Molecularly imprinted polymer for wine, method of preparing, and use of same

• US 9,260,683 B2
• Filed: 10/15/2012
• Issued: 02/16/2016
• Est. Priority Date: 10/13/2011
• Status: Active Grant

• Current Assignee: Constellation Brands U.S. Operations, Inc. (Constellation Brands Incorporated), The Trustees of Dartmounth College (Dartmouth College)
• Original Assignee: Constellation Brands U.S. Operations, Inc. (Constellation Brands Incorporated), The Trustees of Dartmounth College (Dartmouth College)
• Inventors: Belbruno, Joseph J., Kelm, Mark
• Primary Examiner(s): WEIER, ANTHONY J
• Application Number:
  US14/351,814
• Publication Number:
  US 20140242237A1
• Time in Patent Office: 1,219 Days
• Field of Search: 426/422, 426/424, 426/490, 426/493, 426/496, 435/7.4, 436/164, 436/111, 436/71, 436/95, 436/96, 436/86, 436/20
• US Class Current: 1/1
• CPC Class Codes: C08F 220/14 Methyl esters , e.g. methyl (meth)acrylate
• CPC Class Codes: C08L 33/12 Homopolymers or copolymers of methyl methacrylate
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C12G 1/00 Preparation of wine or sparkling wine
• CPC Class Codes: C12H 1/0424 with the aid of a polymer
• CPC Class Codes: G01N 33/146 containing alcohol

Abstract

Shown herein are compositions of, and methods of use for, molecularly imprinted polymers useful for extracting and/or detecting target molecule compounds of wine.

Claims

1. A molecularly imprinted polymer (MIP) for detection of at least one target molecule component of wine, comprising poly(4-vinylphenol)-co-poly(methylmethacrylate).

2. The MIP of claim 1, wherein the MIP is in the form of a film or powder.

3. The MIP of claim 1, further comprising the target molecule, wherein the target molecule is one or more of 2-isobutyl-3-methoxypyrazine, 2-methoxypyrazine, 2-phenylethyl alcohol, guaiacol, or 4-methylguaiacol.

9. A method of reducing the concentration of at least one target molecule of wine comprising exposing the wine to a MIP according to claim 1.

10. The method of claim 9, wherein the target molecule is one or more of 2-isobutyl-3-methoxypyrazine, 2-methoxypyrazine, 2-phenylethyl alcohol, guaiacol, or 4-methylguaiacol.

4. A method of preparing a MIP for detection of at least one target molecule of wine, comprising:

dissolving a polymer in a first solvent to form a first solution;

adding a compound being substantially identical to the target molecule to the first solution to form a second solution;

mixing the second solution for a first period of time to form a MIP network solution;

recovering a MIP/compound composition from the MIP network solution; and

removing the compound from the MIP/compound composition to form the MIP, wherein the MIP/compound composition is recovered by precipitating the MIP network solution into a second solvent and filtering to recover the MIP/compound composition, and then a third solvent is added to the recovered MIP/compound composition to remove the compound to form the MIP.

5. A method of preparing a MIP for detection of at least one target molecule of wine, comprising:

dissolving a polymer in a first solvent to form a first solution;

adding a compound being substantially identical to the target molecule to the first solution to form a second solution;

mixing the second solution for a first period of time to form a MIP network solution;

recovering a MIP/compound composition from the MIP network solution; and

removing the compound from the MIP/compound composition to form the MIP, wherein polymer is at least one of polyurethane, poly(4-vinylphenol), or poly(methylmethacrylate), or co-polymers thereof.

6. The method of claim 5, wherein the polymer is poly(4-vinylphenol)-co-poly(methylmethacrylate).

7. The method of claim 5, wherein the first solvent is ethanol, toluene or DMF.

8. The method of claim 5, wherein the MIP/compound composition is recovered by precipitating the MIP network solution into a second solvent and the second solvent is hexane or diethylether.

11. The method of claim 5, wherein the target molecule is one or more of 2-isobutyl-3-methoxypyrazine, 2-methoxypyrazine, 2-phenylethyl alcohol, guaiacol, or 4-methylguaiacol.