Cargando…

Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides

BACKGROUND: Heterogeneous β-Alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides [R(EO)(n)PD] represent new “hybrid” nonionic-ionic colloidal structures in the field of surface-active products (technical products). These “niche” compounds have three structural and compositional cha...

Descripción completa

Detalles Bibliográficos
Autores principales: Riviş, Adrian, Bujanca, Gabriel, Traşcă, Teodor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: BioMed Central 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3695855/
https://www.ncbi.nlm.nih.gov/pubmed/23406530
http://dx.doi.org/10.1186/1752-153X-7-31
_version_ 1782275021035536384
author Riviş, Adrian
Bujanca, Gabriel
Traşcă, Teodor
author_facet Riviş, Adrian
Bujanca, Gabriel
Traşcă, Teodor
author_sort Riviş, Adrian
collection PubMed
description BACKGROUND: Heterogeneous β-Alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides [R(EO)(n)PD] represent new “hybrid” nonionic-ionic colloidal structures in the field of surface-active products (technical products). These “niche” compounds have three structural and compositional characteristics that also define their basic colloidal properties: mixture of R and PEO chain homologues; specific conformations due to the PEO chains; and the presence of side products from the addition of higher alcohols, polyethyleneglycols and traces of water to acrylamide. The proposed major objective of this paper is the basic informative colloidal characterization (functional classification, HLB balance, surface tension, critical micelle concentration) in direct correlation with the structural changes in the homologous series of LM(EO)(n)PD and CS(EO)(n)PD. The structures were obtained either indirectly by cyanoethylation followed by partial acid hydrolysis of the corresponding β-propionitriles, or directly by the nucleophilic addition under alkaline catalysis of linear higher alcohols C(12)H(25)/C(14)H(29) (7/3) (LM) and C(16)H(33)/C(18)H(37) (CS) as such and heterogeneous polyethoxylated (n = 3-20) to acrylamide monomer, through an adapted classic reaction scheme. RESULTS: In the series of basic colloidal characteristics investigated the structure-surface activity dependence is confirmed. Their indicative character for R(EO)(n)PD is based on the assumption that the structures studied are not unitary (heterogeneous) because: a) the hydrophobic chains C(12)H(25)/C(18)H(37) have been grouped in two variants, C(12)H(25)/C(14)H(29) (LM); C(16)H(33)/C(18)H(37) (CS), each with an internal mass ratio of 7/3; b) the hydrophilic polyoxyethylene chains (n = 3-20) have polydisperse character; the meaning and value the oligomerization degree, n, is that of weighted average. In these conditions the surface tension increases proportionally with the oligomerization degree of the polyoxyethylene chain, while the critical micelle concentration decreases in the same homologous series as well as with the increase of the hydrophobic chain in the C(12)H(25) to C(18)H(37) series. A mechanism of micellization is proposed, consistent with the experimental data recorded and the hypotheses known from the consulted literature. CONCLUSIONS: The idea of the obtaining and basic colloidal characterization of heterogeneous R(EO)(n)PD is justified. The knowledge and constructive approach of the heterogeneous character confirm the basic surface-active potential of R(EO)(n)PD, the structure-colloidal characteristics dependence and justifies further, more extensive research.
format Online
Article
Text
id pubmed-3695855
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher BioMed Central
record_format MEDLINE/PubMed
spelling pubmed-36958552013-06-29 Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides Riviş, Adrian Bujanca, Gabriel Traşcă, Teodor Chem Cent J Research Article BACKGROUND: Heterogeneous β-Alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides [R(EO)(n)PD] represent new “hybrid” nonionic-ionic colloidal structures in the field of surface-active products (technical products). These “niche” compounds have three structural and compositional characteristics that also define their basic colloidal properties: mixture of R and PEO chain homologues; specific conformations due to the PEO chains; and the presence of side products from the addition of higher alcohols, polyethyleneglycols and traces of water to acrylamide. The proposed major objective of this paper is the basic informative colloidal characterization (functional classification, HLB balance, surface tension, critical micelle concentration) in direct correlation with the structural changes in the homologous series of LM(EO)(n)PD and CS(EO)(n)PD. The structures were obtained either indirectly by cyanoethylation followed by partial acid hydrolysis of the corresponding β-propionitriles, or directly by the nucleophilic addition under alkaline catalysis of linear higher alcohols C(12)H(25)/C(14)H(29) (7/3) (LM) and C(16)H(33)/C(18)H(37) (CS) as such and heterogeneous polyethoxylated (n = 3-20) to acrylamide monomer, through an adapted classic reaction scheme. RESULTS: In the series of basic colloidal characteristics investigated the structure-surface activity dependence is confirmed. Their indicative character for R(EO)(n)PD is based on the assumption that the structures studied are not unitary (heterogeneous) because: a) the hydrophobic chains C(12)H(25)/C(18)H(37) have been grouped in two variants, C(12)H(25)/C(14)H(29) (LM); C(16)H(33)/C(18)H(37) (CS), each with an internal mass ratio of 7/3; b) the hydrophilic polyoxyethylene chains (n = 3-20) have polydisperse character; the meaning and value the oligomerization degree, n, is that of weighted average. In these conditions the surface tension increases proportionally with the oligomerization degree of the polyoxyethylene chain, while the critical micelle concentration decreases in the same homologous series as well as with the increase of the hydrophobic chain in the C(12)H(25) to C(18)H(37) series. A mechanism of micellization is proposed, consistent with the experimental data recorded and the hypotheses known from the consulted literature. CONCLUSIONS: The idea of the obtaining and basic colloidal characterization of heterogeneous R(EO)(n)PD is justified. The knowledge and constructive approach of the heterogeneous character confirm the basic surface-active potential of R(EO)(n)PD, the structure-colloidal characteristics dependence and justifies further, more extensive research. BioMed Central 2013-02-13 /pmc/articles/PMC3695855/ /pubmed/23406530 http://dx.doi.org/10.1186/1752-153X-7-31 Text en Copyright © 2013 Riviş et al.; licensee Chemistry Central Ltd. http://creativecommons.org/licenses/by/2.0 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Riviş, Adrian
Bujanca, Gabriel
Traşcă, Teodor
Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides
title Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides
title_full Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides
title_fullStr Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides
title_full_unstemmed Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides
title_short Basic surface-active properties in the homologous series of β-alkyl (C(12)H(25)/C(18)H(37)) polyethyleneoxy (n = 0-20) propionamides
title_sort basic surface-active properties in the homologous series of β-alkyl (c(12)h(25)/c(18)h(37)) polyethyleneoxy (n = 0-20) propionamides
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3695855/
https://www.ncbi.nlm.nih.gov/pubmed/23406530
http://dx.doi.org/10.1186/1752-153X-7-31
work_keys_str_mv AT rivisadrian basicsurfaceactivepropertiesinthehomologousseriesofbalkylc12h25c18h37polyethyleneoxyn020propionamides
AT bujancagabriel basicsurfaceactivepropertiesinthehomologousseriesofbalkylc12h25c18h37polyethyleneoxyn020propionamides
AT trascateodor basicsurfaceactivepropertiesinthehomologousseriesofbalkylc12h25c18h37polyethyleneoxyn020propionamides