Volatile or semi-volatile natural antioxidants sourced from a comestible byproduct

Patent metadata

Field	Value
Publication number	US-12006416-B2
Application number	US-201917252011-A
Country	US
Kind code	B2
Filing date	Jun 19, 2019
Priority date	Jun 20, 2018
Publication date	Jun 11, 2024
Grant date	Jun 11, 2024

Abstract

A method of obtaining a volatile or semi-volatile natural antioxidant by toasting a comestible byproduct, natural antioxidants obtained by toasting the comestible byproduct, and packaging films incorporating such natural antioxidants are described herein.

First claim

What is claimed is:

1. A method of obtaining a volatile or semi-volatile natural antioxidant from a comestible byproduct, the method comprising:
providing a comestible byproduct including a source of phenolic acid or polyphenolic compounds and optionally grinding the comestible byproduct;
toasting the comestible byproduct or optionally ground comestible byproduct for a time and at a temperature effective to volatilize and thermally convert the phenolic acid or polyphenolic compounds of the comestible byproduct or the optionally ground comestible byproduct into volatilized compounds including one or more substituted phenolic compounds; and
recovering the volatilized compounds including the one or more substituted phenolic compounds for use as the volatile or semi-volatile natural antioxidant.

2. The method of claim 1 , wherein the comestible byproduct is selected from canola meal, wheat bran, pomace, straw, coffee fruit, green coffee bean, roasted coffee beans, roast and ground coffee, spent coffee grounds, and combinations thereof.

3. The method of claim 1 , wherein the toasting includes dry heating at atmospheric pressure for about 10 minutes to about 20 minutes at about 165° C. to about 250° C., optionally under an inert gas purge.

4. The method of claim 1 , wherein the recovering includes cold trapping of the volatilized compounds.

5. The method of claim 1 , further comprising incorporating the recovered volatilized compounding including the one or more substituted phenolic compounds into a polymer substrate for use as packaging material.

6. The method of claim 5 , wherein the polymer substrate is selected form polyethylene, low density polyethylene (LDPE), linear low density polyethylene (LLDPE), ethylene-vinyl acetate (EVA), polypropylene, polylactic acid (PLA), polybutylene, and mixtures thereof.

7. The method of claim 1 , wherein the one or more substituted phenolic compounds include a methoxy phenol compound, a 4,6-substituted 2-methoxy phenol, derivatives thereof and mixtures thereof.

8. The method of claim 7 , wherein the 4,6-substitutions are each independently selected from hydrogen, a methoxy group, a methyl group, a vinyl group, and combinations thereof.

9. The method of claim 1 , wherein the volatile or semi-volatile natural antioxidant has a vapor pressure from about 0.0005 mm to about 0.5 mm of Hg at about 25° C.

Assignees

• Kellog Co

Inventors

• Linghu Ziyi
• Pinkston John David

Classifications

• A23B2/746

  with singly-bound oxygen · CPC title

• A23B2/733

  Compounds of undetermined constitution obtained from animals or plants · CPC title

• C07C43/23

  containing hydroxy or O-metal groups · CPC title

• C07C41/40 Primary

  by change of physical state, e.g. by crystallisation · CPC title

• C07C41/09

  by dehydration of compounds containing hydroxy groups · CPC title