RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS

Detalhes bibliográficos
Autor(a) principal: Oliveira,Alana L. C.
Data de Publicação: 2019
Outros Autores: Ferreira,Leonardo C., Dias,Marcos L., Bitzer,Rodrigo S., Nascimento,Marco A. C.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500505
Resumo: This article reports the synthesis of two zinc(II) complexes containing phenoxy-imine ligands and their application as initiators of bulk ring opening polymerization (ROP) of L-lactide (LLA). The phenoxy-imine ligands (L1 and L2) were obtained by condensation reactions of salicylaldehyde derivatives with 2,6-diisopropylaniline. The reactions of L1 and L2 with ZnEt2 in the presence of n-BuOH afforded [Zn(L1)(OBu)] (C1) and [Zn(L2)(OBu)] (C2), which were characterized by elemental analysis, FTIR and 1H NMR spectroscopy. In addition, the geometries of both complexes were investigated by DFT (B3LYP/LACV3P**) calculations. C1 and C2 were tested as initiators of ROP of LLA at 180 °C using different LLA/Zn molar ratios, namely 500, 1000 and 2500. Both complexes showed good activity, resulting in conversions up to 90-92% in 2 h. The poly(L-lactide) obtained displayed Mn ranging from 40.000-109.000, relatively low polydispersity (Mw/Mn = 1.2-2.1) and high stereoregularity with Tm = 176 °C.
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spelling RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORSzinc phenoxy-imineL-lactideROPPLAbulk polymerizationThis article reports the synthesis of two zinc(II) complexes containing phenoxy-imine ligands and their application as initiators of bulk ring opening polymerization (ROP) of L-lactide (LLA). The phenoxy-imine ligands (L1 and L2) were obtained by condensation reactions of salicylaldehyde derivatives with 2,6-diisopropylaniline. The reactions of L1 and L2 with ZnEt2 in the presence of n-BuOH afforded [Zn(L1)(OBu)] (C1) and [Zn(L2)(OBu)] (C2), which were characterized by elemental analysis, FTIR and 1H NMR spectroscopy. In addition, the geometries of both complexes were investigated by DFT (B3LYP/LACV3P**) calculations. C1 and C2 were tested as initiators of ROP of LLA at 180 °C using different LLA/Zn molar ratios, namely 500, 1000 and 2500. Both complexes showed good activity, resulting in conversions up to 90-92% in 2 h. The poly(L-lactide) obtained displayed Mn ranging from 40.000-109.000, relatively low polydispersity (Mw/Mn = 1.2-2.1) and high stereoregularity with Tm = 176 °C.Sociedade Brasileira de Química2019-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500505Química Nova v.42 n.5 2019reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170362info:eu-repo/semantics/openAccessOliveira,Alana L. C.Ferreira,Leonardo C.Dias,Marcos L.Bitzer,Rodrigo S.Nascimento,Marco A. C.eng2019-07-16T00:00:00Zoai:scielo:S0100-40422019004500505Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2019-07-16T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
title RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
spellingShingle RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
Oliveira,Alana L. C.
zinc phenoxy-imine
L-lactide
ROP
PLA
bulk polymerization
title_short RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
title_full RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
title_fullStr RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
title_full_unstemmed RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
title_sort RING OPENING POLYMERIZATION OF L-LACTIDE WITH TWO DIFFERENT ZINC(II) PHENOXY-IMINE COMPLEXES AS INITIATORS
author Oliveira,Alana L. C.
author_facet Oliveira,Alana L. C.
Ferreira,Leonardo C.
Dias,Marcos L.
Bitzer,Rodrigo S.
Nascimento,Marco A. C.
author_role author
author2 Ferreira,Leonardo C.
Dias,Marcos L.
Bitzer,Rodrigo S.
Nascimento,Marco A. C.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Oliveira,Alana L. C.
Ferreira,Leonardo C.
Dias,Marcos L.
Bitzer,Rodrigo S.
Nascimento,Marco A. C.
dc.subject.por.fl_str_mv zinc phenoxy-imine
L-lactide
ROP
PLA
bulk polymerization
topic zinc phenoxy-imine
L-lactide
ROP
PLA
bulk polymerization
description This article reports the synthesis of two zinc(II) complexes containing phenoxy-imine ligands and their application as initiators of bulk ring opening polymerization (ROP) of L-lactide (LLA). The phenoxy-imine ligands (L1 and L2) were obtained by condensation reactions of salicylaldehyde derivatives with 2,6-diisopropylaniline. The reactions of L1 and L2 with ZnEt2 in the presence of n-BuOH afforded [Zn(L1)(OBu)] (C1) and [Zn(L2)(OBu)] (C2), which were characterized by elemental analysis, FTIR and 1H NMR spectroscopy. In addition, the geometries of both complexes were investigated by DFT (B3LYP/LACV3P**) calculations. C1 and C2 were tested as initiators of ROP of LLA at 180 °C using different LLA/Zn molar ratios, namely 500, 1000 and 2500. Both complexes showed good activity, resulting in conversions up to 90-92% in 2 h. The poly(L-lactide) obtained displayed Mn ranging from 40.000-109.000, relatively low polydispersity (Mw/Mn = 1.2-2.1) and high stereoregularity with Tm = 176 °C.
publishDate 2019
dc.date.none.fl_str_mv 2019-05-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500505
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422019004500505
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170362
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.42 n.5 2019
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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