Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing
Patent
1997-06-20
1999-02-09
Shaver, Paul F.
Organic compounds -- part of the class 532-570 series
Organic compounds
Silicon containing
556431, 556434, 502407, 2101982, 210656, 428403, 428404, 428405, 428406, 428407, 428447, 55 67, C07F 710
Patent
active
058697241
ABSTRACT:
The present invention provides asymmetric bidentate silane reagents from modifying the surface of liquid chromatography supports, the supports and methods of making and using the same. When bonded to the surface of a support material, the resulting modified support material provides improved properties, such as better separations and more stable support materials, especially when used in liquid chromatography. These bidentate silanes have the general structure: R.sub.1 SiMe(NMe.sub.2)--(CH.sub.2).sub.n --SiMeR.sub.2 (NMe.sub.2). R.sub.1 is an alkyl group having from 1 to 30 carbon atoms, and R.sub.2 is an alkyl group having from 8 to 18 carbon atoms. R.sub.1 is a different alkyl group than R.sub.2. Me is a methyl group, and n has a value 2 or 3. In certain embodiments, R.sub.2 includes at least one functional group. When reacted with a silica surface, the resulting modified surface has a structure: reacted silica.
REFERENCES:
patent: 2561429 (1951-07-01), Sveda
patent: 3172874 (1965-03-01), Klebe
patent: 3336352 (1967-08-01), Omientanski
patent: 3431222 (1969-03-01), Fink
patent: 3497539 (1970-02-01), Goossens
patent: 3505381 (1970-04-01), Kotzsch et al.
patent: 3505785 (1970-04-01), Kirkland
patent: 3658865 (1972-04-01), Bakassian et al.
patent: 3674739 (1972-07-01), Goossens
patent: 3722181 (1973-03-01), Kirkland et al.
patent: 3782075 (1974-01-01), Kirkland
patent: 3795313 (1974-03-01), Kirkland et al.
patent: 3892678 (1975-07-01), Halasz et al.
patent: 3979546 (1976-09-01), Lewis
patent: 4010042 (1977-03-01), Bover
patent: 4010242 (1977-03-01), Iler et al.
patent: 4131542 (1978-12-01), Bergna et al.
patent: 4504549 (1985-03-01), Pines et al.
patent: 4600646 (1986-07-01), Stout
patent: 4666717 (1987-05-01), Smith et al.
patent: 4699717 (1987-10-01), Riesner et al.
patent: 4745572 (1988-05-01), Glajch et al.
patent: 4874518 (1989-10-01), Kirkland et al.
patent: 5108595 (1992-04-01), Kirkland et al.
patent: 5250648 (1993-10-01), Huggins
Jones et al., Characterization and Evaluation of Cyanopropyl Polysiloxane Stationary Phases for Gas Chromatograph, 1984, vol. 298, pp. 389-397, Journal of Chromatography.
Lork et al., Role of the Functional Group in n-Octyldimethylsilances in the Synthesis of C.sub.8 Reversed-Phase Silica Packings for High Performance Liquid Chromatography, (1986), vol. 352, pp. 199-211, Journal of Chromatography.
Boksanyi et al., Reaction of n-Alkylkimethylsilanols and n-Oxaalkyldimethylsilanols with the Hydrated Surface of Silicon Dioxide --The Question of the Limiting Surface Concentration, (1976), vol. 6, pp. 95-137, Advances in Colloid and Interface Science.
Sindorf et al., Solid-State NMR Studies of the Reactions of Silica Surfaces with Polyfunctional Chloromethylsilanes and Ethoxymethylsilanes, 1983, vol. 105, pp. 3767-3776, J. Am. Chem. Soc.
Welsch et al., Characterization of a New Dehydroxylated Reversed-Phase Material, 1983, vol. 267 pp. 39-48, Journal of Chromatography.
1985, vol. 103, p. 668, 71494v, Chemical Abstracts.
R.K. Iler "The Chemistry of Silica," pp. 97-98, John Wiley, NY, NY (1979).
Kirkland et al., Synthesis and Characterization of Highly Stable Bonded Phases for High-Performance Liquid Chromatography Column Packings, 1988, vol. 61, pp. 2-11, J. Am. Chem. Soc.
Kirkland et al., Stability of Silica-Based, Endcapped Columns with pH 7 and 11 Mobile Phases for Reversed-Phase High-Performance Liquid Chromatography, 1997, vol. A762, pp. 97-112, Journal of Chromatography.
Kirkland et al., High pH Mobile Phase Effects on Silica-Based Reversed-Phase High-Performance Liquid Chromatographic Columns, 1995, vol. A691, pp. 3-19, Journal of Chromatography.
Claessens et al., Effect of Buffers on Silica-Based Column Stability in Reversed-Phase High-Performance Liquid Chromatography, 1996, vol. A728, pp. 259-270, Journal of Chromatography.
Smith et al., The Efficient Analysis of Neutral and Highly Polar Pharmaceutical Compounds Using Reversed-Phase and Ion-Exchange Electrochromatography, 1995, pp. 197-203, Chromatographia vol. 41, No. 3/4.
L.R. Snyder and J.J. Kirkland, "An Introduction to Modern Liquid Chromatograph," Chapter 7, John Wiley, NY, NY (1979).
Adams, Jr. John B.
Kirkland Joseph J.
Hewlett--Packard Company
Schuette Richard F.
Shaver Paul F.
LandOfFree
Asymmetric bidentate silanes does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Asymmetric bidentate silanes, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Asymmetric bidentate silanes will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1950248