Chromatographic stationary phases and adsorbents from hybrid organic-inorganic sol-gels

• US 5,637,135 A
• Filed: 06/26/1995
• Issued: 06/10/1997
• Est. Priority Date: 06/26/1995
• Status: Expired due to Term

• Current Assignee: Capillary Technology Corporation
• Original Assignee: Capillary Technology Corporation
• Inventors: Pantano, Carlo G., Ottenstein, Daniel M.
• Primary Examiner(s): SPITZER, ROBERT H
• Application Number:
  US08/494,470
• Time in Patent Office: 715 Days
• Field of Search: 55/524, 96/101, 96/108, 96/153, 96/154
• US Class Current: 96/101
• CPC Class Codes: B01J 20/285 based on polymers
• CPC Class Codes: B01J 20/286 Phases chemically bonded to a substrate, e.g. to silica or to polymers
• CPC Class Codes: B01J 20/291 Gel sorbents
• CPC Class Codes: B01J 2220/54 Sorbents specially adapted for analytical or investigative chromatography
• CPC Class Codes: B01J 2220/86 Sorbents applied to inner surfaces of columns or capillaries

Abstract

Chromatographically active stationary phases and adsorbents are made from sol-gels produced by the hydrolysis and condensation of alkoxysilanes that contain hydrolyzable alkoxy groups and non-hydrolyzable organo groups. The organo groups provide chromatographic activity in the resulting hybrid organic-inorganic material. Deposited as hybrid sol-gel coatings on solid supports, the coatings are heated to activate them. Hybrid organic-inorganic materials which contain different organic groups distributed in an inorganic network may be designed for the improved analysis of specific groups of compounds by the selection of the organo groups. Hydrocarbon mixtures may be advantageously analyzed by such hybrid materials.

Claims

1. A column comprising a solid support, an adsorbent coating deposited upon the support, the coating comprising a hybrid organic-inorganic material which is the hydrolyzed and condensed reaction product of an alkoxysilane having four hydrolyzable alkoxy group, each group having from 1 to 4 carbons and at least one organoalkoxysilane having a hydrolyzable alkoxy group and a non-hydrolyzable organic group.

2. The column of claim 1 wherein the alkoxysilane is tetraethoxysilane.

3. The column of claim 2 wherein the organoalkoxysilane is dimethyldiethoxysilane.

4. The column of claim 1 wherein the organoalkoxysilane is a mixture of at least two organoalkoxysilanes, each having a different non-hydrolyzable organic group.

5. The column of claim 1 wherein the reaction product is derived from a mixture of monomers, wherein the alkoxysilane is a monomer having the formula:

##STR3## wherein R is an alkyl group having from 1 to 4 carbons and the organoalkoxysilane is a monomer having the formula;

##STR4## wherein R'"'"' is selected from the group consisting of methyl and ethyl groups, R1 is selected from the group consisting of hydrogen, methyl, phenyl, cyanoethyl, cyanopropyl, and trifluoropropyl groups and R2 is selected from the group consisting of methyl, phenyl, methoxy and ethoxy groups.

6. The column of claim 5 wherein the molar ratio of alkoxysilane to organoalkoxysilane is from 1 to about 0.5 to 1.25.

7. The column of claim 6 wherein the molar ratio is about equimolar.

8. The column of claim 6 wherein the alkoxysilane is tetraethoxysilane and the organoalkoxysilane is selected from the group consisting of dimethyldimethoxysilane, dimethyldiethoxysilane, methyltrimethoxysilane, diphenyldiethoxysilane, phenylmethyldimethoxysilane, phenylmethyldiethoxysilane, 3-cyanopropyltriethoxysilane, 2-cyanoethyltriethoxysilane, (3,3,3-trifluoropropyl)trimethoxysilane, methyldimethoxysilane and methyldiethoxysilane.

9. The column of claim 6 wherein the alkoxysilane is tetraethoxysilane and the organoalkoxysilane is a mixture of dimethyldiethoxysilane and another organoalkoxysilane having a non-hydrolyzable organic substituent other than methyl.

10. The column of claim 6 wherein the alkoxysilane is tetraethoxysilane and the organoalkoxysilane is a mixture of dimethyldiethoxysilane and 3-cyanopropyltriethoxysilane.

11. The column of claim 1 wherein the non-hydrolyzable organic group is chromatographically active.

12. The column of claim 11 wherein the hybrid organic-inorganic material has a surface and the non-hydrolyzable chromatographically active group is distributed at or near the surface.