11-Mercapto-l-undecanol

SPR sensor fabrication. 2-aminoethanothiol hydrochloride. Solution C 11 -mercap-to-l-undecanol (5 mM) in water, ethanol, DMF, or 70% v/v DMF. Solution D sodium hydroxide (0.4M)/diglyme (0.4 M) (1 1) mixture. Solution E DMF/0.5 A/NaOH (70 30 v/v). SolutionF ethanol-water (20 80 v/v) with 11-mercapto-l-undecanol (5 mM). Use care in handling these solutions harmful and corrosive. 

Scheme 10. Idealized sketch of modified gold surfaces prepared by solid-phase covalent binding of a ligand (a triazine dye) to a (a) 3-mercaptopropionic acid SAM (b) 3-mercaptopropanol SAM (c) 3-mercaptopropionic acid SAM derivatized with 1,4-diaminobutane (d) cystamine SAM derivatized with fumaric acid (e) mixed 3-mercaptopropanol and 3-mercaptopropionic acid SAM derivatized with 1,4-diaminobutane and (f) mixed propanethiol and 3-mercaptopropionic acid SAM derivatized with 1,4-diaminobutane (approaches (a) and (b) were used to attach triazine dyes to 11-mercapto-l-undecanoic acid and 11-mercapto-l-undecanol SAMs). Reproduced from [240] with permission.

Monolayers derived from 1-octadecanethiol are penetrated by organic adsorbed vapors, while those derived from 11-mercapto-l-undecanol are not, as determined by ellipsometry... 

Recently Mahapatro, et al., demonstrated the surface modification of functional self assembled monolayers on 316L stainless steel via lipase (Novozyme-435) catalysis (Scheme 4) 86). SAMs of 16-mercaptohexadecanoic acid (-COOH SAM) and 11-mercapto-l-undecanol (-OHSAM) were formed on 316L SS, and lipase catalysis was used to attach therapeutic drugs, perphenazine and ibuprofen, respectively, on these SAMs. The reaction was carried out in toluene at 60 °C for 5 h using Novozyme-435 as the biocatalyst. The FTIR, XPS and contact angle measurements collectively confirmed the biocatalytic surface modification of SAMs. 

For OH grafting, gold substrates were cleaned by UV radiation before being immersed for about 12 h in 11-mercapto-l-undecanol (97% from Sigma-Aldrich) solution (in 99.99% ethanol). A typical concentration of 3 mM was chosen for the grafting solution. 

The resistivity of the hydroxyl-terminated areas to polyion deposition was demonstrated by first forming a monolayer of 11-mercapto-l-undecanol on a gold substrate, which was then processed in a similar manner as the patterned substrates, and subsequently analyzed by XPS. Fe 2p signals, in-... 

X.Liu addressed this question using biologically relevant molecules and model compounds that can interact with Au(0) surfaces cystamine, cysteamine, biotinylated thiol-6 and biotinylated disulfide-5, as well as the thiols 11-mercapto-l-undecanol and 11-mercapto undecanoic acid [26]. In each case, the molecule was added to a dry Si02-X-Au(III) aerogel before photolysis. 

After the remote photocatalytic oxidation, the samples were rinsed in ethanol. Backfilling was made by dipping the samples for 10 min in a 1 mM solution of 11-mercapto-l-undecanol or 1H,1H,2H,2H-perfluorodecanethiol dissolved in ethanol. The samples were then rinsed again in ethanol. 

Fig. 2 Average adhesion forces (nN) obtained with -CH3 and -OH terminated tips on octadecanethiol and 11-mercapto-l-undecanol monolayers grafted on a Au/Si substrate. The force-distance curves were recorded in water or in nitrogen atmosphere.

We present a quantitative study of frictional properties of pure self-assembled monolayers (SAMs) of alkanethiols as a function of chain length and mixed SAMs of dodecanethiol and 11-mercapto-l-undecanol as a function of surface composition on Au (111) using atomic force/friction force microscopy (AFM/FFM). The lateral and normal forces were calibrated in situ using a combined two-slope and added-mass method. Molecular dynamics simulations were also carried out to interpret the chain length dependence of frictional properties of alkanethiols. We then extended the in situ force calibration method to the mixed SAMs and investigated the effects of chemical nature and relative humidity on the frictional properties. Friction coefficients were plotted as a function of surface composition with different relative humidity. Such a plot could serve as a reference in determining surface composition in a nanoscale domain by measuring its friction coefficient. 

The combined added-mass and two-slope approach is further used in this work to obtain quantitative frictional forces in mixed SAMs in nano-scale domains. There are a number of important questions to be answered. First, how does the chemical nature (hydrophobic or hydrophilic) of terminal groups of alkanethiol monolayers affect friction Second, is there any relationship between surface composition and frictional properties Third, how does the relative humidity (RH) affect frictional properties In order to address these issues, a comparative study of frictional properties of dodecanethiol, 11-mercapto-l-undecanol, and their mixtures (3 1, 1 1, 1 3) on Au (111) is carried out. It is expected that relative humidity will affect frictional properties, particularly for hydrophilic surfaces. Thus, all our experiments were carried out in a homebuilt environment-controlled chamber. 

Dodecanethiol and 11-mercapto-l-undecanol were purchased from Aldrich Chemical Company, Inc. (Milwaukee, WI) and used as received. Glassware for the preparation of SAMs was cleaned with chromic acid cleaning solution (Fisher Scientific). Gold shots (99.99%) were purchased from D.F. Goldsmith. Glass beads (10-30 pm) from Polyscience were used for the normal force calibration. The faceted... 

Figure 3. Frictional force vs. load curves for dodecanethiol, 11-mercapto-l-undecanol, and their 1 1 mixture on Au (111) scanning under RH of 50%.

Mixed SAMs of 11-mercapto-l-undecanol (CnOFI) and 1-hexadecanethiol (C15CH3) on gold were prepared to study albumin adsorption as a function of surface hydrophilicity. XPS showed a significant incorporation of CnOH in the... 

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