Methods for preparation of molecularly imprinted polymers for wine extraction

Patent metadata

Field	Value
Publication number	US-10000598-B2
Application number	US-201314435995-A
Country	US
Kind code	B2
Filing date	Oct 15, 2013
Priority date	Oct 15, 2012
Publication date	Jun 19, 2018
Grant date	Jun 19, 2018

Abstract

Disclosed herein are compositions of, synthesis methods and methods of use for improved molecularly imprinted polymers useful for extracting target molecule compounds of wine.

First claim

What is claimed is:

1. A crosslinked molecularly imprinted polymer (MIP) for extraction of at least one target molecule component of wine, the MIP consisting essentially of polyvinylpolypyrrolidone (PVPP) molecularly imprinted to have specific affinity for binding with the target molecule component of wine, the target molecule component of wine being a flavor component, the PVPP being molecularly imprinted with 2-isobutyl-3-methoxypyrazine (IBMP), 2-methoxypyrazine, 2-phenyl ethyl alcohol, guaiacol or 4-methyl guaiacol.

2. The MIP of claim 1 , wherein the PVPP is formed by polymerization of N-vinyl pyrrolidone with a crosslinker molecule.

3. The MIP of claim 2 , wherein the molar ratio of crosslinker to monomer is in the range from 1.5:1 to 6:1.

4. The MIP of claim 2 , wherein the crosslinker molecule is ethylene dimethacrylate.

5. The MIP of claim 1 , wherein the MIP is in the form of particles having an average size from 100 nm to 1 micrometer.

6. The MIP of claim 5 , wherein the particles have an average size from 100 nm to 500 nm.

7. The MIP of claim 1 , wherein 1 g of the MIP is capable of removing 80-100% of the target molecule from 100 ml of wine or synthetic wine containing 20 ng/L of the target molecule.

8. The MIP of claim 7 , wherein the MIP has been imprinted with 2-isobutyl-3-methoxypyrazine (IBMP), 2 methoxypyrazine or 2-phenyl ethyl alcohol, and the target molecule is IBMP.

9. The MIP of claim 7 , wherein the MIP has been imprinted with guaiacaol or 4-methyl guaiacol, and the target molecule is guaiacaol.

10. A method comprising flowing wine through a solid phase extraction column comprising a solid phase comprising the MIP of claim 1 .

11. The method of claim 10 further comprising the step of collecting the wine after it exits the solid phase extraction column.

12. The method of claim 10 , wherein the wine comprises an initial concentration of a target molecule as it enters the solid phase extraction column, the wine comprises a final concentration of a target molecule as it exits the solid phase extraction column, and the ratio of the final concentration to the initial concentration of the target molecule is from 0 to 0.4.

13. The method of claim 12 wherein the ratio of the final concentration to the initial concentration of the target molecule is from 0 to 0.2.

14. A method of regenerating a MIP comprising washing the MIP of claim 1 with a solvent.

15. The method of claim 14 wherein the solvent comprises a mixture of an alcohol and water.

Assignees

• Dartmouth College

Inventors

• Belbruno Joseph J

Classifications

• C08F222/10 Primary

  Esters · CPC title

• Y10T428/2982

  Particulate matter [e.g., sphere, flake, etc.] · CPC title

• C12H1/0424 Primary

  with the aid of a polymer · CPC title

• C08F220/20

  of polyhydric alcohols or phenols {, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate} · CPC title

• C08F226/10

  N-Vinyl-pyrrolidone · CPC title