IP Library › Granted Patent US 9,669,047
Granted Patent B2
US 9,669,047 · App. 14/758,111 · Granted Jun 6, 2017

Method for producing polyphenol composition

Inventor: Yasushi Yamada (Narita, JP)
Assignee: KAO CORPORATION
A61K31/7048A23L33/10A61K31/192A61K31/216A61K31/353A61K31/36A61K31/366C07D311/32
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Quick Facts
Patent No.
US 9,669,047
App. No.
14/758,111
Granted
Jun 6, 2017
Kind
B2
Abstract

Provided is a method for easily producing a polyphenol composition in a solid state having an excellent solubility in water. The method for producing the polyphenol composition comprises the following steps (1) and (2): (1) heating a mixture of a hardly water-soluble polyphenol (A) and a water-soluble polyphenol (B) to a temperature equal to or higher than the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) or the water-soluble polyphenol (B), thereby obtaining a heat-treated solution, and (2) cooling and solidifying the thus-obtained heat-treated solution.

Claims (23)

1. A method for producing a polyphenol composition comprising the following steps (1) and (2):

(1) heating a mixture of a hardly water-soluble polyphenol (A) and a water-soluble polyphenol (B) to the temperature equal to or higher than the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) or the water-soluble polyphenol (B), thereby obtaining a heat-treated solution, wherein a content of aqueous medium in the mixture at the heat treatment is 10 mass % or less and wherein the water-soluble polyphenol (B) has the solubility in water at 25° C. of 10 g/L or more, and

(2) cooling and solidifying the thus-obtained heat-treated solution.

2. The method for producing a polyphenol composition according to claim 1 , wherein the content of aqueous medium in the mixture of the hardly water-soluble polyphenol (A) and the water-soluble polyphenol (B) at the heat treatment is 5 mass % or less.

3. The method for producing a polyphenol composition according to claim 1 , wherein the mixture of the hardly water-soluble polyphenol (A) and the water-soluble polyphenol (B) at the heat treatment does not contain the aqueous medium.

4. The method for producing a polyphenol composition according to claim 1 , wherein the temperature for the heat treatment is higher than the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) or the water-soluble polyphenol (B) by 2° C. or more, and up to 200° C.

5. The method for producing a polyphenol composition according to claim 1 , wherein the temperature for the heat treatment is higher than the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) or the water-soluble polyphenol (B) by 5° C. or more, and up to 180° C.

6. The method for producing a polyphenol composition according to claim 1 , wherein a solubility of the water-soluble polyphenol (B) in water at 25° C. is larger than that of the hardly water-soluble polyphenol (A) in water at 25° C.

7. The method for producing a polyphenol composition according to claim 1 , wherein the hardly water-soluble polyphenol (A) has the solubility in water at 25° C. of 2 g/L or less.

8. The method for producing a polyphenol composition according to claim 1 , wherein the hardly water-soluble polyphenol (A) is one or more selected from the group consisting of hesperidin, ellagic acid, sesamin, and ferulic acid.

9. The method for producing a polyphenol composition according to claim 1 , wherein the water-soluble polyphenol (B) is one or more selected from the group consisting of sugar adducts of hardly water-soluble polyphenols, methylated products of hardly water-soluble polyphenols, catechins, and chlorogenic acids.

10. The method for producing a polyphenol composition according to claim 1 , wherein the water-soluble polyphenol (B) is one or more selected from the group consisting of glucosylhesperidin, methylhesperidin, catechins and chlorogenic acids.

11. The method for producing a polyphenol composition according to claim 1 , wherein a mass ratio of the hardly water-soluble polyphenol (A) to the water-soluble polyphenol (B) in the heat treatment step, [(A)/(B)], is from 0.05 to 2.

12. The method for producing a polyphenol composition according to claim 1 , wherein a mass ratio of the hardly water-soluble polyphenol (A) to the water-soluble polyphenol (B) in the heat treatment step, [(A)/(B)], is from 0.09 to 1.

13. The method for producing a polyphenol composition according to claim 1 , wherein a cooling temperature of the heat-treated solution is lower than the melting point or glass transition temperature of the polyphenol having the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) and the water-soluble polyphenol (B).

14. The method for producing a polyphenol composition according to claim 1 , wherein a cooling rate from the heat treatment temperature to 25° C. is 0.2° C./s or more in the step for cooling the heat-treated solution.

15. The method for producing a polyphenol composition according to claim 1 , further comprising a step for pulverizing the solidified polyphenol composition.

16. A method for producing a polyphenol composition comprising the following steps (1) and (2):

(1) heating a mixture of a hardly water-soluble polyphenol (A) and a water-soluble polyphenol (B) to the temperature equal to or higher than the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) or the water-soluble polyphenol (B), thereby obtaining a heat-treated solution, wherein a mass ratio of the hardly water-soluble polyphenol (A) to the water-soluble polyphenol (B) in the heat treatment step, [(A)/(B)], is from 0.05 to 2 and wherein a content of aqueous medium in the mixture at the heat treatment is 10 mass % or less, and

(2) cooling and solidifying the thus-obtained heat-treated solution.

17. A method for producing a polyphenol composition comprising the following steps (1) and (2):

(1) heating a mixture of a hardly water-soluble polyphenol (A) and a water-soluble polyphenol (B) to the temperature equal to or higher than the lowest melting point or glass transition temperature of the hardly water-soluble polyphenol (A) or the water-soluble polyphenol (B), thereby obtaining a heat-treated solution, wherein a content of aqueous medium in the mixture at the heat treatment is 10 mass % or less, and

(2) cooling, and thereby solidifying, the heat-treated solution from the heat treatment temperature to 25° C., at a cooling rate of 0.2° C./s or more.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 29, 2015
From: YAMADA, YASUSHI
To: KAO CORPORATION
Reel/Frame 035930/0090 →
Priority Claims (1)
JP 2012-284338 · Dec 27, 2012 · national
Continuity (1)
Related Publication 20150335673A1 · Nov 26, 2015