against phytopathogenic fungi. Lignin NCs successfully inhibited the growth up to ca. 90 % of Phaeomoniella chlamydospora and Phaeoacremonium minimum, fungi associated to the worldwide occurring fungal grapevine trunk disease Esca. In addition, cellulose NCs have successfully inhibited spore germination and mycelial growth P. minimum and Neonectria ditissima up to 80 % of inhibition depending on the formulation and the fungus strain tested. Trunk diseases cannot be controlled by aspersion of fungicides on the crop and cause the dieback and death of plants, as well as decrease crop yields impacting on commercial trades. Novel strategies to fight these diseases on-field are still under development and biobased polymer nanocarriers loaded with fungicides are a promising approach to overcome destructive trunk diseases that affect crops globally by, for instance, trunk injection, which could keep the plant under protection over years by slow sustained release mediated by the presence of fungiAraújo, Pedro Henrique Hermes deSayer, ClaudiaUniversidade Federal de Santa CatarinaMachado, Thiago Ouriques2021-01-14T18:02:46Z2021-01-14T18:02:46Z2019info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesis171 p.| il., gráfs.; tabs.application/pdf370727https://repositorio.ufsc.br/handle/123456789/219185engreponame:Repositório Institucional da UFSCinstname:Universidade Federal de Santa Catarina (UFSC)instacron:UFSCinfo:eu-repo/semantics/openAccess2021-01-14T18:02:47Zoai:repositorio.ufsc.br:123456789/219185Repositório InstitucionalPUBhttp://150.162.242.35/oai/requestopendoar:23732021-01-14T18:02:47Repositório Institucional da UFSC - Universidade Federal de Santa Catarina (UFSC)false
dc.title.none.fl_str_mv Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
title Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
spellingShingle Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
Machado, Thiago Ouriques
Engenharia química
Fungos na agricultura
Fitopatologia
title_short Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
title_full Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
title_fullStr Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
title_full_unstemmed Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
title_sort Syntheses of biobased nanocarriers via click chemistry in miniemulsion for drug delivery in agriculture
author Machado, Thiago Ouriques
author_facet Machado, Thiago Ouriques
author_role author
dc.contributor.none.fl_str_mv Araújo, Pedro Henrique Hermes de
Sayer, Claudia
Universidade Federal de Santa Catarina
dc.contributor.author.fl_str_mv Machado, Thiago Ouriques
dc.subject.por.fl_str_mv Engenharia química
Fungos na agricultura
Fitopatologia
topic Engenharia química
Fungos na agricultura
Fitopatologia
description Tese (doutorado) - Universidade Federal de Santa Catarina, Centro Tecnológico, Programa de Pós-Graduação em Engenharia Química, Florianópolis, 2019.
publishDate 2019
dc.date.none.fl_str_mv 2019
2021-01-14T18:02:46Z
2021-01-14T18:02:46Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/doctoralThesis
format doctoralThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv 370727
https://repositorio.ufsc.br/handle/123456789/219185
identifier_str_mv 370727
url https://repositorio.ufsc.br/handle/123456789/219185
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 171 p.| il., gráfs.; tabs.
application/pdf
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFSC
instname:Universidade Federal de Santa Catarina (UFSC)
instacron:UFSC
instname_str Universidade Federal de Santa Catarina (UFSC)
instacron_str UFSC
institution UFSC
reponame_str Repositório Institucional da UFSC
collection Repositório Institucional da UFSC
repository.name.fl_str_mv Repositório Institucional da UFSC - Universidade Federal de Santa Catarina (UFSC)
repository.mail.fl_str_mv
_version_ 1808652377346015232