Physicochemical properties and esterolytic reactivity of oxime functionalized surfactants in pH-responsive mixed micellar system

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F17%3A50013379" target="_blank" >RIV/62690094:18470/17:50013379 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00179906:_____/17:10360888

Výsledek na webu

<a href="http://www.sciencedirect.com/science/article/pii/S0927775717303722?via%3Dihub" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0927775717303722?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.colsurfa.2017.04.039" target="_blank" >10.1016/j.colsurfa.2017.04.039</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Physicochemical properties and esterolytic reactivity of oxime functionalized surfactants in pH-responsive mixed micellar system

Popis výsledku v původním jazyce

We present comprehensive study of the aggregation properties of zwitterionic micelles of oxime-functionalized surfactants and their mixed micellar systems with conventional cationic CTABr and nonionic Tween (R) 80 surfactants.Analysis of the micellar effects on the reaction rates toward activated esters is also completed. Specifically, aggregation properties of micelles of amphiphilic 1-alkyl-3-methyl-2-(oximinomethypimidazolium and 1-alkyl-3(1-oximinoethyl)pyridinum bromides (alkyl = CnH2n+1,where n = 12, 16) and their mixed micellar systems with CTABr and Tween (R) 80 have been investigated.The changes in micellar properties and reaction rates toward 4-nitrophenyl esters of diethyl phosphoric (NPDEP),diethyl phosphonic (NPDEPN),and toluenesulphonic (NPOTos) acids,with increase of pH ensuring deprotonation of specific oximate moiety,have been studied.We focused on the changes of micellar properties of mixed micelles depending on the mixture composition and the deprotonation degree of the functional oximate group.The critical micelle concentration (cmc) values,degrees of counterion binding (beta),and size of micellar aggregates were obtained using surface tension measurements,dynamic light scattering method, bromide selective electrode, and by solubilization of hydrophobic dye Orange OT.The surface excess concentration (T-max, mu mol/m(2)),minimum area per molecule (A(min)),interaction parameters (beta(m)),standard Gibbs free energy of adsorption (Delta G(ads)(o)) and micellization (Delta G(m)(o)) and excess free energy of micellization (Delta G(ex)) have been evaluated.Micellar effects of the systems studied on the acyl transfer reaction rates were shown to increase with higher fraction of deprotonated oxime and can be treated in the framework of a pseudophase partitioning model.These results provide new information on (i) control the reactivity of the organized molecular systems and (ii) elaboration the basis for designing pH responsive supramolecular assemblies.

Název v anglickém jazyce

Physicochemical properties and esterolytic reactivity of oxime functionalized surfactants in pH-responsive mixed micellar system

Popis výsledku anglicky

We present comprehensive study of the aggregation properties of zwitterionic micelles of oxime-functionalized surfactants and their mixed micellar systems with conventional cationic CTABr and nonionic Tween (R) 80 surfactants.Analysis of the micellar effects on the reaction rates toward activated esters is also completed. Specifically, aggregation properties of micelles of amphiphilic 1-alkyl-3-methyl-2-(oximinomethypimidazolium and 1-alkyl-3(1-oximinoethyl)pyridinum bromides (alkyl = CnH2n+1,where n = 12, 16) and their mixed micellar systems with CTABr and Tween (R) 80 have been investigated.The changes in micellar properties and reaction rates toward 4-nitrophenyl esters of diethyl phosphoric (NPDEP),diethyl phosphonic (NPDEPN),and toluenesulphonic (NPOTos) acids,with increase of pH ensuring deprotonation of specific oximate moiety,have been studied.We focused on the changes of micellar properties of mixed micelles depending on the mixture composition and the deprotonation degree of the functional oximate group.The critical micelle concentration (cmc) values,degrees of counterion binding (beta),and size of micellar aggregates were obtained using surface tension measurements,dynamic light scattering method, bromide selective electrode, and by solubilization of hydrophobic dye Orange OT.The surface excess concentration (T-max, mu mol/m(2)),minimum area per molecule (A(min)),interaction parameters (beta(m)),standard Gibbs free energy of adsorption (Delta G(ads)(o)) and micellization (Delta G(m)(o)) and excess free energy of micellization (Delta G(ex)) have been evaluated.Micellar effects of the systems studied on the acyl transfer reaction rates were shown to increase with higher fraction of deprotonated oxime and can be treated in the framework of a pseudophase partitioning model.These results provide new information on (i) control the reactivity of the organized molecular systems and (ii) elaboration the basis for designing pH responsive supramolecular assemblies.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30104 - Pharmacology and pharmacy

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2017

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Colloids and surfaces a-physicochemical and engineering aspects

ISSN

0927-7757

e-ISSN

—

Svazek periodika

524

Číslo periodika v rámci svazku

July

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

17

Strana od-do

143-159

Kód UT WoS článku

000404311400016

EID výsledku v databázi Scopus

—