Immobilization of cryptophane derivatives onto SiO2/Au and Au substrates

The synthesis of a cryptophane molecule bearing five methoxy substituents and an alkanethiol chain, 4, as well as its subsequent grafting onto a gold surface, is reported. Immobilization of cryptophane derivatives onto silica (SiO2/Au) surfaces was also performed by reacting a cryptophane molecule b...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 30(2014), 49 vom: 16. Dez., Seite 14859-67
1. Verfasser: Siurdyban, Elise (VerfasserIn)
Weitere Verfasser: Brotin, Thierry, Heuzé, Karine, Vellutini, Luc, Buffeteau, Thierry
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2014
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
Beschreibung
Zusammenfassung:The synthesis of a cryptophane molecule bearing five methoxy substituents and an alkanethiol chain, 4, as well as its subsequent grafting onto a gold surface, is reported. Immobilization of cryptophane derivatives onto silica (SiO2/Au) surfaces was also performed by reacting a cryptophane molecule bearing one or six acid functions, 5 or 6, respectively, with an amino-terminated self-assembled monolayer (SAM). Polarization modulation infrared reflection-absorption spectroscopy (PM-IRRAS) was used to characterize the two types of cryptophane monolayers. Surface coverage of cryptophane monolayers was estimated by comparing the PM-IRRAS intensity of cryptophane bands with that calculated from the optical constants of pentamethoxy-cryptophane for a compact monolayer. A very efficient grafting of 4 onto a gold surface was found, with a surface coverage close to 100%. On the other hand, the reaction of mono-acid, 5, or hexa-acid, 6, cryptophanes with amino-terminated SAM was less efficient, since the surface coverage did not exceed 15%. Finally, a good surface coverage (75%) was also obtained by using a cysteamine coupling agent to modify 5 before its grafting onto a gold surface
Beschreibung:Date Completed 09.07.2015
Date Revised 16.12.2014
published: Print-Electronic
Citation Status PubMed-not-MEDLINE
ISSN:1520-5827
DOI:10.1021/la5039156