Edible plasticizers for food and food packaging films

Patent metadata

Field	Value
Publication number	US-10106570-B2
Application number	US-201314901696-A
Country	US
Kind code	B2
Filing date	Jun 28, 2013
Priority date	Jun 28, 2013
Publication date	Oct 23, 2018
Grant date	Oct 23, 2018

Abstract

Disclosed are plasticizers, salts thereof, chelates thereof and cleavage derivatives thereof, that exhibit a superior combination of properties. The plasticizers can be used for a variety of purposes, including food preparation, cosmetics, beverages and polymeric matrices. The plasticizers can be prepared by esterifying gallic acid, fulvic acid, or tannic acid.

First claim

What is claimed is:

1. A plasticizing composition comprising a compound of formula I:

a salt thereof, a chelate thereof, or a combination thereof,
wherein R 1A , R 1B , and R 1C are independently selected from hydrogen, —(C═O)—(C 8 -C 16 )alkyl, or —(C═O)—(C 8 -C 16 )alkenyl, wherein at least two of R 1A , R 1B , and R 1C are not hydrogen;
R 2 is —(C 8 -C 16 )alkyl, —(C 8 -C 16 )alkenyl, -mannitosyl, -sorbitolyl, or -sucrosyl.

2. The composition of claim 1 , wherein R 2 is —(C 8 -C 16 )alkyl or —(C 8 -C 16 )alkenyl.

3. The composition of claim 1 , wherein R 2 is -mannitosyl, -sorbitolyl, or -sucrosyl.

4. The composition of claim 1 , wherein R 2 is selected from the group consisting of:

5. The composition of claim 1 , wherein R 2 is selected from the group consisting of:

6. The composition of claim 1 , wherein R 1A , R 1B , and R 1C are independently selected from —(C═O)—(C 8 -C 16 )alkyl and —(C═O)—(C 8 -C 16 )alkenyl.

7. The composition of claim 1 , wherein the at least one compound comprises a sodium salt, an ammonium salt, a potassium salt, a calcium salt, a magnesium salt, a manganese salt, a zinc salt, an iron salt, or a combination thereof.

8. The composition of claim 1 , wherein the at least one compound comprises a transition metal ion chelate.

9. A method of preparing a plasticizing compound, the method comprising esterifying gallic acid to form a plasticizing compound of formula I:

a salt thereof, a chelate thereof, or a combination thereof,
wherein R 1A , R 1B , and R 1C are independently selected from hydrogen, —(C═O)—(C 8 -C 16 )alkyl, and —(C═O)—(C 8 -C 16 )alkenyl, wherein at least two of R 1A , R 1B , and R 1C are not hydrogen;
R 2 is —(C 8 -C 16 )alkyl, —(C 8 -C 16 )alkenyl, -mannitosyl, -sorbitolyl, or -sucrosyl.

10. The method of claim 9 , wherein the method includes esterifying the gallic acid to form at least one compound of formula I, wherein R 1A , R 1B , and R 1C are independently selected from hydrogen, —(C═O)—(C 8 -C 16 )alkyl, and —(C═O)—(C 8 -C 16 )alkenyl, wherein at least two of R 1A , R 1B , and R 1C are not hydrogen;
wherein R 2 is selected from the group consisting of:

11. The method of claim 9 , wherein the method includes esterifying the gallic acid to form at least one compound of formula I, wherein R 2 is selected from the group consisting of

12. The method of claim 9 , wherein R 1A , R 1B , and R 1C are independently selected from —(C═O)—(C 8 -C 16 )alkyl and —(C═O)—(C 8 -C 16 )alkenyl.

13. The method of claim 9 , wherein the method comprises esterifying the gallic acid to form at least one compound of formula I, wherein the compound is a sodium salt, an ammonium salt, a potassium salt, a calcium salt, a magnesium salt, a manganese salt, a zinc salt, an iron salt, or a combination thereof.

14. The method of claim 9 , wherein the method comprises esterifying the gallic acid to form at least one compound of formula I, wherein the compound is a transition metal ion chelate.

15. A treated food product comprising at least one of the plasticizing compound of formula I of claim 1 , wherein the food product comprises a dairy product, fat, oil, fat emulsion, edible ice, fruit, vegetable, fungi, seaweed, nuts, seeds, confectionery, cereal, cereal product derived from cereal grains, bakery ware, meat, meat byproduct, fish, fish product, egg product, sugar, artificial sweetener, spices, condiment, soup, sauce, salad, protein mix, non-dairy beverage, savory snack, or combinations thereof.

Assignees

• Empire Technology Dev Llc

Inventors

• Adam Georgius Abidal
• Needham Anita

Classifications

• A23V2002/00

  Food compositions, function of food ingredients or processes for food or foodstuffs · CPC title

• C07H15/18 Primary

  Acyclic radicals, substituted by carbocyclic rings · CPC title

• C07C69/76

  Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring · CPC title

• C07C67/08

  by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds · CPC title

• C07C69/017

  Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring · CPC title