Characterization and optimization of mixed thiol-derivatized beta-cyclodextrin/pentanethiol monolayers with high-density guest-accessible cavities
Mixed per-6-thio-beta-cyclodextrin (CD-SH)/pentanethiol (C(5)SH) monolayers were constructed by the sequential immersion of a Au(111) electrode into solutions of CD-SH, ferrocene, and a mixed solution of ferrocene and C(5)SH. Highly compact CD-SH self-assembled monolayers (SAMs) with the surface CD-...
| Veröffentlicht in: | Langmuir : the ACS journal of surfaces and colloids. - 1992. - 25(2009), 14 vom: 21. Juli, Seite 8094-100 |
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| Weitere Verfasser: | , , |
| Format: | Online-Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
2009
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| Zugriff auf das übergeordnete Werk: | Langmuir : the ACS journal of surfaces and colloids |
| Schlagworte: | Journal Article |
| Zusammenfassung: | Mixed per-6-thio-beta-cyclodextrin (CD-SH)/pentanethiol (C(5)SH) monolayers were constructed by the sequential immersion of a Au(111) electrode into solutions of CD-SH, ferrocene, and a mixed solution of ferrocene and C(5)SH. Highly compact CD-SH self-assembled monolayers (SAMs) with the surface CD-SH density of 74.0 +/- 6.3 pmol cm(-2) on a true surface area basis were formed in 1 mM CD-SH with the immersion time of more than 48 h as confirmed by reductive desorption voltammetry. Based on the concentration dependence of the adsorption amount, a Langmuir adsorption coefficient was determined to be 1.9 x 10(7) M(-1). Chronocoulometry in a ferrocene solution at the CD-SH SAM and the mixed CD-SH/C(5)SH monolayers revealed the following inclusion properties. (1) All the CD-SH cavities can be used for the inclusion of a guest compound before and after the adsorption of C(5)SH, as shown by the fact that the maximum inclusion amounts of ferrocene, 68.0 +/- 3.4 and 73.0 +/- 2.0 pmol cm(-2) before and after the adsorption of C(5)SH, respectively, were very close to the surface CD-SH density. (2) The association constant between the surface-confined CD-SH and ferrocene (7.6 x 10(4) M(-1)) is greater than the corresponding association constant in solution. (3) The intermolecular vacancies between the adsorbed CD-SH molecules are completely filled with C(5)SH. This ensures that the CD cavities are the only accessible sites for guest compounds and any other reactants |
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| Beschreibung: | Date Completed 17.09.2009 Date Revised 14.07.2009 published: Print Citation Status PubMed-not-MEDLINE |
| ISSN: | 1520-5827 |
| DOI: | 10.1021/la900586e |