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Cleavage of 4-nitrophenyl diphenyl phosphate by isomeric quaternary pyridinium ketoximes - How can structure and lipophilicity of functional surfactants influence their reactivity in micelles and microemulsions?

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F06%3A00016921" target="_blank" >RIV/60461373:22310/06:00016921 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Cleavage of 4-nitrophenyl diphenyl phosphate by isomeric quaternary pyridinium ketoximes - How can structure and lipophilicity of functional surfactants influence their reactivity in micelles and microemulsions?

  • Original language description

    Amphiphilic pyridinium ketoximes 4-[1-(hydroxyimino)alkyl]-1-methylpyridinium bromides (1) and 1-alkyl-4-[1-(hydroxyimino)ethyl]pyridinium bromides (2) are isomeric cationic surfactants bearing the nucleophilic hydroxyimino group. They differ in the position of the nucleophilic function relative to polar head group and hydrophobic alkyl chain. The 4-nitrophenyl diphenyl phosphate (PNPDPP) cleavage by the oximate anions generated from 1 and 2 was used as a model reaction for the investigation of the influence of the structure and lipophilicity of functional surfactants on their reactivity in micelles and microemulsions. The investigation of the model reaction in cationic micelles of hexadecyltrimethylammonium bromide (CTAB), in non-ionic micelles (Triton X-100 and Brij 35) and in o/w microemulsion (isooctane/phosphate buffer/CTAB and butan-1-ol) has revealed that it is the lipophilicity which is the most important factor influencing the localization and reactivity of functional surfacta

  • Czech name

    Štěpení 4-nitrofenyl-difenyl-fosfátu izomerními kvarterními pyridiniovými ketoximy - Jak může struktura a lipofilita funkcionalizovaného tenzidu ovlivnit jejich reaktivitu v micelách a mikroemulzích?

  • Czech description

    Amfifilní pyridiniové ketoximy 4-[1-(hydroxyimino)alkyl]-1-methylpyridinium bromid (1) a 1-alkyl-4-[1-(hydroxyimino)ethyl]pyridinium bromid (2) jsou izomerní pyridiniové ketoximy nesoucí nukleofilní hydroxyimino skupinu. Liší se pozicí nukleofilní skupiny vzhledem k polární skupině a hydrofobnímu alkylovému řetězci. Bylo studováno štěpení 4-nitrofenyl-difenyl-fosfátu účinkem oximátového iontu generovaného ze sloučenin 1 a 2 jako modelová reakce pro studium vlivu struktury a lipofility funkcionalizovaných tenzidů na jejich reaktivitu v micelách a mikroemulzích.

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA203%2F04%2F0488" target="_blank" >GA203/04/0488: Phase interface properties in nanoaggregates and their influence on chemical reactivity</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2006

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Collection of Czechoslovak Chemical Communications

  • ISSN

    0010-0765

  • e-ISSN

  • Volume of the periodical

    71

  • Issue of the periodical within the volume

    12

  • Country of publishing house

    CZ - CZECH REPUBLIC

  • Number of pages

    17

  • Pages from-to

    1642-1658

  • UT code for WoS article

  • EID of the result in the Scopus database