Trialkylsilanes for use in chromatographic applications, substrates including such compounds and methods of producing the same

A treated substrate for use in chromatographic applications comprising a substrate and a trialkylsilane, wherein the trialkylsilane comprises:

• (a) a hydrocarbon backbone comprising one to ten carbons atoms,
• (b) a terminal trialkylsilyl moiety on the hydrocarbon backbone, wherein at least two of the alkyl groups independently comprise at least six carbon atoms,
• (c) a terminal silyl moiety on the hydrocarbon backbone, wherein the silicon of the silyl moiety is bound to the substrate, such that the at least two alkyl groups of the trialkylsilyl moiety extend to provide a bonded phase useful for reproducible molecular interaction.

A method of for preparing a trialkylsilane for use in chromatographic applications, the method comprising:

• (a) preparing a disubstituted vinylsilane by reacting an organomagnesium reagent and a vinylfunctional silane;
• (b) reacting the disubstituted vinylsilane of step (a) and a monomeric silane containing a silicon-hydrogen bond in the presence of a metallic catalyst, such that the monomeric silane is added to a vinyl group of the vinylsilane, thereby binding the silicon of the monomeric silane to a terminal carbon of the vinyl group and forming a trialkylsilane having a terminal trialkylsilyl moiety, wherein at least two alkyl groups of the trialkylsilyl moiety independently comprise at least six carbons atoms and the at least two alkyl groups extend from a silicon of the prepared disubstituted vinylsilane of step (a).

The method of claim 30, wherein the at least one hydrolyzable group is selected from the group consisting of a halogen, an alkylamine group, a dialkylamine group, and an alkoxy group.

A column for use in chromatographic applications comprising a treated substrate that contains a trialkylsilane, wherein the trialkylsilane comprises

• (a) a hydrocarbon backbone comprising one to ten carbons atoms,
• (b) a terminal trialkylsilyl moiety on the hydrocarbon backbone, wherein at least two of the alkyl groups independently comprise at least six carbon atoms,
• (c) a terminal silyl moiety on the hydrocarbon backbone, wherein the silicon of the silyl moiety is bound to the substrate, such that the at least two alkyl groups of the trialkylsilyl moiety extend to provide a bonded phase useful for reproducible molecular interaction.