Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum L.)
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , |
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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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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1750318118004064256 |