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US5770084A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymerized chiral micelles for chiral separations

Assignee: Louisiana State University
•
Filing: 1996-08-15
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Granted: 1998-06-23
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Expires: 2016-08-15
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Abstract

Abstract Chiral separations can be enhanced through the use of polymerized chiral micelles. Because polymerized micelles eliminate much of the complex dynamic behavior associated with conventional micelles, polymerized chiral micelles have stronger chiral recognition properties than do otherwise-identical, "conventional" or non-polymerized chiral micelles. Recovery of chiral ligands from polymerized chiral micelles is often easier, as the chiral ligands may typically be recovered by simple extraction with an appropriate organic solvent. By contrast, recovering the solute from a conventional, non-polymerized micellar medium by extraction with an organic solvent frequently results in the formation of troublesome emulsion systems. Polymerized chiral micelle systems are therefore beneficial in both preparative-scale and process-scale separations. Polymerized chiral micelles have no critical micelle concentration, allowing lower concentrations to be used in micellar electrokinetic capillary chromatography, which in turn reduces the otherwise deleterious heat that can be generated.

Inventors

  • 👤 Isiah M. Warner
  • 👤 Jian Wang

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 08:27
CPC Classifications
C; C07; C07B; C07B57/00

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 104 words
A process for separating a mixture of two enantiomers; said process comprising transporting the enantiomers through a medium comprising polymerized chiral micelles and a chiral selector, or transporting the enantiomers and a medium comprising polymerized chiral micelles and a chiral selector over a substrate; wherein said micelles have differing affinities for the two enantiomers; wherein said chiral selector has differing affinities for the two enantiomers, and said chiral selector is not a polymerized chiral micelle; and wherein the differing affinities cause the two enantiomers to move through the medium or over the substrate at different velocities; whereby the enantiomers become separated from one another.
Claim 2
Dependent Claim 104 words
A process for separating a mixture of two enantiomers; said process comprising transporting the enantiomers through a medium comprising polymerized chiral micelles and a chiral selector, or transporting the enantiomers and a medium comprising polymerized chiral micelles and a chiral selector over a substrate; wherein said micelles have differing affinities for the two enantiomers; wherein said chiral selector has differing affinities for the two enantiomers, and said chiral selector is not a polymerized chiral micelle; and wherein the differing affinities cause the two enantiomers to move through the medium or over the substrate at different velocities; whereby the enantiomers become separated from one another.
Claim 3
Dependent Claim 15 words
A process as recited in claim 1, wherein said transporting step comprises performing liquid chromatography.
Claim 4
Dependent Claim 15 words
A process as recited in claim 1, wherein said transporting step comprises performing capillary electrophoresis.
Claim 5
Dependent Claim 35 words
A process as recited in claim 1, wherein said transporting step comprises performing a liquid-liquid extraction between two immiscible liquid phases, wherein said micelles are substantially soluble in only one of the two liquid phases.
Claim 6
Dependent Claim 15 words
A process as recited in claim 1, wherein said transporting step comprises performing gas chromatography.
Claim 7
Dependent Claim 21 words
A process as recited in claim 1, wherein said transporting step comprises transporting the enantiomers and said micelles across a membrane.
Claim 8
Dependent Claim 15 words
A process as recited in claim 1, wherein said chiral selector comprises a chiral cyclodextrin.
Claim 9
Dependent Claim 15 words
A process as recited in claim 1, wherein said chiral selector comprises a crown ether.
Claim 10
Dependent Claim 15 words
A process as recited in claim 1, wherein said chiral selector comprises a bile salt.
Claim 11
Dependent Claim 31 words
A process as recited in claim 1, wherein said micelles comprise a polymer of monomers wherein each of said monomers comprises an unsaturated hydrocarbon chain linked to a chiral amino acid.
Claim 12
Dependent Claim 18 words
A process as recited in claim 1, wherein said micelles comprise a mixture of different polymerized chiral micelles.
Claim 13
Dependent Claim 18 words
A process as recited in claim 1, wherein said micelles comprise a co-polymer of different chiral surfactant monomers.
Claim 14
Dependent Claim 15 words
A process as recited in claim 1, wherein said micelles comprise reversed polymerized chiral micelles.
Claim 15
Dependent Claim 19 words
A process as recited in claim 1, wherein said micelles comprise poly (sodium N-undecylenyl-L-valinate), or comprise poly (sodium N-undecylenyl-D-valinate).

References Cited (Backward Citations)

US4516984A Cited
US4688901A Cited
JPH04149206A Cited
JPH04149205A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2001-06-22 2001-12-22 2002-06-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2005-06-22 2005-12-22 2006-06-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2009-06-22 2009-12-22 2010-06-23 $7700.00 Window Closed / Lapsed

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