Chiral recognition polymer and its use to separate enantiomers
Abstract
A new polymeric material, a process for forming the material and method of using the material to separate enantiomers of chiral compounds, particularly amino acids and pharmaceuticals are disclosed. A polymeric material can be formed from polyaniline doped with a chiral acid and then extracted with a suitable base. This leaves behind a polymeric material which preferentially traps, and then selectively releases, one enantiomer of a chiral mixture brought in contact with the surface of the polymeric material. In particular, when polyaniline is doped with either R- or S-camphorsulfonic acid (CSA) it takes on a chiral structure. Removing the chiral acid dopant leads to a new chiral polyaniline. The dedoped chiral polyanilines have the ability to discriminate among enantiomers of many compounds which exist in chiral mixtures.
- Inventors:
- Issue Date:
- Research Org.:
- Univ. of California, Oakland, CA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1531438
- Patent Number(s):
- 6265615
- Application Number:
- 09/322,327
- Assignee:
- The Regents of the University of California (Oakland, CA)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07B - GENERAL METHODS OF ORGANIC CHEMISTRY
C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- DOE Contract Number:
- N00014-97-1-0888
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 1999-05-28
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Kaner, Richard B., Knobler, Charles M., and Guo, Hailan. Chiral recognition polymer and its use to separate enantiomers. United States: N. p., 2001.
Web.
Kaner, Richard B., Knobler, Charles M., & Guo, Hailan. Chiral recognition polymer and its use to separate enantiomers. United States.
Kaner, Richard B., Knobler, Charles M., and Guo, Hailan. Tue .
"Chiral recognition polymer and its use to separate enantiomers". United States. https://www.osti.gov/servlets/purl/1531438.
@article{osti_1531438,
title = {Chiral recognition polymer and its use to separate enantiomers},
author = {Kaner, Richard B. and Knobler, Charles M. and Guo, Hailan},
abstractNote = {A new polymeric material, a process for forming the material and method of using the material to separate enantiomers of chiral compounds, particularly amino acids and pharmaceuticals are disclosed. A polymeric material can be formed from polyaniline doped with a chiral acid and then extracted with a suitable base. This leaves behind a polymeric material which preferentially traps, and then selectively releases, one enantiomer of a chiral mixture brought in contact with the surface of the polymeric material. In particular, when polyaniline is doped with either R- or S-camphorsulfonic acid (CSA) it takes on a chiral structure. Removing the chiral acid dopant leads to a new chiral polyaniline. The dedoped chiral polyanilines have the ability to discriminate among enantiomers of many compounds which exist in chiral mixtures.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Jul 24 00:00:00 EDT 2001},
month = {Tue Jul 24 00:00:00 EDT 2001}
}
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