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Nonpolar phase-soluble methathesis catalysts

a catalyst and phase-soluble technology, applied in the direction of organic compounds/hydrides/coordination complexes catalysts, physical/chemical process catalysts, organic chemistry, etc., can solve the problem that the product of the reaction is less soluble in the solvent than the molecule, and achieve the effect of less solubl

Inactive Publication Date: 2009-08-13
TEXAS A&M UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention is about a reaction composition that allows for easy separation of the product from the catalyst. The composition includes a nonpolar solvent, a catalyst-support complex, and a substrate molecule. The substrate molecule is dissolved in the solvent and the product of the reaction is less soluble in the solvent. This allows for easy separation of the product from the catalyst. The composition can be used in a variety of chemical reactions and the catalyst-support complex can be reused by dissolving a new substrate in the solvent.

Problems solved by technology

With this embodiment, the catalyst-support complex and substrate molecule are both dissolved in the nonpolar solvent; however, the product of the reaction is less soluble in the solvent compared to the molecule.

Method used

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  • Nonpolar phase-soluble methathesis catalysts
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  • Nonpolar phase-soluble methathesis catalysts

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Embodiment Construction

[0027]The instant invention provides a catalysis system having a single nonpolar reaction solvent that is not latently biphasic. The solvent may consist of one or more nonpolar liquid components. Solvents consisting of only one component are inherently monophasic and are thus incapable of being latently biphasic. For those solvents having multiple components, the components remain miscible with each other (i.e. remain monophasic) throughout the entire reaction process (i.e. they do not separate to different phases upon some form of manipulation), from the addition of substrate to the removal of product. This system thus does not necessitate the provision of latent biphasic reaction schemes, which involve rather complex manipulations (e.g. specific temperature or ionic state changes). The inventive reaction scheme allows for the catalyst and substrate to be soluble in the single nonpolar solvent. Surprisingly, the reaction products are easily separated from the nonpolar solvent by vi...

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Abstract

One embodiment of the invention provides polyisobutylene (PIB) oligomers that are end-functionalized with ruthenium (Ru) catalysts. Such nonpolar catalysts can be dissolved in nonpolar solvents such as heptane, or any other nonpolar solvent that is otherwise not latently biphasic (i.e., if two or more solvent components are present, they remain miscible with each other throughout the entire reaction process, from the addition of substrate through to the removal of product). Substrate that is dissolved in the nonpolar solvent with the catalyst is converted into product. The lower solubility of the product in the nonpolar solvent renders it easily removable, either by extraction with a more polar solvent or by applying physical means in cases where the product precipitates from the nonpolar solvent. In this manner the catalysts are recycled; since the catalysts remain in the nonpolar solvent, a new reaction can be initiated simply by dissolving fresh substrate into the nonpolar solvent.

Description

[0001]This application claims the benefit of priority to U.S. Provisional Application No. 60 / 997,093, filed Oct. 1, 2007, which is herein incorporated by reference in its entirety.FIELD OF THE INVENTION[0002]The invention relates to methods and compositions useful for catalyzing chemical reactions. In particular, the invention is drawn to reactions that afford efficient catalyst recycling and reusability. Even more particularly, the compositions and methods provided by the invention relate to the provision of a single nonpolar reaction solvent that is not latently biphasic and a catalyst that is soluble therein.BACKGROUND OF THE INVENTION[0003]Polymer-supported catalysts are widely used in chemical processes. Much of the technology that is presently available derives from the solid-phase peptide synthesis techniques developed by Merrifield. These techniques are based on insoluble cross-linked polystyrene supports. Catalysts supported on Merrifield resins can be recovered from reacti...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07D211/02C08F4/80C07C69/74C07D207/18
CPCC07C67/333C07D211/96C07C2101/16C07D233/58C07D295/24C07D403/14C08G2261/418C08L65/00C07C2101/10C07D207/48C07C67/30B01J2531/821B01J31/1683B01J2231/543B01J2531/17C07C69/75C07C69/74B01J31/06B01J31/2278B01J31/2291B01J31/2295C07C67/58C07C2601/10C07C2601/16C07D207/46C07D211/94
Inventor BERGBREITER, DAVID E.BAZZI, HASSAN S.HONGFA, CHAYANANT
Owner TEXAS A&M UNIVERSITY
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