Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)

Detalhes bibliográficos
Autor(a) principal: França,Francisco C. F. de
Data de Publicação: 2017
Outros Autores: Moreira,Denise R., Almeida,Raimundo R. de, Rodrigues,Francisco H. A., Ribeiro,Maria E. N. P., Ricardo,Nágila M. P. S.
Tipo de documento: Artigo
Idioma: por
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000300275
Resumo: Alkyl polyglycosides (APGs) are new biodegradable surfactants, non-toxic, synthesized from abundant renewable sources, potentially more appropriate than anionic surfactants. A range of glycosides denoted APG-Cy was synthesized by the Köenig-Knorr reaction using C10, C16 and C18 alcohols and derived from the degradation of amylose from English potato. The molecular structures of the glycosides were characterized by Nuclear Magnetic Resonance (1H and 13C NMR) together with Infrared Spectroscopy (FTIR) and Gel Permeation Chromatography (GPC). The study by NMR allowed the junctions between hydrophilic head groups and hydrophobic tail-groups to be characterized in detail. Conformation of the glycosidic units is 4C1 type with a b anomeric configuration. The formation of glycosides with five glucose rings linked to the alkyl chain was confirmed by 1H NMR and GPC. Liquid crystals identified by the presence of double melting points were observed by Differential Scanning Calorimetry (DSC) showing thermotropic properties. The surface tension (γ) and critical micelle concentration (cmc) were determined by du Noüy method, noting that increasing the length of alkyl chain led to the expected reduction in the cmc. The energies of adsorption and micellization processes calculated from isotherms γ versus ln c (g.dm-3) indicate cooperativeness of hydrophilic and hydrophobic groups.
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spelling Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)synthesischaracterizationalkyl polyglycosides surfactantsamylosefatty alcoholsAlkyl polyglycosides (APGs) are new biodegradable surfactants, non-toxic, synthesized from abundant renewable sources, potentially more appropriate than anionic surfactants. A range of glycosides denoted APG-Cy was synthesized by the Köenig-Knorr reaction using C10, C16 and C18 alcohols and derived from the degradation of amylose from English potato. The molecular structures of the glycosides were characterized by Nuclear Magnetic Resonance (1H and 13C NMR) together with Infrared Spectroscopy (FTIR) and Gel Permeation Chromatography (GPC). The study by NMR allowed the junctions between hydrophilic head groups and hydrophobic tail-groups to be characterized in detail. Conformation of the glycosidic units is 4C1 type with a b anomeric configuration. The formation of glycosides with five glucose rings linked to the alkyl chain was confirmed by 1H NMR and GPC. Liquid crystals identified by the presence of double melting points were observed by Differential Scanning Calorimetry (DSC) showing thermotropic properties. The surface tension (γ) and critical micelle concentration (cmc) were determined by du Noüy method, noting that increasing the length of alkyl chain led to the expected reduction in the cmc. The energies of adsorption and micellization processes calculated from isotherms γ versus ln c (g.dm-3) indicate cooperativeness of hydrophilic and hydrophobic groups.Sociedade Brasileira de Química2017-04-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000300275Química Nova v.40 n.3 2017reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170010info:eu-repo/semantics/openAccessFrança,Francisco C. F. deMoreira,Denise R.Almeida,Raimundo R. deRodrigues,Francisco H. A.Ribeiro,Maria E. N. P.Ricardo,Nágila M. P. S.por2017-05-05T00:00:00Zoai:scielo:S0100-40422017000300275Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2017-05-05T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
title Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
spellingShingle Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
França,Francisco C. F. de
synthesis
characterization
alkyl polyglycosides surfactants
amylose
fatty alcohols
title_short Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
title_full Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
title_fullStr Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
title_full_unstemmed Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
title_sort Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
author França,Francisco C. F. de
author_facet França,Francisco C. F. de
Moreira,Denise R.
Almeida,Raimundo R. de
Rodrigues,Francisco H. A.
Ribeiro,Maria E. N. P.
Ricardo,Nágila M. P. S.
author_role author
author2 Moreira,Denise R.
Almeida,Raimundo R. de
Rodrigues,Francisco H. A.
Ribeiro,Maria E. N. P.
Ricardo,Nágila M. P. S.
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv França,Francisco C. F. de
Moreira,Denise R.
Almeida,Raimundo R. de
Rodrigues,Francisco H. A.
Ribeiro,Maria E. N. P.
Ricardo,Nágila M. P. S.
dc.subject.por.fl_str_mv synthesis
characterization
alkyl polyglycosides surfactants
amylose
fatty alcohols
topic synthesis
characterization
alkyl polyglycosides surfactants
amylose
fatty alcohols
description Alkyl polyglycosides (APGs) are new biodegradable surfactants, non-toxic, synthesized from abundant renewable sources, potentially more appropriate than anionic surfactants. A range of glycosides denoted APG-Cy was synthesized by the Köenig-Knorr reaction using C10, C16 and C18 alcohols and derived from the degradation of amylose from English potato. The molecular structures of the glycosides were characterized by Nuclear Magnetic Resonance (1H and 13C NMR) together with Infrared Spectroscopy (FTIR) and Gel Permeation Chromatography (GPC). The study by NMR allowed the junctions between hydrophilic head groups and hydrophobic tail-groups to be characterized in detail. Conformation of the glycosidic units is 4C1 type with a b anomeric configuration. The formation of glycosides with five glucose rings linked to the alkyl chain was confirmed by 1H NMR and GPC. Liquid crystals identified by the presence of double melting points were observed by Differential Scanning Calorimetry (DSC) showing thermotropic properties. The surface tension (γ) and critical micelle concentration (cmc) were determined by du Noüy method, noting that increasing the length of alkyl chain led to the expected reduction in the cmc. The energies of adsorption and micellization processes calculated from isotherms γ versus ln c (g.dm-3) indicate cooperativeness of hydrophilic and hydrophobic groups.
publishDate 2017
dc.date.none.fl_str_mv 2017-04-01
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=S0100-40422017000300275
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000300275
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170010
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.40 n.3 2017
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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